SCS-C002909
xylocarpin A
Pathway: Terpenoids
Superclass: Triterpenoids | Diterpenoids
Class: Limonoids | Pimarane and Isopimarane diterpenoids
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
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
570.7 Da
Threshold ≤ 500
ALogP
4.88
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
9
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C32H42O9
Molecular Weight:
570.6790 Da
SMILES:
C/C=C(\C)C(=O)O[C@@H]1[C@H]2C[C@@]34OC2(O)[C@@](C)([C@@H](CC(=O)OC)C1(C)C)[C@H]3CC[C@]1(C)[C@H]4CC(=O)O[C@H]1c1ccoc1
InChIKey:
MCBIVWOLAJXDRK-UQXNOXKDSA-N
InChI:
InChI=1S/C32H42O9/c1-8-17(2)27(35)40-26-19-15-31-20(30(6,32(19,36)41-31)21(28(26,3)4)13-23(33)37-7)9-11-29(5)22(31)14-24(34)39-25(29)18-10-12-38-16-18/h8,10,12,16,19-22,25-26,36H,9,11,13-15H2,1-7H3/b17-8+/t19-,20-,21+,22-,25+,26-,29-,30-,31-,32?/m1/s1
Calculated Properties
ALogP:
4.881 lipophilicity
TPSA:
121.50 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
9
Rotatable Bonds:
5
Ring Count:
6
(1 aromatic)
Chiral Centers:
10
Fsp³:
0.7188 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002909
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Triterpenoids
Diterpenoids
NPClassifier Class:
Limonoids
Pimarane and Isopimarane diterpenoids
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.