Rhapontigenin 3'-O-beta-D-glucopyranoside

ID: ALA4210418

Cas Number: 94356-22-6

PubChem CID: 45033634

Product Number: R650547, Order Now?

Max Phase: Preclinical

Molecular Formula: C21H24O9

Molecular Weight: 420.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C/c2cc(O)cc(O)c2)cc1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

Standard InChI:  InChI=1S/C21H24O9/c1-28-15-5-4-11(2-3-12-6-13(23)9-14(24)7-12)8-16(15)29-21-20(27)19(26)18(25)17(10-22)30-21/h2-9,17-27H,10H2,1H3/b3-2+/t17-,18-,19+,20-,21-/m1/s1

Standard InChI Key:  NMZBFHDKUAVGLR-DXKBKAGUSA-N

Molfile:  

     RDKit          2D

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   10.2942  -16.7705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2942  -18.4253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8604  -19.2529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4306  -18.4254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8603  -16.7705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5815  -17.1863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5815  -18.0136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8603  -18.4254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1476  -18.0137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1476  -17.1864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6313  -14.6886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6100  -15.5157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3145  -15.9457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0408  -15.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0581  -14.7197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3530  -14.2933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7809  -14.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4866  -14.7491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2094  -14.3514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9135  -14.7819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6358  -14.3849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6532  -13.5593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9424  -13.1322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2230  -13.5316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4322  -16.7755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3413  -14.8123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8855  -15.9100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1817  -15.4797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7188  -17.1897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9564  -12.3075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 10  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  6  1  1  1
  7  2  1  6
  8  3  1  1
  9  4  1  6
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 13  1  1  0
 10 25  1  1
 21 26  1  0
 12 27  1  0
 27 28  1  0
 25 29  1  0
 23 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4210418

   Rhapontigenin 3'-O-glucoside

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: 420.41

Molecular Weight (Monoisotopic): 420.1420

AlogP: 0.46

#Rotatable Bonds: 6

Polar Surface Area: 149.07

Molecular Species: NEUTRAL

HBA: 9

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.66

CX Basic pKa: ┄

CX LogP: 0.98

CX LogD: 0.95

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.37

Np Likeness Score: 1.54

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