DAN

2-DEOXY-2,3-DEHYDRO-N-ACETYL-NEURAMINIC ACID

Created:	1999-07-08
Last modified:	2020-07-17

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56 entries where DAN is found as a standalone ligand2 entries where DAN is covalently linked to polymer or other heterogen groups

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Chemical Details
Formal Charge	0
Atom Count	37
Chiral Atom Count	5
Bond Count	37
Aromatic Bond Count	0

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Chemical Component Summary
Name	2-DEOXY-2,3-DEHYDRO-N-ACETYL-NEURAMINIC ACID
Synonyms	Neu5Ac2en
Systematic Name (OpenEye OEToolkits)	(4S,5R,6R)-5-acetamido-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]-5,6-dihydro-4H-pyran-2-carboxylic acid
Formula	C₁₁ H₁₇ N O₈
Molecular Weight	291.255
Type	D-SACCHARIDE

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C(O)C=1OC(C(O)C(O)CO)C(NC(=O)C)C(O)C=1
SMILES	CACTVS	3.341	CC(=O)N[CH]1[CH](O)C=C(O[CH]1[CH](O)[CH](O)CO)C(O)=O
SMILES	OpenEye OEToolkits	1.5.0	CC(=O)NC1C(C=C(OC1C(C(CO)O)O)C(=O)O)O
Canonical SMILES	CACTVS	3.341	CC(=O)N[C@@H]1[C@@H](O)C=C(O[C@H]1[C@H](O)[C@H](O)CO)C(O)=O
Canonical SMILES	OpenEye OEToolkits	1.5.0	CC(=O)N[C@@H]1[C@H](C=C(O[C@H]1[C@@H]([C@@H](CO)O)O)C(=O)O)O
InChI	InChI	1.03	InChI=1S/C11H17NO8/c1-4(14)12-8-5(15)2-7(11(18)19)20-10(8)9(17)6(16)3-13/h2,5-6,8-10,13,15-17H,3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,8+,9+,10+/m0/s1
InChIKey	InChI	1.03	JINJZWSZQKHCIP-UFGQHTETSA-N

Drug Info: DrugBank

DrugBank ID	DB03991
Name	2-deoxy-2,3-dehydro-N-acetylneuraminic acid
Groups	experimental
Synonyms	Neu2en5Ac 2-deoxy-2,3-dehydro-N-acetylneuraminic acid
Categories	Acids, Acyclic Amino Sugars Carbohydrates Enzyme Inhibitors Hydroxy Acids Neuraminic Acids Neuraminidase, antagonists & inhibitors Sialic Acids Sugar Acids
CAS number	24967-27-9

Drug Targets

Name	Target Sequence	Pharmacological Action
Hemagglutinin-neuraminidase	MEYWKHTNHGKDAGNELETSMATHGNKLTNKIIYILWTIILVLLSIVFII...	unknown
Sialidase	MTANPYLRRLPRRRAVSFLLAPALAAATVAGASPAQAIAGAPVPPGGEPL...	unknown
Neuraminidase	MNPNQKILCTSATALVIGTIAVLIGITNLGLNIGLHLKPSCNCSHSQPEA...	unknown
Hemagglutinin-neuraminidase	MDRAVSQVALENDEREAKNTWRLIFRIAILLLTVVTLATSVASLVYSMGA...	unknown
Sialidase-2	MASLPVLQKESVFQSGAHAYRIPALLYLPGQQSLLAFAEQRASKKDEHAE...	unknown

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682