5,6-Dihydroxyindole-2-Carboxylic Acid

HCID 119405
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Basic information

CAS
4790-08-3
Standard SMILES
O=C(O)c1cc2cc(O)c(O)cc2[nH]1
InChIKey
YFTGOBNOJKXZJC-UHFFFAOYSA-N
Molecular formula
C9H7NO4
Average molar mass
193.16 g/mol
Monoisotopic mass
193.0375077

Names & identifiers

Preferred name
5,6-Dihydroxyindole-2-Carboxylic Acid
IUPAC
5,6-dihydroxy-1H-indole-2-carboxylic acid
English name
5,6-dihydroxy-1H-indole-2-carboxylic acid
Molecular formula
C9H7NO4
Molecular weight
193.16

Names & synonyms

5,6-Dihydroxy-1H-indole-2-carboxylic acid4790-08-35,6-dihydroxyindole-2-carboxylic acidDHI2C5,6-Dhica5,6-dihydroxy-2-indolylcarboxylic acid5,6-Dihydroxy-2-indolecarboxylic acidS6M6LZR326DTXSID40197327CHEBI:2003RefChem:101185DTXCID50119818
Show more names
DHICADopamine Impurity 8Levodopa Impurity 4Levodopa Impurity 13Levodopa EP Impurity 5Dopashydrazine Impurity 45,6-dihydroxyindole-2-carboxylicaci
MFCD021811031H-Indole-2-carboxylic acid, 5,6-dihydroxy-5,6-Dihydroxy-2-carboxyindoleCHEMBL2678555,6-dihydroxy-1H-indole-2-carboxylicacid2-Carboxy-5,6-dihydroxyindoleYFTGOBNOJKXZJC-UHFFFAOYSA-NLevodopa Related Compound 2

Database identifiers

CAS
4790-08-3
PubChem CID
119405
DTXSID
DTXSID40197327
ChEMBL
CHEMBL267855
ChEBI
CHEBI:2003
UNII
S6M6LZR326
Nikkaji
J227.456F

Properties

Computed structural properties

XLogP
1.2
Topological polar surface area
93.6 Ų
Hydrogen bond donors
4
Hydrogen bond acceptors
4
Rotatable bonds
1
Heavy atoms
14

Experimental & physicochemical properties

Physical DescriptionSolid

Physicochemical properties

Melting point
234 °C · 234 °C (decomp)
Boiling point
578.6 · 578.6±45.0 °C(Predicted)
Density
1.736 · 1.736±0.06 g/cm3(Predicted)
storage temp.
2 · 2-8°C
solubility
DMSO (Slightly), Methanol (Slightly)
pka
4.52 · 4.52±0.30(Predicted)

Safety & regulation

Safety data

Signal word
Warning
Symbol(GHS)
GHS07
Hazard statements
H302-H315-H319-H332-H335
Precautionary statements
P261-P280-P305+P351+P338

Chemistry & industry

Pharmacology

Cellular LocationsCytoplasm；Membrane
Metabolite PathwaysAlkaptonuria；Disulfiram Action Pathway；Dopamine beta-hydroxylase deficiency；Hawkinsinuria；Monoamine oxidase-a deficiency (MAO-A)；Tyrosine metabolism；Tyrosinemia Type I；Tyrosinemia, transient, of the newborn

Applications

Uses5,6-Dihydroxyindole-2-carboxylic Acid is the indole analogue of DOPA. 5,6-Dihydroxyindole-2-carboxylic Acid is a precursor to melanin as well as potential as HIV-1 integrase inhibitors.

Upstream & downstream products

Downstream products

Suppliers70 total

艾吉析科技（上海）有限公司17717235263 · [email protected]
毕佳索（上海毕得医药科技股份有限公司）400-6005915 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
广州隽沐生物科技股份有限公司020-36607679; 13502246435 · [email protected]
广州佳途科技股份有限公司81960175 18933936954 · [email protected]

Additional notes

DefinitionChEBI: A dihydroxyindole that is indole-2-carboxylic acid substituted by hydroxy groups at positions 5 and 6.

Related reactions

4 records
New reaction record

Compound notes

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