1. Home
  2. Compounds
  3. (1R,3S,5R,8S,9S,10S,13R,14S,17R)-1,3,5-trihydroxy-10,13-dimethyl-17-[(E,2R)-5-methylhex-3-en-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-one

SCS-C004194

(1R,3S,5R,8S,9S,10S,13R,14S,17R)-1,3,5-trihydroxy-10,13-dimethyl-17-[(E,2R)-5-methylhex-3-en-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-one

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

Chemical Structure

Structure of (1R,3S,5R,8S,9S,10S,13R,14S,17R)-1,3,5-trihydroxy-10,13-dimethyl-17-[(E,2R)-5-methylhex-3-en-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-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

Menella kanisa (gorgonian coral)
Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Plexauridae Genus Menella Species Menella kanisa
Beihai
DOI: 10.1016/j.steroids.2013.05.019  · Steroids

Drug-likeness (Lipinski Ro5)

Molecular Weight
418.6 Da
Threshold ≤ 500
ALogP
4.12
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:
C26H42O4
Molecular Weight:
418.6180 Da
SMILES:
CC(C)/C=C/[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC(=O)[C@@]4(O)C[C@@H](O)C[C@@H](O)[C@]4(C)[C@H]3CC[C@]12C
InChIKey:
AJBRSFMZZWORQQ-FCACRDETSA-N
InChI:
InChI=1S/C26H42O4/c1-15(2)6-7-16(3)19-8-9-20-18-13-23(29)26(30)14-17(27)12-22(28)25(26,5)21(18)10-11-24(19,20)4/h6-7,15-22,27-28,30H,8-14H2,1-5H3/b7-6+/t16-,17+,18+,19-,20+,21+,22-,24-,25+,26+/m1/s1
Calculated Properties
ALogP:
4.119 lipophilicity
TPSA:
77.76 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
4
Rotatable Bonds:
3
Ring Count:
4 (0 aromatic)
Chiral Centers:
10
Fsp³:
0.8846 fraction sp³ carbon

Database Information

Compound ID:
SCS-C004194
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: CMNPD24168

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds
Structure enlarged