1. Home
  2. Compounds
  3. (3S,7S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R,6S)-6-methyl-5-methylideneoctan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,7-diol

SCS-C003550

(3S,7S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R,6S)-6-methyl-5-methylideneoctan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,7-diol

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

Chemical Structure

Structure of (3S,7S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R,6S)-6-methyl-5-methylideneoctan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,7-diol
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

Stelletta tenuis (NA)
Kingdom Metazoa Phylum Porifera Class Demospongiae Order Tetractinellida Family Ancorinidae Genus Stelletta Species Stelletta tenuis
Sanya
DOI: 10.1039/b805113p  · Natural Product Reports

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:
C=C(CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)[C@@H](C)CC
InChIKey:
IZFDLYIVDDBPEE-DLGWMYMJSA-N
InChI:
InChI=1S/C29H48O2/c1-7-18(2)19(3)8-9-20(4)23-10-11-24-27-25(13-15-29(23,24)6)28(5)14-12-22(30)16-21(28)17-26(27)31/h17-18,20,22-27,30-31H,3,7-16H2,1-2,4-6H3/t18-,20+,22-,23+,24-,25-,26+,27-,28-,29+/m0/s1
Calculated Properties
ALogP:
6.916 lipophilicity
TPSA:
40.46 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
2
Rotatable Bonds:
6
Ring Count:
4 (0 aromatic)
Chiral Centers:
10
Fsp³:
0.8621 fraction sp³ carbon

Database Information

Compound ID:
SCS-C003550
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: CMNPD17068

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds
Structure enlarged