(-)-pinoresinol 4-O-beta-D-glucopyranoside

ID: ALA573336

Chembl Id: CHEMBL573336

Cas Number: 41607-20-9

PubChem CID: 11168362

Max Phase: Preclinical

Molecular Formula: C26H32O11

Molecular Weight: 520.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc([C@@H]2OC[C@@H]3[C@H]2CO[C@H]3c2ccc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c(OC)c2)ccc1O

Standard InChI:  InChI=1S/C26H32O11/c1-32-18-7-12(3-5-16(18)28)24-14-10-35-25(15(14)11-34-24)13-4-6-17(19(8-13)33-2)36-26-23(31)22(30)21(29)20(9-27)37-26/h3-8,14-15,20-31H,9-11H2,1-2H3/t14-,15-,20-,21-,22+,23-,24+,25+,26-/m1/s1

Standard InChI Key:  QLJNETOQFQXTLI-JKUDBEEXSA-N

Alternative Forms

1. Parent:

   

   ALA573336

   (-)-Pinoresinol 4-O-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: 520.53

Molecular Weight (Monoisotopic): 520.1945

AlogP: 0.66

#Rotatable Bonds: 7

Polar Surface Area: 156.53

Molecular Species: NEUTRAL

HBA: 11

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.91

CX Basic pKa: ┄

CX LogP: 0.01

CX LogD: 0.01

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.35

Np Likeness Score: 1.61

References

1. Liang S, Shen YH, Tian JM, Wu ZJ, Jin HZ, Zhang WD, Yan SK..  (2008)  Phenylpropanoids from Daphne feddei and their inhibitory activities against NO production.,  71  (11): [PMID:18986199] [10.1021/np8004166]

2. Kim KH, Moon E, Choi SU, Kim SY, Lee KR..  (2011)  Biological evaluation of phenolic constituents from the trunk of Berberis koreana.,  21  (8): [PMID:21420296] [10.1016/j.bmcl.2011.02.104]

3. Zhou D, Wei H, Jiang Z, Li X, Jiao K, Jia X, Hou Y, Li N..  (2017)  Natural potential neuroinflammatory inhibitors from Alhagi sparsifolia Shap.,  27  (4): [PMID:28073678] [10.1016/j.bmcl.2016.12.075]

4. Lee KH, Jeong SY, Park KH, Kim SH, Ko YJ, Kim JC, Kim JK, Kim KH..  (2021)  Ginkgonitroside, a new nitrophenyl glycoside and bioactive compounds from Ginkgo biloba leaves controlling adipocyte and osteoblast differentiation.,  50  [PMID:34407463] [10.1016/j.bmcl.2021.128322]

Source

Source(1):

• Scientific Literature