Exact Mass: 302.1509

Exact Mass Matches: 302.1509

Found 169 metabolites which its exact mass value is equals to given mass value 302.1509, within given mass tolerance error 0.001 dalton. Try search metabolite list with more accurate mass tolerance error 0.0002 dalton.

Masoprocol

4-[(2S,3R)-3-[(3,4-dihydroxyphenyl)methyl]-2-methylbutyl]benzene-1,2-diol

C18H22O4 (302.1518)


Masoprocol is the meso-form of nordihydroguaiaretic acid. An antioxidant found in the creosote bush, Larrea divaricata, it is a potent lipoxygenase inhibitor that interferes with arachidonic acid metabolism. It also inhibits (though to a lesser extent) formyltetrahydrofolate synthetase, carboxylesterase, and cyclooxygenase. It has a role as an antineoplastic agent, a lipoxygenase inhibitor, a hypoglycemic agent and a metabolite. Masoprocol is a natural product found in Larrea divaricata, Schisandra chinensis, and Larrea tridentata with data available. Masoprocol is a naturally occurring antioxidant dicatechol originally derived from the creosote bush Larrea divaricatta with antipromoter, anti-inflammatory, and antineoplastic activities. Masoprocol directly inhibits activation of two receptor tyrosine kinases (RTKs), the insulin-like growth factor receptor (IGF-1R) and the c-erbB2/HER2/neu receptor, resulting in decreased proliferation of susceptible tumor cell populations. This agent may induce apoptosis in susceptible tumor cell populations as a result of disruption of the actin cytoskeleton in association with the activation of stress activated protein kinases (SAPKs). In addition, masoprocol inhibits arachidonic acid 5-lipoxygenase (5LOX), resulting in diminished synthesis of inflammatory mediators such as prostaglandins and leukotrienes. It may prevent leukocyte infiltration into tissues and the release of reactive oxygen species. A potent lipoxygenase inhibitor that interferes with arachidonic acid metabolism. The compound also inhibits formyltetrahydrofolate synthetase, carboxylesterase, and cyclooxygenase to a lesser extent. It also serves as an antioxidant in fats and oils. A potent lipoxygenase inhibitor that interferes with arachidonic acid metabolism. The compound also inhibits formyltetrahydrofolate synthetase, carboxylesterase, and cyclooxygenase to a lesser extent. It also serves as an antioxidant in fats and oils. Masoprocol, also known as actinex or meso-ndga, belongs to the class of organic compounds known as dibenzylbutane lignans. These are lignan compounds containing a 2,3-dibenzylbutane moiety. Symptoms of overdose or allergic reaction include bluish coloration of skin, dizziness, or feeling faint, wheezing or trouble in breathing. Masoprocol also inhibits prostaglandins but the significance of this action is not yet known. Masoprocol is a drug which is used for the treatment of actinic keratoses (precancerous skin growths that can become malignant if left untreated). It also serves as an antioxidant in fats and oils. Masoprocol is a potentially toxic compound. It is not known exactly how masoprocol works. Although the exact mechanism of action is not known, studies have shown that masoprocol is a potent 5-lipoxygenase inhibitor and has antiproliferative activity against keratinocytes in tissue culture, but the relationship between this activity and its effectiveness in actinic keratoses is unknown. A potent lipoxygenase inhibitor that interferes with arachidonic acid metabolism. The meso-form of nordihydroguaiaretic acid. An antioxidant found in the creosote bush, Larrea divaricata, it is a potent lipoxygenase inhibitor that interferes with arachidonic acid metabolism. It also inhibits (though to a lesser extent) formyltetrahydrofolate synthetase, carboxylesterase, and cyclooxygenase. D018501 - Antirheumatic Agents > D000894 - Anti-Inflammatory Agents, Non-Steroidal > D016861 - Cyclooxygenase Inhibitors D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents L - Antineoplastic and immunomodulating agents > L01 - Antineoplastic agents D004791 - Enzyme Inhibitors > D016859 - Lipoxygenase Inhibitors D002491 - Central Nervous System Agents > D000700 - Analgesics C471 - Enzyme Inhibitor > C1322 - Lipooxygenase Inhibitor D020011 - Protective Agents > D000975 - Antioxidants C26170 - Protective Agent > C275 - Antioxidant D000893 - Anti-Inflammatory Agents CONFIDENCE standard compound; INTERNAL_ID 611; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4658; ORIGINAL_PRECURSOR_SCAN_NO 4657 CONFIDENCE standard compound; INTERNAL_ID 611; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4580; ORIGINAL_PRECURSOR_SCAN_NO 4576 CONFIDENCE standard compound; INTERNAL_ID 611; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4551; ORIGINAL_PRECURSOR_SCAN_NO 4548 CONFIDENCE standard compound; INTERNAL_ID 611; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4643; ORIGINAL_PRECURSOR_SCAN_NO 4642 CONFIDENCE standard compound; INTERNAL_ID 611; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4651; ORIGINAL_PRECURSOR_SCAN_NO 4650 CONFIDENCE standard compound; INTERNAL_ID 611; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4591; ORIGINAL_PRECURSOR_SCAN_NO 4587 Masoprocol (meso-Nordihydroguaiaretic acid) is a potent and orally active lipoxygenase inhibitor. Masoprocol shows antihyperglycemic activity. Masoprocol decreases the glucose concentration and hepatic triglyceride in vivo. Masoprocol has the potential for the research of type II diabetes[1][2][3]. Masoprocol (meso-Nordihydroguaiaretic acid) is a potent and orally active lipoxygenase inhibitor. Masoprocol shows antihyperglycemic activity. Masoprocol decreases the glucose concentration and hepatic triglyceride in vivo. Masoprocol has the potential for the research of type II diabetes[1][2][3]. Masoprocol (meso-Nordihydroguaiaretic acid) is a potent and orally active lipoxygenase inhibitor. Masoprocol shows antihyperglycemic activity. Masoprocol decreases the glucose concentration and hepatic triglyceride in vivo. Masoprocol has the potential for the research of type II diabetes[1][2][3]. Nordihydroguaiaretic acid is a 5-lipoxygenase (5LOX) (IC50=8 μM) and tyrosine kinase inhibitor. Nordihydroguaiaretic acid is a 5-lipoxygenase (5LOX) (IC50=8 μM) and tyrosine kinase inhibitor. Nordihydroguaiaretic acid is a 5-lipoxygenase (5LOX) (IC50=8 μM) and tyrosine kinase inhibitor.

