NP-MRD: Showing NP-Card for Betulinic acid (NP0045612)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2022-03-17 19:32:45 UTC

Updated at

2024-04-19 09:55:06 UTC

NP-MRD ID

NP0045612

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Betulinic acid

Description

Betulinic acid, also known as betulinate, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Betulinic acid is found in Achyranthes aspera , Adansonia digitata , Adenosma caeruleum, Aegle marmelos , Albizia versicolor, Alnus japonica, Alphitonia excelsa, Alphitonia excelsa Boiss. , Alphitonia petriei Braid et White. , Alphitonia whitei, Alphitonia zizyphoides , Alstonia scholaris, Ampelozizyphus amazonicus, Anadenanthera colubrina, Anemone raddeana, Anemone rivularis , Anemone tomentosa, Apis cerana, Arbutus menziesii, Arbutus unedo, Artocarpus integer, Arum maculatum L. , Balanops australiana, Barringtonia racemosa, Bauhinia purpurea, Bauhinia vahlii L. , Beilschmiedia zenkeri, Berberis koreana, Berlinia grandiflora, Bertholletia excelsa, Betula alnoides, Betula ermanii, Betula lenta, Betula maximowicziana, Betula papyrifera, Betula pendula, Betula platyphylla, Betula utilis , Bonnetia paniculata, Bowdichia virgilioides, Breynia fruticosa, Brucea javanica, Buxus wallichiana, Calliandra haematocephala, Calophyllum gracilipes, Calophyllum inophyllum, Calophyllum macrocarpum, Calophyllum teysmannii, Camptotheca acuminata, Caraipa densifolia, Cassinia laevis, Catharanthus roseus , Ceanothus americanus, Ceanothus velutinus, Ceriops decandra, Ceriops tagal , Chaenomeles sinensis, Chaenomeles sinensis KOEHNE , Citrus trifoliata, Clematoclethra scandens, Clermontia fauriei, Clerodendrum bungei, Clerodendrum mandarinorum, Clinopodium umbrosum, Clusia columnaris, Clusia nemorosa , Clusia paralicola, Coccoloba excoriata, Combretum imberbe, Combretum indicum, Combretum laxum, Condea albida, Hedysarum multijugum, Cornus capitata, Cornus florida L., Cornus kousa, Cornus officinalis , Couepia polyandra, Couepia ulei, Coussarea paniculata, Cratoxylum arborescens, Cratoxylum sumatranum, Crossopteryx febrifuga, Crotalaria trifoliastrum, Cuphea carthagenensis, Cussonia bancoensis, Cyclolepis genistoides, Cylicodiscus gabunensis, Datura inoxia, Dialium excelsum, Dichapetalum gelonioides, Dillenia indica, Dillenia papuana, Dillenia philippinensis, Dillenia serrata , Diospyros abyssinica , Diospyros alboflavescens, Diospyros argentea, Diospyros bipindensis, Diospyros buxifolia , Diospyros canaliculata, Diospyros candalleana, Diospyros castanea, Diospyros cauliflora, Diospyros celebica, Diospyros chevalieri, Diospyros chloroxylon , Diospyros cinnabarina, Diospyros consolatae, Diospyros cornii, Diospyros crassiflora, Diospyros curranii, Diospyros dendo, Diospyros diepenhorstii , Diospyros discolor , Diospyros ebenum , Diospyros ehretioides, Diospyros elliptifolia, Diospyros embryopteris , Diospyros eriantha, Diospyros evena, Diospyros exsculpta, Diospyros ferrea, Diospyros fragrans, Diospyros gabunensis, Diospyros gilleti, Diospyros gracilescens, Diospyros greeniway, Diospyros guianensis , Diospyros hirsuta, Diospyros hoyleana, Diospyros ismailii, Diospyros iturensis, Diospyros kaki var.sylvestris , Diospyros kamerunensis, Diospyros leucomelas, Diospyros longiflora, Diospyros lotus , Diospyros mafiensis, Diospyros maingayi, Diospyros malabarica, Diospyros malanonilau, Diospyros mannii, Diospyros maritima , Diospyros melanoxylon , Diospyros mespiliformis , Diospyros mollis, Diospyros monobuttensis, Diospyros montana , Diospyros moonii, Diospyros morrisiana, Diospyros natalensis, Diospyros nigra, Diospyros obliquifolia, Diospyros palmeri, Diospyros peregrina , Diospyros pseudo-malabarica, Diospyros quaesita, Diospyros rhodocalyx, Diospyros sanza-minika, Diospyros siamang, Diospyros siamensis, Diospyros siderophylla, Diospyros singaporensis, Diospyros spinescens, Diospyros sumatrana, Diospyros sylvatica, Diospyros thwaitesii, Diospyros tomentosa , Diospyros verrucosa, Diospyros walkeri, Diospyros wallichii, Diospyros zenkeri, Dipterocarpus hispidus, Discaria americana, Doliocarpus dentatus, Dracocephalum forrestii, Echinops echinatus, Eleocharis sellowiana, Engelhardia roxburghiana, Enkianthus cernuus, Epigaea asiatica, Equisetum arvense, Eremanthus veadeiroensis, Eriobotrya japonica, Eucalyptus camaldulensis, Eucalyptus camaldulensis var.obtusa , Eucalyptus citriodora , Eugenia