SCS-C002959
xylogranatin 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
Hainan Island
DOI:
10.1021/ol062101t
· Organic Letters
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
542.6 Da
Threshold ≤ 500
ALogP
3.19
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
10
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C29H34O10
Molecular Weight:
542.5810 Da
SMILES:
COC(=O)C[C@@H]1[C@@H](C)C(=O)C([C@@H](OC(C)=O)[C@@]2(O)CC[C@]3(C)C(=CC(=O)O[C@H]3c3ccoc3)C2=O)=CC1(C)C
InChIKey:
VUDBFSYVRWYNHG-CWDSGYGTSA-N
InChI:
InChI=1S/C29H34O10/c1-15-19(11-21(31)36-6)27(3,4)13-18(23(15)33)26(38-16(2)30)29(35)9-8-28(5)20(24(29)34)12-22(32)39-25(28)17-7-10-37-14-17/h7,10,12-15,19,25-26,35H,8-9,11H2,1-6H3/t15-,19-,25+,26-,28-,29-/m1/s1
Calculated Properties
ALogP:
3.187 lipophilicity
TPSA:
146.41 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
10
Rotatable Bonds:
6
Ring Count:
4
(1 aromatic)
Chiral Centers:
6
Fsp³:
0.5517 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002959
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.