1-O-(indol-3-ylacetyl)-beta-D-glucose
Basic information
- CAS
19817-95-9- Standard SMILES
O=C(Cc1c[nH]c2ccccc12)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O- InChIKey
HHDMMUWDSFASNB-JZYAIQKZSA-N- Molecular formula
- C16H19NO7
- Average molar mass
- 337.32 g/mol
- Monoisotopic mass
- 337.11615195
Overview
1-O-(indol-3-ylacetyl)-beta-D-glucose is an indolyl carbohydrate and an indoleacetic acid ester conjugate. It is functionally related to a beta-D-glucose.
Names & identifiers
- Preferred name
- 1-O-(indol-3-ylacetyl)-beta-D-glucose
- IUPAC
- [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 2-(1H-indol-3-yl)acetate
- English name
- 1-O-indol-3-ylacetylglucose
- Molecular formula
- C16H19NO7
- Molecular weight
- 337.33
Names & synonyms
1-O-(indol-3-ylacetyl)-beta-D-glucose1-O-(indol-3-yl)acetyl-beta-D-glucoseCHEBI:179901-O-(1H-indol-3-ylacetyl)-beta-D-glucopyranoseRefChem:1056121Iaa-glucose19817-95-9Indole-3-acetyl beta-D-Glucopyranose1-O-Indol-3-ylacetyl-beta-D-glucose1-O-Indol-3-ylacetylglucosebeta-D-Glucopyranose, 1-(1H-indole-3-acetate)Indole-3-acetyl |A-D-Glucopyranose
Show more names
Indole-3-acetyl β-D-GlucopyranoseIndole-3-acetic Acid β-Glucoside1-(1H-Indole-3-acetate) β-D-GlucopyranoseINDOLE-3-ACETYL-1-GLUCOSYL ESTER (IAA-Glc)β-D-Glucopyranose, 1-(1H-indole-3-acetate)Indole-3-acetic acid β-D-glucopyranosyl ester
Indole-3-acetyl-beta-1-D-glucoside[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 2-(1H-indol-3-yl)acetateindole-3-acetic acid beta-D-glucosideIndole-3-acetyl b-D-Glucopyranose1-(1H-Indole-3-acetate) ss-D-Glucopyranose; 1-O-(Indol-3'-ylacetyl) -ss-D-glucopyranose; Indole-3-acetic Acid ss-D-Glucopyranosyl Ester; Indole-3-acetic Acid ss-Glucoside;C04197orb3141526SCHEMBL29685563
Properties
Computed structural properties
- XLogP
- -0.3
- Topological polar surface area
- 132 Ų
- Hydrogen bond donors
- 5
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 5
- Heavy atoms
- 24
- Formal charge
- 0
- Complexity
- 448
Physicochemical properties
- Melting point
- 157 · 157-161°C
- Boiling point
- 608.4 · 608.4±55.0 °C(Predicted)
- Density
- 1.54 · 1.54±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · Hygroscopic, -20°C Freezer, Under inert atmosphere
- solubility
- DMSO (Slightly), Methanol (Slightly)
- pka
- 12.53 · 12.53±0.70(Predicted)
- form
- Solid
- color
- White to Off-White
Chemistry & industry
Applications
UsesA metabolite of Indole-3-acetic acid in plants.
Additional notes
DefinitionChEBI: 1-O-(indol-3-ylacetyl)-beta-D-glucose is an indoleacetic acid ester conjugate and an indolyl carbohydrate. It is functionally related to a beta-D-glucose.
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