SCS-C004114
4-[[(E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1H-2-benzofuran-5-yl)-4-methylhex-4-enoyl]amino]butanoic acid
Pathway: Polyketides
Superclass: Meroterpenoids | Cyclic polyketides
Class: Phthalide derivatives | Tetraketide meroterpenoids
Chemical Structure
![Structure of 4-[[(E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1H-2-benzofuran-5-yl)-4-methylhex-4-enoyl]amino]butanoic acid](/scsmarinenp/static/images/structures/SCS-C004114.png)
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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:
10.3390/md16070230
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
405.4 Da
Threshold ≤ 500
ALogP
2.63
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C21H27NO7
Molecular Weight:
405.4470 Da
SMILES:
COc1c(C)c2c(c(O)c1C/C=C(\C)CCC(=O)NCCCC(=O)O)C(=O)OC2
InChIKey:
WZYZXNKYQQZNNV-WUXMJOGZSA-N
InChI:
InChI=1S/C21H27NO7/c1-12(7-9-16(23)22-10-4-5-17(24)25)6-8-14-19(26)18-15(11-29-21(18)27)13(2)20(14)28-3/h6,26H,4-5,7-11H2,1-3H3,(H,22,23)(H,24,25)/b12-6+
Calculated Properties
ALogP:
2.630 lipophilicity
TPSA:
122.16 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
6
Rotatable Bonds:
10
Ring Count:
2
(1 aromatic)
Chiral Centers:
0
Fsp³:
0.4762 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004114
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Meroterpenoids
Cyclic polyketides
NPClassifier Class:
Phthalide derivatives
Tetraketide meroterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.