ID: ALA499824

Max Phase: Preclinical

Molecular Formula: C27H30O16

Molecular Weight: 610.52

Molecule Type: Small molecule

Representations

Synonyms (1): Quercetin 3-O-Neohesperidoside
Synonyms from Alternative Forms(1):

Canonical SMILES:  C[C@@H]1O[C@@H](O[C@H]2[C@H](Oc3c(-c4ccc(O)c(O)c4)oc4cc(O)cc(O)c4c3=O)O[C@H](CO)[C@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O

Standard InChI:  InChI=1S/C27H30O16/c1-8-17(33)20(36)22(38)26(39-8)43-25-21(37)18(34)15(7-28)41-27(25)42-24-19(35)16-13(32)5-10(29)6-14(16)40-23(24)9-2-3-11(30)12(31)4-9/h2-6,8,15,17-18,20-22,25-34,36-38H,7H2,1H3/t8-,15+,17-,18-,20+,21-,22+,25+,26-,27-/m0/s1

Standard InChI Key:  FYBMGZSDYDNBFX-KLUVJTJFSA-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: -1.69

#Rotatable Bonds: 6

Polar Surface Area: 269.43

Molecular Species: ACID

HBA: 16

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 6.37

CX Basic pKa:

CX LogP: -0.87

CX LogD: -2.02

Aromatic Rings: 3

Heavy Atoms: 43

QED Weighted: 0.14

Np Likeness Score: 2.24

References

1. Yoshikawa M, Murakami T, Ishiwada T, Morikawa T, Kagawa M, Higashi Y, Matsuda H..  (2002)  New flavonol oligoglycosides and polyacylated sucroses with inhibitory effects on aldose reductase and platelet aggregation from the flowers of Prunus mume.,  65  (8): [PMID:12193020] [10.1021/np020058m]

2. Yan XT, Li W, Sun YN, Yang SY, Lee SH, Chen JB, Jang HD, Kim YH..  (2014)  Identification and biological evaluation of flavonoids from the fruits of Prunus mume.,  24  (5): [PMID:24485782] [10.1016/j.bmcl.2014.01.028]

Source

Source(1):

• Scientific Literature