5'-geranyl-5,7,2',4'-tetrahydroxyflavone

ID: ALA2297277

Cas Number: 1221762-70-4

PubChem CID: 46211767

Max Phase: Preclinical

Molecular Formula: C25H26O6

Molecular Weight: 422.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)=CCC/C(C)=C/Cc1cc(-c2cc(=O)c3c(O)cc(O)cc3o2)c(O)cc1O

Standard InChI:  InChI=1S/C25H26O6/c1-14(2)5-4-6-15(3)7-8-16-9-18(20(28)12-19(16)27)23-13-22(30)25-21(29)10-17(26)11-24(25)31-23/h5,7,9-13,26-29H,4,6,8H2,1-3H3/b15-7+

Standard InChI Key:  CGAAHNXTXSLXAJ-VIZOYTHASA-N

Molfile:  

     RDKit          2D

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   14.4964  -15.9788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.9113  -15.1557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9147  -15.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6270  -16.3883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.6203  -14.7379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   13.7897  -14.7508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   19.4557  -13.9193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.0387  -13.9255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1616  -13.5076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   17.3287  -13.5211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1666  -15.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1687  -15.9613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4621  -16.3718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4642  -17.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7533  -15.9650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7576  -17.5994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7597  -18.4166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0531  -18.8270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0552  -19.6442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3443  -18.4203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
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  7 11  2  0
  1 12  1  0
 13 14  2  0
 14 15  1  0
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 17 18  2  0
 18 13  1  0
  9 13  1  0
 16 19  1  0
  3 20  1  0
 18 21  1  0
 15 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 29 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2297277

   5'-Geranyl-5,7,2',4'-tetrahydroxyflavone

Molecule Features

Natural Product: No

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: 422.48

Molecular Weight (Monoisotopic): 422.1729

AlogP: 5.52

#Rotatable Bonds: 6

Polar Surface Area: 111.13

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.56

CX Basic pKa: ┄

CX LogP: 5.79

CX LogD: 4.79

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.39

Np Likeness Score: 2.13

References

1. Anand P, Singh B.  (2013)  Flavonoids as lead compounds modulating the enzyme targets in Alzheimers disease,  22  (7): [10.1007/s00044-012-0353-y]

Source

Source(1):

• Scientific Literature