SCS-C000713
butyrolactone IX
Pathway: Shikimates and Phenylpropanoids
Superclass: Lignans
Class: Neolignans
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 Y10
(mangrove endophytic fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus terreus
Hainan Island
DOI:
10.3390/md16110428
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
366.4 Da
Threshold ≤ 500
ALogP
3.48
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C22H22O5
Molecular Weight:
366.4000 Da
SMILES:
CC(C)=CCc1cc(C[C@@]2(O)OC(=O)C=C2c2ccc(O)cc2)ccc1O
InChIKey:
IBLCTZODOHIUCU-JOCHJYFZSA-N
InChI:
InChI=1S/C22H22O5/c1-14(2)3-5-17-11-15(4-10-20(17)24)13-22(26)19(12-21(25)27-22)16-6-8-18(23)9-7-16/h3-4,6-12,23-24,26H,5,13H2,1-2H3/t22-/m1/s1
Calculated Properties
ALogP:
3.478 lipophilicity
TPSA:
86.99 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
5
Rotatable Bonds:
5
Ring Count:
3
(2 aromatic)
Chiral Centers:
1
Fsp³:
0.2273 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000713
NPClassifier Pathway:
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Lignans
NPClassifier Class:
Neolignans
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.