UCSF

ZINC00083315

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
September 30th, 2005 15 Yes

Popular Name: L-Tryptophan L-Tryptophan

Find On: PubMed — Wikipedia — Google

CAS Numbers: 153-94-6 , 1954/12/6 , 54-12-6 , 5789-24-2 , 6912-86-3; 73-22-3 , 73-22-3 , 73-22-3 ['L'] , [54-12-6] , [73-22-3]

Other Names:

"DL-Tryptophan, 99%"

(+-)-Tryptophan; AI3-24395; CCRIS 719; DL-Tryptophan; DL-Trytophan; DL-Trytophane; DL-alpha-Amino-3-indolepropionic acid; EINECS 200-194-9; LS-7746; NSC 13118; Racemic Tryptophan; Tryptophan

(+-)-Tryptophan;(+/-)-2-Amino-3-(3-indolyl)propionic acid;(+/-)-alpha-Amino-3-indolepropionic acid;DL-2-Amino-3-indolepropionic acid;DL-3beta-Indolylalanine;DL-alpha-Amino-3-indolepropionic acid;DL-Tryptophan;Racemic tryptophan

(+/-)-2-Amino-3-(3-indolyl)propionic acid

(-)-Tryptophan

(-)-tryptophan; (2S)-2-amino-3-(1H-indol-3-yl)propanoate; (2S)-2-amino-3-(1H-indol-3-yl)propanoic acid; (l)-tryptophan; (S)-1H-Indole-3-alanine; (S)-2-Amino-3-(3-indolyl)propionic acid; (S)-a-Amino-1H-indole-3-propanoate; (S)-a-Amino-1H-indole-3-propanoic

(-)-tryptophan;(2S)-2-amino-3-(1H-indol-3-yl)propanoate;(2S)-2-amino-3-(1H-indol-3-yl)propanoic acid;(L)-tryptophan;(S)-1H-Indole-3-alanine;(S)-2-Amino-3-(3-indolyl)propionic acid;(S)-a-Amino-1H-indole-3-propanoate;(S)-a-Amino-1H-indole-3-propanoic acid;(

(2S)-2-amino-3-(1H-indol-3-yl)propanoate; L-tryptophan anion

(2S)-2-Amino-3-(1H-indol-3-yl)propanoic acid

(2S)-2-amino-3-(1H-indol-3-yl)propanoic acid; (S)-alpha-amino-1H-indole-3-propanoic acid; (S)-tryptophan; L-(-)-tryptophan; L-beta-3-indolylalanine; TRYPTOPHAN

(2S)-2-ammonio-3-(1H-indol-3-yl)propanoate; L-tryptophan

(±)-Tryptophan

(L)-TRYPTOPHAN

(L)-TRYPTOPHAN; (S)-Tryptophan; (S)-alpha-Amino-1H-indole-3-propanoic acid; (S)-alpha-Amino-beta-(3-indolyl)-propionic acid; (S)-alpha-Aminoindole-3-propionic acid; 1-beta-3-Indolylalanine; 1H-Indole-3-alanine; 1H-Indole-3-alanine (VAN); 1H-Indole-3-alani

(S)-(-)-2-Amino-3-(3-indolyl)propionic Acid

(S)-(-)-Tryptopha n

(S)-(-)-Tryptophan

(S)-2-Amino-3-(1H-indol-3-yl)propanoic acid

(S)-2-Amino-3-(3-indolyl)propionic acid

(S)-a-Amino-1H-indole-3-propanoic acid

(S)-a-Amino-b-indolepropionic acid

(S)-a-Aminoindole-3-propionic acid

(S)-alpha-Amino-1H-indole-3-propanoic acid

(S)-alpha-amino-beta-(3-indolyl)-propionic acid

(S)-alpha-Amino-beta-indolepropionic acid

(S)-alpha-Aminoindole-3-propionic acid

(S)-Tryptophan

(S)-Tryptophan 1H-Indole-3-alanine, (S)-

(±)-2-Amino-3-(3-indolyl)propionic acid

1-beta-3-Indolylalanine

151A3008-4CFE-40C9-AC0B-467EF0CB50EA

1beta-3-Indolylalanine

1H-Indole-3-alanine

1H-Indole-3-alanine (VAN)

1H-Indole-3-alanine, (S)-

1H-Indole-3-propanoic acid, alpha-amino-, (S)-

1qaw

2-amino-3-(1h-indol-3-yl)propanoic acid

2-Amino-3-(lH-indol-3-yl)-propanoic acid

2-amino-3-indol-3-ylpropionic acid

2-amino-3-indolylpropanic acid; 6912-86-3; 73-22-3; L-tryptophan; trofan; trp; tryptacin; tryptophan

