NCBI Taxonomy: 702679

Pediciidae (ncbi_taxid: 702679)

found 11 associated metabolites at family taxonomy rank level.

Ancestor: Tipuloidea

Child Taxonomies: Uliinae, Pediciinae, unclassified Pediciidae

Stigmasterol

(3S,8S,9S,10R,13R,14S,17R)-17-((2R,5S,E)-5-ethyl-6-methylhept-3-en-2-yl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol

C29H48O (412.37049579999996)


Stigmasterol is a phytosterol, meaning it is steroid derived from plants. As a food additive, phytosterols have cholesterol-lowering properties (reducing cholesterol absorption in intestines), and may act in cancer prevention. Phytosterols naturally occur in small amount in vegetable oils, especially soybean oil. One such phytosterol complex, isolated from vegetable oil, is cholestatin, composed of campesterol, stigmasterol, and brassicasterol, and is marketed as a dietary supplement. Sterols can reduce cholesterol in human subjects by up to 15\\%. The mechanism behind phytosterols and the lowering of cholesterol occurs as follows : the incorporation of cholesterol into micelles in the gastrointestinal tract is inhibited, decreasing the overall amount of cholesterol absorbed. This may in turn help to control body total cholesterol levels, as well as modify HDL, LDL and TAG levels. Many margarines, butters, breakfast cereals and spreads are now enriched with phytosterols and marketed towards people with high cholesterol and a wish to lower it. Stigmasterol is found to be associated with phytosterolemia, which is an inborn error of metabolism. Stigmasterol is a 3beta-sterol that consists of 3beta-hydroxystigmastane having double bonds at the 5,6- and 22,23-positions. It has a role as a plant metabolite. It is a 3beta-sterol, a stigmastane sterol, a 3beta-hydroxy-Delta(5)-steroid and a member of phytosterols. It derives from a hydride of a stigmastane. Stigmasterol is a natural product found in Ficus auriculata, Xylopia aromatica, and other organisms with data available. Stigmasterol is a steroid derivative characterized by the hydroxyl group in position C-3 of the steroid skeleton, and unsaturated bonds in position 5-6 of the B ring, and position 22-23 in the alkyl substituent. Stigmasterol is found in the fats and oils of soybean, calabar bean and rape seed, as well as several other vegetables, legumes, nuts, seeds, and unpasteurized milk. See also: Comfrey Root (part of); Saw Palmetto (part of); Plantago ovata seed (part of). Stigmasterol is an unsaturated plant sterol occurring in the plant fats or oils of soybean, calabar bean, and rape seed, and in a number of medicinal herbs, including the Chinese herbs Ophiopogon japonicus (Mai men dong) and American Ginseng. Stigmasterol is also found in various vegetables, legumes, nuts, seeds, and unpasteurized milk. A 3beta-sterol that consists of 3beta-hydroxystigmastane having double bonds at the 5,6- and 22,23-positions. C1907 - Drug, Natural Product > C28178 - Phytosterol > C68437 - Unsaturated Phytosterol

   

Stigmasterol

Stigmasterol

C29H48O (412.37049579999996)


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(2s,4r)-11-hydroxy-4-methyl-9-(2-phenylethyl)-6-oxatricyclo[5.4.0.0²,⁴]undeca-1(11),7,9-triene-10-carboxylic acid

(2s,4r)-11-hydroxy-4-methyl-9-(2-phenylethyl)-6-oxatricyclo[5.4.0.0²,⁴]undeca-1(11),7,9-triene-10-carboxylic acid

C20H20O4 (324.13615200000004)


   

(2s,4r)-11-methoxy-4-methyl-9-(2-phenylethyl)-6-oxatricyclo[5.4.0.0²,⁴]undeca-1(7),8,10-triene

(2s,4r)-11-methoxy-4-methyl-9-(2-phenylethyl)-6-oxatricyclo[5.4.0.0²,⁴]undeca-1(7),8,10-triene

C20H22O2 (294.1619712)


   

(1r,3as,3bs,7s,9ar,9bs,11ar)-1-[(2s,3e,5s)-5-ethyl-6-methylhept-3-en-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

(1r,3as,3bs,7s,9ar,9bs,11ar)-1-[(2s,3e,5s)-5-ethyl-6-methylhept-3-en-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

C29H48O (412.37049579999996)


   

11-methoxy-4-methyl-9-(2-phenylethyl)-6-oxatricyclo[5.4.0.0²,⁴]undeca-1(7),8,10-triene

11-methoxy-4-methyl-9-(2-phenylethyl)-6-oxatricyclo[5.4.0.0²,⁴]undeca-1(7),8,10-triene

C20H22O2 (294.1619712)


   

11-hydroxy-4-methyl-9-(2-phenylethyl)-6-oxatricyclo[5.4.0.0²,⁴]undeca-1(11),7,9-triene-10-carboxylic acid

11-hydroxy-4-methyl-9-(2-phenylethyl)-6-oxatricyclo[5.4.0.0²,⁴]undeca-1(11),7,9-triene-10-carboxylic acid

C20H20O4 (324.13615200000004)


   

2-methyl-5-[(1s)-1,2,2-trimethylcyclopentyl]cyclohexa-2,5-diene-1,4-dione

2-methyl-5-[(1s)-1,2,2-trimethylcyclopentyl]cyclohexa-2,5-diene-1,4-dione

C15H20O2 (232.14632200000003)


   

2-methyl-5-(1,2,2-trimethylcyclopentyl)cyclohexa-2,5-diene-1,4-dione

2-methyl-5-(1,2,2-trimethylcyclopentyl)cyclohexa-2,5-diene-1,4-dione

C15H20O2 (232.14632200000003)


   

(2s,4r)-4-methyl-9-(2-phenylethyl)-6-oxatricyclo[5.4.0.0²,⁴]undeca-1(11),7,9-trien-11-ol

(2s,4r)-4-methyl-9-(2-phenylethyl)-6-oxatricyclo[5.4.0.0²,⁴]undeca-1(11),7,9-trien-11-ol

C19H20O2 (280.146322)


   

4-methyl-9-(2-phenylethyl)-6-oxatricyclo[5.4.0.0²,⁴]undeca-1(11),7,9-trien-11-ol

4-methyl-9-(2-phenylethyl)-6-oxatricyclo[5.4.0.0²,⁴]undeca-1(11),7,9-trien-11-ol

C19H20O2 (280.146322)