NCBI Taxonomy: 189238

Jacobaea erucifolia (ncbi_taxid: 189238)

found 183 associated metabolites at species taxonomy rank level.

Ancestor: Jacobaea

Child Taxonomies: none taxonomy data.

Senecionine

(1,6)Dioxacyclododecino(2,3,4-gh)pyrrolizine-2,7-dione, 3-ethylidene-3,4,5,6,9,11,13,14,14a,14b-decahydro-6-hydroxy-5,6-dimethyl-, (3Z,5R,6R,14aR,14bR)-

C18H25NO5 (335.173264)


Senecionine is a pyrrolizidine alkaloid isolated from the plant species of the genus Senecio. It has a role as a plant metabolite. It is a lactone, a pyrrolizidine alkaloid and a tertiary alcohol. It is functionally related to a senecionan. It is a conjugate base of a senecionine(1+). Senecionine is a natural product found in Dorobaea pimpinellifolia, Crotalaria micans, and other organisms with data available. Senecionine is an organic compound with the chemical formula C18H25NO5. It is classified as a pyrrolizidine alkaloid. See also: Petasites hybridus root (part of); Tussilago farfara flower (part of); Tussilago farfara leaf (part of). A pyrrolizidine alkaloid isolated from the plant species of the genus Senecio. D000970 - Antineoplastic Agents Annotation level-1 CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 2251 CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 122 CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 102 CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 142 CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 152 CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 162 CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 172 CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 132 CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 112 [Raw Data] CB082a_Senecionine_pos_40eV_CB000034.txt [Raw Data] CB082a_Senecionine_pos_10eV_CB000034.txt [Raw Data] CB082a_Senecionine_pos_30eV_CB000034.txt [Raw Data] CB082a_Senecionine_pos_20eV_CB000034.txt [Raw Data] CB082a_Senecionine_pos_50eV_CB000034.txt Senecionine (Senecionan-11,16-dione, 12-hydroxy-) is a pyrrolizidine alkaloid could be isolated from Senecio vulgaris. Senecionine decreases the activities of glutathione S-transferase, aminopyrine demethylase and arylhydrocarbon hydroxylase (AHH)[1][2][3]. Senecionine (Senecionan-11,16-dione, 12-hydroxy-) is a pyrrolizidine alkaloid could be isolated from Senecio vulgaris. Senecionine decreases the activities of glutathione S-transferase, aminopyrine demethylase and arylhydrocarbon hydroxylase (AHH)[1][2][3].

   

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].

   

Zingiberene

(S-(R*,S*))-5-(1,5-Dimethylhexen-4-yl)-2-methyl-1,3-cyclohexa-1,3-diene

C15H24 (204.18779039999998)


Zingiberene is 2-Methylcyclohexa-1,3-diene in which a hydrogen at the 5 position is substituted (R configuration) by a 6-methyl-hept-5-en-2-yl group (S configuration). It is a sesquiterpene found in the dried rhizomes of Indonesian ginger, Zingiber officinale. It is a sesquiterpene and a cyclohexadiene. It is an enantiomer of an ent-zingiberene. Zingiberene is a natural product found in Chaerophyllum azoricum, Helichrysum odoratissimum, and other organisms with data available. Constituent of ginger oiland is) also from wild thyme (Thymus serpyllum), long pepper (Piper longum) and kua (Curcuma zedoaria). Zingiberene is found in many foods, some of which are cloves, pepper (spice), ginger, and turmeric. Zingiberene is found in anise. Zingiberene is a constituent of ginger oil. Also from wild thyme (Thymus serpyllum), long pepper (Piper longum) and kua (Curcuma zedoaria)

   

Amyrin

(3S,4aR,5R,6aR,6bR,8S,8aR,12aR,14aR,14bR)-4,4,6a,6b,8a,11,11,14b-Octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-eicosahydro-picen-3-ol

C30H50O (426.386145)


Beta-amyrin is a pentacyclic triterpenoid that is oleanane substituted at the 3beta-position by a hydroxy group and containing a double bond between positions 12 and 13. It is one of the most commonly occurring triterpenoids in higher plants. It has a role as a plant metabolite and an Aspergillus metabolite. It is a pentacyclic triterpenoid and a secondary alcohol. It derives from a hydride of an oleanane. beta-Amyrin is a natural product found in Ficus pertusa, Ficus septica, and other organisms with data available. See also: Calendula Officinalis Flower (part of); Viburnum opulus bark (part of); Centaurium erythraea whole (part of). A pentacyclic triterpenoid that is oleanane substituted at the 3beta-position by a hydroxy group and containing a double bond between positions 12 and 13. It is one of the most commonly occurring triterpenoids in higher plants. β-Amyrin, an ingredient of Celastrus hindsii, blocks amyloid β (Aβ)-induced long-term potentiation (LTP) impairment. β-amyrin is a promising candidate of treatment for AD[1]. β-Amyrin, an ingredient of Celastrus hindsii, blocks amyloid β (Aβ)-induced long-term potentiation (LTP) impairment. β-amyrin is a promising candidate of treatment for AD[1].

   

Progesterone

(1S,2R,10S,11S,14S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

C21H30O2 (314.224568)


The major progestational steroid that is secreted primarily by the corpus luteum and the placenta. Progesterone acts on the uterus, the mammary glands and the brain. It is required in embryo implantation, pregnancy maintenance, and the development of mammary tissue for milk production. Progesterone, converted from pregnenolone, also serves as an intermediate in the biosynthesis of gonadal steroid hormones and adrenal corticosteroids. Progesterone is a C-21 steroid hormone involved in the female menstrual cycle, pregnancy (supports gestation) and embryogenesis of humans and other species. Progesterone belongs to a class of hormones called progestagens, and is the major naturally occurring human progestagen. During implantation and gestation, progesterone appears to decrease the maternal immune response to allow for the acceptance of the pregnancy. Progesterone decreases contractility of the uterine smooth muscle. The fetus metabolizes placental progesterone in the production of adrenal mineralo- and glucosteroids. A drop in progesterone levels is possibly one step that facilitates the onset of labor. In addition progesterone inhibits lactation during pregnancy. The fall in progesterone levels following delivery is one of the triggers for milk production. Progesterone is found to be associated with pregnene hydroxylation deficiency, which is an inborn error of metabolism. CONFIDENCE standard compound; INTERNAL_ID 550; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9779; ORIGINAL_PRECURSOR_SCAN_NO 9777 CONFIDENCE standard compound; INTERNAL_ID 550; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9837; ORIGINAL_PRECURSOR_SCAN_NO 9835 CONFIDENCE standard compound; INTERNAL_ID 550; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9731; ORIGINAL_PRECURSOR_SCAN_NO 9729 CONFIDENCE standard compound; INTERNAL_ID 550; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9824; ORIGINAL_PRECURSOR_SCAN_NO 9822 CONFIDENCE standard compound; INTERNAL_ID 550; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9851; ORIGINAL_PRECURSOR_SCAN_NO 9849 CONFIDENCE standard compound; INTERNAL_ID 550; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9793; ORIGINAL_PRECURSOR_SCAN_NO 9791 Progestational hormone secreted by corpus luteum during menstrual cycleand is also found in the gonads and haemolymph of crustaceans, e.g. Artemia, Euphosia, Homarus, Pandalus and Penaeus spp (CCD). G - Genito urinary system and sex hormones > G03 - Sex hormones and modulators of the genital system > G03D - Progestogens > G03DA - Pregnen (4) derivatives D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D011372 - Progestins C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C1636 - Therapeutic Steroid Hormone COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials CONFIDENCE standard compound; INTERNAL_ID 4151 CONFIDENCE standard compound; INTERNAL_ID 1077 Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Progesterone is a steroid hormone that regulates the menstrual cycle and is crucial for pregnancy. Progesterone is a steroid hormone that regulates the menstrual cycle and is crucial for pregnancy.

