UCSF

ZINC00105196

Substance Information

In ZINC since Heavy atoms Benign functionality
September 30th, 2005 12 Yes

Other Names:

"DL-Phenylalanine, 99%"

(+/-)-2-Amino-3-phenylpropionic acid

(-)-beta-Phenylalanine; (L)-Phenylalanine; (S)-(-)-Phenylalanine; (S)-2-amino-3-phenylpropanoate; (S)-2-amino-3-phenylpropanoic acid; (S)-2-Amino-3-phenylpropionate; (S)-2-Amino-3-phenylpropionic acid; (S)-alpha-Amino-benzenepropanoate; (S)-alpha-Amino-be

(-)-beta-Phenylalanine; (L)-Phenylalanine; (S)-(-)-Phenylalanine; (S)-2-Amino-3-phenylpropionate; (S)-2-Amino-3-phenylpropionic acid; (S)-2-amino-3-phenylpropanoate; (S)-2-amino-3-phenylpropanoic acid; (S)-Phenylalanine; (S)-alpha-Amino-benzenepropanoate

(-)-beta-Phenylalanine;(L)-Phenylalanine;(S)-(-)-Phenylalanine;(S)-2-amino-3-phenylpropanoate;(S)-2-amino-3-phenylpropanoic acid;(S)-2-Amino-3-phenylpropionate;(S)-2-Amino-3-phenylpropionic acid;(S)-alpha-Amino-benzenepropanoate;(S)-alpha-Amino-benzenepro

(-)-beta-Phenylalanine;(L)-Phenylalanine;(S)-(-)-Phenylalanine;(S)-2-Amino-3-phenylpropionate;(S)-2-Amino-3-phenylpropionic acid;(S)-2-amino-3-phenylpropanoate;(S)-2-amino-3-phenylpropanoic acid;(S)-Phenylalanine;(S)-alpha-Amino-benzenepropanoate;(S)-alph

(2S)-2-amino-3-phenylpropanoate; L-phenylalanine anion

(2S)-2-amino-3-phenylpropanoic acid

(2S)-2-ammonio-3-phenylpropanoate; L-phenylalanine

(L)-Phenylalanine

(L)-Phenylalanine; (S)-2-Amino-3-phenylpropanoic acid; (S)-2-Amino-3-phenylpropionic acid; (S)-Phenylalanine; (S)-alpha-Amino-benzenepropanoic acid; (S)-alpha-Amino-beta-phenylpropionic acid; (S)-alpha-Aminohydrocinnamic acid; 2-Amino-3-phenylpropionic ac

(S)-(-)-Phenylalanine

(S)-2-Amino-3,3-diphenylpropanoic acid

(S)-2-Amino-3-cyclohexylpropanoicacid

(S)-2-Amino-3-phenylpropanoic acid

(S)-2-Amino-3-phenylpropanoic acid hydrochloride

(S)-2-Amino-3-phenylpropanoicacidhydrochloride

(S)-2-Amino-3-phenylpropionic acid

(S)-2-Amino-3-phenylpropionic acid; 3-phenyl-L-alanine; PHENYLALANINE; beta-phenyl-L-alanine

(S)-alpha-Amino-benzenepropanoic acid

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

(S)-alpha-Aminohydrocinnamic acid

(S)-Phenylalanine

()-2-Amino-3-phenylpropionic acid

10549-09-4

150-30-1; C02057; DL-Phenylalanine; Phenylalanine; alpha-Amino-beta-phenylpropionic acid

150-30-1; nsc9959; phenylalanine

1f2p

1F9436B3-8B0D-4AC6-A004-4249B0BDA436

1usi

2,3,4,5,6-pentadeuteriophenylalanine

2-Amino-3-phenylpropanoic acid

2-Amino-3-phenylpropanoic acid hydrochloride

2-Amino-3-phenylpropionic acid, dl-; AI3-18436; Alanine, phenyl-, DL-; DL-2-Amino-3-phenylpropanoic acid; DL-3-Phenylalanine; DL-Phenylalanine; DL-alpha-Amino-beta-phenylpropionic acid; EINECS 205-756-7; FEMA No. 3726; LS-179016; NSC 9959; Phenylalanine

