Np mrd loader

Showing NP-Card for 2-C-Methylaldotetronic acid (NP0044974)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-03-10 18:52:05 UTC
Updated at2022-03-10 22:16:55 UTC
NP-MRD IDNP0044974
Secondary Accession NumbersNone
Natural Product Identification
Common Name2-C-Methylaldotetronic acid
Description2-C-Methylaldotetronic acid, belongs to the class of organic compounds known as branched acids. 2-C-Methylaldotetronic acid is a naturally occurring organic compound found in plants such as cannabis and peyote. It is a lactone-forming acid (probably the erythro form) present in considerable amounts in cannabis plants (PMID: 6991645 ). There are two known 2-C-Methylaldotetronic acid isomers including L- and D- configurations. 2-C Methylaldotetronic acid is the open acid form of 2-c-methyl-Aldotetronolactone.
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0044974 (2-C-Methylaldotetronic acid)


  Mrv1652303192001283D          

 10  9  0  0  0  0            999 V2000
    0.9300   -1.5187   -0.2695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8777   -0.2571   -0.4186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7070    0.2557    0.3939 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6534    0.5888    0.6447 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6225   -0.0552   -0.2502 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0327    0.0662    0.3307 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8522    1.6323    0.5536 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6301    0.1486    1.8417 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5237    1.5470    0.2151 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7695    0.5144   -1.4893 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  2  3  1  0  0  0  0
  2  6  1  0  0  0  0
  3  5  1  0  0  0  0
  3  7  1  0  0  0  0
  4  5  1  0  0  0  0
  4  8  2  0  0  0  0
  4  9  1  0  0  0  0
  5 10  1  0  0  0  0
M  END
Download

3D MOL for NP0044974 (2-C-Methylaldotetronic acid)

     RDKit          3D

 20 19  0  0  0  0  0  0  0  0999 V2000
   -1.0153   -0.9658   -0.9580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5145   -0.3023    0.3033 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2194   -1.1622    1.1003 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6475    0.2239    1.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8329   -0.1155    2.2842 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5256    1.1234    0.4595 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3903    0.8527   -0.0811 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7894    1.4690    1.1156 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6470    0.3871   -0.7686 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3225   -0.5200    0.0575 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1172   -0.8497   -1.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5790   -0.5043   -1.8469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8127   -2.0542   -0.9845 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1038   -2.1014    0.8757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3376    2.1025    0.6471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1548    1.5585   -0.7378 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4021    0.7966    1.5532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4410   -0.1020   -1.7475 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3044    1.2798   -0.8718 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9172   -1.1160   -0.4708 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  1
  2  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  2  4  1  0
  4  6  1  0
  4  5  2  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  3 14  1  0
  7 16  1  6
  8 17  1  0
  9 18  1  0
  9 19  1  0
 10 20  1  0
  6 15  1  0
M  END
Download

3D SDF for NP0044974 (2-C-Methylaldotetronic acid)


  Mrv1652303192001283D          

 10  9  0  0  0  0            999 V2000
    0.9300   -1.5187   -0.2695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8777   -0.2571   -0.4186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7070    0.2557    0.3939 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6534    0.5888    0.6447 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6225   -0.0552   -0.2502 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0327    0.0662    0.3307 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8522    1.6323    0.5536 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6301    0.1486    1.8417 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5237    1.5470    0.2151 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7695    0.5144   -1.4893 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  2  3  1  0  0  0  0
  2  6  1  0  0  0  0
  3  5  1  0  0  0  0
  3  7  1  0  0  0  0
  4  5  1  0  0  0  0
  4  8  2  0  0  0  0
  4  9  1  0  0  0  0
  5 10  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0044974

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@](O)([C@@H](O)CO)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C5H10O5/c1-5(10,4(8)9)3(7)2-6/h3,6-7,10H,2H2,1H3,(H,8,9)/t3-,5+/m0/s1

> <INCHI_KEY>
UXJDESUVPBNUTB-WVZVXSGGSA-N

> <FORMULA>
C5H10O5

> <MOLECULAR_WEIGHT>
150.13

> <EXACT_MASS>
150.052823422

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
13.506372203947933

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S)-2,3,4-trihydroxy-2-methylbutanoic acid

> <ALOGPS_LOGP>
-1.71

> <JCHEM_LOGP>
-1.7163085406666667

> <ALOGPS_LOGS>
0.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.881251210332067

