ChemFOnt: Showing chemical card for 1,2-Dehydrosalsolinol (CFc000008006)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:54:36 UTC

Chemfont ID

CFc000008006

Molecule Identification

Common Name

1,2-Dehydrosalsolinol

Definition

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 ). It is involved in Tyrosine Metabolism.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-Methyl-6,7-dihydroxy-3,4-dihydroisoquinolines	HMDB
3,4-dihydro-1-Methyl-6,7-isoquinolinediol	HMDB
DSAL	HMDB

Chemical Formula

C₁₀H₁₁NO₂

Average Molecular Weight

177.1998

Monoisotopic Molecular Weight

177.078978601

IUPAC Name

1-methyl-3,4-dihydroisoquinoline-6,7-diol

Traditional 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

Description

Belongs to the class of organic compounds known as dihydroisoquinolines. These are isoquinoline derivatives where exactly two carbon atoms joined by an aromatic bond are linked with a hydrogen atom each, resulting in a CC single bond.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Dihydroisoquinolines

Sub Class

Not Available

Direct Parent

Dihydroisoquinolines

Alternative Parents

Substituents

Dihydroisoquinoline
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Ketimine
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Imine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0012490)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.78 g/L	ALOGPS
logP	1.19	ALOGPS
logP	1.2	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	9.31	ChemAxon
pKa (Strongest Basic)	5.96	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	52.82 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	50.69 m³·mol⁻¹	ChemAxon
Polarizability	18.65 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0012490

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB029097

KNApSAcK ID

Not Available

Chemspider ID

17960720

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

20844

PDB ID

Not Available

ChEBI ID

193796

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 1,2-Dehydrosalsolinol (CFc000008006)

MOL for CFc000008006 (1,2-Dehydrosalsolinol)

3D MOL for CFc000008006 (1,2-Dehydrosalsolinol)

3D SDF for CFc000008006 (1,2-Dehydrosalsolinol)

3D-SDF for CFc000008006 (1,2-Dehydrosalsolinol)

PDB for CFc000008006 (1,2-Dehydrosalsolinol)

3D PDB for CFc000008006 (1,2-Dehydrosalsolinol)

SMILES for CFc000008006 (1,2-Dehydrosalsolinol)

INCHI for CFc000008006 (1,2-Dehydrosalsolinol)

Structure for CFc000008006 (1,2-Dehydrosalsolinol)

3D Structure for CFc000008006 (1,2-Dehydrosalsolinol)