SCS-C003433
fragilioside B
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
Dichotella fragilis
(NA)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Scleralcyonacea
Family
Ellisellidae
Genus
Dichotella
Species
Dichotella fragilis
Sanya Meishan
DOI:
10.1177/1934578x1100600907
· Natural Product Communications
Drug-likeness (Lipinski Ro5)
Molecular Weight
634.9 Da
Threshold ≤ 500
ALogP
5.08
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
9
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C36H58O9
Molecular Weight:
634.8510 Da
SMILES:
CC(=O)O[C@@H]1CO[C@@H](O[C@H]2CC[C@@]3(CO)C(=CC[C@@H]4[C@@H]3CC[C@]3(C)[C@@H]([C@H](C)CCCC(C)(C)OC(C)=O)CC[C@@H]43)C2)[C@@H](O)[C@@H]1O
InChIKey:
DCTAGHDTWSYFHM-DTEDQAJOSA-N
InChI:
InChI=1S/C36H58O9/c1-21(8-7-15-34(4,5)45-23(3)39)27-11-12-28-26-10-9-24-18-25(13-17-36(24,20-37)29(26)14-16-35(27,28)6)44-33-32(41)31(40)30(19-42-33)43-22(2)38/h9,21,25-33,37,40-41H,7-8,10-20H2,1-6H3/t21-,25+,26+,27-,28+,29+,30-,31-,32+,33+,35-,36-/m1/s1
Calculated Properties
ALogP:
5.081 lipophilicity
TPSA:
131.75 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
9
Rotatable Bonds:
10
Ring Count:
5
(0 aromatic)
Chiral Centers:
12
Fsp³:
0.8889 fraction sp³ carbon
Database Information
Compound ID:
SCS-C003433
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.