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42438-90-4

42438-90-4 Structure

42438-90-4 Structure
IdentificationMore
[Name]

L-1,2,3,4-TETRAHYDRONORHARMAN-3-CARBOXYLIC ACID
[CAS]

42438-90-4
[Synonyms]

TCR
TNCA
L -CarL
H-TPI-OH
H-THNH(3)-OH
Lycoperodine 1
TNCA >=98% (HPLC)
RARECHEM BK PT 0088
CYCLOMETHYLTRYPTOPHAN
4-Tetrahydro-9H-pyrido[3
4-b]indole-3-carboxylic acid
L-TRYPTOLINE-3-CARBOXYLIC ACID
4-Tetrahydro-b-carboline-3-carboxylic acid
L-1,2,3,4-TETRAHYDRONORHARMAN-3-CARBOXYLIC ACID
1,2,3,4-TETRAHYDRONORHARMAN-L-3-CARBOXYLIC ACID
L-1,2,3,4-tetrahydronorharmane-3-carboxylic acid
9-Tetrahydro-1H-beta-carboline-3-carboxylic acid
L-1,2,3,4-Tetrahydro-β-carbolin-3-carboxylic acid
(S)-1,2,3,4-Tetrahydronorharmane-3-carboxylic acid
L-1,2,3,4-Tetrahydro-9H-pyrido[3,4-b]indole-3-carb
L-2,3,4-TETRAHYDRO-BETA-CARBOLINE-3-CARBOXYLIC ACID
2,3,4,9-Tetrahydro-1H-β-carboline-3-carboxylic acid
(S)-1,2,3,4-Tetrahydro-β-carboline-3-carboxylic acid
(3S)-1,2,3,4-Tetrahydro-β-carboline-3α-carboxylic acid
(3S)-1,3,4,9-tetrahydro-$b-carbolin-2-ium-3-carboxylate
(3S)-2,3,4,9-tetrahydro-1H-$b-carboline-3-carboxylic acid
(3S)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid
(3S)-2,3,4,9-Tetrahydro-1H-beta-carboline-3-carboxylic acid
(3S)-1,3,4,9-tetrahydropyrido[5,4-b]indol-2-ium-3-carboxylate
L-1,2,3,4-TETRAHYDRO-9H-PYRIDO[3,4-B]INDOLE-3-CARBOXYLIC ACID
(S)-2,3,4,9-TETRAHYDRO-1H-PYRIDO[3,4-B]INDOLE-3-CARBOXYLIC ACID
(3S)-1,2,3,4-Tetrahydro-9H-pyrido[3,4-b]indole-3-carboxylic acid
(3S)-2,3,4,9-tetrahydro-1H-pyrido[5,4-b]indole-3-carboxylic acid
(3S)-2,3,4,9-Tetrahydro-1H-pyrido[3,4-b]indole-3α-carboxylic acid
1H-Pyrido[3,4-b]indole-3-carboxylic acid, 2,3,4,9-tetrahydro-, (3S)-
L-1,2,3,4-Tetrahydro-9H-pyrido[3,4-b]indole-3-carboxylic acid, L-Tryptoline-3-carboxylic acid, H-Tpi-OH, L-1,2,3,4-Tetrahydro-b-carboline-3-carboxylic acid
[Molecular Formula]

C12H12N2O2
[MDL Number]

MFCD00272641
[Molecular Weight]

216.24
[MOL File]

42438-90-4.mol
Chemical PropertiesBack Directory
[Melting point ]

289 °C (dec.)(lit.)
[Boiling point ]

485.0±45.0 °C(Predicted)
[density ]

1.377±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

soluble1.5mg/mL, clear (Solvent: 0.1N HCl:DMSO (1:1); warmed)
[form ]

powder
[pka]

2.28±0.20(Predicted)
[color ]

white to beige
[Optical Rotation]

[α]/D -57 to -67°, c = 1 (in MeOH:1N HCl (1:1))
[InChIKey]

FSNCEEGOMTYXKY-JTQLQIEISA-N
[CAS DataBase Reference]

42438-90-4(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[WGK Germany ]

3
[HazardClass ]

IRRITANT
Hazard InformationBack Directory
[Chemical Properties]

White to off-white powder
[Uses]

Lycoperodine-1 (Cyclomethyltryptophan) is an active product that can be isolated from tomato fruits (Lycopersicon sculentum). Lycoperodine-1 act as an agonist of Ca2+ sensing receptors (CaSR)[1].
[Biochem/physiol Actions]

TNCA is a tryptophan derivative that binds the parathyroid Ca2+-sensing receptor (CaSR) extracellular domain (ECD) hinge region between two globular subdomains and acts as a high-affinity CaSR ligand (CaSRL) with co-agonist activity. TNCA is shown to potentiate both Mg++- and Ca++-evoked cellular calcium response (0.1-0.5 mM), as well as Mg++-evoked cellular ERK1/2 phosphorylation in CaSR-expressing HEK293 cells (0.5 mM). AC-265347 (Cat. No. SML0129), on the other hand, is a calcimimetic that functions as a CaSR agonist.
[References]

[1] Shoji Yahara, et al. Steroidal Alkaloid Glycosides from Tomato (Lycopersicon esculentum). J Nat Prod. 2004 Mar;67(3):500-2. DOI:10.1021/np030382x
Spectrum DetailBack Directory
[Spectrum Detail]

L-1,2,3,4-TETRAHYDRONORHARMAN-3-CARBOXYLIC ACID(42438-90-4)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

42438-90-4(sigmaaldrich)
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