Indole-3-glyoxylic acid

HCID 73863
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Basic information

CAS
1477-49-2
Standard SMILES
O=C(O)C(=O)c1c[nH]c2ccccc12
InChIKey
DWLVFWDCSFTDOD-UHFFFAOYSA-N
Molecular formula
C10H7NO3
Average molar mass
189.17 g/mol
Monoisotopic mass
189.04259308

Overview

3-indoleglyoxylic acid is a member of indole-3-acetic acids.

Names & identifiers

Preferred name
Indole-3-glyoxylic acid
IUPAC
2-(1H-indol-3-yl)-2-oxoacetic acid
English name
Indole-3-glyoxylic acid
Molecular formula
C10H7NO3
Molecular weight
189.17

Names & synonyms

1477-49-2Indole-3-glyoxylic acid2-(1H-indol-3-yl)-2-oxoacetic acid1H-Indole-3-acetic acid, alpha-oxo-34U8W7RF8QNSC-71954INDOLE-3-GLYOXALIC ACIDRefChem:790968216-029-93-Indoleglyoxylic acid1H-Indol-3-yl(oxo)acetic acidMFCD00005625
Show more names
Indol-3-ylglyoxylsure3-Indoleglyoxidic acidindol-3-ylglyoxylic acid3-Indoleglyoxylic acid 98%1H-Indol-3-yl(oxo)aceticaciINDOLE-3-GLYOXYLIC ACID(IGA)
3-Indolylglyoxylic acid.beta.-Indolylglyoxylic acid3-Indole glyoxylic acid1H-INDOLE-3-ACETIC ACID, .ALPHA.-OXO-CHEMBL57285.alpha.-oxo-Indole-3-acetic acid(1H-Indol-3-yl)-oxo-acetic acidNSC 71954

Database identifiers

CAS
1477-49-2
PubChem CID
73863
DTXSID
DTXSID2074536
ChEMBL
CHEMBL57285
ChEBI
CHEBI:233874
UNII
34U8W7RF8Q
EC Number
216-029-9
Nikkaji
J103.828A

Properties

Computed structural properties

XLogP
1.9
Topological polar surface area
70.2 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
3
Rotatable bonds
2
Heavy atoms
14

Physicochemical properties

Melting point
217 °C · 217 °C (dec.) (lit.)
storage temp.
2 · 2-8°C
form
solid
Appearance
Light yellow to yellow Solid
InChI
1S/C10H7NO3/c12-9(10(13)14)7-5-11-8-4-2-1-3-6(7)8/h1-5,11H,(H,13,14)
InChIKey
DWLVFWDCSFTDOD-UHFFFAOYSA-N

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

wgk
3
hs_code
2933998090
risk_code
36/37/38
Signal word
Warning
Symbol(GHS)
GHS07
hazard_code
Xi

Chemistry & industry

Applications · 3 items

UsesReactant for synthesis of fenbufen and ethacrynic acid derivatives Reactant for preparation of glyoxyl analogs of indole phytoalexins as anticancer agents Reactant for synthesis of tertiary amides Reactant for preparation of fuconojirimycin derivatives as inhibitors of α-Fucosidases Reactant for total synthesis of oxazinin-3 from 3-indoleglyoxylic acid via an intramolecular addition/cyclization reactions

UsesIndole-3-glyoxylic Acid is a compound used in the preparation of various indoleglyoxylates as inhibitors of sortase A and isocitrate lyase.

General DescriptionChemiluminescence (CL) intensity of 3-indoleglyoxylic acid has been measured.

Upstream & downstream products

Suppliers79 total

湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
Hebei Chuanghai Biotechnology Co., Ltd+86-17732866630 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
上海哲研生物科技有限公司021-18017610038 18017610038 · [email protected]
Sichuan Biosynce Pharmatech Co., Ltd.[email protected]

Related reactions

2 records
New reaction record

Compound notes

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