   

Senecionine N-oxide

Integerrimine N-oxide

C18H25NO6 (351.168179)


CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 2301 CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 146 CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 176 CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 116 CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 136 CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 166 CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 156 CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 106 CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 126 Senecionine n-oxide is the primary product of pyrrolizidine alkaloid biosynthesis in root cultures of Senecio vulgaris. Senecionine N-oxide has anti-cancer activity[1][2].

   

Gurjunene-alpha

(1aR,4R,4aR,7bS)-1,1,4,7-tetramethyl-1H,1aH,2H,3H,4H,4aH,5H,6H,7bH-cyclopropa[e]azulene

C15H24 (204.18779039999998)


Alpha-Gurjunene or (-)-Alpha-Gurjunene, belongs to the class of organic compounds known as 5,10-cycloaromadendrane sesquiterpenoids. These are aromadendrane sesquiterpenoids that arise from the C5-C10 cyclization of the aromadendrane skeleton. It is formally classified as a polycyclic hydrocarbon although it is biochemically a sesquiterpenoid as it synthesized via isoprene units. Sesquiterpenes are terpenes that contain 15 carbon atoms and are comprised of three isoprene units. The biosynthesis of sesquiterpenes is known to occur mainly through the mevalonic acid pathway (MVA), in the cytosol. However, recent studies have found evidence of pathway crosstalk with the methyl-erythritol-phosphate (MEP) pathway in the cytosol. Farnesyl diphosphate (FPP) is a key intermediate in the biosynthesis of cyclic sesquiterpenes. FPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. Alpha-Gurjunene is a neutral, hydrophobic molecule that is insoluble in water. It exists as a colorless clear Liquid and has a woody, balsamic odor. It is used as a perfuming agent. Alpha-gurjunene is found in many plants, essential oils and foods including allspice, bay leaf, carrot seeds, eucalyptus, guava, parsley, black papper, sage and tea tree oil.

   

Spathulenol

1H-Cycloprop(e)azulen-7-ol, decahydro-1,1,7-trimethyl-4-methylene-, (1aR-(1aalpha,4aalpha,7beta,7abeta,7balpha))-

C15H24O (220.18270539999997)


Spathulenol is a tricyclic sesquiterpenoid that is 4-methylidenedecahydro-1H-cyclopropa[e]azulene carrying three methyl substituents at positions 1, 1 and 7 as well as a hydroxy substituent at position 7. It has a role as a volatile oil component, a plant metabolite, an anaesthetic and a vasodilator agent. It is a sesquiterpenoid, a carbotricyclic compound, a tertiary alcohol and an olefinic compound. Spathulenol is a natural product found in Xylopia aromatica, Xylopia emarginata, and other organisms with data available. See also: Chamomile (part of). A tricyclic sesquiterpenoid that is 4-methylidenedecahydro-1H-cyclopropa[e]azulene carrying three methyl substituents at positions 1, 1 and 7 as well as a hydroxy substituent at position 7. Spathulenol is found in alcoholic beverages. Spathulenol is a constituent of Salvia sclarea (clary sage).

   

(E)-Calamene

1,6-dimethyl-4-(propan-2-yl)-1,2,3,4-tetrahydronaphthalene

C15H22 (202.1721412)


Calamene is a metabolite of plant Turnera diffusa. Turnera diffusa (Damiana, Mexican holly, Old Womans Broom) is a small shrub of the family Tuneraceae. T. diffusa is native to both Central and South America and now commercially cultivated in Bolivia and Mexico. The leaf includes volatile oils (1,8-cineole, p-cymene, alpha- and beta-pinene, thymol, alpha-copaene, and calamene); luteolin; tannins, flavonoids (arbutin, acacetin, apigenin and pinocembrin), beta-sitosterol, damianin, and the cyanogenic glycoside tetraphyllin B. (www.globinmed.com) (e)-calamene is also known as calamenene or 1,6-dimethyl-4-isopropyltetralin. (e)-calamene can be found in a number of food items such as guava, lovage, summer savory, and rosemary, which makes (e)-calamene a potential biomarker for the consumption of these food products (e)-calamene can be found primarily in urine.

   

delta-Amorphene

4,7-Dimethyl-1-(propan-2-yl)-1,2,3,5,6,8a-hexahydronaphthalene

C15H24 (204.18779039999998)


1(10),4-Cadinadiene is a cadinene (FDB009046) of the delta-serie [FooDB]. A cadinene (FDB009046) of the delta-serie [FooDB]

   

(+)-alpha-Muurolene

4,7-dimethyl-1-(propan-2-yl)-1,2,4a,5,6,8a-hexahydronaphthalene

C15H24 (204.18779039999998)


(+)-alpha-Muurolene is isolated from various plant oils including Pinus mugo (dwarf mountain pine). Isolated from various plant oils including Pinus mugo (dwarf mountain pine)

   

1-Pentadecene

Pentadec-1-ene

C15H30 (210.234738)


1-Pentadecene, also known as pentadec-1-ene, belongs to the class of organic compounds known as unsaturated aliphatic hydrocarbons. These are aliphatic Hydrocarbons that contains one or more unsaturated carbon atoms. 1-Pentadecene is an unbranched fifteen-carbon alkene with one double bond between C-1 and C-2. These compounds contain one or more double or triple bonds. Thus, 1-pentadecene is considered to be a hydrocarbon lipid molecule. 1-Pentadecene is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. 1-Pentadecene is found, on average, in the highest concentration within safflowers. 1-Pentadecene has also been detected, but not quantified, in burdocks and watermelons. This could make 1-pentadecene a potential biomarker for the consumption of these foods. Occurs in beef and oakmoss oleoresin. 1-Pentadecene is found in many foods, some of which are animal foods, burdock, safflower, and watermelon.

