Acetic acid 7-acetoxy-4-methyl-2-oxo-2H-chromen-8-yl ester

ID: ALA86633

Chembl Id: CHEMBL86633

Cas Number: 68454-15-9

PubChem CID: 390798

Max Phase: Preclinical

Molecular Formula: C14H12O6

Molecular Weight: 276.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)Oc1ccc2c(C)cc(=O)oc2c1OC(C)=O

Standard InChI:  InChI=1S/C14H12O6/c1-7-6-12(17)20-13-10(7)4-5-11(18-8(2)15)14(13)19-9(3)16/h4-6H,1-3H3

Standard InChI Key:  BENRIKOGQFXSRY-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA86633

   7,8-Diacetoxy-4-methylcoumarin

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 276.24

Molecular Weight (Monoisotopic): 276.0634

AlogP: 1.95

#Rotatable Bonds: 2

Polar Surface Area: 82.81

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.30

CX LogD: 1.30

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.47

Np Likeness Score: 0.59

References

1. Kohli E, Raj HG, Kumari R, Rohil V, Kaushik NK, Prasad AK, Parmar VS..  (2002)  Comparison of the prevention of aflatoxin b(1)-induced genotoxicity by quercetin and quercetin pentaacetate.,  12  (18): [PMID:12182864] [10.1016/s0960-894x(02)00478-x]

2. Kumar A, Singh BK, Sharma NK, Gyanda K, Jain SK, Tyagi YK, Baghel AS, Pandey M, Sharma SK, Prasad AK, Jain SC, Rastogi RC, Raj HG, Watterson AC, Van der Eycken E, Parmar VS..  (2007)  Specificities of acetoxy derivatives of coumarins, biscoumarins, chromones, flavones, isoflavones and xanthones for acetoxy drug: protein transacetylase.,  42  (4): [PMID:17182154] [10.1016/j.ejmech.2006.09.008]

3. Kathuria A, Gupta A, Priya N, Singh P, Raj HG, Prasad AK, Parmar VS, Sharma SK..  (2009)  Specificities of calreticulin transacetylase to acetoxy derivatives of 3-alkyl-4-methylcoumarins: effect on the activation of nitric oxide synthase.,  17  (4): [PMID:19181531] [10.1016/j.bmc.2009.01.003]

4. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays