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797103

Sigma-Aldrich

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
Beilstein:
88199
EC Number:
200-284-8
MDL number:
MFCD00005651
UNSPSC Code:
12352100
PubChem Substance ID:
329768568
NACRES:
NA.22

form

solid

Quality Level

100

mp

298-300 °C (dec.) (lit.)

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

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Related Categories

Biochem/physiol Actions

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

Storage Class Code

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
Steven Moylan et al.
Brain and behavior, 3(3), 302-326 (2013-06-21)
Multiple studies have demonstrated an association between cigarette smoking and increased anxiety symptoms or disorders, with early life exposures potentially predisposing to enhanced anxiety responses in later life. Explanatory models support a potential role for neurotransmitter systems, inflammation, oxidative and
Andrew N Bubak et al.
PloS one, 11(11), e0166417-e0166417 (2016-11-16)
Ant colonies are distributed systems that are regulated in a non-hierarchical manner. Without a central authority, individuals inform their decisions by comparing information in local cues to a set of inherent behavioral rules. Individual behavioral decisions collectively change colony behavior
Anthony Y Huang et al.
British journal of pharmacology, 173(21), 3121-3133 (2016-07-29)
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
Pascal Amireault et al.
PloS one, 8(12), e83010-e83010 (2013-12-21)
Serotonin (5-HT) is a monoamine originally purified from blood as a vasoactive agent. In nonneuronal tissues, its presence is linked with the expression of tryptophan hydroxylase 1 (TPH1) that catalyzes the rate-limiting step of its synthesis. Targeted disruption in mice
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