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Showing NP-Card for (-)-inositol (NP0174243)

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Record Information
Version2.0
Created at2022-09-03 11:28:02 UTC
Updated at2022-09-03 11:28:02 UTC
NP-MRD IDNP0174243
Secondary Accession NumbersNone
Natural Product Identification
Common Name(-)-inositol
DescriptionInositol, also known as quercinitol or scyllitol, belongs to the class of organic compounds known as cyclohexanols. Cyclohexanols are compounds containing an alcohol group attached to a cyclohexane ring. Inositol is an extremely weak basic (essentially neutral) compound (based on its pKa). Inositol exists in all living organisms, ranging from bacteria to humans. In humans, inositol is involved in inositol phosphate metabolism. Outside of the human body, Inositol has been detected, but not quantified in, several different foods, such as chinese chives, agars, other bread, hickory nuts, and horseradish. (-)-inositol is found in Aconitum japonicum, Actinidia chinensis, Aegialitis annulata, Allium chinense, Anaphalis lactea, Angelica acutiloba, Annona squamosa, Apocynum venetum, Artemia salina, Cajanus cajan, Callicarpa pedunculata, Camellia sinensis, Campanula glomerata, Campanula persicifolia, Camptotheca acuminata, Cannabis sativa, Centella asiatica, Ceratonia siliqua, Chamaemelum nobile, Combretum micranthum, Cornus florida, Croton celtidifolius, Croton cortesianus, Cyclocarya paliurus, Daphnia magna, Detarium microcarpum, Duhaldea cappa, Tetradium glabrifolium, Tetradium daniellii, Euphorbia humifusa, Eysenhardtia platycarpa, Fagopyrum esculentum, Glycine max, Helinus integrifolius, Homo sapiens, Hyssopus officinalis, Lonicera bournei, Maclura pomifera, Marsdenia tomentosa, Mosla dianthera, Mus musculus, Mutisia acuminata, Nelumbo nucifera, Olea europaea, Petasites formosanus, Peucedanum japonicum, Phaseolus vulgaris, Pinus pinaster, Planchonella vitiensis, Pogostemon cablin, Primula veris, Prunus persica, Samadera indica, Quercus salicina, Salacia chinensis, Salsola collina, Sandoricum indicum, Siraitia grosvenorii, Stereocaulon ramulosum, Streptomyces albidoflavus, Taxus mairei, Tecoma stans, Trifolium incarnatum, Vahlia capensis and Viscum album. This could make inositol a potential biomarker for the consumption of these foods.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0174243 ((-)-inositol)


  Mrv1652310061713522D          

 12 12  0  0  0  0            999 V2000
    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
  2  1  1  0  0  0  0
  3  1  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
  6  5  1  0  0  0  0
  7  1  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
M  END
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3D MOL for NP0174243 ((-)-inositol)

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3D SDF for NP0174243 ((-)-inositol)

  Mrv1652310061713522D          

 12 12  0  0  0  0            999 V2000
    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
  2  1  1  0  0  0  0
  3  1  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
  6  5  1  0  0  0  0
  7  1  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
M  END
> <DATABASE_ID>
NP0174243

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1C(O)C(O)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C6H12O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-12H

> <INCHI_KEY>
CDAISMWEOUEBRE-UHFFFAOYSA-N

> <FORMULA>
C6H12O6

> <MOLECULAR_WEIGHT>
180.1559

> <EXACT_MASS>
180.063388116

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
16.133739641827653

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
cyclohexane-1,2,3,4,5,6-hexol

> <ALOGPS_LOGP>
-2.59

> <JCHEM_LOGP>
-3.782009652

> <ALOGPS_LOGS>
0.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.908097249605351

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.285497953856298

> <JCHEM_PKA_STRONGEST_BASIC>
-3.645759838065448

> <JCHEM_POLAR_SURFACE_AREA>
121.38000000000001

> <JCHEM_REFRACTIVITY>
35.77499999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.85e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(-)-inositol

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0174243 ((-)-inositol)
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PDB for NP0174243 ((-)-inositol)
HEADER    PROTEIN                                 06-OCT-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-OCT-17         0                                  
HETATM    1  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -1.334   2.310   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  -0.770   0.000  0.00  0.00           O+0
CONECT    1    2    3    7                                                  
CONECT    2    1    4    8                                                  
CONECT    3    1    5    9                                                  
CONECT    4    2    6   10                                                  
CONECT    5    3    6   11                                                  
CONECT    6    4    5   12                                                  
CONECT    7    1                                                            
CONECT    8    2                                                            
CONECT    9    3                                                            
CONECT   10    4                                                            
CONECT   11    5                                                            
CONECT   12    6                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

