gemichalcones B

ID: ALA497716

Chembl Id: CHEMBL497716

PubChem CID: 10413126

Max Phase: Preclinical

Molecular Formula: C29H26O7

Molecular Weight: 486.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C(=C/Cc1c(O)ccc(C(=O)/C=C/c2ccc(O)cc2)c1O)COC(=O)/C=C/c1ccc(O)cc1

Standard InChI:  InChI=1S/C29H26O7/c1-19(18-36-28(34)17-8-21-5-11-23(31)12-6-21)2-13-24-27(33)16-14-25(29(24)35)26(32)15-7-20-3-9-22(30)10-4-20/h2-12,14-17,30-31,33,35H,13,18H2,1H3/b15-7+,17-8+,19-2-

Standard InChI Key:  YKTQNXNBVRMYNF-VFZUQKNSSA-N

Alternative Forms

1. Parent:

   

   ALA497716

   GEMICHALCONE B

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: 486.52

Molecular Weight (Monoisotopic): 486.1679

AlogP: 5.15

#Rotatable Bonds: 9

Polar Surface Area: 124.29

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.92

CX Basic pKa: ┄

CX LogP: 6.81

CX LogD: 6.18

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.14

Np Likeness Score: 1.04

References

1. Han AR, Kang YJ, Windono T, Lee SK, Seo EK..  (2006)  Prenylated flavonoids from the heartwood of Artocarpus communis with inhibitory activity on lipopolysaccharide-induced nitric oxide production.,  69  (4): [PMID:16643064] [10.1021/np0600346]

2. Su BN, Cuendet M, Hawthorne ME, Kardono LB, Riswan S, Fong HH, Mehta RG, Pezzuto JM, Kinghorn AD..  (2002)  Constituents of the bark and twigs of Artocarpus dadah with cyclooxygenase inhibitory activity.,  65  (2): [PMID:11858749] [10.1021/np010451c]

3. Nguyen NT, Nguyen MH, Nguyen HX, Bui NK, Nguyen MT..  (2012)  Tyrosinase inhibitors from the wood of Artocarpus heterophyllus.,  75  (11): [PMID:23113717] [10.1021/np300576w]

4. Awolade P, Cele N, Kerru N, Gummidi L, Oluwakemi E, Singh P..  (2020)  Therapeutic significance of β-glucuronidase activity and its inhibitors: A review.,  187  [PMID:31835168] [10.1016/j.ejmech.2019.111921]

Source

Source(1):

• Scientific Literature