spinacetin 3-O-beta-D-glucopyranoside

ID: ALA3609100

Cas Number: 81563-84-0

PubChem CID: 14539906

Max Phase: Preclinical

Molecular Formula: C23H24O13

Molecular Weight: 508.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(-c2oc3cc(O)c(OC)c(O)c3c(=O)c2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)ccc1O

Standard InChI:  InChI=1S/C23H24O13/c1-32-11-5-8(3-4-9(11)25)20-22(36-23-19(31)18(30)15(27)13(7-24)35-23)17(29)14-12(34-20)6-10(26)21(33-2)16(14)28/h3-6,13,15,18-19,23-28,30-31H,7H2,1-2H3/t13-,15-,18+,19-,23+/m1/s1

Standard InChI Key:  MPUCOEGUJZQKTC-XCSGUALTSA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA3609100

   3-(beta-D-Glucopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-methoxy-4H-1-benzopyran-4-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: 508.43

Molecular Weight (Monoisotopic): 508.1217

AlogP: -0.23

#Rotatable Bonds: 6

Polar Surface Area: 208.74

Molecular Species: NEUTRAL

HBA: 13

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 13

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 6.90

CX Basic pKa: ┄

CX LogP: -0.16

CX LogD: -0.80

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.23

Np Likeness Score: 2.03

References

1. Gođevac D, Stanković J, Novaković M, Anđelković B, Dajić-Stevanović Z, Petrović M, Stanković M..  (2015)  Phenolic Compounds from Atriplex littoralis and Their Radiation-Mitigating Activity.,  78  (9): [PMID:26290401] [10.1021/acs.jnatprod.5b00273]

Source

Source(1):

• Scientific Literature