NP-MRD: Showing NP-Card for rel-Labd-12-en-15(16)-olid-7-one-8R-spiro-1'-[2S-(2,4,5-trimethoxyphenyl)+ (NP0025593)

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Record Information

Version

1.0

Created at

2021-06-19 17:40:28 UTC

Updated at

2021-06-29 23:50:39 UTC

NP-MRD ID

NP0025593

Secondary Accession Numbers

None

Natural Product Identification

Common Name

rel-Labd-12-en-15(16)-olid-7-one-8R-spiro-1'-[2S-(2,4,5-trimethoxyphenyl)+

Provided By

JEOL Database JEOL Logo

Description

3-{2-[(1R,1'R,2S,4'aS,8'aS)-5',5',8'a-trimethyl-3'-oxo-2-(2,4,5-trimethoxyphenyl)-3',4',4'a,5',6',7',8',8'a-octahydro-1'H-spiro[cyclohexane-1,2'-naphthalen]-3-en-1'-yl]ethylidene}oxolan-2-one belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof. rel-Labd-12-en-15(16)-olid-7-one-8R-spiro-1'-[2S-(2,4,5-trimethoxyphenyl)+ is found in Alpinia flabellata. It was first documented in 2021 (PMID: 34352962). Based on a literature review a significant number of articles have been published on 3-{2-[(1R,1'R,2S,4'aS,8'aS)-5',5',8'a-trimethyl-3'-oxo-2-(2,4,5-trimethoxyphenyl)-3',4',4'a,5',6',7',8',8'a-octahydro-1'H-spiro[cyclohexane-1,2'-naphthalen]-3-en-1'-yl]ethylidene}oxolan-2-one (PMID: 34352961) (PMID: 34352960) (PMID: 34352959) (PMID: 34352958) (PMID: 34352957) (PMID: 34352956).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119403D          

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M  END

     RDKit          3D

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   -1.1721   -0.7773   -3.8610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9370    0.8123   -4.6051 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7747   -2.2158   -3.4497 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7476   -1.7806   -4.8433 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1086   -2.6760   -3.0037 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5857   -1.0340   -3.3746 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4374   -1.3927   -0.9715 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7838   -1.9920   -1.1030 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6119    1.0047   -2.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8374    2.2024   -1.4774 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9157    1.0050   -0.7785 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6383   -0.5077    0.2455 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9607    0.3855    2.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2698    0.6976    1.2002 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9395   -2.0703    1.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5360   -0.7419    2.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3893   -0.3286    0.9856 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2201   -2.1573    1.8497 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3855   -2.3899    0.2986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9282    1.7297    0.3183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8743    1.4463   -1.7151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1126    1.5833   -1.7308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0738    2.1579   -0.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 16  2  0
 22 19  1  0
 27 28  1  0
 19 18  1  0
 28 29  1  0
 25 24  1  0
 29 30  2  0
 30 34  1  0
 25 18  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 34 33  1  0
 33 32  1  0
 32 31  1  0
 31 30  1  0
 23 22  1  0
 34 35  2  0
 25 27  1  0
  9  8  1  0
 18 17  1  0
  8 36  2  0
 17 15  1  0
 36 37  1  0
 14 15  1  6
 37  3  2  0
  3  4  1  0
 25 26  1  6
  4  5  2  0
  5  8  1  0
 14 13  1  0
  5  6  1  0
 19 20  1  6
  3  2  1  0
 13 12  1  0
 37 38  1  0
 27 14  1  0
  6  7  1  0
 14  9  1  0
  2  1  1  0
 19 21  1  0
 38 39  1  0
 23 24  1  0
 18 56  1  1
 13 52  1  0
 13 53  1  0
  9 47  1  1
 10 48  1  0
 11 49  1  0
 12 50  1  0
 12 51  1  0
 23 65  1  0
 23 66  1  0
 22 63  1  0
 22 64  1  0
 24 67  1  0
 24 68  1  0
 17 54  1  0
 17 55  1  0
 26 69  1  0
 26 70  1  0
 26 71  1  0
 20 57  1  0
 20 58  1  0
 20 59  1  0
 27 72  1  6
 21 60  1  0
 21 61  1  0
 21 62  1  0
 28 73  1  0
 28 74  1  0
 29 75  1  0
 32 78  1  0
 32 79  1  0
 31 76  1  0
 31 77  1  0
 36 80  1  0
  4 43  1  0
  7 44  1  0
  7 45  1  0
  7 46  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
 39 81  1  0
 39 82  1  0
 39 83  1  0
M  END


