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  3. (8R,9S,10R,12R,13S,14S,16S,17R)-12,16-dihydroxy-17-(2-hydroxy-6-methylheptan-2-yl)-10,13-dimethyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-one

SCS-C005408

(8R,9S,10R,12R,13S,14S,16S,17R)-12,16-dihydroxy-17-(2-hydroxy-6-methylheptan-2-yl)-10,13-dimethyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-one

Pathway: Terpenoids Superclass: Steroids Class: Cholestane steroids
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Chemical Structure

Structure of (8R,9S,10R,12R,13S,14S,16S,17R)-12,16-dihydroxy-17-(2-hydroxy-6-methylheptan-2-yl)-10,13-dimethyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-one
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
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Source Information

Chromonephthea sp. (NA)
Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Nephtheidae Genus Chromonephthea Species NA
Guangdong coast
DOI: 10.1002/mrc.2379  · Magnetic Resonance in Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight
430.6 Da
Threshold ≤ 500
ALogP
4.43
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:
C27H42O4
Molecular Weight:
430.6290 Da
SMILES:
CC(C)CCCC(C)(O)[C@H]1[C@@H](O)C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3C[C@@H](O)[C@]12C
InChIKey:
VMYXEDHXCHZEOG-UQWBMWTJSA-N
InChI:
InChI=1S/C27H42O4/c1-16(2)7-6-11-26(4,31)24-22(29)14-21-19-9-8-17-13-18(28)10-12-25(17,3)20(19)15-23(30)27(21,24)5/h10,12-13,16,19-24,29-31H,6-9,11,14-15H2,1-5H3/t19-,20+,21+,22+,23-,24-,25+,26?,27-/m1/s1
Calculated Properties
ALogP:
4.429 lipophilicity
TPSA:
77.76 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
4
Rotatable Bonds:
5
Ring Count:
4 (0 aromatic)
Chiral Centers:
9
Fsp³:
0.8148 fraction sp³ carbon

Database Information

Compound ID:
SCS-C005408
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Steroids
NPClassifier Class:
Cholestane steroids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
PubChem ChemSpider ChEMBL
Natural product databases
COCONUT NP Atlas CMNPD: CMNPD19492

Biological Activity Data

No bioactivity data available for this compound.

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Structure enlarged