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Showing NP-Card for Tashiromine (NP0055177)

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Record Information
Version2.0
Created at2022-04-28 01:18:29 UTC
Updated at2022-04-28 01:18:29 UTC
NP-MRD IDNP0055177
Secondary Accession NumbersNone
Natural Product Identification
Common NameTashiromine
Description(+)-Tashiromine 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. Tashiromine is found in Maackia tashiroi. Based on a literature review very few articles have been published on (+)-tashiromine.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0055177 (Tashiromine)


  Mrv1652304282203182D          

 11 12  0  0  1  0            999 V2000
    0.6411   -1.1104    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3556   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -2.7604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  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
  1  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  1  0  0  0  0
  2  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  1 11  1  0  0  0  0
M  END
Download

3D MOL for NP0055177 (Tashiromine)

     RDKit          3D

 28 29  0  0  0  0  0  0  0  0999 V2000
    3.4177    0.3805   -0.3517 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2585    0.6755    0.3602 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0373    0.0334   -0.2898 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2506   -1.4368   -0.3042 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2132   -2.2050    0.4757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1326   -1.6813    0.1201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3029   -0.3118    0.4138 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3866    0.3139   -0.2935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1050    1.7895    0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6175    1.8270   -0.2767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1717    0.5173    0.3915 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0424    1.1324   -0.2130 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1506    1.7773    0.4341 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4043    0.2489    1.3818 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0354    0.3991   -1.3429 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2482   -1.7514    0.1146 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2552   -1.8474   -1.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4142   -2.1800    1.5476 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2764   -3.2688    0.1089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3645   -1.8908   -0.9443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8933   -2.2666    0.7051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2037    0.1413   -1.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3820    0.0073    0.0212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2410    1.9114    1.0929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6913    2.4610   -0.6133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4923    1.7176   -1.3868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1098    2.6968    0.1378 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0902    0.8097    1.4374 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
 11  3  1  0
 11  7  1  0
  1 12  1  0
  2 13  1  0
  2 14  1  0
  3 15  1  6
  4 16  1  0
  4 17  1  0
  5 18  1  0
  5 19  1  0
  6 20  1  0
  6 21  1  0
  8 22  1  0
  8 23  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  1
M  END
Download

3D SDF for NP0055177 (Tashiromine)


  Mrv1652304282203182D          

 11 12  0  0  1  0            999 V2000
    0.6411   -1.1104    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3556   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -2.7604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  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
  1  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  1  0  0  0  0
  2  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  1 11  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0055177

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1CCCN2CCC[C@H]12

> <INCHI_IDENTIFIER>
InChI=1S/C9H17NO/c11-7-8-3-1-5-10-6-2-4-9(8)10/h8-9,11H,1-7H2/t8-,9-/m1/s1

> <INCHI_KEY>
DATGBSBEMJWBMW-RKDXNWHRSA-N

> <FORMULA>
C9H17NO

> <MOLECULAR_WEIGHT>
155.241

> <EXACT_MASS>
155.131014171

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
18.450338775752137

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(8S,8aR)-octahydroindolizin-8-yl]methanol

> <ALOGPS_LOGP>
1.19

> <JCHEM_LOGP>
0.47595107066666664

> <ALOGPS_LOGS>
-0.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.422531187203226

> <JCHEM_PKA_STRONGEST_BASIC>
10.94169914399183

> <JCHEM_POLAR_SURFACE_AREA>
23.47

> <JCHEM_REFRACTIVITY>
45.6428

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.45e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(+)-tashiromine

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0055177 (Tashiromine)

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PDB for NP0055177 (Tashiromine)
HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       1.197  -0.533   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       2.530   0.237   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.864  -0.533   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.864  -2.073   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.530  -2.843   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.530  -4.383   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       3.864  -5.153   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.268  -0.057   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.173  -1.303   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.268  -2.549   0.000  0.00  0.00           C+0
CONECT    1    2    6   11                                                  
CONECT    2    1    3    9                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    2   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    1                                                       
MASTER        0    0    0    0    0    0    0    0   11    0   24    0
END

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3D PDB for NP0055177 (Tashiromine)
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SMILES for NP0055177 (Tashiromine)
OC[C@H]1CCCN2CCC[C@H]12
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INCHI for NP0055177 (Tashiromine)
InChI=1S/C9H17NO/c11-7-8-3-1-5-10-6-2-4-9(8)10/h8-9,11H,1-7H2/t8-,9-/m1/s1
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View in JSmol
Synonyms
ValueSource
TashiromineMeSH
Chemical FormulaC9H17NO
Average Mass155.2410 Da
Monoisotopic Mass155.13101 Da
IUPAC Name[(8S,8aR)-octahydroindolizin-8-yl]methanol
Traditional Name(+)-tashiromine
CAS Registry NumberNot Available
SMILES
OC[C@H]1CCCN2CCC[C@H]12
InChI Identifier
InChI=1S/C9H17NO/c11-7-8-3-1-5-10-6-2-4-9(8)10/h8-9,11H,1-7H2/t8-,9-/m1/s1
InChI KeyDATGBSBEMJWBMW-RKDXNWHRSA-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
Maackia tashiroiPlant
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
    • 

  • 1,3-aminoalcohol
    • 

  • Pyrrolidine
    • 

  • Tertiary aliphatic amine
    • 

  • Tertiary amine
    • 

  • Azacycle
    • 

  • Organopnictogen compound
    • 

  • Alcohol
    • 

  • Primary alcohol
    • 

  • Organic oxygen compound
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organic nitrogen compound
    • 

  • Amine
    • 

  • Hydrocarbon derivative
    • 

  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic 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
logP1.19ALOGPS
logP0.48ChemAxon
logS-0.03ALOGPS
pKa (Strongest Acidic)15.42ChemAxon
pKa (Strongest Basic)10.94ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area23.47 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity45.64 m³·mol⁻¹ChemAxon
Polarizability18.45 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID9194273  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11019091  
PDB IDNot Available
ChEBI ID48704  
Good Scents IDNot Available
References
General ReferencesNot Available