Download
3D PDB for NP0174243 ((-)-inositol)
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SMILES for NP0174243 ((-)-inositol)
OC1C(O)C(O)C(O)C(O)C1O
Download
INCHI for NP0174243 ((-)-inositol)
InChI=1S/C6H12O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-12H
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View in JSmol
Synonyms
ValueSource
1,2,3,4,5,6-CyclohexanehexolChEBI
InositolsChEBI
QuercinitolMeSH
ScyllitolMeSH
Scyllo-inositolMeSH
(1R,2R,3R,4R,5R,6R)-1,2,3,4,5,6-CyclohexanehexolMeSH
AZD-103MeSH
ELND005MeSH
Chemical FormulaC6H12O6
Average Mass180.1559 Da
Monoisotopic Mass180.06339 Da
IUPAC Namecyclohexane-1,2,3,4,5,6-hexol
Traditional Name(-)-inositol
CAS Registry NumberNot Available
SMILES
OC1C(O)C(O)C(O)C(O)C1O
InChI Identifier
InChI=1S/C6H12O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-12H
InChI KeyCDAISMWEOUEBRE-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 22.53 MHz, D2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Aconitum japonicumLOTUS Database
Actinidia chinensisLOTUS Database
Aegialitis annulataLOTUS Database
Allium chinenseLOTUS Database
Anaphalis lacteaLOTUS Database
Angelica acutilobaLOTUS Database
Annona squamosaLOTUS Database
Apocynum venetumLOTUS Database
Artemia salinaLOTUS Database
Cajanus cajanLOTUS Database
Callicarpa pedunculataLOTUS Database
Camellia sinensisLOTUS Database
Campanula glomerataLOTUS Database
Campanula persicifoliaLOTUS Database
Camptotheca acuminataLOTUS Database
Cannabis sativaLOTUS Database
Centella asiaticaLOTUS Database
Ceratonia siliquaLOTUS Database
Chamaemelum nobileLOTUS Database
Combretum micranthumLOTUS Database
Cornus floridaLOTUS Database
Croton celtidifoliusLOTUS Database
Croton cortesianusLOTUS Database
Cyclocarya paliurusLOTUS Database
Daphnia magnaLOTUS Database
Detarium microcarpumLOTUS Database
Duhaldea cappaLOTUS Database
Euodia fargesiiLOTUS Database
Euodia hupehensisLOTUS Database
Euphorbia humifusaLOTUS Database
Eysenhardtia platycarpaLOTUS Database
Fagopyrum esculentumLOTUS Database
Glycine maxLOTUS Database
Helinus integrifoliusLOTUS Database
Homo sapiensLOTUS Database
Hyssopus officinalis L.LOTUS Database
Lonicera bournei Hemsl.LOTUS Database
Maclura pomiferaLOTUS Database
Marsdenia tomentosaLOTUS Database
Mosla diantheraLOTUS Database
Mus musculusLOTUS Database
Mutisia acuminataLOTUS Database
Nelumbo nuciferaLOTUS Database
Olea europaeaLOTUS Database
Petasites formosanusLOTUS Database
Peucedanum japonicumLOTUS Database
Phaseolus vulgarisLOTUS Database
Pinus pinasterLOTUS Database
Planchonella vitiensisLOTUS Database
Pogostemon cablinLOTUS Database
Primula verisLOTUS Database
Prunus persicaLOTUS Database
Quassia indicaLOTUS Database
Quercus salicinaLOTUS Database
Salacia chinensisLOTUS Database
Salsola collinaLOTUS Database
Sandoricum indicumLOTUS Database
Siraitia grosvenoriiLOTUS Database
Stereocaulon ramulosumLOTUS Database
Streptomyces albidoflavusLOTUS Database
Taxus maireiLOTUS Database
Tecoma stansLOTUS Database
Trifolium incarnatumLOTUS Database
Vahlia capensisLOTUS Database
Viscum albumLOTUS 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
    • 

  • Sugar alcohol
    • 

  • Cyclitol or derivatives
    • 

  • Cyclic alcohol
    • 

  • Polyol
    • 

  • 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-2.6ALOGPS
logP-3.8ChemAxon
logS0.43ALOGPS
pKa (Strongest Acidic)12.29ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area121.38 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity35.78 m³·mol⁻¹ChemAxon
Polarizability16.13 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0155830  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB030285  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkInositol  
METLIN IDNot Available
PubChem Compound892  
PDB IDNot Available
ChEBI ID24848  
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]