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harmaline
1-methyl-7-methoxy-3,4-dihydro-b-carboline

Supplier Sponsors

Name:7-methoxy-1-methyl-3,4-dihydro-2H-pyrido[3,4-b]indole
CAS Number: 304-21-2Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:206-152-6
FDA UNII: CN58I4TOET
Nikkaji Web:J11.607F
Beilstein Number:0207310
MDL:MFCD00004955
XlogP3-AA:1.20 (est)
Molecular Weight:214.26778000
Formula:C13 H14 N2 O
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
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Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 239.00 to 241.00 °C. @ 760.00 mm Hg
Boiling Point: 426.42 °C. @ 760.00 mm Hg (est)
Flash Point: 413.00 °F. TCC ( 211.70 °C. ) (est)
logP (o/w): 2.251 (est)
Soluble in:
 water, 4.051 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Vasicin 98%
BOC Sciences
For experimental / research use only.
Harmaline 0.985
Odor: characteristic
Use: Harmaline comes from the herbs of Peganum harmala L., which is a psychoactive indole found naturally in certain plants. Its stimulating activities are achieved, in part, through inhibition of monoamine oxidases. Central nervous system stimulants; antifungal; antibacterial
Coompo
For experimental / research use only.
Harmaline from Plants ≥96%
ExtraSynthese
For experimental / research use only.
Harmaline (HPLC) ≥90%
Sigma-Aldrich: Aldrich
For experimental / research use only.
Harmaline
sds
TCI AMERICA
For experimental / research use only.
Harmaline >98.0%(HPLC)(T)
sds
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intravenous-rabbit LDLo 20 mg/kg
SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE BEHAVIORAL: ATAXIA BEHAVIORAL: EXCITEMENT
Neuropharmacology. Vol. 10, Pg. 15, 1971.

Dermal Toxicity:
subcutaneous-mouse LD50 120 mg/kg
Psychopharmacology Service Center, Bulletin. Vol. 2, Pg. 17, 1963.

subcutaneous-rat LD50 120 mg/kg
Veterinary and Human Toxicology. Vol. 33, Pg. 276, 1991.

Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for harmaline usage levels up to:
 not for fragrance use.
 
Recommendation for harmaline flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :5280951
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
7-methoxy-1-methyl-3,4-dihydro-2H-pyrido[3,4-b]indole
Chemidplus:0000304212
RTECS:UU9800000 for cas# 304-21-2
 
References:
 7-methoxy-1-methyl-3,4-dihydro-2H-pyrido[3,4-b]indole
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):5280951
Pubchem (sid):134973776
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C06536
HMDB (The Human Metabolome Database):HMDB30310
FooDB:FDB002148
Export Tariff Code:2939.80.0000
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 apricot wild apricot
Search Trop Picture
 rue wild rue seeds
Search Trop Picture
 
Synonyms:
4,9-dihydro-7-methoxy-1-methyl-3H-pyrido(3,4-b)indole
3,4-dihydro-7-methoxy-1-methyl-9-pyrid(3,4-b)indole
3,4-dihydro-7-methoxy-1-methyl-9-pyrid[3,4-b]indole
3,4-dihydro-7-methoxy-1-methyl-9-pyrido(3,4-b)indole
 dihydroharmine
3,4-dihydroharmine
 harmidine
 harmine, dihydro-
7-methoxy-1-methyl-3,4-dihydro-2H-pyrido[3,4-b]indole
7-methoxy-1-methyl-4,9-dihydro-3H-b-carboline
1-methyl-7-methoxy-3,4-dihydro-b-carboline
O-methylharmalol
3H-pyrido(3,4-b)indole, 4,9-dihydro-7-methoxy-1-methyl-
2H-pyrido[3,4-b]indole, 3,4-dihydro-7-methoxy-1-methyl- (9CI)
3H-pyrido[3,4-b]indole, 4, 9-dihydro-7-methoxy-1-methyl-
3H-pyrido[3,4-b]indole, 4,9-dihydro-7-methoxy-1-methyl-
 

Articles:

PubMed:Inhibition of monoamine oxidase (MAO) by β-carbolines and their interactions in live neuronal (PC12) and liver (HuH-7 and MH1C1) cells.
PubMed:Metabolic pathways of the psychotropic-carboline alkaloids, harmaline and harmine, by liquid chromatography/mass spectrometry and NMR spectroscopy.
PubMed:Harmaline and harmalol inhibit the carcinogen-activating enzyme CYP1A1 via transcriptional and posttranslational mechanisms.
PubMed:Inhibition of the bioactivation of the neurotoxin MPTP by antioxidants, redox agents and monoamine oxidase inhibitors.
PubMed:beta-Carboline alkaloids in Peganum harmala and inhibition of human monoamine oxidase (MAO).
PubMed:Determination of beta-carboline alkaloids in foods and beverages by high-performance liquid chromatography with electrochemical detection at a glassy carbon electrode modified with carbon nanotubes.
PubMed:Toxicological evaluation of the staircase test for assessing fine motor movements.
PubMed:Mutagenicities of nitrosated carboline derivatives.
PubMed:Food-borne amines and amides as potential precursors of endogenous carcinogens.
PubMed:Beta-carbolines, psychoactive compounds in the mammalian body. Part I: Occurrence, origin and metabolism.
 
Notes:
a beta-carboline alkaloid isolated from seeds of peganum. Alkaloid from Passiflora incarnata (maypops)
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