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Showing NP-Card for Gentiflavine (NP0051077)

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Record Information
Version2.0
Created at2022-04-27 22:30:52 UTC
Updated at2022-04-27 22:30:52 UTC
NP-MRD IDNP0051077
Secondary Accession NumbersNone
Natural Product Identification
Common NameGentiflavine
Description(6S)-6-methyl-1-oxo-1H,3H,4H,6H,7H-pyrano[3,4-c]pyridine-5-carbaldehyde belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety. Gentiflavine is found in Erythraea centaurium, Gentiana asclepiadea , Gentiana spp., Swertia connata and Swertia marginata. Based on a literature review very few articles have been published on (6S)-6-methyl-1-oxo-1H,3H,4H,6H,7H-pyrano[3,4-c]pyridine-5-carbaldehyde.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0051077 (Gentiflavine)


  Mrv1652304282200302D          

 14 15  0  0  1  0            999 V2000
   -0.0000   -1.6500    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
    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
   -0.7145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    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
    1.4289    0.8250    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
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  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
  3  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  2 12  1  0  0  0  0
  1 13  1  0  0  0  0
 13 14  2  0  0  0  0
M  END
Download

3D MOL for NP0051077 (Gentiflavine)

     RDKit          3D

 25 26  0  0  0  0  0  0  0  0999 V2000
   -2.9325    0.4269   -0.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6589    0.0946   -0.8731 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5202   -1.3441   -0.8803 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3850   -2.0098   -0.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6231   -1.3129    0.1568 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7874   -1.9839    0.7075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8471   -3.2442    0.6952 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8024   -1.2095    1.2327 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9843    0.1141    0.8327 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7089    0.9217    0.7350 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5788    0.1369    0.1816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4761    0.7949   -0.2957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5303    2.2393   -0.2641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5183    2.8811   -0.7141 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6897   -0.3399   -0.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3073    1.4288   -0.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7760    0.3223    0.9728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7918    0.4016   -1.9393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2549   -1.9446   -1.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2793   -3.0884   -0.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6350    0.6560    1.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5365    0.1179   -0.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4172    1.3398    1.7179 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9370    1.7694    0.0265 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2627    2.8320    0.1420 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  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 12  2  1  0
 11  5  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  6
  3 19  1  0
  4 20  1  0
  9 21  1  0
  9 22  1  0
 10 23  1  0
 10 24  1  0
 13 25  1  0
M  END
Download

3D SDF for NP0051077 (Gentiflavine)


  Mrv1652304282200302D          

 14 15  0  0  1  0            999 V2000
   -0.0000   -1.6500    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
    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
   -0.7145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    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
    1.4289    0.8250    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
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  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
  3  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  2 12  1  0  0  0  0
  1 13  1  0  0  0  0
 13 14  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0051077

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1NC=C2C(=O)OCCC2=C1C=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H11NO3/c1-6-9(5-12)7-2-3-14-10(13)8(7)4-11-6/h4-6,11H,2-3H2,1H3/t6-/m0/s1

> <INCHI_KEY>
GLNRAZLQBMAROT-LURJTMIESA-N

> <FORMULA>
C10H11NO3

> <MOLECULAR_WEIGHT>
193.202

> <EXACT_MASS>
193.073893218

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
19.051187141729244

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6S)-6-methyl-1-oxo-1H,3H,4H,6H,7H-pyrano[3,4-c]pyridine-5-carbaldehyde

> <ALOGPS_LOGP>
0.01

> <JCHEM_LOGP>
-0.25942519999999986

> <ALOGPS_LOGS>
-1.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-5.934824440128811

> <JCHEM_POLAR_SURFACE_AREA>
55.4

> <JCHEM_REFRACTIVITY>
50.70240000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.96e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6S)-6-methyl-1-oxo-3H,4H,6H,7H-pyrano[3,4-c]pyridine-5-carbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0051077 (Gentiflavine)

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PDB for NP0051077 (Gentiflavine)
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      -0.000  -3.080   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       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      -1.334  -0.770   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.667   1.540   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  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.334  -5.390   0.000  0.00  0.00           O+0
CONECT    1    2    6   13                                                  
CONECT    2    1    3   12                                                  
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    3    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    2                                                       
CONECT   13    1   14                                                       
CONECT   14   13                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

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3D PDB for NP0051077 (Gentiflavine)
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SMILES for NP0051077 (Gentiflavine)
C[C@@H]1NC=C2C(=O)OCCC2=C1C=O
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INCHI for NP0051077 (Gentiflavine)
InChI=1S/C10H11NO3/c1-6-9(5-12)7-2-3-14-10(13)8(7)4-11-6/h4-6,11H,2-3H2,1H3/t6-/m0/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC10H11NO3
Average Mass193.2020 Da
Monoisotopic Mass193.07389 Da
IUPAC Name(6S)-6-methyl-1-oxo-1H,3H,4H,6H,7H-pyrano[3,4-c]pyridine-5-carbaldehyde
Traditional Name(6S)-6-methyl-1-oxo-3H,4H,6H,7H-pyrano[3,4-c]pyridine-5-carbaldehyde
CAS Registry NumberNot Available
SMILES
C[C@@H]1NC=C2C(=O)OCCC2=C1C=O
InChI Identifier
InChI=1S/C10H11NO3/c1-6-9(5-12)7-2-3-14-10(13)8(7)4-11-6/h4-6,11H,2-3H2,1H3/t6-/m0/s1
InChI KeyGLNRAZLQBMAROT-LURJTMIESA-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
Erythraea centauriumPlant
Gentiana asclepiadeaPlant
Gentiana spp.Plant
Swertia connataPlant
Swertia marginataLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassLactones  
Sub ClassDelta valerolactones  
Direct ParentDelta valerolactones  
Alternative Parents
Substituents
  • Delta valerolactone
    • 

  • Dihydropyridine
    • 

  • Delta_valerolactone
    • 

  • Oxane
    • 

  • Enoate ester
    • 

  • Alpha,beta-unsaturated carboxylic ester
    • 

  • Vinylogous amide
    • 

  • Amino acid or derivatives
    • 

  • Carboxylic acid ester
    • 

  • Azacycle
    • 

  • Secondary amine
    • 

  • Allylamine
    • 

  • Oxacycle
    • 

  • Carboxylic acid derivative
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Secondary aliphatic amine
    • 

  • Enamine
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Organic nitrogen compound
    • 

  • Organonitrogen compound
    • 

  • Carbonyl group
    • 

  • Aldehyde
    • 

  • Amine
    • 

  • Organooxygen compound
    • 

  • 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
logP0.01ALOGPS
logP-0.26ChemAxon
logS-1.5ALOGPS
pKa (Strongest Basic)-5.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area55.4 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity50.7 m³·mol⁻¹ChemAxon
Polarizability19.05 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
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 Compound92854550  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available