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

147.17 g·mol⁻¹

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

verify (what is ^YN ?)

Infobox references

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.

Chemical propeties:

Soluble in water. This deoxy sugar responds with polymers like cellulose and lignin if it is in excess, so collection of birch juice is very helpful for birch.

External links

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

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