SCS-C004718

4-carbglyceryl-3,3′-dihydroxy-5,5′-dimethyldiphenyl ether

Pathway: Polyketides Superclass: Diphenyl ethers (DPEs) Class: Fungal DPEs

Chemical Structure

Structure of 4-carbglyceryl-3,3′-dihydroxy-5,5′-dimethyldiphenyl ether
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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.
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Source Information

Aspergillus versicolor (coral-associated fungus)
South China Sea
DOI: 10.1016/j.bmcl.2017.01.032  · Bioorganic & Medicinal Chemistry Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight
348.4 Da
Threshold ≤ 500
ALogP
2.02
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:
C18H20O7
Molecular Weight:
348.3510 Da
SMILES:
Cc1cc(O)cc(Oc2cc(C)c(C(=O)OCC(O)CO)c(O)c2)c1
InChIKey:
IJWLNMJZIYNUSN-UHFFFAOYSA-N
InChI:
InChI=1S/C18H20O7/c1-10-3-12(20)6-14(4-10)25-15-5-11(2)17(16(22)7-15)18(23)24-9-13(21)8-19/h3-7,13,19-22H,8-9H2,1-2H3
Calculated Properties
ALogP:
2.017 lipophilicity
TPSA:
116.45 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
7
Rotatable Bonds:
6
Ring Count:
2 (2 aromatic)
Chiral Centers:
1
Fsp³:
0.2778 fraction sp³ carbon

Database Information

Compound ID:
SCS-C004718
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Diphenyl ethers (DPEs)
NPClassifier Class:
Fungal DPEs
Glycoside:
No
NPClassifier Status:
Classified
External Links:

Biological Activity Data

No bioactivity data available for this compound.

Structure enlarged