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Substance Name: 5-Hydroxytryptophan
RN: 56-69-9
UNII: 9181P3OI6N
InChIKey: LDCYZAJDBXYCGN-UHFFFAOYSA-N

Note

  • The immediate precursor in the biosynthesis of SEROTONIN from tryptophan. It is used as an antiepileptic and antidepressant.

Molecular Formula

  • C11-H12-N2-O3

Molecular Weight

  • 220.2268
 

Classification Codes

  • Antidepressive Agents
  • Antidepressive Agents, Second-Generation
  • Central Nervous System Agents
  • Psychotropic Drugs
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • 5-Hydroxytryptophan

MeSH Heading

  • 5-Hydroxytryptophan

Synonyms

  • (+-)-5-Hydroxytryptophan
  • 5-22-14-00278 (Beilstein Handbook Reference)
  • 5-HTP
  • 5-Hydroxy-DL-tryptophan
  • 5-Hydroxytryptophan
  • 5-Hydroxytryptophan DL-form
  • BRN 0088199
  • DL-5-HTP
  • DL-5-Hydroxytryptophan
  • DL-Hydroxytryptophan
  • EINECS 200-284-8
  • HSDB 4295
  • NCI-C56644
  • Tryptophan, 5-hydroxy-
  • UNII-9181P3OI6N
  • USAF CB-96

Systematic Names

  • 5-Hydroxytryptophan
  • Tryptophan, 5-hydroxy-

Registry Numbers

CAS Registry Number

  • 56-69-9

FDA UNII

  • 9181P3OI6N

Other Registry Numbers

  • 114-03-4
  • 4298-20-8
  • 72572-97-5
  • 72572-98-6

System Generated Number

  • 0000056699

Structure Descriptors

InChI

1S/C11H12N2O3/c12-9(11(15)16)3-6-5-13-10-2-1-7(14)4-8(6)10/h1-2,4-5,9,13-14H,3,12H2,(H,15,16)

InChIKey

LDCYZAJDBXYCGN-UHFFFAOYSA-N

Smiles

c1cc2c(cc1O)c(c[nH]2)CC(C(=O)O)N

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 200mg/kg (200mg/kg)   National Technical Information Service. Vol. AD277-689,
mouse LD50 intraperitoneal 1080mg/kg (1080mg/kg)   Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 69, Pg. 523, 1973.
mouse LD50 intravenous > 400mg/kg (400mg/kg)   Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 69, Pg. 523, 1973.
mouse LD50 oral > 6gm/kg (6000mg/kg)   Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 69, Pg. 523, 1973.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 298 dec deg C   EXP
log P (octanol-water) -1.700 (none)   EST
Water Solubility 1.00E+04 mg/L 5 EXP
Atmospheric OH Rate Constant 2.39E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.