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Substance Name: Tryptophan [USAN:INN]
RN: 73-22-3
UNII: 8DUH1N11BX
InChIKey: QIVBCDIJIAJPQS-VIFPVBQESA-N
Note
- An essential amino acid that is necessary for normal growth in infants and for NITROGEN balance in adults. It is a precursor of INDOLE ALKALOIDS in plants. It is a precursor of SEROTONIN (hence its use as an antidepressant and sleep aid). It can be a precursor to NIACIN, albeit inefficiently, in mammals.
Molecular Formula
- C11-H12-N2-O2
Molecular Weight
- 204.2278
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Amino Acid
- Antidepressive Agents
- Antidepressive Agents, Second-Generation
- Central Nervous System Agents
- Drug / Therapeutic Agent
- Human Data
- Mutation Data
- Psychotropic Drugs
- Reproductive Effect
- Tumor Data
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Other Resources (Internet Locators)
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Names and Synonyms
Name of Substance
- (L)-Tryptophan
- Tryptophan
- Tryptophan [USAN:INN]
MeSH Heading
- Tryptophan
Synonyms
- (S)-alpha-Amino-1H-indole-3-propanoic acid
- (S)-alpha-Aminoindole-3-propionic acid
- (S)-Tryptophan
- 1-beta-3-Indolylalanine
- 1beta-3-Indolylalanine
- 1H-Indole-3-alanine
- 1H-Indole-3-alanine (VAN)
- 1H-Indole-3-alanine, (S)-
- 1H-Indole-3-propanoic acid, alpha-amino-, (S)-
- 2-Amino-3-indolylpropanoic acid
- 3-Indol-3-ylalanine
- AI3-18478
- Alanine, 3-indol-3-yl-
- alpha'-Amino-3-indolepropionic acid
- alpha-Amino-3-indolepropionic acid, L-
- Ardeytropin
- CCRIS 617
- EC 200-795-6
- EH 121
- EINECS 200-795-6
- HSDB 4142
- Indole-3-alanine
- Indole-3-propionic acid, alpha-amino-
- Kalma
- L-Alanine, 3-(1H-indol-3-yl)-
- L-alpha-Aminoindole-3-propionic acid
- L-beta-3-Indolylalanine
- L-Trp
- L-Tryptofan
- L-Tryptophan
- L-Tryptophane
- NCI-C01729
- NSC 13119
- Optimax
- Pacitron
- Propionic acid, 2-amino-3-indol-3-yl-
- Triptofano
- Triptofano [Spanish]
- Trofan
- TRP
- Tryptacin
- Tryptophan
- tryptophan (H-3)
- Tryptophan (VAN)
- Tryptophane
- Tryptophane [French]
- Tryptophanum
- Tryptophanum [Latin]
- UNII-8DUH1N11BX
Systematic Names
- L-Tryptophan
- Tryptophan
- Tryptophan (VAN)
Superlist Names
- L-Tryptophan
- Tryptophan, L-
Registry Numbers
CAS Registry Number
- 73-22-3
FDA UNII
- 8DUH1N11BX
Other Registry Numbers
- 154635-35-5
- 6912-86-3
- 80206-30-0
System Generated Number
- 0000073223
Structure Descriptors
InChI
InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m0/s1InChIKey
QIVBCDIJIAJPQS-VIFPVBQESA-NSmiles
N[C@@H](Cc1c[nH]c2ccccc12)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
bird - domestic | LD50 | intraperitoneal | 2410mg/kg (2410mg/kg) | Drugs in Japan Vol. -, Pg. 744, 1990. | |
man | TDLo | oral | 300mg/kg (300mg/kg) | BEHAVIORAL: EXCITEMENT BEHAVIORAL: ANTIANXIETY | British Medical Journal. Vol. 2, Pg. 701, 1976. |
man | TDLo | oral | 857mg/kg/30D- (857mg/kg) | SKIN AND APPENDAGES (SKIN): OTHER GLANDS: OTHER MUSCULOSKELETAL: OTHER CHANGES BLOOD: EOSINOPHILIA | New England Journal of Medicine. Vol. 322, Pg. 874, 1990. |
mouse | LD50 | intraperitoneal | 4800mg/kg (4800mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: CYANOSIS | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 11, Pg. 635, 1980. |
mouse | LDLo | oral | 15gm/kg (15000mg/kg) | SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE LUNGS, THORAX, OR RESPIRATION: CYANOSIS | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 11, Pg. 635, 1980. |
rat | LD50 | intraperitoneal | 1634mg/kg (1634mg/kg) | LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Archives of Biochemistry and Biophysics. Vol. 58, Pg. 253, 1955. |
rat | LD50 | oral | > 16gm/kg (16000mg/kg) | BEHAVIORAL: COMA SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 11, Pg. 635, 1980. |
rat | LDLo | unreported | 2553mg/kg (2553mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 23, Pg. 884, 1973. | |
women | TDLo | oral | 2700mg/kg/13W (2700mg/kg) | BLOOD: EOSINOPHILIA LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA LUNGS, THORAX, OR RESPIRATION: STRUCTURAL OR FUNCTIONAL CHANGE IN TRACHEA OR BRONCHI | Annals of Internal Medicine. Vol. 112, Pg. 301, 1990. |
women | TDLo | oral | 3276mg/kg/9W- (3276mg/kg) | BEHAVIORAL: MUSCLE WEAKNESS BLOOD: EOSINOPHILIA SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" | Annals of Internal Medicine. Vol. 112, Pg. 344, 1990. |
women | TDLo | oral | 4800mg/kg/34W (4800mg/kg) | SKIN AND APPENDAGES (SKIN): OTHER GLANDS: OTHER BLOOD: EOSINOPHILIA PERIPHERAL NERVE AND SENSATION: PARESTHESIS | New England Journal of Medicine. Vol. 322, Pg. 874, 1990. |
women | TDLo | oral | 5400mg/kg/134 (5400mg/kg) | BLOOD: EOSINOPHILIA SKIN AND APPENDAGES (SKIN): OTHER GLANDS: OTHER | New England Journal of Medicine. Vol. 322, Pg. 874, 1990. |
women | TDLo | oral | 9gm/kg/22W-I (9000mg/kg) | BLOOD: EOSINOPHILIA LIVER: LIVER FUNCTION TESTS IMPAIRED BEHAVIORAL: MUSCLE WEAKNESS | Annals of Internal Medicine. Vol. 112, Pg. 957, 1990. |
women | TDLo | oral | 10960mg/kg/20 (10960mg/kg) | BLOOD: EOSINOPHILIA LUNGS, THORAX, OR RESPIRATION: CHRONIC PULMONARY EDEMA BEHAVIORAL: MUSCLE WEAKNESS | British Medical Journal. Vol. 301, Pg. 21, 1990. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 290.5 dec | deg C | EXP | |
pKa Dissociation Constant | 7.38 | (none) | 25 | EXP |
log P (octanol-water) | -1.06E+00 | (none) | EXP | |
Water Solubility | 1.34E+04 | mg/L | 25 | EXP |
Vapor Pressure | 2.12E-09 | mm Hg | 25 | EST |
Henry's Law Constant | 1.98E-14 | atm-m3/mole | 25 | EST |
Atmospheric OH Rate Constant | 2.39E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.