Bovine Metabolome Database: Showing metabocard for (R)-Mevalonic acid-5-pyrophosphate (BMDB0001981)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-09-30 22:49:31 UTC

Update Date

2020-05-11 20:19:52 UTC

BMDB ID

BMDB0001981

Secondary Accession Numbers

BMDB01981

Metabolite Identification

Common Name

(R)-Mevalonic acid-5-pyrophosphate

Description

(R)-Mevalonic acid-5-pyrophosphate belongs to the class of organic compounds known as organic pyrophosphates. These are organic compounds containing the pyrophosphate oxoanion, with the structure OP([O-])(=O)OP(O)([O-])=O. Based on a literature review a significant number of articles have been published on (R)-Mevalonic acid-5-pyrophosphate.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(R)-Mevalonate-5-pyrophosphate	Generator
(R)-Mevalonic acid-5-pyrophosphoric acid	Generator
(R)-5-Diphosphomevalonic acid	HMDB
1,1,3,7-Tetrahydroxy-7-methyl-2,4-dioxa-1,3-diphosphanonan-9-Oate	HMDB
1,1,3,7-Tetrahydroxy-7-methyl-2,4-dioxa-1,3-diphosphanonan-9-Oic acid	HMDB
1,1,3,7-Tetrahydroxy-7-methyl-2,4-dioxa-1,3-diphosphanonan-9-Oic acid 1,3-dioxide	HMDB
5-Pyrophosphomevalonate	HMDB
5-Pyrophosphomevalonic acid	HMDB
Mevalonate 5-diphosphate	HMDB
Mevalonic 5-pyrophosphate	HMDB
Mevalonic acid 5-diphosphate	HMDB
Mevalonic acid 5-pyrophosphate	HMDB
Mevalonic acid pyrophosphate	HMDB
MVADP	HMDB
Pyrophosphomevalonate	HMDB
Pyrophosphomevalonic acid	HMDB
R-Mevalonic acid-5-pyrophosphate	HMDB
Mevalonate pyrophosphate	MeSH, HMDB
5-Diphosphomevalonic acid	MeSH, HMDB
(3S)-3-Hydroxy-5-{[hydroxy(phosphonooxy)phosphoryl]oxy}-3-methylpentanoate	Generator, HMDB

Chemical Formula

C₆H₁₄O₁₀P₂

Average Molecular Weight

308.1169

Monoisotopic Molecular Weight

308.006219692

IUPAC Name

(3S)-3-hydroxy-5-{[hydroxy(phosphonooxy)phosphoryl]oxy}-3-methylpentanoic acid

Traditional Name

pyrophosphomevalonate

CAS Registry Number

1492-08-6

SMILES

C[C@](O)(CCOP(O)(=O)OP(O)(O)=O)CC(O)=O

InChI Identifier

InChI=1S/C6H14O10P2/c1-6(9,4-5(7)8)2-3-15-18(13,14)16-17(10,11)12/h9H,2-4H2,1H3,(H,7,8)(H,13,14)(H2,10,11,12)/t6-/m0/s1

InChI Key

SIGQQUBJQXSAMW-LURJTMIESA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as organic pyrophosphates. These are organic compounds containing the pyrophosphate oxoanion, with the structure OP([O-])(=O)OP(O)([O-])=O.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organic oxoanionic compounds

Sub Class

Organic pyrophosphates

Direct Parent

Organic pyrophosphates

Alternative Parents

Substituents

Organic pyrophosphate
Monoalkyl phosphate
Short-chain hydroxy acid
Organic phosphoric acid derivative
Fatty acid
Alkyl phosphate
Phosphoric acid ester
Tertiary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Carbonyl group
Alcohol
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Status

Expected but not Quantified

Origin

Endogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Not Available

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-1.2	ALOGPS
logP	-1.6	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	1.78	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	170.82 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	56.26 m³·mol⁻¹	ChemAxon
Polarizability	23.59 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-004m-9820000000-20a5a060549dcb7bd8d3	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-00dv-9243200000-6d8177d69adb810da37f	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 5V, negative	splash10-000i-0090000000-27d85eaaa9c4e19f0fcf	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 6V, negative	splash10-000i-0090000000-8e9a7018cd2663189521	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 9V, negative	splash10-002r-3490000000-b2f4bcb965dfbe91ce8f	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 11V, negative	splash10-004r-7690000000-533cfa9b6449fe59e31d	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 12V, negative	splash10-004i-9540000000-ba3a429bcc345a49d5ff	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 15V, negative	splash10-004i-9310000000-b552a514df86bf203483	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 18V, negative	splash10-004i-9200000000-73f02610e11b09ea0ae0	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 20V, negative	splash10-004i-9100000000-e99ccf8685bbb8c58b7f	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 25V, negative	splash10-004i-9000000000-df1600382f0903920e95	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - n/a 21V, negative	splash10-004i-1900000000-0d135499da95ac5499d5	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - n/a 21V, negative	splash10-0a4i-0900000000-b559d4679fc0eaa79be7	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - n/a 21V, negative	splash10-004i-9000000000-46d4cee1b5ac630ba9b8	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - n/a 21V, negative	splash10-004i-1590000000-bd14b17224627a5d2418	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - n/a 21V, negative	splash10-0a4i-0900000000-dc954ce23ecf1a263189	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - n/a 21V, negative	splash10-0kdi-0490000000-356afce14b98128806e5	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 5V, negative	splash10-0a4i-0009000000-ece59023c1177bedb2f3	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 7V, negative	splash10-0a4i-0009000000-cbc9841391b1e5bea83c	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 9V, negative	splash10-0a4i-1109000000-71626d1a601d118a3d29	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 11V, negative	splash10-0a6r-9516000000-b1e714407672ea74b65f	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 14V, negative	splash10-004i-9300000000-79a6a45a050a4557acba	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 17V, negative	splash10-004i-9100000000-53b8fc8a95948a4c9764	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 20V, negative	splash10-004i-9100000000-0afb1187a03463994c7a	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 24V, negative	splash10-004i-9000000000-92672b421a976d0722e3	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 28V, negative	splash10-004i-9000000000-ad774759f01ecd022463	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 33V, negative	splash10-004i-9000000000-028cfb3af846dc9c0ee5	View in MoNA
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Leukocyte

Pathways

Not Available

Name	SMPDB/Pathwhiz	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Leukocyte	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details

Abnormal Concentrations

Not Available

External Links

HMDB ID

HMDB0001981

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022779

KNApSAcK ID

Not Available

Chemspider ID

17216150

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6415

PubChem Compound

22833574

PDB ID

Not Available

ChEBI ID

Not Available

References

Synthesis Reference

Bloch, Konrad; Chaykin, S.; Phillips, A. H.; De Waard, A. Mevalonic acid pyrophosphate and isopentylpyrophosphate. Journal of Biological Chemistry (1959), 234 2595-2604.

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for (R)-Mevalonic acid-5-pyrophosphate (BMDB0001981)

Structure for BMDB0001981 ((R)-Mevalonic acid-5-pyrophosphate)