Ascr#7, an ascaroside, is a nematode hormone. Ascr#7 is expressed during C. elegans development. Ascarosides can induce the formation of long-lived and highly stress-resistant larvae.

Physicochemical Properties

Molecular Formula	C13H22O6
Molecular Weight	274.31
Exact Mass	274.142
CAS #	1139837-37-8
PubChem CID	86289656
Appearance	Colorless to light yellow viscous liquid
LogP	0.669
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	6
Heavy Atom Count	19
Complexity	316
Defined Atom Stereocenter Count	5
SMILES	O1[C@H]([C@@H](C[C@H]([C@@H]1C)O)O)O[C@H](C)CC/C=C/C(=O)O
InChi Key	GGHOMCWJOMBZEK-LHYQPRBASA-N
InChi Code	InChI=1S/C13H22O6/c1-8(5-3-4-6-12(16)17)18-13-11(15)7-10(14)9(2)19-13/h4,6,8-11,13-15H,3,5,7H2,1-2H3,(H,16,17)/b6-4+/t8-,9+,10-,11-,13-/m1/s1
Chemical Name	(E,6R)-6-[(2R,3R,5R,6S)-3,5-dihydroxy-6-methyloxan-2-yl]oxyhept-2-enoic acid
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: This product requires protection from light (avoid light exposure) during transportation and storage.
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

ln Vitro	Because the majority of ascarosides trigger the production of long-lived, extremely stress-resistant dauer larvae, they are frequently referred to as "dauer pheromones"[1].
References	[1]. Ascaroside expression in Caenorhabditis elegans is strongly dependent on diet and developmental stage. PLoS One. 2011 Mar 15;6(3):e17804.
Additional Infomation	Ascr#7 is an (omega-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 Caenorhabditis elegans metabolite and a pheromone. 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-). 2-Heptenoic acid, 6-[(3,6-dideoxy-alpha-L-arabino-hexopyranosyl)oxy]-, (2E,6R)- has been reported in Caenorhabditis elegans with data available.

Solubility Data

Solubility (In Vitro)

DMSO: 200 mg/mL (729.10 mM) H2O: 100 mg/mL (364.55 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 5 mg/mL (18.23 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 50.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly. Solubility in Formulation 2: 100 mg/mL (364.55 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	3.6455 mL	18.2276 mL	36.4551 mL
	5 mM	0.7291 mL	3.6455 mL	7.2910 mL
	10 mM	0.3646 mL	1.8228 mL	3.6455 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.