2-Amino-3-phenylpropionic acid, L-

3,3-Diphenyl-L-alanine

3-phenyl-L-alanine

3-Phenylalanine

3-[4-[bis(2-chloroethyl)amino]phenyl]-2-formamidopropanoic acid

303-47-9 OCHRATOXINA

32526-17-3

35849-41-3

3617-44-5

5297-02-9

63-91-2

63-91-2; D00021; L-Phenylalanine (JP16); Phenylalanine (USP/INN)

63-91-2; L-phenylalanine; endophenyl; phe; phenylalanine

673-06-3 D-PHENYL)

67675-33-6

752

78019_FLUKA

78019_SIGMA

801204-11-5

AB1003608

AC1L1LVU

AC1L1XF0

Alanine, 3-(p-(bis(2-chloroethyl)amino)phenyl)-N-formyl-, (-)-

ALANINE, 3-(p-(BIS(2-CHLOROETHYL)AMINO)PHENYL)-N-FORMYL-, L-

Alanine, 3-phenyl-

Alanine, 3-[p-[bis(2-chloroethyl)amino]phenyl]-N-formyl-, L-

Alanine, phenyl-, L-

alpha-Amino-beta-phenylpropionic acid, L-

alpha-Aminohydrocinnamic acid

alpha-Aminohydrocinnamic acid, L-

AmbotzHAA1121

Antibiotic FN 1636

Benzenepropanoic acid, alpha-amino-, (S)-

beta-Phenyl-L-alanine

beta-Phenylalanine

beta-Phenylalnine, (-)-

bmse000045

C00079

CB 3208

CCRIS 4254

CHEBI:17295

CHEBI:45079; CHEBI:44851; CHEBI:44885; CHEBI:13151; CHEBI:21370; CHEBI:6282

CHEMBL301523

CID37278

CID6140

D-alpha-Amino-beta-phenylpropionic acid

D-Phenylalanine

D00021

DAP000807

DB00120

DB02556

DL-Phenylalanine

DL-Phenylalanine [150-30-1]

DL-Phenylalanine, 99%

Dl-phenylalanine-15n

DL-PHENYLALANINE; [150-30-1]

DNC012968

EINECS 200-568-1

endophenyl

FEMA No. 3585

fenilalanina

Fenilalanina [Spanish]

H-DL-Phe-OH

H-Phe-OH

HSDB 1825

Hydrocinnamic acid, alpha-amino-

β-phenyl-L-alanine

JAN

L-3-(p-(Bis(2-chloroethyl)amino)phenyl)-N-formylalanine

L-Alanine, 3-(p-(bis(2-chloroethyl)amino)phenyl)-N-formyl-

L-Alanine, 3-(p-[bis(2-chloroethyl)amino]phenyl)-N-formyl-

L-Alanine, 3-phenyl-

L-Alanine, phenyl-

L-Antibiotic FN 1636

L-Diphenylalanine

L-PHENYL ALANINE (SEE ALSO 22839-47-0, ASPARTAME

L-phenylalaninate

L-Phenylalanine (H-Phe-OH)

L-Phenylalanine (JAN); Phenylalanine (INN

L-Phenylalanine (JP15)

L-Phenylalanine hydroChloride

L-phenylalanine zwitterion

L-Phenylalanine,

L-Phenylalanine, 4-(bis(2-chloroethyl)amino)-N-formyl- (9CI)

L-Phenylalanine, 4-[bis(2-chloroethyl)amino]-N-formyl-

L-Phenylalanine, 98.5+%

L-Phenylalanine, 98.5-101.0%, specified according to the requirements of USP

L-Phenylalanine, 99%

L-Phenylalaninehydrochloride

L-PHENYLALININE

L-phenylaniline

LS-1515

LS-15879

MFCD00053441

MFCD00063927

MFCD00064225

MFCD00064226

MFCD00064227

MFCD01631989

MFCD03791079

MolPort-001-757-101

N-Formyl-L-p-sarcolysin

N-Formyl-L-sarcolysin

N-Formylmelphalan

N/A

NA

NCGC00013103

NCGC00095047-01

NCGC00095047-02

NCGC00095047-03

NCGC00095047-04

nchembio.185-comp8

nchembio.186-comp89

nchembio.255-comp2

nchembio816-comp8

NCI9959

NCIStruc1_000204

NCIStruc2_000248

NSC 37024

NSC 79477

NSC-9959

NSC37024

P0134

P2126_SIAL

P5482_SIGMA

P8740_SIAL

P8740_SIGMA

Phe

phenylalanine

Phenylalanine (USP/INN)

