5,7-dihydroxy-2-methylchromone 6-C-beta-D-glucoside

ID: ALA463312

Chembl Id: CHEMBL463312

Cas Number: 89701-85-9

PubChem CID: 441959

Max Phase: Preclinical

Molecular Formula: C16H18O9

Molecular Weight: 354.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(=O)c2c(O)c([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c(O)cc2o1

Standard InChI:  InChI=1S/C16H18O9/c1-5-2-6(18)10-8(24-5)3-7(19)11(13(10)21)16-15(23)14(22)12(20)9(4-17)25-16/h2-3,9,12,14-17,19-23H,4H2,1H3/t9-,12-,14+,15-,16+/m1/s1

Standard InChI Key:  XTZWWMZDVUKEDJ-SPEJKDPOSA-N

Alternative Forms

1. Parent:

   

   ALA463312

   BIFLORIN

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: 354.31

Molecular Weight (Monoisotopic): 354.0951

AlogP: -0.97

#Rotatable Bonds: 2

Polar Surface Area: 160.82

Molecular Species: ACID

HBA: 9

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.16

CX Basic pKa: ┄

CX LogP: -0.84

CX LogD: -2.20

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.40

Np Likeness Score: 2.34

References

1. Cai L, Wu CD..  (1996)  Compounds from Syzygium aromaticum possessing growth inhibitory activity against oral pathogens.,  59  (10): [PMID:8904847] [10.1021/np960451q]

2. Lee HH, Shin JS, Lee WS, Ryu B, Jang DS, Lee KT..  (2016)  Biflorin, Isolated from the Flower Buds of Syzygium aromaticum L., Suppresses LPS-Induced Inflammatory Mediators via STAT1 Inactivation in Macrophages and Protects Mice from Endotoxin Shock.,  79  (4): [PMID:26977531] [10.1021/acs.jnatprod.5b00609]

Source

Source(1):

• Scientific Literature