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Showing NP-Card for Lupinic acid (NP0046558)

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Record Information
Version2.0
Created at2022-03-17 20:07:52 UTC
Updated at2022-03-17 20:07:52 UTC
NP-MRD IDNP0046558
Secondary Accession NumbersNone
Natural Product Identification
Common NameLupinic acid
Description Lupinic acid is found in Apis cerana.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0046558 (Lupinic acid)


  Mrv0541 02241223352D          

 13 14  0  0  0  0            999 V2000
   -0.0397    0.2002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6816   -0.2002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4037    0.2002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4037    1.0025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6816    1.4037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0397    1.0025    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6816    1.4037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4037    1.0025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4037    0.2002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6816   -0.2002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4037   -1.4037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6816   -1.0025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0405   -1.4037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  1 10  1  0  0  0  0
  2  3  1  0  0  0  0
  2 12  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
  9 10  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
M  END
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3D MOL for NP0046558 (Lupinic acid)

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3D SDF for NP0046558 (Lupinic acid)

  Mrv0541 02241223352D          

 13 14  0  0  0  0            999 V2000
   -0.0397    0.2002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6816   -0.2002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4037    0.2002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4037    1.0025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6816    1.4037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0397    1.0025    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6816    1.4037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4037    1.0025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4037    0.2002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6816   -0.2002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4037   -1.4037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6816   -1.0025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0405   -1.4037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  1 10  1  0  0  0  0
  2  3  1  0  0  0  0
  2 12  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
  9 10  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0046558

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)C1CCCN2CCCCC12

> <INCHI_IDENTIFIER>
InChI=1S/C10H17NO2/c12-10(13)8-4-3-7-11-6-2-1-5-9(8)11/h8-9H,1-7H2,(H,12,13)

> <INCHI_KEY>
ZYQJGZAVMHNFNY-UHFFFAOYSA-N

> <FORMULA>
C10H17NO2

> <MOLECULAR_WEIGHT>
183.2475

> <EXACT_MASS>
183.125928793

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
20.19565799995999

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
octahydro-1H-quinolizine-1-carboxylic acid

> <ALOGPS_LOGP>
-0.96

> <JCHEM_LOGP>
-1.4015560475804276

> <ALOGPS_LOGS>
-0.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7984734401297793

> <JCHEM_PKA_STRONGEST_BASIC>
10.15704926445861

> <JCHEM_POLAR_SURFACE_AREA>
40.540000000000006

> <JCHEM_REFRACTIVITY>
50.028200000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.22e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
octahydro-1H-quinolizine-1-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0046558 (Lupinic acid)
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PDB for NP0046558 (Lupinic 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      -0.074   0.374   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.272  -0.374   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.620   0.374   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.620   1.871   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.272   2.620   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -0.074   1.871   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -1.272   2.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.620   1.871   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.620   0.374   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.272  -0.374   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.620  -2.620   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.272  -1.871   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.076  -2.620   0.000  0.00  0.00           O+0
CONECT    1    2    6   10                                                  
CONECT    2    1    3   12                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    1    5    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    1    9                                                       
CONECT   11   12                                                            
CONECT   12    2   11   13                                                  
CONECT   13   12                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   28    0
END

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3D PDB for NP0046558 (Lupinic acid)
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SMILES for NP0046558 (Lupinic acid)
OC(=O)C1CCCN2CCCCC12
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INCHI for NP0046558 (Lupinic acid)
InChI=1S/C10H17NO2/c12-10(13)8-4-3-7-11-6-2-1-5-9(8)11/h8-9H,1-7H2,(H,12,13)
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View in JSmol
Synonyms
ValueSource
LupinateGenerator
Chemical FormulaC10H17NO2
Average Mass183.2475 Da
Monoisotopic Mass183.12593 Da
IUPAC Nameoctahydro-1H-quinolizine-1-carboxylic acid
Traditional Nameoctahydro-1H-quinolizine-1-carboxylic acid
CAS Registry NumberNot Available
SMILES
OC(=O)C1CCCN2CCCCC12
InChI Identifier
InChI=1S/C10H17NO2/c12-10(13)8-4-3-7-11-6-2-1-5-9(8)11/h8-9H,1-7H2,(H,12,13)
InChI KeyZYQJGZAVMHNFNY-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Apis ceranaLOTUS Database
Citrullus lanatusFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as lupinine-type alkaloids. These are lupin alkaloids with a structure based on the lupinine skeleton, which is a bicyclic compound consisting of a quinolizidine.
KingdomOrganic compounds  
Super ClassAlkaloids and derivatives  
ClassLupin alkaloids  
Sub ClassLupinine-type alkaloids  
Direct ParentLupinine-type alkaloids  
Alternative Parents
Substituents
  • Lupinine
    • 

  • Quinolizidine
    • 

  • Quinolizine
    • 

  • Piperidinecarboxylic acid
    • 

  • Piperidine
    • 

  • Amino acid or derivatives
    • 

  • Amino acid
    • 

  • Tertiary amine
    • 

  • Tertiary aliphatic amine
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid
    • 

  • Carboxylic acid derivative
    • 

  • Organoheterocyclic compound
    • 

  • Azacycle
    • 

  • Organic oxygen compound
    • 

  • Amine
    • 

  • Organopnictogen compound
    • 

  • Organic oxide
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organic nitrogen compound
    • 

  • Carbonyl group
    • 

  • Hydrocarbon derivative
    • 

  • 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-0.96ALOGPS
logP-1.4ChemAxon
logS-0.18ALOGPS
pKa (Strongest Acidic)3.8ChemAxon
pKa (Strongest Basic)10.16ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area40.54 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity50.03 m³·mol⁻¹ChemAxon
Polarizability20.2 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 IDFDB004944  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound558135  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available