Phenylalanine (VAN)

PHENYLALANINE L-

Phenylalanine [USAN:INN:JAN]

Phenylalanine, L-

phenylalanine-d5

Phenylalaninum

Phenylalaninum [Latin]

UNII-47E5O17Y3R

USAN

USP)

W358509_ALDRICH

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) -1.23 4.02 -34.63 3 3 0 68 165.192 3

Vendor Notes

Note Type Comments Provided By
Molecular_Solubility 2.051 Bitter DB
UniProt Database Links 135R_IIV6; 1A110_ARATH; 1A112_ARATH; 2ABB_RAT; 2ENR_CLOTY; 4F2_HUMAN; 4F2_MOUSE; 4F2_RABIT; 4F2_RAT; AADAT_HUMAN; AAP6_ARATH; AB2A_ARATH; AB9A_ARATH; ABCA3_DICDI; ABCA9_DICDI; ACE2_BOVIN; ACE2_FELCA; ACE2_HUMAN; ACE2_MOUSE; ACE2_PAGLA; ACE2_PONAB; ACE2_RA ChEBI
Melting_Point 227? dec. Alfa-Aesar
Melting_Point 227° dec. Alfa-Aesar
MP 227°dec. Matrix Scientific
MP 266-267 °C (dec.)(lit.) Indofine
Mp [°C] 270 - 275 Acros Organics
MP 270-275° Oakwood Chemical
ALOGPS_SOLUBILITY 4.14e+00 g/l DrugBank-nutriceuticals
Purity 95+% Matrix Scientific
Purity 97% APIChem
Purity 98% Fluorochem
UniProt Database Links ACE2_BOVIN; ACE2_FELCA; ACE2_HUMAN; ACE2_MOUSE; ACE2_PAGLA; ACE2_PONAB; ACE2_RAT; AMO_ECOLI; CDLS_BACLD; CDLS_BACSU; CDLS_PHOLL; CDLS_STAHJ; CDTS_MYCTU; CLPS_STRNR; DAPDH_CORGL; DAPDH_LYSSH; DAPDH_URETH; DHPH_BACBA; DHPH_LYSSH; DHPH_SPOUR; DHPH_THEIN; FAA ChEBI
Melting_Point ca 266? dec. Alfa-Aesar
Melting_Point ca 266° dec. Alfa-Aesar
Melting_Point ca 275? dec. Alfa-Aesar
Patent Database Links EP0823425; EP0928790; EP1291342; EP1568283; EP1609462; EP1616963; EP1627884; EP1632233; EP1657249; EP1762232; EP1849466; EP1869977; EP1870419; EP1983044; GB2068971; US2002013490; US2002106384; US2004034080; US2004101523; US2004106117; US2005014967; US2005 ChEBI
Warnings IRRITANT Matrix Scientific
Reactome Database Links REACT_111140; REACT_111222; REACT_120997; REACT_121130; REACT_13410; REACT_13479; REACT_13482; REACT_13642; REACT_13741; REACT_14843; REACT_15328; REACT_15462; REACT_19313; REACT_19377; REACT_2; REACT_25224; 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)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
CA2D1-1-E Voltage-gated Calcium Channel Alpha2/delta Subunit 1 (cluster #1 Of 4), Eukaryotic Eukaryotes 980 0.70 Binding ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
CA2D1_MOUSE O08532 Voltage-gated Calcium Channel Alpha2/delta Subunit 1, Mouse 977.237221 0.70 Binding ≤ 1μM
CA2D1_MOUSE O08532 Voltage-gated Calcium Channel Alpha2/delta Subunit 1, Mouse 977.237221 0.70 Binding ≤ 10μM

Direct Reactome Annotations (via ChEBI)

Description Species
Abnormal metabolism in phenylketonuria
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
Phenylalanine and tyrosine catabolism
Proton/oligonucleotide cotransporters
Tetrahydrobiopterin (BH4) synthesis, recycling, salvage and regulation
Tryptophan catabolism

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