   

Enterodiol

[R-(R*,r*)]-2,3-bis[(3-hydroxyphenyl)methyl]-1,4-butanediol

C18H22O4 (302.1518)


Enterodiol is one of the most important lignan-type phytoestrogens identified in serum, urine, bile and seminal fluids of humans and animals. Phytoestrogens are a diverse group of compounds found in many edible plants that have, as their common denominator, a phenolic group that they share with estrogenic steroids. This phenolic group appears to play an important role in determining the estrogenic agonist/antagonistic properties of these compounds. Phytoestrogens have been categorized according to their chemical structures as isoflavones, lignans and coumestans. Enterodiol is formed by bacteria in the intestinal tract from the plant lignans matairesinol and secoisolariciresinol, which exist in various whole-grain cereals (barley, rye and wheat), seeds, nuts, legumes and vegetables. (PMID: 12270221, J Chromatogr B Analyt Technol Biomed Life Sci. 2002 Sep 25;777(1-2):289-309.) [HMDB]. Enterodiol is a biomarker for the consumption of soy beans and other soy products. Enterodiol is one of the most important lignan-type phytoestrogens identified in serum, urine, bile, and seminal fluids of humans and animals. Phytoestrogens are a diverse group of compounds found in many edible plants that have, as their common denominator, a phenolic group that they share with estrogenic steroids. This phenolic group appears to play an important role in determining the estrogenic agonist/antagonistic properties of these compounds. Phytoestrogens have been categorized according to their chemical structures as isoflavones, lignans, and coumestans. Enterodiol is formed by bacteria in the intestinal tract from the plant lignans matairesinol and secoisolariciresinol, which exist in various whole-grain cereals (barley, rye, and wheat), seeds, nuts, legumes, and vegetables (PMID: 12270221, J Chromatogr B Analyt Technol Biomed Life Sci. 2002 Sep 25;777(1-2):289-309.). Enterodiol is a biomarker for the consumption of soy beans and other soy products. D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D004967 - Estrogens

