SCS-C004462
But-2,3-dienyl ether of p-hydroxycinnamic acid
Pathway: Shikimates and Phenylpropanoids
Superclass: Phenylpropanoids (C6-C3)
Class: Cinnamic acids and derivatives
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
Xylaria sp.
(gorgonian-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Xylariales
Family
Xylariaceae
Genus
Xylaria
Species
NA
South China Sea
DOI:
10.1016/s0040-4039(00)01948-1
· Tetrahedron Letters
Drug-likeness (Lipinski Ro5)
Molecular Weight
216.2 Da
Threshold ≤ 500
ALogP
2.50
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
2
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C13H12O3
Molecular Weight:
216.2360 Da
SMILES:
C=C=CCOc1ccc(/C=C/C(=O)O)cc1
InChIKey:
KQIPPZMDZCTQNT-RMKNXTFCSA-N
InChI:
InChI=1S/C13H12O3/c1-2-3-10-16-12-7-4-11(5-8-12)6-9-13(14)15/h3-9H,1,10H2,(H,14,15)/b9-6+
Calculated Properties
ALogP:
2.504 lipophilicity
TPSA:
46.53 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
2
Rotatable Bonds:
5
Ring Count:
1
(1 aromatic)
Chiral Centers:
0
Fsp³:
0.0769 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004462
NPClassifier Pathway:
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Phenylpropanoids (C6-C3)
NPClassifier Class:
Cinnamic acids and derivatives
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.