NCBI Taxonomy: 217502

Ligularia sagitta (ncbi_taxid: 217502)

found 140 associated metabolites at species taxonomy rank level.

Ancestor: Ligularia

Child Taxonomies: none taxonomy data.

Aesculetin

6,7-dihydroxychromen-2-one

C9H6O4 (178.0266076)


Aesculetin, also known as cichorigenin or cichoriin aglucon, belongs to the class of organic compounds known as 6,7-dihydroxycoumarins. These are coumarins bearing two hydroxyl groups at positions 6 and 7 of the coumarin skeleton, respectively. Aesculetin is found, on average, in the highest concentration within sherries. Aesculetin has also been detected, but not quantified, in several different foods, such as horseradish, carrots, dandelions, grape wines, and highbush blueberries. This could make aesculetin a potential biomarker for the consumption of these foods. Esculetin is a hydroxycoumarin that is umbelliferone in which the hydrogen at position 6 is substituted by a hydroxy group. It is used in filters for absorption of ultraviolet light. It has a role as an antioxidant, an ultraviolet filter and a plant metabolite. Esculetin is a natural product found in Artemisia eriopoda, Euphorbia decipiens, and other organisms with data available. A hydroxycoumarin that is umbelliferone in which the hydrogen at position 6 is substituted by a hydroxy group. It is used in filters for absorption of ultraviolet light. Metabolite of infected sweet potato. Aesculetin is found in many foods, some of which are root vegetables, wild carrot, sweet basil, and carrot. D020011 - Protective Agents > D000975 - Antioxidants Acquisition and generation of the data is financially supported in part by CREST/JST. [Raw Data] CB031_Aesculetin_pos_20eV_CB000017.txt [Raw Data] CB031_Aesculetin_pos_10eV_CB000017.txt [Raw Data] CB031_Aesculetin_pos_40eV_CB000017.txt [Raw Data] CB031_Aesculetin_pos_50eV_CB000017.txt [Raw Data] CB031_Aesculetin_pos_30eV_CB000017.txt [Raw Data] CB031_Aesculetin_neg_10eV_000010.txt [Raw Data] CB031_Aesculetin_neg_20eV_000010.txt [Raw Data] CB031_Aesculetin_neg_30eV_000010.txt CONFIDENCE standard compound; ML_ID 39 Esculetin is an active ingredient extracted mainly from the bark of Fraxinus rhynchophylla. Esculetin inhibits platelet-derived growth factor (PDGF)-induced airway smooth muscle cells (ASMCs) phenotype switching through inhibition of PI3K/Akt pathway. Esculetin has antioxidant, antiinflammatory, and antitumor activities[1]. Esculetin is an active ingredient extracted mainly from the bark of Fraxinus rhynchophylla. Esculetin inhibits platelet-derived growth factor (PDGF)-induced airway smooth muscle cells (ASMCs) phenotype switching through inhibition of PI3K/Akt pathway. Esculetin has antioxidant, antiinflammatory, and antitumor activities[1]. Esculetin is an active ingredient extracted mainly from the bark of Fraxinus rhynchophylla. Esculetin inhibits platelet-derived growth factor (PDGF)-induced airway smooth muscle cells (ASMCs) phenotype switching through inhibition of PI3K/Akt pathway. Esculetin has antioxidant, antiinflammatory, and antitumor activities[1].

   

Ursolic acid

(1S,2R,4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

C30H48O3 (456.36032579999994)