   
   

3,3-Dihydroxyhexestrol

4,4-(1,2-Diethylethylene)dipyrocatechol

C18H22O4 (302.1518)


   

prosolanapyrone III

Prosolanapyrone III; 4-Methoxy-2-oxo-6-(1E,7E,9E)-undeca-1,7,9-trien-1-yl-2H-pyran-3-carboxaldehyde

C18H22O4 (302.1518)


   

Solanapyrone A

Solanapyrone A

C18H22O4 (302.1518)


   

Verimol D

1,2-Bis(4-methoxyphenyl)-1,3-butanediol, 9CI

C18H22O4 (302.1518)


Verimol E is found in fruits. Verimol E is a constituent of Illicium verum (Chinese star anise). Constituent of Illicium verum (Chinese star anise). Verimol E is found in fruits.

   

6-Ketoestriol

(1R,2R,3AS,3BR,9BS,11as)-1,2,7-trihydroxy-11a-methyl-1,2,3,3a,3b,4,9b,10,11,11a-decahydro-5H-cyclopenta[a]phenanthren-5-one

C18H22O4 (302.1518)


6-Ketoestriol is a normal human metabolite that is in elevated concentration in the urine of patients with prolactinoma. (PMID 9812172) [HMDB] 6-Ketoestriol is a normal human metabolite that is in elevated concentration in the urine of patients with prolactinoma. (PMID 9812172).

   

2,3-Bis(3-hydroxybenzyl)butane-1,4-diol

2,3-bis[(3-hydroxyphenyl)methyl]butane-1,4-diol

C18H22O4 (302.1518)


D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D004967 - Estrogens

   

Pestaloficiol K

Pestaloficiol K

C18H22O4 (302.1518)


   

Heliotropinone A

Heliotropinone A

C18H22O4 (302.1518)


   

2-Senecioyl-4-[1-angeloyloxyethyl]-phenol

2-Senecioyl-4-[1-angeloyloxyethyl]-phenol

C18H22O4 (302.1518)


   

MCULE-1652797616

MCULE-1652797616

C18H22O4 (302.1518)


   

2-Acetoxycacalol methyl ether

2-Acetoxycacalol methyl ether

C18H22O4 (302.1518)


   
   

SCHEMBL2963174

SCHEMBL2963174

C18H22O4 (302.1518)


   

(2RS,3RS)-4,4,9,9-Tetrahydroxylignan|Enterodiol

(2RS,3RS)-4,4,9,9-Tetrahydroxylignan|Enterodiol

C18H22O4 (302.1518)


   

2,2,7-Trimethyl-5-hydroxy-8-(3-methyl-2-butenyl)-2H-1-benzopyran-6-carboxylic acid

2,2,7-Trimethyl-5-hydroxy-8-(3-methyl-2-butenyl)-2H-1-benzopyran-6-carboxylic acid

C18H22O4 (302.1518)


   

13-acetoxycacalol methyl ether

13-acetoxycacalol methyl ether

C18H22O4 (302.1518)


   

2,3-Dihydro-2,2-dimethyl-6-acetyl-8-(1-hydroxy-3-methyl-2-butenyl)chromone

2,3-Dihydro-2,2-dimethyl-6-acetyl-8-(1-hydroxy-3-methyl-2-butenyl)chromone

C18H22O4 (302.1518)