moraviana, Eugenia sandwicensis, Euphorbia micractina, Euptelea polyandra, Eurya japonica, Eysenhardtia platycarpa, Fagara tessmannii Engl., Fagonia indica, Fagus taurica, Ficus conraui, Ficus cordata, Ficus pandurata, Ficus polita, Ficus pumila, Ficus sarmentosa, Forsythia suspensa, Garcinia dulcis , Garcinia hanburyi, Gardenia saxatilis, Gladiolus italicus, Gliricidia sepium, Glycyrrhiza glabra, Goniothalamus thwaitesii, Gustavia hexapetala , Gymnosporia cassinoides, Gypsophila struthium, Harpalyce brasiliana, Harungana madagascariensis , Hedyotis lawsoniae, Helicteres angustifolia , Helicteres isora, Henriettella fascicularis, Schefflera heptaphylla, Hypericum ascyron, Hypericum chinense, Hypericum geminiflorum, Hypericum inodorum, Hypericum laricifolium, Hypericum patulum, Hypericum revolutum, Hypericum sampsonii, Hypericum wightianum, Mesosphaerum suaveolens, Ilex latifolia, Ilex macropoda, Illicium difengpi, Inga punctata, Iris missouriensis, Isodon coetsa, Ixeridium gracile, Jasminum lanceolarium, Koompassia malaccensis, Lantana camara, Lavandula angustifolia, Lawsonia alba , Lepechinia caulescens, Leptospermum scoparium, Lespedeza bicolor , Lespedeza davidii, Leucothoe grayana Max., Licania heteromorpha, Licania pyrifolia, Lumnitzera racemosa, Lupinus albus , Luxemburgia octandra, Lycopus asper, Lycopus lucidus, Machaerocereus eruca, Marila laxiflora, Maytenus cuzcoina, Medinilla fengii, Melaleuca ericifolia, Melaleuca leucadendra, Melaleuca leucadendron , Melilotus messanensis, Menyanthes trifoliata, Mesua ferrea, Microtropis fokienensis, Mimosa diplotricha, Mitragyna inermis , Moldenhavera nutans, Licania tomentosa, Morus alba, Morus australis , Mosla dianthera, Myodocarpus gracilis, Nelumbo nucifera, Nerium oleander , Relhania calycina, Relhania fruticosa, Origanum compactum , Orthosiphon stamineus , Osmanthus armatus, Ozothamnus ledifolius, Paeonia emodi, Paeonia lactiflora, Paeonia rockii, Paeonia suffruticosa , Paliurus hemsleyanus, Paliurus ramosissimus, Peganum nigellastrum, Peperomia blanda, Peperomia leptostachya, Peperomia sui, Phyla dulcis, Phyllanthus reticulatus , Picramnia pentandra, Pieris japonica D.Don. , Platanus occidentalis, Plumeria obtusa , Plumeria rubra, Pongamia pinnata , Pouteria torta, Prunella vulgaris, Prunus dulcis, Psorospermum glaberrimum, Psychotria adenophylla , Pyrus communis, Quercus suber, Rauvolfia vomitoria, Retanilla trinervia, Rhododendron anthopogon, Rhododendron arboreum , Rhododendron metternichii, Rhododendron ovatum, Rosa davurica, Rosa multiflora, Rosa rugosa, Rosmarinus officinalis L. , Salacia chinensis, Salvia farinacea, Salvia longistyla, Salvia nicolsoniana, Salvia roborowskii, Salvia thymoides, Salvia verticillata, Salvia virgata, Salvia xalapensis, Sambucus racemosa, Sanguisorba officinalis, Sarcandra glabra, Sarracenia flava, Scaevola floribunda, Schleichera oleosa , Scoparia dulcis L. , Acacia mellifera , Senna lindheimeriana, Senna obtusifolia, Cassia spectabilis , Solanum aviculare, Sorbus decora, Sorocea bonplandii, Stauntonia hexahylla, Stauntonia hexaphylla, Stemodia foliosa, Stemodia maritima, Stenocereus eruca, Swartzia arborescens, Syncarpia glomulifera, Syzigium claviflorum, Syzygium claviflorum, Syzygium formosanum, Syzygium grande, Syzygium sandwicense, Tabebuia rosea, Tadehagi triquetrum, Tectona grandis, Tephrosia purpurea, Terminalia brachystemma, Terminalia elliptica, Terminalia fagifolia, Terminalia glabrescens, Terminalia superba , Ternstroemia cherryi, Ternstroemia gymnanthera, Ternstroemia merrilliana, Tetracentron sinense , Tetracera asiatica, Tetracera boiviniana , Thymus caramanicus, Thymus persicus, Thymus pubescens, Thymus vulgaris , Tovomita brasiliensis, Tovomita brevistaminea, Triphyophyllum peltatum, Tripterygium wilfordii, Uapaca guineensis, Uapaca nitida, Ugni molinae, Ulmus davidiana, Valeriana laxiflora, Vatica cinerea, Vatica diospyroides, Vellozia declinans, Viburnum cylindricum, Viscum album, Viscum coloratum , Vismia cayennensis, Vismia guineensis, Vitex negundo, Vitis vinifera, Wisteria floribunda, Woodfordia fruticosa, Zanthoxylum gilletii, Zataria multiflora, Ziziphus cambodiana, Ziziphus jujuba , Ziziphus jujuba var.spinosa , Ziziphus mauritiana, Ziziphus spina-christi, Ziziphus xylopyrus, Zizphus cambodiana, Zizyphus joazeiro and Zizyphus vulgaris. Betulinic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305221920012D          

