NCBI Taxonomy: 1127642

Viburnum chingii (ncbi_taxid: 1127642)

found 15 associated metabolites at species taxonomy rank level.

Ancestor: Viburnum

Child Taxonomies: none taxonomy data.

Hederagenin

10-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

C30H48O4 (472.3552)


Hederagenin is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Hederagenin is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Hederagenin can be found in a number of food items such as rye, dill, european cranberry, and black salsify, which makes hederagenin a potential biomarker for the consumption of these food products. Hederagenin is the aglycone part of numerous saponins found in Hedera helix (common ivy). The most prevalent of these being hederacoside C and alpha-hederin. It is also one of three primary triterpenoids extracted from the Chenopodium quinoa plant categorized by the EPA as a biopesticide. HeadsUp Plant Protectant is made up of approximately equal ratios of the saponin aglycones oleanolic acid, hederagenin, and phytolaccagenic acid and is intended for use as a seed treatment on tuber (e.g. potato seed pieces), legume, and cereal seeds or as a pre-plant root dip for roots of transplants, at planting, to prevent fungal growth, bacterial growth, and viral plant diseases .

   

Hederagenin

(4AS,6AS,6BR,8AR,9R,10S,12AR,12BR,14BS)-10-HYDROXY-9-(HYDROXYMETHYL)-2,2,6A,6B,9,12A-HEXAMETHYL-1,2,3,4,4A,5,6,6A,6B,7,8,8A,9,10,11,12,12A,12B,13,14B-ICOSAHYDROPICENE-4A-CARBOXYLIC ACID

C30H48O4 (472.3552)


Hederagenin is a sapogenin that is olean-12-en-28-oic acid substituted by hydroxy groups at positions 3 and 23 (the 3beta stereoisomer). It has a role as a plant metabolite. It is a pentacyclic triterpenoid, a dihydroxy monocarboxylic acid and a sapogenin. It is functionally related to an oleanolic acid. It is a conjugate acid of a hederagenin(1-). It derives from a hydride of an oleanane. Hederagenin is a natural product found in Zygophyllum obliquum, Sapindus emarginatus, and other organisms with data available. See also: Paeonia lactiflora root (part of); Caulophyllum robustum Root (part of); Medicago sativa whole (part of). A sapogenin that is olean-12-en-28-oic acid substituted by hydroxy groups at positions 3 and 23 (the 3beta stereoisomer). Hederagenin is a triterpenoid saponin that can inhibit the expression of iNOS, COX-2, and NF-κB in cells caused by LPS stimulation. Hederagenin is a triterpenoid saponin that can inhibit the expression of iNOS, COX-2, and NF-κB in cells caused by LPS stimulation.

   

(1r,4s,11r)-11-hydroxy-7-(hydroxymethyl)-4-(4-methoxy-4-methylpent-2-en-1-yl)-4,11-dimethyl-8-oxocycloundeca-2,6,9-trien-1-yl 3-methylbut-2-enoate

(1r,4s,11r)-11-hydroxy-7-(hydroxymethyl)-4-(4-methoxy-4-methylpent-2-en-1-yl)-4,11-dimethyl-8-oxocycloundeca-2,6,9-trien-1-yl 3-methylbut-2-enoate

C26H38O6 (446.2668)


   

3-hydroxy-4,4,6a,6b,8a,11,11,14b-octamethyl-3,4a,5,6,7,8,9,10,12,12a,14,14a-dodecahydro-2h-picen-1-one

3-hydroxy-4,4,6a,6b,8a,11,11,14b-octamethyl-3,4a,5,6,7,8,9,10,12,12a,14,14a-dodecahydro-2h-picen-1-one

C30H48O2 (440.3654)


   

(1r,2e,4s,6z,9e,11r)-11-hydroxy-7-(hydroxymethyl)-4-[(3r)-4-methoxy-3,4-dimethylpentyl]-4,11-dimethyl-8-oxocycloundeca-2,6,9-trien-1-yl 3-methylbut-2-enoate