  Mrv1652306192119403D          

 83 87  0  0  0  0            999 V2000
   -4.6385   -3.7712    0.6087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7044   -2.4100    0.2106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6943   -1.5714    0.6142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5913   -1.9685    1.3781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5963   -1.0491    1.7413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5012   -1.3775    2.4992 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5056   -2.6366    3.1639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6801    0.2926    1.3142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5832    1.3194    1.6548 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1511    2.5455    2.3494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6414    3.7777    2.2208 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5566    4.0884    1.3830 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3428    2.8433    0.9430 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4588    1.6399    0.4763 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2960    2.1389   -0.7821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2452    2.9284   -0.7167 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2289    1.8279   -2.1578 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7392    0.3981   -2.2775 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9128   -0.0704   -3.7710 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7524    0.8854   -4.6417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4791   -0.1700   -4.4541 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5175   -1.4907   -3.8101 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7681   -1.6341   -2.9633 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4947   -1.2614   -1.5104 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9448    0.1803   -1.2951 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1249    1.1533   -1.5194 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3479    0.3267    0.1866 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3848    0.0710    1.3377 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7685   -1.3650    1.5612 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0111   -1.8375    1.7358 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3139   -1.1366    1.7171 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2396   -2.2801    1.3795 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6197   -3.4689    1.8755 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2750   -3.2773    1.9690 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4474   -4.1343    2.2165 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8185    0.6831    0.5821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8108   -0.2314    0.2145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9263    0.0915   -0.5184 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9789    1.3931   -1.0881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7543   -4.2627    0.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5211   -4.2798    0.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6664   -3.8663    1.6991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5020   -3.0017    1.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3671   -2.6676    3.8234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3980   -2.7566    3.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4076   -3.4562    2.4451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0035    0.8780    2.4728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0155    2.3987    2.9945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1181    4.6089    2.7345 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2297    4.7390    1.9546 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2405    4.6683    0.5085 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0357    3.1553    0.1584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9613    2.5480    1.7979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6107    1.9865   -2.8425 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9842    2.5750   -2.4145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0645   -0.2481   -1.8866 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7945    0.9459   -4.3316 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3415    1.9000   -4.6444 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7633    0.5467   -5.6851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3983   -0.6377   -5.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1721   -0.7773   -3.8610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9370    0.8123   -4.6051 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7747   -2.2158   -3.4497 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7476   -1.7806   -4.8433 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1086   -2.6760   -3.0037 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5857   -1.0340   -3.3746 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4374   -1.3927   -0.9715 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7838   -1.9920   -1.1030 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6119    1.0047   -2.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8374    2.2024   -1.4774 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9157    1.0050   -0.7785 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6383   -0.5077    0.2455 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9607    0.3855    2.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2698    0.6976    1.2002 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9395   -2.0703    1.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5360   -0.7419    2.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3893   -0.3286    0.9856 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2201   -2.1573    1.8497 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3855   -2.3899    0.2986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9282    1.7297    0.3183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8743    1.4463   -1.7151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1126    1.5833   -1.7308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0738    2.1579   -0.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 16  2  0  0  0  0
 22 19  1  0  0  0  0
 27 28  1  0  0  0  0
 19 18  1  0  0  0  0
 28 29  1  0  0  0  0
 25 24  1  0  0  0  0
 29 30  2  0  0  0  0
 30 34  1  0  0  0  0
 25 18  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 34 33  1  0  0  0  0
 33 32  1  0  0  0  0
 32 31  1  0  0  0  0
 31 30  1  0  0  0  0
 23 22  1  0  0  0  0
 34 35  2  0  0  0  0
 25 27  1  0  0  0  0
  9  8  1  0  0  0  0
 18 17  1  0  0  0  0
  8 36  2  0  0  0  0
 17 15  1  0  0  0  0
 36 37  1  0  0  0  0
 14 15  1  6  0  0  0
 37  3  2  0  0  0  0
  3  4  1  0  0  0  0
 25 26  1  6  0  0  0
  4  5  2  0  0  0  0
  5  8  1  0  0  0  0
 14 13  1  0  0  0  0
  5  6  1  0  0  0  0
 19 20  1  6  0  0  0
  3  2  1  0  0  0  0
 13 12  1  0  0  0  0
 37 38  1  0  0  0  0
 27 14  1  0  0  0  0
  6  7  1  0  0  0  0
 14  9  1  0  0  0  0
  2  1  1  0  0  0  0
 19 21  1  0  0  0  0
 38 39  1  0  0  0  0
 23 24  1  0  0  0  0
 18 56  1  1  0  0  0
 13 52  1  0  0  0  0
 13 53  1  0  0  0  0
  9 47  1  1  0  0  0
 10 48  1  0  0  0  0
 11 49  1  0  0  0  0
 12 50  1  0  0  0  0
 12 51  1  0  0  0  0
 23 65  1  0  0  0  0
 23 66  1  0  0  0  0
 22 63  1  0  0  0  0
 22 64  1  0  0  0  0
 24 67  1  0  0  0  0
 24 68  1  0  0  0  0
 17 54  1  0  0  0  0
 17 55  1  0  0  0  0
 26 69  1  0  0  0  0
 26 70  1  0  0  0  0
 26 71  1  0  0  0  0
 20 57  1  0  0  0  0
 20 58  1  0  0  0  0
 20 59  1  0  0  0  0
 27 72  1  6  0  0  0
 21 60  1  0  0  0  0
 21 61  1  0  0  0  0
 21 62  1  0  0  0  0
 28 73  1  0  0  0  0
 28 74  1  0  0  0  0
 29 75  1  0  0  0  0
 32 78  1  0  0  0  0
 32 79  1  0  0  0  0
 31 76  1  0  0  0  0
 31 77  1  0  0  0  0
 36 80  1  0  0  0  0
  4 43  1  0  0  0  0
  7 44  1  0  0  0  0
  7 45  1  0  0  0  0
  7 46  1  0  0  0  0
  1 40  1  0  0  0  0
  1 41  1  0  0  0  0
  1 42  1  0  0  0  0
 39 81  1  0  0  0  0
 39 82  1  0  0  0  0
 39 83  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0025593