2-Amino-3-indolylpropanoic acid

2-ammonio-3-(1H-indol-3-yl)propanoate

2a4m

3-beta-Indolylalanine

3-Indol-3-ylalanine

54-12-6; C00806; Tryptophan; alpha-Amino-beta-(3-indolyl)-propionic acid

6912-86-3

73-22-3

73-22-3; D00020; L-Tryptophan (JP16); Tryptophan (USP/INN)

80206-30-0

93659_FLUKA

93659_SIGMA

AC-17050

AC1L1M8F

AC1Q4U80

AI3-18478

Alanine, 3-indol-3-yl

Alanine, 3-indol-3-yl-

alpha'-Amino-3-indolepropionic acid

alpha-Amino-3-indolepropionic acid, L-

alpha-amino-beta-(3-indolyl)-pr opionic acid

alpha-Amino-beta-(3-indolyl)-propionic acid

Alti-Tryptophan

Ardeytropin

BB_NC-1911

Bis(L-tryptophanato(O,N))copper(II); Copper, bis(L-tryptophanato-N,O)-, (SP-4-1)-; L-Tryptophan, copper complex; LS-54858

bmse000050

C00078

CCRIS 617

CHEBI:16828

CHEBI:184633; CHEBI:45988; CHEBI:21407; CHEBI:46125; CHEBI:46086; CHEBI:46225; CHEBI:13178; CHEBI:6310

CHEMBL54976

CID6305

D00020

DAP001316

DB00150

DB03225

DivK1c_000457

DL-2-Amino-3-(3-indolyl)propionic acid

DL-tryptophan

DL-Tryptophan, 99%

EH 121

EINECS 200-795-6

EU-0101183

H-DL-Trp-OH

H-Trp-OH

HMS501G19

HSDB 4142

IDI1_000457

Indoe-3-propionic acid, alpha-amino-

Indole-3-alanine

Indole-3-propionic acid, alpha-amino-

INN)

Kalma

KBio1_000457

L(-)-Tryptophan

L(-)-Tryptophan, 99%

L-(-)-Tryptophan

L-(-)-Tryptophane

l-a-Aminoindole-3-propionic acid

L-Alanine, 3-(1H-indol-3-yl)-

L-alpha-amino-3-indolepropionic acid

L-alpha-Aminoindole-3-propionic acid

l-b-3-Indolylalanine

L-beta-3-Indolylalanine

L-Trp

L-Tryptofan

L-Tryptophan (9CI)

L-Tryptophan (JAN); Tryptophan (INN

L-Tryptophan (JAN); Tryptophan (USAN

L-Tryptophan (JP15)

L-Tryptophan mixt. with L-ascorbic acid & 5-hydroxy-6-methyl-3,4-pyridinedimethanol hydrochloride; L-Tryptophan, mixt. with L-ascorbic acid and 5-hydroxy-6-methyl-3,4-pyridinedimethanolhydrochloride; LS-158120; Optimax

L-TRYPTOPHAN SIGMA GRADE

L-tryptophan zwitterion

L-Tryptophan [73-22-3]

L-Tryptophan, 99%

L-TRYPTOPHAN; [73-22-3]

L-tryptophanate

L-Tryptophane

L-Ttp

LS-1622

LS-185087

LTR

Lyphan

MFCD00064339

MFCD00064340

MLS001056750

MolPort-001-794-499

MT1

NA

NCGC00015994-01

NCGC00094437-01

NCGC00094437-02

NCGC00094437-03

nchembio.107-comp2

nchembio.186-comp94

NChemBio.2007.20-comp7

nchembio.212-comp12

NCI-C01729

NINDS_000457

NSC 13119

Optimax

Pacitron

Phenylthiohydantoin-tryptophan

Propionic acid, 2-amino-3-indol-3-yl

Propionic acid, 2-amino-3-indol-3-yl-

QB-3235

S(-)-1-alpha-Aminoindole-3-propionic acid

Sedanoct

SMR000326686

T 0254

T0254_SIAL

T0541

T4196_SIAL

T4196_SIGMA

T8941_SIGMA

triptofano

Triptofano [Spanish]

trofan

trp

TRP NH3+ COOH

TRP-01

tryptacin

Tryptan

tryptophan

Tryptophan (H-3)

Tryptophan (USP/INN)

Tryptophan (VAN)

tryptophan zwitterion

Tryptophan [USAN:INN]

Tryptophan, L-

Tryptophan, L- (8CI)

Tryptophane

Tryptophane [French]

Tryptophanum

Tryptophanum [Latin]

UNII-8DUH1N11BX

USAN

USP

USP)

