SCS-C004562
penicacid A
Pathway: Polyketides
Superclass: Cyclic polyketides
Class: Phthalide 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
Penicillium sp.
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
NA
South China Sea
DOI:
10.1016/j.bmcl.2012.02.106
· Bioorganic & Medicinal Chemistry Letters
Penicillium sp. HN-66
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
NA
Dongsha Atoll
· 500 meters
· 115.1540° E, 20.1404° N
DOI:
10.1002/cbdv.202401657
· Chemistry & Biodiversity
Drug-likeness (Lipinski Ro5)
Molecular Weight
350.4 Da
Threshold ≤ 500
ALogP
2.01
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(OC)c1C/C=C(\C)[C@@H](O)CC(=O)O)C(=O)OC2
InChIKey:
FLHIJSDWAVXPEH-NEXMIYJRSA-N
InChI:
InChI=1S/C18H22O7/c1-9(13(19)7-14(20)21)5-6-11-16(23-3)10(2)12-8-25-18(22)15(12)17(11)24-4/h5,13,19H,6-8H2,1-4H3,(H,20,21)/b9-5+/t13-/m0/s1
Calculated Properties
ALogP:
2.007 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-C004562
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.