Ursolic acid is a ubiquitous triterpenoid in plant kingdom, medicinal herbs, and is an integral part of the human diet. During the last decade over 700 research articles have been published on triterpenoids research, reflecting tremendous interest and progress in our understanding of these compounds. This included the isolation and purification of these tritepernoids from various plants and herbs, the chemical modifications to make more effective and water soluble derivatives, the pharmacological research on their beneficial effects, the toxicity studies, and the clinical use of these triterpenoids in various diseases including anticancer chemotherapies. Ursolic acid (UA), a pentacyclic triterpene acid, has been isolated from many kinds of medicinal plants, such as Eriobotrya japonica, Rosmarinns officinalis, Melaleuca leucadendron, Ocimum sanctum and Glechoma hederaceae. UA has been reported to produce antitumor activities and antioxidant activity, and is reported to have an antioxidant activity. UA may play an important role in regulating the apoptosis induced by high glucose presumably through scavenging of ROS (reactive oxygen species). It has been found recently that ursolic acid treatment affects growth and apoptosis in cancer cells. (PMID: 15994040, 17516235, 17213663). Ursolic acid is a pentacyclic triterpenoid that is urs-12-en-28-oic acid substituted by a beta-hydroxy group at position 3. It has a role as a plant metabolite and a geroprotector. It is a pentacyclic triterpenoid and a hydroxy monocarboxylic acid. It derives from a hydride of an ursane. Ursolic acid is a natural product found in Gladiolus italicus, Freziera, and other organisms with data available. Ursolic Acid is a pentacyclic triterpenoid found in various fruits, vegetables and medicinal herbs, with a variety of potential pharmacologic activities including anti-inflammatory, antioxidative, antiviral, serum lipid-lowering, and antineoplastic activities. Upon administration, ursolic acid may promote apoptosis and inhibit cancer cell proliferation through multiple mechanisms. This may include the regulation of mitochondrial function through various pathways including the ROCK/PTEN and p53 pathways, the suppression of the nuclear factor-kappa B (NF-kB) pathways, and the increase in caspase-3, caspase-8 and caspase-9 activities. See also: Holy basil leaf (part of); Jujube fruit (part of); Lagerstroemia speciosa leaf (part of). D018501 - Antirheumatic Agents > D000894 - Anti-Inflammatory Agents, Non-Steroidal > D016861 - Cyclooxygenase Inhibitors A pentacyclic triterpenoid that is urs-12-en-28-oic acid substituted by a beta-hydroxy group at position 3. C274 - Antineoplastic Agent > C129839 - Apoptotic Pathway-targeting Antineoplastic Agent Found in wax of apples, pears and other fruits. V. widely distributed in plants D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents D002491 - Central Nervous System Agents > D000700 - Analgesics C26170 - Protective Agent > C275 - Antioxidant D000893 - Anti-Inflammatory Agents D000890 - Anti-Infective Agents D000970 - Antineoplastic Agents D004791 - Enzyme Inhibitors 3-Epiursolic Acid is a triterpenoid that can be isolated from Eriobotrya japonica, acts as a competitive inhibitor of cathepsin L (IC50, 6.5 μM; Ki, 19.5 μM), with no obvious effect on cathepsin B[1]. 3-Epiursolic Acid is a triterpenoid that can be isolated from Eriobotrya japonica, acts as a competitive inhibitor of cathepsin L (IC50, 6.5 μM; Ki, 19.5 μM), with no obvious effect on cathepsin B[1]. Ursolic acid (Prunol) is a natural pentacyclic triterpenoid carboxylic acid, exerts anti-tumor effects and is an effective compound for cancer prevention and therapy. Ursolic acid (Prunol) is a natural pentacyclic triterpenoid carboxylic acid, exerts anti-tumor effects and is an effective compound for cancer prevention and therapy.

   

beta-Sitosterol

(3S,8S,9S,10R,13R,14S,17R)-17-((2R,5R)-5-ethyl-6-methylheptan-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

C29H50O (414.386145)


beta-Sitosterol, a main dietary phytosterol found in plants, may have the potential for prevention and therapy for human cancer. Phytosterols are plant sterols found in foods such as oils, nuts, and vegetables. Phytosterols, in the same way as cholesterol, contain a double bond and are susceptible to oxidation, and are characterized by anti-carcinogenic and anti-atherogenic properties (PMID:13129445, 11432711). beta-Sitosterol is a phytopharmacological extract containing a mixture of phytosterols, with smaller amounts of other sterols, bonded with glucosides. These phytosterols are commonly derived from the South African star grass, Hypoxis rooperi, or from species of Pinus and Picea. The purported active constituent is termed beta-sitosterol. Additionally, the quantity of beta-sitosterol-beta-D-glucoside is often reported. Although the exact mechanism of action of beta-sitosterols is unknown, it may be related to cholesterol metabolism or anti-inflammatory effects (via interference with prostaglandin metabolism). Compared with placebo, beta-sitosterol improved urinary symptom scores and flow measures (PMID:10368239). A plant food-based diet modifies the serum beta-sitosterol concentration in hyperandrogenic postmenopausal women. This finding indicates that beta-sitosterol can be used as a biomarker of exposure in observational studies or as a compliance indicator in dietary intervention studies of cancer prevention (PMID:14652381). beta-Sitosterol induces apoptosis and activates key caspases in MDA-MB-231 human breast cancer cells (PMID:12579296). Sitosterol is a member of the class of phytosterols that is stigmast-5-ene substituted by a beta-hydroxy group at position 3. It has a role as a sterol methyltransferase inhibitor, an anticholesteremic drug, an antioxidant, a plant metabolite and a mouse metabolite. It is a 3beta-sterol, a stigmastane sterol, a 3beta-hydroxy-Delta(5)-steroid, a C29-steroid and a member of phytosterols. It derives from a hydride of a stigmastane. Active fraction of Solanum trilobatum; reduces side-effects of radiation-induced toxicity. Beta-Sitosterol is a natural product found in Elodea canadensis, Ophiopogon intermedius, and other organisms with data available. beta-Sitosterol is one of several phytosterols (plant sterols) with chemical structures similar to that of cholesterol. Sitosterols are white, waxy powders with a characteristic odor. They are hydrophobic and soluble in alcohols. beta-Sitosterol is found in many foods, some of which are ginseng, globe artichoke, sesbania flower, and common oregano. C1907 - Drug, Natural Product > C28178 - Phytosterol > C68437 - Unsaturated Phytosterol D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents D009676 - Noxae > D000963 - Antimetabolites Beta-Sitosterol (purity>98\\%) is a plant sterol. Beta-Sitosterol (purity>98\\%) interfere with multiple cell signaling pathways, including cell cycle, apoptosis, proliferation, survival, invasion, angiogenesis, metastasis and inflammation[1]. Beta-Sitosterol (purity>98\%) is a plant sterol. Beta-Sitosterol (purity>98\%) interfere with multiple cell signaling pathways, including cell cycle, apoptosis, proliferation, survival, invasion, angiogenesis, metastasis and inflammation[1].

   

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].

   

beta-Sitosterol 3-O-beta-D-galactopyranoside

(2R,3R,4S,5S,6R)-2-(((3S,8S,9S,10R,13R,14S,17R)-17-((2R,5R)-5-Ethyl-6-methylheptan-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-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

C35H60O6 (576.4389659999999)


Daucosterol is a steroid saponin that is sitosterol attached to a beta-D-glucopyranosyl residue at position 3 via a glycosidic linkage. It has bee isolated from Panax japonicus var. major and Breynia fruticosa. It has a role as a plant metabolite. It is a steroid saponin, a beta-D-glucoside and a monosaccharide derivative. It is functionally related to a sitosterol. It derives from a hydride of a stigmastane. Sitogluside is a natural product found in Ophiopogon intermedius, Ophiopogon jaburan, and other organisms with data available. beta-Sitosterol 3-O-beta-D-galactopyranoside is found in herbs and spices. beta-Sitosterol 3-O-beta-D-galactopyranoside is a constituent of Hibiscus sabdariffa (roselle) leaves. C308 - Immunotherapeutic Agent Daucosterol is a natural sterol compound. Daucosterol is a natural sterol compound.

   

Fukinanolid

SPIRO(FURAN-3(2H),2-(2H)INDEN)-2-ONE, DECAHYDRO-3A,4-DIMETHYL-4-METHYLENE-, (2R-(2.ALPHA.,3A.ALPHA.,4.ALPHA.,7A.ALPHA.))-

C15H22O2 (234.1619712)


Bakkenolide A is a sesquiterpenoid. Bakkenolide A is a natural product found in Camptacra gracilis, Parasenecio hastatus, and other organisms with data available. See also: Petasites hybridus root (part of). Bakkenolide A is a natural product extracted from Petasites tricholobus. Bakkenolide A inhibits leukemia by regulation of HDAC3 and PI3K/Akt-related signaling pathways[1].

   

Petasin

Petasin

C20H28O3 (316.2038338)


An enoate ester obtained by formal condensation of the carboxy group of angelic acid with the hydroxy group of (1R,2R,7S,8aR)-1,8a-dimethyl-6-oxo-7-(prop-1-en-2-yl)-1,2,3,4,6,7,8,8a-octahydronaphthalen-2-ol.

   

Ursolic Acid

3-Hydroxy-12-ursen-28-oic acid

C30H48O3 (456.36032579999994)


Origin: Plant; SubCategory_DNP: Triterpenoids relative retention time with respect to 9-anthracene Carboxylic Acid is 1.636 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.640 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.638 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.642 Ursolic acid (Prunol) is a natural pentacyclic triterpenoid carboxylic acid, exerts anti-tumor effects and is an effective compound for cancer prevention and therapy. Ursolic acid (Prunol) is a natural pentacyclic triterpenoid carboxylic acid, exerts anti-tumor effects and is an effective compound for cancer prevention and therapy.

   

sitosterol

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

C29H50O (414.386145)


A member of the class of phytosterols that is stigmast-5-ene substituted by a beta-hydroxy group at position 3. C1907 - Drug, Natural Product > C28178 - Phytosterol > C68437 - Unsaturated Phytosterol D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents D009676 - Noxae > D000963 - Antimetabolites Beta-Sitosterol (purity>98\\%) is a plant sterol. Beta-Sitosterol (purity>98\\%) interfere with multiple cell signaling pathways, including cell cycle, apoptosis, proliferation, survival, invasion, angiogenesis, metastasis and inflammation[1]. Beta-Sitosterol (purity>98\%) is a plant sterol. Beta-Sitosterol (purity>98\%) interfere with multiple cell signaling pathways, including cell cycle, apoptosis, proliferation, survival, invasion, angiogenesis, metastasis and inflammation[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].

   

Daucosterol

(2R,3R,4S,5S,6R)-2-(((3S,8S,9S,10R,13R,14S,17R)-17-((2R,5R)-5-Ethyl-6-methylheptan-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-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

C35H60O6 (576.4389659999999)


Daucosterol is a steroid saponin that is sitosterol attached to a beta-D-glucopyranosyl residue at position 3 via a glycosidic linkage. It has bee isolated from Panax japonicus var. major and Breynia fruticosa. It has a role as a plant metabolite. It is a steroid saponin, a beta-D-glucoside and a monosaccharide derivative. It is functionally related to a sitosterol. It derives from a hydride of a stigmastane. Sitogluside is a natural product found in Ophiopogon intermedius, Ophiopogon jaburan, and other organisms with data available. A steroid saponin that is sitosterol attached to a beta-D-glucopyranosyl residue at position 3 via a glycosidic linkage. It has bee isolated from Panax japonicus var. major and Breynia fruticosa. C308 - Immunotherapeutic Agent Daucosterol is a natural sterol compound. Daucosterol is a natural sterol compound.

   

Esculetin

InChI=1\C9H6O4\c10-6-3-5-1-2-9(12)13-8(5)4-7(6)11\h1-4,10-11

C9H6O4 (178.0266076)


D020011 - Protective Agents > D000975 - Antioxidants relative retention time with respect to 9-anthracene Carboxylic Acid is 0.434 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.428 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.430 Esculetin is an active ingredient extracted mainly from the bark of Fraxinus rhynchophylla. Esculetin inhibits platelet-derived growth factor (PDGF)-induced airway smooth muscle cells (ASMCs) phenotype switching through inhibition of PI3K/Akt pathway. Esculetin has antioxidant, antiinflammatory, and antitumor activities[1]. Esculetin is an active ingredient extracted mainly from the bark of Fraxinus rhynchophylla. Esculetin inhibits platelet-derived growth factor (PDGF)-induced airway smooth muscle cells (ASMCs) phenotype switching through inhibition of PI3K/Akt pathway. Esculetin has antioxidant, antiinflammatory, and antitumor activities[1]. Esculetin is an active ingredient extracted mainly from the bark of Fraxinus rhynchophylla. Esculetin inhibits platelet-derived growth factor (PDGF)-induced airway smooth muscle cells (ASMCs) phenotype switching through inhibition of PI3K/Akt pathway. Esculetin has antioxidant, antiinflammatory, and antitumor activities[1].

   

Harzol

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

C29H50O (414.386145)


C1907 - Drug, Natural Product > C28178 - Phytosterol > C68437 - Unsaturated Phytosterol D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents D009676 - Noxae > D000963 - Antimetabolites Beta-Sitosterol (purity>98\\%) is a plant sterol. Beta-Sitosterol (purity>98\\%) interfere with multiple cell signaling pathways, including cell cycle, apoptosis, proliferation, survival, invasion, angiogenesis, metastasis and inflammation[1]. Beta-Sitosterol (purity>98\%) is a plant sterol. Beta-Sitosterol (purity>98\%) interfere with multiple cell signaling pathways, including cell cycle, apoptosis, proliferation, survival, invasion, angiogenesis, metastasis and inflammation[1].

   

Urson

(1S,2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid

C30H48O3 (456.36032579999994)


D018501 - Antirheumatic Agents > D000894 - Anti-Inflammatory Agents, Non-Steroidal > D016861 - Cyclooxygenase Inhibitors C274 - Antineoplastic Agent > C129839 - Apoptotic Pathway-targeting Antineoplastic Agent D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents D002491 - Central Nervous System Agents > D000700 - Analgesics C26170 - Protective Agent > C275 - Antioxidant D000893 - Anti-Inflammatory Agents D000890 - Anti-Infective Agents D000970 - Antineoplastic Agents D004791 - Enzyme Inhibitors Ursolic acid (Prunol) is a natural pentacyclic triterpenoid carboxylic acid, exerts anti-tumor effects and is an effective compound for cancer prevention and therapy. Ursolic acid (Prunol) is a natural pentacyclic triterpenoid carboxylic acid, exerts anti-tumor effects and is an effective compound for cancer prevention and therapy.

   

8-(acetyloxy)-3-hydroxy-6,9,10-trimethyl-5-oxo-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradec-6-en-11-yl 2-methylbut-2-enoate

8-(acetyloxy)-3-hydroxy-6,9,10-trimethyl-5-oxo-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradec-6-en-11-yl 2-methylbut-2-enoate

C22H28O8 (420.1784088)


   

(2r,5r,8s,8ar)-5-hydroxy-8,8a-dimethyl-3-oxo-1,2,5,6,7,8-hexahydronaphthalen-2-yl acetate

(2r,5r,8s,8ar)-5-hydroxy-8,8a-dimethyl-3-oxo-1,2,5,6,7,8-hexahydronaphthalen-2-yl acetate

C14H20O4 (252.136152)


   

7,7a-dimethyl-4'-methylidene-hexahydro-1h-spiro[indene-2,3'-oxolan]-2'-one

7,7a-dimethyl-4'-methylidene-hexahydro-1h-spiro[indene-2,3'-oxolan]-2'-one

C15H22O2 (234.1619712)


   

(2r,3as,7s,7ar)-7,7a-dimethyl-4'-methylidene-hexahydro-1h-spiro[indene-2,3'-oxolan]-2'-one

(2r,3as,7s,7ar)-7,7a-dimethyl-4'-methylidene-hexahydro-1h-spiro[indene-2,3'-oxolan]-2'-one

C15H22O2 (234.1619712)


   

13-hydroxy-5-(hydroxymethyl)-2,11,12-trimethyl-6-oxo-7,17-dioxapentacyclo[10.3.1.1³,¹⁵.0⁵,¹⁵.0⁸,¹³]heptadec-1-en-16-yl 2-methylprop-2-enoate

13-hydroxy-5-(hydroxymethyl)-2,11,12-trimethyl-6-oxo-7,17-dioxapentacyclo[10.3.1.1³,¹⁵.0⁵,¹⁵.0⁸,¹³]heptadec-1-en-16-yl 2-methylprop-2-enoate

C23H30O7 (418.199143)


   

13-hydroxy-5-(hydroxymethyl)-2,11,12-trimethyl-6-oxo-7,17-dioxapentacyclo[10.3.1.1³,¹⁵.0⁵,¹⁵.0⁸,¹³]heptadec-1-en-16-yl 2-methylbut-2-enoate

13-hydroxy-5-(hydroxymethyl)-2,11,12-trimethyl-6-oxo-7,17-dioxapentacyclo[10.3.1.1³,¹⁵.0⁵,¹⁵.0⁸,¹³]heptadec-1-en-16-yl 2-methylbut-2-enoate

C24H32O7 (432.2147922)


   

8,8a-dihydroxy-3,4a,5-trimethyl-4h,5h,6h,7h,8h,9h-naphtho[2,3-b]furan-4-yl 2-(hydroxymethyl)prop-2-enoate

8,8a-dihydroxy-3,4a,5-trimethyl-4h,5h,6h,7h,8h,9h-naphtho[2,3-b]furan-4-yl 2-(hydroxymethyl)prop-2-enoate

C19H26O6 (350.1729296)


   

8a-hydroxy-4,9a-dimethoxy-3,4a,5-trimethyl-4h,5h,6h,7h,8h,9h-naphtho[2,3-b]furan-2-one

8a-hydroxy-4,9a-dimethoxy-3,4a,5-trimethyl-4h,5h,6h,7h,8h,9h-naphtho[2,3-b]furan-2-one

C17H26O5 (310.1780146)


   

13-hydroxy-5-(hydroxymethyl)-2,11,12-trimethyl-6-oxo-7,17-dioxapentacyclo[10.3.1.1³,¹⁵.0⁵,¹⁵.0⁸,¹³]heptadec-1-en-16-yl 2-(hydroxymethyl)but-2-enoate

13-hydroxy-5-(hydroxymethyl)-2,11,12-trimethyl-6-oxo-7,17-dioxapentacyclo[10.3.1.1³,¹⁵.0⁵,¹⁵.0⁸,¹³]heptadec-1-en-16-yl 2-(hydroxymethyl)but-2-enoate

C24H32O8 (448.20970719999997)


   

(1s,3r,8s,9s,10s,13r)-3-methoxy-6,9,10-trimethyl-5-oxo-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradec-6-en-8-yl (2z)-2-(hydroxymethyl)but-2-enoate

(1s,3r,8s,9s,10s,13r)-3-methoxy-6,9,10-trimethyl-5-oxo-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradec-6-en-8-yl (2z)-2-(hydroxymethyl)but-2-enoate

C21H28O7 (392.1834938)


   

2-{5-hydroxy-4,4a-dimethyl-7-oxo-hexahydronaphtho[4,4a-b]oxiren-6-ylidene}propanoic acid

2-{5-hydroxy-4,4a-dimethyl-7-oxo-hexahydronaphtho[4,4a-b]oxiren-6-ylidene}propanoic acid

C15H20O5 (280.13106700000003)


   

2-[(1ar,4s,4as,5r,6z,8as)-5-hydroxy-4,4a-dimethyl-7-oxo-hexahydronaphtho[4,4a-b]oxiren-6-ylidene]propanoic acid

2-[(1ar,4s,4as,5r,6z,8as)-5-hydroxy-4,4a-dimethyl-7-oxo-hexahydronaphtho[4,4a-b]oxiren-6-ylidene]propanoic acid

C15H20O5 (280.13106700000003)


   

5-isopropyl-2-methylcyclohex-2-ene-1,4-diol

5-isopropyl-2-methylcyclohex-2-ene-1,4-diol

C10H18O2 (170.1306728)


