Np mrd loader

You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on NP-MRD.
Record Information
Version1.0
Created at2021-06-19 21:55:17 UTC
Updated at2021-06-29 23:58:42 UTC
NP-MRD IDNP0030610
Secondary Accession NumbersNone
Natural Product Identification
Common Name2-C-methyl-d-erythritol
Provided ByJEOL DatabaseJEOL Logo
Description2-C-methyl-D-erythritol belongs to the class of organic compounds known as sugar alcohols. These are hydrogenated forms of carbohydrate in which the carbonyl group (aldehyde or ketone, reducing sugar) has been reduced to a primary or secondary hydroxyl group. 2-C-methyl-d-erythritol is found in Coriandrum sativum L., Cuminum cyminum L. and Primpinella anisum L.. It was first documented in 2021 (PMID: 33925614). Based on a literature review a significant number of articles have been published on 2-C-methyl-D-erythritol (PMID: 33875076) (PMID: 33747018) (PMID: 33674379) (PMID: 33530990).
Structure
Thumb
SynonymsNot Available
Chemical FormulaC5H12O4
Average Mass136.1470 Da
Monoisotopic Mass136.07356 Da
IUPAC Name(2S,3R)-2-methylbutane-1,2,3,4-tetrol
Traditional Name(2S,3R)-2-methylbutane-1,2,3,4-tetrol
CAS Registry NumberNot Available
SMILES
[H]OC([H])([H])[C@@]([H])(O[H])[C@](O[H])(C([H])([H])[H])C([H])([H])O[H]
InChI Identifier
InChI=1S/C5H12O4/c1-5(9,3-7)4(8)2-6/h4,6-9H,2-3H2,1H3/t4-,5+/m1/s1
InChI KeyHGVJFBSSLICXEM-UHNVWZDZSA-N
Spectra
Spectrum TypeDescriptionDepositor IDDeposition DateView
1D NMR13C NMR Spectrum (1D, 500 MHz, C5D5N, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, C5D5N, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, C5D5N, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, C5D5N, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, C5D5N, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, C5D5N, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 300 MHz, C5D5N, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, C5D5N, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, C5D5N, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, C5D5N, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 600 MHz, C5D5N, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, C5D5N, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 700 MHz, C5D5N, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, C5D5N, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 800 MHz, C5D5N, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, C5D5N, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 900 MHz, C5D5N, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, C5D5N, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 1000 MHz, C5D5N, simulated)Wishart Lab2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, C5D5N, simulated)Wishart Lab2021-06-20View Spectrum
Species
Species of Origin
Species NameSourceReference
Coriandrum sativum L.
    • Kitajima, J., et al, Phytochemistry 62, 115 (2003)
Cuminum cyminum
    • Kitajima, J., et al, Phytochemistry 62, 115 (2003)
Pimpinella anisum
    • Kitajima, J., et al, Phytochemistry 62, 115 (2003)
Chemical Taxonomy
Description Belongs to the class of organic compounds known as sugar alcohols. These are hydrogenated forms of carbohydrate in which the carbonyl group (aldehyde or ketone, reducing sugar) has been reduced to a primary or secondary hydroxyl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentSugar alcohols
Alternative Parents
Substituents
  • Sugar alcohol
  • Tertiary alcohol
  • Secondary alcohol
  • Polyol
  • Hydrocarbon derivative
  • Primary alcohol
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
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-1.8ALOGPS
logP-2.2ChemAxon
logS0.74ALOGPS
pKa (Strongest Acidic)12.89ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area80.92 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity31.12 m³·mol⁻¹ChemAxon
Polarizability13.38 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
External Links
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID9575695
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11400799
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Pollastri S, Baccelli I, Loreto F: Isoprene: An Antioxidant Itself or a Molecule with Multiple Regulatory Functions in Plants? Antioxidants (Basel). 2021 Apr 27;10(5). pii: antiox10050684. doi: 10.3390/antiox10050684. [PubMed:33925614 ]
  2. Qian X, Zhu J, Yuan Q, Jia Q, Jin H, Han J, Sarsaiya S, Jin L, Chen J, Guo L: Illumina Sequencing Reveals Conserved and Novel MicroRNAs of Dendrobium nobile Protocorm Involved in Synthesizing Dendrobine, a Potential Nanodrug. J Biomed Nanotechnol. 2021 Mar 1;17(3):416-425. doi: 10.1166/jbn.2021.3036. [PubMed:33875076 ]
  3. Ameztoy K, Sanchez-Lopez AM, Munoz FJ, Bahaji A, Almagro G, Baroja-Fernandez E, Gamez-Arcas S, De Diego N, Dolezal K, Novak O, Pencik A, Alpizar A, Rodriguez-Concepcion M, Pozueta-Romero J: Proteostatic Regulation of MEP and Shikimate Pathways by Redox-Activated Photosynthesis Signaling in Plants Exposed to Small Fungal Volatiles. Front Plant Sci. 2021 Mar 5;12:637976. doi: 10.3389/fpls.2021.637976. eCollection 2021. [PubMed:33747018 ]
  4. Mitra S, Estrada-Tejedor R, Volke DC, Phillips MA, Gershenzon J, Wright LP: Negative regulation of plastidial isoprenoid pathway by herbivore-induced beta-cyclocitral in Arabidopsis thaliana. Proc Natl Acad Sci U S A. 2021 Mar 9;118(10). pii: 2008747118. doi: 10.1073/pnas.2008747118. [PubMed:33674379 ]
  5. Zhang Y, Bian S, Liu X, Fang N, Wang C, Liu Y, Du Y, Timko MP, Zhang Z, Zhang H: Synthesis of cembratriene-ol and cembratriene-diol in yeast via the MVA pathway. Microb Cell Fact. 2021 Feb 2;20(1):29. doi: 10.1186/s12934-021-01523-4. [PubMed:33530990 ]
  6. Kitajima, J., et al. (2003). Kitajima, J., et al, Phytochemistry 62, 115 (2003). Phytochem..