Np mrd loader

Record Information
Version2.0
Created at2024-09-11 23:02:47 UTC
Updated at2024-09-11 23:02:47 UTC
NP-MRD IDNP0339685
Secondary Accession NumbersNone
Natural Product Identification
Common Name2-C-methyl-D-erythritol-2,4-cyclodiphosphate
Description2-C-methyl-D-erythritol-2,4-cyclodiphosphate 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. 2-C-methyl-D-erythritol-2,4-cyclodiphosphate was first documented in 2019 (PMID: 31521478). Based on a literature review a small amount of articles have been published on 2-C-methyl-D-erythritol-2,4-cyclodiphosphate (PMID: 37765448) (PMID: 30786032).
Structure
Thumb
Synonyms
ValueSource
2-C-Methyl-D-erythritol-2,4-cyclodiphosphoric acidGenerator
Chemical FormulaC5H10O9P2
Average Mass276.0750 Da
Monoisotopic Mass275.98110 Da
IUPAC Name7-hydroxy-6-(hydroxymethyl)-6-methyl-2,4-dioxo-1,3,5,2lambda5,4lambda5-trioxadiphosphocane-2,4-bis(olate)
Traditional Name7-hydroxy-6-(hydroxymethyl)-6-methyl-2,4-dioxo-1,3,5,2lambda5,4lambda5-trioxadiphosphocane-2,4-bis(olate)
CAS Registry NumberNot Available
SMILES
CC1(CO)OP([O-])(=O)OP([O-])(=O)OCC1O
InChI Identifier
InChI=1/C5H12O9P2/c1-5(3-6)4(7)2-12-15(8,9)14-16(10,11)13-5/h4,6-7H,2-3H2,1H3,(H,8,9)(H,10,11)/p-2
InChI KeySFRQRNJMIIUYDI-UHFFFAOYNA-L
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
DescriptionThis compound 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.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganic oxoanionic compounds
Sub ClassOrganic pyrophosphates
Direct ParentOrganic pyrophosphates
Alternative Parents
Substituents
  • Organic pyrophosphate
  • Organic phosphoric acid derivative
  • Secondary alcohol
  • Oxacycle
  • Organoheterocyclic compound
  • Organic oxide
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Organic anion
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-1.8ChemAxon
pKa (Strongest Acidic)1.83ChemAxon
pKa (Strongest Basic)-3.1ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area148.41 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity46.84 m³·mol⁻¹ChemAxon
Polarizability20 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Bergman ME, Evans SE, Kuai X, Franks AE, Despres C, Phillips MA: Arabidopsis TGA256 Transcription Factors Suppress Salicylic-Acid-Induced Sucrose Starvation. Plants (Basel). 2023 Sep 16;12(18):3284. doi: 10.3390/plants12183284. [PubMed:37765448 ]
  2. Watkins SM, Ghose D, Blain JM, Grote DL, Luan CH, Clare M, Meganathan R, Horn JR, Hagen TJ: Antibacterial activity of 2-amino-4-hydroxypyrimidine-5-carboxylates and binding to Burkholderia pseudomallei 2-C-methyl-d-erythritol-2,4-cyclodiphosphate synthase. Bioorg Med Chem Lett. 2019 Oct 15;29(20):126660. doi: 10.1016/j.bmcl.2019.126660. Epub 2019 Sep 3. [PubMed:31521478 ]
  3. Onkokesung N, Reichelt M, Wright LP, Phillips MA, Gershenzon J, Dicke M: The plastidial metabolite 2-C-methyl-D-erythritol-2,4-cyclodiphosphate modulates defence responses against aphids. Plant Cell Environ. 2019 Jul;42(7):2309-2323. doi: 10.1111/pce.13538. Epub 2019 Mar 8. [PubMed:30786032 ]