(1r,2e,4s,6z,9e,11r)-11-hydroxy-7-(hydroxymethyl)-4-[(3r)-4-methoxy-3,4-dimethylpentyl]-4,11-dimethyl-8-oxocycloundeca-2,6,9-trien-1-yl 3-methylbut-2-enoate

C27H42O6 (462.2981)


   

(1r,3as,5ar,5br,7s,7ar,11ar,11br,13ar,13br)-7-hydroxy-5a,5b,8,8,11a-pentamethyl-9-oxo-1-(prop-1-en-2-yl)-tetradecahydro-1h-cyclopenta[a]chrysene-3a-carboxylic acid

(1r,3as,5ar,5br,7s,7ar,11ar,11br,13ar,13br)-7-hydroxy-5a,5b,8,8,11a-pentamethyl-9-oxo-1-(prop-1-en-2-yl)-tetradecahydro-1h-cyclopenta[a]chrysene-3a-carboxylic acid

C30H46O4 (470.3396)


   

3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysene-9,10-diol

3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysene-9,10-diol

C30H50O2 (442.3811)


   

(1s,3s,4as,6as,6br,8ar,12ar,14bs)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a-dodecahydropicene-1,3-diol

(1s,3s,4as,6as,6br,8ar,12ar,14bs)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a-dodecahydropicene-1,3-diol

C30H48O2 (440.3654)


   

3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysene-7,9-diol

3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysene-7,9-diol

C30H50O2 (442.3811)


   

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

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

C30H50O2 (442.3811)


   

(1r,2e,4s,6z,9e,11r)-11-hydroxy-7-(hydroxymethyl)-4-[(2e)-4-methoxy-4-methylpent-2-en-1-yl]-4,11-dimethyl-8-oxocycloundeca-2,6,9-trien-1-yl 3-methylbut-2-enoate

(1r,2e,4s,6z,9e,11r)-11-hydroxy-7-(hydroxymethyl)-4-[(2e)-4-methoxy-4-methylpent-2-en-1-yl]-4,11-dimethyl-8-oxocycloundeca-2,6,9-trien-1-yl 3-methylbut-2-enoate

C26H38O6 (446.2668)


   

(1r,4s,11r)-11-hydroxy-7-(hydroxymethyl)-4-[(3r)-4-methoxy-3,4-dimethylpentyl]-4,11-dimethyl-8-oxocycloundeca-2,6,9-trien-1-yl 3-methylbut-2-enoate

(1r,4s,11r)-11-hydroxy-7-(hydroxymethyl)-4-[(3r)-4-methoxy-3,4-dimethylpentyl]-4,11-dimethyl-8-oxocycloundeca-2,6,9-trien-1-yl 3-methylbut-2-enoate

C27H42O6 (462.2981)


   

7-hydroxy-5a,5b,8,8,11a-pentamethyl-9-oxo-1-(prop-1-en-2-yl)-tetradecahydro-1h-cyclopenta[a]chrysene-3a-carboxylic acid

7-hydroxy-5a,5b,8,8,11a-pentamethyl-9-oxo-1-(prop-1-en-2-yl)-tetradecahydro-1h-cyclopenta[a]chrysene-3a-carboxylic acid

C30H46O4 (470.3396)


   

(3s,4as,6ar,6bs,8ar,12ar,14as,14br)-3-hydroxy-4,4,6a,6b,8a,11,11,14b-octamethyl-3,4a,5,6,7,8,9,10,12,12a,14,14a-dodecahydro-2h-picen-1-one

(3s,4as,6ar,6bs,8ar,12ar,14as,14br)-3-hydroxy-4,4,6a,6b,8a,11,11,14b-octamethyl-3,4a,5,6,7,8,9,10,12,12a,14,14a-dodecahydro-2h-picen-1-one

C30H48O2 (440.3654)


   

(1r,3ar,5ar,5br,7ar,9r,10r,11ar,11br,13ar,13br)-3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysene-9,10-diol

(1r,3ar,5ar,5br,7ar,9r,10r,11ar,11br,13ar,13br)-3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysene-9,10-diol

C30H50O2 (442.3811)