1,3-Dihydroxy-2-hydroxymethyl-6-methoxy-9,10-anthraquinone-3-O-beta-D-glucoside

ID: ALA5219224

PubChem CID: 166177045

Max Phase: Preclinical

Molecular Formula: C22H22O11

Molecular Weight: 462.41

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)C(=O)c1cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c(CO)c(O)c1C2=O

Standard InChI:  InChI=1S/C22H22O11/c1-31-8-2-3-9-10(4-8)16(25)11-5-13(12(6-23)18(27)15(11)17(9)26)32-22-21(30)20(29)19(28)14(7-24)33-22/h2-5,14,19-24,27-30H,6-7H2,1H3/t14-,19-,20+,21-,22-/m1/s1

Standard InChI Key:  UTMAXIKQMRKLOV-UACIBIBWSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5219224

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 462.41

Molecular Weight (Monoisotopic): 462.1162

AlogP: -1.15

#Rotatable Bonds: 5

Polar Surface Area: 183.21

Molecular Species: NEUTRAL

HBA: 11

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.52

CX Basic pKa: ┄

CX LogP: -0.23

CX LogD: -0.26

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.27

Np Likeness Score: 1.80

References

1. Zhang Z, Shang ZP, Jiang Y, Qu ZX, Yang RY, Zhang J, Lin YX, Zhao F..  (2022)  Selective Inhibition of PTP1B by New Anthraquinone Glycosides from Knoxia valerianoides.,  85  (12.0): [PMID:36399709] [10.1021/acs.jnatprod.2c00879]

Source

Source(1):

• Scientific Literature