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5-Hydroxy-D-tryptophan

HCID 199528
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
4350-07-6
Standard SMILES
N[C@H](Cc1c[nH]c2ccc(O)cc12)C(=O)O
InChIKey
LDCYZAJDBXYCGN-SECBINFHSA-N
Molecular formula
C11H12N2O3
Average molar mass
220.22 g/mol
Monoisotopic mass
220.08479225

Overview

5-hydroxy-D-tryptophan is the D-enantiomer of 5-hydroxytryptophan. It is a D-alpha-amino acid, a 5-hydroxytryptophan and a D-tryptophan derivative. It is an enantiomer of a 5-hydroxy-L-tryptophan.

Names & identifiers

Preferred name
5-Hydroxy-D-tryptophan
IUPAC
(2R)-2-amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acid
English name
D-2-Amino-3-(5-hydroxyindolyl)propionic acid
Molecular formula
C11H12N2O3
Molecular weight
220.22

Names & synonyms

5-hydroxy-D-tryptophanD-5-Hydroxytryptophan5-Hydroxytryptophan D-form(2R)-2-amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acidTryptophan, 5-hydroxy-, D-0ZQ5SQ239QUNII-0ZQ5SQ239Q5-HYDROXYTRYPTOPHAN, D-CHEBI:43186DTXSID401958635-HYDROXYTRYPTOPHAN D-FORM [MI]RefChem:102852
Show more names
5-hydroxy-d-tryptophaTryptophan Impurity 42D-2-Amino-3-(5-hydroxyindolyl)propionic acid(2R)-2-amino-3-(5-hydroxy-1H-indol-3-yl)propionic acid(2R)-2-azanyl-3-(5-hydroxy-1H-indol-3-yl)propanoic acid
DTXCID80118354(2R)-2-amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acid;5-hydroxy-D-tryptophan636-955-04350-07-6(R)-2-Amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acidD-Tryptophan, 5-hydroxy-D-5-HTPMFCD00069709

Database identifiers

CAS
4350-07-6
PubChem CID
199528

Properties

Computed structural properties

XLogP
-1.2
Topological polar surface area
99.3 Ų
Hydrogen bond donors
4
Hydrogen bond acceptors
4
Rotatable bonds
3
Heavy atoms
16
Formal charge
0
Complexity
272

Physicochemical properties

Melting point
270 C · 270C
Boiling point
520.6 · 520.6±50.0 °C(Predicted)
Density
1.484 · 1.484±0.06 g/cm3(Predicted)
storage temp.
2 · Sealed in dry,2-8°C
pka
2.22 · 2.22±0.10(Predicted)
FDA UNII
0 ZQ5SQ239Q · 0ZQ5SQ239Q
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
332 · H332-H312
Precautionary statements
261 · P261-P271-P304+P340-P312-P280-P302+P352-P312-P322-P363-P501
Hazard Codes
Xn,Xi
Risk Statements
20 · 20/21-20/21/22-36/37/38-65
Safety Statements
26 · 26-36

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Warning

H312 (100%): Harmful in contact with skin [Warning Acute toxicity, dermal]

P261, P271, P280, P302+P352, P304+P340, P317, P321, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Safety data

risk_code
20/21-20/21/22-36/37/38-65
Signal word
Warning
Symbol(GHS)
GHS07
hazard_code
Xn,Xi
safety_code
26-36
Hazard statements
H332-H312
Precautionary statements
P261-P271-P304+P340-P312-P280-P302+P352-P312-P322-P363-P501

Chemistry & industry

Applications · 1 item

UsesD-5-Hydroxytryptophan (D-5-HTP) is the D-isomer of 5-HTP and can be isolated from DL-5-hydroxytryptophan by continuous separation. Compared with intraperitoneal administration of L-5-Hydroxytryptophan, which can induce dose-dependent backward walking behavior in mice, D-5-Hydroxytryptophan has no significant effect on mouse behavior and is a negative control. D-5-Hydroxytryptophan is also a 5-HT ligand, capable of binding to the 5-HT site with affinity in the micromolar range[1][2][3].

Suppliers7 total

苏州爱玛特生物科技有限公司0512-56316828 4008675858 · [email protected]
江苏艾康生物医药研发有限公司025-66028182 17714375163 · [email protected]
BOC Sciences+1-631-485-4226 · [email protected]
Nextpeptide Inc+86-0571-81612335 +8613336028439 · [email protected]
Jilin Chinese Academy of Sciences-yanshen Technology18143011203 · [email protected]
DAYANG CHEM (HANGZHOU) CO.,LTD+86-88938639 +86-17705817739 · [email protected]
DONBOO AMINO ACID COMPANY13063595538 · [email protected]

Additional notes

DefinitionChEBI: The D-enantiomer of 5-hydroxytryptophan.

Related reactions

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
DTXSID
DTXSID40195863
ChEBI
CHEBI:43186
UNII
0ZQ5SQ239Q
EC Number
636-955-0
Nikkaji
J26.880A