CAS 526-31-8|L-(+)-Abrine

Introduction:Basic information about CAS 526-31-8|L-(+)-Abrine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameL-(+)-Abrine
CAS Number526-31-8Molecular Weight218.252
Density1.3±0.1 g/cm3Boiling Point439.1±35.0 °C at 760 mmHg
Molecular FormulaC12H14N2O2Melting Point>300 °C (dec.)(lit.)
MSDSChineseUSAFlash Point219.4±25.9 °C
Symbol
GHS07
Signal WordWarning

Names

NameNα-methyl-L-tryptophan
SynonymMore Synonyms

L-(+)-Abrine BiologicalActivity

DescriptionL-(+)-Abrine, a lethal albumin found in Abrus precatorius seeds, is an acute toxic alkaloid and chemical marker for abrin.
Related CatalogSignaling Pathways >>Others >>OthersNatural Products >>AlkaloidResearch Areas >>Others
In VitroL-(+)-Abrine is a marker for abrin poisoning. A strong indication for abrin poisoning is the presence of the chemical maker L-(+)-Abrine, which can survive metabolism in significant amounts making it detectable in human urine[1].
In VivoAbrin is a toxic protein found in the jequirity seed. L-(+)-Abrine (L-Abrine) is also found in the jequirity seed and can be used as a biomarker for abrin exposure. An animal study is designed to monitor the excretion and recovery of L-(+)-Abrine in 20 rats. The animals are exposed to one of three concentrations of L-(+)-Abrine, a single high concentration of L-tryptophan, or no agent (control). The low L-(+)-Abrine dose corresponds to 0.63 LD50 i.p. abrin in mice, assuming a concentration ratio of 1:4 of abrin to L-(+)-Abrine and an LD50 for abrin of 20 μg/kg. The mid and high L-(+)-Abrine (250 and 400 μg/kg) doses are included to ensure that the target analyte can be detected and tracked over the course of the experiment[2].
Animal AdminRats[2] Twenty male Wistar rats, approximately 6-7 weeks of age and weighing approximately 175-200 g upon receipt, are used. A total of 12 rats are dosed intramuscularly with L-(+)-Abrine at 0.63, 3.13, and 5 times the expected Abrin LD50 of 20 μg/kg. Although no toxin is used here, the concentration of the biomarker is increased by a factor of 4 to estimate an equivalent level of toxin, assuming that Labrine is present in rosary peas at a concentration four times greater that the toxin abrin. A total of 12 rats are dosed intramuscularly with L-(+)-Abrine: four at approximately 50 μg/kg body weight (bw), four at 250 μg/kg bw, and four at 400 μg/kg bw. Four control rats are dosed with water, which is the vehicle for all dosing experiments. Another four rats are dosed intraperitoneally with 20,000 μg/kg L-tryptophan to verify that endogenous L-tryptophan is not metabolized to L-(+)-Abrine[2].
References

[1]. Cho H, et al. A portable and chromogenic enzyme-based sensor for detection of abrin poisoning. Biosens Bioelectron. 2014 Apr 15;54:667-73.

[2]. Johnson RC, et al. Quantification of L-abrine in human and rat urine: a biomarker for the toxin abrin. J Anal Toxicol. 2009 Mar;33(2):77-84.

Chemical & Physical Properties

Density1.3±0.1 g/cm3
Boiling Point439.1±35.0 °C at 760 mmHg
Melting Point>300 °C (dec.)(lit.)
Molecular FormulaC12H14N2O2
Molecular Weight218.252
Flash Point219.4±25.9 °C
Exact Mass218.105530
PSA65.12000
LogP1.18
Vapour Pressure0.0±1.1 mmHg at 25°C
Index of Refraction1.649
InChIKeyCZCIKBSVHDNIDH-NSHDSACASA-N
SMILESCNC(Cc1c[nH]c2ccccc12)C(=O)O

Safety Information

Symbol
GHS07
Signal WordWarning
Hazard StatementsH302-H312-H332
Precautionary StatementsP280
Personal Protective Equipmentdust mask type N95 (US);Eyeshields;Gloves
Hazard CodesXn: Harmful;
Risk PhrasesR20/21/22
Safety PhrasesS36
RIDADRNONH for all modes of transport
WGK Germany3
HS Code2933990090

Customs

HS Code2933990090
Summary2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Synonyms

a-Methylamino-b-(3-indole)propionic Acid
N-ME-TRYPTOPHAN
L-N-Methyltryptophan
N-Methyl-L-tryptophan
L-Tryptophan, N-methyl-
H-METRP-OH
L-Abrine
Abrine
L-2-methyltryptophan
EINECS 208-388-5
ABRINE,L
N-methyl-tryptophan
N-α-Methyl-L-trytophan
N(α)-methyl-L-tryptophan
N(α)-methyl-L-tryptophan zwitterion
N(alpha)-methyl-L-tryptophan
MFCD00005645
Nα-Methyl-L-tryptophan
N-ME-TRP-OH HCL
N-ME-TRP-OH
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