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Merck
CN

797103

5-Hydroxy-DL-tryptophan

Synonym(s):

DL-2-Amino-3-(5-hydroxyindolyl)propionic acid, DL-5-HTP

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About This Item

Empirical Formula (Hill Notation):
C11H12N2O3
CAS Number:
56-69-9
Molecular Weight:
220.22
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
329768568
EC Number:
200-284-8
Beilstein/REAXYS Number:
88199
MDL number:
MFCD00005651

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SMILES string

NC(Cc1c[nH]c2ccc(O)cc12)C(O)=O

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)

InChI key

LDCYZAJDBXYCGN-UHFFFAOYSA-N

form

solid

drug control

Új pszichoaktív anyag / New psychoactive substance (Hungary), 78/2022. (XII. 28.) BM rendelet

mp

298-300 °C (dec.) (lit.)

functional group

amine
carboxylic acid

Quality Level

100

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Biochem/physiol Actions

Immediate precursor of serotonin; L-aromatic amino acid decarboxylase substrate.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKBT4034V

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Md Sharif Shajib et al.
PloS one, 8(8), e72774-e72774 (2013-09-10)
Infiltration of activated immune cells and increased cytokine production define the immunophenotype of gastrointestinal (GI) inflammation. In addition, intestinal inflammation is accompanied by alteration in the numbers of serotonin (5-hydroxytryptamine; 5-HT) synthesizing enterochromaffin (EC) cells and in 5-HT amount. It
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Pigmentation during insect development is a primal adaptive requirement. In the silkworm, melanin is the primary component of larval pigments. The rate limiting substrate in melanin synthesis is tyrosine, which is converted from phenylalanine by the rate-limiting enzyme phenylalanine hydroxylase
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BMC neuroscience, 11, 22-22 (2010-02-20)
Survival of an animal depends on its ability to match its responses to environmental conditions. To generate an optimal behavioral output, the nervous system must process sensory information and generate a directed motor output in response to stimuli. The nervous
Anthony Y Huang et al.
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Imiquimod is an immunomodulator approved for the treatment of basal cell carcinoma and has adverse side effects, including taste disturbances. Paracrine transmission, representing cell-cell communication within taste buds, has the potential to shape the final signals that taste buds transmit
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