SCS-C005874
hainanxylogranin A
Pathway: Terpenoids
Superclass: Triterpenoids
Class: Limonoids
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
Sanya
DOI:
10.1016/j.fitote.2022.105407
· Fitoterapia
Drug-likeness (Lipinski Ro5)
Molecular Weight
518.6 Da
Threshold ≤ 500
ALogP
1.20
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
10
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C27H34O10
Molecular Weight:
518.5590 Da
SMILES:
COC(=O)C[C@H]1C(C)(C)[C@@H]2O[C@@]34C[C@@H]2C(=O)[C@]1(C)[C@H]3CC[C@@]1(C)[C@H](C2=CC(=O)O[C@@H]2O)OC(=O)C[C@]14O
InChIKey:
SWGPHHBTGZBCBQ-BIRVCACASA-N
InChI:
InChI=1S/C27H34O10/c1-23(2)15(9-16(28)34-5)25(4)14-6-7-24(3)21(12-8-17(29)36-22(12)32)35-18(30)11-27(24,33)26(14)10-13(19(25)31)20(23)37-26/h8,13-15,20-22,32-33H,6-7,9-11H2,1-5H3/t13-,14-,15+,20-,21+,22+,24+,25-,26+,27+/m1/s1
Calculated Properties
ALogP:
1.203 lipophilicity
TPSA:
145.66 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
10
Rotatable Bonds:
3
Ring Count:
6
(0 aromatic)
Chiral Centers:
10
Fsp³:
0.7778 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005874
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Triterpenoids
NPClassifier Class:
Limonoids
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.