Indoxyl glucuronide

ID: ALA2074589

Cas Number: 35804-66-1

PubChem CID: 2733785

Product Number: I135478, Order Now?

Max Phase: Preclinical

Molecular Formula: C14H15NO7

Molecular Weight: 309.27

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Indoxyl glucuronide | Indoxyl glucuronide|35804-66-1|Indoxyl-beta-D-glucuronide|3-Indolyl-|A-D-glucuronide|(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(1H-indol-3-yloxy)oxane-2-carboxylic acid|3-Indoxyl-beta-D-glucuronic acid cyclohexylammonium salt|beta-D-Glucopyranosiduronic acid, 1H-indol-3-yl|3-Indolyl-beta-D-glucuronide|(2S,3S,4S,5R,6S)-6-((1H-Indol-3-yl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid|Inodxyl glucuronide|Indoxyl-Glucuronide|3-Indolyl--D-glucuronide|SCHEMBL155476|INDOXYL-Show More⌵

Canonical SMILES:  O=C(O)[C@H]1O[C@@H](Oc2c[nH]c3ccccc23)[C@H](O)[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C14H15NO7/c16-9-10(17)12(13(19)20)22-14(11(9)18)21-8-5-15-7-4-2-1-3-6(7)8/h1-5,9-12,14-18H,(H,19,20)/t9-,10-,11+,12-,14+/m0/s1

Standard InChI Key:  KUYNOZVWCFXSNE-BYNIDDHOSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    4.2874    2.7065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8708    3.2899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6677    3.0763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2510    3.6597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0375    4.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2406    4.6701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6572    4.0868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0479    3.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6313    4.0296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2614    2.6493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6209    5.0400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0271    5.4670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8604    4.3003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4905    2.9200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1948    3.6902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3710    3.6470    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1575    2.8502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8494    2.4009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4224    2.4756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3792    1.6517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0711    1.2024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8062    1.5770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  7  2  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  4  8  1  1
  8  9  1  0
  8 10  2  0
  5 11  1  6
  6 12  1  1
  7 13  1  6
  1 14  1  0
 14 15  2  0
 14 18  1  0
 15 16  1  0
 16 17  1  0
 17 19  1  0
 18 17  2  0
 22 18  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2074589

   INDOXYL GLUCURONIDE

Molecule Features

Natural Product: Yes

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: 309.27

Molecular Weight (Monoisotopic): 309.0849

AlogP: -0.56

#Rotatable Bonds: 3

Polar Surface Area: 132.24

Molecular Species: ACID

HBA: 6

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.51

CX Basic pKa: ┄

CX LogP: -0.18

CX LogD: -3.55

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.51

Np Likeness Score: 1.27

References

1. Ohtsuki S, Kikkawa T, Mori S, Hori S, Takanaga H, Otagiri M, Terasaki T..  (2004)  Mouse reduced in osteosclerosis transporter functions as an organic anion transporter 3 and is localized at abluminal membrane of blood-brain barrier.,  309  (1): [PMID:14762099] [10.1124/jpet.103.063370]

Source

Source(1):

• TP-search Transporter Database