 33 37  0  0  0  0            999 V2000
    1.7322   -1.6372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1252   -1.3189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9927    1.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0662    1.9434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5937   -0.3207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3238    1.8036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8208    1.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9439   -0.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7688   -0.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3943    0.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9736    1.8287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2435   -0.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4186   -0.3082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1487    1.8162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4681    0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4988    1.7911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6739    1.7785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3368   -1.0759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1530   -0.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5206    0.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3969    1.1206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1704    0.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6451    0.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6957    0.3498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7773    1.7179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2218    1.1332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9953    0.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9222    1.0830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7471    1.0955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2724    1.0579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4700    0.4376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9583    1.6192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1014    2.4766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0  0  0  0
 13 12  1  0  0  0  0
 14 11  1  0  0  0  0
 15 10  1  0  0  0  0
 17 16  1  0  0  0  0
 18  1  2  0  0  0  0
 18  2  1  0  0  0  0
 19 10  1  0  0  0  0
 19 18  1  0  0  0  0
 20  8  1  0  0  0  0
 21 11  1  0  0  0  0
 22  9  1  0  0  0  0
 23 12  1  0  0  0  0
 24 19  1  0  0  0  0
 24 20  1  0  0  0  0
 26  3  1  0  0  0  0
 26  4  1  0  0  0  0
 26 21  1  0  0  0  0
 26 23  1  0  0  0  0
 27  5  1  0  0  0  0
 27 13  1  0  0  0  0
 27 21  1  0  0  0  0
 27 22  1  0  0  0  0
 28  6  1  0  0  0  0
 28 16  1  0  0  0  0
 28 20  1  0  0  0  0
 29  7  1  0  0  0  0
 29 14  1  0  0  0  0
 29 22  1  0  0  0  0
 29 28  1  0  0  0  0
 30 15  1  0  0  0  0
 30 17  1  0  0  0  0
 30 24  1  0  0  0  0
 30 25  1  0  0  0  0
 31 23  1  0  0  0  0
 32 25  2  0  0  0  0
 33 25  1  0  0  0  0
M  END


  Mrv1652305221920012D          

 33 37  0  0  0  0            999 V2000
    1.7322   -1.6372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1252   -1.3189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9927    1.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0662    1.9434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5937   -0.3207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3238    1.8036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8208    1.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9439   -0.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7688   -0.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3943    0.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9736    1.8287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2435   -0.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4186   -0.3082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1487    1.8162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4681    0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4988    1.7911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6739    1.7785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3368   -1.0759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1530   -0.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5206    0.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3969    1.1206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1704    0.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6451    0.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6957    0.3498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7773    1.7179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2218    1.1332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9953    0.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9222    1.0830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7471    1.0955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2724    1.0579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4700    0.4376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9583    1.6192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1014    2.4766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0  0  0  0
 13 12  1  0  0  0  0
 14 11  1  0  0  0  0
 15 10  1  0  0  0  0
 17 16  1  0  0  0  0
 18  1  2  0  0  0  0
 18  2  1  0  0  0  0
 19 10  1  0  0  0  0
 19 18  1  0  0  0  0
 20  8  1  0  0  0  0
 21 11  1  0  0  0  0
 22  9  1  0  0  0  0
 23 12  1  0  0  0  0
 24 19  1  0  0  0  0
 24 20  1  0  0  0  0
 26  3  1  0  0  0  0
 26  4  1  0  0  0  0
 26 21  1  0  0  0  0
 26 23  1  0  0  0  0
 27  5  1  0  0  0  0
 27 13  1  0  0  0  0
 27 21  1  0  0  0  0
 27 22  1  0  0  0  0
 28  6  1  0  0  0  0
 28 16  1  0  0  0  0
 28 20  1  0  0  0  0
 29  7  1  0  0  0  0
 29 14  1  0  0  0  0
 29 22  1  0  0  0  0
 29 28  1  0  0  0  0
 30 15  1  0  0  0  0
 30 17  1  0  0  0  0
 30 24  1  0  0  0  0
 30 25  1  0  0  0  0
 31 23  1  0  0  0  0
 32 25  2  0  0  0  0
 33 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0045612

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=C)C1CCC2(CCC3(C)C(CCC4C5(C)CCC(O)C(C)(C)C5CCC34C)C12)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C30H48O3/c1-18(2)19-10-15-30(25(32)33)17-16-28(6)20(24(19)30)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h19-24,31H,1,8-17H2,2-7H3,(H,32,33)

> <INCHI_KEY>
QGJZLNKBHJESQX-UHFFFAOYSA-N

> <FORMULA>
C30H48O3

> <MOLECULAR_WEIGHT>
456.7003

> <EXACT_MASS>
456.360345402

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
54.20799773958314

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
17-hydroxy-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosane-5-carboxylic acid

> <ALOGPS_LOGP>
5.34

> <JCHEM_LOGP>
6.639739080000002

> <ALOGPS_LOGS>
-6.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.48943339017772

