Showing Compound Chorismate (FDB028846)

Record Information

Version

1.0

Creation date

2011-09-21 01:46:02 UTC

Update date

2020-09-17 15:40:40 UTC

Primary ID

FDB028846

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Chorismate

Description

Chorismate, also known as chorismic acid or acid, chorismic, belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups. The (3R,4R)-stereoisomer of 5--6-hydroxycyclohexa-1,3-diene-1-carboxylic acid. Chorismate is an extremely weak basic (essentially neutral) compound (based on its pKa). Chorismate exists in all living species, ranging from bacteria to humans. Outside of the human body, Chorismate has been detected, but not quantified in, several different foods, such as grass pea, beans, globe artichokes, pummelo, and citrus. This could make chorismate a potential biomarker for the consumption of these foods.

CAS Number

55508-12-8

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
(-)-Chorismic acid	HMDB
(3R,4R)-3-[(1-Carboxyethenyl)oxy]-4-hydroxy-1,5-cyclohexadiene-1-carboxylic acid	HMDB
(3R,4R)-3-[(1-Carboxyethenyl)oxy]-4-hydroxycyclohexa-1,5-diene-1-carboxylate	Kegg
(3R,4R)-3-[(1-Carboxyethenyl)oxy]-4-hydroxycyclohexa-1,5-diene-1-carboxylic acid	Generator
(3R,4R)-3-[(1-Carboxyvinyl)oxy]-4-hydroxycyclohexa-1,5-diene-1-carboxylate	Generator
(3R,4R)-3-[(1-Carboxyvinyl)oxy]-4-hydroxycyclohexa-1,5-diene-1-carboxylic acid	ChEBI
(3R-trans)-3-((1-Carboxyethenyl)oxy)-4-hydroxy-1,5-cyclohexadiene-1-carboxylate	Generator
(3R-trans)-3-((1-Carboxyethenyl)oxy)-4-hydroxy-1,5-cyclohexadiene-1-carboxylic acid	ChEBI
(3R-trans)-3-(1-Carboxyvinyloxy)-4-hydroxy-1,5-cyclohexadiene-1-carboxylic acid	HMDB
Acid, chorismic	MeSH, HMDB

Showing 1 to 10 of 11 entries

Predicted Properties

Property	Value	Source
Water Solubility	8.8 g/L	ALOGPS
logP	0.52	ALOGPS
logP	-0.13	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	3.39	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	104.06 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	54.31 m³·mol⁻¹	ChemAxon
Polarizability	20.49 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

Chemical Formula

C10H10O6

IUPAC name

(3R,4R)-3-[(1-carboxyeth-1-en-1-yl)oxy]-4-hydroxycyclohexa-1,5-diene-1-carboxylic acid

InChI Identifier

InChI=1S/C10H10O6/c1-5(9(12)13)16-8-4-6(10(14)15)2-3-7(8)11/h2-4,7-8,11H,1H2,(H,12,13)(H,14,15)/t7-,8-/m1/s1

InChI Key

WTFXTQVDAKGDEY-HTQZYQBOSA-N

Isomeric SMILES

O[C@@H]1C=CC(=C[C@H]1OC(=C)C(O)=O)C(O)=O

Average Molecular Weight

226.1828

Monoisotopic Molecular Weight

226.047738052

Classification

Description

Belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Dicarboxylic acids and derivatives

Direct Parent

Dicarboxylic acids and derivatives

Alternative Parents

Substituents

Dicarboxylic acid or derivatives
Secondary alcohol
Carboxylic acid
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

5-[(1-carboxyethenyl)oxy]-6-hydroxycyclohexa-1,3-diene-1-carboxylic acid (CHEBI:17333 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant:

Animal

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Chorismate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-000i-8920000000-c9c1de401e53d5259b37	Spectrum
Predicted GC-MS	Chorismate, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-004i-7439400000-61898d5da9dfc83487d0	Spectrum
Predicted GC-MS	Chorismate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Chorismate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF 10V, positive	splash10-0006-0900000000-b2b9deccbc523c6d0eab	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF 20V, positive	splash10-0006-0900000000-c777d18079ce5f3f7cce	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF 40V, positive	splash10-000f-9100000000-ce6e11131e810ac225a4	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 3V, negative	splash10-002r-0910000000-f6fbf6f220b47bb44d07	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 4V, negative	splash10-000i-0900000000-73859439e65b3b81c419	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 5V, negative	splash10-000i-0900000000-a7d9ad79c08c938f641d	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 7V, negative	splash10-000i-0900000000-3b8ca1c03a2b18dcb3ee	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 10V, negative	splash10-000i-1900000000-7cb1f442b1b4017f231c	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 15V, negative	splash10-000i-5900000000-ab5c560af44c3e113890	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 17V, negative	splash10-000l-8900000000-188280d32d1c753f7e22	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 20V, negative	splash10-000l-9600000000-d42db1d206b7d8fe2555	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 23V, negative	splash10-000f-9200000000-e80c9b91e42c7ce5f07c	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 25V, negative	splash10-0006-9200000000-88dbca436a340239632c	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 27V, negative	splash10-0006-9100000000-9202017d9ac4e164e0df	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 30V, negative	splash10-0006-9000000000-50c145d43aba50ec736f	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, negative	splash10-0570-0940000000-573c1187a2d4556bd2c1	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, negative	splash10-0570-0930000000-fb6a26ac0db1fa8e3a5f	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 2V, negative	splash10-004r-0920000000-5085342dabe01fc8bcab	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 2V, negative	splash10-004r-0910000000-1ba87cb3a1e14ed46c1a	2020-07-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-1490000000-0c0be827ab9167718ec0	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4r-2920000000-70cd182f84cfcb7bcc5c	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052r-6900000000-4c4eaa55fb7ee94f5725	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-1590000000-38a825366167edaea080	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4r-2920000000-e4d23a3d35bdaecc1db4	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-06rl-6900000000-c88f4ed01c10938fc50a	2015-09-15	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

11542

ChEMBL ID

Not Available

KEGG Compound ID

C00251

Pubchem Compound ID

12039

Pubchem Substance ID

Not Available

ChEBI ID

17333

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB12199

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

ISJ

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

Abalone	Expected but not quantified	Not Available	Inferred by geno/metabolomic analysis
Abiyuch	Expected but not quantified	Not Available	Inferred by geno/metabolomic analysis, PATHBANK
Acerola	Expected but not quantified	Not Available	Inferred by geno/metabolomic analysis, PATHBANK
Acorn	Expected but not quantified	Not Available	Inferred by geno/metabolomic analysis, PATHBANK
Adzuki bean	Expected but not quantified	Not Available	Inferred by geno/metabolomic analysis, PATHBANK
Agar	Expected but not quantified	Not Available	Inferred by geno/metabolomic analysis
Agave	Expected but not quantified	Not Available	Inferred by geno/metabolomic analysis, PATHBANK
Alaska blueberry	Expected but not quantified	Not Available	Inferred by geno/metabolomic analysis, PATHBANK
Alaska wild rhubarb	Expected but not quantified	Not Available	Inferred by geno/metabolomic analysis, PATHBANK
Alfalfa	Expected but not quantified	Not Available	Inferred by geno/metabolomic analysis, PATHBANK