4-(4'-hydroxyphenyl)-2-butanone-4'-O-beta-D-glucopyranoside

ID: ALA4211137

Cas Number: 38963-94-9

PubChem CID: 5320521

Product Number: R338706, Order Now?

Max Phase: Preclinical

Molecular Formula: C16H22O7

Molecular Weight: 326.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)CCc1ccc(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc1

Standard InChI:  InChI=1S/C16H22O7/c1-9(18)2-3-10-4-6-11(7-5-10)22-16-15(21)14(20)13(19)12(8-17)23-16/h4-7,12-17,19-21H,2-3,8H2,1H3/t12-,13-,14+,15-,16-/m1/s1

Standard InChI Key:  IDONYWHRKBUDOR-IBEHDNSVSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   12.8250  -19.6546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8250  -21.3095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3911  -22.1371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9613  -21.3096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3910  -19.6546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3325  -20.1888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1122  -20.0705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1122  -20.8980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3910  -21.3096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6783  -20.8981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6783  -20.0706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9613  -19.6548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5414  -20.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5420  -20.8877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2574  -21.2968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9709  -20.8811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9646  -20.0519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2486  -19.6465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6878  -21.2894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3998  -20.8728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1166  -21.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8286  -20.8645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1214  -22.1061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6 12  1  0
 11  5  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  1
  7  1  1  1
  8  2  1  6
  9  3  1  1
 10  4  1  6
  1 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4211137

   Raspberry ketone 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: 326.35

Molecular Weight (Monoisotopic): 326.1366

AlogP: -0.61

#Rotatable Bonds: 6

Polar Surface Area: 116.45

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.20

CX Basic pKa: ┄

CX LogP: -0.19

CX LogD: -0.19

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.55

Np Likeness Score: 1.57

References

1. Park S, Kim YN, Kwak HJ, Jeong EJ, Kim SH..  (2018)  Estrogenic activity of constituents from the rhizomes of Rheum undulatum Linné.,  28  (4): [PMID:29402747] [10.1016/j.bmcl.2018.01.063]

Source

Source(1):

• Scientific Literature