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]\C(=C1/C(=O)OC([H])([H])C1([H])[H])C([H])([H])[C@@]1([H])[C@]2(C(=O)C([H])([H])[C@@]3([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])[C@]13C([H])([H])[H])C([H])([H])C([H])([H])C([H])=C([H])[C@@]2([H])C1=C([H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C([H])=C1OC([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C33H44O6/c1-31(2)14-9-15-32(3)27(12-11-21-13-17-39-30(21)35)33(29(34)20-28(31)32)16-8-7-10-23(33)22-18-25(37-5)26(38-6)19-24(22)36-4/h7,10-11,18-19,23,27-28H,8-9,12-17,20H2,1-6H3/b21-11+/t23-,27+,28-,32+,33-/m0/s1

> <INCHI_KEY>
PBWIOCBYNCZUKR-KFRZDANKSA-N

> <FORMULA>
C33H44O6

> <MOLECULAR_WEIGHT>
536.709

> <EXACT_MASS>
536.313789137

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
83

> <JCHEM_AVERAGE_POLARIZABILITY>
59.81987247784179

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3E)-3-{2-[(1R,1'R,2S,4'aS,8'aS)-5',5',8'a-trimethyl-3'-oxo-2-(2,4,5-trimethoxyphenyl)-3',4',4'a,5',6',7',8',8'a-octahydro-1'H-spiro[cyclohexane-1,2'-naphthalen]-3-en-1'-yl]ethylidene}oxolan-2-one