   

Integerrimine

4-ethylidene-7-hydroxy-6,7-dimethyl-2,9-dioxa-14-azatricyclo[9.5.1.0¹⁴,¹⁷]heptadec-11-ene-3,8-dione

C18H25NO5 (335.173264)


   

alpha-Amyrin

4,4,6a,6b,8a,11,12,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-ol

C30H50O (426.386145)


Epi-alpha-amyrin, also known as epi-α-amyrin, is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Epi-alpha-amyrin is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Epi-alpha-amyrin can be found in herbs and spices, pomes, and rosemary, which makes epi-alpha-amyrin a potential biomarker for the consumption of these food products.

   

Senecionine N-oxide

4-ethylidene-7-hydroxy-6,7-dimethyl-3,8-dioxo-2,9-dioxa-14-azatricyclo[9.5.1.0¹⁴,¹⁷]heptadec-11-en-14-ium-14-olate

C18H25NO6 (351.168179)


   

Seneciphylline

4-ethylidene-7-hydroxy-7-methyl-6-methylidene-2,9-dioxa-14-azatricyclo[9.5.1.0¹⁴,¹⁷]heptadec-11-ene-3,8-dione

C18H23NO5 (333.1576148)


   

ent-Sandaracopimaradiene

(4aS,4bS,7R,10aS)-7-ethenyl-1,1,4a,7-tetramethyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydrophenanthrene

C20H32 (272.2503872)


Ent-sandaracopimaradiene, also known as (-)-8(14),15-isopimaradiene or (-)-isopimara-8(14),15-diene, is a member of the class of compounds known as diterpenoids. Diterpenoids are terpene compounds formed by four isoprene units. Thus, ent-sandaracopimaradiene is considered to be an isoprenoid lipid molecule. Ent-sandaracopimaradiene can be found in rice, which makes ent-sandaracopimaradiene a potential biomarker for the consumption of this food product.

   

Neophytadiene

7,11,15-trimethyl-3-methylidenehexadec-1-ene

C20H38 (278.2973348)


Neophytadiene is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Neophytadiene can be found in dill, which makes neophytadiene a potential biomarker for the consumption of this food product.

   

Loliolide

(6S,7aR)-6-hydroxy-4,4,7a-trimethyl-2,4,5,6,7,7a-hexahydro-1-benzofuran-2-one

C11H16O3 (196.1099386)


Loliolide, also known as (3s5r)-loliolide, is a member of the class of compounds known as benzofurans. Benzofurans are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Loliolide is soluble (in water) and an extremely weak acidic compound (based on its pKa). Loliolide can be found in sunflower, tea, and wakame, which makes loliolide a potential biomarker for the consumption of these food products.

   

beta-Himachalene

3,5,5,9-tetramethyl-2,4a,5,6,7,8-hexahydro-1H-benzo[7]annulene

C15H24 (204.18779039999998)


Beta-himachalene is a member of the class of compounds known as himachalane and lippifoliane sesquiterpenoids. Himachalane and lippifoliane sesquiterpenoids are diterpenoids with a structure based on either the himachalane or the lippifoliane skeleton. Thus, beta-himachalene is considered to be an isoprenoid lipid molecule. Beta-himachalene can be found in anise and ginger, which makes beta-himachalene a potential biomarker for the consumption of these food products.

   

1-S-cis-Calamenene

(1S,4S)-1,6-dimethyl-4-(propan-2-yl)-1,2,3,4-tetrahydronaphthalene

C15H22 (202.1721412)


(E)-Calamene, also known as calamenene, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. (E)-Calamene is possibly neutral. (E)-Calamene is found in highest concentrations in allspices, common oregano, and rosemaries and in lower concentrations in lovages. (E)-Calamene has also been detected in cloves, guava, summer savories, sweet basils, and pepper (spice). This could make (E)-calamene a potential biomarker for the consumption of these foods. Calamene is a metabolite of plant Turnera diffusa (Damiana, Mexican holly, Old Womans Broom), a small shrub of the family Tuneraceae. T. diffusa is native to both Central and South America and now commercially cultivated in Bolivia and Mexico. 1-s-cis-calamenene, also known as (7r,10r)-calamenene, is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. 1-s-cis-calamenene is a herb and spice tasting compound found in rosemary, which makes 1-s-cis-calamenene a potential biomarker for the consumption of this food product.

   

Crinone

(S)-4-Pregnene-3,20-dione;(S)-Pregn-4-en-3,20-dione;(S)-Progesterone

C21H30O2 (314.224568)


G - Genito urinary system and sex hormones > G03 - Sex hormones and modulators of the genital system > G03D - Progestogens > G03DA - Pregnen (4) derivatives D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D011372 - Progestins C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C1636 - Therapeutic Steroid Hormone COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials CONFIDENCE standard compound; EAWAG_UCHEM_ID 3255 Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Progesterone is a steroid hormone that regulates the menstrual cycle and is crucial for pregnancy. Progesterone is a steroid hormone that regulates the menstrual cycle and is crucial for pregnancy.

   

1ST14176

(5R,6R,9a1R,14aR,Z)-3-ethylidene-6-hydroxy-5,6-dimethyl-2,7-dioxo-2,3,4,5,6,7,9,9a1,11,13,14,14a-dodecahydro-12H-[1,6]dioxacyclododecino[2,3,4-gh]pyrrolizine 12-oxide

C18H25NO6 (351.168179)


Senecionine N-oxide is a tertiary amine oxide. It is functionally related to a senecionine. Senecionine N-oxide is a natural product found in Dorobaea pimpinellifolia, Senecio gallicus, and other organisms with data available. Senecionine n-oxide is the primary product of pyrrolizidine alkaloid biosynthesis in root cultures of Senecio vulgaris. Senecionine N-oxide has anti-cancer activity[1][2].

   

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].

   

3,5,5,9-tetramethyl-2,4a,5,6,7,8-hexahydro-1H-benzo[7]annulene

3,5,5,9-tetramethyl-2,4a,5,6,7,8-hexahydro-1H-benzo[7]annulene

C15H24 (204.18779039999998)


   

Spathulenol

Spathulenol

C15H24O (220.18270539999997)


Constituent of Salvia sclarea (clary sage). Spathulenol is found in many foods, some of which are tarragon, spearmint, common sage, and tea.

