(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-(9-methoxy-8-oxo-8H-[1,3]dioxolo[4,5-g]chromen-7-yl)phenoxy)tetrahydro-2H-pyran-2-carboxylic acid

ID: ALA3526805

PubChem CID: 118753161

Max Phase: Preclinical

Molecular Formula: C23H20O12

Molecular Weight: 488.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1c2c(cc3occ(-c4ccc(O[C@@H]5O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]5O)cc4)c(=O)c13)OCO2

Standard InChI:  InChI=1S/C23H20O12/c1-30-20-14-12(6-13-19(20)33-8-32-13)31-7-11(15(14)24)9-2-4-10(5-3-9)34-23-18(27)16(25)17(26)21(35-23)22(28)29/h2-7,16-18,21,23,25-27H,8H2,1H3,(H,28,29)/t16-,17-,18+,21-,23+/m0/s1

Standard InChI Key:  FESPZFPAJCTMLG-USFRMQJTSA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA3526805

   ---

Molecule Features

Natural Product: No

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: 488.40

Molecular Weight (Monoisotopic): 488.0955

AlogP: 0.47

#Rotatable Bonds: 5

Polar Surface Area: 174.35

Molecular Species: ACID

HBA: 11

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.19

CX Basic pKa: ┄

CX LogP: 0.55

CX LogD: -2.90

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.39

Np Likeness Score: 1.62

References

1. Maul R, Siegl D, Kulling SE..  (2011)  Glucuronidation of the red clover isoflavone irilone by liver microsomes from different species and human UDP-glucuronosyltransferases.,  39  (4): [PMID:21177485] [10.1124/dmd.110.033076]

Source

Source(1):

• Scientific Literature