EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

levodopa
L-tyrosine, 3-hydroxy-

Sponsors

CAS Number: 59-92-7Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:200-445-2
FDA UNII:46627O600J
Nikkaji Web:J9.225H
Beilstein Number:2215169
MDL:MFCD00002598
XlogP3:-2.70 (est)
Molecular Weight:197.19047000
Formula:C9 H11 N O4
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome or firefox)
Category:information only not used for fragrances or flavors
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
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Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Appearance:white powder (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 281.00 to 285.00 °C. @ 760.00 mm Hg
Boiling Point: 447.00 to 449.00 °C. @ 760.00 mm Hg
Flash Point: 437.00 °F. TCC ( 225.00 °C. )
logP (o/w): -1.154 (est)
Soluble in:
 water, 5000 mg/L @ 20 °C (exp)
 
Organoleptic Properties:
Odor Type: odorless
Odor Strength:none
Odor Description:at 100.00 %. odorless
Flavor Type: sweet
">sweet
Taste Description: sweet
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Ajinomoto USA
L-Dopa
Flavor: characteristic
L-dopa is not a core amino acid in terms of a building block for proteins. L-dopa is a synthetic protein for medical use.
BOC Sciences
For experimental / research use only.
Levodopa >98%
Odor: characteristic
Use: Levodopa (Sinemet) is an amino acid precursor of dopamine with antiparkinsonian properties.
Jiangyin Healthway
Levodopa
New functional food ingredients
Qingdao Dacon Trading
Levodopa
Sigma-Aldrich: Sigma
For experimental / research use only.
3,4-Dihydroxy-L-phenylalanine ≥98% (TLC)
 
Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
Xn - Harmful.
R 22 - Harmful if swallowed.
R 36/37/38 - Irritating to eyes, respiratory system, and skin.
S 02 - Keep out of the reach of children.
S 20/21 - When using do not eat, drink or smoke.
S 24/25 - Avoid contact with skin and eyes.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 36/37/39 - Wear suitable clothing, gloves and eye/face protection.
 
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-mouse LD50 450 mg/kg
Toxicology and Applied Pharmacology. Vol. 28, Pg. 1, 1974.

oral-mouse LD50 2363 mg/kg
BEHAVIORAL: EXCITEMENT
Toxicology and Applied Pharmacology. Vol. 28, Pg. 1, 1974.

oral-rabbit LD50 609 mg/kg
Toxicology and Applied Pharmacology. Vol. 28, Pg. 1, 1974.

intraperitoneal-rat LD50 624 mg/kg
SKIN AND APPENDAGES (SKIN): HAIR: OTHER BEHAVIORAL: EXCITEMENT SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE
Toxicology and Applied Pharmacology. Vol. 28, Pg. 1, 1974.

intravenous-rat LD50 > 100 mg/kg
Drugs in Japan Vol. 6, Pg. 905, 1982.

oral-bird - wild LD50 100 mg/kg
Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983.

oral-human TDLo 13000 mg/kg/1Y
BEHAVIORAL: ATAXIA LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Journal of Neurology, Neurosurgery and Psychiatry. Vol. 34, Pg. 668, 1971.

oral-human TDLo 156000 mg/kg/10Y
BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: TOXIC PSYCHOSIS BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"
Journal of Neurology, Neurosurgery and Psychiatry. Vol. 34, Pg. 502, 1971.

intraperitoneal-mouse LD50 588 mg/kg
BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE
Toxicology and Applied Pharmacology. Vol. 28, Pg. 1, 1974.

unreported-mouse LDLo 3500 mg/kg
AUTONOMIC NERVOUS SYSTEM: SYMPATHOMIMETIC
Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 153, Pg. 161, 1930.

oral-rat LD50 1780 mg/kg
BEHAVIORAL: AGGRESSION BEHAVIORAL: ATAXIA BEHAVIORAL: EXCITEMENT
Toxicology and Applied Pharmacology. Vol. 28, Pg. 1, 1974.

Dermal Toxicity:
subcutaneous-mouse LD50 4449 mg/kg
BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS PERIPHERAL NERVE AND SENSATION: LOCAL ANESTHETIC
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 3, Pg. 186, 1972.

subcutaneous-rat LD50 2000 mg/kg
GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 3, Pg. 186, 1972.

Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category: information only not used for fragrances or flavors
Recommendation for levodopa usage levels up to:
 not for fragrance use.
 
Recommendation for levodopa flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
ClinicalTrials.gov:search
Daily Med:search
NLM Hazardous Substances Data Bank:Search
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
Env. Mutagen Info. Center:Search
NLM Developmental and Reproductive Toxicity:Search
EPA Substance Registry Services (TSCA):59-92-7
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :6047
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid
Chemidplus:0000059927
RTECS:AY5600000 for cas# 59-92-7
 
References:
 (2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):6047
Pubchem (sid):134972617
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2009
(IUPAC):Atomic Weights of the Elements 2009 (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
Golm Metabolome Database:Search
Metabolomics Database:Search
KEGG (GenomeNet):C00355
HMDB (The Human Metabolome Database):HMDB00181
FooDB:FDB000567
Export Tariff Code:2922.50.4000
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
RSC Learn Chemistry:View
Formulations/Preparations:
•capsules usp: 100, 250, & 500 mg; tablets usp: 100, 250, & 500 mg. •levodopa is one of the main ingredients along with carbidopa in the drug sinemet (tablets) •levodopa is one of the main ingredients along with carbidopa in the drug atamet (tablets)
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 banana fruit
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 bean fava bean
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 bean fava bean flower
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 bean fava bean fruit
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 bean fava bean leaf
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 bean fava bean seed
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 bean fava bean sprout
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 bean fava bean stem
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 lupinus spp.
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 purslane plant
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Synonyms:
(2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid
(S)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid
2-amino-3-(3,4-dihydroxyphenyl)propanoic acid
3,4-dihydroxy-L-phenylalanine
3,4-dihydroxy-laevo-phenyl alanine
L-3,4-dihydroxyphenyl alanine
laevo-3,4-dihydroxyphenyl alanine
3,4-dihydroxyphenyl-laevo-alanine
L-3-(3,4-dihydroxyphenyl) alanine
laevo-3-(3,4-dihydroxyphenyl) alanine
L-beta-(3,4-dihydroxyphenyl)-alpha-alanine
laevo-beta-(3,4-dihydroxyphenyl)-alpha-alanine
3-(3,4-dihydroxyphenyl)-L-alanine
beta-(3,4-dihydroxyphenyl)-laevo-alanine
3,4-L-dihydroxyphenylalanine
L-3,4-dihydroxyphenylalanine
L-dopa
laevo-dopa
3-hydroxy-L-tyrosine
3-hydroxy-laevo-tyrosine
L-tyrosine, 3-hydroxy-
 
 
Notes:
the naturally occurring form of dihydroxyphenylalanine and the immediate precursor of dopamine. unlike dopamine itself, it can be taken orally and crosses the blood-brain barrier. it is rapidly taken up by dopaminergic neurons and converted to dopamine. it is used for the treatment of parkinsonian disorders and is usually given with agents that inhibit its conversion to dopamine outside of the central nervous system. Occurs in seedlings and pods of Vicia faba L-DOPA (L-3,4-dihydroxyphenylalanine; INN levodopa; trade names Sinemet, Parcopa, Atamet, Stalevo, Madopar, Prolopa, etc.) is a naturally-occurring dietary supplement and psychoactive drug found in certain kinds of food and herbs (e.g., Mucuna pruriens, or velvet bean), and is synthesized from the amino acid L-tyrosine in the mammalian body and brain. (Wikipedia)
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