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Showing NP-Card for octahydroindolizine-1,2-diol (NP0209494)

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Record Information
Version2.0
Created at2022-09-05 06:55:45 UTC
Updated at2022-09-05 06:55:45 UTC
NP-MRD IDNP0209494
Secondary Accession NumbersNone
Natural Product Identification
Common Nameoctahydroindolizine-1,2-diol
DescriptionOctahydroindolizine-1,2-diol belongs to the class of organic compounds known as indolizidines. These are polycyclic compounds containing an indolizidine, which is a bicyclic heterocycle containing a saturated six-member ring fused to a saturated five-member ring, one of the bridging atoms being nitrogen. octahydroindolizine-1,2-diol is found in Astragalus oxyphysus, Ipomoea carnea and Slafractonia leguminicola. Octahydroindolizine-1,2-diol is a very strong basic compound (based on its pKa).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0209494 (octahydroindolizine-1,2-diol)


  Mrv1533004161502492D          

 11 12  0  0  0  0            999 V2000
   -0.1712   -0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    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
  3  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
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  0  0  0  0
M  END
Download

3D MOL for NP0209494 (octahydroindolizine-1,2-diol)

     RDKit          3D

 26 27  0  0  0  0  0  0  0  0999 V2000
   -3.0677   -0.3073    0.7254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2287   -0.0321   -0.3467 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3891    1.1764   -0.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0533    0.8807   -0.4634 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9297    1.4505    0.4193 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3111    1.0164   -0.0613 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4082   -0.4741   -0.0876 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0823   -1.0996    0.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0675   -0.5295   -0.6482 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2694   -1.1600   -0.5151 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2778   -2.0770    0.5186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4780    0.5685    0.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7861    0.1987   -1.2834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4040    1.4321    1.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7259    2.0869   -0.5759 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8521    2.5647    0.3255 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7655    1.2247    1.4824 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1018    1.4869    0.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4207    1.4749   -1.0812 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2650   -0.8982    0.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5146   -0.7764   -1.1712 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7917   -0.8121    1.3581 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1232   -2.1940    0.2513 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5255   -0.7070   -1.6561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5272   -1.7135   -1.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9516   -2.7803    0.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  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
 10  2  1  0
  9  4  1  0
  1 12  1  0
  2 13  1  6
  3 14  1  0
  3 15  1  0
  5 16  1  0
  5 17  1  0
  6 18  1  0
  6 19  1  0
  7 20  1  0
  7 21  1  0
  8 22  1  0
  8 23  1  0
  9 24  1  6
 10 25  1  6
 11 26  1  0
M  END
Download

3D SDF for NP0209494 (octahydroindolizine-1,2-diol)


  Mrv1533004161502492D          

 11 12  0  0  0  0            999 V2000
   -0.1712   -0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    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
  3  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
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0209494

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1CN2CCCCC2C1O

> <INCHI_IDENTIFIER>
InChI=1S/C8H15NO2/c10-7-5-9-4-2-1-3-6(9)8(7)11/h6-8,10-11H,1-5H2

> <INCHI_KEY>
SQECYPINZNWUTE-UHFFFAOYSA-N

> <FORMULA>
C8H15NO2

> <MOLECULAR_WEIGHT>
157.213

> <EXACT_MASS>
157.110278727

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
17.246529545303733

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
octahydroindolizine-1,2-diol

> <ALOGPS_LOGP>
-0.16

> <JCHEM_LOGP>
-0.33189216000000027

> <ALOGPS_LOGS>
0.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.836035184053966

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.368207114207557

> <JCHEM_PKA_STRONGEST_BASIC>
9.97504965055409

> <JCHEM_POLAR_SURFACE_AREA>
43.7

> <JCHEM_REFRACTIVITY>
41.756299999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.85e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
octahydroindolizine-1,2-diol

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0209494 (octahydroindolizine-1,2-diol)

Download
PDB for NP0209494 (octahydroindolizine-1,2-diol)
HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  O   UNK     0      -0.320  -1.303   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.126  -0.057   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       3.590  -0.533   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.650  -4.013   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    4   10                                                  
CONECT   10    9    2   11                                                  
CONECT   11   10                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   24    0
END

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3D PDB for NP0209494 (octahydroindolizine-1,2-diol)
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SMILES for NP0209494 (octahydroindolizine-1,2-diol)
OC1CN2CCCCC2C1O
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INCHI for NP0209494 (octahydroindolizine-1,2-diol)
InChI=1S/C8H15NO2/c10-7-5-9-4-2-1-3-6(9)8(7)11/h6-8,10-11H,1-5H2
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View in JSmol
SynonymsNot Available
Chemical FormulaC8H15NO2
Average Mass157.2130 Da
Monoisotopic Mass157.11028 Da
IUPAC Nameoctahydroindolizine-1,2-diol
Traditional Nameoctahydroindolizine-1,2-diol
CAS Registry NumberNot Available
SMILES
OC1CN2CCCCC2C1O
InChI Identifier
InChI=1S/C8H15NO2/c10-7-5-9-4-2-1-3-6(9)8(7)11/h6-8,10-11H,1-5H2
InChI KeySQECYPINZNWUTE-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
Astragalus oxyphysusLOTUS Database
Ipomoea carneaLOTUS Database
Rhizoctonia leguminicolaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as indolizidines. These are polycyclic compounds containing an indolizidine, which is a bicyclic heterocycle containing a saturated six-member ring fused to a saturated five-member ring, one of the bridging atoms being nitrogen.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassIndolizidines  
Sub ClassNot Available
Direct ParentIndolizidines  
Alternative Parents
Substituents
  • Indolizidine
    • 

  • Piperidine
    • 

  • N-alkylpyrrolidine
    • 

  • Pyrrolidine
    • 

  • Tertiary aliphatic amine
    • 

  • Tertiary amine
    • 

  • Secondary alcohol
    • 

  • 1,2-aminoalcohol
    • 

  • 1,2-diol
    • 

  • Azacycle
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxygen compound
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organic nitrogen compound
    • 

  • Amine
    • 

  • Alcohol
    • 

  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic 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-0.16ALOGPS
logP-0.33ChemAxon
logS0.8ALOGPS
pKa (Strongest Acidic)13.37ChemAxon
pKa (Strongest Basic)9.98ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area43.7 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity41.76 m³·mol⁻¹ChemAxon
Polarizability17.25 ųChemAxon
Number of Rings2ChemAxon
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 Compound4361605  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]