> <ALOGPS_LOGP>
7.14

> <JCHEM_LOGP>
6.529177320666667

> <ALOGPS_LOGS>
-6.75

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.881377243061273

> <JCHEM_PKA_STRONGEST_BASIC>
-4.393481460347423

> <JCHEM_POLAR_SURFACE_AREA>
71.06

> <JCHEM_REFRACTIVITY>
152.97419999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.61e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3E)-3-{2-[(1R,1'R,2S,4'aS,8'aS)-5',5',8'a-trimethyl-3'-oxo-2-(2,4,5-trimethoxyphenyl)-1',4',4'a,6',7',8'-hexahydrospiro[cyclohexane-1,2'-naphthalen]-3-en-1'-yl]ethylidene}oxolan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 83 87  0  0  0  0  0  0  0  0999 V2000
   -4.6385   -3.7712    0.6087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7044   -2.4100    0.2106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6943   -1.5714    0.6142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5913   -1.9685    1.3781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5963   -1.0491    1.7413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5012   -1.3775    2.4992 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.0111   -1.8375    1.7358 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3139   -1.1366    1.7171 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2396   -2.2801    1.3795 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6197   -3.4689    1.8755 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2750   -3.2773    1.9690 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4474   -4.1343    2.2165 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8185    0.6831    0.5821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8108   -0.2314    0.2145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9263    0.0915   -0.5184 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9789    1.3931   -1.0881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7543   -4.2627    0.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5211   -4.2798    0.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6664   -3.8663    1.6991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5020   -3.0017    1.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3671   -2.6676    3.8234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3980   -2.7566    3.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4076   -3.4562    2.4451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0035    0.8780    2.4728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0155    2.3987    2.9945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1181    4.6089    2.7345 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2297    4.7390    1.9546 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2405    4.6683    0.5085 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0357    3.1553    0.1584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9613    2.5480    1.7979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6107    1.9865   -2.8425 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9842    2.5750   -2.4145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0645   -0.2481   -1.8866 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7945    0.9459   -4.3316 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3415    1.9000   -4.6444 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7633    0.5467   -5.6851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3983   -0.6377   -5.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1721   -0.7773   -3.8610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9370    0.8123   -4.6051 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7747   -2.2158   -3.4497 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7476   -1.7806   -4.8433 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1086   -2.6760   -3.0037 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5857   -1.0340   -3.3746 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4374   -1.3927   -0.9715 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7838   -1.9920   -1.1030 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6119    1.0047   -2.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8374    2.2024   -1.4774 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9157    1.0050   -0.7785 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6383   -0.5077    0.2455 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9607    0.3855    2.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2698    0.6976    1.2002 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9395   -2.0703    1.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5360   -0.7419    2.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3893   -0.3286    0.9856 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2201   -2.1573    1.8497 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3855   -2.3899    0.2986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9282    1.7297    0.3183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8743    1.4463   -1.7151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1126    1.5833   -1.7308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0738    2.1579   -0.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 16  2  0
 22 19  1  0
 27 28  1  0
 19 18  1  0
 28 29  1  0
 25 24  1  0
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  9  8  1  0
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 14 15  1  6
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 14 13  1  0
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 19 20  1  6
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 13 12  1  0
 37 38  1  0
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 31 76  1  0
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 36 80  1  0
  4 43  1  0
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  1 40  1  0
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 39 81  1  0
 39 82  1  0
 39 83  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0      -4.638  -3.771   0.609  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.704  -2.410   0.211  0.00  0.00           O+0
HETATM    3  C   UNK     0      -3.694  -1.571   0.614  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.591  -1.968   1.378  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.596  -1.049   1.741  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.501  -1.377   2.499  0.00  0.00           O+0
