SCS-C004113
pestaloisocoumarin B
Pathway: Shikimates and Phenylpropanoids
Superclass: Coumarins
Class: Isocoumarins
Chemical Structure
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Pestalotia heterocornis
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Amphisphaeriales
Family
Sporocadaceae
Genus
Pestalotiopsis
Species
Pestalotia heterocornis
Xisha Islands
DOI:
10.3390/md15030069
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
280.3 Da
Threshold ≤ 500
ALogP
1.22
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C14H16O6
Molecular Weight:
280.2760 Da
SMILES:
CC(=O)OCc1ccc2c(c1O)C(=O)O[C@H](C)[C@]2(C)O
InChIKey:
XCCVCEAKPGHBFU-UOWDBTKRSA-N
InChI:
InChI=1S/C14H16O6/c1-7-14(3,18)10-5-4-9(6-19-8(2)15)12(16)11(10)13(17)20-7/h4-5,7,16,18H,6H2,1-3H3/t7-,14+/m1/s1
Calculated Properties
ALogP:
1.222 lipophilicity
TPSA:
93.06 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
6
Rotatable Bonds:
2
Ring Count:
2
(1 aromatic)
Chiral Centers:
2
Fsp³:
0.4286 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004113
NPClassifier Pathway:
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Coumarins
NPClassifier Class:
Isocoumarins
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.