(6S,9R)-vomifoliol-9-O-beta-D-apiofuranosyl-(1''->6')-O-beta-D-glucopyranoside

ID: ALA4538166

PubChem CID: 15747356

Max Phase: Preclinical

Molecular Formula: C24H38O12

Molecular Weight: 518.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1=CC(=O)CC(C)(C)[C@@]1(O)/C=C/[C@@H](C)O[C@@H]1O[C@H](CO[C@@H]2OC[C@](O)(CO)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O

Standard InChI:  InChI=1S/C24H38O12/c1-12-7-14(26)8-22(3,4)24(12,32)6-5-13(2)35-20-18(29)17(28)16(27)15(36-20)9-33-21-19(30)23(31,10-25)11-34-21/h5-7,13,15-21,25,27-32H,8-11H2,1-4H3/b6-5+/t13-,15-,16-,17+,18-,19+,20-,21-,23-,24-/m1/s1

Standard InChI Key:  WGPMCTNBJPAHNW-QZYKCYMZSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4538166

   (4S)-4-[(E,3R)-3-[(2R,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxybut-1-enyl]-4-hydroxy-3,5,5-trimethylcyclohex-2-en-1-one

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: 518.56

Molecular Weight (Monoisotopic): 518.2363

AlogP: -2.11

#Rotatable Bonds: 8

Polar Surface Area: 195.60

Molecular Species: NEUTRAL

HBA: 12

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.70

CX Basic pKa: ┄

CX LogP: -1.63

CX LogD: -1.63

Aromatic Rings: ┄

Heavy Atoms: 36

QED Weighted: 0.17

Np Likeness Score: 2.72

References

1. Thao NP, Luyen BT, Vinh le B, Lee JY, Kwon YI, Kim YH..  (2016)  Rat intestinal sucrase inhibited by minor constituents from the leaves and twigs of Archidendron clypearia (Jack.) Nielsen.,  26  (17): [PMID:27481560] [10.1016/j.bmcl.2016.07.044]

Source

Source(1):

• Scientific Literature