MiMeDB: Showing metabocard for Shikimate (MMDBc0049947)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-04-29 22:46:50 UTC

Update Date

2022-12-15 22:52:19 UTC

Metabolite ID

MMDBc0049947

Metabolite Identification

Common Name

Shikimate

Description

Shikimic acid, more commonly known as its anionic form shikimate, is a cyclohexene, a cyclitol and a cyclohexanecarboxylic acid. It is an important biochemical intermediate in plants and microorganisms. Its name comes from the Japanese flower shikimi (the Japanese star anise, Illicium anisatum), from which it was first isolated. Shikimic acid is a precursor for: the aromatic amino acids phenylalanine and tyrosine; indole, indole derivatives and tryptophan; many alkaloids and other aromatic metabolites; tannins; and lignin. In pharmaceutical industry, shikimic acid from chinese star anise is used as a base material for production of Tamiflu (oseltamivir). Although shikimic acid is present in most autotrophic organisms, it is a biosynthetic intermediate and generally found in very low concentrations.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Molecular Formula

C₇H₁₀O₅

Average Mass

174.1513

Monoisotopic Mass

174.05282343

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

Not Available

InChI Identifier

InChI=1S/C7H10O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1,4-6,8-10H,2H2,(H,11,12)/t4-,5-,6-/m1/s1

InChI Key

JXOHGGNKMLTUBP-HSUXUTPPSA-N

Chemical Taxonomy

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Not Available

Spectra

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Feces
Urine

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

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated 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
Eukaryota/Fungi	Ascomycota	54	Human feces
Eukaryota/Fungi	Basidiomycota	15	Human feces
Bacteria	Proteobacteria	326	Human ; Pig ; Human feces; Cattle ; River trout ; Turkey ; Lion ; Chicken ; Rat ; Sheep ; Human feces; pleural fluid plaque; bal
Bacteria	Actinobacteria	30	Human ; Cattle ; Human feces
Archaea/Archaea	Crenarchaeota	14	Human feces
Bacteria	Firmicutes	118	Human feces; Human ; Cattle
Bacteria	Aquificae	3
Archaea/Archaea	Euryarchaeota	28	Human feces; Human
Bacteria	Bacteroidetes	9	Human ; Human feces
Bacteria	Chlorobi	11
Bacteria	Chlamydiae	3	Human
Bacteria	Chloroflexi	3
Bacteria	Deinococcus-Thermus	3
Bacteria	Dictyoglomi	2
Bacteria	Fusobacteria	1	Human ; Human feces
Bacteria	Cyanobacteria	28	Human
Bacteria	Spirochaetes	6	Human
Bacteria	Verrucomicrobia	1
Archaea	Euryarchaeota	2	Human feces; Human
Bacteria	Planctomycetes	1
Bacteria	nah	1
Bacteria	Nitrospirae	1
Bacteria/NULL	Proteobacteria	2	Human ; Pig ; Human feces; Cattle ; River trout ; Turkey ; Lion ; Chicken ; Rat ; Sheep ; Human feces; pleural fluid plaque; bal
Bacteria	Thermotogae	4
Archaea/Archaea	Thaumarchaeota	1
Archaea	Crenarchaeota	1	Human feces
Bacteria/NULL	Firmicutes	1	Human feces; Human ; Cattle

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified						HMDB
Human	Detected and Quantified	0.004	0.001	Adult (>18 years old)	Male	Normal	HMDB	19812218
Human	Detected and Quantified	0.027	0.006	Adult (>18 years old)	Male	Normal	HMDB	19812218
Human	Detected and Quantified	0.03	0.006	Adult (>18 years old)	Male	Normal	HMDB	19812218
Human	Detected and Quantified	0.039	0.015	Adult (>18 years old)	Male	Normal	HMDB	19812218
Human	Detected and Quantified	0.042	0.01	Adult (>18 years old)	Male	Normal	HMDB	19812218
Human	Detected and Quantified	0.051	0.014	Adult (>18 years old)	Male	Normal	HMDB	19812218
Human	Detected and Quantified	0.056	0.015	Adult (>18 years old)	Male	Normal	HMDB	19812218
Human	Detected and Quantified	0.057	0.027	Adult (>18 years old)	Male	Normal	HMDB	19812218
Human	Detected and Quantified	0.13	0.098	Adult (>18 years old)	Male	Normal	HMDB	19812218

External Links

Not Available

General References

Rose GA: Studies on the chemical nature of urinary chemiluminescence. Br J Urol. 1976 Feb;48(1):61-71. doi: 10.1111/j.1464-410x.1976.tb02744.x. [PubMed:5168 ]
Liu Y, Xie MX, Jiang M, Wang YD: Spectroscopic investigation of the interaction between human serum albumin and three organic acids. Spectrochim Acta A Mol Biomol Spectrosc. 2005 Jul;61(9):2245-51. doi: 10.1016/j.saa.2004.09.004. [PubMed:15911418 ]

Showing metabocard for Shikimate (MMDBc0049947)

MOL for #<Metabolite:0x00007f12410aacf8>

3D MOL for #<Metabolite:0x00007f12410aacf8>

3D SDF for #<Metabolite:0x00007f12410aacf8>

3D-SDF for #<Metabolite:0x00007f12410aacf8>

PDB for #<Metabolite:0x00007f12410aacf8>

3D PDB for #<Metabolite:0x00007f12410aacf8>

SMILES for #<Metabolite:0x00007f12410aacf8>

INCHI for #<Metabolite:0x00007f12410aacf8>

Structure for #<Metabolite:0x00007f12410aacf8>

3D Structure for #<Metabolite:0x00007f12410aacf8>