   

octadecene

Alkenes, C14-20 .alpha.-

C18H36 (252.2816856)


   

Methyl 2-(1-hydroxy-4-oxocyclohexyl)acetate

Methyl 2-(1-hydroxy-4-oxocyclohexyl)acetate

C9H14O4 (186.0892044)


   

Seneciphylline

Senenciphylline

C18H23NO5 (333.1576148)


relative retention time with respect to 9-anthracene Carboxylic Acid is 0.402 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.399 Seneciphylline is a toxic pyrrolizidine alkaloid in Gynura japonica[1]. Seneciphylline significantly increases the activities of epoxide hydrase and glutathione-S-transferase but causes reduction of cytochrome P-450 and related monooxygenase activities[2].

   
   

Progesterone

Progesterone aka "(8S,9S,10R,13S,14S,17S)-17-acetyl-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one"

C21H30O2 (314.224568)


A C21-steroid hormone in which a pregnane skeleton carries oxo substituents at positions 3 and 20 and is unsaturated at C(4)-C(5). As a hormone, it is involved in the female menstrual cycle, pregnancy and embryogenesis of humans and other species. G - Genito urinary system and sex hormones > G03 - Sex hormones and modulators of the genital system > G03D - Progestogens > G03DA - Pregnen (4) derivatives D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D011372 - Progestins C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C1636 - Therapeutic Steroid Hormone COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Origin: Animal, Pregnanes CONFIDENCE standard compound; INTERNAL_ID 1077 CONFIDENCE standard compound; INTERNAL_ID 8724 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.400 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.398 Disclaimer: While authors make an effort to ensure that the content of this record is accurate, the authors make no representations or warranties in relation to the accuracy or completeness of the record. This record do not reflect any viewpoints of the affiliation and organization to which the authors belong. Progesterone is a steroid hormone that regulates the menstrual cycle and is crucial for pregnancy. Progesterone is a steroid hormone that regulates the menstrual cycle and is crucial for pregnancy.

   

Otosenine

Otosenine

C19H27NO7 (381.1787432)


relative retention time with respect to 9-anthracene Carboxylic Acid is 0.260 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.248

   

loliolide

2(4H)-Benzofuranone, 5,6,7,7a-tetrahydro-6-hydroxy-4,4,7a-trimethyl-, (6S-cis)-

C11H16O3 (196.1099386)


A natural product found in Brachystemma calycinum.

   

retrorsine

retrorsine

C18H25NO6 (351.168179)


Annotation level-1

   

D-Amorphene

4,7-Dimethyl-1-(propan-2-yl)-1,2,3,5,6,8a-hexahydronaphthalene

C15H24 (204.18779039999998)


   

Epi-a-amyrin

4,4,6a,6b,8a,11,12,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-ol

C30H50O (426.386145)


   

(+)-alpha-Muurolene

4,7-dimethyl-1-(propan-2-yl)-1,2,4a,5,6,8a-hexahydronaphthalene

C15H24 (204.18779039999998)


   

g-Muurolene

7-methyl-4-methylidene-1-(propan-2-yl)-1,2,3,4,4a,5,6,8a-octahydronaphthalene

C15H24 (204.18779039999998)


   

1-PENTADECENE

1-PENTADECENE

C15H30 (210.234738)


An unbranched fifteen-carbon alkene with one double bond between C-1 and C-2.

   
   

CHEBI:15385

(1S,8AR)-4,7-dimethyl-1-(propan-2-yl)-1,2,3,5,6,8a-hexahydronaphthalene

C15H24 (204.18779039999998)


   

Zingiberene

(S-(R*,S*))-5-(1,5-Dimethylhexen-4-yl)-2-methyl-1,3-cyclohexa-1,3-diene

C15H24 (204.18779039999998)


Zingiberene is 2-Methylcyclohexa-1,3-diene in which a hydrogen at the 5 position is substituted (R configuration) by a 6-methyl-hept-5-en-2-yl group (S configuration). It is a sesquiterpene found in the dried rhizomes of Indonesian ginger, Zingiber officinale. It is a sesquiterpene and a cyclohexadiene. It is an enantiomer of an ent-zingiberene. Zingiberene is a natural product found in Chaerophyllum azoricum, Helichrysum odoratissimum, and other organisms with data available.

   

Lutex

(8S,9S,10R,13S,14S,17S)-17-ethanoyl-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one

C21H30O2 (314.224568)


G - Genito urinary system and sex hormones > G03 - Sex hormones and modulators of the genital system > G03D - Progestogens > G03DA - Pregnen (4) derivatives D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D011372 - Progestins C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C1636 - Therapeutic Steroid Hormone COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Progesterone is a steroid hormone that regulates the menstrual cycle and is crucial for pregnancy. Progesterone is a steroid hormone that regulates the menstrual cycle and is crucial for pregnancy.

   

4(15)-Eudesmene-1beta,7alpha-diol

4(15)-Eudesmene-1beta,7alpha-diol

C15H26O2 (238.1932696)


A natural product found in Sanicula lamelligera.

   
   

(+)-gamma-cadinene

(+)-gamma-cadinene

C15H24 (204.18779039999998)


A member of the cadinene family of sesquiterpenes in which the isopropyl group is cis to the hydrogen at the adjacent bridgehead carbon (the 1S,4aR,8aR enantiomer).

   

methyl 2-(4-hydroxyphenyl)acetate

methyl 2-(4-hydroxyphenyl)acetate

C9H10O3 (166.062991)


A methyl ester resulting from the formal condensation of the carboxy group of 4-hydroxyphenylacetic acid with methanol. It has been isolated from Penicillium chrysogenum.

   

delta-Cadinene

delta-Cadinene

C15H24 (204.18779039999998)


A member of the cadinene family of sesquiterpenes in which the double bonds are located at the 4-4a and 7-8 positions, and in which the isopropyl group at position 1 is cis to the hydrogen at the adjacent bridgehead carbon (position 8a).

   

{9-methoxy-4,5-dimethylnaphtho[2,3-b]furan-3-yl}methyl acetate

{9-methoxy-4,5-dimethylnaphtho[2,3-b]furan-3-yl}methyl acetate

C18H18O4 (298.1205028)


   

(1r,4e,6r,7r,17r)-7-hydroxy-4-(2-hydroxyethylidene)-6,7-dimethyl-2,9-dioxa-14-azatricyclo[9.5.1.0¹⁴,¹⁷]heptadec-11-ene-3,8-dione

(1r,4e,6r,7r,17r)-7-hydroxy-4-(2-hydroxyethylidene)-6,7-dimethyl-2,9-dioxa-14-azatricyclo[9.5.1.0¹⁴,¹⁷]heptadec-11-ene-3,8-dione

C18H25NO6 (351.168179)


   

methyl 2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetate

methyl 2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetate

C9H10O4 (182.057906)


   

(3as,5ar)-1-[(4e)-5,6-dimethylhept-4-en-2-yl]-3a,3b,6,6,9a-pentamethyl-2h,3h,4h,5h,5ah,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl acetate

