SCS-C003514
ximaolide B
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Cembrane diterpenoids
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
Sarcophyton tortuosum
(NA)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Alcyoniidae
Genus
Sarcophyton
Species
Sarcophyton tortuosum
Hainan Island
DOI:
10.1021/np060220b
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
719.4 Da
Threshold ≤ 500
ALogP
7.49
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
8
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C41H63ClO8
Molecular Weight:
719.4000 Da
SMILES:
COC(=O)[C@@]12CC(=O)[C@@H](C(C)C)CC(=O)[C@@H](C)CCC[C@@H](C)CC(=O)[C@@H]1CC(C)=C1[C@H](O)C[C@@](C)(O)[C@@H](Cl)CC[C@@]3(C)O[C@@H]3CC/C(C)=C/[C@H]12
InChIKey:
JLHAOQMKTFIUTM-YXCJBUJZSA-N
InChI:
InChI=1S/C41H63ClO8/c1-23(2)28-20-31(43)26(5)12-10-11-24(3)18-32(44)29-19-27(6)37-30(41(29,22-33(28)45)38(47)49-9)17-25(4)13-14-36-40(8,50-36)16-15-35(42)39(7,48)21-34(37)46/h17,23-24,26,28-30,34-36,46,48H,10-16,18-22H2,1-9H3/b25-17+/t24-,26+,28-,29+,30-,34-,35+,36-,39-,40-,41+/m1/s1
Calculated Properties
ALogP:
7.492 lipophilicity
TPSA:
130.50 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
8
Rotatable Bonds:
2
Ring Count:
4
(0 aromatic)
Chiral Centers:
11
Fsp³:
0.8049 fraction sp³ carbon
Database Information
Compound ID:
SCS-C003514
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Cembrane diterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.