SCS-C007063
hainanxylogranin S
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
South China Sea
DOI:
10.1016/j.bioorg.2020.103903
· Bioorganic Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
684.7 Da
Threshold ≤ 500
ALogP
3.81
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
13
Threshold ≤ 10
2 violations (MW, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C36H44O13
Molecular Weight:
684.7350 Da
SMILES:
C/C=C(\C)C(=O)O[C@H]1[C@@]2(C)C[C@@]34OC5(C)O[C@]6([C@@H]7CC(=O)O[C@@H](c8ccoc8)[C@]7(C)CC[C@]6(O5)[C@]3(C)[C@H]2CC(=O)OC)[C@H](OC(C)=O)[C@@]14O
InChIKey:
BCGWPJFIDNJTSR-HDMSDIPPSA-N
InChI:
InChI=1S/C36H44O13/c1-9-18(2)26(40)46-27-30(5)17-34-31(6,21(30)14-23(38)42-8)33-12-11-29(4)22(15-24(39)45-25(29)20-10-13-43-16-20)36(33,49-32(7,47-33)48-34)28(35(27,34)41)44-19(3)37/h9-10,13,16,21-22,25,27-28,41H,11-12,14-15,17H2,1-8H3/b18-9+/t21-,22+,25-,27-,28+,29+,30-,31-,32?,33-,34+,35-,36+/m0/s1
Calculated Properties
ALogP:
3.815 lipophilicity
TPSA:
166.26 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
13
Rotatable Bonds:
6
Ring Count:
8
(1 aromatic)
Chiral Centers:
13
Fsp³:
0.7222 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007063
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Triterpenoids
NPClassifier Class:
Limonoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
Activity values are displayed only when a quantitative or clearly reported result is available.
Tested organisms, cell lines and molecular targets are shown under Target / model.
| Activity | Assay | Target / model | Result | Reference |
|---|---|---|---|---|
| Enzyme inhibition | inhibition rate | human carboxylesterase 2 (CES2) | — Structured numeric value is not available in this record; see the primary reference. | 10.1016/j.bioorg.2020.103903 Bioorganic Chemistry |