(3as,5ar)-1-[(4e)-5,6-dimethylhept-4-en-2-yl]-3a,3b,6,6,9a-pentamethyl-2h,3h,4h,5h,5ah,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl acetate

C33H54O2 (482.41235839999996)


   

7-hydroxy-3',6,7,14-tetramethyl-2,9-dioxa-14-azaspiro[bicyclo[9.5.1]heptadecane-4,2'-oxiran]-11-ene-3,8,17-trione

7-hydroxy-3',6,7,14-tetramethyl-2,9-dioxa-14-azaspiro[bicyclo[9.5.1]heptadecane-4,2'-oxiran]-11-ene-3,8,17-trione

C19H27NO7 (381.1787432)


   

oppsit-4(15)-ene-1β,11-diol

oppsit-4(15)-ene-1β,11-diol

C15H26O2 (238.1932696)


   

retroprogesterone

retroprogesterone

C21H30O2 (314.224568)


   

1-(2-hydroxy-2-methylpropyl)-3a-methyl-7-methylidene-hexahydro-1h-inden-4-ol

1-(2-hydroxy-2-methylpropyl)-3a-methyl-7-methylidene-hexahydro-1h-inden-4-ol

C15H26O2 (238.1932696)


   

(7ar)-1,1,7-trimethyl-4-methylidene-octahydrocyclopropa[e]azulen-7-ol

(7ar)-1,1,7-trimethyl-4-methylidene-octahydrocyclopropa[e]azulen-7-ol

C15H24O (220.18270539999997)


   

[(5s)-9-methoxy-3,5-dimethyl-5h,6h-naphtho[2,3-b]furan-4-yl]methyl (2z)-2-methylbut-2-enoate

[(5s)-9-methoxy-3,5-dimethyl-5h,6h-naphtho[2,3-b]furan-4-yl]methyl (2z)-2-methylbut-2-enoate

C21H24O4 (340.1674504)


   

(5s)-9-methoxy-2-({9-methoxy-3,5-dimethylnaphtho[2,3-b]furan-4-yl}methyl)-3,4,5-trimethyl-5h,6h-naphtho[2,3-b]furan

(5s)-9-methoxy-2-({9-methoxy-3,5-dimethylnaphtho[2,3-b]furan-4-yl}methyl)-3,4,5-trimethyl-5h,6h-naphtho[2,3-b]furan

C32H32O4 (480.2300472)


   

(4e)-4-ethylidene-7-hydroxy-6,7-dimethyl-2,9-dioxa-14-azatricyclo[9.5.1.0¹⁴,¹⁷]heptadec-11-ene-3,8-dione

(4e)-4-ethylidene-7-hydroxy-6,7-dimethyl-2,9-dioxa-14-azatricyclo[9.5.1.0¹⁴,¹⁷]heptadec-11-ene-3,8-dione

C18H25NO5 (335.173264)


   

(2e)-2-tetradecene

(2e)-2-tetradecene

C14H28 (196.2190888)


   

5-hydroxy-8-isopropyl-5-methyl-4,4a,6,7,8,8a-hexahydro-3h-naphthalene-2-carbaldehyde

5-hydroxy-8-isopropyl-5-methyl-4,4a,6,7,8,8a-hexahydro-3h-naphthalene-2-carbaldehyde

C15H24O2 (236.1776204)


   

(1r,4ar,6r,8as)-6-isopropyl-8a-methyl-4-methylidene-hexahydro-1h-naphthalene-1,4a-diol

(1r,4ar,6r,8as)-6-isopropyl-8a-methyl-4-methylidene-hexahydro-1h-naphthalene-1,4a-diol

C15H26O2 (238.1932696)


   
   

9-methoxy-3,4,5-trimethylnaphtho[2,3-b]furan

9-methoxy-3,4,5-trimethylnaphtho[2,3-b]furan

C16H16O2 (240.1150236)


   
   

(2e,8e,10e)-heptadeca-2,8,10,16-tetraen-4,6-diynal

(2e,8e,10e)-heptadeca-2,8,10,16-tetraen-4,6-diynal

C17H18O (238.1357578)


   

(1r,3ar,3bs,5as,7s,9ar,9br,11ar)-1-[(2r,3e,5r)-5,6-dimethylhept-3-en-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthrene-3b,5a,7-triol

(1r,3ar,3bs,5as,7s,9ar,9br,11ar)-1-[(2r,3e,5r)-5,6-dimethylhept-3-en-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthrene-3b,5a,7-triol

C28H46O3 (430.34467659999996)


   
   

(1s,3as,3br,9ar,9bs,11r,11as)-1-acetyl-11-hydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,5h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

(1s,3as,3br,9ar,9bs,11r,11as)-1-acetyl-11-hydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,5h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

C21H30O3 (330.21948299999997)


   

1-(5,6-dimethylhept-3-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthrene-3b,5a,7-triol

1-(5,6-dimethylhept-3-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthrene-3b,5a,7-triol

C28H46O3 (430.34467659999996)


   

(1r,2s,7s,8s)-8-isopropyl-1,3-dimethyltricyclo[4.4.0.0²,⁷]dec-3-ene

(1r,2s,7s,8s)-8-isopropyl-1,3-dimethyltricyclo[4.4.0.0²,⁷]dec-3-ene

C15H24 (204.18779039999998)


   

methyl 2-(1-hydroxy-2,6-dimethoxy-4-oxocyclohexyl)acetate

methyl 2-(1-hydroxy-2,6-dimethoxy-4-oxocyclohexyl)acetate

C11H18O6 (246.1103328)


   

(5s)-9-methoxy-3,4,5-trimethyl-5h,6h-naphtho[2,3-b]furan

(5s)-9-methoxy-3,4,5-trimethyl-5h,6h-naphtho[2,3-b]furan

C16H18O2 (242.1306728)


   

[9-methoxy-2-({9-methoxy-3,5-dimethyl-5h,6h-naphtho[2,3-b]furan-4-yl}methyl)-3,5-dimethyl-5h,6h-naphtho[2,3-b]furan-4-yl]methyl 2-methylbut-2-enoate

[9-methoxy-2-({9-methoxy-3,5-dimethyl-5h,6h-naphtho[2,3-b]furan-4-yl}methyl)-3,5-dimethyl-5h,6h-naphtho[2,3-b]furan-4-yl]methyl 2-methylbut-2-enoate

C37H40O6 (580.2824740000001)


   

9-methoxy-3,4,5-trimethyl-5h,6h-naphtho[2,3-b]furan

9-methoxy-3,4,5-trimethyl-5h,6h-naphtho[2,3-b]furan

C16H18O2 (242.1306728)


   

(1s,4z,7s,17s)-4-ethylidene-7-hydroxy-6,7-dimethyl-2,9-dioxa-14-azatricyclo[9.5.1.0¹⁴,¹⁷]heptadec-11-ene-3,8-dione

