SCS-C005431
(1S,2R,5S,7R,9S,12R,15R,16R)-2,16-dimethyl-15-[(E,2R)-6-methylhept-3-en-2-yl]-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-10-en-5-ol
Pathway: Terpenoids
Superclass: Steroids
Class: Cholestane steroids
Chemical Structure
![Structure of (1S,2R,5S,7R,9S,12R,15R,16R)-2,16-dimethyl-15-[(E,2R)-6-methylhept-3-en-2-yl]-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-10-en-5-ol](/scsmarinenp/static/images/structures/SCS-C005431.png)
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Ircinia aruensis
(NA)
Kingdom
Metazoa
Phylum
Porifera
Class
Demospongiae
Order
Dictyoceratida
Family
Irciniidae
Genus
Ircinia
Species
Ircinia aruensis
Guangdong coast
DOI:
10.1016/j.steroids.2008.01.009
· Steroids
Drug-likeness (Lipinski Ro5)
Molecular Weight
398.6 Da
Threshold ≤ 500
ALogP
6.30
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
2
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C27H42O2
Molecular Weight:
398.6310 Da
SMILES:
CC(C)C/C=C/[C@@H](C)[C@H]1CC[C@H]2C3=C[C@@H]4O[C@@]45C[C@@H](O)CC[C@]5(C)[C@H]3CC[C@]12C
InChIKey:
LEVNBGHUACPQRB-PEEJMARWSA-N
InChI:
InChI=1S/C27H42O2/c1-17(2)7-6-8-18(3)21-9-10-22-20-15-24-27(29-24)16-19(28)11-14-26(27,5)23(20)12-13-25(21,22)4/h6,8,15,17-19,21-24,28H,7,9-14,16H2,1-5H3/b8-6+/t18-,19+,21-,22+,23+,24+,25-,26-,27+/m1/s1
Calculated Properties
ALogP:
6.296 lipophilicity
TPSA:
32.76 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
2
Rotatable Bonds:
4
Ring Count:
5
(0 aromatic)
Chiral Centers:
9
Fsp³:
0.8519 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005431
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Steroids
NPClassifier Class:
Cholestane steroids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.