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  3. (3S,8R,9S,10R,12R,13S,14S,16S,17R)-17-[(E,2S)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,12,16-triol

SCS-C005448

(3S,8R,9S,10R,12R,13S,14S,16S,17R)-17-[(E,2S)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,12,16-triol

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

Structure of (3S,8R,9S,10R,12R,13S,14S,16S,17R)-17-[(E,2S)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,12,16-triol
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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

Subergorgia suberosa (gorgonian)
Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Subergorgiidae Genus Subergorgia Species Subergorgia suberosa
Guangdong coast
DOI: 10.1002/cbdv.201100031  · Chemistry & Biodiversity

Drug-likeness (Lipinski Ro5)

Molecular Weight
448.6 Da
Threshold ≤ 500
ALogP
3.34
Threshold ≤ 5
H-Bond Donors
5
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:
C27H44O5
Molecular Weight:
448.6440 Da
SMILES:
CC(C)(O)/C=C/C[C@](C)(O)[C@H]1[C@@H](O)C[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3C[C@@H](O)[C@@]21C
InChIKey:
REVFMDKHADKHIU-RBRFQAFTSA-N
InChI:
InChI=1S/C27H44O5/c1-24(2,31)10-6-11-26(4,32)23-21(29)14-20-18-8-7-16-13-17(28)9-12-25(16,3)19(18)15-22(30)27(20,23)5/h6-7,10,17-23,28-32H,8-9,11-15H2,1-5H3/b10-6+/t17-,18+,19-,20-,21-,22+,23+,25-,26-,27+/m0/s1
Calculated Properties
ALogP:
3.336 lipophilicity
TPSA:
101.15 Ų polar surface area
H-Bond Donors:
5
H-Bond Acceptors:
5
Rotatable Bonds:
4
Ring Count:
4 (0 aromatic)
Chiral Centers:
10
Fsp³:
0.8519 fraction sp³ carbon

Database Information

Compound ID:
SCS-C005448
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: CMNPD22952

Biological Activity Data

No bioactivity data available for this compound.

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Structure enlarged