(1s,4z,7s,17s)-4-ethylidene-7-hydroxy-6,7-dimethyl-2,9-dioxa-14-azatricyclo[9.5.1.0¹⁴,¹⁷]heptadec-11-ene-3,8-dione

C18H25NO5 (335.173264)


   

methyl 2-(2,2-dimethyl-6-oxo-7,7a-dihydro-1,3-benzodioxol-3a-yl)acetate

methyl 2-(2,2-dimethyl-6-oxo-7,7a-dihydro-1,3-benzodioxol-3a-yl)acetate

C12H16O5 (240.0997686)


   

9-methoxy-2-({9-methoxy-3,5-dimethylnaphtho[2,3-b]furan-4-yl}methyl)-3,4,5-trimethyl-5h,6h-naphtho[2,3-b]furan

9-methoxy-2-({9-methoxy-3,5-dimethylnaphtho[2,3-b]furan-4-yl}methyl)-3,4,5-trimethyl-5h,6h-naphtho[2,3-b]furan

C32H32O4 (480.2300472)


   

9-ethylidene-7-(hydroxymethyl)-5-methyl-3,6,11-trioxa-15-azatetracyclo[10.5.1.0⁵,⁷.0¹⁵,¹⁸]octadec-1(17)-ene-4,10-dione

9-ethylidene-7-(hydroxymethyl)-5-methyl-3,6,11-trioxa-15-azatetracyclo[10.5.1.0⁵,⁷.0¹⁵,¹⁸]octadec-1(17)-ene-4,10-dione

C18H23NO6 (349.1525298)


   

(1s,4z,6r,7r)-4-ethylidene-7-hydroxy-6,7,14-trimethyl-2,9-dioxa-14-azabicyclo[9.5.1]heptadec-11-ene-3,8,17-trione

(1s,4z,6r,7r)-4-ethylidene-7-hydroxy-6,7,14-trimethyl-2,9-dioxa-14-azabicyclo[9.5.1]heptadec-11-ene-3,8,17-trione

C19H27NO6 (365.1838282)


   

(1as,4as,7as,7br)-1,1,7-trimethyl-4-methylidene-octahydro-1ah-cyclopropa[e]azulene

(1as,4as,7as,7br)-1,1,7-trimethyl-4-methylidene-octahydro-1ah-cyclopropa[e]azulene

C15H24 (204.18779039999998)


   

methyl 2-{2-hydroxy-3-methoxy-5-oxo-7-oxabicyclo[4.1.0]heptan-2-yl}acetate

methyl 2-{2-hydroxy-3-methoxy-5-oxo-7-oxabicyclo[4.1.0]heptan-2-yl}acetate

C10H14O6 (230.0790344)


   

(4s,4as,7s)-4-hydroxy-4a-methyl-7-(prop-1-en-2-yl)-3,4,5,6,7,8-hexahydro-2h-naphthalene-1-carbaldehyde

(4s,4as,7s)-4-hydroxy-4a-methyl-7-(prop-1-en-2-yl)-3,4,5,6,7,8-hexahydro-2h-naphthalene-1-carbaldehyde

C15H22O2 (234.1619712)


   

8-hydroxy-3-isopropyl-8a-methyl-2,3,3a,6,7,8-hexahydro-1h-azulene-5-carbaldehyde

8-hydroxy-3-isopropyl-8a-methyl-2,3,3a,6,7,8-hexahydro-1h-azulene-5-carbaldehyde

C15H24O2 (236.1776204)


   

4,7-dimethyl-octahydro-1h-cyclopropa[e]azulene-4,7-diol

4,7-dimethyl-octahydro-1h-cyclopropa[e]azulene-4,7-diol

C13H22O2 (210.1619712)


   

(4ar,6ar,6br,8ar,12bs,14ar,14br)-4,4,6a,6b,8a,11,11,14b-octamethyl-2,4a,5,6,7,8,9,10,12b,13,14,14a-dodecahydro-1h-picen-3-one

(4ar,6ar,6br,8ar,12bs,14ar,14br)-4,4,6a,6b,8a,11,11,14b-octamethyl-2,4a,5,6,7,8,9,10,12b,13,14,14a-dodecahydro-1h-picen-3-one

C30H48O (424.37049579999996)


   

heptadeca-2,8,10,16-tetraen-4,6-diynal

heptadeca-2,8,10,16-tetraen-4,6-diynal

C17H18O (238.1357578)


   

methyl 2-[(3as,7ar)-2,2-dimethyl-6-oxo-7,7a-dihydro-1,3-benzodioxol-3a-yl]acetate

methyl 2-[(3as,7ar)-2,2-dimethyl-6-oxo-7,7a-dihydro-1,3-benzodioxol-3a-yl]acetate

C12H16O5 (240.0997686)


   

(4ar,5r,8s,8ar)-5-hydroxy-8-isopropyl-5-methyl-4,4a,6,7,8,8a-hexahydro-3h-naphthalene-2-carbaldehyde

(4ar,5r,8s,8ar)-5-hydroxy-8-isopropyl-5-methyl-4,4a,6,7,8,8a-hexahydro-3h-naphthalene-2-carbaldehyde

C15H24O2 (236.1776204)


   

methyl 2-[(2r,6r)-1-hydroxy-2,6-dimethoxy-4-oxocyclohexyl]acetate

methyl 2-[(2r,6r)-1-hydroxy-2,6-dimethoxy-4-oxocyclohexyl]acetate

C11H18O6 (246.1103328)


   

4-isopropyl-1-methyl-6-methylidene-octahydronaphthalene-1,5-diol

4-isopropyl-1-methyl-6-methylidene-octahydronaphthalene-1,5-diol

C15H26O2 (238.1932696)


   

(1s,5s,6s)-6-[(3s)-2-methyl-6-oxoheptan-3-yl]bicyclo[3.1.0]hexan-2-one

(1s,5s,6s)-6-[(3s)-2-methyl-6-oxoheptan-3-yl]bicyclo[3.1.0]hexan-2-one

C14H22O2 (222.1619712)


   

1-acetyl-11-hydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,5h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

1-acetyl-11-hydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,5h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

C21H30O3 (330.21948299999997)


   

(2e,8e,10e)-heptadeca-2,8,10,16-tetraen-4,6-diyn-1-ol

(2e,8e,10e)-heptadeca-2,8,10,16-tetraen-4,6-diyn-1-ol

C17H20O (240.151407)


   

1-isopropyl-3a-methyl-7-methylidene-octahydroazulene-4,8-diol

1-isopropyl-3a-methyl-7-methylidene-octahydroazulene-4,8-diol

C15H26O2 (238.1932696)


   

4,4,6a,6b,8a,11,11,14b-octamethyl-2,4a,5,6,7,8,9,10,12b,13,14,14a-dodecahydro-1h-picen-3-one

