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

SCS-C004751

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

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

Chemical Structure

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

Sargassum carpophyllum (NA)
Kingdom NA Phylum Ochrophyta Class Phaeophyceae Order Fucales Family Sargassaceae Genus Sargassum Species Sargassum carpophyllum
South China Sea
DOI: 10.1080/10286020290027362  · Journal of Asian Natural Products Research

Drug-likeness (Lipinski Ro5)

Molecular Weight
428.7 Da
Threshold ≤ 500
ALogP
6.92
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
2
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:
C29H48O2
Molecular Weight:
428.7010 Da
SMILES:
CC(C)/C(=C/C[C@@H](C)[C@H]1CCC2C3CC=C4C[C@@H](O)CC[C@]4(C)C3CC[C@@]21C)C(C)O
InChIKey:
IMNJVKLONREOMN-QYJYRWTKSA-N
InChI:
InChI=1S/C29H48O2/c1-18(2)23(20(4)30)9-7-19(3)25-11-12-26-24-10-8-21-17-22(31)13-15-28(21,5)27(24)14-16-29(25,26)6/h8-9,18-20,22,24-27,30-31H,7,10-17H2,1-6H3/b23-9-/t19-,20?,22+,24?,25-,26?,27?,28+,29-/m1/s1
Calculated Properties
ALogP:
6.916 lipophilicity
TPSA:
40.46 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
2
Rotatable Bonds:
5
Ring Count:
4 (0 aromatic)
Chiral Centers:
9
Fsp³:
0.8621 fraction sp³ carbon

Database Information

Compound ID:
SCS-C004751
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: CMNPD12517

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds
Structure enlarged