1. Home
  2. Compounds
  3. (3S,5R,6R,8S,9S,10R,11R,13R,14S,17R)-10,13-dimethyl-17-[(E,5R)-4,5,6-trimethylhept-3-en-2-yl]-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,5,6,11-tetrol

SCS-C004306

(3S,5R,6R,8S,9S,10R,11R,13R,14S,17R)-10,13-dimethyl-17-[(E,5R)-4,5,6-trimethylhept-3-en-2-yl]-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,5,6,11-tetrol

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

Chemical Structure

Structure of (3S,5R,6R,8S,9S,10R,11R,13R,14S,17R)-10,13-dimethyl-17-[(E,5R)-4,5,6-trimethylhept-3-en-2-yl]-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,5,6,11-tetrol
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

Sarcophyton sp. (soft coral)
Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Alcyoniidae Genus Sarcophyton Species NA
Weizhou Island
DOI: 10.3390/md11030775  · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight
462.7 Da
Threshold ≤ 500
ALogP
4.94
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:
C29H50O4
Molecular Weight:
462.7150 Da
SMILES:
C/C(=C\C(C)[C@H]1CC[C@H]2[C@@H]3C[C@@H](O)[C@@]4(O)C[C@@H](O)CC[C@]4(C)[C@H]3[C@H](O)C[C@]12C)[C@H](C)C(C)C
InChIKey:
XWBSJQAHXPZQLU-JAQNSCRPSA-N
InChI:
InChI=1S/C29H50O4/c1-16(2)19(5)17(3)12-18(4)22-8-9-23-21-13-25(32)29(33)14-20(30)10-11-28(29,7)26(21)24(31)15-27(22,23)6/h12,16,18-26,30-33H,8-11,13-15H2,1-7H3/b17-12+/t18?,19-,20+,21+,22-,23+,24-,25-,26-,27-,28-,29+/m1/s1
Calculated Properties
ALogP:
4.937 lipophilicity
TPSA:
80.92 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
4
Rotatable Bonds:
4
Ring Count:
4 (0 aromatic)
Chiral Centers:
12
Fsp³:
0.9310 fraction sp³ carbon

Database Information

Compound ID:
SCS-C004306
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: CMNPD24181

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds
Structure enlarged