SCS-C004631
bebrycoside
Pathway: Terpenoids
Superclass: Steroids
Class: Cholestane steroids
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
Bebryce indica
(NA)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Plexauridae
Genus
Bebryce
Species
Bebryce indica
South China Sea
DOI:
10.1691/ph.2007.2.6504
· Pharmazie
Drug-likeness (Lipinski Ro5)
Molecular Weight
732.9 Da
Threshold ≤ 500
ALogP
5.40
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
12
Threshold ≤ 10
3 violations (MW, ALogP, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C40H60O12
Molecular Weight:
732.9080 Da
SMILES:
CC(=O)O[C@@H]1[C@H](OCC(C)CC[C@@H](OC(C)=O)[C@](C)(O)[C@H]2CC[C@H]3[C@@H]4CCC5=CC(=O)CC[C@]5(C)[C@H]4CC[C@]23C)OC[C@@H](OC(C)=O)[C@H]1OC(C)=O
InChIKey:
PNHDWCKYXTWGLA-OQYDJIMFSA-N
InChI:
InChI=1S/C40H60O12/c1-22(20-47-37-36(52-26(5)44)35(51-25(4)43)32(21-48-37)49-23(2)41)9-14-34(50-24(3)42)40(8,46)33-13-12-30-29-11-10-27-19-28(45)15-17-38(27,6)31(29)16-18-39(30,33)7/h19,22,29-37,46H,9-18,20-21H2,1-8H3/t22?,29-,30-,31-,32+,33-,34+,35+,36-,37+,38-,39-,40+/m0/s1
Calculated Properties
ALogP:
5.402 lipophilicity
TPSA:
160.96 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
12
Rotatable Bonds:
12
Ring Count:
5
(0 aromatic)
Chiral Centers:
13
Fsp³:
0.8250 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004631
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Steroids
NPClassifier Class:
Cholestane steroids
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.