1. Home
  2. Compounds
  3. [(3S,7R,8S,9S,10S,13R,14S,17R)-7-acetyloxy-3-hydroxy-13-methyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-10-yl]methyl acetate

SCS-C003631

[(3S,7R,8S,9S,10S,13R,14S,17R)-7-acetyloxy-3-hydroxy-13-methyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-10-yl]methyl acetate

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

Chemical Structure

Structure of [(3S,7R,8S,9S,10S,13R,14S,17R)-7-acetyloxy-3-hydroxy-13-methyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-10-yl]methyl acetate
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

Sinularia depressa (soft coral)
Original source name: Sinularia depressa Tixier-Durivault
Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Sinulariidae Genus Sinularia Species Sinularia depressa
South China Sea
DOI: 10.1016/j.bmcl.2012.12.087  · Bioorganic & Medicinal Chemistry Letters
Sinularia sp. (soft coral)
Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Sinulariidae Genus Sinularia Species NA
Sanya
DOI: 10.1080/14786410500123833  · Natural Product Research

Drug-likeness (Lipinski Ro5)

Molecular Weight
514.7 Da
Threshold ≤ 500
ALogP
6.64
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5

Chemical Properties

Molecular Formula:
C32H50O5
Molecular Weight:
514.7470 Da
SMILES:
C=C(CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@@H](OC(C)=O)C=C4C[C@@H](O)CC[C@]4(COC(C)=O)[C@H]3CC[C@]12C)C(C)C
InChIKey:
WLHCEKZUGVKUFV-TZRUHNNLSA-N
InChI:
InChI=1S/C32H50O5/c1-19(2)20(3)8-9-21(4)26-10-11-27-30-28(13-14-31(26,27)7)32(18-36-22(5)33)15-12-25(35)16-24(32)17-29(30)37-23(6)34/h17,19,21,25-30,35H,3,8-16,18H2,1-2,4-7H3/t21-,25+,26-,27+,28+,29+,30+,31-,32-/m1/s1
Calculated Properties
ALogP:
6.640 lipophilicity
TPSA:
72.83 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
5
Rotatable Bonds:
8
Ring Count:
4 (0 aromatic)
Chiral Centers:
9
Fsp³:
0.8125 fraction sp³ carbon

Database Information

Compound ID:
SCS-C003631
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Steroids
NPClassifier Class:
Ergostane steroids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
PubChem ChemSpider ChEMBL
Natural product databases
COCONUT NP Atlas CMNPD: CMNPD15412

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds
Structure enlarged