SCS-C002588
14-hydroxy-14,15-dihydrogranatumin C
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
584.7 Da
Threshold ≤ 500
ALogP
3.85
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
10
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C32H40O10
Molecular Weight:
584.6620 Da
SMILES:
C/C=C(\C)C(=O)O[C@@H]1[C@H]2C(=O)[C@](C)([C@H]3CC[C@@]4(C)[C@H](c5ccoc5)OC(=O)CC4(O)[C@]34O[C@H]24)[C@@H](CC(=O)OC)C1(C)C
InChIKey:
IJQCZTPOXGMCHI-DJAOJNOASA-N
InChI:
InChI=1S/C32H40O10/c1-8-16(2)27(36)41-25-22-23(35)30(6,19(28(25,3)4)13-20(33)38-7)18-9-11-29(5)24(17-10-12-39-15-17)40-21(34)14-31(29,37)32(18)26(22)42-32/h8,10,12,15,18-19,22,24-26,37H,9,11,13-14H2,1-7H3/b16-8+/t18-,19+,22-,24+,25-,26-,29+,30-,31?,32+/m1/s1
Calculated Properties
ALogP:
3.855 lipophilicity
TPSA:
141.87 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
10
Rotatable Bonds:
5
Ring Count:
6
(1 aromatic)
Chiral Centers:
10
Fsp³:
0.6875 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002588
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.