Np mrd loader

Showing NP-Card for pinitol (NP0275000)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-09-08 22:36:05 UTC
Updated at2022-09-08 22:36:06 UTC
NP-MRD IDNP0275000
Secondary Accession NumbersNone
Natural Product Identification
Common Namepinitol
Description6-Methoxycyclohexane-1,2,3,4,5-pentol, also known as 2-O-methylchiroinositol or quebrachitol, belongs to the class of organic compounds known as cyclohexanols. Cyclohexanols are compounds containing an alcohol group attached to a cyclohexane ring. pinitol is found in Abies pindrow, Acer oblongum, Acrostichum speciosum, Allophylus edulis, Ammopiptanthus mongolicus, Anaphalis sinica, Apuleia leiocarpa, Arachis hypogaea, Aristolochia arcuata, Aristolochia gigantea, Artemisia gmelinii, Artemisia iwayomogi, Artemisia suksdorfii, Astragalus macropus, Astragalus sieversianus, Bauhinia purpurea, Cicer arietinum, Cordia boissieri, Croton bonplandianus, Croton celtidifolius, Croton cortesianus, Cyclopia falcata, Dalbergia lanceolaria, Detarium microcarpum, Diospyros melanoxylon, Erophaca baetica, Erythrophleum fordii, Fagonia indica, Genista corsica, Genista ephedroides, Gliricidia sepium, Glycine max, Glycyrrhiza glabra, Harpullia arborea, Harpullia pendula, Heterobasidion annosum, Hippophae rhamnoides, Lathyrus odoratus, Dorycnium hirsutum, Macrozamia riedlei, Magonia pubescens, Mandevilla martiana, Medicago sativa, Melicope micrococca, Onobrychis viciifolia, Petiveria alliacea, Pinus pinaster, Pinus ponderosa, Platycladus orientalis, Sarcophyte sanguinea, Senna multijuga, Simmondsia chinensis, Tadehagi triquetrum, Tamarindus indica, Taxus baccata, Tithonia diversifolia, Tribulus cistoides, Trifolium repens, Viscum album and Zanha africana. 6-Methoxycyclohexane-1,2,3,4,5-pentol is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0275000 (pinitol)


  Mrv1652310081706492D          

 13 13  0  0  0  0            999 V2000
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  2  1  0  0  0  0
  9  3  1  0  0  0  0
 10  4  1  0  0  0  0
 11  5  1  0  0  0  0
 12  6  1  0  0  0  0
 13  1  1  0  0  0  0
 13  7  1  0  0  0  0
M  END
Download

3D MOL for NP0275000 (pinitol)

     RDKit          3D

 27 27  0  0  0  0  0  0  0  0999 V2000
    3.2520    0.2025    0.4350 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0478   -0.2892    0.9226 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9590    0.1096    0.1395 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0747    0.9592    0.9677 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6428    2.2565    0.9968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3409    1.0465    0.5541 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7184    2.3491    0.1540 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7513    0.1007   -0.5315 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1339   -0.0729   -0.4553 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1258   -1.2525   -0.1875 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6573   -2.2818   -0.9196 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3488   -1.1106   -0.4472 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9570   -2.2892    0.0256 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0443   -0.1645    1.1162 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2269    1.3138    0.5645 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4472   -0.1117   -0.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3855    0.7377   -0.6917 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1394    0.6141    2.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0544    2.9310    0.6274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0201    0.8265    1.4313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5277    2.5081   -0.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4903    0.4329   -1.5451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4007   -1.0220   -0.3985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2610   -1.3787    0.9181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6456   -3.1027   -0.3317 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4861   -1.1397   -1.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0072   -2.1727    1.0204 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 12  1  0
 12 13  1  0
 12 10  1  0
 10 11  1  0
 10  8  1  0
  8  9  1  0
  8  6  1  0
  6  7  1  0
  6  4  1  0
  4  5  1  0
  4  3  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  3 17  1  6
 12 26  1  6
 13 27  1  0
 10 24  1  1
 11 25  1  0
  8 22  1  6
  9 23  1  0
  6 20  1  1
  7 21  1  0
  4 18  1  1
  5 19  1  0
M  END
Download

3D SDF for NP0275000 (pinitol)


  Mrv1652310081706492D          

 13 13  0  0  0  0            999 V2000
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  2  1  0  0  0  0
  9  3  1  0  0  0  0
 10  4  1  0  0  0  0
 11  5  1  0  0  0  0
 12  6  1  0  0  0  0
 13  1  1  0  0  0  0
 13  7  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0275000

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1C(O)C(O)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C7H14O6/c1-13-7-5(11)3(9)2(8)4(10)6(7)12/h2-12H,1H3

> <INCHI_KEY>
DSCFFEYYQKSRSV-UHFFFAOYSA-N

> <FORMULA>
C7H14O6

> <MOLECULAR_WEIGHT>
194.183

> <EXACT_MASS>
194.079038171

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
18.078138734817284

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-methoxycyclohexane-1,2,3,4,5-pentol

> <ALOGPS_LOGP>
-2.67

> <JCHEM_LOGP>
-3.138883148333333

> <ALOGPS_LOGS>
0.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.999964550804691

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.360891065931447

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6457717234067664

> <JCHEM_POLAR_SURFACE_AREA>
110.38000000000001

> <JCHEM_REFRACTIVITY>
40.526199999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.44e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
pinitol

