Human Metabolome Database Version 3.5

Showing metabocard for Adrenochrome (HMDB12884)

Record Information
Version 3.5
Creation Date 2009-07-24 18:09:11 -0600
Update Date 2013-02-08 17:29:31 -0700
HMDB ID HMDB12884
Secondary Accession Numbers None
Metabolite Identification
Common Name Adrenochrome
Description Adrenochrome, chemical formula C9H9NO3, is a pigment obtained by the oxidation of adrenaline (epinephrine). Adrenochrome monosemicarbazone, also known as carbazochrome, is a hemostatic, meaning it reduces capillary bleeding.
Structure Thumb
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Synonyms
  1. AdChr
  2. Adrenochrome O-quinone
  3. Adrenochrome oxidised
  4. N-Methyl-5,6-dioxo-2,3,5,6-tetrahydro-3-hydroxyindole
  5. N-Methyl-5,6-dioxo-2,3,5,6-tetrahydro-3-indolol
Chemical Formula C9H9NO3
Average Molecular Weight 179.1727
Monoisotopic Molecular Weight 179.058243159
IUPAC Name 3-hydroxy-1-methyl-2,3,5,6-tetrahydro-1H-indole-5,6-dione
Traditional IUPAC Name adrenochrome
CAS Registry Number 54-06-8
SMILES CN1CC(O)C2=CC(=O)C(=O)C=C12
InChI Identifier InChI=1S/C9H9NO3/c1-10-4-9(13)5-2-7(11)8(12)3-6(5)10/h2-3,9,13H,4H2,1H3
InChI Key RPHLQSHHTJORHI-UHFFFAOYSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Aliphatic Heteropolycyclic Compounds
Class Benzoquinones
Sub Class N/A
Other Descriptors
  • Aliphatic Heteropolycyclic Compounds
Substituents
  • Enamine
  • Ketone
  • Pyrrolidine
  • Secondary Alcohol
Direct Parent Benzoquinones
Ontology
Status Expected and Not Quantified
Origin
  • Endogenous
Biofunction Not Available
Application Not Available
Cellular locations Not Available
Physical Properties
State Solid
Experimental Properties
Property Value Reference
Melting Point 125 °C Not Available
Boiling Point Not Available Not Available
Water Solubility Not Available Not Available
LogP Not Available Not Available
Predicted Properties
Property Value Source
Water Solubility 68 g/L ALOGPS
LogP 0.08 ALOGPS
LogP -0.31 ChemAxon
LogS -0.42 ALOGPS
pKa (strongest acidic) 14.09 ChemAxon
pKa (strongest basic) 3.88 ChemAxon
Hydrogen Acceptor Count 4 ChemAxon
Hydrogen Donor Count 1 ChemAxon
Polar Surface Area 57.61 A2 ChemAxon
Rotatable Bond Count 0 ChemAxon
Refractivity 48.56 ChemAxon
Polarizability 17.25 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge 0 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations Not Available
Biofluid Locations Not Available
Tissue Location Not Available
Pathways Not Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID Not Available
DrugBank Metabolite ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB029199
KNApSAcK ID Not Available
Chemspider ID 5687 Link_out
KEGG Compound ID Not Available
BioCyc ID Not Available
BiGG ID Not Available
Wikipedia Link adrenochrome Link_out
NuGOwiki Link HMDB12884 Link_out
Metagene Link HMDB12884 Link_out
METLIN ID Not Available
PubChem Compound 5898 Link_out
PDB ID Not Available
ChEBI ID 838058 Link_out
References
Synthesis Reference Not Available
Material Safety Data Sheet (MSDS) Not Available
General References Not Available

Enzymes
Name: Glutathione S-transferase theta-2
Reactions: Not Available
Gene Name: GSTT2
Uniprot ID: P0CG29 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA