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Showing NP-Card for Dehydroneotenone (NP0047864)

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Record Information
Version2.0
Created at2022-03-17 20:47:12 UTC
Updated at2022-03-17 20:47:12 UTC
NP-MRD IDNP0047864
Secondary Accession NumbersNone
Natural Product Identification
Common NameDehydroneotenone
DescriptionDehydroneotenone, also known as neotenone, dehydro, belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom. Thus, dehydroneotenone is considered to be a flavonoid lipid molecule. Dehydroneotenone is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, Dehydroneotenone has been detected, but not quantified in, jicama and pulses. Dehydroneotenone is found in Neorautanenia amboensis, Neorautanenia edulis, Neorautanenia mitis , Neorautanenia pseudopachyrrhiza and Pachyrrhizus erosus . This could make dehydroneotenone a potential biomarker for the consumption of these foods.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0047864 (Dehydroneotenone)


  Mrv0541 05061307362D          

 25 29  0  0  0  0            999 V2000
    4.7812   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6672   -7.2799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4877   -7.3662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -6.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -3.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -5.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -6.4729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -5.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -3.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -6.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -5.2354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8233   -6.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -3.9979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -3.8404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -2.5055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
 10  2  1  0  0  0  0
 10  4  2  0  0  0  0
 11  5  2  0  0  0  0
 12  4  1  0  0  0  0
 13  8  2  0  0  0  0
 13 11  1  0  0  0  0
 14  6  2  0  0  0  0
 14 10  1  0  0  0  0
 15  7  2  0  0  0  0
 15 11  1  0  0  0  0
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 16 12  2  0  0  0  0
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 18 17  2  0  0  0  0
 19 12  1  0  0  0  0
 19 13  1  0  0  0  0
 20 19  2  0  0  0  0
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 21 15  1  0  0  0  0
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 22 14  1  0  0  0  0
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 23 16  1  0  0  0  0
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 24 17  1  0  0  0  0
 25  9  1  0  0  0  0
 25 18  1  0  0  0  0
M  END
Download

3D MOL for NP0047864 (Dehydroneotenone)

Download
3D SDF for NP0047864 (Dehydroneotenone)

  Mrv0541 05061307362D          

 25 29  0  0  0  0            999 V2000
    4.7812   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6672   -7.2799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4877   -7.3662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -6.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -3.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -5.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -6.4729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -5.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -3.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -6.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -5.2354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8233   -6.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -3.9979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -3.8404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -2.5055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
 10  2  1  0  0  0  0
 10  4  2  0  0  0  0
 11  5  2  0  0  0  0
 12  4  1  0  0  0  0
 13  8  2  0  0  0  0
 13 11  1  0  0  0  0
 14  6  2  0  0  0  0
 14 10  1  0  0  0  0
 15  7  2  0  0  0  0
 15 11  1  0  0  0  0
 16  6  1  0  0  0  0
 16 12  2  0  0  0  0
 17  5  1  0  0  0  0
 18  7  1  0  0  0  0
 18 17  2  0  0  0  0
 19 12  1  0  0  0  0
 19 13  1  0  0  0  0
 20 19  2  0  0  0  0
 21  1  1  0  0  0  0
 21 15  1  0  0  0  0
 22  3  1  0  0  0  0
 22 14  1  0  0  0  0
 23  8  1  0  0  0  0
 23 16  1  0  0  0  0
 24  9  1  0  0  0  0
 24 17  1  0  0  0  0
 25  9  1  0  0  0  0
 25 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0047864

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(OCO2)C=C1C1=COC2=C(C=C3C=COC3=C2)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H12O6/c1-21-15-7-18-17(24-9-25-18)5-11(15)13-8-23-16-6-14-10(2-3-22-14)4-12(16)19(13)20/h2-8H,9H2,1H3

> <INCHI_KEY>
HTTTWVGBBAOUEM-UHFFFAOYSA-N

> <FORMULA>
C19H12O6

> <MOLECULAR_WEIGHT>
336.295

> <EXACT_MASS>
336.063388116

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
33.79908003149745

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-(6-methoxy-2H-1,3-benzodioxol-5-yl)-5H-furo[3,2-g]chromen-5-one

> <ALOGPS_LOGP>
3.08

> <JCHEM_LOGP>
2.962253957333333

> <ALOGPS_LOGS>
-3.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1288290653540387

> <JCHEM_POLAR_SURFACE_AREA>
67.13000000000001

> <JCHEM_REFRACTIVITY>
86.81139999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.44e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dehydroneotenone

