Dimecrotic acid (CED0000166)

Record Information

Version

1.0

Creation Date

2016-05-22 07:27:48 UTC

Update Date

2026-04-15 17:48:51 UTC

SynCED ID

CED0000166

Secondary Accession Numbers

CHEM020819

Identification

Common Name

Dimecrotic acid

Class

Small Molecule

Description

Dimecrotic acid belongs to the cinnamic acids, a subclass of cinnamic acids and derivatives within the organic compounds. It is a phenylpropanoid and polyketide with the formula C12H14O4 and an average molecular weight of 222.24 g/mol.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Molnia	Kegg
(2E)-3-(2,4-Dimethoxyphenyl)but-2-enoate	Generator
(e)-3-(2,4-Dimethoxyphenyl)but-2-enoate	Generator

Chemical Formula

C₁₂H₁₄O₄

Average Molecular Mass

222.240 g/mol

Monoisotopic Mass

222.089 g/mol

CAS Registry Number

7706-67-4

IUPAC Name

(2E)-3-(2,4-dimethoxyphenyl)but-2-enoic acid

Traditional Name

molnia

SMILES

[H]\C(C(O)=O)=C(\C)C1=C(OC)C=C(OC)C=C1

InChI Identifier

InChI=1S/C12H14O4/c1-8(6-12(13)14)10-5-4-9(15-2)7-11(10)16-3/h4-7H,1-3H3,(H,13,14)/b8-6+

InChI Key

VNLOISSPTMDCIF-SOFGYWHQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cinnamic acids. These are organic aromatic compounds containing a benzene and a carboxylic acid group forming 3-phenylprop-2-enoic acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Cinnamic acids

Direct Parent

Cinnamic acids

Alternative Parents

Substituents

Cinnamic acid
Dimethoxybenzene
M-dimethoxybenzene
Phenylpropene
Anisole
Phenoxy compound
Phenol ether
Styrene
Methoxybenzene
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Monocarboxylic acid or derivatives
Ether
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.22 g/L	ALOGPS
logP	2.52	ALOGPS
logP	2.12	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	3.96	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	60.27 m³·mol⁻¹	ChemAxon
Polarizability	23 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-05fr-0290000000-86a4849ad7ac926962e7	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-08fr-1960000000-3508b6ac76b4322025ae	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-053r-2900000000-2ac0ea4319b99d064d40	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00fr-0590000000-1d776f687c0574673fcb	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00fr-1960000000-e2732b1aa907385e3436	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4r-4900000000-0a3ba19c150910c2012d	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
2637.0 Log mg/kg [1500:4700]	Rat	LD50	oral	predicted	Not Available	Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Health Effects

Health Effect	Relationship	Direction	Description	Reference

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000632	Apparel?Apparel production often involves the use of various synthetic chemicals, including dyes, finishing agents, and preservatives.	Textiles, leather & furnishings	PubChem

