Page last updated: 2024-12-04

abrine

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth

Description

abrine: from seeds of Abrus precatorius; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

N(alpha)-methyl-L-tryptophan : A N-methyl-L-alpha-amino acid that is the N(alpha)-methyl derivative of L-tryptophan. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

FloraRankFlora DefinitionFamilyFamily Definition
AbrusgenusA plant genus of the family FABACEAE whose members contain the highly toxic compound ABRIN.[MeSH]FabaceaeThe large family of plants characterized by pods. Some are edible and some cause LATHYRISM or FAVISM and other forms of poisoning. Other species yield useful materials like gums from ACACIA and various LECTINS like PHYTOHEMAGGLUTININS from PHASEOLUS. Many of them harbor NITROGEN FIXATION bacteria on their roots. Many but not all species of beans belong to this family.[MeSH]

Cross-References

ID SourceID
PubMed CID160511
CHEMBL ID552941
CHEBI ID15334
SCHEMBL ID18778
MeSH IDM0480913

Synonyms (47)

Synonym
BIDD:GT0591
BIDD:ER0516
526-31-8
l-abrine
C02983
abrine
n-methyl-l-tryptophan
N-METHYLTRYPTOPHAN ,
n-methyl-l-tryptophane
(2s)-3-(1h-indol-3-yl)-2-(methylamino)propanoic acid
n(alpha)-methyl-l-tryptophan
CHEBI:15334 ,
l-abrine, 99%
NCGC00142581-01
A-0100
nalpha-methyl-l-tryptophan
CHEMBL552941
(2s)-3-indol-3-yl-2-(methylamino)propanoic acid
unii-p57twl22ix
n-metil-l-triptofano
p57twl22ix ,
einecs 208-388-5
l-tryptophan, n-methyl-
AKOS015853699
abrine [mi]
(s)-3-(1h-indol-3-yl)-2-methylaminopropionic acid
S5828
CCG-214812
n-methyl tryptophan
SCHEMBL18778
(s)-3-(1h-indol-3-yl)-2-(methylamino)propanoic acid
nalpha-methyl-l-tryptophan, purum, >=98.0% (tlc)
nalpha-methyl-l-tryptophan, analytical standard
mfcd00005645
methyl-l-tryptophan
E9M ,
AS-35305
Q23804375
AM9355
n-methyl-tryptophan
CS-0016868
l-(+)-abrine
HY-N1436
h-metrp-oh
n-a-methyl-l-tryptophan
l-n-methyltryptophan
AC-34880

Research Excerpts

Pharmacokinetics

ExcerptReferenceRelevance
" The method was applied to a pharmacokinetic study of Abrus cantoniensis Hance in rats."( Simultaneous determination of abrine, hypaphorine, schaftoside and soyasaponin Bb in rat plasma by UPLC-MS/MS and its application to a pharmacokinetic study after oral administration of Abrus cantoniensis Hance extract.
Bu, Q; Huang, B; Li, C; Liu, C; Lu, P; Zhang, C, 2023
)
0.91

Dosage Studied

ExcerptRelevanceReference
" Following irradiation, the QCs were analyzed alongside non-irradiated QCs to determine analyte recovery between dosed and control samples."( The Effects of Gamma Irradiation on Chemical Biomarker Recovery from Mixed Chemical/Biological Threat Exposure Specimens.
Bagarozzi, DA; Carter, MD; Gursky, AK; Isenberg, SL; Johnson, RC; Laughlin, S; Mojica, MA; Moon, JL; Petway, M; Pirkle, JL; Rood, JE; Sheppard, CI, 2020
)
0.56
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
Escherichia coli metaboliteAny bacterial metabolite produced during a metabolic reaction in Escherichia coli.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (3)

