Chemistry:Daunosamine

Daunosamine

Names
IUPAC names Linear:(3S,4S,5S)-3-amino-4,5-dihydroxyhexanal Pyranose: (3S,4S,5S)-4-amino-6-methyl-tetrahydropyran-2,5-diol
Other names 3-Amino-2,3,6-trideoxy-L-lyxo-hexose
Identifiers
CAS Number	26548-47-0 (linear) Y 4305-54-8 (pyranose) N
3D model (JSmol)	Interactive image
ChemSpider	140755 N
PubChem CID	160128
InChI InChI=1S/C6H13NO3/c1-4(9)6(10)5(7)2-3-8/h3-6,9-10H,2,7H2,1H3/t4-,5-,6+/m0/s1 N Key: WPJRFCZKZXBUNI-HCWXCVPCSA-N N InChI=1/C6H13NO3/c1-4(9)6(10)5(7)2-3-8/h3-6,9-10H,2,7H2,1H3/t4-,5-,6+/m0/s1 Key: WPJRFCZKZXBUNI-HCWXCVPCBX
SMILES C[C@@H]([C@H]([C@H](CC=O)N)O)O
Properties
Chemical formula	C6H13NO3
Molar mass	147.174 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

Tracking categories (test):

• PairSizeSet

Daunosamine is a deoxy sugar and amino sugar of the hexosamine class.

Daunosamine is a component of the anthracycline class of antineoplastics, linked to a derivative of naphthacene. It is a component of birch juice.

The compound is soluble in water and responds with polymers like cellulose and lignin if it is in excess, so collection of birch juice is very helpful for the birch tree.

The dnrQ gene is required for the synthesis of daunosamine.

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  Daunorubicin

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  Idarubicin

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  Doxorubicin

External links

• Daunosamine at the US National Library of Medicine Medical Subject Headings (MeSH)