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60299-43-6 molecular structure
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(3S,4R)-3,4,5-trihydroxypentan-2-one

ChemBase ID: 154393
Molecular Formular: C5H10O4
Molecular Mass: 134.1305
Monoisotopic Mass: 134.0579088
SMILES and InChIs

SMILES:
CC(=O)[C@H]([C@@H](CO)O)O
Canonical SMILES:
OC[C@H]([C@@H](C(=O)C)O)O
InChI:
InChI=1S/C5H10O4/c1-3(7)5(9)4(8)2-6/h4-6,8-9H,2H2,1H3/t4-,5-/m1/s1
InChIKey:
IGUZJYCAXLYZEE-RFZPGFLSSA-N

Cite this record

CBID:154393 http://www.chembase.cn/molecule-154393.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(3S,4R)-3,4,5-trihydroxypentan-2-one
IUPAC Traditional name
1-deoxy-D-xylulose
Synonyms
(3S,4R)-3,4,5-Trihydroxy-2-pentanone
1-Deoxy-D-threo-2-pentulose
1-Deoxy-D-xylulose
CAS Number
60299-43-6
MDL Number
MFCD08460011
PubChem SID
162248532
PubChem CID
9548569

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID Price
Sigma Aldrich
14764 external link Add to cart Please log in.
Data Source Data ID
PubChem 9548569 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 12.247431  H Acceptors
H Donor LogD (pH = 5.5) -1.819449 
LogD (pH = 7.4) -1.819455  Log P -1.819449 
Molar Refractivity 29.8971 cm3 Polarizability 12.021338 Å3
Polar Surface Area 77.76 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Optical Rotation
[α]/D +31.0±3.0°, c = 1 in H2O expand Show data source
MSDS Link
Download expand Show data source
German water hazard class
3 expand Show data source
Storage Temperature
-20°C expand Show data source
Purity
≥80% (TLC) expand Show data source
Empirical Formula (Hill Notation)
C5H10O4 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 14764 external link
Biochem/physiol Actions
Metabolite of the non-mevalonate 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.
Linkage
In E. coli, 1-deoxy-D-xylulose is converted into 1-deoxy-D-xylulose 5-phosphate by phosphorylation of the C-5 hydroxy group by D-xylulokinase. 1

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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