NCBI Taxonomy: 37395

Reboulia hemisphaerica (ncbi_taxid: 37395)

found 256 associated metabolites at species taxonomy rank level.

Ancestor: Reboulia

Child Taxonomies: Reboulia hemisphaerica subsp. orientalis

Inosine

9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-3H-purin-6-one

C10H12N4O5 (268.08076619999997)


Inosine, also known as hypoxanthosine or inotin, belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety. Inosine is formed when hypoxanthine is attached to a ribose ring a beta-N9-glycosidic bond. Inosine is an intermediate in the degradation of purines and purine nucleosides to uric acid. Inosine is also an intermediate in the purine salvage pathway. Inosine occurs in the anticodon of certain transfer RNA molecules and is essential for proper translation of the genetic code in wobble base pairs. Inosine exists in all living species, ranging from bacteria to plants to humans. Inosine participates in a number of enzymatic reactions. In particular, inosine can be biosynthesized from inosinic acid through its interaction with the enzyme known as cytosolic purine 5-nucleotidase. In addition, inosine can be converted into hypoxanthine and ribose 1-phosphate through its interaction with the enzyme known as purine nucleoside phosphorylase. Altered levels of inosine have also been associated with purine nucleoside phosphorylase deficiency and xanthinuria type I, both of which are inborn errors of metabolism. Animal studies have suggested that inosine has neuroprotective properties. It has been proposed as a potential treatment for spinal cord injury (PMID: 16317421) and for administration after stroke, as inosine appears to induce axonal rewiring (PMID: 12084941). After ingestion, inosine is metabolized into uric acid, which has been found to be a natural antioxidant and peroxynitrite scavenger. As such, inosine may have potential benefits to patients with multiple sclerosis and Parkinson’s disease (PMID: 19425822). Inosine can also be produced by gut bacteria and appears to have a number of beneficial effects. Inosine, has been shown to activate peroxisome proliferator-activated receptor (PPAR)-gamma signaling in human colon epithelial cells. Furthermore, exogenous treatment of inosine has been found to protect against DSS-induced colitis in rodents by improving adenosine 2A receptor (A2AR)/PPAR-gamma-dependent mucosal barrier functions (PMID: 33820558). Microbiome-derived inosine has also been shown to modulate the response to checkpoint inhibitor immunotherapy in cancer models. In particular, decreased gut barrier function induced by immunotherapy increases systemic translocation of bacterially derived inosine and activates antitumor T cells. The effect of inosine is dependent on T cell expression of the adenosine A2A receptor and requires co-stimulation. Inosine appears to have other roles in non-mammalian system. For instance, it has been found to be an important feed stimulant by itself or in combination with certain amino acids in some species of farmed fish. For example, inosine and inosine-5-monophosphate have been reported as specific feeding stimulants for turbot fry, (Scophthalmus maximus) and Japanese amberjack. Inosine is a purine nucleoside in which hypoxanthine is attached to ribofuranose via a beta-N(9)-glycosidic bond. It has a role as a human metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite and a mouse metabolite. It is a purines D-ribonucleoside and a member of inosines. It is functionally related to a hypoxanthine and a ribofuranose. A purine nucleoside that has hypoxanthine linked by the N9 nitrogen to the C1 carbon of ribose. It is an intermediate in the degradation of purines and purine nucleosides to uric acid and in pathways of purine salvage. It also occurs in the anticodon of certain transfer RNA molecules. (Dorland, 28th ed) Inosine is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Inosine is a natural product found in Fritillaria thunbergii, Cichorium endivia, and other organisms with data available. Inosine is a metabolite found in or produced by Saccharomyces cerevisiae. A purine nucleoside that has hypoxanthine linked by the N9 nitrogen to the C1 carbon of ribose. It is an intermediate in the degradation of purines and purine nucleosides to uric acid and in pathways of purine salvage. It also occurs in the anticodon of certain transfer RNA molecules. (Dorland, 28th ed) G - Genito urinary system and sex hormones > G01 - Gynecological antiinfectives and antiseptics > G01A - Antiinfectives and antiseptics, excl. combinations with corticosteroids D - Dermatologicals > D06 - Antibiotics and chemotherapeutics for dermatological use > D06B - Chemotherapeutics for topical use > D06BB - Antivirals A purine nucleoside in which hypoxanthine is attached to ribofuranose via a beta-N(9)-glycosidic bond. COVID info from COVID-19 Disease Map, clinicaltrial, clinicaltrials, clinical trial, clinical trials S - Sensory organs > S01 - Ophthalmologicals Present in meat extracts and sugar beet Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS [Spectral] Inosine (exact mass = 268.08077) and L-Methionine (exact mass = 149.05105) and Adenosine (exact mass = 267.09675) were not completely separated on HPLC under the present analytical conditions as described in AC$XXX. Additionally some of the peaks in this data contains dimers and other unidentified ions. [Spectral] Inosine (exact mass = 268.08077) and L-Tyrosine (exact mass = 181.07389) and Guanosine (exact mass = 283.09167) were not completely separated on HPLC under the present analytical conditions as described in AC$XXX. Additionally some of the peaks in this data contains dimers and other unidentified ions. [Spectral] Inosine (exact mass = 268.08077) and S-Adenosyl-L-homocysteine (exact mass = 384.12159) were not completely separated on HPLC under the present analytical conditions as described in AC$XXX. Additionally some of the peaks in this data contains dimers and other unidentified ions. [Spectral] Inosine (exact mass = 268.08077) and Guanosine (exact mass = 283.09167) were not completely separated on HPLC under the present analytical conditions as described in AC$XXX. Additionally some of the peaks in this data contains dimers and other unidentified ions. Acquisition and generation of the data is financially supported in part by CREST/JST. CONFIDENCE standard compound; INTERNAL_ID 110 KEIO_ID I003 Inosine is an endogenous purine nucleoside produced by catabolism of adenosine. Inosine has anti-inflammatory, antinociceptive, immunomodulatory and neuroprotective effects. Inosine is an agonist for adenosine A1 (A1R) and A2A (A2AR) receptors[1][2][3]. Inosine is an endogenous purine nucleoside produced by catabolism of adenosine. Inosine has anti-inflammatory, antinociceptive, immunomodulatory and neuroprotective effects. Inosine is an agonist for adenosine A1 (A1R) and A2A (A2AR) receptors[1][2][3]. Inosine is an endogenous purine nucleoside produced by catabolism of adenosine. Inosine has anti-inflammatory, antinociceptive, immunomodulatory and neuroprotective effects. Inosine is an agonist for adenosine A1 (A1R) and A2A (A2AR) receptors[1][2][3]. Inosine is an endogenous purine nucleoside produced by catabolism of adenosine. Inosine has anti-inflammatory, antinociceptive, immunomodulatory and neuroprotective effects. Inosine is an agonist for adenosine A1 (A1R) and A2A (A2AR) receptors[1][2][3].

   

Stigmasterol

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

C29H48O (412.37049579999996)


Stigmasterol is a phytosterol, meaning it is steroid derived from plants. As a food additive, phytosterols have cholesterol-lowering properties (reducing cholesterol absorption in intestines), and may act in cancer prevention. Phytosterols naturally occur in small amount in vegetable oils, especially soybean oil. One such phytosterol complex, isolated from vegetable oil, is cholestatin, composed of campesterol, stigmasterol, and brassicasterol, and is marketed as a dietary supplement. Sterols can reduce cholesterol in human subjects by up to 15\\%. The mechanism behind phytosterols and the lowering of cholesterol occurs as follows : the incorporation of cholesterol into micelles in the gastrointestinal tract is inhibited, decreasing the overall amount of cholesterol absorbed. This may in turn help to control body total cholesterol levels, as well as modify HDL, LDL and TAG levels. Many margarines, butters, breakfast cereals and spreads are now enriched with phytosterols and marketed towards people with high cholesterol and a wish to lower it. Stigmasterol is found to be associated with phytosterolemia, which is an inborn error of metabolism. Stigmasterol is a 3beta-sterol that consists of 3beta-hydroxystigmastane having double bonds at the 5,6- and 22,23-positions. It has a role as a plant metabolite. It is a 3beta-sterol, a stigmastane sterol, a 3beta-hydroxy-Delta(5)-steroid and a member of phytosterols. It derives from a hydride of a stigmastane. Stigmasterol is a natural product found in Ficus auriculata, Xylopia aromatica, and other organisms with data available. Stigmasterol is a steroid derivative characterized by the hydroxyl group in position C-3 of the steroid skeleton, and unsaturated bonds in position 5-6 of the B ring, and position 22-23 in the alkyl substituent. Stigmasterol is found in the fats and oils of soybean, calabar bean and rape seed, as well as several other vegetables, legumes, nuts, seeds, and unpasteurized milk. See also: Comfrey Root (part of); Saw Palmetto (part of); Plantago ovata seed (part of). Stigmasterol is an unsaturated plant sterol occurring in the plant fats or oils of soybean, calabar bean, and rape seed, and in a number of medicinal herbs, including the Chinese herbs Ophiopogon japonicus (Mai men dong) and American Ginseng. Stigmasterol is also found in various vegetables, legumes, nuts, seeds, and unpasteurized milk. A 3beta-sterol that consists of 3beta-hydroxystigmastane having double bonds at the 5,6- and 22,23-positions. C1907 - Drug, Natural Product > C28178 - Phytosterol > C68437 - Unsaturated Phytosterol

   

Apigenin 7,4'-dimethyl ether

5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one

C17H14O5 (298.0841194)


Apigenin 7,4-dimethyl ether, also known as apigenin dimethylether or 4,7-dimethylapigenin, belongs to the class of organic compounds known as 7-O-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, apigenin 7,4-dimethyl ether is considered to be a flavonoid lipid molecule. Apigenin 7,4-dimethyl ether is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, apigenin 7,4-dimethyl ether has been detected, but not quantified in, common sages and sweet basils. This could make apigenin 7,4-dimethyl ether a potential biomarker for the consumption of these foods. BioTransformer predicts that apigenin 7,4-dimethyl ether is a product of 4,5,7-trimethoxyflavone metabolism via an O-dealkylation reaction and catalyzed by CYP2C9 and CYP2C19 enzymes (PMID: 30612223). 4-methylgenkwanin, also known as apigenin dimethylether or 4,7-dimethylapigenin, is a member of the class of compounds known as 7-o-methylated flavonoids. 7-o-methylated flavonoids are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, 4-methylgenkwanin is considered to be a flavonoid lipid molecule. 4-methylgenkwanin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 4-methylgenkwanin can be found in common sage and sweet basil, which makes 4-methylgenkwanin a potential biomarker for the consumption of these food products. The compound 7,4'-Di-O-methylapigenin may be partly responsible for the reported antifungal activity of C. zeyheri, and may serve as a potential source of lead compounds that can be developed as antifungal phytomedicines.And it also showed inhibition of the drug efflux pumps (with IC50 = 51.64 μg/ml). IC50:51.64 μg/ml(Candida albicans drug efflux pumps)[2] In vitro: The isolated 7,4'-Di-O-methylapigenin was further investigated for its inhibitory activity on ABC drug efflux pumps in C. albicans by monitoring an increase in ciprofloxacin, assessing the level of its accumulation, in response to reserpine. There was a higher accumulation of ciprofloxacin in Candida cells in the presence of 7,4'-Di-O-methylapigenin than with reserpine. The compound 7,4'-Di-O-methylapigenine demonstrated the activity in a dose-dependent manner with IC50 value of 51.64 μg/ml. These results support those obtained from synergism assays where by the underlying synergistic antifungal mechanisms could be due to blockage of ABC efflux pumps and increasing the susceptibility of Candida to miconazole.[2] In vivo: In searching for natural products as potential anti-inflammatory agents, 7,4'-Di-O-methylapigenin wasn't evaluated in vivo for its ability to inhibit acute inflammation.[1] The compound 7,4'-Di-O-methylapigenin may be partly responsible for the reported antifungal activity of C. zeyheri, and may serve as a potential source of lead compounds that can be developed as antifungal phytomedicines.And it also showed inhibition of the drug efflux pumps (with IC50 = 51.64 μg/ml). IC50:51.64 μg/ml(Candida albicans drug efflux pumps)[2] In vitro: The isolated 7,4'-Di-O-methylapigenin was further investigated for its inhibitory activity on ABC drug efflux pumps in C. albicans by monitoring an increase in ciprofloxacin, assessing the level of its accumulation, in response to reserpine. There was a higher accumulation of ciprofloxacin in Candida cells in the presence of 7,4'-Di-O-methylapigenin than with reserpine. The compound 7,4'-Di-O-methylapigenine demonstrated the activity in a dose-dependent manner with IC50 value of 51.64 μg/ml. These results support those obtained from synergism assays where by the underlying synergistic antifungal mechanisms could be due to blockage of ABC efflux pumps and increasing the susceptibility of Candida to miconazole.[2] In vivo: In searching for natural products as potential anti-inflammatory agents, 7,4'-Di-O-methylapigenin wasn't evaluated in vivo for its ability to inhibit acute inflammation.[1]

   

1-methyl-4-[(1R)-1,2,2-trimethylcyclopentyl]cyclohexa-1,3-diene

1-methyl-4-[(1R)-1,2,2-trimethylcyclopentyl]cyclohexa-1,3-diene

C15H24 (204.18779039999998)


   

Hydroxytyrosol 1-O-glucoside

2-[2-(3,4-dihydroxyphenyl)ethoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

C14H20O8 (316.115812)


Hydroxytyrosol 1-O-glucoside is found in fruits. Hydroxytyrosol 1-O-glucoside is a constituent of Prunus sp. Constituent of Prunus species Hydroxytyrosol 1-O-glucoside is found in fruits.

   

Ara-HX

2-(6-hydroxy-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol

C10H12N4O5 (268.08076619999997)


   

Cuparene

1-methyl-4-[(1R)-1,2,2-trimethylcyclopentyl]benzene

C15H22 (202.1721412)


Cuparene is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Thus, cuparene is considered to be an isoprenoid lipid molecule. Cuparene can be found in lovage and pepper (spice), which makes cuparene a potential biomarker for the consumption of these food products.

   

Bazzanene

(4R)-1,4-dimethyl-4-[(1S)-1-methyl-2-methylidenecyclopentyl]cyclohex-1-ene

C15H24 (204.18779039999998)


Bazzanene is a member of the class of compounds known as branched unsaturated hydrocarbons. Branched unsaturated hydrocarbons are hydrocarbons that contains one or more unsaturated carbon atoms, and an aliphatic branch. Bazzanene can be found in corn, which makes bazzanene a potential biomarker for the consumption of this food product.

   

Inosine

Inosine

C10H12N4O5 (268.08076619999997)


G - Genito urinary system and sex hormones > G01 - Gynecological antiinfectives and antiseptics > G01A - Antiinfectives and antiseptics, excl. combinations with corticosteroids D - Dermatologicals > D06 - Antibiotics and chemotherapeutics for dermatological use > D06B - Chemotherapeutics for topical use > D06BB - Antivirals COVID info from COVID-19 Disease Map, clinicaltrial, clinicaltrials, clinical trial, clinical trials S - Sensory organs > S01 - Ophthalmologicals Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Inosine is an endogenous purine nucleoside produced by catabolism of adenosine. Inosine has anti-inflammatory, antinociceptive, immunomodulatory and neuroprotective effects. Inosine is an agonist for adenosine A1 (A1R) and A2A (A2AR) receptors[1][2][3]. Inosine is an endogenous purine nucleoside produced by catabolism of adenosine. Inosine has anti-inflammatory, antinociceptive, immunomodulatory and neuroprotective effects. Inosine is an agonist for adenosine A1 (A1R) and A2A (A2AR) receptors[1][2][3]. Inosine is an endogenous purine nucleoside produced by catabolism of adenosine. Inosine has anti-inflammatory, antinociceptive, immunomodulatory and neuroprotective effects. Inosine is an agonist for adenosine A1 (A1R) and A2A (A2AR) receptors[1][2][3]. Inosine is an endogenous purine nucleoside produced by catabolism of adenosine. Inosine has anti-inflammatory, antinociceptive, immunomodulatory and neuroprotective effects. Inosine is an agonist for adenosine A1 (A1R) and A2A (A2AR) receptors[1][2][3].

   

Apigenin 7,4'-dimethyl ether

4H-1-Benzopyran-4-one, 5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-

C17H14O5 (298.0841194)


Apigenin 7,4-dimethyl ether, also known as apigenin dimethylether or 4,7-dimethylapigenin, belongs to the class of organic compounds known as 7-O-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, apigenin 7,4-dimethyl ether is considered to be a flavonoid lipid molecule. Apigenin 7,4-dimethyl ether is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, apigenin 7,4-dimethyl ether has been detected, but not quantified in, common sages and sweet basils. This could make apigenin 7,4-dimethyl ether a potential biomarker for the consumption of these foods. BioTransformer predicts that apigenin 7,4-dimethyl ether is a product of 4,5,7-trimethoxyflavone metabolism via an O-dealkylation reaction and catalyzed by CYP2C9 and CYP2C19 enzymes (PMID: 30612223). 4-methylgenkwanin, also known as apigenin dimethylether or 4,7-dimethylapigenin, is a member of the class of compounds known as 7-o-methylated flavonoids. 7-o-methylated flavonoids are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, 4-methylgenkwanin is considered to be a flavonoid lipid molecule. 4-methylgenkwanin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 4-methylgenkwanin can be found in common sage and sweet basil, which makes 4-methylgenkwanin a potential biomarker for the consumption of these food products. Apigenin 7,4-dimethyl ether is a dimethoxyflavone that is the 7,4-dimethyl ether derivative of apigenin. It has a role as a plant metabolite. It is a dimethoxyflavone and a monohydroxyflavone. It is functionally related to an apigenin. Apigenin 7,4-dimethyl ether is a natural product found in Teucrium polium, Calea jamaicensis, and other organisms with data available. A dimethoxyflavone that is the 7,4-dimethyl ether derivative of apigenin. The compound 7,4'-Di-O-methylapigenin may be partly responsible for the reported antifungal activity of C. zeyheri, and may serve as a potential source of lead compounds that can be developed as antifungal phytomedicines.And it also showed inhibition of the drug efflux pumps (with IC50 = 51.64 μg/ml). IC50:51.64 μg/ml(Candida albicans drug efflux pumps)[2] In vitro: The isolated 7,4'-Di-O-methylapigenin was further investigated for its inhibitory activity on ABC drug efflux pumps in C. albicans by monitoring an increase in ciprofloxacin, assessing the level of its accumulation, in response to reserpine. There was a higher accumulation of ciprofloxacin in Candida cells in the presence of 7,4'-Di-O-methylapigenin than with reserpine. The compound 7,4'-Di-O-methylapigenine demonstrated the activity in a dose-dependent manner with IC50 value of 51.64 μg/ml. These results support those obtained from synergism assays where by the underlying synergistic antifungal mechanisms could be due to blockage of ABC efflux pumps and increasing the susceptibility of Candida to miconazole.[2] In vivo: In searching for natural products as potential anti-inflammatory agents, 7,4'-Di-O-methylapigenin wasn't evaluated in vivo for its ability to inhibit acute inflammation.[1] The compound 7,4'-Di-O-methylapigenin may be partly responsible for the reported antifungal activity of C. zeyheri, and may serve as a potential source of lead compounds that can be developed as antifungal phytomedicines.And it also showed inhibition of the drug efflux pumps (with IC50 = 51.64 μg/ml). IC50:51.64 μg/ml(Candida albicans drug efflux pumps)[2] In vitro: The isolated 7,4'-Di-O-methylapigenin was further investigated for its inhibitory activity on ABC drug efflux pumps in C. albicans by monitoring an increase in ciprofloxacin, assessing the level of its accumulation, in response to reserpine. There was a higher accumulation of ciprofloxacin in Candida cells in the presence of 7,4'-Di-O-methylapigenin than with reserpine. The compound 7,4'-Di-O-methylapigenine demonstrated the activity in a dose-dependent manner with IC50 value of 51.64 μg/ml. These results support those obtained from synergism assays where by the underlying synergistic antifungal mechanisms could be due to blockage of ABC efflux pumps and increasing the susceptibility of Candida to miconazole.[2] In vivo: In searching for natural products as potential anti-inflammatory agents, 7,4'-Di-O-methylapigenin wasn't evaluated in vivo for its ability to inhibit acute inflammation.[1]

   
   
   

Marchantinquinone

Marchantinquinone

C28H22O5 (438.1467162)


   
   

Cuparene

(R)-1-Methyl-4-(1,2,2-trimethylcyclopentyl)-benzene

C15H22 (202.1721412)


   

Stigmasterol

Stigmasterol

C29H48O (412.37049579999996)


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.

   

Zeorin

(6α)-Hopane-6,22-diol

C30H52O2 (444.3967092)


A hopanoid that is hopane substituted by hydroxy groups at positions 6 and 22 (the (6alpha)-stereoisomer). It has been isolated from the fungi Aschersonia and Hypocrella.

   

1-Methyl-4-(1,2,2-trimethylcyclopentyl)benzene

1-Methyl-4-(1,2,2-trimethylcyclopentyl)benzene

C15H22 (202.1721412)


   
   

Inosine

9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one

C10H12N4O5 (268.08076619999997)


G - Genito urinary system and sex hormones > G01 - Gynecological antiinfectives and antiseptics > G01A - Antiinfectives and antiseptics, excl. combinations with corticosteroids D - Dermatologicals > D06 - Antibiotics and chemotherapeutics for dermatological use > D06B - Chemotherapeutics for topical use > D06BB - Antivirals Formula(Parent): C10H12N4O5; Bottle Name:Inosine; PRIME Parent Name:Inosine; PRIME in-house No.:0256, Purines COVID info from COVID-19 Disease Map, clinicaltrial, clinicaltrials, clinical trial, clinical trials S - Sensory organs > S01 - Ophthalmologicals Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS MS2 deconvoluted using MS2Dec from all ion fragmentation data, MetaboLights identifier MTBLS1040; UGQMRVRMYYASKQ_STSL_0164_Inosine_2000fmol_180430_S2_LC02_MS02_125; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. MS2 deconvoluted using CorrDec from all ion fragmentation data, MetaboLights identifier MTBLS1040; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. relative retention time with respect to 9-anthracene Carboxylic Acid is 0.054 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.053 Inosine is an endogenous purine nucleoside produced by catabolism of adenosine. Inosine has anti-inflammatory, antinociceptive, immunomodulatory and neuroprotective effects. Inosine is an agonist for adenosine A1 (A1R) and A2A (A2AR) receptors[1][2][3]. Inosine is an endogenous purine nucleoside produced by catabolism of adenosine. Inosine has anti-inflammatory, antinociceptive, immunomodulatory and neuroprotective effects. Inosine is an agonist for adenosine A1 (A1R) and A2A (A2AR) receptors[1][2][3]. Inosine is an endogenous purine nucleoside produced by catabolism of adenosine. Inosine has anti-inflammatory, antinociceptive, immunomodulatory and neuroprotective effects. Inosine is an agonist for adenosine A1 (A1R) and A2A (A2AR) receptors[1][2][3]. Inosine is an endogenous purine nucleoside produced by catabolism of adenosine. Inosine has anti-inflammatory, antinociceptive, immunomodulatory and neuroprotective effects. Inosine is an agonist for adenosine A1 (A1R) and A2A (A2AR) receptors[1][2][3].

   

2-[2-(3,4-dihydroxyphenyl)ethoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

NCGC00384719-01!2-[2-(3,4-dihydroxyphenyl)ethoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

C14H20O8 (316.115812)


   

Hydroxytyrosol 1-O-glucoside

2-[2-(3,4-dihydroxyphenyl)ethoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

C14H20O8 (316.115812)


   

(1R,4S,5R)-1,8-Dimethyl-4-(prop-1-en-2-yl)spiro[4.5]dec-7-ene

(1R,4S,5R)-1,8-Dimethyl-4-(prop-1-en-2-yl)spiro[4.5]dec-7-ene

C15H24 (204.18779039999998)


   

Stigmasterin

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

C29H48O (412.37049579999996)


C1907 - Drug, Natural Product > C28178 - Phytosterol > C68437 - Unsaturated Phytosterol

   

AIDS-071717

4H-1-Benzopyran-4-one, 5-hydroxy-7-methoxy-2-(4-methoxyphenyl)- (9CI)

C17H14O5 (298.0841194)


The compound 7,4'-Di-O-methylapigenin may be partly responsible for the reported antifungal activity of C. zeyheri, and may serve as a potential source of lead compounds that can be developed as antifungal phytomedicines.And it also showed inhibition of the drug efflux pumps (with IC50 = 51.64 μg/ml). IC50:51.64 μg/ml(Candida albicans drug efflux pumps)[2] In vitro: The isolated 7,4'-Di-O-methylapigenin was further investigated for its inhibitory activity on ABC drug efflux pumps in C. albicans by monitoring an increase in ciprofloxacin, assessing the level of its accumulation, in response to reserpine. There was a higher accumulation of ciprofloxacin in Candida cells in the presence of 7,4'-Di-O-methylapigenin than with reserpine. The compound 7,4'-Di-O-methylapigenine demonstrated the activity in a dose-dependent manner with IC50 value of 51.64 μg/ml. These results support those obtained from synergism assays where by the underlying synergistic antifungal mechanisms could be due to blockage of ABC efflux pumps and increasing the susceptibility of Candida to miconazole.[2] In vivo: In searching for natural products as potential anti-inflammatory agents, 7,4'-Di-O-methylapigenin wasn't evaluated in vivo for its ability to inhibit acute inflammation.[1] The compound 7,4'-Di-O-methylapigenin may be partly responsible for the reported antifungal activity of C. zeyheri, and may serve as a potential source of lead compounds that can be developed as antifungal phytomedicines.And it also showed inhibition of the drug efflux pumps (with IC50 = 51.64 μg/ml). IC50:51.64 μg/ml(Candida albicans drug efflux pumps)[2] In vitro: The isolated 7,4'-Di-O-methylapigenin was further investigated for its inhibitory activity on ABC drug efflux pumps in C. albicans by monitoring an increase in ciprofloxacin, assessing the level of its accumulation, in response to reserpine. There was a higher accumulation of ciprofloxacin in Candida cells in the presence of 7,4'-Di-O-methylapigenin than with reserpine. The compound 7,4'-Di-O-methylapigenine demonstrated the activity in a dose-dependent manner with IC50 value of 51.64 μg/ml. These results support those obtained from synergism assays where by the underlying synergistic antifungal mechanisms could be due to blockage of ABC efflux pumps and increasing the susceptibility of Candida to miconazole.[2] In vivo: In searching for natural products as potential anti-inflammatory agents, 7,4'-Di-O-methylapigenin wasn't evaluated in vivo for its ability to inhibit acute inflammation.[1]

   

Toluene, p-(1,2,2-trimethylcyclopentyl)-, (R)-(+)-

Toluene, p-(1,2,2-trimethylcyclopentyl)-, (R)-(+)-

C15H22 (202.1721412)


   

1-methyl-4-[(1S)-1,2,2-trimethylcyclopentyl]cyclohexa-1,3-diene

1-methyl-4-[(1S)-1,2,2-trimethylcyclopentyl]cyclohexa-1,3-diene

C15H24 (204.18779039999998)


   

2-[2-(3,4-dihydroxyphenyl)ethoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

2-[2-(3,4-dihydroxyphenyl)ethoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

C14H20O8 (316.115812)


   

4-hydroxy-19-methoxy-2,15-dioxapentacyclo[22.2.2.1³,⁷.1¹⁰,¹⁴.0¹⁶,²¹]triaconta-1(26),3(30),4,6,10,12,14(29),16(21),18,24,27-undecaene-17,20-dione

4-hydroxy-19-methoxy-2,15-dioxapentacyclo[22.2.2.1³,⁷.1¹⁰,¹⁴.0¹⁶,²¹]triaconta-1(26),3(30),4,6,10,12,14(29),16(21),18,24,27-undecaene-17,20-dione

C29H24O6 (468.1572804)


   

(2s,3r,4s,5r)-2-{[(2r,3r,4s,5s,6r)-2-[2-(3,4-dihydroxyphenyl)ethoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}oxane-3,4,5-triol

(2s,3r,4s,5r)-2-{[(2r,3r,4s,5s,6r)-2-[2-(3,4-dihydroxyphenyl)ethoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}oxane-3,4,5-triol

C19H28O12 (448.1580688)


   

(3r)-2,2,3-trimethyl-3-(4-methylphenyl)cyclopentan-1-one

(3r)-2,2,3-trimethyl-3-(4-methylphenyl)cyclopentan-1-one

C15H20O (216.151407)


   

2,15-dioxapentacyclo[22.2.2.1³,⁷.1¹⁰,¹⁴.0¹⁶,²¹]triaconta-1(26),3(30),4,6,10(29),11,13,16,18,20,24,27-dodecaene-4,17-diol

2,15-dioxapentacyclo[22.2.2.1³,⁷.1¹⁰,¹⁴.0¹⁶,²¹]triaconta-1(26),3(30),4,6,10(29),11,13,16,18,20,24,27-dodecaene-4,17-diol

C28H24O4 (424.1674504)


   

(1s,2s,6s,7r,11r)-1,2,6-trimethyl-8-methylidenetricyclo[5.3.1.0²,⁶]undecan-11-yl acetate

(1s,2s,6s,7r,11r)-1,2,6-trimethyl-8-methylidenetricyclo[5.3.1.0²,⁶]undecan-11-yl acetate

C17H26O2 (262.1932696)


   

1,4',7,7-tetramethyl-3-oxaspiro[bicyclo[2.2.1]heptane-2,1'-cyclohexan]-3'-ene

1,4',7,7-tetramethyl-3-oxaspiro[bicyclo[2.2.1]heptane-2,1'-cyclohexan]-3'-ene

C15H24O (220.18270539999997)


   

(1r,2r,6s,7r)-1,2,6-trimethyl-8-methylidenetricyclo[5.3.1.0²,⁶]undecane

(1r,2r,6s,7r)-1,2,6-trimethyl-8-methylidenetricyclo[5.3.1.0²,⁶]undecane

C15H24 (204.18779039999998)


   

1,2,6-trimethyl-8-methylidenetricyclo[5.3.1.0²,⁶]undecan-9-ol

1,2,6-trimethyl-8-methylidenetricyclo[5.3.1.0²,⁶]undecan-9-ol

C15H24O (220.18270539999997)


   

(6s)-3-methylidene-6-[(1r)-1,2,2-trimethylcyclopentyl]cyclohex-1-ene

(6s)-3-methylidene-6-[(1r)-1,2,2-trimethylcyclopentyl]cyclohex-1-ene

C15H24 (204.18779039999998)


   

(4r)-4-(5,5-dimethylcyclopent-1-en-1-yl)-1,4-dimethylcyclohex-1-ene

(4r)-4-(5,5-dimethylcyclopent-1-en-1-yl)-1,4-dimethylcyclohex-1-ene

C15H24 (204.18779039999998)


   

4-hydroxy-2,15-dioxapentacyclo[22.2.2.1³,⁷.1¹⁰,¹⁴.0¹⁶,²¹]triaconta-1(26),3(30),4,6,10,12,14(29),16(21),18,24,27-undecaene-17,20-dione

4-hydroxy-2,15-dioxapentacyclo[22.2.2.1³,⁷.1¹⁰,¹⁴.0¹⁶,²¹]triaconta-1(26),3(30),4,6,10,12,14(29),16(21),18,24,27-undecaene-17,20-dione

C28H22O5 (438.1467162)


   

(2s,3r,4r,5r,6s)-2-{[(2r,3r,4r,5s,6r)-2-[2-(3,4-dihydroxyphenyl)ethoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol

(2s,3r,4r,5r,6s)-2-{[(2r,3r,4r,5s,6r)-2-[2-(3,4-dihydroxyphenyl)ethoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol

C20H30O12 (462.173718)


   

(1s,2s,6r,7s)-1,2,6-trimethyl-8-methylidenetricyclo[5.3.1.0²,⁶]undecane

(1s,2s,6r,7s)-1,2,6-trimethyl-8-methylidenetricyclo[5.3.1.0²,⁶]undecane

C15H24 (204.18779039999998)


   

4-(5,5-dimethylcyclopent-1-en-1-yl)-1,4-dimethylcyclohex-1-ene

4-(5,5-dimethylcyclopent-1-en-1-yl)-1,4-dimethylcyclohex-1-ene

C15H24 (204.18779039999998)


   

(1s,2r,6s,7s)-1,2,6-trimethyl-8-methylidenetricyclo[5.3.1.0²,⁶]undecan-4-one

(1s,2r,6s,7s)-1,2,6-trimethyl-8-methylidenetricyclo[5.3.1.0²,⁶]undecan-4-one

C15H22O (218.1670562)


   

(2r,3r,4s,5s,6r)-2-[2-(3,4-dihydroxyphenyl)ethoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

(2r,3r,4s,5s,6r)-2-[2-(3,4-dihydroxyphenyl)ethoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

C14H20O8 (316.115812)


   

(1s,2s,6s,7r,11s)-1,2,6-trimethyl-8-methylidenetricyclo[5.3.1.0²,⁶]undecan-11-ol

(1s,2s,6s,7r,11s)-1,2,6-trimethyl-8-methylidenetricyclo[5.3.1.0²,⁶]undecan-11-ol

C15H24O (220.18270539999997)


   

1,2,6-trimethyl-8-methylidenetricyclo[5.3.1.0²,⁶]undecane

1,2,6-trimethyl-8-methylidenetricyclo[5.3.1.0²,⁶]undecane

C15H24 (204.18779039999998)


   

(1as,7s,7as,7br)-1,1,7,7a-tetramethyl-1ah,5h,6h,7h,7bh-cyclopropa[a]naphthalene

(1as,7s,7as,7br)-1,1,7,7a-tetramethyl-1ah,5h,6h,7h,7bh-cyclopropa[a]naphthalene

C15H22 (202.1721412)


   

1-methyl-4-[(1s)-1,2,2-trimethylcyclopentyl]benzene

1-methyl-4-[(1s)-1,2,2-trimethylcyclopentyl]benzene

C15H22 (202.1721412)


