NCBI Taxonomy: 375932

Lychnophora salicifolia (ncbi_taxid: 375932)

found 80 associated metabolites at species taxonomy rank level.

Ancestor: Lychnophora

Child Taxonomies: none taxonomy data.

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

   

Lupeol

(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-ol

C30H50O (426.386145)


Lupeol is a pentacyclic triterpenoid that is lupane in which the hydrogen at the 3beta position is substituted by a hydroxy group. It occurs in the skin of lupin seeds, as well as in the latex of fig trees and of rubber plants. It is also found in many edible fruits and vegetables. It has a role as an anti-inflammatory drug and a plant metabolite. It is a secondary alcohol and a pentacyclic triterpenoid. It derives from a hydride of a lupane. Lupeol has been investigated for the treatment of Acne. Lupeol is a natural product found in Ficus auriculata, Ficus septica, and other organisms with data available. See also: Calendula Officinalis Flower (part of). A pentacyclic triterpenoid that is lupane in which the hydrogen at the 3beta position is substituted by a hydroxy group. It occurs in the skin of lupin seeds, as well as in the latex of fig trees and of rubber plants. It is also found in many edible fruits and vegetables. D000893 - Anti-Inflammatory Agents Lupeol (Clerodol; Monogynol B; Fagarasterol) is an active pentacyclic?triterpenoid, has anti-oxidant, anti-mutagenic, anti-tumor and anti-inflammatory activity. Lupeol is a potent?androgen receptor (AR)?inhibitor and can be used for cancer research, especially prostate cancer of androgen-dependent phenotype (ADPC) and castration resistant phenotype (CRPC)[1]. Lupeol (Clerodol; Monogynol B; Fagarasterol) is an active pentacyclic?triterpenoid, has anti-oxidant, anti-mutagenic, anti-tumor and anti-inflammatory activity. Lupeol is a potent?androgen receptor (AR)?inhibitor and can be used for cancer research, especially prostate cancer of androgen-dependent phenotype (ADPC) and castration resistant phenotype (CRPC)[1].

   

Lupeyl acetate

[(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-1-isopropenyl-3a,5a,5b,8,8,11a-hexamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl] acetate

C32H52O2 (468.3967092)


Lupeol acetate is an organic molecular entity. It has a role as a metabolite. Lupeol acetate is a natural product found in Euphorbia dracunculoides, Euphorbia larica, and other organisms with data available. Lupeol acetate, a derivative of Lupeol, suppresses the progression of rheumatoid arthritis (RA) by inhibiting the activation of macrophages and osteoclastogenesis through downregulations of TNF-α, IL-1β, MCP-1, COX-2, VEGF and granzyme B[1]. Lupeol acetate, a derivative of Lupeol, suppresses the progression of rheumatoid arthritis (RA) by inhibiting the activation of macrophages and osteoclastogenesis through downregulations of TNF-α, IL-1β, MCP-1, COX-2, VEGF and granzyme B[1].

   

alpha-Humulene

trans,trans,trans-2,6,6,9-Tetramethyl-1,4,8-cycloundecatriene

C15H24 (204.18779039999998)


alpha-Humulene, also known as alpha-caryophyllene, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Thus, alpha-humulene is considered to be an isoprenoid lipid molecule. alpha-Humulene is found in allspice. alpha-Humulene is a constituent of many essential oils including hops (Humulus lupulus) and cloves (Syzygium aromaticum). (1E,4E,8E)-alpha-humulene is the (1E,4E,8E)-isomer of alpha-humulene. Humulene is a natural product found in Nepeta nepetella, Teucrium montanum, and other organisms with data available. See also: Caryophyllene (related). α-Humulene is a main constituent of Tanacetum vulgare L. (Asteraceae) essential oil with anti-inflammation (IC50=15±2 μg/mL). α-Humulene inhibits COX-2 and iNOS expression[1]. α-Humulene is a main constituent of Tanacetum vulgare L. (Asteraceae) essential oil with anti-inflammation (IC50=15±2 μg/mL). α-Humulene inhibits COX-2 and iNOS expression[1].

   

(+)-beta-Caryophyllene

(+)-beta-Caryophyllene

C15H24 (204.18779039999998)


A beta-caryophyllene in which the stereocentre adjacent to the exocyclic double bond has R configuration while the remaining stereocentre has S configuration. It is the enantiomer of (-)-beta-caryophyllene, which occurs much more widely than the (+)-form.

   

alpha-Caryophyllene

2,6,6,9-tetramethylcycloundeca-1,4,8-triene

C15H24 (204.18779039999998)


α-Humulene is a main constituent of Tanacetum vulgare L. (Asteraceae) essential oil with anti-inflammation (IC50=15±2 μg/mL). α-Humulene inhibits COX-2 and iNOS expression[1]. α-Humulene is a main constituent of Tanacetum vulgare L. (Asteraceae) essential oil with anti-inflammation (IC50=15±2 μg/mL). α-Humulene inhibits COX-2 and iNOS expression[1].