4,4,6a,6b,8a,11,11,14b-octamethyl-2,4a,5,6,7,8,9,10,12b,13,14,14a-dodecahydro-1h-picen-3-one

C30H48O (424.37049579999996)


   

4-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}but-3-en-2-one

4-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}but-3-en-2-one

C13H20O3 (224.14123700000002)


   

(1s,3ar,4r,7as)-1-[(1r)-1-hydroxy-2-methylpropyl]-3a-methyl-7-methylidene-hexahydro-1h-inden-4-ol

(1s,3ar,4r,7as)-1-[(1r)-1-hydroxy-2-methylpropyl]-3a-methyl-7-methylidene-hexahydro-1h-inden-4-ol

C15H26O2 (238.1932696)


   

1-[(1s,3ar,4r,7s,7as)-4-hydroxy-7-isopropyl-4-methyl-octahydroinden-1-yl]ethanone

1-[(1s,3ar,4r,7s,7as)-4-hydroxy-7-isopropyl-4-methyl-octahydroinden-1-yl]ethanone

C15H26O2 (238.1932696)


   

(1s,4r,4ar,5r,8as)-4-isopropyl-1-methyl-6-methylidene-octahydronaphthalene-1,5-diol

(1s,4r,4ar,5r,8as)-4-isopropyl-1-methyl-6-methylidene-octahydronaphthalene-1,5-diol

C15H26O2 (238.1932696)


   

4-hydroxy-3,4,5-trimethylnaphtho[2,3-b]furan-9-one

4-hydroxy-3,4,5-trimethylnaphtho[2,3-b]furan-9-one

C15H14O3 (242.0942894)


   

4-hydroxy-4a-methyl-7-(prop-1-en-2-yl)-3,4,5,6,7,8-hexahydro-2h-naphthalene-1-carbaldehyde

4-hydroxy-4a-methyl-7-(prop-1-en-2-yl)-3,4,5,6,7,8-hexahydro-2h-naphthalene-1-carbaldehyde

C15H22O2 (234.1619712)


   

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

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

C20H26O4 (330.18309960000005)


   

(1ar,4ar,7s,7as,7br)-1,1,7-trimethyl-4-methylidene-octahydrocyclopropa[e]azulen-7-ol

(1ar,4ar,7s,7as,7br)-1,1,7-trimethyl-4-methylidene-octahydrocyclopropa[e]azulen-7-ol

C15H24O (220.18270539999997)


   

{9-methoxy-4,5-dimethylnaphtho[2,3-b]furan-3-yl}methanol

{9-methoxy-4,5-dimethylnaphtho[2,3-b]furan-3-yl}methanol

C16H16O3 (256.10993859999996)


   

1-(4-hydroxy-7-isopropyl-4-methyl-octahydroinden-1-yl)ethanone

1-(4-hydroxy-7-isopropyl-4-methyl-octahydroinden-1-yl)ethanone

C15H26O2 (238.1932696)


   

{9-methoxy-3,5-dimethyl-5h,6h-naphtho[2,3-b]furan-4-yl}methyl 2-methylbut-2-enoate

{9-methoxy-3,5-dimethyl-5h,6h-naphtho[2,3-b]furan-4-yl}methyl 2-methylbut-2-enoate

C21H24O4 (340.1674504)


   

(1as,4s,4ar,7s,7as,7br)-4,7-dimethyl-octahydro-1h-cyclopropa[e]azulene-4,7-diol

(1as,4s,4ar,7s,7as,7br)-4,7-dimethyl-octahydro-1h-cyclopropa[e]azulene-4,7-diol

C13H22O2 (210.1619712)


   

(1r,3as,4r,8r,8ar)-1-isopropyl-3a-methyl-7-methylidene-octahydroazulene-4,8-diol

(1r,3as,4r,8r,8ar)-1-isopropyl-3a-methyl-7-methylidene-octahydroazulene-4,8-diol

C15H26O2 (238.1932696)


   

(6e)-2,6-dimethyl-10-methylidenedodeca-2,6-diene

(6e)-2,6-dimethyl-10-methylidenedodeca-2,6-diene

C15H26 (206.2034396)


   

(1r,3as,4s,8r,8as)-1-isopropyl-3a-methyl-7-methylidene-octahydroazulene-4,8-diol

(1r,3as,4s,8r,8as)-1-isopropyl-3a-methyl-7-methylidene-octahydroazulene-4,8-diol

C15H26O2 (238.1932696)


   

1-(1-hydroxy-2-methylpropyl)-3a-methyl-7-methylidene-hexahydro-1h-inden-4-ol

1-(1-hydroxy-2-methylpropyl)-3a-methyl-7-methylidene-hexahydro-1h-inden-4-ol

C15H26O2 (238.1932696)


   

(3r,3ar,8s,8as)-8-hydroxy-3-isopropyl-8a-methyl-2,3,3a,6,7,8-hexahydro-1h-azulene-5-carbaldehyde

(3r,3ar,8s,8as)-8-hydroxy-3-isopropyl-8a-methyl-2,3,3a,6,7,8-hexahydro-1h-azulene-5-carbaldehyde

C15H24O2 (236.1776204)


   

methyl 2-[(1r,6s)-1-hydroxy-6-methoxy-4-oxocyclohex-2-en-1-yl]acetate

methyl 2-[(1r,6s)-1-hydroxy-6-methoxy-4-oxocyclohex-2-en-1-yl]acetate

C10H14O5 (214.08411940000002)


   

2-isopropyl-4a-methyl-8-methylidene-octahydronaphthalene-1,5-diol

2-isopropyl-4a-methyl-8-methylidene-octahydronaphthalene-1,5-diol

C15H26O2 (238.1932696)


   

(1r,4as,6s,8ar)-6-isopropyl-8a-methyl-4-methylidene-hexahydro-1h-naphthalene-1,6-diol

(1r,4as,6s,8ar)-6-isopropyl-8a-methyl-4-methylidene-hexahydro-1h-naphthalene-1,6-diol

C15H26O2 (238.1932696)


   

stigmast-5-en-3-ol, (3β)-

stigmast-5-en-3-ol, (3β)-

C29H50O (414.386145)


   

3-[(2s)-6-methylhept-5-en-2-yl]-6-methylidenecyclohex-1-ene

3-[(2s)-6-methylhept-5-en-2-yl]-6-methylidenecyclohex-1-ene

C15H24 (204.18779039999998)


   

(1s,3ar,4r,7as)-1-[(1s)-1-hydroxy-2-methylpropyl]-3a-methyl-7-methylidene-hexahydro-1h-inden-4-ol

(1s,3ar,4r,7as)-1-[(1s)-1-hydroxy-2-methylpropyl]-3a-methyl-7-methylidene-hexahydro-1h-inden-4-ol

