NCBI Taxonomy: 1333928

Euphorbia micractina (ncbi_taxid: 1333928)

found 117 associated metabolites at species taxonomy rank level.

Ancestor: Euphorbia sect. Helioscopia

Child Taxonomies: none taxonomy data.

Scopoletin

7-hydroxy-6-methoxy-2H-chromen-2-one

C10H8O4 (192.0423)


Scopoletin is a hydroxycoumarin that is umbelliferone bearing a methoxy substituent at position 6. It has a role as a plant growth regulator and a plant metabolite. It is functionally related to an umbelliferone. Scopoletin is a natural product found in Ficus auriculata, Haplophyllum cappadocicum, and other organisms with data available. Scopoletin is a coumarin compound found in several plants including those in the genus Scopolia and the genus Brunfelsia, as well as chicory (Cichorium), redstem wormwood (Artemisia scoparia), stinging nettle (Urtica dioica), passion flower (Passiflora), noni (Morinda citrifolia fruit) and European black nightshade (Solanum nigrum) that is comprised of umbelliferone with a methoxy group substituent at position 6. Scopoletin is used to standardize and establish pharmacokinetic properties for products derived from the plants that produce it, such as noni extract. Although the mechanism(s) of action have not yet been established, this agent has potential antineoplastic, antidopaminergic, antioxidant, anti-inflammatory and anticholinesterase effects. Plant growth factor derived from the root of Scopolia carniolica or Scopolia japonica. See also: Arnica montana Flower (part of); Lycium barbarum fruit (part of); Viburnum opulus root (part of). Isolated from Angelica acutiloba (Dong Dang Gui). Scopoletin is found in many foods, some of which are lambsquarters, lemon, sunflower, and sherry. Scopoletin is found in anise. Scopoletin is isolated from Angelica acutiloba (Dong Dang Gui A hydroxycoumarin that is umbelliferone bearing a methoxy substituent at position 6. Acquisition and generation of the data is financially supported in part by CREST/JST. [Raw Data] CBA72_Scopoletin_pos_20eV.txt [Raw Data] CBA72_Scopoletin_pos_40eV.txt [Raw Data] CBA72_Scopoletin_neg_30eV.txt [Raw Data] CBA72_Scopoletin_neg_50eV.txt [Raw Data] CBA72_Scopoletin_pos_50eV.txt [Raw Data] CBA72_Scopoletin_pos_10eV.txt [Raw Data] CBA72_Scopoletin_neg_40eV.txt [Raw Data] CBA72_Scopoletin_neg_10eV.txt [Raw Data] CBA72_Scopoletin_pos_30eV.txt [Raw Data] CBA72_Scopoletin_neg_20eV.txt Scopoletin. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=92-61-5 (retrieved 2024-07-12) (CAS RN: 92-61-5). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Scopoletin is an inhibitor of acetylcholinesterase (AChE). Scopoletin is an inhibitor of acetylcholinesterase (AChE).

   

Cinnamic acid

Cinnamic acid, United States Pharmacopeia (USP) Reference Standard

C9H8O2 (148.0524)


Cinnamic acid is a monocarboxylic acid that consists of acrylic acid bearing a phenyl substituent at the 3-position. It is found in Cinnamomum cassia. It has a role as a plant metabolite. It is a member of styrenes and a member of cinnamic acids. It is a conjugate acid of a cinnamate. Cinnamic acid is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Cinnamic acid is a natural product found in Marsypopetalum crassum, Aiouea brenesii, and other organisms with data available. Cinnamic acid has the formula C6H5CHCHCOOH and is an odorless white crystalline acid, which is slightly soluble in water. It has a melting point of 133 degree centigrade and a boiling point of 300 degree centigrade. Cinnamic acid is a metabolite found in or produced by Saccharomyces cerevisiae. See also: Cinnamon (part of); Chinese Cinnamon (part of); Stevia rebaudiuna Leaf (part of) ... View More ... Acquisition and generation of the data is financially supported in part by CREST/JST. KEIO_ID C016 Cinnamic acid has potential use in cancer intervention, with IC50s of 1-4.5 mM in glioblastoma, melanoma, prostate and lung carcinoma cells. Cinnamic acid has potential use in cancer intervention, with IC50s of 1-4.5 mM in glioblastoma, melanoma, prostate and lung carcinoma cells. trans-Cinnamic acid is a natural antimicrobial, with minimal inhibitory concentration (MIC) of 250 μg/mL against fish pathogen A. sobria, SY-AS1[1]. trans-Cinnamic acid is a natural antimicrobial, with minimal inhibitory concentration (MIC) of 250 μg/mL against fish pathogen A. sobria, SY-AS1[1].

   

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 (414.3861)


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].

   

1-Triacontanol

1-triacontanol, aluminum salt

C30H62O (438.48)


Triacontan-1-ol, also known as myricyl alcohol or triacontanyl alcohol, is a member of the class of compounds known as fatty alcohols. Fatty alcohols are aliphatic alcohols consisting of a chain of a least six carbon atoms. Thus, triacontan-1-ol is considered to be a fatty alcohol lipid molecule. Triacontan-1-ol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Triacontan-1-ol can be found in a number of food items such as coriander, common grape, tea, and cabbage, which makes triacontan-1-ol a potential biomarker for the consumption of these food products.

   

Erythrodiol

(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-ol

C30H50O2 (442.3811)


Erythrodiol is a pentacyclic triterpene, found in the non-glyceride fraction of olive pomace oil (Olive pomace oil, also known as "orujo" olive oil, is a blend of refined-pomace oil and virgin olive oil, fit for human consumption). Pentacyclic triterpenes are natural compounds which are widely distributed in plants. These natural products have been demonstrated to possess anti-inflammatory properties. Triterpenoids have been reported to possess antioxidant properties, since they prevent lipid peroxidation and suppress superoxide anion generation. The triterpenes have a history of medicinal use in many Asian countries. Erythrodiol exhibits both pro- and anti-inflammatory properties depending on chemical structure and dose and may be useful in modulating the immune response; further studies are required to confirm the immunomodulatory behaviour of this triterpenoid, and characterise the mechanisms underlying the biphasic nature of some aspects of the inflammatory response. (PMID: 17292619, 15522132). Erythrodiol is a pentacyclic triterpenoid that is beta-amyrin in which one of the hydrogens of the methyl group at position 28 has been replaced by a hydroxy group. It is a plant metabolite found in olive oil as well as in Rhododendron ferrugineum and other Rhododendron species. It has a role as a plant metabolite. It is a pentacyclic triterpenoid, a primary alcohol, a secondary alcohol and a diol. It is functionally related to a beta-amyrin. Erythrodiol is a natural product found in Salacia chinensis, Monteverdia ilicifolia, and other organisms with data available. See also: Calendula Officinalis Flower (part of); Centaurium erythraea whole (part of). A pentacyclic triterpenoid that is beta-amyrin in which one of the hydrogens of the methyl group at position 28 has been replaced by a hydroxy group. It is a plant metabolite found in olive oil as well as in Rhododendron ferrugineum and other Rhododendron species. Found in grapes, olives, pot marigold (Calendula officinalis) and other plants Erythrodiol is an olive oil component. Erythrodiol promotes Cholesterol efflux (ChE) by selectively inhibiting the degradation of ABCA1 protein. Erythrodiol is a good candidate to be further explored for therapeutic or preventive application in the context of atherosclerosis[1]. Erythrodiol is an olive oil component. Erythrodiol promotes Cholesterol efflux (ChE) by selectively inhibiting the degradation of ABCA1 protein. Erythrodiol is a good candidate to be further explored for therapeutic or preventive application in the context of atherosclerosis[1].

   

Betulin

(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-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

C30H50O2 (442.3811)


Betulin is found in black elderberry. Betulin is a constituent of Corylus avellana (filbert) and Vicia faba. Betulin (lup-20(29)-ene-3 ,28-diol) is an abundant naturally occurring triterpene. It is commonly isolated from the bark of birch trees and forms up to 30\\\\\% of the dry weight of the extractive. The purpose of the compound in the bark is not known. It can be converted to betulinic acid (the alcohol group replaced by a carboxylic acid group), which is biologically more active than betulin itself. Chemically, betulin is a triterpenoid of lupane structure. It has a pentacyclic ring structure, and hydroxyl groups in positions C3 and C28 Betulin is a pentacyclic triterpenoid that is lupane having a double bond at position 20(29) as well as 3beta-hydroxy and 28-hydroxymethyl substituents. It has a role as a metabolite, an antiviral agent, an analgesic, an anti-inflammatory agent and an antineoplastic agent. It is a pentacyclic triterpenoid and a diol. It derives from a hydride of a lupane. Betulin is a natural product found in Diospyros morrisiana, Euonymus carnosus, and other organisms with data available. A pentacyclic triterpenoid that is lupane having a double bond at position 20(29) as well as 3beta-hydroxy and 28-hydroxymethyl substituents. Constituent of Corylus avellana (filbert) and Vicia faba Betulin (Trochol), is a sterol regulatory element-binding protein (SREBP) inhibitor with an IC50 of 14.5 μM in K562 cell line. Betulin (Trochol), is a sterol regulatory element-binding protein (SREBP) inhibitor with an IC50 of 14.5 μM in K562 cell line. Betulin (Trochol), is a sterol regulatory element-binding protein (SREBP) inhibitor with an IC50 of 14.5 μM in K562 cell line.