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0275000 (pinitol)

Download
PDB for NP0275000 (pinitol)
HEADER    PROTEIN                                 08-OCT-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-OCT-17         0                                  
HETATM    1  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2    3    4    8                                                  
CONECT    3    2    5    9                                                  
CONECT    4    2    6   10                                                  
CONECT    5    3    7   11                                                  
CONECT    6    4    7   12                                                  
CONECT    7    5    6   13                                                  
CONECT    8    2                                                            
CONECT    9    3                                                            
CONECT   10    4                                                            
CONECT   11    5                                                            
CONECT   12    6                                                            
CONECT   13    1    7                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

Download
3D PDB for NP0275000 (pinitol)
Download
SMILES for NP0275000 (pinitol)
COC1C(O)C(O)C(O)C(O)C1O
Download
INCHI for NP0275000 (pinitol)
InChI=1S/C7H14O6/c1-13-7-5(11)3(9)2(8)4(10)6(7)12/h2-12H,1H3
Download
View in JSmol
Synonyms
ValueSource
2-O-MethylchiroinositolMeSH
QuebrachitolMeSH
2-O-Methyl-chiro-inositolMeSH
Quebrachitol, (L-chiro)-isomerMeSH
PinitolMeSH
Pinitol, (D)-isomerMeSH
Chemical FormulaC7H14O6
Average Mass194.1830 Da
Monoisotopic Mass194.07904 Da
IUPAC Name6-methoxycyclohexane-1,2,3,4,5-pentol
Traditional Namepinitol
CAS Registry NumberNot Available
SMILES
COC1C(O)C(O)C(O)C(O)C1O
InChI Identifier
InChI=1S/C7H14O6/c1-13-7-5(11)3(9)2(8)4(10)6(7)12/h2-12H,1H3
InChI KeyDSCFFEYYQKSRSV-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Abies pindrowLOTUS Database
Acer oblongumLOTUS Database
Acrostichum speciosumLOTUS Database
Allophylus edulisLOTUS Database
Ammopiptanthus mongolicusLOTUS Database
Anaphalis sinicaLOTUS Database
Apuleia leiocarpaLOTUS Database
Arachis hypogaeaLOTUS Database
Aristolochia arcuataLOTUS Database
Aristolochia giganteaLOTUS Database
Artemisia gmeliniiLOTUS Database
Artemisia iwayomogiLOTUS Database
Artemisia suksdorfiiLOTUS Database
Astragalus macropusLOTUS Database
Astragalus sieversianusLOTUS Database
Bauhinia purpureaLOTUS Database
Cicer arietinumLOTUS Database
Cordia boissieriLOTUS Database
Croton bonplandianusLOTUS Database
Croton celtidifoliusLOTUS Database
Croton cortesianusLOTUS Database
Cyclopia falcataLOTUS Database
Dalbergia lanceolariaLOTUS Database
Detarium microcarpumLOTUS Database
Diospyros melanoxylonLOTUS Database
Erophaca baeticaLOTUS Database
Erythrophleum fordiiLOTUS Database
Fagonia indicaLOTUS Database
Genista corsicaLOTUS Database
Genista ephedroidesLOTUS Database
Gliricidia sepiumLOTUS Database
Glycine maxLOTUS Database
Glycyrrhiza glabraLOTUS Database
Harpullia arboreaLOTUS Database
Harpullia pendulaLOTUS Database
Heterobasidion annosumLOTUS Database
Hippophae rhamnoidesLOTUS Database
Lathyrus odoratusLOTUS Database
Lotus hirsutusLOTUS Database
Macrozamia riedleiLOTUS Database
Magonia pubescensLOTUS Database
Mandevilla martianaLOTUS Database
Medicago sativaLOTUS Database
Melicope micrococcaLOTUS Database
Onobrychis viciifoliaLOTUS Database
Petiveria alliaceaLOTUS Database
Pinus pinasterLOTUS Database
Pinus ponderosaLOTUS Database
Platycladus orientalisLOTUS Database
Sarcophyte sanguineaLOTUS Database
Senna multijugaLOTUS Database
Simmondsia chinensisLOTUS Database
Tadehagi triquetrumLOTUS Database
Tamarindus indicaLOTUS Database
Taxus baccataLOTUS Database
Tithonia diversifoliaLOTUS Database
Tribulus cistoidesLOTUS Database
Trifolium repensLOTUS Database
Viscum albumLOTUS Database
Zanha africanaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cyclohexanols. Cyclohexanols are compounds containing an alcohol group attached to a cyclohexane ring.
KingdomOrganic compounds  
Super ClassOrganic oxygen compounds  
ClassOrganooxygen compounds  
Sub ClassAlcohols and polyols  
Direct ParentCyclohexanols  
Alternative Parents
Substituents
  • Cyclohexanol
    • 

  • Cyclitol or derivatives
    • 

  • Cyclic alcohol
    • 

  • Polyol
    • 

  • Ether
    • 

  • Dialkyl ether
    • 

  • Hydrocarbon derivative
    • 

  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
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-2.7ALOGPS
logP-3.1ChemAxon
logS0.45ALOGPS
pKa (Strongest Acidic)12.36ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area110.38 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity40.53 m³·mol⁻¹ChemAxon
Polarizability18.08 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0163545  
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 Compound230881  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]