   

Trideca-1,11-dien-3,5,7,9-tetrayn

trideca-1,11-dien-3,5,7,9-tetrayne

C13H8 (164.0625968)


Trideca-1,11-dien-3,5,7,9-tetrayn is a member of the class of compounds known as enynes. Enynes are hydrocarbons containing an alkene and an alkyne group. Trideca-1,11-dien-3,5,7,9-tetrayn can be found in burdock, which makes trideca-1,11-dien-3,5,7,9-tetrayn a potential biomarker for the consumption of this food product.

   

Lupeol acetate

Acetic acid (1R,3aR,4S,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-1-isopropenyl-3a,5a,5b,8,8,11a-hexamethyl-eicosahydro-cyclopenta[a]chrysen-9-yl ester

C32H52O2 (468.3967092)


Lupeol acetate, a derivative of Lupeol, suppresses the progression of rheumatoid arthritis (RA) by inhibiting the activation of macrophages and osteoclastogenesis through downregulations of TNF-α, IL-1β, MCP-1, COX-2, VEGF and granzyme B[1]. Lupeol acetate, a derivative of Lupeol, suppresses the progression of rheumatoid arthritis (RA) by inhibiting the activation of macrophages and osteoclastogenesis through downregulations of TNF-α, IL-1β, MCP-1, COX-2, VEGF and granzyme B[1].

   

lupeol

Lup-20(29)-en-3.beta.-ol

C30H50O (426.386145)


D000893 - Anti-Inflammatory Agents Lupeol (Clerodol; Monogynol B; Fagarasterol) is an active pentacyclic?triterpenoid, has anti-oxidant, anti-mutagenic, anti-tumor and anti-inflammatory activity. Lupeol is a potent?androgen receptor (AR)?inhibitor and can be used for cancer research, especially prostate cancer of androgen-dependent phenotype (ADPC) and castration resistant phenotype (CRPC)[1]. Lupeol (Clerodol; Monogynol B; Fagarasterol) is an active pentacyclic?triterpenoid, has anti-oxidant, anti-mutagenic, anti-tumor and anti-inflammatory activity. Lupeol is a potent?androgen receptor (AR)?inhibitor and can be used for cancer research, especially prostate cancer of androgen-dependent phenotype (ADPC) and castration resistant phenotype (CRPC)[1].

   

Humulene

trans,trans,trans-2,6,6,9-Tetramethyl-1,4,8-cycloundecatriene

C15H24 (204.18779039999998)


α-Humulene is a main constituent of Tanacetum vulgare L. (Asteraceae) essential oil with anti-inflammation (IC50=15±2 μg/mL). α-Humulene inhibits COX-2 and iNOS expression[1]. α-Humulene is a main constituent of Tanacetum vulgare L. (Asteraceae) essential oil with anti-inflammation (IC50=15±2 μg/mL). α-Humulene inhibits COX-2 and iNOS expression[1].

   

Stigmasterin

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

C29H48O (412.37049579999996)


C1907 - Drug, Natural Product > C28178 - Phytosterol > C68437 - Unsaturated Phytosterol

   
   

11,11-dimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene-4-carboxylic acid

11,11-dimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene-4-carboxylic acid

C15H22O2 (234.1619712)


   

[(1s,2r,5s)-4,4-dimethyl-13-oxo-12-oxatricyclo[6.3.2.0²,⁵]tridec-8-en-1-yl]methyl acetate

[(1s,2r,5s)-4,4-dimethyl-13-oxo-12-oxatricyclo[6.3.2.0²,⁵]tridec-8-en-1-yl]methyl acetate

C17H24O4 (292.1674504)


   

1-(hydroxymethyl)-4,4-dimethyl-12-oxatricyclo[6.3.2.0²,⁵]tridec-8-en-13-one

1-(hydroxymethyl)-4,4-dimethyl-12-oxatricyclo[6.3.2.0²,⁵]tridec-8-en-13-one

C15H22O3 (250.1568862)


   

(1s,2s,4z,9r)-2-(acetyloxy)-11,11-dimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene-4-carboxylic acid

(1s,2s,4z,9r)-2-(acetyloxy)-11,11-dimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene-4-carboxylic acid

C17H24O4 (292.1674504)


   

(1r,2r,5s)-1-(hydroxymethyl)-4,4-dimethyl-12-oxatricyclo[6.3.2.0²,⁵]tridec-8-en-13-one

(1r,2r,5s)-1-(hydroxymethyl)-4,4-dimethyl-12-oxatricyclo[6.3.2.0²,⁵]tridec-8-en-13-one

C15H22O3 (250.1568862)


   
   

2-hydroxy-11,11-dimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene-4-carboxylic acid

2-hydroxy-11,11-dimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene-4-carboxylic acid