   

Betulinic acid

(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid

C30H48O3 (456.3603)


Betulinic acid is a pentacyclic triterpenoid that is lupane having a double bond at position 20(29) as well as 3beta-hydroxy and 28-carboxy substituents. It is found in the bark and other plant parts of several species of plants including Syzygium claviflorum. It exhibits anti-HIV, antimalarial, antineoplastic and anti-inflammatory properties. It has a role as an EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor, an anti-HIV agent, an antimalarial, an anti-inflammatory agent, an antineoplastic agent and a plant metabolite. It is a pentacyclic triterpenoid and a hydroxy monocarboxylic acid. It derives from a hydride of a lupane. Betulinic Acid has been used in trials studying the treatment of Dysplastic Nevus Syndrome. Betulinic acid is a natural product found in Ficus auriculata, Gladiolus italicus, and other organisms with data available. Betulinic Acid is a pentacyclic lupane-type triterpene derivative of betulin (isolated from the bark of Betula alba, the common white birch) with antiinflammatory, anti-HIV and antineoplastic activities. Betulinic acid induces apoptosis through induction of changes in mitochondrial membrane potential, production of reactive oxygen species, and opening of mitochondrial permeability transition pores, resulting in the release of mitochondrial apogenic factors, activation of caspases, and DNA fragmentation. Although originally thought to exhibit specific cytotoxicity against melanoma cells, this agent has been found to be cytotoxic against non-melanoma tumor cell types including neuroectodermal and brain tumor cells. A lupane-type triterpene derivative of betulin which was originally isolated from BETULA or birch tree. It has anti-inflammatory, anti-HIV and antineoplastic activities. See also: Jujube fruit (part of); Paeonia lactiflora root (part of). Betulinic acid is found in abiyuch. Betulinic acid is a naturally occurring pentacyclic triterpenoid which has anti-retroviral, anti-malarial, and anti-inflammatory properties, as well as a more recently discovered potential as an anticancer agent, by inhibition of topoisomerase. It is found in the bark of several species of plants, principally the white birch (Betula pubescens) from which it gets its name, but also the Ber tree (Ziziphus mauritiana), the tropical carnivorous plants Triphyophyllum peltatum and Ancistrocladus heyneanus, Diospyros leucomelas a member of the persimmon family, Tetracera boiviniana, the jambul (Syzygium formosanum), flowering quince (Chaenomeles sinensis), Rosemary, and Pulsatilla chinensis. Controversial is a role of p53 in betulinic acid-induced apoptosis. Fulda suggested p53-independent mechanism of the apoptosis, basing on fact of no accumulation of wild-type p53 detected upon treatment with the betulinic acid, whereas wild-type p53 protein strongly increased after treatment with doxorubicin. The suggestion is supported by study of Raisova. On the other hand Rieber suggested that betulinic acid exerts its inhibitory effect on human metastatic melanoma partly by increasing p53 A pentacyclic triterpenoid that is lupane having a double bond at position 20(29) as well as 3beta-hydroxy and 28-carboxy substituents. It is found in the bark and other plant parts of several species of plants including Syzygium claviflorum. It exhibits anti-HIV, antimalarial, antineoplastic and anti-inflammatory properties. C308 - Immunotherapeutic Agent > C2139 - Immunostimulant Betulinic acid is a natural pentacyclic triterpenoid, acts as a eukaryotic topoisomerase I inhibitor, with an IC50 of 5 μM, and possesses anti-HIV, anti-malarial, anti-inflammatory and anti-tumor properties[1][2][3][4]. Betulinic acid is a natural pentacyclic triterpenoid, acts as a eukaryotic topoisomerase I inhibitor, with an IC50 of 5 μM, and possesses anti-HIV, anti-malarial, anti-inflammatory and anti-tumor properties[1][2][3][4]. Epibetulinic acid exhibits potent inhibitory effects on NO and prostaglandin E2 (PGE2) production in mouse macrophages (RAW 264.7) stimulated with bacterial endotoxin with IC50s of 0.7 and 0.6 μM, respectively. Anti-inflammatory activity[1].

   

Oleanolic acid

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

C30H48O3 (456.3603)


Oleanolic acid is a pentacyclic triterpene, found in the non-glyceride fraction of olive pomace oil (Olive pomace oil, also known as "orujo" olive oil, is a blend of refined-pomace oil and virgin olive oil, fit for human consumption). Pentacyclic triterpenes are natural compounds which are widely distributed in plants. These natural products have been demonstrated to possess anti-inflammatory properties. Triterpenoids have been reported to possess antioxidant properties, since they prevent lipid peroxidation and suppress superoxide anion generation. The triterpenes have a history of medicinal use in many Asian countries. Oleanolic acid exhibits both pro- and anti-inflammatory properties depending on chemical structure and dose and may be useful in modulating the immune response; further studies are required to confirm the immunomodulatory behaviour of this triterpenoid, and characterise the mechanisms underlying the biphasic nature of some aspects of the inflammatory response. Oleanolic 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. (PMID:17292619, 15522132, 15994040). Oleanolic acid is a pentacyclic triterpenoid that is olean-12-en-28-oic acid substituted by a beta-hydroxy group at position 3. It has a role as a plant metabolite. It is a pentacyclic triterpenoid and a hydroxy monocarboxylic acid. It is a conjugate acid of an oleanolate. It derives from a hydride of an oleanane. Oleanolic acid is a natural product found in Ophiopogon japonicus, Freziera, and other organisms with data available. A pentacyclic triterpene that occurs widely in many PLANTS as the free acid or the aglycone for many SAPONINS. It is biosynthesized from lupane. It can rearrange to the isomer, ursolic acid, or be oxidized to taraxasterol and amyrin. See also: Holy basil leaf (part of); Jujube fruit (part of); Paeonia lactiflora root (part of) ... View More ... Occurs as glycosides in cloves (Syzygium aromaticum), sugar beet (Beta vulgaris), olive leaves, etc. Very widely distributed aglycone A pentacyclic triterpenoid that is olean-12-en-28-oic acid substituted by a beta-hydroxy group at position 3. [Raw Data] CBA90_Oleanolic-acid_neg_50eV.txt [Raw Data] CBA90_Oleanolic-acid_neg_20eV.txt [Raw Data] CBA90_Oleanolic-acid_neg_10eV.txt [Raw Data] CBA90_Oleanolic-acid_neg_30eV.txt [Raw Data] CBA90_Oleanolic-acid_neg_40eV.txt Oleanolic acid (Caryophyllin) is a natural compound from plants with anti-tumor activities. Oleanolic acid (Caryophyllin) is a natural compound from plants with anti-tumor activities.

   

Cinnamic acid

cinnamic acid, 14C-labeled cpd (E)-isomer

C9H8O2 (148.0524)


Cinnamic acid, also known as (Z)-cinnamate or 3-phenyl-acrylate, belongs to the class of organic compounds known as cinnamic acids. These are organic aromatic compounds containing a benzene and a carboxylic acid group forming 3-phenylprop-2-enoic acid. Cinnamic acid can be obtained from oil of cinnamon, or from balsams such as storax. Cinnamic acid is a weakly acidic compound (based on its pKa). It is a white crystalline compound that is slightly soluble in water, and freely soluble in many organic solvents. Cinnamic acid exists in all living organisms, ranging from bacteria to plants to humans. Outside of the human body, cinnamic acid has been detected, but not quantified in, chinese cinnamons. In plants, cinnamic acid is a central intermediate in the biosynthesis of myriad natural products include lignols (precursors to lignin and lignocellulose), flavonoids, isoflavonoids, coumarins, aurones, stilbenes, catechin, and phenylpropanoids. CONFIDENCE standard compound; INTERNAL_ID 191; DATASET 20200303_ENTACT_RP_MIX501; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3778; ORIGINAL_PRECURSOR_SCAN_NO 3776 CONFIDENCE standard compound; INTERNAL_ID 191; DATASET 20200303_ENTACT_RP_MIX501; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3783; ORIGINAL_PRECURSOR_SCAN_NO 3781 Cinnamic acid is a white crystalline hydroxycinnamic acid, which is slightly soluble in water. It is obtained from oil of cinnamon, or from balsams such as storax. cis-Cinnamic acid is found in chinese cinnamon. CONFIDENCE standard compound; INTERNAL_ID 183 Cinnamic acid has potential use in cancer intervention, with IC50s of 1-4.5 mM in glioblastoma, melanoma, prostate and lung carcinoma cells. Cinnamic acid has potential use in cancer intervention, with IC50s of 1-4.5 mM in glioblastoma, melanoma, prostate and lung carcinoma cells. trans-Cinnamic acid is a natural antimicrobial, with minimal inhibitory concentration (MIC) of 250 μg/mL against fish pathogen A. sobria, SY-AS1[1]. trans-Cinnamic acid is a natural antimicrobial, with minimal inhibitory concentration (MIC) of 250 μg/mL against fish pathogen A. sobria, SY-AS1[1].

