Ascr#7 (Standard)

cas: 1139837-37-8 — see every product listed under this CAS number, including other names

Ascr#7 (Standard) (CAS 1139837-37-8) is a chemical reagent available from Chemat. Available pack sizes: Get quote. Offered by: MedChemExpress.

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Ascr#7 is an (1)-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of (2E,6R)-6-hydroxyhept-2-enoic acid with ascarylopyranose (the alpha anomer). A metabolite of the nematode Caenorhabditis elegans, it is weakly dauer inducing and a weak male-attractant. It has a role as a pheromone and a Caenorhabditis elegans metabolite. It is an alpha,beta-unsaturated monocarboxylic acid and an (omega-1)-hydroxy fatty acid ascaroside. It is functionally related to a (2E,6R)-6-hydroxyhept-2-enoic acid. It is a conjugate acid of an ascr#7(1-).

Source: ChEBI

Identity
Molecular formulaC13H22O6
Molecular weight274.31 g/mol
IUPAC name(E,6R)-6-[(2R,3R,5R,6S)-3,5-dihydroxy-6-methyloxan-2-yl]oxyhept-2-enoic acid
InChIKeyGGHOMCWJOMBZEK-LHYQPRBASA-N
SMILESC[C@H]1[C@@H](C[C@H]([C@@H](O1)O[C@H](C)CC/C=C/C(=O)O)O)O

Computed by PubChem (NCBI)

Synonyms: (2E,6R)-6-[(3,6-Dideoxy-alpha-L-arabino-hexopyranosyl)oxy]-2-heptenoic acid, (2E,6R)-6-((3,6-Dideoxy-alpha-L-arabino-hexopyranosyl)oxy)-2-heptenoic acid, ascr#7, (E,6R)-6-[(2R,3R,5R,6S)-3,5-dihydroxy-6-methyloxan-2-yl]oxyhept-2-enoic acid, 2-Heptenoic acid, 6-[(3,6-dideoxy-alpha-L-arabino-hexopyranosyl)oxy]-, (2E,6R)-, (2E,6R)-6-[(3,6-dideoxy-alpha-L-arabino-hexopyranosyl)oxy]hept-2-enoic acid, orb1691953, 6R-(3,6-dideoxy-alpha-L-arabino-hexopyranosyloxy)-2E-heptenoic acid, (2E,6R)-6-[(3,6-Dideoxy-|A-L-arabino-hexopyranosyl)oxy]-2-heptenoic acid, (2E,6R)-6-[(3,6-Dideoxy-I+/--L-arabino-hexopyranosyl)oxy]-2-heptenoic acid
Isomers (same molecular formula)
(1R,2R,6R,7S,8S,9R)-8-methoxy-4,4,11,11-tetramethyl-3,5,10,12-tetraoxatricyclo[7.3.0.02,6]dodecan-7-ol C13H22O6
(1R,2S,6S,7S,9R)-7-methoxy-4,4,12,12-tetramethyl-3,5,8,11,13-pentaoxatricyclo[7.4.0.02,6]tridecane C13H22O6
triethyl butane-1,2,4-tricarboxylate C13H22O6
4-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]butanoic acid C13H22O6
(3aR,5S,6R,6aR)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-6-methoxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole C13H22O6
(1S)-1-[(3aR,5R,6S,6aR)-6-methoxyspiro[3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole-2,1'-cyclohexane]-5-yl]ethane-1,2-diol C13H22O6
(4S,6R)-2,2-dimethyl-6-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]-1,3-dioxane-4-carboxylic acid C13H22O6
diethyl 2-propan-2-yl-1,3-dioxane-5,5-dicarboxylate C13H22O6
(3aR,5R,6S,6aR)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2,6-trimethyl-5,6a-dihydro-3aH-furo[2,3-d][1,3]dioxol-6-ol C13H22O6
(3aS,4S,6R,6aS)-6-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-4-methoxy-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxole C13H22O6

Also listed as

Ascr#7 GLPBio CAS 1139837-37-8
(2E,6R)-6-[(3,6-Dideoxy-α-L-arabino-hexopyranosyl)oxy]-2-heptenoic acid, 98.37%, 98.37% Chemat CAS 1139837-37-8
Ascr#7, 98.06% MedChemExpress CAS 1139837-37-8

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