N(alpha)-methyl-L-tryptophan (CHEBI:15334)

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CHEBI:15334 - N^α-methyl-L-tryptophan

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ChEBI Name	N^α-methyl-L-tryptophan

ChEBI ID	CHEBI:15334

ChEBI ASCII Name	N(alpha)-methyl-L-tryptophan

Definition	A N-methyl-L-α-amino acid that is the N^α-methyl derivative of L-tryptophan.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:6166, CHEBI:13058, CHEBI:21207

Supplier Information	No supplier information found for this compound.

Download	Molfile XML SDF

more structures >>

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The Resolver thinks Mol

E9M - Ideal conformer

RDKit 3D

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Time for openFile( E9M - Ideal conformer

RDKit 3D

30 31 0 0 0 0 0 0 0 0999 V2000

-1.3320 1.1900 -0.5230 N 0 0 0 0 0 0 0 0 0 0 0 0

-1.8640 -0.1470 -0.2300 C 0 0 2 0 0 0 0 0 0 0 0 0

0.3700 -1.0460 0.3570 C 0 0 0 0 0 0 0 0 0 0 0 0

0.8300 -2.1800 -0.1960 C 0 0 0 0 0 0 0 0 0 0 0 0

1.4810 -0.0910 0.3630 C 0 0 0 0 0 0 0 0 0 0 0 0

2.5730 -0.7620 -0.2170 C 0 0 0 0 0 0 0 0 0 0 0 0

-3.2940 -0.0280 0.2320 C 0 0 0 0 0 0 0 0 0 0 0 0

-3.6770 0.9920 0.7540 O 0 0 0 0 0 0 0 0 0 0 0 0

-1.0250 -0.8010 0.8690 C 0 0 0 0 0 0 0 0 0 0 0 0

1.6250 1.2280 0.7980 C 0 0 0 0 0 0 0 0 0 0 0 0

2.1450 -2.0290 -0.5450 N 0 0 0 0 0 0 0 0 0 0 0 0

2.8280 1.8610 0.6580 C 0 0 0 0 0 0 0 0 0 0 0 0

3.7890 -0.0980 -0.3490 C 0 0 0 0 0 0 0 0 0 0 0 0

3.9090 1.2030 0.0860 C 0 0 0 0 0 0 0 0 0 0 0 0

-1.7310 1.6340 -1.8660 C 0 0 0 0 0 0 0 0 0 0 0 0

-4.1410 -1.0560 0.0640 O 0 0 0 0 0 0 0 0 0 0 0 0

-1.6200 1.8560 0.1780 H 0 0 0 0 0 0 0 0 0 0 0 0

-1.8240 -0.7600 -1.1310 H 0 0 0 0 0 0 0 0 0 0 0 0

0.2490 -3.0780 -0.3430 H 0 0 0 0 0 0 0 0 0 0 0 0

-0.9840 -0.1400 1.7350 H 0 0 0 0 0 0 0 0 0 0 0 0

-1.4790 -1.7490 1.1570 H 0 0 0 0 0 0 0 0 0 0 0 0

0.7890 1.7460 1.2430 H 0 0 0 0 0 0 0 0 0 0 0 0

2.6930 -2.7120 -0.9610 H 0 0 0 0 0 0 0 0 0 0 0 0

2.9390 2.8810 0.9950 H 0 0 0 0 0 0 0 0 0 0 0 0

4.6360 -0.6010 -0.7920 H 0 0 0 0 0 0 0 0 0 0 0 0

4.8530 1.7170 -0.0180 H 0 0 0 0 0 0 0 0 0 0 0 0

-1.3970 2.6590 -2.0240 H 0 0 0 0 0 0 0 0 0 0 0 0

-1.2760 0.9840 -2.6130 H 0 0 0 0 0 0 0 0 0 0 0 0

-2.8160 1.5870 -1.9560 H 0 0 0 0 0 0 0 0 0 0 0 0

-5.0480 -0.9320 0.3760 H 0 0 0 0 0 0 0 0 0 0 0 0

7 2 1 0

7 8 2 0

2 1 1 0

2 9 1 0

1 15 1 0

10 12 1 0

10 5 2 0

9 3 1 0

12 14 2 0

5 3 1 0

5 6 1 0

3 4 2 0

14 13 1 0

6 13 2 0

6 11 1 0

4 11 1 0

7 16 1 0

1 17 1 0

2 18 1 6

4 19 1 0

9 20 1 0

9 21 1 0

10 22 1 0

11 23 1 0

12 24 1 0

13 25 1 0

14 26 1 0

15 27 1 0

15 28 1 0

15 29 1 0

16 30 1 0

M END): 18 ms

reading 30 atoms

ModelSet: haveSymmetry:false haveUnitcells:false haveFractionalCoord:false

1 model in this collection. Use getProperty "modelInfo" or getProperty "auxiliaryInfo" to inspect them.

Default Van der Waals type for model set to Babel

30 atoms created

ModelSet: not autobonding; use forceAutobond=true to force automatic bond creation

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Molfile expand

Formulae

C12H14N2O2
C12H14N2O2

Net Charge

Average Mass

218.256

Monoisotopic Mass

218.10553

InChI

InChI=1S/C12H14N2O2/c1-13-11(12(15)16)6-8-7-14-10-5-3-2-4-9(8)10/h2-5,7,11,13-14H,6H2,1H3,(H,15,16)/t11-/m0/s1

InChIKey

CZCIKBSVHDNIDH-NSHDSACASA-N

SMILES

C1(=CNC2=C1C=CC=C2)C[C@@H](C(=O)O)NC

Metabolite of Species	Details
Escherichia coli (NCBI:txid562)	See: PubMed

Roles Classification
Chemical Role(s):	Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound ) Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid )

Biological Role(s):	Escherichia coli metabolite Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.

View more via ChEBI Ontology

ChEBI Ontology
Outgoing	N^α-methyl-L-tryptophan (CHEBI:15334) has role Escherichia coli metabolite (CHEBI:76971) N^α-methyl-L-tryptophan (CHEBI:15334) is a N-methyl-L-α-amino acid (CHEBI:21752) N^α-methyl-L-tryptophan (CHEBI:15334) is a L-tryptophan derivative (CHEBI:47994) N^α-methyl-L-tryptophan (CHEBI:15334) is tautomer of N^α-methyl-L-tryptophan zwitterion (CHEBI:57283)

Incoming	N^α-methyl-L-tryptophan zwitterion (CHEBI:57283) is tautomer of N^α-methyl-L-tryptophan (CHEBI:15334)

IUPAC Name

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

Synonyms	Sources
Abrine	KEGG COMPOUND
L-Abrine	KEGG COMPOUND
N-methyl-L-tryptophan	ChemIDplus

Manual Xrefs	Databases
C00001331	KNApSAcK
C02983	KEGG COMPOUND
E9M	PDBeChem
View more database links

Registry Numbers	Types	Sources
526-31-8	CAS Registry Number	KEGG COMPOUND
526-31-8	CAS Registry Number	ChemIDplus

Last Modified

21 November 2019

CHEBI:15334 - Nα-methyl-L-tryptophan

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CHEBI:15334 - N^α-methyl-L-tryptophan