WV

Download: MOL2 SDF SMILES Flexibase

Annotations

Vendors

Physical Representations

Type pH range xlogP Des A‑Pol Apolar desolvation (kcal/mol) Des Pol Polar desolvation (kcal/mol) H Don H-bond donors H Acc H-bond acceptors Chg Net charge tPSA (Ų) MWT Molecular weight (g/mol) RB Rotatable bonds DL
Ref Reference (pH 7) -1.08 4.08 -32.56 4 4 0 84 204.229 3 ↓
Hi High (pH 8-9.5) -1.08 3.78 -48.1 3 4 -1 82 203.221 3 ↓

Vendor Notes

Note Type Comments Provided By
UniProt Database Links 043R_FRG3G; 3CP2_STRSQ; 4F2_HUMAN; 4F2_MOUSE; 4F2_RABIT; 4F2_RAT; 7DMAW_ASPFU; AADAT_BOVIN; AADAT_HUMAN; AADAT_MOUSE; AADAT_RAT; AAKG3_HUMAN; AAP3_ARATH; AAP6_ARATH; AATM_BOVIN; AATM_CHICK; AATM_HORSE; AATM_HUMAN; AATM_MACFA; AATM_MOUSE; AATM_PIG; AATM_PO ChEBI
ALOGPS_SOLUBILITY 1.36e+00 g/l DrugBank-nutriceuticals
SOLUBILITY 20% NH3: 0.1 g/mL at 20 °C, clear, colorless Indofine
Mp [°C] 280 - 285 Acros Organics
Melting_Point 280? 285? Alfa-Aesar
Melting_Point 280° 285° Alfa-Aesar
MP 282 - 285 Enamine Building Blocks
MP 282...285 Enamine Building Blocks
MP 289-290 °C (dec.)(lit.) Indofine
MP 289-290° Matrix Scientific
UniProt Database Links 7DMAW_ASPFU; AATM_BOVIN; AATM_CHICK; AATM_HORSE; AATM_HUMAN; AATM_MACFA; AATM_MOUSE; AATM_PIG; AATM_PONAB; AATM_RABIT; AATM_RAT; AATM_XENTR; DAPDH_CORGL; DAPDH_URETH; DDC_BOVIN; DDC_CAEEL; DDC_CATRO; DDC_CAVPO; DDC_DROLE; DDC_DROME; DDC_DROSI; DDC_HUMAN ChEBI
purity 9.500000000000000e+001 Enamine Building Blocks Enamine Building Blocks
Purity 95% Fluorochem
Purity 97% Fluorochem
Purity 97+% Matrix Scientific
Purity 98% Fluorochem
Purity 99% APIChem
Therapy antidepressant, nutrient SMDC Pharmakon
therap antidepressant, nutrient; LD50(rat) 1634 mg/kg ip MicroSource Spectrum
Melting_Point ca 280? dec. Alfa-Aesar
Melting_Point ca 280° dec. Alfa-Aesar
PUBCHEM_PATENT_ID EP0187037A2; EP0367393A2; US4816466; US4871842; US4954625; US5021439 IBM Patent Data
Patent Database Links EP1103600; EP1275730; EP1568283; EP1609462; EP1616963; EP1627884; EP1632233; EP1634881; EP1637185; EP1649857; EP1762232; EP1774858; EP1849466; EP1869977; EP1983044; US2004034080; US2005159312; US2006223760; US2007197430; US2007219157; US2007249541; WO2005 ChEBI
Warnings IRRITANT Matrix Scientific
Reactome Database Links REACT_1007; REACT_11113; REACT_111140; REACT_111222; REACT_13410; REACT_13482; REACT_13642; REACT_14843; REACT_15343; REACT_15352; REACT_15412; REACT_19313; REACT_19377; REACT_23860; REACT_75867; REACT_75920 ChEBI
S phrase S24/25: Avoid contact with skin and eyes. Acros Organics
Notes USP, pyrogen free Apollo Scientific Bioactives

Activity (Go SEA)

Direct Reactome Annotations (via ChEBI)

Description Species
Amino acid transport across the plasma membrane
Antigen Presentation: Folding, assembly and peptide loading of class I MHC
Antigen processing: Ubiquitination & Proteasome degradation
Cross-presentation of soluble exogenous antigens (endosomes)
Cytosolic tRNA aminoacylation
Endosomal/Vacuolar pathway
ER-Phagosome pathway
Glutathione synthesis and recycling
Mitochondrial tRNA aminoacylation
Na+/Cl- dependent neurotransmitter transporters
Proton/oligonucleotide cotransporters
Serotonin and melatonin biosynthesis
Tryptophan catabolism

Analogs ( Draw Identity 99% 90% 80% 70% )