C15H22O3 (250.1568862)


   

{4,4-dimethyl-13-oxo-12-oxatricyclo[6.3.2.0²,⁵]tridec-8-en-1-yl}methyl acetate

{4,4-dimethyl-13-oxo-12-oxatricyclo[6.3.2.0²,⁵]tridec-8-en-1-yl}methyl acetate

C17H24O4 (292.1674504)


   

1,10-dimethyl-5-methylidene-4,13-dioxo-3,14-dioxatricyclo[9.2.1.0²,⁶]tetradeca-9,11-dien-8-yl 2-methylbut-2-enoate

1,10-dimethyl-5-methylidene-4,13-dioxo-3,14-dioxatricyclo[9.2.1.0²,⁶]tetradeca-9,11-dien-8-yl 2-methylbut-2-enoate

C20H22O6 (358.1416312)


   

(11e)-trideca-1,11-dien-3,5,7,9-tetrayne

(11e)-trideca-1,11-dien-3,5,7,9-tetrayne

C13H8 (164.0625968)


   

(1s,2r,5s)-1-(hydroxymethyl)-4,4-dimethyl-12-oxatricyclo[6.3.2.0²,⁵]tridec-8-en-13-one

(1s,2r,5s)-1-(hydroxymethyl)-4,4-dimethyl-12-oxatricyclo[6.3.2.0²,⁵]tridec-8-en-13-one

C15H22O3 (250.1568862)


   

(1s,2r,4e,9r)-2-hydroxy-11,11-dimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene-4-carboxylic acid

(1s,2r,4e,9r)-2-hydroxy-11,11-dimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene-4-carboxylic acid

C15H22O3 (250.1568862)


   

(1s,4z,9r)-11,11-dimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene-4-carboxylic acid

(1s,4z,9r)-11,11-dimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene-4-carboxylic acid

C15H22O2 (234.1619712)


   

(1r,4r,9r)-11,11-dimethyl-8-methylidenebicyclo[7.2.0]undecane-4-carboxylic acid

(1r,4r,9r)-11,11-dimethyl-8-methylidenebicyclo[7.2.0]undecane-4-carboxylic acid

C15H24O2 (236.1776204)


   

(3ar,6ar,9ar,9bs)-6-methyl-3,9-dimethylidene-3ah,4h,6ah,7h,8h,9ah,9bh-azuleno[4,5-b]furan-2-one

(3ar,6ar,9ar,9bs)-6-methyl-3,9-dimethylidene-3ah,4h,6ah,7h,8h,9ah,9bh-azuleno[4,5-b]furan-2-one

C15H18O2 (230.1306728)


   

2-(acetyloxy)-11,11-dimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene-4-carboxylic acid

2-(acetyloxy)-11,11-dimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene-4-carboxylic acid

C17H24O4 (292.1674504)


   

(1r,3ar,5ar,5br,7ar,9s,11ar,11bs,13ar,13br)-3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-yl acetate

(1r,3ar,5ar,5br,7ar,9s,11ar,11bs,13ar,13br)-3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-yl acetate

C32H52O2 (468.3967092)


   

(1s,2s,4z,9r)-2-hydroxy-11,11-dimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene-4-carboxylic acid

(1s,2s,4z,9r)-2-hydroxy-11,11-dimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene-4-carboxylic acid

C15H22O3 (250.1568862)


   

6-methyl-3,9-dimethylidene-3ah,4h,6ah,7h,8h,9ah,9bh-azuleno[4,5-b]furan-2-one

6-methyl-3,9-dimethylidene-3ah,4h,6ah,7h,8h,9ah,9bh-azuleno[4,5-b]furan-2-one

C15H18O2 (230.1306728)


   

3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-yl acetate

3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-yl acetate

C32H52O2 (468.3967092)


   

(1s,2r,6r,8r,9z)-1,10-dimethyl-5-methylidene-4,13-dioxo-3,14-dioxatricyclo[9.2.1.0²,⁶]tetradeca-9,11-dien-8-yl (2z)-2-methylbut-2-enoate

(1s,2r,6r,8r,9z)-1,10-dimethyl-5-methylidene-4,13-dioxo-3,14-dioxatricyclo[9.2.1.0²,⁶]tetradeca-9,11-dien-8-yl (2z)-2-methylbut-2-enoate

C20H22O6 (358.1416312)


   

11,11-dimethyl-8-methylidenebicyclo[7.2.0]undecane-4-carboxylic acid

11,11-dimethyl-8-methylidenebicyclo[7.2.0]undecane-4-carboxylic acid

C15H24O2 (236.1776204)


   

(1r,3ar,5ar,5br,7ar,9s,11ar,11bs,13ar,13br)-3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-ol

(1r,3ar,5ar,5br,7ar,9s,11ar,11bs,13ar,13br)-3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-ol

C30H50O (426.386145)