Human Metabolome Database Version 3.5

Showing metabocard for 1,2-Dehydrosalsolinol (HMDB12490)

Record Information
Version 3.5
Creation Date 2009-07-24 18:01:35 -0600
Update Date 2013-05-29 13:47:59 -0600
HMDB ID HMDB12490
Secondary Accession Numbers None
Metabolite Identification
Common Name 1,2-Dehydrosalsolinol
Description 1,2-dehydrosalsolinol(1-methyl-6,7-dihydroxy-3,4-dihydroisoquinolines) is formed through the decarboxylation of salsolinol-1-carboxylic acid (1-methyl-6,7-dihydroxy-1,2,3,4- tetrahydroisoquinoline-1-carboxylic acid), a novel endogenous catecholic adduct of dopamine and pyruvic acid, examined in nuclei-free homogenates of rat liver, whole brain, and kidney, as well as in buffer only. Liquid chromatographic analysis of incubations for varying times (30 min to 5 h) showed that the tetrahydroisoquinoline substrate decarboxylated oxidatively, forming the DSAL (PMID: 3369867 Link_out). It is involved in Tyrosine Metabolism.
Structure Thumb
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Display: 2D Structure | 3D Structure
Synonyms
  1. 1-Methyl-6,7-dihydroxy-3,4-dihydroisoquinolines
  2. 3,4-Dihydro-1-methyl-6,7-Isoquinolinediol
  3. DSAL
Chemical Formula C10H11NO2
Average Molecular Weight 177.1998
Monoisotopic Molecular Weight 177.078978601
IUPAC Name 1-methyl-3,4-dihydroisoquinoline-6,7-diol
Traditional IUPAC Name 1-methyl-3,4-dihydroisoquinoline-6,7-diol
CAS Registry Number 4602-81-7
SMILES CC1=NCCC2=C1C=C(O)C(O)=C2
InChI Identifier InChI=1S/C10H11NO2/c1-6-8-5-10(13)9(12)4-7(8)2-3-11-6/h4-5,12-13H,2-3H2,1H3
InChI Key DWHSGRLKLUGKOU-UHFFFAOYSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Aromatic Heteropolycyclic Compounds
Class Isoquinolines
Sub Class N/A
Other Descriptors
  • Aromatic Heteropolycyclic Compounds
Substituents
  • 1,2 Diphenol
  • Imine
  • Phenol
  • Phenol Derivative
Direct Parent Isoquinolines
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 Not Available 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 0.78 g/L ALOGPS
LogP 1.19 ALOGPS
LogP 1.2 ChemAxon
LogS -2.36 ALOGPS
pKa (strongest acidic) 9.31 ChemAxon
pKa (strongest basic) 5.96 ChemAxon
Hydrogen Acceptor Count 3 ChemAxon
Hydrogen Donor Count 2 ChemAxon
Polar Surface Area 52.82 A2 ChemAxon
Rotatable Bond Count 0 ChemAxon
Refractivity 50.69 ChemAxon
Polarizability 18.65 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 FDB029097
KNApSAcK ID Not Available
Chemspider ID 17960720 Link_out
KEGG Compound ID Not Available
BioCyc ID Not Available
BiGG ID Not Available
Wikipedia Link Not Available
NuGOwiki Link HMDB12490 Link_out
Metagene Link HMDB12490 Link_out
METLIN ID Not Available
PubChem Compound Not Available
PDB ID Not Available
ChEBI ID 193796 Link_out
References
Synthesis Reference Not Available
Material Safety Data Sheet (MSDS) Not Available
General References
  1. Collins MA, Cheng BY: Oxidative decarboxylation of salsolinol-1-carboxylic acid to 1,2-dehydrosalsolinol: evidence for exclusive catalysis by particulate factors in rat kidney. Arch Biochem Biophys. 1988 May 15;263(1):86-95. Pubmed: 3369867 Link_out