HETATM    7  C   UNK     0      -0.506  -2.637   3.164  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.680   0.293   1.314  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.583   1.319   1.655  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.151   2.546   2.349  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.641   3.778   2.221  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.557   4.088   1.383  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.343   2.843   0.943  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.459   1.640   0.476  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.296   2.139  -0.782  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.245   2.928  -0.717  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.229   1.828  -2.158  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.739   0.398  -2.277  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.913  -0.070  -3.771  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.752   0.885  -4.642  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.479  -0.170  -4.454  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.518  -1.491  -3.810  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.768  -1.634  -2.963  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.495  -1.261  -1.510  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.945   0.180  -1.295  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.125   1.153  -1.519  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.348   0.327   0.187  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.385   0.071   1.338  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.769  -1.365   1.561  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.011  -1.837   1.736  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.314  -1.137   1.717  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.240  -2.280   1.379  0.00  0.00           C+0
HETATM   33  O   UNK     0       5.620  -3.469   1.876  0.00  0.00           O+0
HETATM   34  C   UNK     0       4.275  -3.277   1.969  0.00  0.00           C+0
HETATM   35  O   UNK     0       3.447  -4.134   2.216  0.00  0.00           O+0
HETATM   36  C   UNK     0      -2.818   0.683   0.582  0.00  0.00           C+0
HETATM   37  C   UNK     0      -3.811  -0.231   0.215  0.00  0.00           C+0
HETATM   38  O   UNK     0      -4.926   0.092  -0.518  0.00  0.00           O+0
HETATM   39  C   UNK     0      -4.979   1.393  -1.088  0.00  0.00           C+0
HETATM   40  H   UNK     0      -3.754  -4.263   0.190  0.00  0.00           H+0
HETATM   41  H   UNK     0      -5.521  -4.280   0.209  0.00  0.00           H+0
HETATM   42  H   UNK     0      -4.666  -3.866   1.699  0.00  0.00           H+0
HETATM   43  H   UNK     0      -2.502  -3.002   1.686  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.367  -2.668   3.823  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.398  -2.757   3.787  0.00  0.00           H+0
HETATM   46  H   UNK     0      -0.408  -3.456   2.445  0.00  0.00           H+0
HETATM   47  H   UNK     0      -0.004   0.878   2.473  0.00  0.00           H+0
HETATM   48  H   UNK     0      -2.015   2.399   2.994  0.00  0.00           H+0
HETATM   49  H   UNK     0      -1.118   4.609   2.735  0.00  0.00           H+0
HETATM   50  H   UNK     0       1.230   4.739   1.955  0.00  0.00           H+0
HETATM   51  H   UNK     0       0.241   4.668   0.508  0.00  0.00           H+0
HETATM   52  H   UNK     0       2.036   3.155   0.158  0.00  0.00           H+0
HETATM   53  H   UNK     0       1.961   2.548   1.798  0.00  0.00           H+0
HETATM   54  H   UNK     0      -0.611   1.986  -2.842  0.00  0.00           H+0
HETATM   55  H   UNK     0       0.984   2.575  -2.414  0.00  0.00           H+0
HETATM   56  H   UNK     0      -0.065  -0.248  -1.887  0.00  0.00           H+0
HETATM   57  H   UNK     0       2.795   0.946  -4.332  0.00  0.00           H+0
HETATM   58  H   UNK     0       1.341   1.900  -4.644  0.00  0.00           H+0
HETATM   59  H   UNK     0       1.763   0.547  -5.685  0.00  0.00           H+0
HETATM   60  H   UNK     0      -0.398  -0.638  -5.443  0.00  0.00           H+0
HETATM   61  H   UNK     0      -1.172  -0.777  -3.861  0.00  0.00           H+0
HETATM   62  H   UNK     0      -0.937   0.812  -4.605  0.00  0.00           H+0
HETATM   63  H   UNK     0       0.775  -2.216  -3.450  0.00  0.00           H+0
HETATM   64  H   UNK     0       1.748  -1.781  -4.843  0.00  0.00           H+0
HETATM   65  H   UNK     0       3.109  -2.676  -3.004  0.00  0.00           H+0
HETATM   66  H   UNK     0       3.586  -1.034  -3.375  0.00  0.00           H+0
HETATM   67  H   UNK     0       3.437  -1.393  -0.972  0.00  0.00           H+0
HETATM   68  H   UNK     0       1.784  -1.992  -1.103  0.00  0.00           H+0
HETATM   69  H   UNK     0       3.612   1.005  -2.483  0.00  0.00           H+0
HETATM   70  H   UNK     0       2.837   2.202  -1.477  0.00  0.00           H+0
HETATM   71  H   UNK     0       3.916   1.005  -0.779  0.00  0.00           H+0
HETATM   72  H   UNK     0       0.638  -0.508   0.246  0.00  0.00           H+0
HETATM   73  H   UNK     0       1.961   0.386   2.296  0.00  0.00           H+0
HETATM   74  H   UNK     0       3.270   0.698   1.200  0.00  0.00           H+0
HETATM   75  H   UNK     0       1.940  -2.070   1.616  0.00  0.00           H+0
HETATM   76  H   UNK     0       5.536  -0.742   2.715  0.00  0.00           H+0
HETATM   77  H   UNK     0       5.389  -0.329   0.986  0.00  0.00           H+0
HETATM   78  H   UNK     0       7.220  -2.157   1.850  0.00  0.00           H+0
HETATM   79  H   UNK     0       6.386  -2.390   0.299  0.00  0.00           H+0
HETATM   80  H   UNK     0      -2.928   1.730   0.318  0.00  0.00           H+0
HETATM   81  H   UNK     0      -5.874   1.446  -1.715  0.00  0.00           H+0
HETATM   82  H   UNK     0      -4.113   1.583  -1.731  0.00  0.00           H+0
HETATM   83  H   UNK     0      -5.074   2.158  -0.311  0.00  0.00           H+0
CONECT    1    2   40   41   42                                             
CONECT    2    3    1                                                       
