3,8-dihydroxy-4,5-dimethoxy-1-(((2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-((((2R,3R,4S,5R)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)-9H-xanthen-9-one

ID: ALA5278838

Max Phase: Preclinical

Molecular Formula: C26H30O16

Molecular Weight: 598.51

Names and Identifiers

Canonical SMILES:  COc1ccc(O)c2c(=O)c3c(O[C@H]4O[C@@H](CO[C@H]5OC[C@@H](O)[C@H](O)[C@H]5O)[C@H](O)[C@H](O)[C@@H]4O)cc(O)c(OC)c3oc12

Standard InChI:  InChI=1S/C26H30O16/c1-36-11-4-3-8(27)14-18(32)15-12(5-9(28)22(37-2)24(15)42-23(11)14)40-26-21(35)19(33)17(31)13(41-26)7-39-25-20(34)16(30)10(29)6-38-25/h3-5,10,13,16-17,19-21,25-31,33-35H,6-7H2,1-2H3/t10-,13+,16+,17+,19+,20-,21+,25-,26+/m1/s1

Standard InChI Key:  JCOGVXSNAKBLNE-JFDUPWLASA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5278838

   ---

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 598.51

Molecular Weight (Monoisotopic): 598.1534

AlogP: -1.98

#Rotatable Bonds: 7

Polar Surface Area: 247.43

Molecular Species: NEUTRAL

HBA: 16

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 7.92

CX Basic pKa: ┄

CX LogP: -1.02

CX LogD: -1.14

Aromatic Rings: 3

Heavy Atoms: 42

QED Weighted: 0.14

Np Likeness Score: 2.15

References

1. Santos CMM, Freitas M, Fernandes E..  (2018)  A comprehensive review on xanthone derivatives as α-glucosidase inhibitors.,  157  [PMID:30282319] [10.1016/j.ejmech.2018.07.073]

Source

Source(1):

• Scientific Literature