SCS-C004472
(7S,8S,8aS)-7,8-dihydroxy-3,5,7-trimethyl-8,8a-dihydro-1H-isochromen-6(7H)-one
Pathway: Polyketides
Superclass: Chromanes
Class: Azaphilones
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
Peroneutypa scoparia
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Xylariales
Family
Diatrypaceae
Genus
Peroneutypa
Species
Peroneutypa scoparia
South China Sea
DOI:
10.1080/14786419.2012.733393
· Natural Product Research
Drug-likeness (Lipinski Ro5)
Molecular Weight
224.3 Da
Threshold ≤ 500
ALogP
0.55
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C12H16O4
Molecular Weight:
224.2560 Da
SMILES:
CC1=CC2=C(C)C(=O)[C@@](C)(O)[C@@H](O)[C@@H]2CO1
InChIKey:
CGRHRRPYPFDVGZ-ADEWGFFLSA-N
InChI:
InChI=1S/C12H16O4/c1-6-4-8-7(2)10(13)12(3,15)11(14)9(8)5-16-6/h4,9,11,14-15H,5H2,1-3H3/t9-,11+,12-/m1/s1
Calculated Properties
ALogP:
0.548 lipophilicity
TPSA:
66.76 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
4
Rotatable Bonds:
0
Ring Count:
2
(0 aromatic)
Chiral Centers:
3
Fsp³:
0.5833 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004472
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Chromanes
NPClassifier Class:
Azaphilones
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.