CONECT    3   37    4    2                                                  
CONECT    4    3    5   43                                                  
CONECT    5    4    8    6                                                  
CONECT    6    5    7                                                       
CONECT    7    6   44   45   46                                             
CONECT    8    9   36    5                                                  
CONECT    9   10    8   14   47                                             
CONECT   10    9   11   48                                                  
CONECT   11   10   12   49                                                  
CONECT   12   11   13   50   51                                             
CONECT   13   14   12   52   53                                             
CONECT   14   15   13   27    9                                             
CONECT   15   16   17   14                                                  
CONECT   16   15                                                            
CONECT   17   18   15   54   55                                             
CONECT   18   19   25   17   56                                             
CONECT   19   22   18   20   21                                             
CONECT   20   19   57   58   59                                             
CONECT   21   19   60   61   62                                             
CONECT   22   19   23   63   64                                             
CONECT   23   22   24   65   66                                             
CONECT   24   25   23   67   68                                             
CONECT   25   24   18   27   26                                             
CONECT   26   25   69   70   71                                             
CONECT   27   28   25   14   72                                             
CONECT   28   27   29   73   74                                             
CONECT   29   28   30   75                                                  
CONECT   30   29   34   31                                                  
CONECT   31   32   30   76   77                                             
CONECT   32   33   31   78   79                                             
CONECT   33   34   32                                                       
CONECT   34   30   33   35                                                  
CONECT   35   34                                                            
CONECT   36    8   37   80                                                  
CONECT   37   36    3   38                                                  
CONECT   38   37   39                                                       
CONECT   39   38   81   82   83                                             
CONECT   40    1                                                            
CONECT   41    1                                                            
CONECT   42    1                                                            
CONECT   43    4                                                            
CONECT   44    7                                                            
CONECT   45    7                                                            
CONECT   46    7                                                            
CONECT   47    9                                                            
CONECT   48   10                                                            
CONECT   49   11                                                            
CONECT   50   12                                                            
CONECT   51   12                                                            
CONECT   52   13                                                            
CONECT   53   13                                                            
CONECT   54   17                                                            
CONECT   55   17                                                            
CONECT   56   18                                                            
CONECT   57   20                                                            
CONECT   58   20                                                            
CONECT   59   20                                                            
CONECT   60   21                                                            
CONECT   61   21                                                            
CONECT   62   21                                                            
CONECT   63   22                                                            
CONECT   64   22                                                            
CONECT   65   23                                                            
CONECT   66   23                                                            
CONECT   67   24                                                            
CONECT   68   24                                                            
CONECT   69   26                                                            
CONECT   70   26                                                            
CONECT   71   26                                                            
CONECT   72   27                                                            
CONECT   73   28                                                            
CONECT   74   28                                                            
CONECT   75   29                                                            
CONECT   76   31                                                            
CONECT   77   31                                                            
CONECT   78   32                                                            
CONECT   79   32                                                            
CONECT   80   36                                                            
CONECT   81   39                                                            
CONECT   82   39                                                            
CONECT   83   39                                                            
MASTER        0    0    0    0    0    0    0    0   83    0  174    0
END

