41707
2-C-Methyl-D-erythritol
≥90% (GC)
Synonym(s):
(2S,3R)-2-Methyl-1,2,3,4-tetrahydroxybutane, (2S,3R)-2-Methylbutane-1,2,3,4-tetrol
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About This Item
Empirical Formula (Hill Notation):
C5H12O4
CAS Number:
Molecular Weight:
136.15
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
5916602
Product Name
2-C-Methyl-D-erythritol, ≥90% (GC)
InChI
1S/C5H12O4/c1-5(9,3-7)4(8)2-6/h4,6-9H,2-3H2,1H3/t4-,5+/m1/s1
SMILES string
C[C@](O)(CO)[C@H](O)CO
InChI key
HGVJFBSSLICXEM-UHNVWZDZSA-N
biological source
(Carum ajowan fruit)
assay
≥90% (GC)
form
viscous liquid (clear)
color
colorless
storage temp.
2-8°C
Quality Level
Biochem/physiol Actions
Metabolite of the non-mevalonate MEP pathway, generally found in prokaryotes, as precursor to isoprenoids as well as non-isoprenoids like vitamins. As this pathway is not present in humans, it is of interest for the development of bacterium-specific drugs in the search for treatments of infectious diseases.
General description
(2S,3R)-2-methylbutane-1,2,3,4-tetrol was identified as a glucide in methanol extracts of Carum ajowan fruit.
Other Notes
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Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Hiroyuki Enomoto et al.
Journal of plant physiology, 161(8), 977-980 (2004-09-24)
2-C-methyl-D-erythritol, a soluble carbohydrate that is not ubiquitously found in higher plants, was detected in the ethanol extract from Phlox subulata petals and isolated using HPLC. The isolated compound was identified by 1H-NMR, 13C-NMR and Cl-MS spectra. 2-C-methyl-D-erythritol was a
Rong Guo et al.
Bioscience, biotechnology, and biochemistry, 82(11), 1902-1910 (2018-08-22)
RT-qPCR has been widely used for gene expression analysis in recent years. The accuracy of this technique largely depends on the selection of suitable reference genes. In order to facilitate gene expression analysis in wild and cultivated Cannabis, the expression
T Ishikawa et al.
Chemical & pharmaceutical bulletin, 49(7), 840-844 (2001-07-18)
From the water-soluble portion of the methanol extract of the fruit of Carum ajowan (ajowan), which has been used as a spice and medicine, 25 compounds, including five new monoterpenoid glucosides, a new monoterpenoid, two new aromatic compound glucosides, and
Biosynthesis of 2-C-methyl-D-erythritol, a putative C5 intermediate in the mevalonate independent pathway for isoprenoid biosynthesis.
Duvold, T., et al.
Tetrahedron Letters, 38, 4769-4772 (1997)
Magda Claeys et al.
Science (New York, N.Y.), 303(5661), 1173-1176 (2004-02-21)
Detailed organic analysis of natural aerosols from the Amazonian rain forest showed considerable quantities of previously unobserved polar organic compounds, which were identified as a mixture of two diastereoisomeric 2-methyltetrols: 2-methylthreitol and 2-methylerythritol. These polyols, which have the isoprene skeleton
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