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0047864 (Dehydroneotenone)
Download
PDB for NP0047864 (Dehydroneotenone)
HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       8.925  -5.153   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.579 -13.589   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.110 -13.750   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.925 -11.313   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.924  -7.463   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.592  -9.773   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.924  -4.383   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.925  -6.693   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.220  -5.923   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.259 -12.083   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.258  -6.693   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.925  -9.773   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.591  -7.463   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.592 -11.313   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.258  -5.153   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.259  -9.003   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.590  -6.693   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.590  -5.153   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.591  -9.003   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       6.258  -9.773   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       7.591  -4.383   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      12.737 -12.343   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      10.259  -7.463   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       2.126  -7.169   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       2.126  -4.677   0.000  0.00  0.00           O+0
CONECT    1   21                                                            
CONECT    2    3   10                                                       
CONECT    3    2   22                                                       
CONECT    4   10   12                                                       
CONECT    5   11   17                                                       
CONECT    6   14   16                                                       
CONECT    7   15   18                                                       
CONECT    8   13   23                                                       
CONECT    9   24   25                                                       
CONECT   10    2    4   14                                                  
CONECT   11    5   13   15                                                  
CONECT   12    4   16   19                                                  
CONECT   13    8   11   19                                                  
CONECT   14    6   10   22                                                  
CONECT   15    7   11   21                                                  
CONECT   16    6   12   23                                                  
CONECT   17    5   18   24                                                  
CONECT   18    7   17   25                                                  
CONECT   19   12   13   20                                                  
CONECT   20   19                                                            
CONECT   21    1   15                                                       
CONECT   22    3   14                                                       
CONECT   23    8   16                                                       
CONECT   24    9   17                                                       
CONECT   25    9   18                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   58    0
END

Download
3D PDB for NP0047864 (Dehydroneotenone)
Download
SMILES for NP0047864 (Dehydroneotenone)
COC1=CC2=C(OCO2)C=C1C1=COC2=C(C=C3C=COC3=C2)C1=O
Download
INCHI for NP0047864 (Dehydroneotenone)
InChI=1S/C19H12O6/c1-21-15-7-18-17(24-9-25-18)5-11(15)13-8-23-16-6-14-10(2-3-22-14)4-12(16)19(13)20/h2-8H,9H2,1H3
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View in JSmol
Synonyms
ValueSource
Neotenone, dehydroHMDB
Chemical FormulaC19H12O6
Average Mass336.2950 Da
Monoisotopic Mass336.06339 Da
IUPAC Name6-(6-methoxy-2H-1,3-benzodioxol-5-yl)-5H-furo[3,2-g]chromen-5-one
Traditional Namedehydroneotenone
CAS Registry Number1242-81-5
SMILES
COC1=CC2=C(OCO2)C=C1C1=COC2=C(C=C3C=COC3=C2)C1=O
InChI Identifier
InChI=1S/C19H12O6/c1-21-15-7-18-17(24-9-25-18)5-11(15)13-8-23-16-6-14-10(2-3-22-14)4-12(16)19(13)20/h2-8H,9H2,1H3
InChI KeyHTTTWVGBBAOUEM-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Neorautanenia amboensisPlant
Neorautanenia edulisPlant
Neorautanenia mitisPlant
Neorautanenia pseudopachyrrhizaPlant
Pachyrhizus erosusFooDB
Pachyrrhizus erosusPlant
Chemical Taxonomy
Description Belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom.
KingdomOrganic compounds  
Super ClassPhenylpropanoids and polyketides  
ClassIsoflavonoids  
Sub ClassIsoflav-2-enes  
Direct ParentIsoflavones  
Alternative Parents
Substituents
  • Furanoisoflavonoid skeleton
    • 

  • Isoflavone
    • 

  • Furanochromone
    • 

  • Chromone
    • 

  • Benzopyran
    • 

  • 1-benzopyran
    • 

  • Benzodioxole
    • 

  • Benzofuran
    • 

  • Anisole
    • 

  • Alkyl aryl ether
    • 

  • Pyranone
    • 

  • Benzenoid
    • 

  • Pyran
    • 

  • Heteroaromatic compound
    • 

  • Furan
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Ether
    • 

  • Acetal
    • 

  • Organooxygen compound
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic 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
logP3.08ALOGPS
logP2.96ChemAxon
logS-3.7ALOGPS
pKa (Strongest Basic)-3.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area67.13 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity86.81 m³·mol⁻¹ChemAxon
Polarizability33.8 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0034129  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB012402  
KNApSAcK IDC00009436  
Chemspider ID91032  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound100751  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available