ID: ALA1744031

Max Phase: Preclinical

Molecular Formula: C27H30O16

Molecular Weight: 610.52

Molecule Type: Small molecule

Representations

Synonyms (1): Luteolin-3',7-Diglucoside
Synonyms from Alternative Forms(1):

Canonical SMILES:  O=c1cc(-c2ccc(O)c(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c2)oc2cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)cc(O)c12

Standard InChI:  InChI=1S/C27H30O16/c28-7-17-20(33)22(35)24(37)26(42-17)39-10-4-12(31)19-13(32)6-14(40-16(19)5-10)9-1-2-11(30)15(3-9)41-27-25(38)23(36)21(34)18(8-29)43-27/h1-6,17-18,20-31,33-38H,7-8H2/t17-,18-,20-,21-,22+,23+,24-,25-,26-,27-/m1/s1

Standard InChI Key:  BISZYPSIZGKOFA-IPOZFMEPSA-N

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

Properties

Molecular Weight: 610.52

Molecular Weight (Monoisotopic): 610.1534

AlogP: -2.77

#Rotatable Bonds: 7

Polar Surface Area: 269.43

Molecular Species: NEUTRAL

HBA: 16

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 7.31

CX Basic pKa:

CX LogP: -2.13

CX LogD: -2.48

Aromatic Rings: 3

Heavy Atoms: 43

QED Weighted: 0.13

Np Likeness Score: 1.54

References

1. Lale A, Herbert JM, Augereau JM, Billon M, Leconte M, Gleye J..  (1996)  Ability of different flavonoids to inhibit the procoagulant activity of adherent human monocytes.,  59  (3): [PMID:8882428] [10.1021/np960057s]

2. Amić D, Lucić B..  (2010)  Reliability of bond dissociation enthalpy calculated by the PM6 method and experimental TEAC values in antiradical QSAR of flavonoids.,  18  (1): [PMID:19944611] [10.1016/j.bmc.2009.11.015]

Source

Source(1):

• Scientific Literature