RDKit          3D

83 87  0  0  0  0  0  0  0  0999 V2000
   -4.6385   -3.7712    0.6087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7044   -2.4100    0.2106 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.5963   -1.0491    1.7413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5012   -1.3775    2.4992 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5566    4.0884    1.3830 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3428    2.8433    0.9430 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4588    1.6399    0.4763 C   0  0  2  0  0  0  0  0  0  0  0  0
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M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₃H₄₄O₆

Average Mass

536.7090 Da

Monoisotopic Mass

536.31379 Da

IUPAC Name

(3E)-3-{2-[(1R,1'R,2S,4'aS,8'aS)-5',5',8'a-trimethyl-3'-oxo-2-(2,4,5-trimethoxyphenyl)-3',4',4'a,5',6',7',8',8'a-octahydro-1'H-spiro[cyclohexane-1,2'-naphthalen]-3-en-1'-yl]ethylidene}oxolan-2-one

Traditional Name

(3E)-3-{2-[(1R,1'R,2S,4'aS,8'aS)-5',5',8'a-trimethyl-3'-oxo-2-(2,4,5-trimethoxyphenyl)-1',4',4'a,6',7',8'-hexahydrospiro[cyclohexane-1,2'-naphthalen]-3-en-1'-yl]ethylidene}oxolan-2-one

CAS Registry Number

Not Available

SMILES

[H]\C(=C1/C(=O)OC([H])([H])C1([H])[H])C([H])([H])[C@@]1([H])[C@]2(C(=O)C([H])([H])[C@@]3([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])[C@]13C([H])([H])[H])C([H])([H])C([H])([H])C([H])=C([H])[C@@]2([H])C1=C([H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C([H])=C1OC([H])([H])[H]

InChI Identifier

InChI=1S/C33H44O6/c1-31(2)14-9-15-32(3)27(12-11-21-13-17-39-30(21)35)33(29(34)20-28(31)32)16-8-7-10-23(33)22-18-25(37-5)26(38-6)19-24(22)36-4/h7,10-11,18-19,23,27-28H,8-9,12-17,20H2,1-6H3/b21-11+/t23-,27+,28-,32+,33-/m0/s1

InChI Key

PBWIOCBYNCZUKR-KFRZDANKSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Alpinia flabellata	JEOL database	Tesaki, S., et al, J. Nat. Prod. 64, 515 (2001)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Phenoxy compound
Anisole
Methoxybenzene
Alkyl aryl ether
Monocyclic benzene moiety
Gamma butyrolactone
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Oxolane
Carboxylic acid ester
Ketone
Lactone
Carboxylic acid derivative
Oxacycle
Ether
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Aldehyde
Carbonyl group
Organic oxygen compound
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	7.14	ALOGPS
logP	6.53	ChemAxon
logS	-6.8	ALOGPS
pKa (Strongest Acidic)	19.88	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	71.06 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	152.97 m³·mol⁻¹	ChemAxon
Polarizability	59.82 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

