SCS-C004586
(2R,5S,8R,9S,10S,13R,14S,17R)-17-ethenyl-2-methoxy-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one
Pathway: Terpenoids
Superclass: Steroids
Class: Pregnane steroids
Chemical Structure
![Structure of (2R,5S,8R,9S,10S,13R,14S,17R)-17-ethenyl-2-methoxy-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one](/scsmarinenp/static/images/structures/SCS-C004586.png)
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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.
Source Information
Scleronephthya gracillimum
(NA)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Nephtheidae
Genus
Scleronephthya
Species
Scleronephthya gracillimum
South China Sea
DOI:
10.1016/j.bse.2009.12.030
· Biochemical Systematics and Ecology
Drug-likeness (Lipinski Ro5)
Molecular Weight
330.5 Da
Threshold ≤ 500
ALogP
5.03
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
2
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C22H34O2
Molecular Weight:
330.5120 Da
SMILES:
C=C[C@H]1CC[C@H]2[C@@H]3CC[C@H]4CC(=O)[C@H](OC)C[C@]4(C)[C@H]3CC[C@]12C
InChIKey:
HEMXLCISLGWCHI-YUNUMBOHSA-N
InChI:
InChI=1S/C22H34O2/c1-5-14-7-9-17-16-8-6-15-12-19(23)20(24-4)13-22(15,3)18(16)10-11-21(14,17)2/h5,14-18,20H,1,6-13H2,2-4H3/t14-,15-,16-,17-,18-,20+,21+,22-/m0/s1
Calculated Properties
ALogP:
5.025 lipophilicity
TPSA:
26.30 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
2
Rotatable Bonds:
2
Ring Count:
4
(0 aromatic)
Chiral Centers:
8
Fsp³:
0.8636 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004586
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Steroids
NPClassifier Class:
Pregnane steroids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.