   

2-(8,8a-dimethyl-5,6,7,8-tetrahydro-1h-naphthalen-1-yl)propan-2-ol

2-(8,8a-dimethyl-5,6,7,8-tetrahydro-1h-naphthalen-1-yl)propan-2-ol

C15H24O (220.18270539999997)


   

(2r,3r,4r,5s,6r)-2-[2-(3,4-dihydroxyphenyl)ethoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

(2r,3r,4r,5s,6r)-2-[2-(3,4-dihydroxyphenyl)ethoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

C14H20O8 (316.115812)


   

(2s,3r,4r,5r,6s)-2-{[(2r,3r,4s,5s,6r)-2-[2-(3,4-dihydroxyphenyl)ethoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol

(2s,3r,4r,5r,6s)-2-{[(2r,3r,4s,5s,6r)-2-[2-(3,4-dihydroxyphenyl)ethoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol

C20H30O12 (462.173718)


   

17-methoxy-2,15-dioxapentacyclo[22.2.2.1³,⁷.1¹⁰,¹⁴.0¹⁶,²¹]triaconta-1(26),3(30),4,6,10(29),11,13,16(21),17,19,24,27-dodecaen-4-ol

17-methoxy-2,15-dioxapentacyclo[22.2.2.1³,⁷.1¹⁰,¹⁴.0¹⁶,²¹]triaconta-1(26),3(30),4,6,10(29),11,13,16(21),17,19,24,27-dodecaen-4-ol

C29H26O4 (438.18309960000005)


   

(1s,2s,4r)-1,4',7,7-tetramethyl-3-oxaspiro[bicyclo[2.2.1]heptane-2,1'-cyclohexan]-3'-ene

(1s,2s,4r)-1,4',7,7-tetramethyl-3-oxaspiro[bicyclo[2.2.1]heptane-2,1'-cyclohexan]-3'-ene

C15H24O (220.18270539999997)


   

1,4-dimethyl-4-(1-methyl-2-methylidenecyclopentyl)cyclohex-1-ene

1,4-dimethyl-4-(1-methyl-2-methylidenecyclopentyl)cyclohex-1-ene

C15H24 (204.18779039999998)


   

1-methyl-4-(1,2,2-trimethylcyclopentyl)cyclohexa-1,3-diene

1-methyl-4-(1,2,2-trimethylcyclopentyl)cyclohexa-1,3-diene

C15H24 (204.18779039999998)


   

{10,11-dihydroxy-2,6,8-trimethyltetracyclo[6.2.1.0¹,⁶.0⁷,⁹]undecan-2-yl}methyl acetate

{10,11-dihydroxy-2,6,8-trimethyltetracyclo[6.2.1.0¹,⁶.0⁷,⁹]undecan-2-yl}methyl acetate

C17H26O4 (294.1830996)


   

3,7,7-trimethyl-11-methylidenespiro[5.5]undec-3-en-1-ol

3,7,7-trimethyl-11-methylidenespiro[5.5]undec-3-en-1-ol

C15H24O (220.18270539999997)


   

5,5,9-trimethyl-1-methylidenespiro[5.5]undec-8-en-2-ol

5,5,9-trimethyl-1-methylidenespiro[5.5]undec-8-en-2-ol

C15H24O (220.18270539999997)


   

1,2,6-trimethyl-8-methylidenetricyclo[5.3.1.0²,⁶]undecan-4-one

1,2,6-trimethyl-8-methylidenetricyclo[5.3.1.0²,⁶]undecan-4-one

C15H22O (218.1670562)


   

(1r,2r,5r)-2-methyl-5-[(1s)-1,2,2-trimethylcyclopentyl]bicyclo[3.1.0]hexan-2-ol

(1r,2r,5r)-2-methyl-5-[(1s)-1,2,2-trimethylcyclopentyl]bicyclo[3.1.0]hexan-2-ol

C15H26O (222.1983546)


   

(1r,2s,6s,7s)-2,6,7-trimethyl-10-methylidenetricyclo[5.3.1.0²,⁶]undec-8-ene

(1r,2s,6s,7s)-2,6,7-trimethyl-10-methylidenetricyclo[5.3.1.0²,⁶]undec-8-ene

C15H22 (202.1721412)


   

[5-methyl-8-(prop-1-en-2-yl)-3,4,4a,5,6,7,8,8a-octahydronaphthalen-2-yl]methyl acetate

[5-methyl-8-(prop-1-en-2-yl)-3,4,4a,5,6,7,8,8a-octahydronaphthalen-2-yl]methyl acetate

C17H26O2 (262.1932696)


   

(1s,6s)-3,7,7-trimethyl-11-methylidenespiro[5.5]undec-3-en-1-ol

(1s,6s)-3,7,7-trimethyl-11-methylidenespiro[5.5]undec-3-en-1-ol

C15H24O (220.18270539999997)


   

(1s,2r,6s,7s,8s)-8-hydroxy-1,2,6,8-tetramethyltricyclo[5.3.1.0²,⁶]undecan-9-one

(1s,2r,6s,7s,8s)-8-hydroxy-1,2,6,8-tetramethyltricyclo[5.3.1.0²,⁶]undecan-9-one

C15H24O2 (236.1776204)


   

(1s,2r,6s,8r)-1,2,6,8-tetramethyltricyclo[5.3.1.0²,⁶]undecan-9-one

(1s,2r,6s,8r)-1,2,6,8-tetramethyltricyclo[5.3.1.0²,⁶]undecan-9-one

C15H24O (220.18270539999997)


   

2,6,7-trimethyl-10-methylidenetricyclo[5.3.1.0²,⁶]undec-8-ene

2,6,7-trimethyl-10-methylidenetricyclo[5.3.1.0²,⁶]undec-8-ene

C15H22 (202.1721412)


   

(4ar,5s,8s,8ar)-5-methyl-8-(prop-1-en-2-yl)-3,4,4a,5,6,7,8,8a-octahydronaphthalene-2-carbaldehyde

(4ar,5s,8s,8ar)-5-methyl-8-(prop-1-en-2-yl)-3,4,4a,5,6,7,8,8a-octahydronaphthalene-2-carbaldehyde

C15H22O (218.1670562)


   

(1r,2s,6r,7s)-2,6,7-trimethyl-10-methylidenetricyclo[5.3.1.0²,⁶]undec-8-ene

(1r,2s,6r,7s)-2,6,7-trimethyl-10-methylidenetricyclo[5.3.1.0²,⁶]undec-8-ene

C15H22 (202.1721412)


   

(1s,2s,6s,7r,11r)-1,2,6,8-tetramethyltricyclo[5.3.1.0²,⁶]undec-8-en-11-ol

(1s,2s,6s,7r,11r)-1,2,6,8-tetramethyltricyclo[5.3.1.0²,⁶]undec-8-en-11-ol

C15H24O (220.18270539999997)


   

