SCS-C005405
butyrolactone VIII
Pathway: Shikimates and Phenylpropanoids
Superclass: Diazotetronic acids and derivatives | Lignans
Class: Neolignans | Pulvinones
Glycoside
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 terreus
(mangrove endophytic fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus terreus
Guangdong coast
DOI:
10.1055/s-0033-1338558
· J. Ocean Univ. China
Drug-likeness (Lipinski Ro5)
Molecular Weight
424.4 Da
Threshold ≤ 500
ALogP
3.02
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C24H24O7
Molecular Weight:
424.4490 Da
SMILES:
COC(=O)C1(O)OC(=O)C(Cc2ccc(O)c(CC=C(C)C)c2)=C1c1ccc(O)cc1
InChIKey:
PIDUNMNCDVJCLM-UHFFFAOYSA-N
InChI:
InChI=1S/C24H24O7/c1-14(2)4-6-17-12-15(5-11-20(17)26)13-19-21(16-7-9-18(25)10-8-16)24(29,23(28)30-3)31-22(19)27/h4-5,7-12,25-26,29H,6,13H2,1-3H3
Calculated Properties
ALogP:
3.021 lipophilicity
TPSA:
113.29 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
7
Rotatable Bonds:
6
Ring Count:
3
(2 aromatic)
Chiral Centers:
1
Fsp³:
0.2500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005405
NPClassifier Pathway:
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Diazotetronic acids and derivatives
Lignans
NPClassifier Class:
Neolignans
Pulvinones
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.