NP-MRD: Showing NP-Card for pyrophosphomevalonate (NP0168146)

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Record Information

Version

2.0

Created at

2022-09-03 03:52:23 UTC

Updated at

2022-09-03 03:52:23 UTC

NP-MRD ID

NP0168146

Secondary Accession Numbers

None

Natural Product Identification

Common Name

pyrophosphomevalonate

Description

(R)-5-Diphosphomevalonic acid, also known as mevalonate 5-diphosphate or 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 (R)-5-Diphosphomevalonic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral (R)-5-Diphosphomevalonic acid exists in all living species, ranging from bacteria to humans. In humans, (R)-5-diphosphomevalonic acid is involved in the metabolic disorder called the cholesteryl ester storage disease pathway. Outside of the human body, (R)-5-Diphosphomevalonic acid has been detected, but not quantified in, several different foods, such as pepper (c. Pubescens), common pea, small-leaf lindens, chia, and sunflowers. This could make (R)-5-diphosphomevalonic acid a potential biomarker for the consumption of these foods. pyrophosphomevalonate is found in Apis cerana, Homo sapiens and Mus musculus. pyrophosphomevalonate was first documented in 1981 (PMID: 6263908). 5-Diphosphomevalonic acid (CAS: 1492-08-6) Is a metabolic intermediate in the mevalonate pathway, catalyzed by the enzyme phosphomevalonate kinase from 5-phosphomevalonate (Wikipedia) (PMID: 15994924) (PMID: 9600263) (PMID: 12646231) (PMID: 8626466).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 32 31  0  0  0  0  0  0  0  0999 V2000
   -1.6757   -1.9368   -0.0468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1657   -0.6320    0.5206 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1714   -0.9601    1.4543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1083    0.1596    1.2064 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0411    0.5510    0.3350 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6773   -0.5628   -0.2100 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9599   -0.0749   -1.1977 P   0  0  2  0  0  5  0  0  0  0  0  0
    1.9900    1.4097   -1.2937 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6900   -0.7991   -2.7226 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3614   -0.7582   -0.5676 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3147    0.3172    0.2728 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.8375    0.4531    1.6929 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8884   -0.3635    0.3584 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4010    1.8416   -0.4184 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8213    0.1828   -0.5628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2981    1.4571    0.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7128    2.5311   -0.3564 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3388    1.5403    0.9324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4978   -2.6801   -0.0675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3043   -1.8536   -1.0959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8591   -2.3830    0.5856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6282   -1.7782    1.1619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5711    1.1111    1.5963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7640   -0.4188    2.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2423    1.3057   -0.3928 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8259    1.0164    1.0086 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4463   -0.6686   -3.3295 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8373   -1.2493    0.8076 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7575    1.8684   -1.3256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6573   -0.3603   -1.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0187    0.4043   -1.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1935    1.3300    1.9235 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  1
  2  4  1  0
  4  5  1  0
  5  6  1  0
  7  6  1  1
  7  9  1  0
  7  8  2  0
  7 10  1  0
 10 11  1  0
 11 13  1  0
 11 14  1  0
 11 12  2  0
  2 15  1  0
 15 16  1  0
 16 18  1  0
 16 17  2  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  9 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 18 32  1  0
M  END

  Mrv1652309152017252D          

 18 17  0  0  0  0            999 V2000
 9994.4114 9992.7647    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
 9993.6970 9992.3533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.1257 9992.3533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9993.9999 9993.4814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.8248 9993.4814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9992.9827 9992.7647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.8400 9992.7647    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
 9992.2676 9992.3533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.4287 9993.4814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.5584 9992.3513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.2534 9993.4814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9991.5546 9992.7647    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9990.8395 9992.3533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.1403 9993.4814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.9647 9993.4814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9990.1264 9992.7647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.4113 9992.3533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9990.1264 9993.5885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  1  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  2  0  0  0  0
  7 10  1  0  0  0  0
  7 11  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  1  0  0  0
 12 15  1  6  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0168146

> <DATABASE_NAME>
NP-MRD

> <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-/m1/s1

> <INCHI_KEY>
SIGQQUBJQXSAMW-ZCFIWIBFSA-N

> <FORMULA>
C6H14O10P2

> <MOLECULAR_WEIGHT>
308.1169

> <EXACT_MASS>
308.006219692

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
23.46045514564999

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R)-3-hydroxy-5-{[hydroxy(phosphonooxy)phosphoryl]oxy}-3-methylpentanoic acid

> <ALOGPS_LOGP>
-1.17

> <JCHEM_LOGP>
-1.638744069

> <ALOGPS_LOGS>
-1.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
3.1625026122597153

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7759296675393568

> <JCHEM_PKA_STRONGEST_BASIC>
-2.923623985716116

> <JCHEM_POLAR_SURFACE_AREA>
170.82

> <JCHEM_REFRACTIVITY>
56.257200000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.26e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
mevalonate-diphosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-SEP-20         0                                  
HETATM    1  P   UNK     0    8656.2358653.161   0.000  0.00  0.00           P+0
HETATM    2  O   UNK     0    8654.9018652.393   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0    8657.5688652.393   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0    8655.4678654.499   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8657.0068654.499   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    8653.5688653.161   0.000  0.00  0.00           C+0
HETATM    7  P   UNK     0    8658.9018653.161   0.000  0.00  0.00           P+0
HETATM    8  C   UNK     0    8652.2338652.393   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0    8658.1348654.499   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0    8660.2428652.389   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0    8659.6738654.499   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0    8650.9028653.161   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8649.5678652.393   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8650.1298654.499   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0    8651.6678654.499   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0    8648.2368653.161   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0    8646.9018652.393   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0    8648.2368654.699   0.000  0.00  0.00           O+0
CONECT    1    2    3    4    5                                             
CONECT    2    1    6                                                       
CONECT    3    1    7                                                       
CONECT    4    1                                                            
CONECT    5    1                                                            
CONECT    6    2    8                                                       
CONECT    7    3    9   10   11                                             
CONECT    8    6   12                                                       
CONECT    9    7                                                            
CONECT   10    7                                                            
CONECT   11    7                                                            
CONECT   12    8   13   14   15                                             
CONECT   13   12   16                                                       
CONECT   14   12                                                            
CONECT   15   12                                                            
CONECT   16   13   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   34    0
END

