MiMeDB: Showing metabocard for Piperonal (MMDBc0033706)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:59:45 UTC

Update Date

2025-01-16 02:10:57 UTC

Metabolite ID

MMDBc0033706

Metabolite Identification

Common Name

Piperonal

Description

3,4-Methylenedioxybenzaldehyde is found in highbush blueberry. 3,4-Methylenedioxybenzaldehyde is a flavouring agent used in cherry and vanilla flavour

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HEADER    PROTEIN                                 20-MAR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Piperonal                                         
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-20         0                                  
HETATM    1  O   UNK     0       5.015  -1.295   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       5.015   1.183   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      11.807  -0.826   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       6.472  -0.826   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.472   0.714   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.806  -1.596   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.117  -0.055   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.806   1.484   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.140  -0.826   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.140   0.714   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.474  -1.596   0.000  0.00  0.00           C+0
HETATM   12  H   UNK     0      10.474  -2.550   0.000  0.00  0.00           H+0
CONECT    1    4    7                                                       
CONECT    2    5    7                                                       
CONECT    3   11                                                            
CONECT    4    1    5    6                                                  
CONECT    5    2    4    8                                                  
CONECT    6    4    9                                                       
CONECT    7    1    2                                                       
CONECT    8    5   10                                                       
CONECT    9    6   10   11                                                  
CONECT   10    8    9                                                       
CONECT   11    3    9   12                                                  
CONECT   12   11                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   26    0
END

Synonyms

Value	Source
1,3-Benzodioxole-5-carboxaldehyde	ChEBI
3,4-(Methylenedioxy)benzaldehyde	ChEBI
3,4-Dihydroxybenzaldehyde methylene ketal	ChEBI
5-Formyl-1,3-benzodioxole	ChEBI
Heliotropin	ChEBI
Heliotropine	ChEBI
Piperonaldehyde	ChEBI
Piperonyl aldehyde	ChEBI
Piperonylaldehyde	ChEBI
Protocatechuic aldehyde methylene ether	ChEBI
1,3-Benzodioxole-5-carbaldehyde	HMDB
1,3-Benzodioxole-5-carboxaldehyde, 9ci	HMDB
3, 4-(Methylenedioxy)benzaldehyde	HMDB
3, 4-Bis(methylenedioxy)benzaldehyde	HMDB
3,4-(Methylenedioxy)-benzaldehyde	HMDB
3,4-Bis(methylenedioxy)benzaldehyde	HMDB
3,4-Dimethylenedioxybenzaldehyde	HMDB
3,4-METHYLEN-dioxy-benzaldehyde	HMDB
3,4-Methylene-dihydroxybenzaldehyde	HMDB
Blue P	HMDB
Dioxymethylene protocatechuic aldehyde	HMDB
Dioxymethylene-protocatechuic aldehyde	HMDB
FEMA 2911	HMDB
Geliotropin	HMDB
Heliotropine (piperonal)	HMDB
Piperanal	HMDB
Piperonal	HMDB
Piperonal, 8ci	HMDB
3,4-Methylenedioxybenzaldehyde	ChEBI
Heliotrin	MeSH

Molecular Formula

C₈H₆O₃

Average Mass

150.1314

Monoisotopic Mass

150.031694058

IUPAC Name

2H-1,3-benzodioxole-5-carbaldehyde

Traditional Name

piperonal

CAS Registry Number

120-57-0

SMILES

[H]C(=O)C1=CC2=C(OCO2)C=C1

InChI Identifier

InChI=1S/C8H6O3/c9-4-6-1-2-7-8(3-6)11-5-10-7/h1-4H,5H2

InChI Key

SATCULPHIDQDRE-UHFFFAOYSA-N

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.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzodioxoles

Sub Class

Not Available

Direct Parent

Benzodioxoles

Alternative Parents

Substituents

Benzodioxole
Aryl-aldehyde
Benzenoid
Oxacycle
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aldehyde
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

benzodioxoles (CHEBI:8240 )
arenecarbaldehyde (CHEBI:8240 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	8.28 g/L	ALOGPS
logP	0.79	ALOGPS
logP	1.31	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	35.53 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	38.41 m³·mol⁻¹	ChemAxon
Polarizability	14.25 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0f6t-5900000000-deaf6988b3684d4c20e3	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - CI-B (Non-derivatized)	splash10-0udj-0900000000-b5bce0817d3b7da073b5	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0udj-2900000000-dd3223a5400ccb92654c	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0f6t-5900000000-f62030c087954cb17793	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0gvk-5900000000-8a0279ec82445d96e75a	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0f6t-5900000000-deaf6988b3684d4c20e3	2018-05-18	View Spectrum
GC-MS	GC-MS Spectrum - CI-B (Non-derivatized)	splash10-0udj-0900000000-b5bce0817d3b7da073b5	2018-05-18	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0udj-2900000000-dd3223a5400ccb92654c	2018-05-18	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0f6t-5900000000-f62030c087954cb17793	2018-05-18	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0gvk-5900000000-8a0279ec82445d96e75a	2018-05-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fk9-5900000000-18459b3a00c1178d35a1	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, positive	splash10-0udi-0900000000-b5b6834400d9d6682544	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, positive	splash10-0udi-0900000000-84dd85011e2ee53f2419	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 2V, positive	splash10-0udi-1900000000-62ac1d8f95baaaa86cdc	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 2V, positive	splash10-0udi-2900000000-845d915e801880fe515e	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 3V, positive	splash10-0ukc-4900000000-a2da771088f9bd903b28	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 3V, positive	splash10-0fdo-7900000000-6d6138acd0b07ffaf80f	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 3V, positive	splash10-0006-9600000000-50b7e072efe444eab046	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 4V, positive	splash10-0006-9400000000-a00479fe5850665b281a	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 5V, positive	splash10-00kf-9100000000-d767f739422c110699e1	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 6V, positive	splash10-014i-9000000000-2c58ea01cf6deb1fd0cb	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 8V, positive	splash10-014i-9000000000-e1b8a3928f36d4c767f0	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 9V, positive	splash10-014i-9000000000-9a1a6e1587039d548c14	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 11V, positive	splash10-014i-9000000000-8cba8d9c4f8d5695ce7f	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 10V, positive	splash10-00di-1900000000-54afeb3dfd71c9fcd607	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 10V, positive	splash10-014i-9000000000-02653bad35d931248654	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 10V, positive	splash10-004i-9000000000-791c4364189bf936d4c3	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 10V, positive	splash10-0006-9000000000-e67da0571423f0e6b4b8	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 0V, positive	splash10-00di-1900000000-94cc28f3d5f593c40e43	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, positive	splash10-00di-1900000000-64a29a0890bb37965f42	2020-07-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0900000000-e5e34bc7a3df137e69de	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0900000000-7dea1b5613bf810c5aa5	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0l90-7900000000-0505f5c9e1fbdc94057b	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0900000000-b0c81ffa7cb223383909	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-0900000000-7ff4ed41bbe2ad283eda	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0002-9700000000-abb6ae8bee74f8c6ae31	2016-09-12	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	2	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Activity	Data Source	Reference
Cosmetics	Not Available	U.S. Environmental Protection Agency	CompTox
Domestics	Not Available	U.S. Environmental Protection Agency	CompTox
Domestics	Not Available	U.S. Environmental Protection Agency	CompTox
Cosmetics	Not Available	U.S. Environmental Protection Agency	CompTox
Food Additive	Not Available	U.S. Food and Drug Administration	FDA

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0032612

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Piperonal

METLIN ID

Not Available

PubChem Compound

8438

PDB ID

Not Available

ChEBI ID

8240

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]
Yannai, Shmuel (2004). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. Boca Raton: Chapman & Hall/CRC..

Showing metabocard for Piperonal (MMDBc0033706)

MOL for #<Metabolite:0x00007f53b8354a90>

3D MOL for #<Metabolite:0x00007f53b8354a90>

3D SDF for #<Metabolite:0x00007f53b8354a90>

3D-SDF for #<Metabolite:0x00007f53b8354a90>

PDB for #<Metabolite:0x00007f53b8354a90>

3D PDB for #<Metabolite:0x00007f53b8354a90>

SMILES for #<Metabolite:0x00007f53b8354a90>

INCHI for #<Metabolite:0x00007f53b8354a90>

Structure for #<Metabolite:0x00007f53b8354a90>

3D Structure for #<Metabolite:0x00007f53b8354a90>