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.748313577998887

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8351229684482065

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
132.6255

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.04e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
17-hydroxy-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosane-5-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 22-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-MAY-19         0                                  
HETATM    1  C   UNK     0       3.233  -3.056   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.834  -2.462   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.920   2.664   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.190   3.628   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.442  -0.599   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.071   3.367   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.999   3.579   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.362  -0.645   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.902  -0.622   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.603   0.098   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.151   3.414   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.521  -0.552   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.981  -0.575   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.611   3.390   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.740   1.632   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.531   3.343   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.991   3.320   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.362  -2.008   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.019  -0.507   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.572   0.676   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.941   2.092   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.651   0.723   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.271   0.793   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.032   0.653   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.318   3.207   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      13.481   2.115   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.191   0.747   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.321   2.022   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.861   2.045   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.242   1.975   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      15.811   0.817   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       1.789   3.022   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       3.923   4.623   0.000  0.00  0.00           O+0
CONECT    1   18                                                            
CONECT    2   18                                                            
CONECT    3   26                                                            
CONECT    4   26                                                            
CONECT    5   27                                                            
CONECT    6   28                                                            
CONECT    7   29                                                            
CONECT    8    9   20                                                       
CONECT    9    8   22                                                       
CONECT   10   15   19                                                       
CONECT   11   14   21                                                       
CONECT   12   13   23                                                       
CONECT   13   12   27                                                       
CONECT   14   11   29                                                       
CONECT   15   10   30                                                       
CONECT   16   17   28                                                       
CONECT   17   16   30                                                       
CONECT   18    1    2   19                                                  
CONECT   19   10   18   24                                                  
CONECT   20    8   24   28                                                  
CONECT   21   11   26   27                                                  
CONECT   22    9   27   29                                                  
CONECT   23   12   26   31                                                  
CONECT   24   19   20   30                                                  
CONECT   25   30   32   33                                                  
CONECT   26    3    4   21   23                                             
CONECT   27    5   13   21   22                                             
CONECT   28    6   16   20   29                                             
CONECT   29    7   14   22   28                                             
CONECT   30   15   17   24   25                                             
CONECT   31   23                                                            
CONECT   32   25                                                            
CONECT   33   25                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   74    0
END

View in JSmol

Synonyms

Value	Source
Betulinate	Generator
3-Hydroxy-(3beta)-lup-20(29)-en-28-Oic acid	HMDB
3-Hydroxylup-20(29)-en-28-Oic acid	HMDB
3beta-Hydroxy-20(29)-lupaene-28-Oic acid	HMDB
3beta-Hydroxy-lup-20(29)-en-28-Oic acid	HMDB
Betulic acid	HMDB
Mairin	HMDB

Chemical Formula

C₃₀H₄₈O₃

Average Mass

456.7003 Da

Monoisotopic Mass

456.36035 Da

IUPAC Name

17-hydroxy-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosane-5-carboxylic acid

Traditional Name

17-hydroxy-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosane-5-carboxylic acid

CAS Registry Number

472-15-1

SMILES

CC(=C)C1CCC2(CCC3(C)C(CCC4C5(C)CCC(O)C(C)(C)C5CCC34C)C12)C(O)=O

InChI Identifier

InChI=1S/C30H48O3/c1-18(2)19-10-15-30(25(32)33)17-16-28(6)20(24(19)30)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h19-24,31H,1,8-17H2,2-7H3,(H,32,33)