[(4ar,5s,8s,8ar)-5-methyl-8-(prop-1-en-2-yl)-3,4,4a,5,6,7,8,8a-octahydronaphthalen-2-yl]methanol

[(4ar,5s,8s,8ar)-5-methyl-8-(prop-1-en-2-yl)-3,4,4a,5,6,7,8,8a-octahydronaphthalen-2-yl]methanol

C15H24O (220.18270539999997)


   

2-[(1s,8s,8as)-8,8a-dimethyl-5,6,7,8-tetrahydro-1h-naphthalen-1-yl]propan-2-ol

2-[(1s,8s,8as)-8,8a-dimethyl-5,6,7,8-tetrahydro-1h-naphthalen-1-yl]propan-2-ol

C15H24O (220.18270539999997)


   

5-methyl-8-(prop-1-en-2-yl)-3,4,4a,5,6,7,8,8a-octahydronaphthalene-2-carboxylic acid

5-methyl-8-(prop-1-en-2-yl)-3,4,4a,5,6,7,8,8a-octahydronaphthalene-2-carboxylic acid

C15H22O2 (234.1619712)


   

(1s,2s,6s,7r,11r)-1,2,6-trimethyl-8-methylidenetricyclo[5.3.1.0²,⁶]undecan-11-ol

(1s,2s,6s,7r,11r)-1,2,6-trimethyl-8-methylidenetricyclo[5.3.1.0²,⁶]undecan-11-ol

C15H24O (220.18270539999997)


   

1,2,6,8-tetramethyltricyclo[5.3.1.0²,⁶]undecan-9-one

1,2,6,8-tetramethyltricyclo[5.3.1.0²,⁶]undecan-9-one

C15H24O (220.18270539999997)


   

3-(2-hydroxypropan-2-yl)-5a,5b,8,8,11a,13b-hexamethyl-hexadecahydrocyclopenta[a]chrysen-7-ol

3-(2-hydroxypropan-2-yl)-5a,5b,8,8,11a,13b-hexamethyl-hexadecahydrocyclopenta[a]chrysen-7-ol

C30H52O2 (444.3967092)


   

(1r,2r,6s,7r)-1,2,6-trimethyl-8-methylidenetricyclo[5.3.1.0²,⁶]undecan-4-one

(1r,2r,6s,7r)-1,2,6-trimethyl-8-methylidenetricyclo[5.3.1.0²,⁶]undecan-4-one

C15H22O (218.1670562)


   

(1r)-1,8-dimethyl-4-(prop-1-en-2-yl)spiro[4.5]dec-7-ene

(1r)-1,8-dimethyl-4-(prop-1-en-2-yl)spiro[4.5]dec-7-ene

C15H24 (204.18779039999998)


   

8-hydroxy-1,2,6,8-tetramethyltricyclo[5.3.1.0²,⁶]undecan-9-one

8-hydroxy-1,2,6,8-tetramethyltricyclo[5.3.1.0²,⁶]undecan-9-one

C15H24O2 (236.1776204)


   

2-methyl-5-(1,2,2-trimethylcyclopentyl)bicyclo[3.1.0]hexan-2-ol

2-methyl-5-(1,2,2-trimethylcyclopentyl)bicyclo[3.1.0]hexan-2-ol

C15H26O (222.1983546)


   

1,2,6,8-tetramethyltricyclo[5.3.1.0²,⁶]undec-8-ene

1,2,6,8-tetramethyltricyclo[5.3.1.0²,⁶]undec-8-ene

C15H24 (204.18779039999998)


   

(4ar,5s,8s,8ar)-5-methyl-8-(prop-1-en-2-yl)-3,4,4a,5,6,7,8,8a-octahydronaphthalene-2-carboxylic acid

(4ar,5s,8s,8ar)-5-methyl-8-(prop-1-en-2-yl)-3,4,4a,5,6,7,8,8a-octahydronaphthalene-2-carboxylic acid

C15H22O2 (234.1619712)


   

(1ar,4as,7r,8as)-4a,8,8-trimethyl-2-methylidene-hexahydro-1h-cyclopropa[e]naphthalen-7-ol

(1ar,4as,7r,8as)-4a,8,8-trimethyl-2-methylidene-hexahydro-1h-cyclopropa[e]naphthalen-7-ol

C15H24O (220.18270539999997)


   

(1ar,7r,7ar,7bs)-1,1,7,7a-tetramethyl-1ah,2h,6h,7h,7bh-cyclopropa[a]naphthalene

(1ar,7r,7ar,7bs)-1,1,7,7a-tetramethyl-1ah,2h,6h,7h,7bh-cyclopropa[a]naphthalene

C15H22 (202.1721412)


   

1,2,6-trimethyl-8-methylidenetricyclo[5.3.1.0²,⁶]undecan-11-ol

1,2,6-trimethyl-8-methylidenetricyclo[5.3.1.0²,⁶]undecan-11-ol

C15H24O (220.18270539999997)


   

[(1s,2s,6r,7r,8s,9r,10r,11s)-10,11-dihydroxy-2,6,8-trimethyltetracyclo[6.2.1.0¹,⁶.0⁷,⁹]undecan-2-yl]methyl acetate

[(1s,2s,6r,7r,8s,9r,10r,11s)-10,11-dihydroxy-2,6,8-trimethyltetracyclo[6.2.1.0¹,⁶.0⁷,⁹]undecan-2-yl]methyl acetate

C17H26O4 (294.1830996)


   

(2s,6r)-5,5,9-trimethyl-1-methylidenespiro[5.5]undec-8-en-2-ol

(2s,6r)-5,5,9-trimethyl-1-methylidenespiro[5.5]undec-8-en-2-ol

C15H24O (220.18270539999997)


   
   

17-methoxy-2,15-dioxapentacyclo[22.2.2.1³,⁷.1¹⁰,¹⁴.0¹⁶,²¹]triaconta-1(26),3(30),4,6,10(29),11,13,16(21),17,19,24,27-dodecaene-4,20-diol

17-methoxy-2,15-dioxapentacyclo[22.2.2.1³,⁷.1¹⁰,¹⁴.0¹⁶,²¹]triaconta-1(26),3(30),4,6,10(29),11,13,16(21),17,19,24,27-dodecaene-4,20-diol

C29H26O5 (454.17801460000004)


   

(4s)-1,4-dimethyl-4-[(1r)-1-methyl-2-methylidenecyclopentyl]cyclohex-1-ene

(4s)-1,4-dimethyl-4-[(1r)-1-methyl-2-methylidenecyclopentyl]cyclohex-1-ene

C15H24 (204.18779039999998)


   

(1r,6r,7r,8s,9r,10r,11s)-2,2,6,8-tetramethyltetracyclo[6.2.1.0¹,⁶.0⁷,⁹]undecane-10,11-diol

(1r,6r,7r,8s,9r,10r,11s)-2,2,6,8-tetramethyltetracyclo[6.2.1.0¹,⁶.0⁷,⁹]undecane-10,11-diol

C15H24O2 (236.1776204)


   

