SCS-C003222
xylogranatin O
Pathway: Terpenoids
Superclass: Triterpenoids
Class: Limonoids
Chemical Structure
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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:
10.1002/chem.200700663
· Chemistry – A European Journal
Drug-likeness (Lipinski Ro5)
Molecular Weight
582.6 Da
Threshold ≤ 500
ALogP
6.30
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
9
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C32H38O10
Molecular Weight:
582.6460 Da
SMILES:
C/C=C(\C)C(=O)O[C@H]1c2cc(C3=CC(=O)O[C@@H](c4ccoc4)[C@]3(C)CCC(=O)O)oc2[C@H](C)[C@@H](CC(=O)OC)C1(C)C
InChIKey:
AJNQUIUDKQWUQR-DWXHYHOXSA-N
InChI:
InChI=1S/C32H38O10/c1-8-17(2)30(37)42-29-20-13-23(40-27(20)18(3)21(31(29,4)5)14-25(35)38-7)22-15-26(36)41-28(19-10-12-39-16-19)32(22,6)11-9-24(33)34/h8,10,12-13,15-16,18,21,28-29H,9,11,14H2,1-7H3,(H,33,34)/b17-8+/t18-,21-,28+,29+,32-/m1/s1
Calculated Properties
ALogP:
6.298 lipophilicity
TPSA:
142.48 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
9
Rotatable Bonds:
9
Ring Count:
4
(2 aromatic)
Chiral Centers:
5
Fsp³:
0.5000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C003222
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.