   

1-Triacontanol

1-Triacontanol 100 microg/mL in Methyl-tert-butyl ether

C30H62O (438.48)


Triacontan-1-ol is an ultra-long-chain primary fatty alcohol that is triacontane in which one of the terminal methyl hydrogens is replaced by a hydroxy group. It is a fatty alcohol 30:0 and an ultra-long-chain primary fatty alcohol. 1-Triacontanol is a natural product found in Haplophyllum bucharicum, Euphorbia dracunculoides, and other organisms with data available. See also: Saw Palmetto (part of); Iris versicolor root (part of).

   

Uvaol

(3S,4aR,6aR,6bS,8aS,11R,12S,12aS,14aR,14bR)-8a-(hydroxymethyl)-4,4,6a,6b,11,12,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-ol

C30H50O2 (442.3811)


Uvaol is a pentacyclic triterpene, found in the non-glyceride fraction of olive pomace oil (Olive pomace oil, also known as "orujo" olive oil, is a blend of refined-pomace oil and virgin olive oil, fit for human consumption). Pentacyclic triterpenes are natural compounds which are widely distributed in plants. These natural products have been demonstrated to possess anti-inflammatory properties. Triterpenoids have been reported to possess antioxidant properties, since they prevent lipid peroxidation and suppress superoxide anion generation. The triterpenes have a history of medicinal use in many Asian countries. Uvaol exhibits both pro- and anti-inflammatory properties depending on chemical structure and dose and may be useful in modulating the immune response; further studies are required to confirm the immunomodulatory behaviour of this triterpenoid, and characterise the mechanisms underlying the biphasic nature of some aspects of the inflammatory response. (PMID:17292619). Uvaol is a triterpenoid. It has a role as a metabolite. Uvaol is a natural product found in Salacia chinensis, Debregeasia saeneb, and other organisms with data available. Constituent of olive oil and Osmanthus fragrans (sweet osmanthus) A natural product found in Rhododendron ferrugineum. Uvaol, a triterpene present in olives and virgin olive oil, possesses anti-inflammatory properties and antioxidant effects. Uvaol attenuates pleuritis and eosinophilic inflammation in ovalbumin-induced allergy in mice[1]. Uvaol, a triterpene present in olives and virgin olive oil, possesses anti-inflammatory properties and antioxidant effects. Uvaol attenuates pleuritis and eosinophilic inflammation in ovalbumin-induced allergy in mice[1].

   

MG(16:0/0:0/0:0)

(2S)-2,3-dihydroxypropyl hexadecanoate

C19H38O4 (330.277)


MG(16:0/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups: 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1/3-isomers are not distinguished from each other and are termed alpha-monoacylglycerols, while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(16:0/0:0/0:0), in particular, consists of one chain of palmitic acid at the C-1 position. MG(16:0/0:0/0:0) is a minor component of olive oil and other vegetable oil. MG(16:0/0:0/0:0) belongs to the family of monoradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at one fatty acyl group is attached. Their general formula is [R1]OCC(CO[R2])O[R3]. MG(16:0/0:0/0:0) is made up of one hexadecanoyl(R1). 1-Monopalmitin, a bitter melon extract, inhibits the P-glycoprotein (P-gp) activity in intestinal Caco-2 cells[1]. 1-Monopalmitin, a bitter melon extract, inhibits the P-glycoprotein (P-gp) activity in intestinal Caco-2 cells[1].

   

3-Palmitoyl-sn-glycerol

2,3-dihydroxypropyl hexadecanoate

C19H38O4 (330.277)


Minor component of olive oil and other vegetable oils. Glycerol 1-hexadecanoate is found in fats and oils. 1-Monopalmitin, a bitter melon extract, inhibits the P-glycoprotein (P-gp) activity in intestinal Caco-2 cells[1]. 1-Monopalmitin, a bitter melon extract, inhibits the P-glycoprotein (P-gp) activity in intestinal Caco-2 cells[1].

   
   

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 (414.3861)


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].

   

Cinnamic Acid

trans-cinnamic acid

C9H8O2 (148.0524)


Trans-cinnamic acid, also known as (2e)-3-phenyl-2-propenoic acid or (E)-cinnamate, is a member of the class of compounds known as cinnamic acids. Cinnamic acids are organic aromatic compounds containing a benzene and a carboxylic acid group forming 3-phenylprop-2-enoic acid. Trans-cinnamic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Trans-cinnamic acid is a sweet, balsam, and honey tasting compound and can be found in a number of food items such as maitake, mustard spinach, common wheat, and barley, which makes trans-cinnamic acid a potential biomarker for the consumption of these food products. Trans-cinnamic acid can be found primarily in saliva. Trans-cinnamic acid exists in all living species, ranging from bacteria to humans. Trans-cinnamic acid is a non-carcinogenic (not listed by IARC) potentially toxic compound. Cinnamic acid is an organic compound with the formula C6H5CHCHCO2H. It is a white crystalline compound that is slightly soluble in water, and freely soluble in many organic solvents. Classified as an unsaturated carboxylic acid, it occurs naturally in a number of plants. It exists as both a cis and a trans isomer, although the latter is more common . Cinnamic acid has potential use in cancer intervention, with IC50s of 1-4.5 mM in glioblastoma, melanoma, prostate and lung carcinoma cells. Cinnamic acid has potential use in cancer intervention, with IC50s of 1-4.5 mM in glioblastoma, melanoma, prostate and lung carcinoma cells. trans-Cinnamic acid is a natural antimicrobial, with minimal inhibitory concentration (MIC) of 250 μg/mL against fish pathogen A. sobria, SY-AS1[1]. trans-Cinnamic acid is a natural antimicrobial, with minimal inhibitory concentration (MIC) of 250 μg/mL against fish pathogen A. sobria, SY-AS1[1].

   

Uvaol

Uvaol

C30H50O2 (442.3811)


Uvaol, a triterpene present in olives and virgin olive oil, possesses anti-inflammatory properties and antioxidant effects. Uvaol attenuates pleuritis and eosinophilic inflammation in ovalbumin-induced allergy in mice[1]. Uvaol, a triterpene present in olives and virgin olive oil, possesses anti-inflammatory properties and antioxidant effects. Uvaol attenuates pleuritis and eosinophilic inflammation in ovalbumin-induced allergy in mice[1].

   

Jolkinol A

Jolkinol A

C29H36O6 (480.2512)


A lathyrane diterpenoid isolated from the roots of Euphorbia micractina.

   

betulinic acid

betulinic acid

C30H48O3 (456.3603)


Betulinic acid is a natural pentacyclic triterpenoid, acts as a eukaryotic topoisomerase I inhibitor, with an IC50 of 5 μM, and possesses anti-HIV, anti-malarial, anti-inflammatory and anti-tumor properties[1][2][3][4]. Betulinic acid is a natural pentacyclic triterpenoid, acts as a eukaryotic topoisomerase I inhibitor, with an IC50 of 5 μM, and possesses anti-HIV, anti-malarial, anti-inflammatory and anti-tumor properties[1][2][3][4].

   

Oleanolic Acid

Oleanolic Acid

C30H48O3 (456.3603)


   

Scopoletin

7-hydroxy-6-methoxychromen-2-one

C10H8O4 (192.0423)


relative retention time with respect to 9-anthracene Carboxylic Acid is 0.636 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.637 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.629 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.631 IPB_RECORD: 1582; CONFIDENCE confident structure Scopoletin is an inhibitor of acetylcholinesterase (AChE). Scopoletin is an inhibitor of acetylcholinesterase (AChE).

   

Betulin

NCGC00168803-04_C30H50O2_Lup-20(29)-ene-3,28-diol, (3beta)-

C30H50O2 (442.3811)


Betulin (Trochol), is a sterol regulatory element-binding protein (SREBP) inhibitor with an IC50 of 14.5 μM in K562 cell line. Betulin (Trochol), is a sterol regulatory element-binding protein (SREBP) inhibitor with an IC50 of 14.5 μM in K562 cell line. Betulin (Trochol), is a sterol regulatory element-binding protein (SREBP) inhibitor with an IC50 of 14.5 μM in K562 cell line.

   

Erythrodiol

(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-ol

C30H50O2 (442.3811)


Erythrodiol is an olive oil component. Erythrodiol promotes Cholesterol efflux (ChE) by selectively inhibiting the degradation of ABCA1 protein. Erythrodiol is a good candidate to be further explored for therapeutic or preventive application in the context of atherosclerosis[1]. Erythrodiol is an olive oil component. Erythrodiol promotes Cholesterol efflux (ChE) by selectively inhibiting the degradation of ABCA1 protein. Erythrodiol is a good candidate to be further explored for therapeutic or preventive application in the context of atherosclerosis[1].

   

Scopoletol

2H-1-Benzopyran-2-one, 7-hydroxy-6-methoxy- (9CI)

C10H8O4 (192.0423)


Scopoletin is an inhibitor of acetylcholinesterase (AChE). Scopoletin is an inhibitor of acetylcholinesterase (AChE).

   

Mairin

(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-Hydroxy-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-eicosahydro-cyclopenta[a]chrysene-3a-carboxylic acid

C30H48O3 (456.3603)


C308 - Immunotherapeutic Agent > C2139 - Immunostimulant Betulinic acid is a natural pentacyclic triterpenoid, acts as a eukaryotic topoisomerase I inhibitor, with an IC50 of 5 μM, and possesses anti-HIV, anti-malarial, anti-inflammatory and anti-tumor properties[1][2][3][4]. Betulinic acid is a natural pentacyclic triterpenoid, acts as a eukaryotic topoisomerase I inhibitor, with an IC50 of 5 μM, and possesses anti-HIV, anti-malarial, anti-inflammatory and anti-tumor properties[1][2][3][4].

   

Caryophyllin

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

C30H48O3 (456.3603)


Oleanolic acid (Caryophyllin) is a natural compound from plants with anti-tumor activities. Oleanolic acid (Caryophyllin) is a natural compound from plants with anti-tumor activities.

   

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 (414.3861)


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].

   

AI3-20480

Myricyl alcohol (VAN)

C30H62O (438.48)


   

Zimtsaeure

InChI=1\C9H8O2\c10-9(11)7-6-8-4-2-1-3-5-8\h1-7H,(H,10,11

C9H8O2 (148.0524)


Cinnamic acid has potential use in cancer intervention, with IC50s of 1-4.5 mM in glioblastoma, melanoma, prostate and lung carcinoma cells. Cinnamic acid has potential use in cancer intervention, with IC50s of 1-4.5 mM in glioblastoma, melanoma, prostate and lung carcinoma cells. trans-Cinnamic acid is a natural antimicrobial, with minimal inhibitory concentration (MIC) of 250 μg/mL against fish pathogen A. sobria, SY-AS1[1]. trans-Cinnamic acid is a natural antimicrobial, with minimal inhibitory concentration (MIC) of 250 μg/mL against fish pathogen A. sobria, SY-AS1[1].

   

2-(4-Hydroxyphenyl)ethyl 4-methoxybenzoate

4-methoxybenzoic acid 2-(4-hydroxyphenyl)ethyl ester

C16H16O4 (272.1049)


   

trans-Cinnamic acid

(2E)-3-Phenyl-2-propenoic acid

C9H8O2 (148.0524)


trans-Cinnamic acid, also known as (e)-cinnamic acid or phenylacrylic acid, belongs to the class of organic compounds known as cinnamic acids. These are organic aromatic compounds containing a benzene and a carboxylic acid group forming 3-phenylprop-2-enoic acid. trans-Cinnamic acid exists in all living species, ranging from bacteria to humans. trans-Cinnamic acid is a sweet, balsam, and cinnamon tasting compound. Outside of the human body, trans-Cinnamic acid is found, on average, in the highest concentration within a few different foods, such as chinese cinnamons, olives, and lingonberries and in a lower concentration in redcurrants, red raspberries, and corianders. trans-Cinnamic acid has also been detected, but not quantified in several different foods, such as common oregano, pepper (spice), fennels, pomegranates, and european cranberries. This could make trans-cinnamic acid a potential biomarker for the consumption of these foods. Cinnamic acid has been shown to be a microbial metabolite; it can be found in Alcaligenes, Brevibacterium, Cellulomonas, and Pseudomonas (PMID:16349793). trans-Cinnamic acid is a potentially toxic compound. Cinnamic acid is a monocarboxylic acid that consists of acrylic acid bearing a phenyl substituent at the 3-position. It is found in Cinnamomum cassia. It has a role as a plant metabolite. It is a member of styrenes and a member of cinnamic acids. It is a conjugate acid of a cinnamate. Cinnamic acid is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Cinnamic acid is a natural product found in Marsypopetalum crassum, Aiouea brenesii, and other organisms with data available. Cinnamic acid has the formula C6H5CHCHCOOH and is an odorless white crystalline acid, which is slightly soluble in water. It has a melting point of 133 degree centigrade and a boiling point of 300 degree centigrade. Cinnamic acid is a metabolite found in or produced by Saccharomyces cerevisiae. See also: Cinnamon (part of); Chinese Cinnamon (part of); Stevia rebaudiuna Leaf (part of) ... View More ... Cinnamic acid is a white crystalline hydroxycinnamic acid, which is slightly soluble in water. It is obtained from oil of cinnamon, or from balsams such as storax. Cinnamic acid is found in many foods, some of which are green bell pepper, olive, pepper (spice), and pear. A monocarboxylic acid that consists of acrylic acid bearing a phenyl substituent at the 3-position. It is found in Cinnamomum cassia. trans-Cinnamic acid is a natural antimicrobial, with minimal inhibitory concentration (MIC) of 250 μg/mL against fish pathogen A. sobria, SY-AS1[1]. trans-Cinnamic acid is a natural antimicrobial, with minimal inhibitory concentration (MIC) of 250 μg/mL against fish pathogen A. sobria, SY-AS1[1].

   

MONOPALMITIN

[(2S)-2,3-dihydroxypropyl] hexadecanoate

C19H38O4 (330.277)


1-Monopalmitin, a bitter melon extract, inhibits the P-glycoprotein (P-gp) activity in intestinal Caco-2 cells[1]. 1-Monopalmitin, a bitter melon extract, inhibits the P-glycoprotein (P-gp) activity in intestinal Caco-2 cells[1].

   

(1r,5r,7s,12s,13s,14s)-13-(acetyloxy)-3,6,6,10,14-pentamethyl-2-oxotricyclo[10.3.0.0⁵,⁷]pentadeca-3,10-dien-1-yl acetate

(1r,5r,7s,12s,13s,14s)-13-(acetyloxy)-3,6,6,10,14-pentamethyl-2-oxotricyclo[10.3.0.0⁵,⁷]pentadeca-3,10-dien-1-yl acetate

C24H34O5 (402.2406)


   

16-hydroxy-4,8,8,11,15-pentamethyl-3-oxatetracyclo[11.3.0.0²,⁴.0⁷,⁹]hexadec-10-en-13-yl 3-phenylprop-2-enoate

16-hydroxy-4,8,8,11,15-pentamethyl-3-oxatetracyclo[11.3.0.0²,⁴.0⁷,⁹]hexadec-10-en-13-yl 3-phenylprop-2-enoate

C29H38O4 (450.277)


   

2,4-dihydroxy-1,5,9,12,12-pentamethyl-8-oxotetracyclo[7.6.0.0³,⁷.0¹¹,¹³]pentadec-3(7)-en-10-yl 3-phenylprop-2-enoate

2,4-dihydroxy-1,5,9,12,12-pentamethyl-8-oxotetracyclo[7.6.0.0³,⁷.0¹¹,¹³]pentadec-3(7)-en-10-yl 3-phenylprop-2-enoate

C29H36O5 (464.2563)


   

(1r,3ar,5ar,6s,7s,9as,9br,11ar)-6,9a,11a-trimethyl-1-[(2r)-6-methylheptan-2-yl]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl acetate

(1r,3ar,5ar,6s,7s,9as,9br,11ar)-6,9a,11a-trimethyl-1-[(2r)-6-methylheptan-2-yl]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl acetate

C30H50O2 (442.3811)


   

1-(6-hydroperoxy-6-methylhept-4-en-2-yl)-7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-4-one

1-(6-hydroperoxy-6-methylhept-4-en-2-yl)-7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-4-one

