SCS-C002597
6-O-acetyl xylocarpin D
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
Dongzhaigang
DOI:
10.1038/srep33908
· Scientific Reports
Drug-likeness (Lipinski Ro5)
Molecular Weight
746.8 Da
Threshold ≤ 500
ALogP
2.52
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
16
Threshold ≤ 10
2 violations (MW, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C37H46O16
Molecular Weight:
746.7590 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)[C@@H](OC(C)=O)C[C@@H]2[C@]13C
InChIKey:
KHHUJTMGCXVWRU-HOBPDTMYSA-N
InChI:
InChI=1S/C37H46O16/c1-16(38)48-24-12-23-35(8)28(27(32(44)46-9)49-17(2)39)33(6)15-36(35,53-20(5)42)26(30(33)50-18(3)40)31(51-19(4)41)37(23,45)22-13-25(43)52-29(34(22,24)7)21-10-11-47-14-21/h10-11,14,22-24,26-31,45H,12-13,15H2,1-9H3/t22-,23-,24+,26+,27+,28+,29+,30-,31-,33-,34+,35-,36+,37+/m1/s1
Calculated Properties
ALogP:
2.519 lipophilicity
TPSA:
217.47 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
16
Rotatable Bonds:
8
Ring Count:
6
(1 aromatic)
Chiral Centers:
14
Fsp³:
0.7027 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002597
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.