   

(1s,3s,8s,9s,10s,13r)-3-hydroxy-6,9,10-trimethyl-5-oxo-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradec-6-en-8-yl (2z)-2-(hydroxymethyl)but-2-enoate

(1s,3s,8s,9s,10s,13r)-3-hydroxy-6,9,10-trimethyl-5-oxo-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradec-6-en-8-yl (2z)-2-(hydroxymethyl)but-2-enoate

C20H26O7 (378.1678446)


   

3,8-dihydroxy-4a,5-dimethyl-5,6,7,8-tetrahydronaphthalen-2-one

3,8-dihydroxy-4a,5-dimethyl-5,6,7,8-tetrahydronaphthalen-2-one

C12H16O3 (208.1099386)


   

2-[(1r,2z,5r,8s,8ar)-5-(acetyloxy)-1-hydroxy-8,8a-dimethyl-3-oxo-5,6,7,8-tetrahydro-1h-naphthalen-2-ylidene]propanoic acid

2-[(1r,2z,5r,8s,8ar)-5-(acetyloxy)-1-hydroxy-8,8a-dimethyl-3-oxo-5,6,7,8-tetrahydro-1h-naphthalen-2-ylidene]propanoic acid

C17H22O6 (322.1416312)


   

5-hydroxy-8,8a-dimethyl-3-oxo-1,2,5,6,7,8-hexahydronaphthalen-2-yl acetate

5-hydroxy-8,8a-dimethyl-3-oxo-1,2,5,6,7,8-hexahydronaphthalen-2-yl acetate

C14H20O4 (252.136152)


   

(3r,5s,8s,11s,12s,13s,15r,16s)-13-hydroxy-5-(hydroxymethyl)-2,11,12-trimethyl-6-oxo-7,17-dioxapentacyclo[10.3.1.1³,¹⁵.0⁵,¹⁵.0⁸,¹³]heptadec-1-en-16-yl 2-methylprop-2-enoate

(3r,5s,8s,11s,12s,13s,15r,16s)-13-hydroxy-5-(hydroxymethyl)-2,11,12-trimethyl-6-oxo-7,17-dioxapentacyclo[10.3.1.1³,¹⁵.0⁵,¹⁵.0⁸,¹³]heptadec-1-en-16-yl 2-methylprop-2-enoate

C23H30O7 (418.199143)


   

(1s,3r,8s,9s,10s,13r)-3,8-dihydroxy-6,9,10-trimethyl-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradec-6-en-5-one

(1s,3r,8s,9s,10s,13r)-3,8-dihydroxy-6,9,10-trimethyl-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradec-6-en-5-one

C15H20O5 (280.13106700000003)


   

(1s,4r,5r)-5-isopropyl-2-methylcyclohex-2-ene-1,4-diol

(1s,4r,5r)-5-isopropyl-2-methylcyclohex-2-ene-1,4-diol

C10H18O2 (170.1306728)


   

(1s,3s,8s,9s,10s,13r)-3-hydroxy-6,9,10-trimethyl-5-oxo-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradec-6-en-8-yl 2-(hydroxymethyl)prop-2-enoate

(1s,3s,8s,9s,10s,13r)-3-hydroxy-6,9,10-trimethyl-5-oxo-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradec-6-en-8-yl 2-(hydroxymethyl)prop-2-enoate

C19H24O7 (364.1521954)


   

8-hydroxy-3-(1-hydroxypropan-2-yl)-4a,5-dimethyl-5,6,7,8-tetrahydronaphthalen-2-one

8-hydroxy-3-(1-hydroxypropan-2-yl)-4a,5-dimethyl-5,6,7,8-tetrahydronaphthalen-2-one

C15H22O3 (250.1568862)


   

[(3r,5s,8s,11s,12s,13s,15r,16s)-13-hydroxy-16-methoxy-2,11,12-trimethyl-6-oxo-7,17-dioxapentacyclo[10.3.1.1³,¹⁵.0⁵,¹⁵.0⁸,¹³]heptadec-1-en-5-yl]methyl acetate

[(3r,5s,8s,11s,12s,13s,15r,16s)-13-hydroxy-16-methoxy-2,11,12-trimethyl-6-oxo-7,17-dioxapentacyclo[10.3.1.1³,¹⁵.0⁵,¹⁵.0⁸,¹³]heptadec-1-en-5-yl]methyl acetate

C22H30O7 (406.199143)


   

(1s,3s,8s,9s,10r,11s,13r)-8-(acetyloxy)-3-hydroxy-6,9,10-trimethyl-5-oxo-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradec-6-en-11-yl (2e)-2-methylbut-2-enoate

(1s,3s,8s,9s,10r,11s,13r)-8-(acetyloxy)-3-hydroxy-6,9,10-trimethyl-5-oxo-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradec-6-en-11-yl (2e)-2-methylbut-2-enoate