C30H48O4 (472.3552)


   

(1r,3z,5r,7s,10z,12s,13s,14s)-13-hydroxy-3,6,6,10,14-pentamethyl-2-oxotricyclo[10.3.0.0⁵,⁷]pentadeca-3,10-dien-1-yl acetate

(1r,3z,5r,7s,10z,12s,13s,14s)-13-hydroxy-3,6,6,10,14-pentamethyl-2-oxotricyclo[10.3.0.0⁵,⁷]pentadeca-3,10-dien-1-yl acetate

C22H32O4 (360.23)


   

13-hydroxy-3,6,6,10,14-pentamethyl-2-oxotricyclo[10.3.0.0⁵,⁷]pentadeca-3,10-dien-1-yl acetate

13-hydroxy-3,6,6,10,14-pentamethyl-2-oxotricyclo[10.3.0.0⁵,⁷]pentadeca-3,10-dien-1-yl acetate

C22H32O4 (360.23)


   

(1r,2s,5r)-4,4-dimethyltricyclo[6.3.2.0²,⁵]tridec-8-en-1-ol

(1r,2s,5r)-4,4-dimethyltricyclo[6.3.2.0²,⁵]tridec-8-en-1-ol

C15H24O (220.1827)


   

(3s,4as,10ar,11ar,11bs)-4,4,8,11b-tetramethyl-9-oxo-1h,2h,3h,4ah,5h,6h,10ah,11h,11ah-phenanthro[3,2-b]furan-3-yl acetate

(3s,4as,10ar,11ar,11bs)-4,4,8,11b-tetramethyl-9-oxo-1h,2h,3h,4ah,5h,6h,10ah,11h,11ah-phenanthro[3,2-b]furan-3-yl acetate

C22H30O4 (358.2144)


   

(1s,3as,5ar,7s,9as,11as)-7-hydroxy-1-[(2r,5s)-5-hydroxy-6-methylhept-6-en-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-4-one

(1s,3as,5ar,7s,9as,11as)-7-hydroxy-1-[(2r,5s)-5-hydroxy-6-methylhept-6-en-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-4-one

C30H48O3 (456.3603)


   

(1r,2r,4r,7s,9r,10e,13r,15s,16s)-16-hydroxy-4,8,8,11,15-pentamethyl-12-oxo-3-oxatetracyclo[11.3.0.0²,⁴.0⁷,⁹]hexadec-10-en-13-yl benzoate

(1r,2r,4r,7s,9r,10e,13r,15s,16s)-16-hydroxy-4,8,8,11,15-pentamethyl-12-oxo-3-oxatetracyclo[11.3.0.0²,⁴.0⁷,⁹]hexadec-10-en-13-yl benzoate

C27H34O5 (438.2406)


   

7-hydroxy-1-(6-hydroxy-6-methylhept-4-en-2-yl)-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-4-one

7-hydroxy-1-(6-hydroxy-6-methylhept-4-en-2-yl)-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-4-one

C30H48O3 (456.3603)


   

(1s,3as,5ar,7s,9as,11as)-1-[(2s,5s)-5-hydroperoxy-6-methylhept-6-en-2-yl]-7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-4-one

(1s,3as,5ar,7s,9as,11as)-1-[(2s,5s)-5-hydroperoxy-6-methylhept-6-en-2-yl]-7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-4-one

C30H48O4 (472.3552)


   

(1s,3as,5ar,7s,9as,11as)-1-[(2s,4e)-6-hydroperoxy-6-methylhept-4-en-2-yl]-7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-4-one

(1s,3as,5ar,7s,9as,11as)-1-[(2s,4e)-6-hydroperoxy-6-methylhept-4-en-2-yl]-7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-4-one

C30H48O4 (472.3552)


   

(1s,4s,6r,9r,10r,11s,13s)-6-hydroxy-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-11-yl acetate

(1s,4s,6r,9r,10r,11s,13s)-6-hydroxy-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-11-yl acetate

C22H34O3 (346.2508)


   

(1s,2r,3ar,4as,8s,10ar,11r,11ar)-1,8,11-trihydroxy-2,4a,7,7,10a-pentamethyl-4-oxo-1h,2h,3h,8h,9h,10h,11h,11ah-cycloocta[f]inden-3a-yl (2e)-3-phenylprop-2-enoate

(1s,2r,3ar,4as,8s,10ar,11r,11ar)-1,8,11-trihydroxy-2,4a,7,7,10a-pentamethyl-4-oxo-1h,2h,3h,8h,9h,10h,11h,11ah-cycloocta[f]inden-3a-yl (2e)-3-phenylprop-2-enoate

C29H38O6 (482.2668)


   

2,4,7-trihydroxy-1,5,9,12,12-pentamethyl-8-oxotetracyclo[7.6.0.0³,⁷.0¹⁰,¹³]pentadecan-11-yl 3-phenylprop-2-enoate

2,4,7-trihydroxy-1,5,9,12,12-pentamethyl-8-oxotetracyclo[7.6.0.0³,⁷.0¹⁰,¹³]pentadecan-11-yl 3-phenylprop-2-enoate

C29H38O6 (482.2668)


   

(1r,3e,5r,7s,10e,12s,13s,14s)-13-(acetyloxy)-3,6,6,10,14-pentamethyl-2-oxotricyclo[10.3.0.0⁵,⁷]pentadeca-3,10-dien-1-yl acetate

(1r,3e,5r,7s,10e,12s,13s,14s)-13-(acetyloxy)-3,6,6,10,14-pentamethyl-2-oxotricyclo[10.3.0.0⁵,⁷]pentadeca-3,10-dien-1-yl acetate

C24H34O5 (402.2406)


   

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

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

C30H50O2 (442.3811)


   

(2r)-2,3-dihydroxypropyl (12z)-octadec-12-enoate

(2r)-2,3-dihydroxypropyl (12z)-octadec-12-enoate

C21H40O4 (356.2926)


   

(1r,2r,4r,7s,9r,13r,15s,16s)-13-hydroxy-4,8,8,11,15-pentamethyl-12-oxo-3-oxatetracyclo[11.3.0.0²,⁴.0⁷,⁹]hexadec-10-en-16-yl acetate

(1r,2r,4r,7s,9r,13r,15s,16s)-13-hydroxy-4,8,8,11,15-pentamethyl-12-oxo-3-oxatetracyclo[11.3.0.0²,⁴.0⁷,⁹]hexadec-10-en-16-yl acetate

C22H32O5 (376.225)


   

(1r,3e,5r,7s,9z,11s,12r,13s,14s)-11,13-dihydroxy-3,6,6,10,14-pentamethyl-2-oxotricyclo[10.3.0.0⁵,⁷]pentadeca-3,9-dien-1-yl benzoate

(1r,3e,5r,7s,9z,11s,12r,13s,14s)-11,13-dihydroxy-3,6,6,10,14-pentamethyl-2-oxotricyclo[10.3.0.0⁵,⁷]pentadeca-3,9-dien-1-yl benzoate

C27H34O5 (438.2406)


   

(1s,2r,3ar,4as,8s,10ar,11r,11ar)-1,8,11-trihydroxy-2,4a,7,7,10a-pentamethyl-4-oxo-1h,2h,3h,8h,9h,10h,11h,11ah-cycloocta[f]inden-3a-yl benzoate

(1s,2r,3ar,4as,8s,10ar,11r,11ar)-1,8,11-trihydroxy-2,4a,7,7,10a-pentamethyl-4-oxo-1h,2h,3h,8h,9h,10h,11h,11ah-cycloocta[f]inden-3a-yl benzoate

C27H36O6 (456.2512)


   

(4as,10ar,11ar,11bs)-4,4,8,11b-tetramethyl-1h,2h,4ah,5h,6h,10ah,11h,11ah-phenanthro[3,2-b]furan-3,9-dione

(4as,10ar,11ar,11bs)-4,4,8,11b-tetramethyl-1h,2h,4ah,5h,6h,10ah,11h,11ah-phenanthro[3,2-b]furan-3,9-dione

C20H26O3 (314.1882)


   

(1r,2r,4r,7s,9r,13r,15s,16s)-16-hydroxy-4,8,8,11,15-pentamethyl-12-oxo-3-oxatetracyclo[11.3.0.0²,⁴.0⁷,⁹]hexadec-10-en-13-yl acetate

(1r,2r,4r,7s,9r,13r,15s,16s)-16-hydroxy-4,8,8,11,15-pentamethyl-12-oxo-3-oxatetracyclo[11.3.0.0²,⁴.0⁷,⁹]hexadec-10-en-13-yl acetate

C22H32O5 (376.225)


   

(1r,2r,4r,7s,9r,10e,13r,15s,16s)-16-(acetyloxy)-4,8,8,11,15-pentamethyl-12-oxo-3-oxatetracyclo[11.3.0.0²,⁴.0⁷,⁹]hexadec-10-en-13-yl acetate

(1r,2r,4r,7s,9r,10e,13r,15s,16s)-16-(acetyloxy)-4,8,8,11,15-pentamethyl-12-oxo-3-oxatetracyclo[11.3.0.0²,⁴.0⁷,⁹]hexadec-10-en-13-yl acetate

C24H34O6 (418.2355)


   

(1s,2s,8r,9r)-4,4,8-trimethyltricyclo[6.3.1.0¹,⁵]dodecane-2,9-diol

(1s,2s,8r,9r)-4,4,8-trimethyltricyclo[6.3.1.0¹,⁵]dodecane-2,9-diol

C15H26O2 (238.1933)


   

(1r,2r,4r,7s,9r,10e,13r,15s,16s)-16-hydroxy-4,8,8,11,15-pentamethyl-12-oxo-3-oxatetracyclo[11.3.0.0²,⁴.0⁷,⁹]hexadec-10-en-13-yl acetate

(1r,2r,4r,7s,9r,10e,13r,15s,16s)-16-hydroxy-4,8,8,11,15-pentamethyl-12-oxo-3-oxatetracyclo[11.3.0.0²,⁴.0⁷,⁹]hexadec-10-en-13-yl acetate

C22H32O5 (376.225)


   

11,13-dihydroxy-3,6,6,10,14-pentamethyl-2-oxotricyclo[10.3.0.0⁵,⁷]pentadeca-3,9-dien-1-yl benzoate

11,13-dihydroxy-3,6,6,10,14-pentamethyl-2-oxotricyclo[10.3.0.0⁵,⁷]pentadeca-3,9-dien-1-yl benzoate

C27H34O5 (438.2406)


   

8a-(hydroxymethyl)-4,4,6a,6b,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1h-picen-3-ol

8a-(hydroxymethyl)-4,4,6a,6b,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1h-picen-3-ol

C30H50O2 (442.3811)


   

16-hydroxy-11-(hydroxymethyl)-4,8,8,15-tetramethyl-12-oxo-3-oxatetracyclo[11.3.0.0²,⁴.0⁷,⁹]hexadec-10-en-13-yl 3-phenylprop-2-enoate

16-hydroxy-11-(hydroxymethyl)-4,8,8,15-tetramethyl-12-oxo-3-oxatetracyclo[11.3.0.0²,⁴.0⁷,⁹]hexadec-10-en-13-yl 3-phenylprop-2-enoate

C29H36O6 (480.2512)


   

(3s,4as,10as,11ar,11bs)-4,4,8,11b-tetramethyl-9-oxo-1h,2h,3h,4ah,5h,6h,10ah,11h,11ah-phenanthro[3,2-b]furan-3-yl acetate

(3s,4as,10as,11ar,11bs)-4,4,8,11b-tetramethyl-9-oxo-1h,2h,3h,4ah,5h,6h,10ah,11h,11ah-phenanthro[3,2-b]furan-3-yl acetate

C22H30O4 (358.2144)


   

(1s,2s,3ar,4as,8s,10ar,11r,11ar)-1,8,11-trihydroxy-2,4a,7,7,10a-pentamethyl-4-oxo-1h,2h,3h,8h,9h,10h,11h,11ah-cycloocta[f]inden-3a-yl (2e)-3-phenylprop-2-enoate

(1s,2s,3ar,4as,8s,10ar,11r,11ar)-1,8,11-trihydroxy-2,4a,7,7,10a-pentamethyl-4-oxo-1h,2h,3h,8h,9h,10h,11h,11ah-cycloocta[f]inden-3a-yl (2e)-3-phenylprop-2-enoate

C29H38O6 (482.2668)


   

(1r,2r,4r,7s,9r,13r,15s,16s)-16-(acetyloxy)-4,8,8,11,15-pentamethyl-12-oxo-3-oxatetracyclo[11.3.0.0²,⁴.0⁷,⁹]hexadec-10-en-13-yl acetate

(1r,2r,4r,7s,9r,13r,15s,16s)-16-(acetyloxy)-4,8,8,11,15-pentamethyl-12-oxo-3-oxatetracyclo[11.3.0.0²,⁴.0⁷,⁹]hexadec-10-en-13-yl acetate

C24H34O6 (418.2355)


   

(1s,3as,5ar,7s,9as,11as)-7-hydroxy-1-[(2s,4e)-6-hydroxy-6-methylhept-4-en-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-4-one

(1s,3as,5ar,7s,9as,11as)-7-hydroxy-1-[(2s,4e)-6-hydroxy-6-methylhept-4-en-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-4-one

C30H48O3 (456.3603)


   

(1s,3as,5ar,7s,9as,11as)-1-[(2s,5r)-5-hydroxy-6-methylhept-6-en-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-ol

(1s,3as,5ar,7s,9as,11as)-1-[(2s,5r)-5-hydroxy-6-methylhept-6-en-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-ol

C30H50O2 (442.3811)


   

2,3-dihydroxypropyl octadec-12-enoate

2,3-dihydroxypropyl octadec-12-enoate

C21H40O4 (356.2926)


   

[(1s,8s,9s)-10,10-dimethyl-2-methylidenetricyclo[6.3.0.0¹,⁹]undecan-6-yl]methanol

[(1s,8s,9s)-10,10-dimethyl-2-methylidenetricyclo[6.3.0.0¹,⁹]undecan-6-yl]methanol

C15H24O (220.1827)


   

(1s,2s,3ar,4as,8s,10ar,11r,11ar)-1,8,11-trihydroxy-2,4a,7,7,10a-pentamethyl-4-oxo-1h,2h,3h,8h,9h,10h,11h,11ah-cycloocta[f]inden-3a-yl benzoate

(1s,2s,3ar,4as,8s,10ar,11r,11ar)-1,8,11-trihydroxy-2,4a,7,7,10a-pentamethyl-4-oxo-1h,2h,3h,8h,9h,10h,11h,11ah-cycloocta[f]inden-3a-yl benzoate

C27H36O6 (456.2512)


   

7-hydroxy-1-(5-hydroxy-6-methylhept-6-en-2-yl)-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-4-one

7-hydroxy-1-(5-hydroxy-6-methylhept-6-en-2-yl)-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-4-one

C30H48O3 (456.3603)


   

(1s,3as,5ar,7s,9as,11as)-1-[(2s,4e)-6-hydroperoxy-6-methylhept-4-en-2-yl]-7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthrene-4,10-dione

(1s,3as,5ar,7s,9as,11as)-1-[(2s,4e)-6-hydroperoxy-6-methylhept-4-en-2-yl]-7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthrene-4,10-dione

C30H46O5 (486.3345)


   

(1r,2r,4s,7s,9r,10e,13s,15s,16s)-16-hydroxy-4,8,8,11,15-pentamethyl-3-oxatetracyclo[11.3.0.0²,⁴.0⁷,⁹]hexadec-10-en-13-yl (2e)-3-phenylprop-2-enoate

(1r,2r,4s,7s,9r,10e,13s,15s,16s)-16-hydroxy-4,8,8,11,15-pentamethyl-3-oxatetracyclo[11.3.0.0²,⁴.0⁷,⁹]hexadec-10-en-13-yl (2e)-3-phenylprop-2-enoate

C29H38O4 (450.277)


   

1-(6-hydroperoxy-6-methylhept-4-en-2-yl)-7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthrene-4,10-dione

1-(6-hydroperoxy-6-methylhept-4-en-2-yl)-7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthrene-4,10-dione

C30H46O5 (486.3345)


   

(1r,3e,5r,7s,11s,12r,13s,14s)-11,13-dihydroxy-3,6,6,10,14-pentamethyl-2-oxotricyclo[10.3.0.0⁵,⁷]pentadeca-3,9-dien-1-yl benzoate

(1r,3e,5r,7s,11s,12r,13s,14s)-11,13-dihydroxy-3,6,6,10,14-pentamethyl-2-oxotricyclo[10.3.0.0⁵,⁷]pentadeca-3,9-dien-1-yl benzoate

C27H34O5 (438.2406)


   

(1s,4s,6r,9r,10r,11s,13s,14s)-5,5,9,13-tetramethyl-12-oxapentacyclo[11.2.1.1¹¹,¹⁴.0¹,¹⁰.0⁴,⁹]heptadecan-6-ol

(1s,4s,6r,9r,10r,11s,13s,14s)-5,5,9,13-tetramethyl-12-oxapentacyclo[11.2.1.1¹¹,¹⁴.0¹,¹⁰.0⁴,⁹]heptadecan-6-ol

C20H32O2 (304.2402)


   

(1s,2s,5r,8r,9r)-4,4,8-trimethyltricyclo[6.3.1.0¹,⁵]dodecane-2,9-diol

(1s,2s,5r,8r,9r)-4,4,8-trimethyltricyclo[6.3.1.0¹,⁵]dodecane-2,9-diol

C15H26O2 (238.1933)


   

4,4-dimethyltricyclo[6.3.2.0²,⁵]tridec-8-en-1-ol

4,4-dimethyltricyclo[6.3.2.0²,⁵]tridec-8-en-1-ol

C15H24O (220.1827)


   

(1r,2r,3r,4s,5s,7r,9s,10r,11r,13s)-2,4,11-trihydroxy-1,5,9,12,12,13-hexamethyl-8-oxotetracyclo[7.6.0.0³,⁷.0¹⁰,¹³]pentadecan-7-yl benzoate

(1r,2r,3r,4s,5s,7r,9s,10r,11r,13s)-2,4,11-trihydroxy-1,5,9,12,12,13-hexamethyl-8-oxotetracyclo[7.6.0.0³,⁷.0¹⁰,¹³]pentadecan-7-yl benzoate

C28H38O6 (470.2668)


   

1-(5-hydroxy-6-methylhept-6-en-2-yl)-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-7-ol

1-(5-hydroxy-6-methylhept-6-en-2-yl)-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-7-ol

C30H48O2 (440.3654)


   

(1r,2s,4r,7s,9r,10e,13r,15s,16s)-16-hydroxy-4,8,8,11,15-pentamethyl-12-oxo-3-oxatetracyclo[11.3.0.0²,⁴.0⁷,⁹]hexadec-10-en-13-yl (2e)-3-phenylprop-2-enoate

(1r,2s,4r,7s,9r,10e,13r,15s,16s)-16-hydroxy-4,8,8,11,15-pentamethyl-12-oxo-3-oxatetracyclo[11.3.0.0²,⁴.0⁷,⁹]hexadec-10-en-13-yl (2e)-3-phenylprop-2-enoate

C29H36O5 (464.2563)


   

(1r,4s,6r,9r,10s,13r,15s)-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-6,15-diol

(1r,4s,6r,9r,10s,13r,15s)-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-6,15-diol

C20H32O2 (304.2402)


   

(1s,3as,5ar,7s,9as,11as)-1-[(2s,5r)-5-hydroperoxy-6-methylhept-6-en-2-yl]-7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-4-one

(1s,3as,5ar,7s,9as,11as)-1-[(2s,5r)-5-hydroperoxy-6-methylhept-6-en-2-yl]-7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-4-one

C30H48O4 (472.3552)


   

(3r,4as,10ar,11ar,11bs)-3-hydroxy-4,4,8,11b-tetramethyl-1h,2h,3h,4ah,5h,6h,10ah,11h,11ah-phenanthro[3,2-b]furan-9-one

(3r,4as,10ar,11ar,11bs)-3-hydroxy-4,4,8,11b-tetramethyl-1h,2h,3h,4ah,5h,6h,10ah,11h,11ah-phenanthro[3,2-b]furan-9-one

C20H28O3 (316.2038)


   

8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-ol

8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-ol

C30H50O2 (442.3811)


   

(4as,10as,11ar,11bs)-4,4,8,11b-tetramethyl-1h,2h,4ah,5h,6h,10ah,11h,11ah-phenanthro[3,2-b]furan-3,9-dione

(4as,10as,11ar,11bs)-4,4,8,11b-tetramethyl-1h,2h,4ah,5h,6h,10ah,11h,11ah-phenanthro[3,2-b]furan-3,9-dione

C20H26O3 (314.1882)


   

1-(5-hydroxy-6-methylhept-6-en-2-yl)-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-ol

1-(5-hydroxy-6-methylhept-6-en-2-yl)-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-ol

C30H50O2 (442.3811)


   

{12,12-dimethyl-9-methylidene-5-oxatricyclo[8.2.0.0⁴,⁶]dodecan-4-yl}methanol

{12,12-dimethyl-9-methylidene-5-oxatricyclo[8.2.0.0⁴,⁶]dodecan-4-yl}methanol

C15H24O2 (236.1776)


   

(1r,2r,3r,4s,5r,7r,9s,10r,11r)-2,4,11-trihydroxy-1,5,9,12,12-pentamethyl-8-oxotetracyclo[7.6.0.0³,⁷.0¹⁰,¹³]pentadecan-7-yl benzoate

(1r,2r,3r,4s,5r,7r,9s,10r,11r)-2,4,11-trihydroxy-1,5,9,12,12-pentamethyl-8-oxotetracyclo[7.6.0.0³,⁷.0¹⁰,¹³]pentadecan-7-yl benzoate

C27H36O6 (456.2512)


   

(1r,2s,4s,5s,9r,10r,11r,13s)-2,4-dihydroxy-1,5,9,12,12-pentamethyl-8-oxotetracyclo[7.6.0.0³,⁷.0¹¹,¹³]pentadec-3(7)-en-10-yl (2e)-3-phenylprop-2-enoate

(1r,2s,4s,5s,9r,10r,11r,13s)-2,4-dihydroxy-1,5,9,12,12-pentamethyl-8-oxotetracyclo[7.6.0.0³,⁷.0¹¹,¹³]pentadec-3(7)-en-10-yl (2e)-3-phenylprop-2-enoate

C29H36O5 (464.2563)


   

stigmast-5-en-3-ol, (3β)-

stigmast-5-en-3-ol, (3β)-

C29H50O (414.3861)


   

(1s,2s,4s,7r,9r,10z,13r,15s,16s)-16-hydroxy-4,8,8,11,15-pentamethyl-12-oxo-3-oxatetracyclo[11.3.0.0²,⁴.0⁷,⁹]hexadec-10-en-13-yl (2e)-3-phenylprop-2-enoate

(1s,2s,4s,7r,9r,10z,13r,15s,16s)-16-hydroxy-4,8,8,11,15-pentamethyl-12-oxo-3-oxatetracyclo[11.3.0.0²,⁴.0⁷,⁹]hexadec-10-en-13-yl (2e)-3-phenylprop-2-enoate

C29H36O5 (464.2563)


   

(1r,3e,5r,7s,12s,13s,14s)-13-hydroxy-3,6,6,10,14-pentamethyl-2-oxotricyclo[10.3.0.0⁵,⁷]pentadeca-3,10-dien-1-yl acetate

(1r,3e,5r,7s,12s,13s,14s)-13-hydroxy-3,6,6,10,14-pentamethyl-2-oxotricyclo[10.3.0.0⁵,⁷]pentadeca-3,10-dien-1-yl acetate

C22H32O4 (360.23)


   

(1r,3e,5r,7s,10e,12s,13s,14s)-13-hydroxy-3,6,6,10,14-pentamethyl-2-oxotricyclo[10.3.0.0⁵,⁷]pentadeca-3,10-dien-1-yl acetate

(1r,3e,5r,7s,10e,12s,13s,14s)-13-hydroxy-3,6,6,10,14-pentamethyl-2-oxotricyclo[10.3.0.0⁵,⁷]pentadeca-3,10-dien-1-yl acetate

C22H32O4 (360.23)


   

(1s,3as,5ar,7s,9as,11as)-1-[(2s,5r)-5-hydroxy-6-methylhept-6-en-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-7-ol

(1s,3as,5ar,7s,9as,11as)-1-[(2s,5r)-5-hydroxy-6-methylhept-6-en-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-7-ol

C30H48O2 (440.3654)


   

4,4,8-trimethyltricyclo[6.3.1.0¹,⁵]dodecane-2,9-diol

4,4,8-trimethyltricyclo[6.3.1.0¹,⁵]dodecane-2,9-diol

C15H26O2 (238.1933)


   

(1r,2r,3s,4s,5s,7r,9r,10r,11r,13s)-2-hydroxy-1,5,9,12,12-pentamethyl-8-oxo-7,10-bis(prop-1-en-2-yloxy)tetracyclo[7.6.0.0³,⁷.0¹¹,¹³]pentadecan-4-yl (2e)-3-phenylprop-2-enoate

(1r,2r,3s,4s,5s,7r,9r,10r,11r,13s)-2-hydroxy-1,5,9,12,12-pentamethyl-8-oxo-7,10-bis(prop-1-en-2-yloxy)tetracyclo[7.6.0.0³,⁷.0¹¹,¹³]pentadecan-4-yl (2e)-3-phenylprop-2-enoate

C35H46O6 (562.3294)


   

