5-HYDROXYTRYPTOPHAN, DL-

Details

Stereochemistry	RACEMIC
Molecular Formula	C11H12N2O3
Molecular Weight	220.2246
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NC(CC1=CNC2=C1C=C(O)C=C2)C(O)=O

InChI

InChIKey=LDCYZAJDBXYCGN-UHFFFAOYSA-N

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)

HIDE SMILES / InChI

Molecular Formula	C11H12N2O3
Molecular Weight	220.2246
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Description
Sources: DOI: 10.1016/S0079-6123(08)60124-7
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/3128339

DL-5-hydroxytryptophan, 5-HTP is a serotonin precursor. It was discovered on the rats, that the pharmacological responses and changes in brain 5-hydroxytryptamine (5-HT) concentration elicited following the administration of 5-HTP did not reflect changes in the concentration of endogenous brain 5-HT. The biochemical and pharmacological properties of the 5-HTP-induced increases in brain 5-HT concentration were distinctly different from those of increases in the endogenous content of the amine. In normal rats, administered 5-HTP, observable pharmacological responses were not elicited, despite equal or even larger increases in brain 5-HT concentration.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
The oxytocic activity of DL-5-hydroxytryptophan.	1961 Sep	13763752
DL-5-hydroxytryptophan-induced changes in central monoamine neurons after peripheral decarboxylase inhibition.	1971 Jun	4397180
The effects of DL-5-hydroxytryptophan on ethanol consumption by rats.	1978 Apr	307265
The effect of DL-5-hydroxytryptophan (5-HTP) on plasma prolactin in pituitary stalk sectioned rats.	1981 Aug	6985126

Sample Use Guides

In Vivo Use Guide

for rats: DL-5-hydroxytryptophan (5HTP) in doses of 50, 100 or 200 mg/kg was injected intraperitoneally one hour prior to the drinking session.

Route of Administration: Intraperitoneal

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:12:31 UTC 2023` Edited by `admin` on `Fri Dec 15 15:12:31 UTC 2023`
Record UNII	9181P3OI6N
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

5-HYDROXYTRYPTOPHAN, DL-

Common Name

English

5-HYDROXYTRYPTOPHAN [MI]

Common Name

English

DL-HYDROXYTRYPTOPHAN

Common Name

English

DL-OXITRIPTAN

Common Name

English

DL-5-HTP

Common Name

English

TRYPTOPHAN, 5-HYDROXY-, DL

Common Name

English

NSC-92523

Code

English

5-HYDROXYTRYPTOPHAN [HSDB]

Common Name

English

(±)-5-HYDROXYTRYPTOPHAN

Systematic Name

English

DL-5-HYDROXYTRYPTOPHAN

Common Name

English

5-HYDROXY-DL-TRYPTOPHAN

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C73539