NP-MRD: Showing NP-Card for 3-[(3r,3ar,3br,5ar,6s,7s,9ar,9br,11ar)-6,9a,9b,11a-tetramethyl-3,7-bis(prop-1-en-2-yl)-dodecahydro-1h-cyclopenta[a]phenanthren-6-yl]propanoic acid (NP0309059)

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Record Information

Version

1.0

Created at

2022-09-11 03:21:35 UTC

Updated at

2022-09-11 03:21:36 UTC

NP-MRD ID

NP0309059

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-[(3r,3ar,3br,5ar,6s,7s,9ar,9br,11ar)-6,9a,9b,11a-tetramethyl-3,7-bis(prop-1-en-2-yl)-dodecahydro-1h-cyclopenta[a]phenanthren-6-yl]propanoic acid

Description

Canaric acid, also known as canarate, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. 3-[(3r,3ar,3br,5ar,6s,7s,9ar,9br,11ar)-6,9a,9b,11a-tetramethyl-3,7-bis(prop-1-en-2-yl)-dodecahydro-1h-cyclopenta[a]phenanthren-6-yl]propanoic acid is found in Boswellia neglecta, Euphorbia oxyphylla, Platypodium elegans and Rudgea jasminoides. It was first documented in 2022 (PMID: 36122129). Based on a literature review a significant number of articles have been published on Canaric acid (PMID: 36122121) (PMID: 36123115) (PMID: 36122940) (PMID: 36122933) (PMID: 36122844) (PMID: 36122783).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112205212D          

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M  END

     RDKit          3D

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M  END


  Mrv1652309112205212D          

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 10 11  1  0  0  0  0
 12 11  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 14 15  1  6  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 13 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 12 24  1  0  0  0  0
  7 24  1  0  0  0  0
 24 25  1  6  0  0  0
  9 26  1  0  0  0  0
  4 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0309059

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=C)[C@@H]1CC[C@]2(C)CC[C@]3(C)[C@H](CC[C@@H]4[C@@](C)(CCC(O)=O)[C@@H](CC[C@@]34C)C(C)=C)[C@@H]12

> <INCHI_IDENTIFIER>
InChI=1S/C30H48O2/c1-19(2)21-11-14-27(5)17-18-29(7)23(26(21)27)9-10-24-28(6,15-13-25(31)32)22(20(3)4)12-16-30(24,29)8/h21-24,26H,1,3,9-18H2,2,4-8H3,(H,31,32)/t21-,22-,23+,24+,26+,27+,28-,29+,30+/m0/s1

> <INCHI_KEY>
QQMJMPCYCIGUQX-JGFKHHSSSA-N

> <FORMULA>
C30H48O2

> <MOLECULAR_WEIGHT>
440.712

> <EXACT_MASS>
440.365430786

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
53.987860203873346

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[(1R,2R,5S,6S,7R,10R,11R,12R,15R)-1,2,6,15-tetramethyl-5,12-bis(prop-1-en-2-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-6-yl]propanoic acid

> <JCHEM_LOGP>
7.6192174196666675

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.900038964511745

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
132.76380000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3-[(1R,2R,5S,6S,7R,10R,11R,12R,15R)-1,2,6,15-tetramethyl-5,12-bis(prop-1-en-2-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-6-yl]propanoic acid

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0       1.310  -2.175   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.303  -0.998   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.780   0.451   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.819  -1.269   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.342  -2.717   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.858  -2.988   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.851  -1.811   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.374  -3.259   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.327  -0.363   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.320   0.815   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.836   0.544   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.359  -0.905   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.875  -1.176   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.091  -0.231   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.041   1.308   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.349   2.121   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.683   2.035   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.366  -1.095   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.938  -2.574   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.399  -2.624   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.070  -4.010   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.406  -3.802   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.890  -3.531   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.367  -2.082   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.256  -3.618   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.811  -0.092   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.029   1.433   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.670   0.942   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.993   2.447   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.459   2.920   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       5.783   4.425   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       6.601   1.886   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   26                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9   24                                             
CONECT    8    7                                                            
CONECT    9    7   10   26                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   24                                                  
CONECT   13   12   14   20                                                  
CONECT   14   13   15   18                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   14   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   13   21   22                                             
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   12    7   25                                             
CONECT   25   24                                                            
CONECT   26    9    4   27   28                                             
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

