SCS-C005227
phenguignardic acid methyl ester
Pathway: Shikimates and Phenylpropanoids
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
Aspergillus flavipes
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus flavipes
Daya Bay
DOI:
10.1016/j.fitote.2014.03.021
· Fitoterapia
Drug-likeness (Lipinski Ro5)
Molecular Weight
324.3 Da
Threshold ≤ 500
ALogP
2.71
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C19H16O5
Molecular Weight:
324.3320 Da
SMILES:
COC(=O)[C@@]1(Cc2ccccc2)OC(=O)/C(=C/c2ccccc2)O1
InChIKey:
XHOGLUPLOPHVCD-KVVHSQDJSA-N
InChI:
InChI=1S/C19H16O5/c1-22-18(21)19(13-15-10-6-3-7-11-15)23-16(17(20)24-19)12-14-8-4-2-5-9-14/h2-12H,13H2,1H3/b16-12-/t19-/m1/s1
Calculated Properties
ALogP:
2.713 lipophilicity
TPSA:
61.83 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
5
Rotatable Bonds:
4
Ring Count:
3
(2 aromatic)
Chiral Centers:
1
Fsp³:
0.1579 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005227
NPClassifier Pathway:
Shikimates and Phenylpropanoids
NPClassifier Superclass:
N/A
NPClassifier Class:
N/A
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.