Dl-Tryptophan

HCID 1148CAS 27813-82-7
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Basic information

Standard SMILES
NC(Cc1c[nH]c2ccccc12)C(=O)O
InChIKey
QIVBCDIJIAJPQS-UHFFFAOYSA-N
Molecular formula
C11H12N2O2
Average molar mass
204.22 g/mol
Monoisotopic mass
204.08987762

Overview

Tryptophan is an alpha-amino acid that is alanine bearing an indol-3-yl substituent at position 3. It has a role as a Daphnia magna metabolite. It is a polar amino acid, an alpha-amino acid, an aromatic amino acid and an aminoalkylindole. It contains a 1H-indol-3-ylmethyl group. It is a conjugate base of a tryptophanium. It is a conjugate acid of a tryptophanate. It is a tautomer of a tryptophan zwitterion.

Names & identifiers

Preferred name
Dl-Tryptophan
IUPAC
2-amino-3-(1H-indol-3-yl)propanoic acid
English name
POLY-L-TRYPTOPHAN
Molecular formula
C11H12N2O2
Molecular weight
204.22518

Names & synonyms

DL-Tryptophan2-amino-3-(1H-indol-3-yl)propanoic acid(+-)-TryptophanTryptophan, DLTRYPTOPHAN, DL-CCRIS 719NSC 13118DTXSID0021418EINECS 200-194-9AI3-24395X9U7434L7ANSC-13118
Show more names
Poly(Try)POLY-L-TRYPTOPHANpoly-l-TryptophanMW1000-5000poly-L-tryptophan mol wt 15000-50000poly-L-tryptophan mol. wt. 1,000-5,000
DL-TRYPTOPHAN [FCC]DTXCID401418DLTrytophaneDL3betaIndolylalanineRefChem:589984DLalphaAmino3indolepropionic acid200-194-954-12-6

Database identifiers

CAS
27813-82-7、54-12-6、73-22-3
PubChem CID
1148
DTXSID
DTXSID0021418
ChEMBL
CHEMBL484901
ChEBI
CHEBI:27897
UNII
X9U7434L7A
EC Number
200-194-9
Nikkaji
J314.694D

Properties

Computed structural properties

XLogP
-1.1
Topological polar surface area
79.1 Ų
Hydrogen bond donors
3
Hydrogen bond acceptors
3
Rotatable bonds
3
Heavy atoms
15

Experimental & physicochemical properties

Chemical ClassesBiological Agents -> Amino Acids and Derivatives
LogP-1.05
Boiling Point289.00 to 291.00 °C. @ 760.00 mm Hg
Melting Point293 °C
Physical Description · 2 items

Beige powder; [Sigma-Aldrich MSDS]

Solid

Dissociation Constants · 2 items

2.3

9.3

Physicochemical properties

storage temp.
20 °C · −20°C
WGK Germany
3 · 3

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 77.8% (7 of 9) of all reports.

Warning

H315 (22.2%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 9 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazards SummaryIntraperitoneal LD50 (mouse) > 1,000 mg/kg; [RTECS] May cause irritation; [Sigma-Aldrich MSDS]
Hazard Classes and CategoriesSkin Irrit. 2 (22.2%)

Safety data

wgk
3

Chemistry & industry

Pharmacology

Cellular LocationsCytoplasm

Uses & manufacturing

UsesTryptophan is an essential amino acid; [Merck Index]

Suppliers6 total

武汉易泰科技有限公司上海分公司18930552037 · [email protected]
上海瀚鸿科技股份有限公司021-54306202 13764082696 · [email protected]
宝鸡缔都医药化工有限公司029-81145305 17791533577 · [email protected]
石家庄瑞田生化有限公司15831127780 · [email protected]
BOC Sciences+1-631-485-4226 · [email protected]
Additional notes · 1 item

DefinitionChEBI: Tryptophan is an alpha-amino acid that is alanine bearing an indol-3-yl substituent at position 3. It has a role as a Daphnia magna metabolite. It is an alpha-amino acid, an aminoalkylindole, a polar amino acid and an aromatic amino acid. It contains a 1H-indol-3-ylmethyl group. It is a conjugate base of a tryptophanium. It is a conjugate acid of a tryptophanate. It is a tautomer of a tryptophan zwitterion.

Related reactions

34 records
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Linked notes

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