Pathways

0 pathwaysPathway Source: PathBank

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Carbonic anhydrase 1	P00915	Humans	Predicted (SEA)	Prediction Confidence Score 0.352 Applicability Domain 0.362 Statistical Significance 0.0142 Supporting Reference Compounds 407 E-value 110.312
Click to view 3D structure	Aldo-keto reductase family 1 member C3	P42330	Humans	Predicted (SEA)	Prediction Confidence Score 0.352 Applicability Domain 0.372 Statistical Significance 0.0017 Supporting Reference Compounds 57 E-value 13.3122
Click to view 3D structure	Carbonic anhydrase 9	Q16790	Humans	Predicted (SEA)	Prediction Confidence Score 0.351 Applicability Domain 0.362 Statistical Significance 0.0131 Supporting Reference Compounds 372 E-value 102.294
Click to view 3D structure	Carbonic anhydrase 12	O43570	Humans	Predicted (SEA)	Prediction Confidence Score 0.351 Applicability Domain 0.362 Statistical Significance 0.0121 Supporting Reference Compounds 332 E-value 94.3533
Click to view 3D structure	Carbonic anhydrase 14	Q9ULX7	Humans	Predicted (SEA)	Prediction Confidence Score 0.351 Applicability Domain 0.362 Statistical Significance 0.0059 Supporting Reference Compounds 172 E-value 45.6196
Click to view 3D structure	Cytochrome P450 1B1	Q16678	Humans	Predicted (SEA)	Prediction Confidence Score 0.349 Applicability Domain 0.381 Statistical Significance 0.0038 Supporting Reference Compounds 88 E-value 29.5827
Click to view 3D structure	Prostaglandin G/H synthase 1	P23219	Humans	Predicted (SEA)	Prediction Confidence Score 0.347 Applicability Domain 0.372 Statistical Significance 0.0034 Supporting Reference Compounds 136 E-value 26.3909
Click to view 3D structure	Cytochrome P450 1A1	P04798	Humans	Predicted (SEA)	Prediction Confidence Score 0.343 Applicability Domain 0.381 Statistical Significance 0.0032 Supporting Reference Compounds 77 E-value 24.7561
Click to view 3D structure	Carbonic anhydrase 5A, mitochondrial	P35218	Humans	Predicted (SEA)	Prediction Confidence Score 0.341 Applicability Domain 0.362 Statistical Significance 0.0071 Supporting Reference Compounds 165 E-value 55.5843
Click to view 3D structure	Cytochrome P450 1A2	P05177	Humans	Predicted (SEA)	Prediction Confidence Score 0.34 Applicability Domain 0.381 Statistical Significance 0.0271 Supporting Reference Compounds 793 E-value 211.361
Click to view 3D structure	Aldo-keto reductase family 1 member C2	P52895	Humans	Predicted (SEA)	Prediction Confidence Score 0.336 Applicability Domain 0.364 Statistical Significance 0.0019 Supporting Reference Compounds 40 E-value 14.8692
Click to view 3D structure	Carbonic anhydrase 2	P00918	Humans	Predicted (SEA)	Prediction Confidence Score 0.335 Applicability Domain 0.356 Statistical Significance 0.0222 Supporting Reference Compounds 472 E-value 173.059
Click to view 3D structure	Luciferin 4-monooxygenase	P08659	Photinus pyralis	Predicted (SEA)	Prediction Confidence Score 0.335 Applicability Domain 0.429 Statistical Significance 0.0033 Supporting Reference Compounds 114 E-value 25.6124
Click to view 3D structure	Dual specificity protein kinase CLK2	P49760	Humans	Predicted (SEA)	Prediction Confidence Score 0.333 Applicability Domain 0.4 Statistical Significance 0.0426 Supporting Reference Compounds 727 E-value 331.793
Click to view 3D structure	Dual specificity protein kinase CLK4	Q9HAZ1	Humans	Predicted (SEA)	Prediction Confidence Score 0.333 Applicability Domain 0.4 Statistical Significance 0.041 Supporting Reference Compounds 742 E-value 319.338
Click to view 3D structure	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	Q13627	Humans	Predicted (SEA)	Prediction Confidence Score 0.331 Applicability Domain 0.4 Statistical Significance 0.0509 Supporting Reference Compounds 906 E-value 396.33
Click to view 3D structure	Serine/threonine-protein kinase pim-1	P11309	Humans	Predicted (SEA)	Prediction Confidence Score 0.331 Applicability Domain 0.4 Statistical Significance 0.0551 Supporting Reference Compounds 967 E-value 428.716
Click to view 3D structure	Broad substrate specificity ATP-binding cassette transporter ABCG2	Q9UNQ0	Humans	Predicted (SEA)	Prediction Confidence Score 0.328 Applicability Domain 0.391 Statistical Significance 0.0112 Supporting Reference Compounds 126 E-value 87.4247
Click to view 3D structure	Carbonic anhydrase 7	P43166	Humans	Predicted (SEA)	Prediction Confidence Score 0.326 Applicability Domain 0.356 Statistical Significance 0.0125 Supporting Reference Compounds 242 E-value 97.1558
Click to view 3D structure	Protein deacetylase HDAC6	Q9UBN7	Humans	Predicted (SEA)	Prediction Confidence Score 0.325 Applicability Domain 0.372 Statistical Significance 0.0366 Supporting Reference Compounds 553 E-value 285.24
Click to view 3D structure	Carbonic anhydrase 15	Q99N23	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.324 Applicability Domain 0.362 Statistical Significance 0.0049 Supporting Reference Compounds 78 E-value 38.224
Click to view 3D structure	Carbonic anhydrase 13	Q9D6N1	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.324 Applicability Domain 0.362 Statistical Significance 0.0039 Supporting Reference Compounds 70 E-value 30.2833
Click to view 3D structure	Casein kinase I isoform delta	P48730	Humans	Predicted (SEA)	Prediction Confidence Score 0.324 Applicability Domain 0.4 Statistical Significance 0.0441 Supporting Reference Compounds 637 E-value 343.159
Click to view 3D structure	Serine/threonine-protein kinase pim-3	Q86V86	Humans	Predicted (SEA)	Prediction Confidence Score 0.324 Applicability Domain 0.4 Statistical Significance 0.0357 Supporting Reference Compounds 497 E-value 278.311
Click to view 3D structure	Amine oxidase [flavin-containing] B	P27338	Humans	Predicted (SEA)	Prediction Confidence Score 0.321 Applicability Domain 0.362 Statistical Significance 0.0222 Supporting Reference Compounds 315 E-value 172.825