Muramic acid

{{chembox | ImageFile = Muramic acid.svg | PIN = 2-[3-Amino-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxypropanoic acid | SystematicName = 2-{[3-Amino-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}propanoic acid | Section1 = ! colspan=2 style="background: #f8eaba; text-align: center;" |Identifiers

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CAS Number

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• 1114-41-6
• 40525-29-9

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3D model (JSmol)

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• Interactive image

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Beilstein Reference

| 2334586 |- | ChEBI

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• CHEBI:7027

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| ChemSpider

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• 4954554 (),(2R,3R,4R,5S,6R) ^N
• 17346953 (),(2S,3R,4R,5S,6R) ^N
• 389857 (2R),(3R,4R,5S,6R) ^N
• 20147997 (),(3R,4R,5S,6R) ^N
• 23936775 (2R),() ^N
• 383435 ^N

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| ECHA InfoCard | 100.012.923 |- | EC Number

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• 214-214-9

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| KEGG

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• C06470

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PubChem CID

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• 441038 (2R),(3R,4R,5S,6R)
• 12313001 (),(3R,4R,5S,6R)
• 44123550 (2R),(2R,4R,6R)
• 45039974 (2R),()
• 433580

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CompTox Dashboard (EPA)

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• DTXSID60862545

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| colspan="2" |

InChI

• InChI=1S/C9H17NO7/c1-3(8(13)14)16-7-5(10)9(15)17-4(2-11)6(7)12/h3-7,9,11-12,15H,2,10H2,1H3,(H,13,14)

  Key: MSFSPUZXLOGKHJ-UHFFFAOYSA-N

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SMILES

• CC(OC1C(N)C(O)OC(CO)C1O)C(O)=O

|- |Section2=! colspan=2 style="background: #f8eaba; text-align: center;" |Properties

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Chemical formula

| C₉H₁₇NO₇

|- | Molar mass

| 251.23378

|- |Section3= }} Muramic acid is a form of sugar acid. Chemically it is the ether between lactic acid and glucosamine. It occurs naturally as an N-acetyl derivative in peptidoglycan which has many biological functions such as a component in many typical bacterial cell walls.

Chlamydiae are unusual for not having muramic acid in their cell walls.

See also

• N-Acetylmuramic acid