View in JSmol

Synonyms

Value	Source
Canarate	Generator

Chemical Formula

C₃₀H₄₈O₂

Average Mass

440.7120 Da

Monoisotopic Mass

440.36543 Da

IUPAC Name

3-[(1R,2R,5S,6S,7R,10R,11R,12R,15R)-1,2,6,15-tetramethyl-5,12-bis(prop-1-en-2-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-6-yl]propanoic acid

Traditional Name

3-[(1R,2R,5S,6S,7R,10R,11R,12R,15R)-1,2,6,15-tetramethyl-5,12-bis(prop-1-en-2-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-6-yl]propanoic acid

CAS Registry Number

Not Available

SMILES

CC(=C)[C@@H]1CC[C@]2(C)CC[C@]3(C)[C@H](CC[C@@H]4[C@@](C)(CCC(O)=O)[C@@H](CC[C@@]34C)C(C)=C)[C@@H]12

InChI Identifier

InChI=1S/C30H48O2/c1-19(2)21-11-14-27(5)17-18-29(7)23(26(21)27)9-10-24-28(6,15-13-25(31)32)22(20(3)4)12-16-30(24,29)8/h21-24,26H,1,3,9-18H2,2,4-8H3,(H,31,32)/t21-,22-,23+,24+,26+,27+,28-,29+,30+/m0/s1

InChI Key

QQMJMPCYCIGUQX-JGFKHHSSSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Boswellia neglecta	LOTUS Database	35616633
Euphorbia oxyphylla	LOTUS Database	35616633
Platypodium elegans	LOTUS Database	35616633
Rudgea jasminoides	LOTUS Database	35616633

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
Steroid acid
Androstane-skeleton
Steroid
Carbocyclic fatty acid
Fatty acyl
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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	7.62	ChemAxon
pKa (Strongest Acidic)	4.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	132.76 m³·mol⁻¹	ChemAxon
Polarizability	53.99 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	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