ClassDescription
L-tryptophan derivativeA proteinogenic amino acid derivative resulting from reaction of L-tryptophan at the amino group or the carboxy group, or from the replacement of any hydrogen of L-tryptophan by a heteroatom.
N-methyl-L-alpha-amino acidAn non-proteinogenic L-alpha-amino acid in which the amino group bears one or more methyl groups.
N-methyl-L-alpha-amino acid zwitterionAn amino acid zwitterion obtained by transfer of a proton from the amino to the carboxy group of any N-methyl-L-alpha-amino acid; major species at pH 7.3.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (2)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, 2-oxoglutarate OxygenaseHomo sapiens (human)Potency15.84890.177814.390939.8107AID2147
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (12)

Assay IDTitleYearJournalArticle
AID422790Activity at 1.62 uM Aspergillus fumigatus CdpNPT assessed as compound conversion rate at 1 mM after 2 hrs by HPLC analysis in presence of dimethylallyl diphosphate relative to L-tryptophan2009Journal of natural products, Jan, Volume: 72, Issue:1
Substrate promiscuity of the cyclic dipeptide prenyltransferases from Aspergillus fumigatus ( section sign).
AID422792Activity at 1.62 uM Aspergillus fumigatus CdpNPT assessed as compound conversion rate at 1 mM after 16 hrs by HPLC analysis in presence of dimethylallyl diphosphate relative to L-tryptophan2009Journal of natural products, Jan, Volume: 72, Issue:1
Substrate promiscuity of the cyclic dipeptide prenyltransferases from Aspergillus fumigatus ( section sign).
AID977599Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM2013Molecular pharmacology, Jun, Volume: 83, Issue:6
Structure-based identification of OATP1B1/3 inhibitors.
AID422795Activity at 1.68 uM Aspergillus fumigatus FtmPT1 assessed as compound conversion rate at 1 mM after 16 hrs by HPLC analysis in presence of dimethylallyl diphosphate relative to L-tryptophan2009Journal of natural products, Jan, Volume: 72, Issue:1
Substrate promiscuity of the cyclic dipeptide prenyltransferases from Aspergillus fumigatus ( section sign).
AID977602Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM2013Molecular pharmacology, Jun, Volume: 83, Issue:6
Structure-based identification of OATP1B1/3 inhibitors.
AID422794Activity at 1.68 uM Aspergillus fumigatus FtmPT1 assessed as compound conversion rate at 1 mM after 2 hrs by HPLC analysis in presence of dimethylallyl diphosphate relative to L-tryptophan2009Journal of natural products, Jan, Volume: 72, Issue:1
Substrate promiscuity of the cyclic dipeptide prenyltransferases from Aspergillus fumigatus ( section sign).
AID681113TP_TRANSPORTER: inhibition of L-tryptophan uptake in Xenopus laevis oocytes2001The Journal of biological chemistry, May-18, Volume: 276, Issue:20
Expression cloning of a Na+-independent aromatic amino acid transporter with structural similarity to H+/monocarboxylate transporters.
AID681161TP_TRANSPORTER: inhibition of L-tryptophan uptake in Xenopus laevis oocytes2002Genomics, Jan, Volume: 79, Issue:1
The human T-type amino acid transporter-1: characterization, gene organization, and chromosomal location.
AID1347086qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lymphocytic Choriomeningitis Arenaviruses (LCMV): LCMV Primary Screen - GLuc reporter signal2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347083qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: Viability assay - alamar blue signal for LASV Primary Screen2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347082qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: LASV Primary Screen - GLuc reporter signal2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1159550Human Phosphogluconate dehydrogenase (6PGD) Inhibitor Screening2015Nature cell biology, Nov, Volume: 17, Issue:11
6-Phosphogluconate dehydrogenase links oxidative PPP, lipogenesis and tumour growth by inhibiting LKB1-AMPK signalling.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (19)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (5.26)18.7374
1990's0 (0.00)18.2507
2000's6 (31.58)29.6817
2010's7 (36.84)24.3611
2020's5 (26.32)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (5.26%)6.00%
Case Studies1 (5.26%)4.05%
Observational0 (0.00%)0.25%
Other17 (89.47%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]