apigenin-4'-O-glucoside

ID: ALA3747599

Cas Number: 28757-27-9

PubChem CID: 14730806

Max Phase: Preclinical

Molecular Formula: C21H20O10

Molecular Weight: 432.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1cc(-c2ccc(O)cc2)oc2cc(O)cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c12

Standard InChI:  InChI=1S/C21H20O10/c22-8-16-18(26)19(27)20(28)21(31-16)30-15-6-11(24)5-14-17(15)12(25)7-13(29-14)9-1-3-10(23)4-2-9/h1-7,16,18-24,26-28H,8H2/t16-,18-,19+,20-,21-/m1/s1

Standard InChI Key:  ZFPMFULXUJZHFG-QNDFHXLGSA-N

Molfile:  

     RDKit          2D

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    1.5685   -5.8503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9114   -7.1922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8969   -2.9922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4882   -1.7802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6003   -3.7467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6056   -5.2467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9072   -5.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2037   -5.2377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5929   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5929    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2928   -2.6973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2125    0.7617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8985    3.0029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4965    3.0203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5065    1.5203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1925    3.7616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6321    1.3486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5317    3.6272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5 11  1  0
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  4  6  1  0
  6  7  1  0
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  8  9  1  0
  9 10  1  0
 10 11  1  6
  7  1  1  1
  8  2  1  6
  9  3  1  1
  6 12  1  6
 14 13  1  0
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 16 14  1  0
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 18 17  1  0
 19 13  2  0
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 21 19  1  0
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 23 21  2  0
 24 14  2  0
 25 22  2  0
 26 22  1  0
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 29 26  2  0
 30 23  1  0
 31 27  1  0
 16 15  2  0
 20 23  1  0
 28 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3747599

   Apigenin 5-O-beta-D-glucopyranoside

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: 432.38

Molecular Weight (Monoisotopic): 432.1056

AlogP: 0.05

#Rotatable Bonds: 4

Polar Surface Area: 170.05

Molecular Species: NEUTRAL

HBA: 10

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.53

CX Basic pKa: ┄

CX LogP: -0.21

CX LogD: -1.13

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.33

Np Likeness Score: 2.01

References

1. Krasteva I, Bratkov V, Bucar F, Kunert O, Kollroser M, Kondeva-Burdina M, Ionkova I..  (2015)  Flavoalkaloids and Flavonoids from Astragalus monspessulanus.,  78  (11): [PMID:26558405] [10.1021/acs.jnatprod.5b00502]

Source

Source(1):

• Scientific Literature