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

SCS-C003539

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

Pathway: Terpenoids Superclass: Steroids Class: Cholestane steroids
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Chemical Structure

Structure of (3S,5R,6R,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R,6S)-6-methyl-5-methylideneoctan-2-yl]-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,5,6-triol
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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
446.7 Da
Threshold ≤ 500
ALogP
6.11
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:
C29H50O3
Molecular Weight:
446.7160 Da
SMILES:
C=C(CC[C@@H](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]3CC[C@]12C)[C@@H](C)CC
InChIKey:
HISZBVWOYRUGHP-IBTUXLEYSA-N
InChI:
InChI=1S/C29H50O3/c1-7-18(2)19(3)8-9-20(4)23-10-11-24-22-16-26(31)29(32)17-21(30)12-15-28(29,6)25(22)13-14-27(23,24)5/h18,20-26,30-32H,3,7-17H2,1-2,4-6H3/t18-,20+,21-,22-,23+,24-,25-,26+,27+,28+,29-/m0/s1
Calculated Properties
ALogP:
6.111 lipophilicity
TPSA:
60.69 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
3
Rotatable Bonds:
6
Ring Count:
4 (0 aromatic)
Chiral Centers:
11
Fsp³:
0.9310 fraction sp³ carbon

Database Information

Compound ID:
SCS-C003539
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: CMNPD17067

Biological Activity Data

No bioactivity data available for this compound.

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Structure enlarged