NP-MRD: Showing NP-Card for trihomomethionine (NP0299508)

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Record Information

Version

2.0

Created at

2022-09-10 11:22:18 UTC

Updated at

2022-09-10 11:22:19 UTC

NP-MRD ID

NP0299508

Secondary Accession Numbers

None

Natural Product Identification

Common Name

trihomomethionine

Description

Trihomomethionine belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Trihomomethionine is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. trihomomethionine is found in Daphnia pulex. trihomomethionine was first documented in 2001 (PMID: 11133994). Based on a literature review very few articles have been published on Trihomomethionine.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 29 28  0  0  0  0  0  0  0  0999 V2000
    4.7113    0.5744   -0.7075 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4120    0.0372    0.4355 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1520   -0.9005   -0.4504 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1024   -1.3201    0.5431 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5078   -0.0918    1.1776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1405    0.8304    0.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2514    0.2074   -0.5943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3922   -0.2963    0.2171 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3566   -0.8611   -0.7335 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0728    0.7244    1.0149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4975    1.3862    1.9183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4152    1.0290    0.8202 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7295    1.6836   -0.6731 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6917    0.1708   -0.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4464    0.2298   -1.7143 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7671   -0.3023   -1.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6427   -1.7816   -0.9339 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5165   -1.9988    1.3191 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2833   -1.8205   -0.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2016   -0.3854    1.9893 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3505    0.4584    1.6920 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6229    1.1678   -0.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4441    1.7705    0.6999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6511    0.9645   -1.3267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8393   -0.6249   -1.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0518   -1.1686    0.8289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1737   -1.2851   -0.2415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7567   -0.0131   -1.2385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6917    1.6158    0.0367 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 12  1  0
 10 11  2  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  3 16  1  0
  3 17  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  1
  9 27  1  0
  9 28  1  0
 12 29  1  0
M  END

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0       4.263   4.001   0.000  0.00  0.00           C+0
HETATM    2  S   UNK     0       5.596   4.771   0.000  0.00  0.00           S+0
HETATM    3  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.264   4.771   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.597   4.001   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.931   4.771   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.265   4.001   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.598   4.771   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      13.598   6.311   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      14.932   4.001   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      16.266   4.771   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      14.932   2.461   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END

View in JSmol

Synonyms

Value	Source
2-Amino-7-(methylsulfanyl)heptanoic acid	ChEBI
L-Trihomomethionine	Kegg
2-Amino-7-(methylsulfanyl)heptanoate	Generator
2-Amino-7-(methylsulphanyl)heptanoate	Generator
2-Amino-7-(methylsulphanyl)heptanoic acid	Generator

Chemical Formula

C₈H₁₇NO₂S

Average Mass

191.2900 Da

Monoisotopic Mass

191.09800 Da

IUPAC Name

2-amino-7-(methylsulfanyl)heptanoic acid

Traditional Name

trihomomethionine

CAS Registry Number

Not Available

SMILES

CSCCCCCC(N)C(O)=O

InChI Identifier

InChI=1S/C8H17NO2S/c1-12-6-4-2-3-5-7(9)8(10)11/h7H,2-6,9H2,1H3,(H,10,11)

InChI Key

UKDJCWUSWYBRDM-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Daphnia pulex	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids

Alternative Parents

Substituents

Alpha-amino acid
Medium-chain fatty acid
Thia fatty acid
Fatty acid
Fatty acyl
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Thioether
Sulfenyl compound
Dialkylthioether
Amine
Organic oxygen compound
Primary amine
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Primary aliphatic amine
Organopnictogen compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

methyl sulfide (CHEBI:50711 )
sulfur-containing amino acid (CHEBI:50711 )
non-proteinogenic alpha-amino acid (CHEBI:50711 )
Amino fatty acids (C17221 )
an α amino acid (CPDQT-404 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-0.78	ChemAxon
pKa (Strongest Acidic)	2.73	ChemAxon
pKa (Strongest Basic)	9.53	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	63.32 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	51.43 m³·mol⁻¹	ChemAxon
Polarizability	21.92 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0341435

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

11290587

KEGG Compound ID

C17221

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

22266650

PDB ID

Not Available

ChEBI ID

50711

Good Scents ID

Not Available

References

General References

Hansen CH, Wittstock U, Olsen CE, Hick AJ, Pickett JA, Halkier BA: Cytochrome p450 CYP79F1 from arabidopsis catalyzes the conversion of dihomomethionine and trihomomethionine to the corresponding aldoximes in the biosynthesis of aliphatic glucosinolates. J Biol Chem. 2001 Apr 6;276(14):11078-85. doi: 10.1074/jbc.M010123200. Epub 2000 Dec 22. [PubMed:11133994 ]
LOTUS database [Link]

Showing NP-Card for trihomomethionine (NP0299508)

MOL for NP0299508 (trihomomethionine)

3D MOL for NP0299508 (trihomomethionine)

3D SDF for NP0299508 (trihomomethionine)

3D-SDF for NP0299508 (trihomomethionine)

PDB for NP0299508 (trihomomethionine)

3D PDB for NP0299508 (trihomomethionine)

SMILES for NP0299508 (trihomomethionine)

INCHI for NP0299508 (trihomomethionine)

Structure for NP0299508 (trihomomethionine)

3D Structure for NP0299508 (trihomomethionine)