1. Home
  2. Compounds
  3. (8R,9S,10R,13R,14R,17R)-14-hydroxy-10,13-dimethyl-17-[(E,2R)-6-methylhept-3-en-2-yl]-7,8,9,11,12,15,16,17-octahydro-6H-cyclopenta[a]phenanthren-3-one

SCS-C003720

(8R,9S,10R,13R,14R,17R)-14-hydroxy-10,13-dimethyl-17-[(E,2R)-6-methylhept-3-en-2-yl]-7,8,9,11,12,15,16,17-octahydro-6H-cyclopenta[a]phenanthren-3-one

Pathway: Terpenoids Superclass: Steroids Class: Cholestane steroids
Back to List

Chemical Structure

Structure of (8R,9S,10R,13R,14R,17R)-14-hydroxy-10,13-dimethyl-17-[(E,2R)-6-methylhept-3-en-2-yl]-7,8,9,11,12,15,16,17-octahydro-6H-cyclopenta[a]phenanthren-3-one
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Download: SDF SMILES

Source Information

Subergorgia suberosa (gorgonian)
Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Subergorgiidae Genus Subergorgia Species Subergorgia suberosa
Sanya
DOI: 10.1177/1934578x1000500206  · Natural Product Communications

Drug-likeness (Lipinski Ro5)

Molecular Weight
396.6 Da
Threshold ≤ 500
ALogP
6.26
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
2
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:
C27H40O2
Molecular Weight:
396.6150 Da
SMILES:
CC(C)C/C=C/[C@@H](C)[C@H]1CC[C@@]2(O)[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3CC[C@]12C
InChIKey:
NOONDVRROUAQGE-VESJYOBPSA-N
InChI:
InChI=1S/C27H40O2/c1-18(2)7-6-8-19(3)22-13-16-27(29)24-10-9-20-17-21(28)11-14-25(20,4)23(24)12-15-26(22,27)5/h6,8,11,14,17-19,22-24,29H,7,9-10,12-13,15-16H2,1-5H3/b8-6+/t19-,22-,23+,24-,25+,26-,27-/m1/s1
Calculated Properties
ALogP:
6.264 lipophilicity
TPSA:
37.30 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
2
Rotatable Bonds:
4
Ring Count:
4 (0 aromatic)
Chiral Centers:
7
Fsp³:
0.7407 fraction sp³ carbon

Database Information

Compound ID:
SCS-C003720
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: CMNPD20503

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds
Structure enlarged