Petunidin 3-glucoside

ID: ALA1784264

Cas Number: 71991-88-3

PubChem CID: 443651

Product Number: P697734, Order Now?

Max Phase: Preclinical

Molecular Formula: C22H23O12+

Molecular Weight: 479.41

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Petunidin 3-Glucoside | Petunidin 3-glucoside|Petunidin 3-O-glucoside|Petunidin-3-glucoside|71991-88-3|CHEBI:31985|Petunidin 3-O-beta-D-glucopyranoside|(2S,3R,4S,5S,6R)-2-[2-(3,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol|petunidin-3-monoglucoside|petunidin-3-O-beta-D-glucoside|CHEMBL1784264|DTXSID40990158|petunidin-3-O-beta-D-glucopyranoside|E88956|Q7179425|2-(3,4-Dihydroxy-5-methoxyphenyl)-5,7-dihydroxy-1-benzopyran-1-ium-3-yl hexopyranosidShow More⌵

Canonical SMILES:  COc1cc(-c2[o+]c3cc(O)cc(O)c3cc2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc(O)c1O

Standard InChI:  InChI=1S/C22H22O12/c1-31-14-3-8(2-12(26)17(14)27)21-15(6-10-11(25)4-9(24)5-13(10)32-21)33-22-20(30)19(29)18(28)16(7-23)34-22/h2-6,16,18-20,22-23,28-30H,7H2,1H3,(H3-,24,25,26,27)/p+1/t16-,18-,19+,20-,22-/m1/s1

Standard InChI Key:  CCQDWIRWKWIUKK-QKYBYQKWSA-O

Molfile:  

     RDKit          2D

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 19 34  1  0
M  CHG  1  12   1
M  END

Alternative Forms

1. Parent:

   

   ALA1784264

   Petunidin 3-O-glucoside

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: 479.41

Molecular Weight (Monoisotopic): 479.1184

AlogP: 0.39

#Rotatable Bonds: 5

Polar Surface Area: 200.83

Molecular Species: ACID

HBA: 11

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 6.39

CX Basic pKa: ┄

CX LogP: 0.13

CX LogD: -1.13

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.19

Np Likeness Score: 2.10

References

1. Vanzo A, Vrhovsek U, Tramer F, Mattivi F, Passamonti S..  (2011)  Exceptionally fast uptake and metabolism of cyanidin 3-glucoside by rat kidneys and liver.,  74  (5): [PMID:21510696] [10.1021/np100948a]

Source

Source(1):

• Scientific Literature