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

SCS-C004289

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

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

Chemical Structure

Structure of (1S,3S,5R,6R,8S,9S,10S,11R,13R,14S,17R)-17-[(5S)-5,6-dimethylheptan-2-yl]-10,13-dimethyl-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-1,3,5,6,11-pentol
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
466.7 Da
Threshold ≤ 500
ALogP
3.74
Threshold ≤ 5
H-Bond Donors
5
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:
C28H50O5
Molecular Weight:
466.7030 Da
SMILES:
CC(CC[C@H](C)C(C)C)[C@H]1CC[C@H]2[C@@H]3C[C@@H](O)[C@@]4(O)C[C@@H](O)C[C@H](O)[C@]4(C)[C@H]3[C@H](O)C[C@]12C
InChIKey:
GLWHUZACQPVFDG-MRZFKZIPSA-N
InChI:
InChI=1S/C28H50O5/c1-15(2)16(3)7-8-17(4)20-9-10-21-19-12-24(32)28(33)13-18(29)11-23(31)27(28,6)25(19)22(30)14-26(20,21)5/h15-25,29-33H,7-14H2,1-6H3/t16-,17?,18-,19-,20+,21-,22+,23-,24+,25+,26+,27+,28-/m0/s1
Calculated Properties
ALogP:
3.742 lipophilicity
TPSA:
101.15 Ų polar surface area
H-Bond Donors:
5
H-Bond Acceptors:
5
Rotatable Bonds:
5
Ring Count:
4 (0 aromatic)
Chiral Centers:
13
Fsp³:
1.0000 fraction sp³ carbon

Database Information

Compound ID:
SCS-C004289
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Steroids
NPClassifier Class:
Cholestane steroids Ergostane steroids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
PubChem ChemSpider ChEMBL
Natural product databases
COCONUT NP Atlas CMNPD: CMNPD24180

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds
Structure enlarged