C15H26O2 (238.1932696)


   

(1s,5r,7s,10r)-7-isopropyl-4,10-dimethyltricyclo[4.4.0.0¹,⁵]dec-3-ene

(1s,5r,7s,10r)-7-isopropyl-4,10-dimethyltricyclo[4.4.0.0¹,⁵]dec-3-ene

C15H24 (204.18779039999998)


   

2-methyl-5-[(2s)-6-methylhept-5-en-2-yl]cyclohexa-1,3-diene

2-methyl-5-[(2s)-6-methylhept-5-en-2-yl]cyclohexa-1,3-diene

C15H24 (204.18779039999998)


   

[(5s)-9-methoxy-2-{[(5s)-9-methoxy-3,5-dimethyl-5h,6h-naphtho[2,3-b]furan-4-yl]methyl}-3,5-dimethyl-5h,6h-naphtho[2,3-b]furan-4-yl]methyl (2z)-2-methylbut-2-enoate

[(5s)-9-methoxy-2-{[(5s)-9-methoxy-3,5-dimethyl-5h,6h-naphtho[2,3-b]furan-4-yl]methyl}-3,5-dimethyl-5h,6h-naphtho[2,3-b]furan-4-yl]methyl (2z)-2-methylbut-2-enoate

C37H40O6 (580.2824740000001)


   

1,1,7-trimethyl-4-methylidene-octahydro-1ah-cyclopropa[e]azulene

1,1,7-trimethyl-4-methylidene-octahydro-1ah-cyclopropa[e]azulene

C15H24 (204.18779039999998)


   

(1s,2s,4ar,5r,8as)-2-isopropyl-4a-methyl-8-methylidene-octahydronaphthalene-1,5-diol

(1s,2s,4ar,5r,8as)-2-isopropyl-4a-methyl-8-methylidene-octahydronaphthalene-1,5-diol

C15H26O2 (238.1932696)


   

(1r,4z,6r,7r)-4-ethylidene-7-hydroxy-6,7,14-trimethyl-2,9-dioxa-14-azabicyclo[9.5.1]heptadec-11-ene-3,8,17-trione

(1r,4z,6r,7r)-4-ethylidene-7-hydroxy-6,7,14-trimethyl-2,9-dioxa-14-azabicyclo[9.5.1]heptadec-11-ene-3,8,17-trione

C19H27NO6 (365.1838282)


   

6-(2-methyl-6-oxoheptan-3-yl)bicyclo[3.1.0]hexan-2-one

6-(2-methyl-6-oxoheptan-3-yl)bicyclo[3.1.0]hexan-2-one

C14H22O2 (222.1619712)


   

(5s,7r,9z,12r,18r)-9-ethylidene-7-(hydroxymethyl)-5-methyl-3,6,11-trioxa-15-azatetracyclo[10.5.1.0⁵,⁷.0¹⁵,¹⁸]octadec-1(17)-ene-4,10-dione

(5s,7r,9z,12r,18r)-9-ethylidene-7-(hydroxymethyl)-5-methyl-3,6,11-trioxa-15-azatetracyclo[10.5.1.0⁵,⁷.0¹⁵,¹⁸]octadec-1(17)-ene-4,10-dione

C18H23NO6 (349.1525298)


   

(1s,3ar,3br,5ar,7s,9ar,9br,11ar)-3a,3b,6,6,9a-pentamethyl-1-(6-methylhepta-1,5-dien-2-yl)-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl acetate

(1s,3ar,3br,5ar,7s,9ar,9br,11ar)-3a,3b,6,6,9a-pentamethyl-1-(6-methylhepta-1,5-dien-2-yl)-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl acetate

C32H52O2 (468.3967092)


   

(1as,4as,7s,7ar,7bs)-1,1,7-trimethyl-4-methylidene-octahydrocyclopropa[e]azulen-7-ol

(1as,4as,7s,7ar,7bs)-1,1,7-trimethyl-4-methylidene-octahydrocyclopropa[e]azulen-7-ol

C15H24O (220.18270539999997)


   

heptadeca-2,8,10,16-tetraen-4,6-diyn-1-ol

heptadeca-2,8,10,16-tetraen-4,6-diyn-1-ol

C17H20O (240.151407)


   
   

(1r,4z,7r)-4-ethylidene-7-hydroxy-7,14-dimethyl-6-methylidene-2,9-dioxa-14-azabicyclo[9.5.1]heptadec-11-ene-3,8,17-trione

(1r,4z,7r)-4-ethylidene-7-hydroxy-7,14-dimethyl-6-methylidene-2,9-dioxa-14-azabicyclo[9.5.1]heptadec-11-ene-3,8,17-trione

C19H25NO6 (363.168179)


   
   

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

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

C20H26O4 (330.18309960000005)


   

3a,3b,6,6,9a-pentamethyl-1-(6-methylhepta-1,5-dien-2-yl)-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl acetate

3a,3b,6,6,9a-pentamethyl-1-(6-methylhepta-1,5-dien-2-yl)-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl acetate

C32H52O2 (468.3967092)


   

(3e)-4-[(1s,4s,6r)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]but-3-en-2-one

(3e)-4-[(1s,4s,6r)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]but-3-en-2-one

C13H20O3 (224.14123700000002)


   

methyl 2-(1-hydroxy-6-methoxy-4-oxocyclohex-2-en-1-yl)acetate

methyl 2-(1-hydroxy-6-methoxy-4-oxocyclohex-2-en-1-yl)acetate

C10H14O5 (214.08411940000002)


   

6-isopropyl-8a-methyl-4-methylidene-hexahydro-1h-naphthalene-1,4a-diol

6-isopropyl-8a-methyl-4-methylidene-hexahydro-1h-naphthalene-1,4a-diol

C15H26O2 (238.1932696)


   

butyl 2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetate

butyl 2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetate

C12H16O4 (224.10485359999998)


   

3,5-dimethylnaphtho[2,3-b]furan-4,9-dione

3,5-dimethylnaphtho[2,3-b]furan-4,9-dione

C14H10O3 (226.062991)


   

6-isopropyl-8a-methyl-4-methylidene-hexahydro-1h-naphthalene-1,6-diol

6-isopropyl-8a-methyl-4-methylidene-hexahydro-1h-naphthalene-1,6-diol

C15H26O2 (238.1932696)


   

methyl 2-[(1r,2r,3r,6s)-2-hydroxy-3-methoxy-5-oxo-7-oxabicyclo[4.1.0]heptan-2-yl]acetate

methyl 2-[(1r,2r,3r,6s)-2-hydroxy-3-methoxy-5-oxo-7-oxabicyclo[4.1.0]heptan-2-yl]acetate

C10H14O6 (230.0790344)