SCS-C001153
1-hydroxy-8-(hydroxymethyl)-6-methoxy-3-methyl-9H-xanthen-9-one
Pathway: Polyketides
Superclass: Xanthones
Class: Methyl xanthones
Chemical Structure
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Phoma sp. SK3RW1M
(fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Pleosporales
Family
Didymellaceae
Genus
Phoma
Species
NA
Weizhou Island
DOI:
10.1002/hlca.200900396
· Helvetica Chimica Acta
Drug-likeness (Lipinski Ro5)
Molecular Weight
286.3 Da
Threshold ≤ 500
ALogP
2.46
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:
C16H14O5
Molecular Weight:
286.2800 Da
SMILES:
COc1cc(CO)c2c(=O)c3c(O)cc(C)cc3oc2c1
InChIKey:
ICJGICINZQZLSI-UHFFFAOYSA-N
InChI:
InChI=1S/C16H14O5/c1-8-3-11(18)15-12(4-8)21-13-6-10(20-2)5-9(7-17)14(13)16(15)19/h3-6,17-18H,7H2,1-2H3
Calculated Properties
ALogP:
2.461 lipophilicity
TPSA:
79.90 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
5
Rotatable Bonds:
2
Ring Count:
3
(3 aromatic)
Chiral Centers:
0
Fsp³:
0.1875 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001153
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Xanthones
NPClassifier Class:
Methyl xanthones
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.