SCS-C003881
21-O-octadecanoyl-xestokerol A
Pathway: Terpenoids
Superclass: Steroids
Class: Cholestane steroids
Chemical Structure
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
Xestospongia testudinaria
(sponge)
Kingdom
Metazoa
Phylum
Porifera
Class
Demospongiae
Order
Haplosclerida
Family
Petrosiidae
Genus
Xestospongia
Species
Xestospongia testudinaria
Nansha Islands
DOI:
10.1021/np400288j
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
743.2 Da
Threshold ≤ 500
ALogP
10.76
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C47H82O6
Molecular Weight:
743.1670 Da
SMILES:
CCCCCCCCCCCCCCCCCOC(=O)C[C@@](O)([C@H](O)C[C@@H](C)[C@@H]1C[C@H]1C)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4CC(=O)CC[C@]4(C)[C@H]3C[C@@H](O)[C@]12C
InChIKey:
SECKVELXILUOST-NUHFIYFLSA-N
InChI:
InChI=1S/C47H82O6/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-27-53-44(51)32-47(52,43(50)29-34(3)38-28-33(38)2)41-24-23-39-37-22-21-35-30-36(48)25-26-45(35,4)40(37)31-42(49)46(39,41)5/h33-35,37-43,49-50,52H,6-32H2,1-5H3/t33-,34-,35+,37+,38-,39+,40+,41+,42-,43-,45+,46+,47+/m1/s1
Calculated Properties
ALogP:
10.764 lipophilicity
TPSA:
104.06 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
6
Rotatable Bonds:
23
Ring Count:
5
(0 aromatic)
Chiral Centers:
13
Fsp³:
0.9574 fraction sp³ carbon
Database Information
Compound ID:
SCS-C003881
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.