View in JSmol

Synonyms

Value	Source
(R)-5-Diphosphomevalonate	ChEBI
5-Diphosphomevalonate	HMDB
5-Diphosphomevalonic acid	HMDB
Mevalonate 5-diphosphate	HMDB
Mevalonate pyrophosphate	HMDB
Mevalonate-diphosphate	HMDB
(3R)-3-Hydroxy-5-[[hydroxy(phosphonooxy)phosphinyl]oxy]-3-methylpentanoic acid	HMDB
(R)-Diphosphomevalonic acid	HMDB
5-Pyrophosphomevalonic acid	HMDB
Mevalonic 5-pyrophosphate	HMDB
Mevalonic acid 5-diphosphate	HMDB
Mevalonic acid 5-pyrophosphate	HMDB
Mevalonic acid pyrophosphate	HMDB
Pyrophosphomevalonic acid	HMDB
(3R)-3-Hydroxy-5-[[hydroxy(phosphonooxy)phosphinyl]oxy]-3-methylpentanoate	HMDB
(R)-Diphosphomevalonate	HMDB
5-Pyrophosphomevalonate	HMDB
Mevalonate 5-pyrophosphate	HMDB
Mevalonic 5-pyrophosphic acid	HMDB
Mevalonic acid 5-diphosphic acid	HMDB
Mevalonic acid 5-pyrophosphic acid	HMDB
Mevalonic acid pyrophosphic acid	HMDB
Pyrophosphomevalonate	HMDB
(R)-5-Diphosphomevalonic acid	Generator
R-Diphosphomevalonate	HMDB

Chemical Formula

C₆H₁₄O₁₀P₂

Average Mass

308.1169 Da

Monoisotopic Mass

308.00622 Da

IUPAC Name

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

Traditional Name

mevalonate-diphosphate

CAS Registry Number

Not Available

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-/m1/s1

InChI Key

SIGQQUBJQXSAMW-ZCFIWIBFSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Apis cerana	LOTUS Database	35616633
Homo sapiens	LOTUS Database	35616633
Mus musculus	LOTUS Database	35616633

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

carboxyalkyl phosphate (CHEBI:15899 )
Hydroxy fatty acids (LMFA01050416 )

Physical Properties

State

Not Available

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	23.46 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0001090

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

439418

PDB ID

Not Available

ChEBI ID

15899

Good Scents ID

Not Available

References

General References

Mitchell ED Jr, Avigan J: Control of phosphorylation and decarboxylation of mevalonic acid and its metabolites in cultured human fibroblasts and in rat liver in vivo. J Biol Chem. 1981 Jun 25;256(12):6170-3. [PubMed:6263908 ]
Ma D, Nutt CL, Shanehsaz P, Peng X, Louis DN, Kaetzel DM: Autocrine platelet-derived growth factor-dependent gene expression in glioblastoma cells is mediated largely by activation of the transcription factor sterol regulatory element binding protein and is associated with altered genotype and patient survival in human brain tumors. Cancer Res. 2005 Jul 1;65(13):5523-34. doi: 10.1158/0008-5472.CAN-04-2582. [PubMed:15994924 ]
Singh I, Pahan K, Khan M: Lovastatin and sodium phenylacetate normalize the levels of very long chain fatty acids in skin fibroblasts of X- adrenoleukodystrophy. FEBS Lett. 1998 Apr 24;426(3):342-6. doi: 10.1016/s0014-5793(98)00370-6. [PubMed:9600263 ]
Wadhwa R, Yaguchi T, Hasan MK, Taira K, Kaul SC: Mortalin-MPD (mevalonate pyrophosphate decarboxylase) interactions and their role in control of cellular proliferation. Biochem Biophys Res Commun. 2003 Mar 21;302(4):735-42. doi: 10.1016/s0006-291x(03)00226-2. [PubMed:12646231 ]
Toth MJ, Huwyler L: Molecular cloning and expression of the cDNAs encoding human and yeast mevalonate pyrophosphate decarboxylase. J Biol Chem. 1996 Apr 5;271(14):7895-8. doi: 10.1074/jbc.271.14.7895. [PubMed:8626466 ]
LOTUS database [Link]

Showing NP-Card for pyrophosphomevalonate (NP0168146)

MOL for NP0168146 (pyrophosphomevalonate)

3D MOL for NP0168146 (pyrophosphomevalonate)

3D SDF for NP0168146 (pyrophosphomevalonate)

3D-SDF for NP0168146 (pyrophosphomevalonate)

PDB for NP0168146 (pyrophosphomevalonate)

3D PDB for NP0168146 (pyrophosphomevalonate)

SMILES for NP0168146 (pyrophosphomevalonate)

INCHI for NP0168146 (pyrophosphomevalonate)

Structure for NP0168146 (pyrophosphomevalonate)

3D Structure for NP0168146 (pyrophosphomevalonate)