SCS-C004022
(E)-6-(4-hydroxy-1,6-dimethoxy-7-methyl-3-oxo-1H-2-benzofuran-5-yl)-4-methylhex-4-enoic acid
Pathway: Polyketides
Superclass: Cyclic polyketides
Class: Phthalide derivatives
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
Penicillium bialowiezense
(coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium bialowiezense
Xisha Islands
DOI:
10.1039/c9np00069k
· Natural Product Reports
Drug-likeness (Lipinski Ro5)
Molecular Weight
350.4 Da
Threshold ≤ 500
ALogP
2.88
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:
C18H22O7
Molecular Weight:
350.3670 Da
SMILES:
COc1c(C)c2c(c(O)c1C/C=C(\C)CCC(=O)O)C(=O)OC2OC
InChIKey:
AMLFQHRHSBHKQM-WEVVVXLNSA-N
InChI:
InChI=1S/C18H22O7/c1-9(6-8-12(19)20)5-7-11-15(21)14-13(10(2)16(11)23-3)18(24-4)25-17(14)22/h5,18,21H,6-8H2,1-4H3,(H,19,20)/b9-5+
Calculated Properties
ALogP:
2.878 lipophilicity
TPSA:
102.29 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
6
Rotatable Bonds:
7
Ring Count:
2
(1 aromatic)
Chiral Centers:
1
Fsp³:
0.4444 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004022
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Cyclic polyketides
NPClassifier Class:
Phthalide derivatives
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.