Showing Compound Imidazoleacetic acid ribotide (FDB023810)

Record Information

Version

1.0

Creation date

2011-09-21 00:35:03 UTC

Update date

2015-07-21 06:57:52 UTC

Primary ID

FDB023810

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Imidazoleacetic acid ribotide

Description

Imidazoleacetic acid ribotide (IAA-RP ) is an endogenous ligand that stimulates imidazol(in)e receptors. Experimental data suggest that IAA-RP may participate in transsynaptic signaling in brain, because it exists in brainstem neurons, exhibits depolarization-induced Ca2+-dependent release from P2 synaptosomal elements, has relatively high affinity for membrane-bound I-R sites, and produces physiological effects on exogenous application. IAA-RP is rapidly metabolized by phosphatases and ecto-5'-nucleotidases. (PMID: 15365189) [HMDB]

CAS Number

2888-19-9

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

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Synonym	Source
1-(5-O-ONO-b-D-Ribofuranosyl)-1H-imidazole-4-acetic acid	HMDB
1-(5-O-ONO-beta-delta-Ribofuranosyl)-1H-imidazole-4-acetic acid	HMDB
1-(5-O-phosphono-b-D-Ribofuranosyl)-1H-imidazole-4-acetic acid	HMDB
1-(5-O-phosphono-b-D-ribofuranosyl)-1H-Imidazole-4-acetic acid	hmdb
1-(5-O-phosphono-beta-delta-Ribofuranosyl)-1H-imidazole-4-acetic acid	HMDB
1-(5-O-phosphono-beta-delta-ribofuranosyl)-1H-Imidazole-4-acetic acid	hmdb
1-(5-Oribosyl)imidazol-4-ylacetate	Generator
1-(5-Oribosyl)imidazol-4-ylacetic acid	ChEBI
1-(5-Oribosyl)imidazole-4-acetate	ChEBI
1-(5-Oribosyl)imidazole-4-acetic acid	Generator

Showing 1 to 10 of 39 entries

Predicted Properties

Property	Value	Source
Water Solubility	2.74 g/L	ALOGPS
logP	-1.7	ALOGPS
logP	-3.6	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	1.22	ChemAxon
pKa (Strongest Basic)	5.9	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	171.57 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	67.42 m³·mol⁻¹	ChemAxon
Polarizability	28.94 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C10H15N2O9P

IUPAC name

2-{1-[(3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]-1H-imidazol-4-yl}acetic acid

InChI Identifier

InChI=1S/C10H15N2O9P/c13-7(14)1-5-2-12(4-11-5)10-9(16)8(15)6(21-10)3-20-22(17,18)19/h2,4,6,8-10,15-16H,1,3H2,(H,13,14)(H2,17,18,19)/t6-,8-,9-,10?/m1/s1

InChI Key

RDQUQBHPMYFYMX-XIWVQZPPSA-N

Isomeric SMILES

O[C@@H]1[C@@H](COP(O)(O)=O)OC([C@@H]1O)N1C=NC(CC(O)=O)=C1

Average Molecular Weight

338.2079

Monoisotopic Molecular Weight

338.0515166

Classification

Description

Belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleosides

Sub Class

Not Available

Direct Parent

Purine nucleosides

Alternative Parents

Substituents

Purine nucleoside
Glycosyl compound
N-glycosyl compound
6-aminopurine
Imidazopyrimidine
Purine
Aminopyrimidine
Imidolactam
Pyrimidine
Monosaccharide
N-substituted imidazole
Azole
Heteroaromatic compound
Imidazole
Tetrahydrofuran
Secondary alcohol
Dialkyl ether
Ether
Oxacycle
Azacycle
Organoheterocyclic compound
Organic oxygen compound
Amine
Hydrocarbon derivative
Alcohol
Organic nitrogen compound
Organopnictogen compound
Primary amine
Primary alcohol
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Source:

Endogenous

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	Imidazoleacetic acid ribotide, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0002-9622000000-07b4b17f1a1ad8050f8b	Spectrum
Predicted GC-MS	Imidazoleacetic acid ribotide, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00lr-3913320000-d825e0822aeba9470cc8	Spectrum
Predicted GC-MS	Imidazoleacetic acid ribotide, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Imidazoleacetic acid ribotide, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0adi-0916000000-8ac088c646a69f3ebb61	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a6r-1900000000-c1259bc5491344653f92	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-004i-6900000000-88cf23a9404395cb56dc	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004r-6719000000-a878fa2d4fa77733382e	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9300000000-c2e99300d58257e2d11a	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-c1a945dcf895b2caca65	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00kr-2009000000-ef22e4150f9d194c213b	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9100000000-705a000bdd895f74aaab	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-0f29586b7272f8210253	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0076-0595000000-5579b97c98df01da201c	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-053r-5910000000-9164e0425ee1da339363	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0560-7920000000-4d6cbc4f1980bf64bcaa	2021-09-22	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

13148709

ChEMBL ID

Not Available

KEGG Compound ID

C04437

Pubchem Compound ID

16019958

Pubchem Substance ID

Not Available

ChEBI ID

16805

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB06032

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

Not Available

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

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

Showing Compound Imidazoleacetic acid ribotide (FDB023810)

Structure for FDB023810 (Imidazoleacetic acid ribotide)