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Showing NP-Card for alpha-Campholonic acid (NP0045574)

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Record Information
Version1.0
Created at2022-03-17 19:32:06 UTC
Updated at2022-03-17 19:32:06 UTC
NP-MRD IDNP0045574
Secondary Accession NumbersNone
Natural Product Identification
Common Namealpha-Campholonic acid
DescriptionAlpha-Campholonic acid, also known as a-campholonate, belongs to the class of organic compounds known as iridoids and derivatives. These are monoterpenes containing a skeleton structurally characterized by the presence of a cylopentane fused to a pyran ( forming a 4,7-dimethylcyclopenta[c]pyran), or a derivative where the pentane moiety is open. Alpha-Campholonic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0045574 (alpha-Campholonic acid)


  Mrv0541 02241212172D          

 13 13  0  0  0  0            999 V2000
   -4.4063    1.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9255    1.1164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4762    0.4245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6793    0.6381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6361    1.4619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6198    2.5545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7932    2.3096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7493    1.1596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7718   -0.3457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9442    1.9112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2091    1.5367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1660    0.7128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5172    1.9860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  6  1  0  0  0  0
  1  7  1  0  0  0  0
  2  8  1  0  0  0  0
  3  9  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
M  END
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3D MOL for NP0045574 (alpha-Campholonic acid)

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3D SDF for NP0045574 (alpha-Campholonic acid)

  Mrv0541 02241212172D          

 13 13  0  0  0  0            999 V2000
   -4.4063    1.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9255    1.1164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4762    0.4245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6793    0.6381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6361    1.4619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6198    2.5545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7932    2.3096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7493    1.1596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7718   -0.3457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9442    1.9112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2091    1.5367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1660    0.7128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5172    1.9860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  6  1  0  0  0  0
  1  7  1  0  0  0  0
  2  8  1  0  0  0  0
  3  9  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0045574

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1C(=O)CC(CC(O)=O)C1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C10H16O3/c1-6-8(11)4-7(5-9(12)13)10(6,2)3/h6-7H,4-5H2,1-3H3,(H,12,13)

> <INCHI_KEY>
VRCGDJCVKWWRME-UHFFFAOYSA-N

> <FORMULA>
C10H16O3

> <MOLECULAR_WEIGHT>
184.2322

> <EXACT_MASS>
184.109944378

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
19.548043813196138

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(2,2,3-trimethyl-4-oxocyclopentyl)acetic acid

> <ALOGPS_LOGP>
1.82

> <JCHEM_LOGP>
1.5850240906666668

> <ALOGPS_LOGS>
-1.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.638479008276498

> <JCHEM_PKA_STRONGEST_BASIC>
-7.421816648518034

> <JCHEM_POLAR_SURFACE_AREA>
54.370000000000005

> <JCHEM_REFRACTIVITY>
48.0596

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.68e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2,2,3-trimethyl-4-oxocyclopentyl)acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0045574 (alpha-Campholonic acid)
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PDB for NP0045574 (alpha-Campholonic acid)
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -8.225   3.281   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -9.194   2.084   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.356   0.792   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.868   1.191   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.787   2.729   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -8.624   4.768   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -7.081   4.311   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -10.732   2.165   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -8.907  -0.645   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -5.496   3.568   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.124   2.869   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -4.043   1.331   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -2.832   3.707   0.000  0.00  0.00           O+0
CONECT    1    2    5    6    7                                             
CONECT    2    1    3    8                                                  
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    1    4   10                                                  
CONECT    6    1                                                            
CONECT    7    1                                                            
CONECT    8    2                                                            
CONECT    9    3                                                            
CONECT   10    5   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

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3D PDB for NP0045574 (alpha-Campholonic acid)
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SMILES for NP0045574 (alpha-Campholonic acid)
CC1C(=O)CC(CC(O)=O)C1(C)C
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INCHI for NP0045574 (alpha-Campholonic acid)
InChI=1S/C10H16O3/c1-6-8(11)4-7(5-9(12)13)10(6,2)3/h6-7H,4-5H2,1-3H3,(H,12,13)
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Synonyms
ValueSource
a-CampholonateGenerator
a-Campholonic acidGenerator
alpha-CampholonateGenerator
Α-campholonateGenerator
Α-campholonic acidGenerator
Chemical FormulaC10H16O3
Average Mass184.2322 Da
Monoisotopic Mass184.10994 Da
IUPAC Name2-(2,2,3-trimethyl-4-oxocyclopentyl)acetic acid
Traditional Name(2,2,3-trimethyl-4-oxocyclopentyl)acetic acid
CAS Registry Number24268-17-5
SMILES
CC1C(=O)CC(CC(O)=O)C1(C)C
InChI Identifier
InChI=1S/C10H16O3/c1-6-8(11)4-7(5-9(12)13)10(6,2)3/h6-7H,4-5H2,1-3H3,(H,12,13)
InChI KeyVRCGDJCVKWWRME-UHFFFAOYSA-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
Salvia officinalisFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as iridoids and derivatives. These are monoterpenes containing a skeleton structurally characterized by the presence of a cylopentane fused to a pyran ( forming a 4,7-dimethylcyclopenta[c]pyran), or a derivative where the pentane moiety is open.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassMonoterpenoids  
Direct ParentIridoids and derivatives  
Alternative Parents
Substituents
  • Monocyclic monoterpenoid
    • 

  • 11-noriridane monoterpenoid
    • 

  • Cyclic ketone
    • 

  • Ketone
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid
    • 

  • Carboxylic acid derivative
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic 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
logP1.82ALOGPS
logP1.59ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)4.64ChemAxon
pKa (Strongest Basic)-7.4ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area54.37 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity48.06 m³·mol⁻¹ChemAxon
Polarizability19.55 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB001460  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound57455196  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available