InChI Key

QGJZLNKBHJESQX-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2023-10-02	View Spectrum
1D NMR	[¹³C, ] NMR Spectrum (2D, 201 MHz, CD3OD, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2023-10-02	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2023-10-02	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2023-10-02	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2023-10-02	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Achyranthes aspera	Plant	KNApSAcK
Adansonia digitata	Plant	KNApSAcK
Adenosma caeruleum	Plant	KNApSAcK
Aegle marmelos	Plant	KNApSAcK
Albizia versicolor	LOTUS Database	35616633
Alnus japonica	LOTUS Database	35616633
Alphitonia excelsa	LOTUS Database	35616633
Alphitonia excelsa Boiss.	Plant	KNApSAcK
Alphitonia petriei Braid et White.	Plant	KNApSAcK
Alphitonia whitei	Plant	KNApSAcK
Alphitonia zizyphoides	Plant	KNApSAcK
Alstonia scholaris	LOTUS Database	35616633
Ampelozizyphus amazonicus	LOTUS Database	35616633
Anadenanthera colubrina	LOTUS Database	35616633
Anemone raddeana	LOTUS Database	35616633
Anemone rivularis	Plant	KNApSAcK
Anemone tomentosa	LOTUS Database	35616633
Apis cerana	LOTUS Database	35616633
Arbutus menziesii	LOTUS Database	35616633
Arbutus unedo	LOTUS Database	35616633
Artocarpus champeden	LOTUS Database	35616633
Artocarpus heterophyllus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Arum maculatum	Plant	KNApSAcK
Balanops australiana	LOTUS Database	35616633
Barringtonia racemosa	LOTUS Database	35616633
Bauhinia purpurea	LOTUS Database	35616633
Bauhinia vahlii L.	Plant	KNApSAcK
Beilschmiedia zenkeri	Plant	KNApSAcK
Berberis koreana	LOTUS Database	35616633
Berlinia grandiflora	LOTUS Database	35616633
Bertholletia excelsa	LOTUS Database	35616633
Betula alnoides	LOTUS Database	35616633
Betula ermanii	LOTUS Database	35616633
Betula lenta	LOTUS Database	35616633
Betula maximowicziana	LOTUS Database	35616633
Betula papyrifera	LOTUS Database	35616633
Betula pendula	LOTUS Database	35616633
Betula platyphylla	LOTUS Database	35616633
Betula utilis	Plant	KNApSAcK
Bonnetia paniculata	LOTUS Database	35616633
Bowdichia virgilioides	LOTUS Database	35616633
Breynia fruticosa	LOTUS Database	35616633
Brucea javanica	LOTUS Database	35616633
Buxus wallichiana	LOTUS Database	35616633
Byrsonima crassifolia	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Calliandra haematocephala	LOTUS Database	35616633
Calophyllum gracilipes	LOTUS Database	35616633
Calophyllum inophyllum	LOTUS Database	35616633
Calophyllum macrocarpum	LOTUS Database	35616633
Calophyllum teysmannii	LOTUS Database	35616633
Camptotheca acuminata	Plant	KNApSAcK
Caraipa densifolia	LOTUS Database	35616633
Cassinia laevis	LOTUS Database	35616633
Catharanthus roseus	Plant	KNApSAcK
Ceanothus americanus	LOTUS Database	35616633
Ceanothus velutinus	LOTUS Database	35616633
Ceriops decandra	LOTUS Database	35616633
Ceriops tagal	Plant	KNApSAcK
Chaenomeles sinensis	LOTUS Database	35616633
Chaenomeles sinensis KOEHNE	Plant	KNApSAcK
Cichorium intybus	FooDB	KNAPSACK
Citrus trifoliata	LOTUS Database	35616633
Clematoclethra scandens	LOTUS Database	35616633
Clermontia fauriei	Plant	KNApSAcK
Clerodendrum bungei	LOTUS Database	35616633
Clerodendrum mandarinorum	LOTUS Database	35616633
Clinopodium umbrosum	LOTUS Database	35616633
Clusia columnaris	LOTUS Database	35616633
Clusia nemorosa	Plant	KNApSAcK
Clusia paralicola	LOTUS Database	35616633
Coccoloba excoriata	Plant	KNApSAcK
Combretum imberbe	LOTUS Database	35616633
Combretum indicum	LOTUS Database	35616633
Combretum laxum	LOTUS Database	35616633
Condea albida	LOTUS Database	35616633
Corethrodendron multijugum	Plant	KNApSAcK
Cornus capitata	LOTUS Database	35616633
Cornus florida	Plant	KNApSAcK
Cornus kousa	LOTUS Database	35616633
Cornus officinalis	Plant	KNApSAcK
Couepia polyandra	Plant	KNApSAcK
Couepia ulei	LOTUS Database	35616633
Coussarea paniculata	Plant	KNApSAcK
Crateva religiosa	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Cratoxylum arborescens	LOTUS Database	35616633
Cratoxylum sumatranum	LOTUS Database	35616633
Crossopteryx febrifuga	LOTUS Database	35616633
Crotalaria trifoliastrum	LOTUS Database	35616633
Cuphea carthagenensis	LOTUS Database	35616633
Cussonia bancoensis	LOTUS Database	35616633
Cyclolepis genistoides	LOTUS Database	35616633
Cylicodiscus gabunensis	LOTUS Database	35616633
Datura inoxia	LOTUS Database	35616633
Dialium excelsum	LOTUS Database	35616633
Dichapetalum gelonioides	Plant	KNApSAcK
Dillenia indica	LOTUS Database	35616633
Dillenia papuana	LOTUS Database	35616633
Dillenia philippinensis	LOTUS Database	35616633
Dillenia serrata	Plant	KNApSAcK
Diospyros abyssinica	Plant	KNApSAcK
