1-[O-beta-D-apiofuranosyl-(1->2)-beta-D-glucopyranosyloxy]-3,4,5-trimethoxybenzene

ID: ALA5094022

PubChem CID: 15747353

Max Phase: Preclinical

Molecular Formula: C20H30O13

Molecular Weight: 478.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[C@@H]2OC[C@](O)(CO)[C@H]2O)cc(OC)c1OC

Standard InChI:  InChI=1S/C20H30O13/c1-27-10-4-9(5-11(28-2)15(10)29-3)31-18-16(14(24)13(23)12(6-21)32-18)33-19-17(25)20(26,7-22)8-30-19/h4-5,12-14,16-19,21-26H,6-8H2,1-3H3/t12-,13-,14+,16-,17+,18-,19+,20-/m1/s1

Standard InChI Key:  RTNAFZDXHULVPS-HDLUHPEBSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5094022

   (2R,3S,4S,5R,6S)-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-2-(hydroxymethyl)-6-(3,4,5-trimethoxyphenoxy)oxane-3,4-diol

Molecule Features

Natural Product: Yes

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: 478.45

Molecular Weight (Monoisotopic): 478.1686

AlogP: -2.64

#Rotatable Bonds: 9

Polar Surface Area: 185.99

Molecular Species: NEUTRAL

HBA: 13

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.81

CX Basic pKa: ┄

CX LogP: -2.35

CX LogD: -2.35

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.22

Np Likeness Score: 2.14

References

1. Munsimbwe L, Suganuma K, Ishikawa Y, Choongo K, Kikuchi T, Shirakura I, Murata T..  (2022)  Benzophenone Glucosides and B-Type Proanthocyanidin Dimers from Zambian Cassia abbreviata and Their Trypanocidal Activities.,  85  (1.0): [PMID:34965114] [10.1021/acs.jnatprod.1c00738]

Source

Source(1):

• Scientific Literature