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Showing NP-Card for 3-(3,4-Methylenedioxyphenyl)propenal (NP0336956)

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Record Information
Version2.0
Created at2024-09-11 08:35:31 UTC
Updated at2024-09-11 08:35:31 UTC
NP-MRD IDNP0336956
Secondary Accession NumbersNone
Natural Product Identification
Common Name3-(3,4-Methylenedioxyphenyl)propenal
Description3-(3,4-Methylenedioxyphenyl)propenal, also known as 3,4-methylenedioxycinnamaldehyde or 3-(1,3-benzodioxol-5-yl)-2-propenal, 9CI, belongs to the class of organic compounds known as benzodioxoles. These are organic compounds containing a benzene ring fused to either isomers of dioxole. Dioxole is a five-membered unsaturated ring of two oxygen atoms and three carbon atoms. 3-(3,4-Methylenedioxyphenyl)propenal is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 3-(3,4-Methylenedioxyphenyl)propenal has been detected, but not quantified in, herbs and spices and tea. This could make 3-(3,4-methylenedioxyphenyl)propenal a potential biomarker for the consumption of these foods.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0336956 (3-(3,4-Methylenedioxyphenyl)propenal)


  Mrv0541 05061307222D          

 13 14  0  0  0  0            999 V2000
    5.4223    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  4  3  2  0  0  0  0
  5  1  1  0  0  0  0
  8  2  1  0  0  0  0
  8  3  1  0  0  0  0
  8  6  2  0  0  0  0
  9  4  1  0  0  0  0
 10  6  1  0  0  0  0
 10  9  2  0  0  0  0
 11  5  2  0  0  0  0
 12  7  1  0  0  0  0
 12  9  1  0  0  0  0
 13  7  1  0  0  0  0
 13 10  1  0  0  0  0
M  END
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3D MOL for NP0336956 (3-(3,4-Methylenedioxyphenyl)propenal)

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3D SDF for NP0336956 (3-(3,4-Methylenedioxyphenyl)propenal)

  Mrv0541 05061307222D          

 13 14  0  0  0  0            999 V2000
    5.4223    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  4  3  2  0  0  0  0
  5  1  1  0  0  0  0
  8  2  1  0  0  0  0
  8  3  1  0  0  0  0
  8  6  2  0  0  0  0
  9  4  1  0  0  0  0
 10  6  1  0  0  0  0
 10  9  2  0  0  0  0
 11  5  2  0  0  0  0
 12  7  1  0  0  0  0
 12  9  1  0  0  0  0
 13  7  1  0  0  0  0
 13 10  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0336956

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O=C\C=C/C1=CC2=C(OCO2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C10H8O3/c11-5-1-2-8-3-4-9-10(6-8)13-7-12-9/h1-6H,7H2/b2-1-

> <INCHI_KEY>
HZUFMSJUNLSDSZ-UPHRSURJSA-N

> <FORMULA>
C10H8O3

> <MOLECULAR_WEIGHT>
176.1687

> <EXACT_MASS>
176.047344122

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
17.660051612859533

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2Z)-3-(2H-1,3-benzodioxol-5-yl)prop-2-enal

> <ALOGPS_LOGP>
1.79

> <JCHEM_LOGP>
1.6007034753333333

> <ALOGPS_LOGS>
-2.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.2672441611197875

> <JCHEM_POLAR_SURFACE_AREA>
35.53

> <JCHEM_REFRACTIVITY>
47.90140000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.84e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z)-3-(2H-1,3-benzodioxol-5-yl)prop-2-enal

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0336956 (3-(3,4-Methylenedioxyphenyl)propenal)
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PDB for NP0336956 (3-(3,4-Methylenedioxyphenyl)propenal)
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      10.122   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.788  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.122   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       8.788   2.310   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       3.322   2.016   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       3.322  -0.476   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1    8                                                       
CONECT    3    4    8                                                       
CONECT    4    3    9                                                       
CONECT    5    1   11                                                       
CONECT    6    8   10                                                       
CONECT    7   12   13                                                       
CONECT    8    2    3    6                                                  
CONECT    9    4   10   12                                                  
CONECT   10    6    9   13                                                  
CONECT   11    5                                                            
CONECT   12    7    9                                                       
CONECT   13    7   10                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   28    0
END

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3D PDB for NP0336956 (3-(3,4-Methylenedioxyphenyl)propenal)
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SMILES for NP0336956 (3-(3,4-Methylenedioxyphenyl)propenal)
O=C\C=C/C1=CC2=C(OCO2)C=C1
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INCHI for NP0336956 (3-(3,4-Methylenedioxyphenyl)propenal)
InChI=1S/C10H8O3/c11-5-1-2-8-3-4-9-10(6-8)13-7-12-9/h1-6H,7H2/b2-1-
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Synonyms
ValueSource
3,4-MethylenedioxycinnamaldehydeHMDB
3,4-Methylenedioxycinnamaldehyde, 8ciHMDB
3-(1,3-Benzodioxol-5-yl)-2-propenal, 9ciHMDB
3-(1,3-Benzodioxol-5-yl)acrylaldehydeHMDB
3-(3,4-Methylenedioxyphenyl)acroleinHMDB
PiperonylacroleinHMDB
PiperonylideneacetaldehydeHMDB
Chemical FormulaC10H8O3
Average Mass176.1687 Da
Monoisotopic Mass176.04734 Da
IUPAC Name(2Z)-3-(2H-1,3-benzodioxol-5-yl)prop-2-enal
Traditional Name(2Z)-3-(2H-1,3-benzodioxol-5-yl)prop-2-enal
CAS Registry NumberNot Available
SMILES
O=C\C=C/C1=CC2=C(OCO2)C=C1
InChI Identifier
InChI=1S/C10H8O3/c11-5-1-2-8-3-4-9-10(6-8)13-7-12-9/h1-6H,7H2/b2-1-
InChI KeyHZUFMSJUNLSDSZ-UPHRSURJSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzodioxoles. These are organic compounds containing a benzene ring fused to either isomers of dioxole. Dioxole is a five-membered unsaturated ring of two oxygen atoms and three carbon atoms.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassBenzodioxoles  
Sub ClassNot Available
Direct ParentBenzodioxoles  
Alternative Parents
Substituents
  • Benzodioxole
    • 

  • Styrene
    • 

  • Benzenoid
    • 

  • Enal
    • 

  • Alpha,beta-unsaturated aldehyde
    • 

  • Oxacycle
    • 

  • Acetal
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Aldehyde
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic 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
logP1.79ALOGPS
logP1.6ChemAxon
logS-2.6ALOGPS
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area35.53 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity47.9 m³·mol⁻¹ChemAxon
Polarizability17.66 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0033813  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB011976  
KNApSAcK IDC00034385  
Chemspider ID4511077  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5355018  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available