Diospyros alboflavescens	Plant	KNApSAcK
Diospyros argentea	Plant	KNApSAcK
Diospyros bipindensis	Plant	KNApSAcK
Diospyros buxifolia	Plant	KNApSAcK
Diospyros canaliculata	Plant	KNApSAcK
Diospyros candalleana	Plant	KNApSAcK
Diospyros castanea	Plant	KNApSAcK
Diospyros cauliflora	Plant	KNApSAcK
Diospyros celebica	LOTUS Database	35616633
Diospyros chevalieri	Plant	KNApSAcK
Diospyros chloroxylon	Plant	KNApSAcK
Diospyros cinnabarina	Plant	KNApSAcK
Diospyros consolatae	Plant	KNApSAcK
Diospyros cornii	Plant	KNApSAcK
Diospyros crassiflora	Plant	KNApSAcK
Diospyros curranii	Plant	KNApSAcK
Diospyros dendo	Plant	KNApSAcK
Diospyros diepenhorstii	Plant	KNApSAcK
Diospyros discolor	Plant	KNApSAcK
Diospyros ebenum	Plant	KNApSAcK
Diospyros ehretioides	Plant	KNApSAcK
Diospyros elliptifolia	Plant	KNApSAcK
Diospyros embryopteris	Plant	KNApSAcK
Diospyros eriantha	Plant	KNApSAcK
Diospyros evena	Plant	KNApSAcK
Diospyros exsculpta	Plant	KNApSAcK
Diospyros ferrea	Plant	KNApSAcK
Diospyros fragrans	Plant	KNApSAcK
Diospyros gabunensis	Plant	KNApSAcK
Diospyros gilleti	Plant	KNApSAcK
Diospyros gracilescens	Plant	KNApSAcK
Diospyros greeniway	Plant	KNApSAcK
Diospyros guianensis	Plant	KNApSAcK
Diospyros hirsuta	Plant	KNApSAcK
Diospyros hoyleana	Plant	KNApSAcK
Diospyros ismailii	Plant	KNApSAcK
Diospyros iturensis	Plant	KNApSAcK
Diospyros kaki	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Diospyros kaki var.sylvestris	Plant	KNApSAcK
Diospyros kamerunensis	Plant	KNApSAcK
Diospyros leucomelas	Plant	KNApSAcK
Diospyros longiflora	Plant	KNApSAcK
Diospyros lotus	Plant	KNApSAcK
Diospyros mafiensis	Plant	KNApSAcK
Diospyros maingayi	Plant	KNApSAcK
Diospyros malabarica	LOTUS Database	35616633
Diospyros malanonilau	Plant	KNApSAcK
Diospyros mannii	Plant	KNApSAcK
Diospyros maritima	Plant	KNApSAcK
Diospyros melanoxylon	Plant	KNApSAcK
Diospyros mespiliformis	Plant	KNApSAcK
Diospyros mollis	LOTUS Database	35616633
Diospyros monobuttensis	Plant	KNApSAcK
Diospyros montana	Plant	KNApSAcK
Diospyros moonii	Plant	KNApSAcK
Diospyros morrisiana	Plant	KNApSAcK
Diospyros natalensis	Plant	KNApSAcK
Diospyros nigra	LOTUS Database	35616633
Diospyros obliquifolia	Plant	KNApSAcK
Diospyros palmeri	Plant	KNApSAcK
Diospyros peregrina	Plant	KNApSAcK
Diospyros pseudo-malabarica	Plant	KNApSAcK
Diospyros quaesita	Plant	KNApSAcK
Diospyros rhodocalyx	Plant	KNApSAcK
Diospyros sanza-minika	Plant	KNApSAcK
Diospyros siamang	Plant	KNApSAcK
Diospyros siamensis	Plant	KNApSAcK
Diospyros siderophylla	Plant	KNApSAcK
Diospyros singaporensis	Plant	KNApSAcK
Diospyros spinescens	Plant	KNApSAcK
Diospyros sumatrana	Plant	KNApSAcK
Diospyros sylvatica	Plant	KNApSAcK
Diospyros thwaitesii	Plant	KNApSAcK
Diospyros tomentosa	Plant	KNApSAcK
Diospyros verrucosa	Plant	KNApSAcK
Diospyros virginiana	FooDB	KNAPSACK
Diospyros walkeri	Plant	KNApSAcK
Diospyros wallichii	Plant	KNApSAcK
Diospyros zenkeri	Plant	KNApSAcK
Dipterocarpus hispidus	LOTUS Database	35616633
Discaria americana	LOTUS Database	35616633
Doliocarpus dentatus	LOTUS Database	35616633
Dracocephalum forrestii	LOTUS Database	35616633
Echinops echinatus	LOTUS Database	35616633
Eleocharis sellowiana	LOTUS Database	35616633
Engelhardia roxburghiana	Plant	KNApSAcK
Enkianthus cernuus	Plant	KNApSAcK
Epigaea asiatica	Plant	KNApSAcK
Equisetum arvense	LOTUS Database	35616633
Eremanthus veadeiroensis	LOTUS Database	35616633
Eriobotrya japonica	LOTUS Database	35616633
Eucalyptus camaldulensis	LOTUS Database	35616633
Eucalyptus camaldulensis var.obtusa	Plant	KNApSAcK
Eucalyptus citriodora	Plant	KNApSAcK
Eugenia moraviana	LOTUS Database	35616633
Eugenia sandwicensis	Plant	KNApSAcK
Euphorbia micractina	Plant	KNApSAcK
Euptelea polyandra	LOTUS Database	35616633
Eurya japonica	LOTUS Database	35616633
Eysenhardtia platycarpa	Plant	KNApSAcK
Fagara tessmannii Engl.	Plant	KNApSAcK
Fagonia indica	LOTUS Database	35616633
Fagus taurica	LOTUS Database	35616633
Ficus conraui	LOTUS Database	35616633
Ficus cordata	LOTUS Database	35616633
Ficus pandurata	LOTUS Database	35616633
Ficus polita	LOTUS Database	35616633
Ficus pumila	LOTUS Database	35616633
Ficus sarmentosa	LOTUS Database	35616633
Forsythia suspensa	LOTUS Database	35616633
Garcinia dulcis	Plant	KNApSAcK
Garcinia hanburyi	LOTUS Database	35616633
Gardenia saxatilis	LOTUS Database	35616633
Gladiolus italicus	LOTUS Database	35616633
Gliricidia sepium	LOTUS Database	35616633
Glycyrrhiza glabra	LOTUS Database	35616633
Goniothalamus thwaitesii	Plant	KNApSAcK
Gustavia hexapetala	Plant	KNApSAcK
Gymnosporia cassinoides	LOTUS Database	35616633
Gypsophila struthium	Plant	KNApSAcK
Harpalyce brasiliana	Plant	KNApSAcK
Harungana madagascariensis	Plant	KNApSAcK
