SCS-C005562
(3R)-3-(2-hydroxypropyl)-6,8-dihydroxy-3,4-dihydroisocoumarin
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
Cladosporium sp.
(gorgonian-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Cladosporiales
Family
Cladosporiaceae
Genus
Cladosporium
Species
NA
South China Sea
DOI:
10.1016/j.steroids.2017.12.001
· Steroids
Drug-likeness (Lipinski Ro5)
Molecular Weight
238.2 Da
Threshold ≤ 500
ALogP
0.95
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:
C12H14O5
Molecular Weight:
238.2390 Da
SMILES:
CC(O)C[C@H]1Cc2cc(O)cc(O)c2C(=O)O1
InChIKey:
ZQEPHXRTYHLRFV-HSOSERFQSA-N
InChI:
InChI=1S/C12H14O5/c1-6(13)2-9-4-7-3-8(14)5-10(15)11(7)12(16)17-9/h3,5-6,9,13-15H,2,4H2,1H3/t6?,9-/m0/s1
Calculated Properties
ALogP:
0.950 lipophilicity
TPSA:
86.99 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
5
Rotatable Bonds:
2
Ring Count:
2
(1 aromatic)
Chiral Centers:
2
Fsp³:
0.4167 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005562
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.