SCS-C005145
nobiliside C
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
692.8 Da
Threshold ≤ 500
ALogP
2.30
Threshold ≤ 5
H-Bond Donors
5
Threshold ≤ 5
H-Bond Acceptors
12
Threshold ≤ 10
2 violations (MW, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C37H56O12
Molecular Weight:
692.8430 Da
SMILES:
CC(=O)O[C@H]1C[C@@]2(C)[C@@H]3CC[C@H]4C(C)(C)[C@@H](O[C@@H]5OC[C@@H](O)[C@H](O)[C@H]5O)CC[C@]4(C)C3=C[C@H](O)[C@@]23C(=O)O[C@@](C)(C2CCC(C)(C)O2)[C@@]13O
InChIKey:
FZHZACZDNVSIST-WTDGROCUSA-N
InChI:
InChI=1S/C37H56O12/c1-18(38)46-26-16-34(7)19-9-10-22-32(4,5)24(47-29-28(42)27(41)21(39)17-45-29)12-14-33(22,6)20(19)15-23(40)36(34)30(43)49-35(8,37(26,36)44)25-11-13-31(2,3)48-25/h15,19,21-29,39-42,44H,9-14,16-17H2,1-8H3/t19-,21-,22+,23+,24+,25?,26+,27+,28-,29+,33-,34+,35+,36-,37+/m1/s1
Calculated Properties
ALogP:
2.296 lipophilicity
TPSA:
181.44 Ų polar surface area
H-Bond Donors:
5
H-Bond Acceptors:
12
Rotatable Bonds:
4
Ring Count:
7
(0 aromatic)
Chiral Centers:
15
Fsp³:
0.8919 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005145
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.