Hedyotis lawsoniae	LOTUS Database	35616633
Helicteres angustifolia	Plant	KNApSAcK
Helicteres isora	LOTUS Database	35616633
Henriettea fascicularis	Plant	KNApSAcK
Heptapleurum heptaphyllum	LOTUS Database	35616633
Hypericum ascyron	LOTUS Database	35616633
Hypericum chinense	LOTUS Database	35616633
Hypericum geminiflorum	LOTUS Database	35616633
Hypericum inodorum	LOTUS Database	35616633
Hypericum laricifolium	LOTUS Database	35616633
Hypericum patulum	LOTUS Database	35616633
Hypericum revolutum	LOTUS Database	35616633
Hypericum sampsonii	LOTUS Database	35616633
Hypericum wightianum	LOTUS Database	35616633
Hyptis suaveolens	LOTUS Database	35616633
Ilex latifolia	LOTUS Database	35616633
Ilex macropoda	LOTUS Database	35616633
Illicium difengpi	LOTUS Database	35616633
Inga punctata	LOTUS Database	35616633
Iris missouriensis	LOTUS Database	35616633
Isodon coetsa	LOTUS Database	35616633
Ixeridium gracile	LOTUS Database	35616633
Jasminum lanceolarium	Plant	KNApSAcK
Juglans regia	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Koompassia malaccensis	LOTUS Database	35616633
Lantana camara	LOTUS Database	35616633
Lavandula angustifolia	LOTUS Database	35616633
Lawsonia alba	Plant	KNApSAcK
Lepechinia caulescens	LOTUS Database	35616633
Leptospermum scoparium	LOTUS Database	35616633
Lespedeza bicolor	Plant	KNApSAcK
Lespedeza davidii	LOTUS Database	35616633
Leucothoe grayana Max.	Plant	KNApSAcK
Licania heteromorpha	LOTUS Database	35616633
Licania pyrifolia	LOTUS Database	35616633
Lumnitzera racemosa	LOTUS Database	35616633
Lupinus albus	Plant	KNApSAcK
Luxemburgia octandra	LOTUS Database	35616633
Lycopus asper	LOTUS Database	35616633
Lycopus lucidus	LOTUS Database	35616633
Machaerocereus eruca	-	KNApSAcK
Malus pumila	FooDB	16448186
Marila laxiflora	LOTUS Database	35616633
Maytenus cuzcoina	Plant	KNApSAcK
Medinilla fengii	LOTUS Database	35616633
Melaleuca ericifolia	Plant	KNApSAcK
Melaleuca leucadendra	LOTUS Database	35616633
Melaleuca leucadendron	Plant	KNApSAcK
Melilotus messanensis	LOTUS Database	35616633
Menyanthes trifoliata	LOTUS Database	35616633
Mesua ferrea	LOTUS Database	35616633
Microtropis fokienensis	LOTUS Database	35616633
Mimosa diplotricha	LOTUS Database	35616633
Mitragyna inermis	Plant	KNApSAcK
Moldenhavera nutans	-	KNApSAcK
Moquilea tomentosa	LOTUS Database	35616633
Morus alba	LOTUS Database	35616633
Morus australis	Plant	KNApSAcK
Mosla dianthera	LOTUS Database	35616633
Myodocarpus gracilis	LOTUS Database	35616633
Nelumbo nucifera	LOTUS Database	35616633
Nerium oleander	Plant	KNApSAcK
Ocimum basilicum	FooDB	KNAPSACK
Oedera calycina	LOTUS Database	35616633
Oedera fruticosa	LOTUS Database	35616633
Olea europaea	FooDB	KNAPSACK
Origanum compactum	Plant	KNApSAcK
Orthosiphon stamineus	Plant	KNApSAcK
Osmanthus armatus	LOTUS Database	35616633
Ozothamnus ledifolius	LOTUS Database	35616633
Paeonia emodi	LOTUS Database	35616633
Paeonia lactiflora	LOTUS Database	35616633
Paeonia rockii	LOTUS Database	35616633
Paeonia suffruticosa	Plant	KNApSAcK
Paliurus hemsleyanus	LOTUS Database	35616633
Paliurus ramosissimus	LOTUS Database	35616633
Peganum nigellastrum	LOTUS Database	35616633
Peperomia blanda	LOTUS Database	35616633
Peperomia leptostachya	LOTUS Database	35616633
Peperomia sui	Plant	KNApSAcK
Phyla dulcis	LOTUS Database	35616633
Phyllanthus reticulatus	Plant	KNApSAcK
Picramnia pentandra	Plant	KNApSAcK
Pieris japonica D.Don.	Plant	KNApSAcK
Platanus occidentalis	Plant	KNApSAcK
Plumeria obtusa	Plant	KNApSAcK
Plumeria rubra	LOTUS Database	35616633
Pongamia pinnata	Plant	KNApSAcK
Pouteria torta	LOTUS Database	35616633
Prunella vulgaris	LOTUS Database	35616633
Prunus dulcis	LOTUS Database	35616633
Psophocarpus tetragonolobus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Psorospermum glaberrimum	Plant	KNApSAcK
Psychotria adenophylla	Plant	KNApSAcK
Punica granatum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Pyrus communis	LOTUS Database	35616633
Quercus suber	LOTUS Database	35616633
Rauvolfia vomitoria	LOTUS Database	35616633
Retanilla trinervia	LOTUS Database	35616633
Rhododendron anthopogon	LOTUS Database	35616633
Rhododendron arboreum	Plant	KNApSAcK
Rhododendron metternichii	LOTUS Database	35616633
Rhododendron ovatum	LOTUS Database	35616633
Rosa davurica	LOTUS Database	35616633
Rosa multiflora	LOTUS Database	35616633
Rosa rugosa	LOTUS Database	35616633
Rosmarinus officinalis L.	Plant	KNApSAcK
Salacia chinensis	LOTUS Database	35616633
Salvia farinacea	LOTUS Database	35616633
Salvia longistyla	LOTUS Database	35616633
Salvia nicolsoniana	Plant	KNApSAcK
Salvia roborowskii	Plant	KNApSAcK