C22H28O8 (420.1784088)


   

{13-hydroxy-16-methoxy-2,11,12-trimethyl-6-oxo-7,17-dioxapentacyclo[10.3.1.1³,¹⁵.0⁵,¹⁵.0⁸,¹³]heptadec-1-en-5-yl}methyl acetate

{13-hydroxy-16-methoxy-2,11,12-trimethyl-6-oxo-7,17-dioxapentacyclo[10.3.1.1³,¹⁵.0⁵,¹⁵.0⁸,¹³]heptadec-1-en-5-yl}methyl acetate

C22H30O7 (406.199143)


   

(3r,5s,8s,11s,12s,13s,15r,16s)-13-hydroxy-5-(hydroxymethyl)-2,11,12-trimethyl-6-oxo-7,17-dioxapentacyclo[10.3.1.1³,¹⁵.0⁵,¹⁵.0⁸,¹³]heptadec-1-en-16-yl (2z)-2-methylbut-2-enoate

(3r,5s,8s,11s,12s,13s,15r,16s)-13-hydroxy-5-(hydroxymethyl)-2,11,12-trimethyl-6-oxo-7,17-dioxapentacyclo[10.3.1.1³,¹⁵.0⁵,¹⁵.0⁸,¹³]heptadec-1-en-16-yl (2z)-2-methylbut-2-enoate

C24H32O7 (432.2147922)


   

(4as,5s,8r)-3-acetyl-8-hydroxy-4a,5-dimethyl-5,6,7,8-tetrahydronaphthalen-2-one

(4as,5s,8r)-3-acetyl-8-hydroxy-4a,5-dimethyl-5,6,7,8-tetrahydronaphthalen-2-one

C14H18O3 (234.1255878)


   

3,4,5-trimethyl-5h,8h-naphtho[2,3-b]furan

3,4,5-trimethyl-5h,8h-naphtho[2,3-b]furan

C15H16O (212.12010859999998)


   

(4as,5s,8r)-8-hydroxy-3-[(2r)-1-hydroxypropan-2-yl]-4a,5-dimethyl-5,6,7,8-tetrahydronaphthalen-2-one

(4as,5s,8r)-8-hydroxy-3-[(2r)-1-hydroxypropan-2-yl]-4a,5-dimethyl-5,6,7,8-tetrahydronaphthalen-2-one

C15H22O3 (250.1568862)


   

(5s)-3,4,5-trimethyl-5h,8h-naphtho[2,3-b]furan

(5s)-3,4,5-trimethyl-5h,8h-naphtho[2,3-b]furan

C15H16O (212.12010859999998)


   

2-{[1-(5-ethyl-6-methylheptan-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

2-{[1-(5-ethyl-6-methylheptan-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

C35H60O6 (576.4389659999999)


   

9-hydroxy-5,6,14-trimethyl-3,16-dioxapentacyclo[8.7.1.0¹,¹³.0⁴,¹³.0⁵,¹⁰]octadec-14-ene-12,17-dione

9-hydroxy-5,6,14-trimethyl-3,16-dioxapentacyclo[8.7.1.0¹,¹³.0⁴,¹³.0⁵,¹⁰]octadec-14-ene-12,17-dione

C19H24O5 (332.1623654)


   
   

(4s,4as,5s,8as,9as)-8a-hydroxy-9a-methoxy-3,4a,5-trimethyl-2-oxo-4h,5h,6h,7h,8h,9h-naphtho[2,3-b]furan-4-yl (2r)-2-methylbutanoate

(4s,4as,5s,8as,9as)-8a-hydroxy-9a-methoxy-3,4a,5-trimethyl-2-oxo-4h,5h,6h,7h,8h,9h-naphtho[2,3-b]furan-4-yl (2r)-2-methylbutanoate

C21H32O6 (380.2198772)


   

(4s,4as,5s,8r,8as)-8,8a-dihydroxy-3,4a,5-trimethyl-4h,5h,6h,7h,8h,9h-naphtho[2,3-b]furan-4-yl 2-(hydroxymethyl)prop-2-enoate

(4s,4as,5s,8r,8as)-8,8a-dihydroxy-3,4a,5-trimethyl-4h,5h,6h,7h,8h,9h-naphtho[2,3-b]furan-4-yl 2-(hydroxymethyl)prop-2-enoate

C19H26O6 (350.1729296)


   

(4s,4as,5s,8as,9ar)-8a-hydroxy-9a-methoxy-3,4a,5-trimethyl-2-oxo-4h,5h,6h,7h,8h,9h-naphtho[2,3-b]furan-4-yl (2r)-2-methylbutanoate

(4s,4as,5s,8as,9ar)-8a-hydroxy-9a-methoxy-3,4a,5-trimethyl-2-oxo-4h,5h,6h,7h,8h,9h-naphtho[2,3-b]furan-4-yl (2r)-2-methylbutanoate

