SCS-C002781
6,8-dihydroxy-3-,7-dimethyl-isochroman-1-one
Pathway: Shikimates and Phenylpropanoids
Superclass: Coumarins
Class: Isocoumarins
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
Pestalotiopsis coffeae
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Amphisphaeriales
Family
Sporocadaceae
Genus
Pestalotiopsis
Species
Pestalotiopsis coffeae
Xinglong
DOI:
10.1177/1934578x1801300117
· Natural Product Communications
Drug-likeness (Lipinski Ro5)
Molecular Weight
238.2 Da
Threshold ≤ 500
ALogP
1.48
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C12H14O5
Molecular Weight:
238.2400 Da
SMILES:
CO[C@@]1(C)Cc2cc(O)c(C)c(O)c2C(=O)O1
InChIKey:
NNQXUIIMQDRQFN-GFCCVEGCSA-N
InChI:
InChI=1S/C12H14O5/c1-6-8(13)4-7-5-12(2,16-3)17-11(15)9(7)10(6)14/h4,13-14H,5H2,1-3H3/t12-/m1/s1
Calculated Properties
ALogP:
1.482 lipophilicity
TPSA:
75.99 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
5
Rotatable Bonds:
1
Ring Count:
2
(1 aromatic)
Chiral Centers:
1
Fsp³:
0.4167 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002781
NPClassifier Pathway:
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Coumarins
NPClassifier Class:
Isocoumarins
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.