NCBI Taxonomy: 80593

Leucopaxillus amarus (ncbi_taxid: 80593)

found 14 associated metabolites at species taxonomy rank level.

Ancestor: Leucopaxillus

Child Taxonomies: none taxonomy data.

Cucurbitacin B

(R,E)-6-((2S,8S,9R,10R,13R,14S,16R,17R)-2,16-dihydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl acetate

C32H46O8 (558.3192516)


Together wth other cucurbitacins, is responsible for the bitter taste and toxic props. of spoilt cucumbers. Cucurbitacin B is found in many foods, some of which are muskmelon, bitter gourd, green vegetables, and cucumber. Cucurbitacin B is found in bitter gourd. Together wth other cucurbitacins, is responsible for the bitter taste and toxic properties of spoilt cucumber Cucurbitacin B is a cucurbitacin in which a lanostane skeleton is multi-substituted with hydroxy, methyl and oxo substituents, with unsaturation at positions 5 and 23; a hydroxy function at C-25 is acetylated. It is a cucurbitacin, a secondary alpha-hydroxy ketone and a tertiary alpha-hydroxy ketone. It derives from a hydride of a lanostane. Cucurbitacin B is a natural product found in Begonia plebeja, Trichosanthes miyagii, and other organisms with data available. Cucurbitacin B belongs to a class of highly oxidized tetracyclic triterpenoids and is oral active. Cucurbitacin B inhibits tumor cell growth, migration and invasion and cycle arrest, but induces cell apoptosis. Cucurbitacin B has potent anti-inflammatory, antioxidant, antiviral, hypoglycemic, hepatoprotective, neuroprotective activity[1][2][3][4][5]. Cucurbitacin B belongs to a class of highly oxidized tetracyclic triterpenoids and is oral active. Cucurbitacin B inhibits tumor cell growth, migration and invasion and cycle arrest, but induces cell apoptosis. Cucurbitacin B has potent anti-inflammatory, antioxidant, antiviral, hypoglycemic, hepatoprotective, neuroprotective activity[1][2][3][4][5]. (+)-Cucurbitacin B. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=6199-67-3 (retrieved 2024-08-12) (CAS RN: 6199-67-3). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

   

Cucurbitacin B

acetic acid [(E,5R)-5-[(2S,8S,9R,10R,13R,14S,16R,17R)-2,16-dihydroxy-3,11-diketo-4,4,9,13,14-pentamethyl-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-5-hydroxy-4-keto-1,1-dimethyl-hex-2-enyl] ester

C32H46O8 (558.3192516)


Cucurbitacin B belongs to a class of highly oxidized tetracyclic triterpenoids and is oral active. Cucurbitacin B inhibits tumor cell growth, migration and invasion and cycle arrest, but induces cell apoptosis. Cucurbitacin B has potent anti-inflammatory, antioxidant, antiviral, hypoglycemic, hepatoprotective, neuroprotective activity[1][2][3][4][5]. Cucurbitacin B belongs to a class of highly oxidized tetracyclic triterpenoids and is oral active. Cucurbitacin B inhibits tumor cell growth, migration and invasion and cycle arrest, but induces cell apoptosis. Cucurbitacin B has potent anti-inflammatory, antioxidant, antiviral, hypoglycemic, hepatoprotective, neuroprotective activity[1][2][3][4][5].

   

(3r,5r,6s)-5-(acetyloxy)-2-hydroxy-6-[(1s,2r,5s,6s,14r,15r,16s)-16-hydroxy-5,10,10,15-tetramethyl-11-oxo-17-oxapentacyclo[14.2.1.0¹,⁵.0⁶,¹⁵.0⁹,¹⁴]nonadec-8-en-2-yl]-2-methylheptan-3-yl acetate

(3r,5r,6s)-5-(acetyloxy)-2-hydroxy-6-[(1s,2r,5s,6s,14r,15r,16s)-16-hydroxy-5,10,10,15-tetramethyl-11-oxo-17-oxapentacyclo[14.2.1.0¹,⁵.0⁶,¹⁵.0⁹,¹⁴]nonadec-8-en-2-yl]-2-methylheptan-3-yl acetate

C34H52O8 (588.3661992)


   

5-(acetyloxy)-2-hydroxy-6-{16-hydroxy-5,10,10,15-tetramethyl-11-oxo-17-oxapentacyclo[14.2.1.0¹,⁵.0⁶,¹⁵.0⁹,¹⁴]nonadec-8-en-2-yl}-2-methylheptan-3-yl acetate

5-(acetyloxy)-2-hydroxy-6-{16-hydroxy-5,10,10,15-tetramethyl-11-oxo-17-oxapentacyclo[14.2.1.0¹,⁵.0⁶,¹⁵.0⁹,¹⁴]nonadec-8-en-2-yl}-2-methylheptan-3-yl acetate

C34H52O8 (588.3661992)


   

6-[11a-(hydroxymethyl)-3a,6,6,9b-tetramethyl-7-oxo-1h,2h,3h,3bh,4h,8h,9h,9ah,10h,11h-cyclopenta[a]phenanthren-1-yl]-5-(acetyloxy)-2-hydroxy-2-methylheptan-3-yl acetate

6-[11a-(hydroxymethyl)-3a,6,6,9b-tetramethyl-7-oxo-1h,2h,3h,3bh,4h,8h,9h,9ah,10h,11h-cyclopenta[a]phenanthren-1-yl]-5-(acetyloxy)-2-hydroxy-2-methylheptan-3-yl acetate

C34H54O7 (574.3869334)


   

6-{2,8-dihydroxy-3a,6,6,9b,11a-pentamethyl-7,10-dioxo-1h,2h,3h,3bh,4h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-1-yl}-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl acetate

6-{2,8-dihydroxy-3a,6,6,9b,11a-pentamethyl-7,10-dioxo-1h,2h,3h,3bh,4h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-1-yl}-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl acetate

C32H46O8 (558.3192516)


   

(3r,5r,6s)-6-[(1r,3as,3br,9as,9br,11as)-11a-(hydroxymethyl)-3a,6,6,9b-tetramethyl-7-oxo-1h,2h,3h,3bh,4h,8h,9h,9ah,10h,11h-cyclopenta[a]phenanthren-1-yl]-5-(acetyloxy)-2-hydroxy-2-methylheptan-3-yl acetate

(3r,5r,6s)-6-[(1r,3as,3br,9as,9br,11as)-11a-(hydroxymethyl)-3a,6,6,9b-tetramethyl-7-oxo-1h,2h,3h,3bh,4h,8h,9h,9ah,10h,11h-cyclopenta[a]phenanthren-1-yl]-5-(acetyloxy)-2-hydroxy-2-methylheptan-3-yl acetate

C34H54O7 (574.3869334)