SCS-C002906
xylocarpin A
Pathway: Terpenoids
Superclass: Triterpenoids
Class: Limonoids
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
Xylocarpus granatum
(Mangrove)
Kingdom
Viridiplantae
Phylum
Streptophyta
Class
Magnoliopsida
Order
Sapindales
Family
Meliaceae
Genus
Xylocarpus
Species
Xylocarpus granatum
Hainan Island
DOI:
10.1021/np060622j
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
688.7 Da
Threshold ≤ 500
ALogP
2.98
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
14
Threshold ≤ 10
2 violations (MW, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C35H44O14
Molecular Weight:
688.7230 Da
SMILES:
COC(=O)[C@@H](OC(C)=O)[C@H]1[C@@]2(C)C[C@]3(OC(C)=O)[C@@H]([C@H]2OC(C)=O)[C@@H](OC(C)=O)[C@]2(O)[C@@H]4CC(=O)O[C@@H](c5ccoc5)[C@]4(C)CC[C@@H]2[C@]13C
InChIKey:
MODWWVKERCVJOU-YFOQNDGISA-N
InChI:
InChI=1S/C35H44O14/c1-16(36)45-25(30(41)43-8)26-32(6)15-34(49-19(4)39)24(28(32)46-17(2)37)29(47-18(3)38)35(42)21(33(26,34)7)9-11-31(5)22(35)13-23(40)48-27(31)20-10-12-44-14-20/h10,12,14,21-22,24-29,42H,9,11,13,15H2,1-8H3/t21-,22-,24+,25+,26+,27+,28-,29-,31-,32-,33-,34+,35-/m1/s1
Calculated Properties
ALogP:
2.977 lipophilicity
TPSA:
191.17 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
14
Rotatable Bonds:
7
Ring Count:
6
(1 aromatic)
Chiral Centers:
13
Fsp³:
0.7143 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002906
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Triterpenoids
NPClassifier Class:
Limonoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.