(1R,2R,5R,6S)-2-(2'-hydroxy-3',4',5'-trimethoxyphenyl)-6-(3''-methoxy-4'',5''-methylenedioxyphenyl)-3,7-dioxabicyclo[3.3.0]octane 2'-O-beta-D-glucopyranoside

ID: ALA4513731

PubChem CID: 132566268

Max Phase: Preclinical

Molecular Formula: C29H36O14

Molecular Weight: 608.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc([C@H]2OC[C@H]3[C@@H]2CO[C@H]3c2cc(OC)c(OC)c(OC)c2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc2c1OCO2

Standard InChI:  InChI=1S/C29H36O14/c1-34-16-5-12(6-18-26(16)41-11-40-18)23-14-9-39-24(15(14)10-38-23)13-7-17(35-2)27(36-3)28(37-4)25(13)43-29-22(33)21(32)20(31)19(8-30)42-29/h5-7,14-15,19-24,29-33H,8-11H2,1-4H3/t14-,15-,19+,20+,21-,22+,23+,24-,29-/m0/s1

Standard InChI Key:  IXFCBPYFIQTJAP-YGFSCBLISA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4513731

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 608.59

Molecular Weight (Monoisotopic): 608.2105

AlogP: 0.70

#Rotatable Bonds: 9

Polar Surface Area: 173.22

Molecular Species: NEUTRAL

HBA: 14

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.20

CX Basic pKa: ┄

CX LogP: -0.38

CX LogD: -0.38

Aromatic Rings: 2

Heavy Atoms: 43

QED Weighted: 0.31

Np Likeness Score: 1.68

References

1. Muhit MA, Umehara K, Mori-Yasumoto K, Noguchi H..  (2016)  Furofuran Lignan Glucosides with Estrogen-Inhibitory Properties from the Bangladeshi Medicinal Plant Terminalia citrina.,  79  (5): [PMID:27110635] [10.1021/acs.jnatprod.5b01042]

Source

Source(1):

• Scientific Literature