16737639

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

20055797

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

von Eckardstein A: High Density Lipoproteins: Is There a Comeback as a Therapeutic Target?. 2022. [PubMed:36122121 ]
Olie RH, van der Meijden PEJ, Spronk HMH, ten Cate H: Antithrombotic Therapy: Prevention and Treatment of Atherosclerosis and Atherothrombosis. 2022. [PubMed:36122129 ]
Gerrard A, Dawson C: Homocystinuria diagnosis and management: it is not all classical. J Clin Pathol. 2022 Sep 19. pii: jcp-2021-208029. doi: 10.1136/jcp-2021-208029. [PubMed:36123115 ]
Clarizio L, Springer NL, Zachariah TT: The Utility of Bile Acids for the Diagnosis of Liver Disease in Exotic Animals. Vet Clin North Am Exot Anim Pract. 2022 Sep;25(3):563-584. doi: 10.1016/j.cvex.2022.05.001. [PubMed:36122940 ]
Beura LK, Scott MC, Pierson MJ, Joag V, Wijeyesinghe S, Semler MR, Quarnstrom CF, Busman-Sahay K, Estes JD, Hamilton SE, Vezys V, O'Connor DH, Masopust D: Novel Lymphocytic Choriomeningitis Virus Strain Sustains Abundant Exhausted Progenitor CD8 T Cells without Systemic Viremia. J Immunol. 2022 Nov 1;209(9):1691-1702. doi: 10.4049/jimmunol.2200320. Epub 2022 Sep 19. [PubMed:36122933 ]
Amesho KTT, Cheng PC, Chang KL, Peng YP, Jhang SR, Lin YC: Microwave-assisted deep eutectic solvents/dimethyl sulfoxide system for efficient valorization of sugar bagasse waste into platform chemicals: A biorefinery approach for circular bioeconomy. Bioresour Technol. 2022 Nov;363:127969. doi: 10.1016/j.biortech.2022.127969. Epub 2022 Sep 16. [PubMed:36122844 ]
Almeida EDP, Santos Silva LA, de Araujo GRS, Montalvao MM, Matos SS, da Cunha Gonsalves JKM, de Souza Nunes R, de Meneses CT, Oliveira Araujo RG, Sarmento VHV, De Lucca W Junior, Correa CB, Rodrigues JJ Junior, Lira AAM: Chitosan-functionalized nanostructured lipid carriers containing chloroaluminum phthalocyanine for photodynamic therapy of skin cancer. Eur J Pharm Biopharm. 2022 Oct;179:221-231. doi: 10.1016/j.ejpb.2022.09.009. Epub 2022 Sep 16. [PubMed:36122783 ]
Liu G, Kamilijiang M, Abuduwaili A, Zang D, Abudukelimu N, Liu G, Yili A, AIsa HA: Isolation, structure elucidation, and biological activity of polysaccharides from Saussurea involucrata. Int J Biol Macromol. 2022 Dec 1;222(Pt A):154-166. doi: 10.1016/j.ijbiomac.2022.09.137. Epub 2022 Sep 17. [PubMed:36122780 ]
Giangregorio N, Pierri CL, Tonazzi A, Incampo G, Tragni V, De Grassi A, Indiveri C: Proline/Glycine residues of the PG-levels guide conformational changes along the transport cycle in the mitochondrial carnitine/acylcarnitine carrier (SLC25A20). Int J Biol Macromol. 2022 Nov 30;221:1453-1465. doi: 10.1016/j.ijbiomac.2022.09.135. Epub 2022 Sep 17. [PubMed:36122779 ]
Min K, Arora R: Pre-stress salicylic-acid treatment as an intervention strategy for freeze-protection in spinach: Foliar versus sub-irrigation application and duration of efficacy. Cryobiology. 2022 Dec;109:80-85. doi: 10.1016/j.cryobiol.2022.08.004. Epub 2022 Sep 16. [PubMed:36122766 ]
Hao L, Zhang H, Peng X, Yang Y, Yang M, Guo Y, Wang X, Jing W: Decreased Spire2 Expression is Involved in Epilepsy. Neuroscience. 2022 Nov 10;504:1-9. doi: 10.1016/j.neuroscience.2022.09.008. Epub 2022 Sep 16. [PubMed:36122882 ]
Sato H, Murakami S, Horii Y, Nishimura G, Iwai R, Goto M, Takahashi N: Upacicalcet Is a Novel Secondary Hyperparathyroidism Drug that Targets the Amino Acid Binding Site of Calcium-Sensing Receptor . Mol Pharmacol. 2022 Oct;102(4):183-195. doi: 10.1124/molpharm.122.000522. Epub 2022 Aug 5. [PubMed:36122913 ]
Wen P, Liao H, Zhu J, Xu Y, Zhang J: Production of xylo-oligosaccharides and ethanol from corncob by combined tartaric acid hydrolysis with simultaneous saccharification and fermentation. Bioresour Technol. 2022 Nov;363:127977. doi: 10.1016/j.biortech.2022.127977. Epub 2022 Sep 16. [PubMed:36122845 ]
Zheng H, Zhao T, Xu YC, Zhang DG, Song YF, Tan XY: Dietary choline prevents high fat-induced disorder of hepatic cholesterol metabolism through SREBP-2/HNF-4alpha/CYP7A1 pathway in a freshwater teleost yellow catfish Pelteobagrus fulvidraco. Biochim Biophys Acta Gene Regul Mech. 2022 Oct;1865(7):194874. doi: 10.1016/j.bbagrm.2022.194874. Epub 2022 Sep 16. [PubMed:36122892 ]
Hoenig LJ: Chicken soup for the skin! Clin Dermatol. 2022 Nov-Dec;40(6):764-767. doi: 10.1016/j.clindermatol.2022.09.002. Epub 2022 Sep 17. [PubMed:36122880 ]
Knani I, Yanku Y, Gross-Cohen M, Ilan N, Vlodavsky I: Heparanase 2 (Hpa2) attenuates the growth of human sarcoma. Matrix Biol. 2022 Nov;113:22-38. doi: 10.1016/j.matbio.2022.09.003. Epub 2022 Sep 17. [PubMed:36122821 ]
Hosseinzadeh M, Gilabert A, Porte C: Precision cut tissue slices to investigate the effects of triclosan exposure in Mytilus galloprovincialis. Toxicol In Vitro. 2022 Dec;85:105477. doi: 10.1016/j.tiv.2022.105477. Epub 2022 Sep 16. [PubMed:36122805 ]
Teshima T, Funai R, Nakazawa T, Ito J, Utsumi T, Kakumyan P, Mukai H, Yoshiga T, Murakami R, Nakagawa K, Honda Y, Matsui K: Coprinopsis cinerea dioxygenase is an oxygenase forming 10(S)-hydroperoxide of linoleic acid, essential for mushroom alcohol, 1-octen-3-ol, synthesis. J Biol Chem. 2022 Nov;298(11):102507. doi: 10.1016/j.jbc.2022.102507. Epub 2022 Sep 17. [PubMed:36122804 ]
Tian Y, Gao Q, Yu H, Liu D, Dong S, Zhou Y, Yang W, Xue N, Bao H, Yu Y: Dynamic transcriptome and LC-MS/MS analysis revealed the important roles of taurine and glutamine metabolism in response to environmental salinity changes in gills of rainbow trout (Oncorhynchus mykiss). Int J Biol Macromol. 2022 Nov 30;221:1545-1557. doi: 10.1016/j.ijbiomac.2022.09.124. Epub 2022 Sep 16. [PubMed:36122778 ]
Varga N, Seres L, Kovacs NA, Turcsanyi A, Juhasz A, Csapo E: Serum albumin/hyaluronic acid nanoconjugate: Evaluation of concentration-dependent structural changes to form an efficient drug carrier particle. Int J Biol Macromol. 2022 Nov 1;220:1523-1531. doi: 10.1016/j.ijbiomac.2022.09.125. Epub 2022 Sep 16. [PubMed:36122775 ]
LOTUS database [Link]

