Adrenochrome (CHEM041019)

Record Information
Version1.0
Creation Date2016-05-27 01:08:10 UTC
Update Date2026-08-25 23:55:12 UTC
Accession NumberCHEM041019
Identification
Common NameAdrenochrome
ClassSmall Molecule
Description
Adrenochrome is a compound produced by the oxidation of adrenaline (epinephrine). The derivative carbazochrome is a hemostatic medication.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
AdChrHMDB
Adrenochrome O-quinoneHMDB
Adrenochrome oxidisedHMDB
N-Methyl-5,6-dioxo-2,3,5,6-tetrahydro-3-hydroxyindoleHMDB
N-Methyl-5,6-dioxo-2,3,5,6-tetrahydro-3-indololHMDB
AdrenochromeMeSH
Chemical FormulaC9H9NO3
Average Molecular Mass179.173 g/mol
Monoisotopic Mass179.058 g/mol
CAS Registry Number54-06-8
IUPAC Name3-hydroxy-1-methyl-2,3,5,6-tetrahydro-1H-indole-5,6-dione
Traditional Nameadrenochrome
SMILESCN1CC(O)C2=CC(=O)C(=O)C=C12
InChI IdentifierInChI=1S/C9H9NO3/c1-10-4-9(13)5-2-7(11)8(12)3-6(5)10/h2-3,9,13H,4H2,1H3
InChI KeyRPHLQSHHTJORHI-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as indoles and derivatives. These are organic compounds containing an indole, which is a bicyclic ring system made up of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIndoles and derivatives
Sub ClassNot Available
Direct ParentIndoles and derivatives
Alternative Parents
Substituents
  • Indole or derivatives
  • N-alkylpyrrolidine
  • Pyrrolidine
  • Vinylogous amide
  • Ketone
  • Secondary alcohol
  • Tertiary amine
  • Tertiary aliphatic amine
  • Cyclic ketone
  • Enamine
  • Azacycle
  • Carbonyl group
  • Amine
  • Organic oxygen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Alcohol
  • Organic nitrogen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility68 g/LALOGPS
logP0.08ALOGPS
logP-0.31ChemAxon
logS-0.42ALOGPS
pKa (Strongest Acidic)14.09ChemAxon
pKa (Strongest Basic)-2.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area57.61 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity48.56 m³·mol⁻¹ChemAxon
Polarizability17.25 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
External Links
DrugBank IDNot Available
HMDB IDHMDB0012884
FooDB IDFDB029199
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkAdrenochrome
Chemspider ID5687
ChEBI ID838058
PubChem Compound ID5898
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References