4'-O-beta-D-glucosyl-5-O-methylvisamminol

ID: ALA2059296

Chembl Id: CHEMBL2059296

PubChem CID: 70692725

Max Phase: Preclinical

Molecular Formula: C22H28O10

Molecular Weight: 452.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1c2c(cc3oc(C)cc(=O)c13)OC(C(C)(C)O[C@H]1O[C@@H](CO)[C@H](O)[C@@H](O)[C@@H]1O)C2

Standard InChI:  InChI=1S/C22H28O10/c1-9-5-11(24)16-13(29-9)7-12-10(20(16)28-4)6-15(30-12)22(2,3)32-21-19(27)18(26)17(25)14(8-23)31-21/h5,7,14-15,17-19,21,23,25-27H,6,8H2,1-4H3/t14-,15?,17-,18+,19-,21+/m0/s1

Standard InChI Key:  QVGFPTYGKPLXPK-QPFJIASXSA-N

Alternative Forms

1. Parent:

   

   ALA2059296

   4-methoxy-7-methyl-2-[2-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]-2,3-dihydrofuro[3,2-g]chromen-5-one

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: 452.46

Molecular Weight (Monoisotopic): 452.1682

AlogP: 0.01

#Rotatable Bonds: 5

Polar Surface Area: 148.05

Molecular Species: NEUTRAL

HBA: 10

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.21

CX Basic pKa: ┄

CX LogP: -0.11

CX LogD: -0.11

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.49

Np Likeness Score: 2.51

References

1. Yu MS, Lee J, Lee JM, Kim Y, Chin YW, Jee JG, Keum YS, Jeong YJ..  (2012)  Identification of myricetin and scutellarein as novel chemical inhibitors of the SARS coronavirus helicase, nsP13.,  22  (12): [PMID:22578462] [10.1016/j.bmcl.2012.04.081]

2. Kang JS, Chin YW, Lee K, Kim YW, Choi BY, Keum YS..  (2014)  Identification of 4'-O-β-D-glucosyl-5-O-methylvisamminol as a novel epigenetic suppressor of histone H3 phosphorylation at Ser10 and its interaction with 14-3-3ε.,  24  (19): [PMID:25205188] [10.1016/j.bmcl.2014.07.005]

3. Kim HJ, Fei X, Cho SC, Choi BY, Ahn HC, Lee K, Seo SY, Keum YS..  (2015)  Discovery of α-mangostin as a novel competitive inhibitor against mutant isocitrate dehydrogenase-1.,  25  (23): [PMID:26508549] [10.1016/j.bmcl.2015.10.034]

Source

Source(1):

• Scientific Literature