N-methyl-L-methionine (CHEBI:44003)

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CHEBI:44003 - N-methyl-L-methionine

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ChEBI Name	N-methyl-L-methionine

ChEBI ID	CHEBI:44003

ChEBI ASCII Name	N-methyl-L-methionine

Definition	A methyl-L-methionine having the methyl group attached to the α-amino function.

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

Secondary ChEBI IDs	CHEBI:44001, CHEBI:21757

Supplier Information	ChemicalBook:CB1949856

Download	Molfile XML SDF

more structures >>

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The Resolver thinks Mol

MME - Ideal conformer

RDKit 3D

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RDKit 3D

23 22 0 0 0 0 0 0 0 0999 V2000

1.3740 -0.5000 1.1520 N 0 0 0 0 0 0 0 0 0 0 0 0

0.1710 0.3380 1.0730 C 0 0 2 0 0 0 0 0 0 0 0 0

-0.6870 0.1020 2.2880 C 0 0 0 0 0 0 0 0 0 0 0 0

-1.3850 0.9900 2.7170 O 0 0 0 0 0 0 0 0 0 0 0 0

-0.6180 -0.0200 -0.1870 C 0 0 0 0 0 0 0 0 0 0 0 0

0.2530 0.2200 -1.4210 C 0 0 0 0 0 0 0 0 0 0 0 0

-0.6820 -0.2050 -2.9150 S 0 0 0 0 0 0 0 0 0 0 0 0

0.5600 0.1660 -4.1820 C 0 0 0 0 0 0 0 0 0 0 0 0

-0.6760 -1.0950 2.8950 O 0 0 0 0 0 0 0 0 0 0 0 0

2.3950 0.2900 1.8530 C 0 0 0 0 0 0 0 0 0 0 0 0

1.7030 -0.6250 0.2070 H 0 0 0 0 0 0 0 0 0 0 0 0

0.4620 1.3880 1.0320 H 0 0 0 0 0 0 0 0 0 0 0 0

-0.9090 -1.0690 -0.1460 H 0 0 0 0 0 0 0 0 0 0 0 0

-1.5100 0.6020 -0.2460 H 0 0 0 0 0 0 0 0 0 0 0 0

0.5450 1.2690 -1.4610 H 0 0 0 0 0 0 0 0 0 0 0 0

1.1460 -0.4020 -1.3620 H 0 0 0 0 0 0 0 0 0 0 0 0

0.1470 -0.0410 -5.1690 H 0 0 0 0 0 0 0 0 0 0 0 0

0.8400 1.2170 -4.1190 H 0 0 0 0 0 0 0 0 0 0 0 0

1.4420 -0.4540 -4.0200 H 0 0 0 0 0 0 0 0 0 0 0 0

-1.2280 -1.2470 3.6740 H 0 0 0 0 0 0 0 0 0 0 0 0

3.3120 -0.2920 1.9380 H 0 0 0 0 0 0 0 0 0 0 0 0

2.5950 1.2030 1.2920 H 0 0 0 0 0 0 0 0 0 0 0 0

2.0350 0.5470 2.8490 H 0 0 0 0 0 0 0 0 0 0 0 0

1 2 1 0

1 10 1 0

1 11 1 0

2 3 1 0

2 5 1 0

2 12 1 6

3 4 2 0

3 9 1 0

5 6 1 0

5 13 1 0

5 14 1 0

6 7 1 0

6 15 1 0

6 16 1 0

7 8 1 0

8 17 1 0

8 18 1 0

8 19 1 0

9 20 1 0

10 21 1 0

10 22 1 0

10 23 1 0

M END): 18 ms

reading 23 atoms

ModelSet: haveSymmetry:false haveUnitcells:false haveFractionalCoord:false

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

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23 atoms created

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Formula

C6H13NO2S

Net Charge

Average Mass

163.240

Monoisotopic Mass

163.06670

InChI

InChI=1S/C6H13NO2S/c1-7-5(6(8)9)3-4-10-2/h5,7H,3-4H2,1-2H3,(H,8,9)/t5-/m0/s1

InChIKey

YAXAFCHJCYILRU-YFKPBYRVSA-N

SMILES

C(=O)([C@@H](NC)CCSC)O

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 )

View more via ChEBI Ontology

ChEBI Ontology
Outgoing	N-methyl-L-methionine (CHEBI:44003) is a N-methyl-L-α-amino acid (CHEBI:21752) N-methyl-L-methionine (CHEBI:44003) is a methyl-L-methionine (CHEBI:25268) N-methyl-L-methionine (CHEBI:44003) is tautomer of N-methyl-L-methionine zwitterion (CHEBI:61885)

Incoming	N-methyl-L-methionine zwitterion (CHEBI:61885) is tautomer of N-methyl-L-methionine (CHEBI:44003)

IUPAC Name

N-methyl-L-methionine

Synonyms	Sources
N-Me-L-Met	ChEBI
N-Me-L-Met-OH	ChEBI
N-Me-Met	ChEBI
N-Me-Met-OH	ChEBI
N-methylmethionine	ChEBI

Manual Xref	Database
MME	PDBeChem
View more database links

Registry Numbers	Types	Sources
42537-72-4	CAS Registry Number	ChemIDplus
6856058	Reaxys Registry Number	Reaxys

Citations

Salim AS (1987)
Gastric mucosal cytoprotection in the rat by cysteine.
The Journal of pharmacy and pharmacology 39, 553-555 [PubMed:2886627]
[show Abstract]

Lim H, Kappler F, Hai TT, Hampton A (1986)
Isozyme-specific enzyme inhibitors. 12. C- and N-methylmethionines as substrates and inhibitors of methionine adenosyltransferases of normal and hepatoma rat tissues.
Journal of medicinal chemistry 29, 1743-1748 [PubMed:3755757]
[show Abstract]

Last Modified

25 November 2019

CHEBI:44003 - N-methyl-L-methionine

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