2,2,6,8-tetramethyltetracyclo[6.2.1.0¹,⁶.0⁷,⁹]undecane-10,11-diol

2,2,6,8-tetramethyltetracyclo[6.2.1.0¹,⁶.0⁷,⁹]undecane-10,11-diol

C15H24O2 (236.1776204)


   

(1s,2s,6s,7r)-1,2,6-trimethyl-8-methylidenetricyclo[5.3.1.0²,⁶]undecan-11-one

(1s,2s,6s,7r)-1,2,6-trimethyl-8-methylidenetricyclo[5.3.1.0²,⁶]undecan-11-one

C15H22O (218.1670562)


   

1,2,6-trimethyl-8-methylidenetricyclo[5.3.1.0²,⁶]undecan-11-one

1,2,6-trimethyl-8-methylidenetricyclo[5.3.1.0²,⁶]undecan-11-one

C15H22O (218.1670562)


   

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

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

C29H48O (412.37049579999996)


   

(1r,6r,7r,8r,9r,10s)-2,2,6,9-tetramethyltetracyclo[6.2.1.0¹,⁶.0⁷,⁹]undecan-10-ol

(1r,6r,7r,8r,9r,10s)-2,2,6,9-tetramethyltetracyclo[6.2.1.0¹,⁶.0⁷,⁹]undecan-10-ol

C15H24O (220.18270539999997)


   

5-methyl-8-(prop-1-en-2-yl)-3,4,4a,5,6,7,8,8a-octahydronaphthalene-2-carbaldehyde

5-methyl-8-(prop-1-en-2-yl)-3,4,4a,5,6,7,8,8a-octahydronaphthalene-2-carbaldehyde

C15H22O (218.1670562)


   

(1s,2r,6s,7r,8r)-1,2,6,8-tetramethyltricyclo[5.3.1.0²,⁶]undecan-9-one

(1s,2r,6s,7r,8r)-1,2,6,8-tetramethyltricyclo[5.3.1.0²,⁶]undecan-9-one

C15H24O (220.18270539999997)


   

1,2,6-trimethyl-8-methylidenetricyclo[5.3.1.0²,⁶]undecan-9-one

1,2,6-trimethyl-8-methylidenetricyclo[5.3.1.0²,⁶]undecan-9-one

C15H22O (218.1670562)


   

1,1,7,7a-tetramethyl-1ah,5h,6h,7h,7bh-cyclopropa[a]naphthalene

1,1,7,7a-tetramethyl-1ah,5h,6h,7h,7bh-cyclopropa[a]naphthalene

C15H22 (202.1721412)


   

1-methyl-4-(1,2,2-trimethylcyclopentyl)cyclohexa-1,4-diene

1-methyl-4-(1,2,2-trimethylcyclopentyl)cyclohexa-1,4-diene

C15H24 (204.18779039999998)


   

1,2,6,8-tetramethyltricyclo[5.3.1.0²,⁶]undec-8-en-11-ol

1,2,6,8-tetramethyltricyclo[5.3.1.0²,⁶]undec-8-en-11-ol

C15H24O (220.18270539999997)


   

(2s,3r,4s,5r)-2-{[(2r,3r,4r,5s,6r)-2-[2-(3,4-dihydroxyphenyl)ethoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}oxane-3,4,5-triol

(2s,3r,4s,5r)-2-{[(2r,3r,4r,5s,6r)-2-[2-(3,4-dihydroxyphenyl)ethoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}oxane-3,4,5-triol

C19H28O12 (448.1580688)


   

3-methylidene-6-(1,2,2-trimethylcyclopentyl)cyclohex-1-ene

3-methylidene-6-(1,2,2-trimethylcyclopentyl)cyclohex-1-ene

C15H24 (204.18779039999998)


   

(1s,2r,6s,7s)-1,2,6-trimethyl-8-methylidenetricyclo[5.3.1.0²,⁶]undecan-9-one

(1s,2r,6s,7s)-1,2,6-trimethyl-8-methylidenetricyclo[5.3.1.0²,⁶]undecan-9-one

C15H22O (218.1670562)


   

1,2,6-trimethyl-8-methylidenetricyclo[5.3.1.0²,⁶]undecan-11-yl acetate

1,2,6-trimethyl-8-methylidenetricyclo[5.3.1.0²,⁶]undecan-11-yl acetate

C17H26O2 (262.1932696)


   

2,2,6,9-tetramethyltetracyclo[6.2.1.0¹,⁶.0⁷,⁹]undecan-10-ol

2,2,6,9-tetramethyltetracyclo[6.2.1.0¹,⁶.0⁷,⁹]undecan-10-ol

C15H24O (220.18270539999997)


   

[5-methyl-8-(prop-1-en-2-yl)-3,4,4a,5,6,7,8,8a-octahydronaphthalen-2-yl]methanol

[5-methyl-8-(prop-1-en-2-yl)-3,4,4a,5,6,7,8,8a-octahydronaphthalen-2-yl]methanol

C15H24O (220.18270539999997)


   

(1r,6r,7r,8r,9r,10r)-2,2,6,9-tetramethyltetracyclo[6.2.1.0¹,⁶.0⁷,⁹]undecan-10-ol

(1r,6r,7r,8r,9r,10r)-2,2,6,9-tetramethyltetracyclo[6.2.1.0¹,⁶.0⁷,⁹]undecan-10-ol

C15H24O (220.18270539999997)


   

[(4ar,5s,8s,8ar)-5-methyl-8-(prop-1-en-2-yl)-3,4,4a,5,6,7,8,8a-octahydronaphthalen-2-yl]methyl acetate

[(4ar,5s,8s,8ar)-5-methyl-8-(prop-1-en-2-yl)-3,4,4a,5,6,7,8,8a-octahydronaphthalen-2-yl]methyl acetate

C17H26O2 (262.1932696)


   

(1s,2r,6s,7s,9s)-1,2,6-trimethyl-8-methylidenetricyclo[5.3.1.0²,⁶]undecan-9-ol

(1s,2r,6s,7s,9s)-1,2,6-trimethyl-8-methylidenetricyclo[5.3.1.0²,⁶]undecan-9-ol

C15H24O (220.18270539999997)


   

1-methyl-4-[(1s)-1,2,2-trimethylcyclopentyl]cyclohexa-1,4-diene

1-methyl-4-[(1s)-1,2,2-trimethylcyclopentyl]cyclohexa-1,4-diene

C15H24 (204.18779039999998)


   

4a,8,8-trimethyl-2-methylidene-hexahydro-1h-cyclopropa[e]naphthalen-7-ol

4a,8,8-trimethyl-2-methylidene-hexahydro-1h-cyclopropa[e]naphthalen-7-ol

C15H24O (220.18270539999997)


   

(6r)-3-methylidene-6-[(1s)-1,2,2-trimethylcyclopentyl]cyclohex-1-ene

(6r)-3-methylidene-6-[(1s)-1,2,2-trimethylcyclopentyl]cyclohex-1-ene

C15H24 (204.18779039999998)