C21H32O6 (380.2198772)


   

stigmast-5-en-3-ol, (3β)-

stigmast-5-en-3-ol, (3β)-

C29H50O (414.386145)


   

3-hydroxy-7-(prop-1-en-2-yl)-5,6,7,8-tetrahydronaphthalene-1-carbaldehyde

3-hydroxy-7-(prop-1-en-2-yl)-5,6,7,8-tetrahydronaphthalene-1-carbaldehyde

C14H16O2 (216.1150236)


   

(1as,4r,7s,7ar,7br)-1a-acetyl-4-hydroxy-7,7a-dimethyl-4h,5h,6h,7h,7bh-naphtho[1,2-b]oxiren-2-one

(1as,4r,7s,7ar,7br)-1a-acetyl-4-hydroxy-7,7a-dimethyl-4h,5h,6h,7h,7bh-naphtho[1,2-b]oxiren-2-one

C14H18O4 (250.1205028)


   

(7s)-3-hydroxy-7-(prop-1-en-2-yl)-5,6,7,8-tetrahydronaphthalene-1-carbaldehyde

(7s)-3-hydroxy-7-(prop-1-en-2-yl)-5,6,7,8-tetrahydronaphthalene-1-carbaldehyde

C14H16O2 (216.1150236)


   

(3r,5s,8s,11s,12s,13s,15r,16s)-13-hydroxy-5-(hydroxymethyl)-2,11,12-trimethyl-6-oxo-7,17-dioxapentacyclo[10.3.1.1³,¹⁵.0⁵,¹⁵.0⁸,¹³]heptadec-1-en-16-yl (2z)-2-(hydroxymethyl)but-2-enoate

(3r,5s,8s,11s,12s,13s,15r,16s)-13-hydroxy-5-(hydroxymethyl)-2,11,12-trimethyl-6-oxo-7,17-dioxapentacyclo[10.3.1.1³,¹⁵.0⁵,¹⁵.0⁸,¹³]heptadec-1-en-16-yl (2z)-2-(hydroxymethyl)but-2-enoate

C24H32O8 (448.20970719999997)


   

(1s,4s,5s,6r,9s,10r,13s)-9-hydroxy-5,6,14-trimethyl-3,16-dioxapentacyclo[8.7.1.0¹,¹³.0⁴,¹³.0⁵,¹⁰]octadec-14-ene-12,17-dione

(1s,4s,5s,6r,9s,10r,13s)-9-hydroxy-5,6,14-trimethyl-3,16-dioxapentacyclo[8.7.1.0¹,¹³.0⁴,¹³.0⁵,¹⁰]octadec-14-ene-12,17-dione

C19H24O5 (332.1623654)


   

2-[5-(acetyloxy)-1-hydroxy-8,8a-dimethyl-3-oxo-5,6,7,8-tetrahydro-1h-naphthalen-2-ylidene]propanoic acid

2-[5-(acetyloxy)-1-hydroxy-8,8a-dimethyl-3-oxo-5,6,7,8-tetrahydro-1h-naphthalen-2-ylidene]propanoic acid

C17H22O6 (322.1416312)


   

8a-hydroxy-9a-methoxy-3,4a,5-trimethyl-2-oxo-4h,5h,6h,7h,8h,9h-naphtho[2,3-b]furan-4-yl 2-methylbutanoate

8a-hydroxy-9a-methoxy-3,4a,5-trimethyl-2-oxo-4h,5h,6h,7h,8h,9h-naphtho[2,3-b]furan-4-yl 2-methylbutanoate

C21H32O6 (380.2198772)


   

(7r)-3-hydroxy-7-(prop-1-en-2-yl)-5,6,7,8-tetrahydronaphthalene-1-carbaldehyde

(7r)-3-hydroxy-7-(prop-1-en-2-yl)-5,6,7,8-tetrahydronaphthalene-1-carbaldehyde

C14H16O2 (216.1150236)


   

(4as,5s,8r)-3,8-dihydroxy-4a,5-dimethyl-5,6,7,8-tetrahydronaphthalen-2-one

(4as,5s,8r)-3,8-dihydroxy-4a,5-dimethyl-5,6,7,8-tetrahydronaphthalen-2-one

C12H16O3 (208.1099386)


   

(4s,4as,5s,8as,9as)-8a-hydroxy-4,9a-dimethoxy-3,4a,5-trimethyl-4h,5h,6h,7h,8h,9h-naphtho[2,3-b]furan-2-one

(4s,4as,5s,8as,9as)-8a-hydroxy-4,9a-dimethoxy-3,4a,5-trimethyl-4h,5h,6h,7h,8h,9h-naphtho[2,3-b]furan-2-one

C17H26O5 (310.1780146)