Salvia rosmarinus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Salvia thymoides	LOTUS Database	35616633
Salvia verticillata	LOTUS Database	35616633
Salvia virgata	Plant	KNApSAcK
Salvia xalapensis	LOTUS Database	35616633
Sambucus nigra	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Sambucus racemosa	LOTUS Database	35616633
Sanguisorba officinalis	LOTUS Database	35616633
Sarcandra glabra	LOTUS Database	35616633
Sarracenia flava	LOTUS Database	35616633
Scaevola floribunda	LOTUS Database	35616633
Schleichera oleosa	Plant	KNApSAcK
Scoparia dulcis	Plant	KNApSAcK
Senegalia mellifera	Plant	KNApSAcK
Senna lindheimeriana	LOTUS Database	35616633
Senna obtusifolia	LOTUS Database	35616633
Senna spectabilis	Plant	KNApSAcK
Solanum aviculare	LOTUS Database	35616633
Sorbus decora	LOTUS Database	35616633
Sorocea bonplandii	LOTUS Database	35616633
Stauntonia hexahylla	Plant	KNApSAcK
Stauntonia hexaphylla	LOTUS Database	35616633
Stemodia foliosa	Plant	KNApSAcK
Stemodia maritima	LOTUS Database	35616633
Stenocereus eruca	Plant	KNApSAcK
Swartzia arborescens	LOTUS Database	35616633
Syncarpia glomulifera	LOTUS Database	35616633
Syzigium claviflorum	-	KNApSAcK
Syzygium claviflorum	LOTUS Database	35616633
Syzygium cumini	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Syzygium formosanum	Plant	KNApSAcK
Syzygium grande	LOTUS Database	35616633
Syzygium sandwicense	LOTUS Database	35616633
Tabebuia rosea	LOTUS Database	35616633
Tadehagi triquetrum	LOTUS Database	35616633
Tectona grandis	LOTUS Database	35616633
Tephrosia purpurea	LOTUS Database	35616633
Terminalia brachystemma	LOTUS Database	35616633
Terminalia elliptica	LOTUS Database	35616633
Terminalia fagifolia	Plant	KNApSAcK
Terminalia glabrescens	LOTUS Database	35616633
Terminalia superba	Plant	KNApSAcK
Ternstroemia cherryi	Plant	KNApSAcK
Ternstroemia gymnanthera	Plant	KNApSAcK
Ternstroemia merrilliana	Plant	KNApSAcK
Tetracentron sinense	Plant	KNApSAcK
Tetracera asiatica	LOTUS Database	35616633
Tetracera boiviniana	Plant	KNApSAcK
Thymus caramanicus	Plant	KNApSAcK
Thymus persicus	Plant	KNApSAcK
Thymus pubescens	Plant	KNApSAcK
Thymus vulgaris	Plant	KNApSAcK
Tovomita brasiliensis	Plant	KNApSAcK
Tovomita brevistaminea	LOTUS Database	35616633
Triphyophyllum peltatum	LOTUS Database	35616633
Tripterygium wilfordii	LOTUS Database	35616633
Uapaca guineensis	LOTUS Database	35616633
Uapaca nitida	LOTUS Database	35616633
Ugni molinae	LOTUS Database	35616633
Ulmus davidiana	LOTUS Database	35616633
Valeriana laxiflora	Plant	KNApSAcK
Vatica cinerea	Plant	KNApSAcK
Vatica diospyroides	LOTUS Database	35616633
Vellozia declinans	LOTUS Database	35616633
Viburnum cylindricum	LOTUS Database	35616633
Viscum album	LOTUS Database	35616633
Viscum coloratum	Plant	KNApSAcK
Vismia cayennensis	LOTUS Database	35616633
Vismia guineensis	LOTUS Database	35616633
Vitex negundo	LOTUS Database	35616633
Vitis vinifera	LOTUS Database	35616633
Vitis vinifera L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Wisteria floribunda	LOTUS Database	35616633
Woodfordia fruticosa	LOTUS Database	35616633
Zanthoxylum gilletii	LOTUS Database	35616633
Zataria multiflora	LOTUS Database	35616633
Ziziphus cambodiana	Plant	KNApSAcK
Ziziphus jujuba	Plant	KNApSAcK
Ziziphus jujuba var.spinosa	Plant	KNApSAcK
Ziziphus mauritiana	LOTUS Database	35616633
Ziziphus spina-christi	LOTUS Database	35616633
Ziziphus xylopyrus	LOTUS Database	35616633
Ziziphus zizyphus	FooDB	PHYTOHUB
Zizphus cambodiana	-	KNApSAcK
Zizyphus joazeiro	Plant	KNApSAcK
Zizyphus vulgaris	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
18-oxosteroid
18-hydroxysteroid
Oxosteroid
Hydroxysteroid
Steroid
Cyclic alcohol
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxygen compound
Alcohol
Organooxygen compound
Carbonyl group
Organic oxide
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	5.34	ALOGPS
logP	6.64	ChemAxon
logS	-6.4	ALOGPS
pKa (Strongest Acidic)	4.75	ChemAxon
pKa (Strongest Basic)	-0.84	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	132.63 m³·mol⁻¹	ChemAxon
Polarizability	54.21 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB001532

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Betulinic acid

METLIN ID

Not Available

PubChem Compound

2371

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Betulinic acid (NP0045612)

MOL for NP0045612 (Betulinic acid)

3D MOL for NP0045612 (Betulinic acid)

3D SDF for NP0045612 (Betulinic acid)

3D-SDF for NP0045612 (Betulinic acid)

PDB for NP0045612 (Betulinic acid)

3D PDB for NP0045612 (Betulinic acid)

SMILES for NP0045612 (Betulinic acid)

INCHI for NP0045612 (Betulinic acid)

Structure for NP0045612 (Betulinic acid)

3D Structure for NP0045612 (Betulinic acid)