5,7,4'-tri-O-methylkaempferol

ID: ALA2331821

Cas Number: 1098-92-6

PubChem CID: 624831

Product Number: K692067, Order Now?

Max Phase: Preclinical

Molecular Formula: C18H16O6

Molecular Weight: 328.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2oc3cc(OC)cc(OC)c3c(=O)c2O)cc1

Standard InChI:  InChI=1S/C18H16O6/c1-21-11-6-4-10(5-7-11)18-17(20)16(19)15-13(23-3)8-12(22-2)9-14(15)24-18/h4-9,20H,1-3H3

Standard InChI Key:  SGPXJCVFCJANKN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   12.3651   -9.6248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3651  -10.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0717  -10.8506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6584  -10.8506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6584  -11.6678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9517  -10.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2409  -10.8506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2409  -11.6678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5342  -10.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5342   -9.6248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8275   -9.2162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2409   -9.2162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9517   -9.6248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6584   -9.2162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0717   -9.2162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0717   -8.3990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7826   -7.9904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4892   -8.3990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1959   -7.9904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4892   -9.2162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7826   -9.6248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9026   -8.3990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1208   -9.6248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5342  -12.0763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
  6 13  2  0
 13 14  1  0
  1 14  1  0
  1 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 15 21  2  0
 19 22  1  0
 11 23  1  0
  8 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2331821

   Kaempferol 5，7，4'-trimethyl ether

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: 328.32

Molecular Weight (Monoisotopic): 328.0947

AlogP: 3.19

#Rotatable Bonds: 4

Polar Surface Area: 78.13

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.91

CX Basic pKa: ┄

CX LogP: 2.25

CX LogD: 2.23

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.79

Np Likeness Score: 0.92

References

1. Pan L, Acuña UM, Li J, Jena N, Ninh TN, Pannell CM, Chai H, Fuchs JR, Carcache de Blanco EJ, Soejarto DD, Kinghorn AD..  (2013)  Bioactive flavaglines and other constituents isolated from Aglaia perviridis.,  76  (3): [PMID:23301897] [10.1021/np3007588]

2. Juvale K, Stefan K, Wiese M..  (2013)  Synthesis and biological evaluation of flavones and benzoflavones as inhibitors of BCRP/ABCG2.,  67  [PMID:23851114] [10.1016/j.ejmech.2013.06.035]

Source

Source(1):

• Scientific Literature