Basic information
- CAS
39984-17-3- Standard SMILES
O=C1C=C2CCNC2=CC1=O- InChIKey
XDEURYRPQDIBSL-UHFFFAOYSA-N- Molecular formula
- C8H7NO2
- Average molar mass
- 149.15 g/mol
- Monoisotopic mass
- 149.04767847
Overview
Dopaminechrome (keto form) is a member of the class of indoledione that is 2,3,5,6-tetrahydro-1H-indole carrying oxo groups at positions 5 and 6; major microspecies at pH 7.3. It is an endogenous compound formed during dopamine oxidation and can induce neurotoxicity under certain aberrant conditions and induce Parkinson-like syndrome. It has a role as a neurotoxin. It is an indoledione and a member of orthoquinones. It is a tautomer of a dopaminechrome (enol form).
Names & identifiers
- Preferred name
- Dopaminechrome
- IUPAC
- 2,3-dihydro-1H-indole-5,6-dione
- English name
- aminochrome 1
- Molecular formula
- C8H7NO2
- Molecular weight
- 149.15
Names & synonyms
Dopaminechrome67992-45-4DTXSID80218186RefChem:920619DTXCID001406772,3-dihydro-1H-indole-5,6-dioneaminochromeDopaminochrome39984-17-3Aminochrome 11H-Indole-5,6-dione, 2,3-dihydro-Dopamine Impurity 15
Show more names
5H-Indol-5-one, 2,3-dihydro-6-hydroxy-
2,3-Dihydro-6-hydroxy-5H-indol-5-one6-hydroxy-2,3-dihydro-5H-indol-5-oneindoline-5,6-dione5,6-indolinedioneindoline-5,6-quinone6-hydroxy-3,5-dihydro-2H-indol-5-one2,3,5,6-tetrahydro-1H-indole-5,6-dionedopaminechrome (enol form)
Database identifiers
- CAS
39984-17-3、67992-45-4- PubChem CID
- 170262
- DTXSID
DTXSID80218186- ChEMBL
CHEMBL1743210- ChEBI
CHEBI:189002- Nikkaji
- J1.395.559J、J410.696B、J634.203E
Properties
Computed structural properties
- XLogP
- -0.4
- Topological polar surface area
- 46.2 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 0
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 299
Physicochemical properties
- Boiling point
- 290.3 · 290.3±40.0 °C(Predicted)
- Density
- 1.44 · 1.44±0.1 g/cm3(Predicted)
- pka
- 3.2 · 3.20±0.20(Predicted)
Chemistry & industry
Pharmacology
Metabolism/MetabolitesAminochrome has known human metabolites that include 2-amino-5-[[1-(carboxymethylamino)-3-[(5,6-dihydroxy-2,3-dihydro-1H-indol-7-yl)sulfanyl]-1-oxopropan-2-yl]amino]-5-oxopentanoic acid.
Applications
UsesDopaminechrome (DACHR), an oxidation product of dopamine (HY-B0451), can facilitate the generation of H2O2 at brain mitochondrial complex I in a concentration- and respiration-dependent manner. Dopaminechrome possesses neurotoxicity and can be utilized in research on Parkinson's disease[1][2].
Suppliers30 total
济南百隆化学有限公司[email protected] · [email protected]
武汉敬康恩生物医药科技有限公司13720134139 086-15871494362 13720134139 · [email protected]
怀化元研达生物技术有限责任公司18711085600 · [email protected]
广州隽唐科技有限公司020-36607679 13502246435 · [email protected]
欧利希（湖北）医药科技有限公司17316404525 17316404525 · [email protected]
怀化元研达生物技术有限责任公司18711085600; 18229999901 · [email protected]
上海柯维化学技术有限公司021-64609169 18901607656 · [email protected]
山东沃德森生物科技有限公司0531-88723173 18596073690 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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