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.5261453566548537

> <JCHEM_PKA_STRONGEST_BASIC>
-2.985629963004815

> <JCHEM_POLAR_SURFACE_AREA>
97.99000000000001

> <JCHEM_REFRACTIVITY>
31.059299999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.77e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S)-2,3,4-trihydroxy-2-methylbutanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0044974 (2-C-Methylaldotetronic acid)

Download
PDB for NP0044974 (2-C-Methylaldotetronic acid)
HEADER    PROTEIN                                 19-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-MAR-20         0                                  
HETATM    1  C   UNK     0       0.930  -1.519  -0.270  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.878  -0.257  -0.419  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.707   0.256   0.394  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.653   0.589   0.645  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.623  -0.055  -0.250  0.00  0.00           C+0
HETATM    6  O   UNK     0      -3.033   0.066   0.331  0.00  0.00           O+0
HETATM    7  O   UNK     0      -0.852   1.632   0.554  0.00  0.00           O+0
HETATM    8  O   UNK     0       1.630   0.149   1.842  0.00  0.00           O+0
HETATM    9  O   UNK     0       2.524   1.547   0.215  0.00  0.00           O+0
HETATM   10  O   UNK     0       0.770   0.514  -1.489  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2    3    6                                                       
CONECT    3    2    5    7                                                  
CONECT    4    5    8    9                                                  
CONECT    5    1    3    4   10                                             
CONECT    6    2                                                            
CONECT    7    3                                                            
CONECT    8    4                                                            
CONECT    9    4                                                            
CONECT   10    5                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END

Download
3D PDB for NP0044974 (2-C-Methylaldotetronic acid)
Download
SMILES for NP0044974 (2-C-Methylaldotetronic acid)
C[C@@](O)([C@@H](O)CO)C(O)=O
Download
INCHI for NP0044974 (2-C-Methylaldotetronic acid)
InChI=1S/C5H10O5/c1-5(10,4(8)9)3(7)2-6/h3,6-7,10H,2H2,1H3,(H,8,9)/t3-,5+/m0/s1
Download
View in JSmol
Synonyms
ValueSource
2-Methyl-L-threonateGenerator
Chemical FormulaC5H10O5
Average Mass150.1300 Da
Monoisotopic Mass150.05282 Da
IUPAC Name(2R,3S)-2,3,4-trihydroxy-2-methylbutanoic acid
Traditional Name(2R,3S)-2,3,4-trihydroxy-2-methylbutanoic acid
CAS Registry NumberNot Available
SMILES
C[C@@](O)([C@@H](O)CO)C(O)=O
InChI Identifier
InChI=1S/C5H10O5/c1-5(10,4(8)9)3(7)2-6/h3,6-7,10H,2H2,1H3,(H,8,9)/t3-,5+/m0/s1
InChI KeyUXJDESUVPBNUTB-WVZVXSGGSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Cannabis sativaNULL
      Not Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as sugar acids and derivatives. Sugar acids and derivatives are compounds containing a saccharide unit which bears a carboxylic acid group.
KingdomOrganic compounds  
Super ClassOrganic oxygen compounds  
ClassOrganooxygen compounds  
Sub ClassCarbohydrates and carbohydrate conjugates  
Direct ParentSugar acids and derivatives  
Alternative Parents
Substituents
  • Beta-hydroxy acid
    • 

  • Branched fatty acid
    • 

  • Hydroxy fatty acid
    • 

  • Short-chain hydroxy acid
    • 

  • Methyl-branched fatty acid
    • 

  • Sugar acid
    • 

  • Alpha-hydroxy acid
    • 

  • Hydroxy acid
    • 

  • Fatty acyl
    • 

  • Monosaccharide
    • 

  • Fatty acid
    • 

  • Tertiary alcohol
    • 

  • Secondary alcohol
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid
    • 

  • Carboxylic acid derivative
    • 

  • Polyol
    • 

  • Organic oxide
    • 

  • Alcohol
    • 

  • Carbonyl group
    • 

  • Primary alcohol
    • 

  • Hydrocarbon derivative
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-1.7ALOGPS
logP-1.7ChemAxon
logS0.58ALOGPS
pKa (Strongest Acidic)3.53ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area97.99 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity31.06 m³·mol⁻¹ChemAxon
Polarizability13.51 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound102150672  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References