2-(3,4-Dimethoxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one

ID: ALA2043330

Chembl Id: CHEMBL2043330

Cas Number: 3306-29-4

PubChem CID: 5487855

Max Phase: Preclinical

Molecular Formula: C17H14O7

Molecular Weight: 330.29

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 3',4'-O-dimethylquercetin | Dillenetin|3306-29-4|3,4-Dimethoxy-3,5,7-trihydroxyflavone|2-(3,4-dimethoxyphenyl)-3,5,7-trihydroxychromen-4-one|3',4'-Dimethoxyquercetin|3',4'-Di-O-methylquercetin|S3Z5LJ2T0Y|2-(3,4-dimethoxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one|4H-1-Benzopyran-4-one, 2-(3,4-dimethoxyphenyl)-3,5,7-trihydroxy-|3,5,7-Trihydroxy-3',4'-dimethoxyflavone|2-(3,4-Dimethoxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-one|3',4'-O-dimethylquercetin|quercetin 3',4'-dimethyl ether|UNII-S3Z5LJ2TShow More⌵

Canonical SMILES:  COc1ccc(-c2oc3cc(O)cc(O)c3c(=O)c2O)cc1OC

Standard InChI:  InChI=1S/C17H14O7/c1-22-11-4-3-8(5-12(11)23-2)17-16(21)15(20)14-10(19)6-9(18)7-13(14)24-17/h3-7,18-19,21H,1-2H3

Standard InChI Key:  MHALJYZRPGYQSI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2043330

   Dillenetin

Molecule Features

Natural Product: Yes

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: 330.29

Molecular Weight (Monoisotopic): 330.0740

AlogP: 2.59

#Rotatable Bonds: 3

Polar Surface Area: 109.36

Molecular Species: ACID

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.38

CX Basic pKa: ┄

CX LogP: 2.45

CX LogD: 1.32

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.68

Np Likeness Score: 1.31

References

1. Shi ZH, Li NG, Tang YP, Wei-Li, Lian-Yin, Yang JP, Hao-Tang, Duan JA..  (2012)  Metabolism-based synthesis, biologic evaluation and SARs analysis of O-methylated analogs of quercetin as thrombin inhibitors.,  54  [PMID:22647223] [10.1016/j.ejmech.2012.04.044]

2. Cuong TD, Hung TM, Kim JC, Kim EH, Woo MH, Choi JS, Lee JH, Min BS..  (2012)  Phenolic compounds from Caesalpinia sappan heartwood and their anti-inflammatory activity.,  75  (12): [PMID:23234407] [10.1021/np3003673]

3. Li X, Guo T, Feng Q, Bai T, Wu L, Liu Y, Zheng X, Jia J, Pei J, Wu S, Song Y, Zhang Y..  (2022)  Progress of thrombus formation and research on the structure-activity relationship for antithrombotic drugs.,  228  [PMID:34902735] [10.1016/j.ejmech.2021.114035]

Source

Source(1):

• Scientific Literature