(1r,2r,3r,4s,5s,7r,9s,10r,11r,13s)-2,4,11-trihydroxy-1,5,9,12,12-pentamethyl-8-oxotetracyclo[7.6.0.0³,⁷.0¹⁰,¹³]pentadecan-7-yl (2e)-3-phenylprop-2-enoate

(1r,2r,3r,4s,5s,7r,9s,10r,11r,13s)-2,4,11-trihydroxy-1,5,9,12,12-pentamethyl-8-oxotetracyclo[7.6.0.0³,⁷.0¹⁰,¹³]pentadecan-7-yl (2e)-3-phenylprop-2-enoate

C29H38O6 (482.2668)


   

(1r,2r,4r,7s,9r,10z,13r,15s,16s)-16-hydroxy-4,8,8,11,15-pentamethyl-12-oxo-3-oxatetracyclo[11.3.0.0²,⁴.0⁷,⁹]hexadec-10-en-13-yl benzoate

(1r,2r,4r,7s,9r,10z,13r,15s,16s)-16-hydroxy-4,8,8,11,15-pentamethyl-12-oxo-3-oxatetracyclo[11.3.0.0²,⁴.0⁷,⁹]hexadec-10-en-13-yl benzoate

C27H34O5 (438.2406)


   

(1s,3as,5ar,7s,9as,11as)-1-[(2r,5s)-5-hydroperoxy-6-methylhept-6-en-2-yl]-7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-4-one

(1s,3as,5ar,7s,9as,11as)-1-[(2r,5s)-5-hydroperoxy-6-methylhept-6-en-2-yl]-7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-4-one

C30H48O4 (472.3552)


   

(1s,4s,9r,10r,11s,13s,14s)-5,5,9,13-tetramethyl-12-oxapentacyclo[11.2.1.1¹¹,¹⁴.0¹,¹⁰.0⁴,⁹]heptadecan-6-one

(1s,4s,9r,10r,11s,13s,14s)-5,5,9,13-tetramethyl-12-oxapentacyclo[11.2.1.1¹¹,¹⁴.0¹,¹⁰.0⁴,⁹]heptadecan-6-one

C20H30O2 (302.2246)


   

(1r,2r,3r,4s,5r,7r,9s,10r,11r,13s)-2,4,11-trihydroxy-1,5,9,12,12-pentamethyl-8-oxotetracyclo[7.6.0.0³,⁷.0¹⁰,¹³]pentadecan-7-yl benzoate

(1r,2r,3r,4s,5r,7r,9s,10r,11r,13s)-2,4,11-trihydroxy-1,5,9,12,12-pentamethyl-8-oxotetracyclo[7.6.0.0³,⁷.0¹⁰,¹³]pentadecan-7-yl benzoate

C27H36O6 (456.2512)


   

(1r,2r,4r,7s,9r,10e,13r,15s,16s)-16-hydroxy-4,8,8,11,15-pentamethyl-12-oxo-3-oxatetracyclo[11.3.0.0²,⁴.0⁷,⁹]hexadec-10-en-13-yl (2e)-3-phenylprop-2-enoate

(1r,2r,4r,7s,9r,10e,13r,15s,16s)-16-hydroxy-4,8,8,11,15-pentamethyl-12-oxo-3-oxatetracyclo[11.3.0.0²,⁴.0⁷,⁹]hexadec-10-en-13-yl (2e)-3-phenylprop-2-enoate

C29H36O5 (464.2563)


   

(3s,4as,10ar,11ar,11bs)-3-hydroxy-4,4,8,11b-tetramethyl-1h,2h,3h,4ah,5h,6h,10ah,11h,11ah-phenanthro[3,2-b]furan-9-one

(3s,4as,10ar,11ar,11bs)-3-hydroxy-4,4,8,11b-tetramethyl-1h,2h,3h,4ah,5h,6h,10ah,11h,11ah-phenanthro[3,2-b]furan-9-one

C20H28O3 (316.2038)


   

(3s,4as,6ar,6bs,8as,12ar,14ar,14br)-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-ol

(3s,4as,6ar,6bs,8as,12ar,14ar,14br)-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-ol

C30H50O2 (442.3811)


   

2,4,11-trihydroxy-1,5,9,12,12-pentamethyl-8-oxotetracyclo[7.6.0.0³,⁷.0¹⁰,¹³]pentadecan-7-yl benzoate

2,4,11-trihydroxy-1,5,9,12,12-pentamethyl-8-oxotetracyclo[7.6.0.0³,⁷.0¹⁰,¹³]pentadecan-7-yl benzoate

C27H36O6 (456.2512)


   

4,4,8,11b-tetramethyl-9-oxo-1h,2h,3h,4ah,5h,6h,10ah,11h,11ah-phenanthro[3,2-b]furan-3-yl acetate

4,4,8,11b-tetramethyl-9-oxo-1h,2h,3h,4ah,5h,6h,10ah,11h,11ah-phenanthro[3,2-b]furan-3-yl acetate

C22H30O4 (358.2144)


   

3-hydroxy-4,4,8,11b-tetramethyl-1h,2h,3h,4ah,5h,6h,10ah,11h,11ah-phenanthro[3,2-b]furan-9-one

3-hydroxy-4,4,8,11b-tetramethyl-1h,2h,3h,4ah,5h,6h,10ah,11h,11ah-phenanthro[3,2-b]furan-9-one

C20H28O3 (316.2038)


   

1-(5-hydroperoxy-6-methylhept-6-en-2-yl)-7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-4-one

1-(5-hydroperoxy-6-methylhept-6-en-2-yl)-7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-4-one

C30H48O4 (472.3552)


   

2,4,11-trihydroxy-1,5,9,12,12-pentamethyl-8-oxotetracyclo[7.6.0.0³,⁷.0¹⁰,¹³]pentadecan-7-yl 3-phenylprop-2-enoate

2,4,11-trihydroxy-1,5,9,12,12-pentamethyl-8-oxotetracyclo[7.6.0.0³,⁷.0¹⁰,¹³]pentadecan-7-yl 3-phenylprop-2-enoate

C29H38O6 (482.2668)


   

(1r,2r,4r,7s,9r,10e,13r,15s,16s)-13-hydroxy-4,8,8,11,15-pentamethyl-12-oxo-3-oxatetracyclo[11.3.0.0²,⁴.0⁷,⁹]hexadec-10-en-16-yl acetate

(1r,2r,4r,7s,9r,10e,13r,15s,16s)-13-hydroxy-4,8,8,11,15-pentamethyl-12-oxo-3-oxatetracyclo[11.3.0.0²,⁴.0⁷,⁹]hexadec-10-en-16-yl acetate

C22H32O5 (376.225)


   

(1r,2r,3r,4s,5s,7r,9s,10r,11r,13s)-2,4,7-trihydroxy-1,5,9,12,12-pentamethyl-8-oxotetracyclo[7.6.0.0³,⁷.0¹⁰,¹³]pentadecan-11-yl (2e)-3-phenylprop-2-enoate

(1r,2r,3r,4s,5s,7r,9s,10r,11r,13s)-2,4,7-trihydroxy-1,5,9,12,12-pentamethyl-8-oxotetracyclo[7.6.0.0³,⁷.0¹⁰,¹³]pentadecan-11-yl (2e)-3-phenylprop-2-enoate

C29H38O6 (482.2668)


   

4,4,8,11b-tetramethyl-1h,2h,4ah,5h,6h,10ah,11h,11ah-phenanthro[3,2-b]furan-3,9-dione

4,4,8,11b-tetramethyl-1h,2h,4ah,5h,6h,10ah,11h,11ah-phenanthro[3,2-b]furan-3,9-dione

C20H26O3 (314.1882)


   

(1r,2r,3r,4s,5s,7r,9s,10r,11r,13s)-2,4,11-trihydroxy-1,5,9,12,12-pentamethyl-8-oxotetracyclo[7.6.0.0³,⁷.0¹⁰,¹³]pentadecan-7-yl benzoate

(1r,2r,3r,4s,5s,7r,9s,10r,11r,13s)-2,4,11-trihydroxy-1,5,9,12,12-pentamethyl-8-oxotetracyclo[7.6.0.0³,⁷.0¹⁰,¹³]pentadecan-7-yl benzoate

C27H36O6 (456.2512)


   

[(1r,4s,6r,10s)-12,12-dimethyl-9-methylidene-5-oxatricyclo[8.2.0.0⁴,⁶]dodecan-4-yl]methanol

[(1r,4s,6r,10s)-12,12-dimethyl-9-methylidene-5-oxatricyclo[8.2.0.0⁴,⁶]dodecan-4-yl]methanol

C15H24O2 (236.1776)


   

urs-12-ene-3β,28-diol

urs-12-ene-3β,28-diol

C30H50O2 (442.3811)