9975176

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11800507

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Velazquez-Mujica J, Losco L, Aksoyler D, Chen HC: Perforator-to-perforator anastomosis as a salvage procedure during harvest of a perforator flap. Arch Plast Surg. 2021 Jul;48(4):467-469. doi: 10.5999/aps.2020.02194. Epub 2021 Jul 15. [PubMed:34352962 ]
Santamaria E, Nahas-Combina L, Altamirano-Arcos C, Vargas-Flores E: Seven steps to deliver a low-cost, efficient, and high-impact online plastic surgery course during COVID-19 confinement: master series microsurgery for residents' experience. Arch Plast Surg. 2021 Jul;48(4):462-466. doi: 10.5999/aps.2021.00360. Epub 2021 Jul 15. [PubMed:34352961 ]
Marchesi A, Garieri P, Amendola F, Marcelli S, Vaienti L: Intraoperative near-infrared spectroscopy for pedicled perforator flaps: a possible tool for the early detection of vascular issues. Arch Plast Surg. 2021 Jul;48(4):457-461. doi: 10.5999/aps.2019.00311. Epub 2021 Jul 15. [PubMed:34352960 ]
Oh D, Son D, Kim J, Kwon SY: Freeze-dried bovine amniotic membrane as a cell delivery scaffold in a porcine model of radiation-induced chronic wounds. Arch Plast Surg. 2021 Jul;48(4):448-456. doi: 10.5999/aps.2020.00997. Epub 2021 Jul 15. [PubMed:34352959 ]
Takaya K, Matsuda N, Asou T, Kishi K: Brown preadipocyte transplantation locally ameliorates obesity. Arch Plast Surg. 2021 Jul;48(4):440-447. doi: 10.5999/aps.2020.02257. Epub 2021 Jul 15. [PubMed:34352958 ]
Saricilar EC, Huang S: Comparison of porcine and human acellular dermal matrix outcomes in wound healing: a deep dive into the evidence. Arch Plast Surg. 2021 Jul;48(4):433-439. doi: 10.5999/aps.2020.02306. Epub 2021 Jul 15. [PubMed:34352957 ]
Will PA, Hirche C, Berner JE, Kneser U, Gazyakan E: Lymphovenous anastomoses with three-dimensional digital hybrid visualization: improving ergonomics for supermicrosurgery in lymphedema. Arch Plast Surg. 2021 Jul;48(4):427-432. doi: 10.5999/aps.2020.01949. Epub 2021 Jul 15. [PubMed:34352956 ]
Vathulya M, Dhingra M, Nongdamba H, Chattopadhyay D, Kapoor A, Dhingra VK, Mago V, Kandwal P: Evaluation of pedicled flaps for type IIIB open fractures of the tibia at a tertiary care center. Arch Plast Surg. 2021 Jul;48(4):417-426. doi: 10.5999/aps.2020.02089. Epub 2021 Jul 15. [PubMed:34352955 ]
Beecher SM, Cahill KC, Theopold C: Pedicled sural flaps versus free anterolateral thigh flaps in reconstruction of dorsal foot and ankle defects in children: a systematic review. Arch Plast Surg. 2021 Jul;48(4):410-416. doi: 10.5999/aps.2020.00983. Epub 2021 Jul 15. [PubMed:34352954 ]
Nicksic PJ, Condit KM, Nayar HS, Michelotti BF: Algorithmic approach to the lymphatic leak after vascular reconstruction: a systematic review. Arch Plast Surg. 2021 Jul;48(4):404-409. doi: 10.5999/aps.2020.02075. Epub 2021 Jul 15. [PubMed:34352953 ]
Tesaki, S., et al. (2001). Tesaki, S., et al, J. Nat. Prod. 64, 515 (2001). J. Nat. Prod..

Showing NP-Card for rel-Labd-12-en-15(16)-olid-7-one-8R-spiro-1'-[2S-(2,4,5-trimethoxyphenyl)+ (NP0025593)

MOL for NP0025593 (rel-Labd-12-en-15(16)-olid-7-one-8R-spiro-1'-[2S-(2,4,5-trimethoxyphenyl)+)

3D MOL for NP0025593 (rel-Labd-12-en-15(16)-olid-7-one-8R-spiro-1'-[2S-(2,4,5-trimethoxyphenyl)+)

3D SDF for NP0025593 (rel-Labd-12-en-15(16)-olid-7-one-8R-spiro-1'-[2S-(2,4,5-trimethoxyphenyl)+)

3D-SDF for NP0025593 (rel-Labd-12-en-15(16)-olid-7-one-8R-spiro-1'-[2S-(2,4,5-trimethoxyphenyl)+)

PDB for NP0025593 (rel-Labd-12-en-15(16)-olid-7-one-8R-spiro-1'-[2S-(2,4,5-trimethoxyphenyl)+)

3D PDB for NP0025593 (rel-Labd-12-en-15(16)-olid-7-one-8R-spiro-1'-[2S-(2,4,5-trimethoxyphenyl)+)

SMILES for NP0025593 (rel-Labd-12-en-15(16)-olid-7-one-8R-spiro-1'-[2S-(2,4,5-trimethoxyphenyl)+)

INCHI for NP0025593 (rel-Labd-12-en-15(16)-olid-7-one-8R-spiro-1'-[2S-(2,4,5-trimethoxyphenyl)+)

Structure for NP0025593 (rel-Labd-12-en-15(16)-olid-7-one-8R-spiro-1'-[2S-(2,4,5-trimethoxyphenyl)+)

3D Structure for NP0025593 (rel-Labd-12-en-15(16)-olid-7-one-8R-spiro-1'-[2S-(2,4,5-trimethoxyphenyl)+)