SCS-C005131
nobiliside A
Pathway: Terpenoids
Superclass: Triterpenoids
Class: Lanostane, Tirucallane and Euphane triterpenoids
Glycoside
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
Holothuria nobilis
(NA)
Original source name: Holothuria (Microthele) nobilis
Kingdom
Metazoa
Phylum
Echinodermata
Class
Holothuroidea
Order
Aspidochirotida
Family
Holothuriidae
Genus
Holothuria
Species
Holothuria nobilis
Dongsha Atoll
DOI:
10.1055/s-2006-931603
· Planta Medica
Drug-likeness (Lipinski Ro5)
Molecular Weight
598.8 Da
Threshold ≤ 500
ALogP
4.27
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
8
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C35H50O8
Molecular Weight:
598.7770 Da
SMILES:
CC(C)=C/C=C/[C@]1(C)OC(=O)[C@]23CC=C4C(=CC[C@H]5C(C)(C)[C@@H](O[C@@H]6OC[C@@H](O)[C@H](O)[C@H]6O)CC[C@]45C)[C@]2(C)CC[C@@]31O
InChIKey:
RRNRWUCOEWARPX-DODWLRSGSA-N
InChI:
InChI=1S/C35H50O8/c1-20(2)9-8-14-33(7)35(40)18-17-32(6)22-10-11-24-30(3,4)25(42-28-27(38)26(37)23(36)19-41-28)13-15-31(24,5)21(22)12-16-34(32,35)29(39)43-33/h8-10,12,14,23-28,36-38,40H,11,13,15-19H2,1-7H3/b14-8+/t23-,24+,25+,26+,27-,28+,31-,32+,33+,34-,35+/m1/s1
Calculated Properties
ALogP:
4.269 lipophilicity
TPSA:
125.68 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
8
Rotatable Bonds:
4
Ring Count:
6
(0 aromatic)
Chiral Centers:
11
Fsp³:
0.7429 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005131
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Triterpenoids
NPClassifier Class:
Lanostane, Tirucallane and Euphane triterpenoids
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.