Showing NP-Card for 3-[(3r,3ar,3br,5ar,6s,7s,9ar,9br,11ar)-6,9a,9b,11a-tetramethyl-3,7-bis(prop-1-en-2-yl)-dodecahydro-1h-cyclopenta[a]phenanthren-6-yl]propanoic acid (NP0309059)

MOL for NP0309059 (3-[(3r,3ar,3br,5ar,6s,7s,9ar,9br,11ar)-6,9a,9b,11a-tetramethyl-3,7-bis(prop-1-en-2-yl)-dodecahydro-1h-cyclopenta[a]phenanthren-6-yl]propanoic acid)

3D MOL for NP0309059 (3-[(3r,3ar,3br,5ar,6s,7s,9ar,9br,11ar)-6,9a,9b,11a-tetramethyl-3,7-bis(prop-1-en-2-yl)-dodecahydro-1h-cyclopenta[a]phenanthren-6-yl]propanoic acid)

3D SDF for NP0309059 (3-[(3r,3ar,3br,5ar,6s,7s,9ar,9br,11ar)-6,9a,9b,11a-tetramethyl-3,7-bis(prop-1-en-2-yl)-dodecahydro-1h-cyclopenta[a]phenanthren-6-yl]propanoic acid)

3D-SDF for NP0309059 (3-[(3r,3ar,3br,5ar,6s,7s,9ar,9br,11ar)-6,9a,9b,11a-tetramethyl-3,7-bis(prop-1-en-2-yl)-dodecahydro-1h-cyclopenta[a]phenanthren-6-yl]propanoic acid)

PDB for NP0309059 (3-[(3r,3ar,3br,5ar,6s,7s,9ar,9br,11ar)-6,9a,9b,11a-tetramethyl-3,7-bis(prop-1-en-2-yl)-dodecahydro-1h-cyclopenta[a]phenanthren-6-yl]propanoic acid)

3D PDB for NP0309059 (3-[(3r,3ar,3br,5ar,6s,7s,9ar,9br,11ar)-6,9a,9b,11a-tetramethyl-3,7-bis(prop-1-en-2-yl)-dodecahydro-1h-cyclopenta[a]phenanthren-6-yl]propanoic acid)

SMILES for NP0309059 (3-[(3r,3ar,3br,5ar,6s,7s,9ar,9br,11ar)-6,9a,9b,11a-tetramethyl-3,7-bis(prop-1-en-2-yl)-dodecahydro-1h-cyclopenta[a]phenanthren-6-yl]propanoic acid)

INCHI for NP0309059 (3-[(3r,3ar,3br,5ar,6s,7s,9ar,9br,11ar)-6,9a,9b,11a-tetramethyl-3,7-bis(prop-1-en-2-yl)-dodecahydro-1h-cyclopenta[a]phenanthren-6-yl]propanoic acid)

Structure for NP0309059 (3-[(3r,3ar,3br,5ar,6s,7s,9ar,9br,11ar)-6,9a,9b,11a-tetramethyl-3,7-bis(prop-1-en-2-yl)-dodecahydro-1h-cyclopenta[a]phenanthren-6-yl]propanoic acid)

3D Structure for NP0309059 (3-[(3r,3ar,3br,5ar,6s,7s,9ar,9br,11ar)-6,9a,9b,11a-tetramethyl-3,7-bis(prop-1-en-2-yl)-dodecahydro-1h-cyclopenta[a]phenanthren-6-yl]propanoic acid)