NP-MRD: Showing NP-Card for hexahomomethionine s-oxide (NP0213194)

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Record Information

Version

2.0

Created at

2022-09-05 12:06:15 UTC

Updated at

2022-09-05 12:06:15 UTC

NP-MRD ID

NP0213194

Secondary Accession Numbers

None

Natural Product Identification

Common Name

hexahomomethionine s-oxide

Description

Hexahomomethionine S-oxide 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). Hexahomomethionine S-oxide is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. hexahomomethionine s-oxide is found in Arabidopsis thaliana. Based on a literature review very few articles have been published on hexahomomethionine S-oxide.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 39 38  0  0  0  0  0  0  0  0999 V2000
    3.7290    1.6878    0.9177 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9268    0.6324    0.2619 S   0  0  0  0  0  3  0  0  0  0  0  0
    5.7243    1.3357   -1.0369 O   0  0  0  0  0  1  0  0  0  0  0  0
    4.5099   -0.9967   -0.1331 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4566   -1.1253   -1.1606 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1546   -0.5361   -0.7548 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6167   -1.1759    0.5015 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3272   -0.5383    0.8777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7300   -0.6800   -0.1898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9638    0.0205    0.3997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1225   -0.0413   -0.5718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2849    0.6757    0.1048 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9776    2.0376    0.4052 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4616    0.5246   -0.7769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1248    1.4948   -1.2178 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8534   -0.7543   -1.1355 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2218    2.3645    1.7062 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3103    2.3832    0.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8757    1.2416    1.4378 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2195   -1.6120    0.7850 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4443   -1.4804   -0.5727 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7462   -0.6180   -2.1260 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2635   -2.1865   -1.4645 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1279    0.5527   -0.6435 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3834   -0.8158   -1.5657 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3318   -1.0804    1.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5152   -2.2608    0.2866 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4427    0.5749    1.0319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1138   -0.9565    1.8085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9184   -1.7455   -0.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4447   -0.1617   -1.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6528    1.0391    0.6371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2205   -0.5399    1.3221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3598   -1.0964   -0.7728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8854    0.5175   -1.4953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5484    0.1730    1.0702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7861    2.6646    0.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4092    2.0748    1.2544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4697   -1.5934   -0.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  6
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 16  1  0
 14 15  2  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  1
 13 37  1  0
 13 38  1  0
 16 39  1  0
M  CHG  2   2   1   3  -1
M  END


  Mrv1652309052214062D          

 16 15  0  0  0  0            999 V2000
    5.4730    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    3.5724    0.0000 S   0  3  0  0  0  0  0  0  0  0  0  0
    6.1875    2.7474    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    6.9020    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6164    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3309    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0454    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7599    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4743    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1888    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9033    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6177    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6177    4.8099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3322    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0467    3.9849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3322    2.7474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
M  CHG  2   2   1   3  -1
M  END
> <DATABASE_ID>
NP0213194

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[S+]([O-])CCCCCCCCC(N)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H23NO3S/c1-16(15)9-7-5-3-2-4-6-8-10(12)11(13)14/h10H,2-9,12H2,1H3,(H,13,14)

> <INCHI_KEY>
QRXRWDDFTQIZAV-UHFFFAOYSA-N

> <FORMULA>
C11H23NO3S

> <MOLECULAR_WEIGHT>
249.37

> <EXACT_MASS>
249.139864779

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
28.732256622679575

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-10-methanesulfinyldecanoic acid

> <JCHEM_LOGP>
-1.824375400979649

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.682329822012667

> <JCHEM_PKA_STRONGEST_BASIC>
9.526557997110931

> <JCHEM_POLAR_SURFACE_AREA>
80.39

> <JCHEM_REFRACTIVITY>
66.9923

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-10-methanesulfinyldecanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      10.216   7.438   0.000  0.00  0.00           C+0
HETATM    2  S   UNK     0      11.550   6.668   0.000  0.00  0.00           S+1
HETATM    3  O   UNK     0      11.550   5.128   0.000  0.00  0.00           O-1
HETATM    4  C   UNK     0      12.884   7.438   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.217   6.668   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.551   7.438   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      16.885   6.668   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      18.218   7.438   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      19.552   6.668   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      20.886   7.438   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      22.219   6.668   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      23.553   7.438   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      23.553   8.978   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      24.887   6.668   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      26.220   7.438   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      24.887   5.128   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

View in JSmol

Synonyms

Value	Source
2-Amino-10-(methylsulfinyl)decanoic acid	ChEBI
Hexahomo-met S-oxide	ChEBI
2-Amino-10-(methylsulfinyl)decanoate	Generator
2-Amino-10-(methylsulphinyl)decanoate	Generator
2-Amino-10-(methylsulphinyl)decanoic acid	Generator

Chemical Formula

C₁₁H₂₃NO₃S

Average Mass

249.3700 Da

Monoisotopic Mass

249.13986 Da

IUPAC Name

2-amino-10-methanesulfinyldecanoic acid

Traditional Name

2-amino-10-methanesulfinyldecanoic acid

CAS Registry Number

Not Available

SMILES

C[S+]([O-])CCCCCCCCC(N)C(O)=O

InChI Identifier

InChI=1S/C11H23NO3S/c1-16(15)9-7-5-3-2-4-6-8-10(12)11(13)14/h10H,2-9,12H2,1H3,(H,13,14)

InChI Key

QRXRWDDFTQIZAV-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
Arabidopsis thaliana	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
Sulfoxide
Amino acid
Sulfinyl compound
Monocarboxylic acid or derivatives
Carboxylic acid
Organic oxide
Organopnictogen compound
Organic oxygen compound
Primary amine
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Carbonyl group
Amine
Organic nitrogen compound
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

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	-1.8	ChemAxon
pKa (Strongest Acidic)	2.68	ChemAxon
pKa (Strongest Basic)	9.53	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	80.39 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	66.99 m³·mol⁻¹	ChemAxon
Polarizability	28.73 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

58164182

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

121232643

PDB ID

Not Available

ChEBI ID

91226

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for hexahomomethionine s-oxide (NP0213194)

MOL for NP0213194 (hexahomomethionine s-oxide)

3D MOL for NP0213194 (hexahomomethionine s-oxide)

3D SDF for NP0213194 (hexahomomethionine s-oxide)

3D-SDF for NP0213194 (hexahomomethionine s-oxide)

PDB for NP0213194 (hexahomomethionine s-oxide)

3D PDB for NP0213194 (hexahomomethionine s-oxide)

SMILES for NP0213194 (hexahomomethionine s-oxide)

INCHI for NP0213194 (hexahomomethionine s-oxide)

Structure for NP0213194 (hexahomomethionine s-oxide)

3D Structure for NP0213194 (hexahomomethionine s-oxide)