   

1,2-Bis(3,4-dimethoxyphenyl)ethane

1,2-Bis(3,4-dimethoxyphenyl)ethane

C18H22O4 (302.1518)


   

Mansonone I

Mansonone I

C18H22O4 (302.1518)


   

(-)-1,12-diacetoxy-tetradeca-4t,6t-diene-8,10-diyne|Di-Ac-4,6-Tetradecadiene-8,10-diyne-1,12-diol|Tetradeca-4,6-dien-8,10-diin-1,12-diol-diacetat

(-)-1,12-diacetoxy-tetradeca-4t,6t-diene-8,10-diyne|Di-Ac-4,6-Tetradecadiene-8,10-diyne-1,12-diol|Tetradeca-4,6-dien-8,10-diin-1,12-diol-diacetat

C18H22O4 (302.1518)


   

(1-Isomer,3-hydroxy-5-Acetyl-2-(2-hydroxyisopropyl)-7-prenylbenzofuran|5-acetyl-2-(2-hydroxyisopropyl)-7-(3-hydroxy-3-methyl-1E-butenyl)-benzofuran

(1-Isomer,3-hydroxy-5-Acetyl-2-(2-hydroxyisopropyl)-7-prenylbenzofuran|5-acetyl-2-(2-hydroxyisopropyl)-7-(3-hydroxy-3-methyl-1E-butenyl)-benzofuran

C18H22O4 (302.1518)


   

Dimethoxytolyl Propylresorcinol

Dimethoxytolyl Propylresorcinol

C18H22O4 (302.1518)


   

2-(or 3)-Methylbutanoyl-6-(Hydroxyacetyl)-2,2-dimethyl-2H-benzopyran

2-(or 3)-Methylbutanoyl-6-(Hydroxyacetyl)-2,2-dimethyl-2H-benzopyran

C18H22O4 (302.1518)


   

CHEMBL222164

CHEMBL222164

C18H22O4 (302.1518)


   

14-hydroxy-13-methoxy-8,11,13-podocarpatriene-3,7-dione

14-hydroxy-13-methoxy-8,11,13-podocarpatriene-3,7-dione

C18H22O4 (302.1518)


   

3-prenyl-4-(2-methylpropionyloxy)cinnamic acid

3-prenyl-4-(2-methylpropionyloxy)cinnamic acid

C18H22O4 (302.1518)


   

12-Isovaleryloxy-demethoxyencecalin

12-Isovaleryloxy-demethoxyencecalin

C18H22O4 (302.1518)


   

(1aS*,1bS*,7aS*,8aS*)-4,5-dimethoxy-1a,7a-dimethyl-1,1a,1b,2,7,7a,8,8a-octahydrocyclopropa[3,4]cyclopenta[1,2-b]naphthalene-3,6-dione

(1aS*,1bS*,7aS*,8aS*)-4,5-dimethoxy-1a,7a-dimethyl-1,1a,1b,2,7,7a,8,8a-octahydrocyclopropa[3,4]cyclopenta[1,2-b]naphthalene-3,6-dione

C18H22O4 (302.1518)


   

6-acetyl-2,2-dimethyl-8-(3-hydroxy-3-methyl-1E-butenyl)-chromanone

6-acetyl-2,2-dimethyl-8-(3-hydroxy-3-methyl-1E-butenyl)-chromanone

C18H22O4 (302.1518)


   

(6aS*,10aS*)-5,6a,9,9-tetramethyl-3,4,6a,7,9,10a-hexahydrocyclopenta[d][8,10]dioxono[g]isochromen-1(6H)-one|applanatine D

(6aS*,10aS*)-5,6a,9,9-tetramethyl-3,4,6a,7,9,10a-hexahydrocyclopenta[d][8,10]dioxono[g]isochromen-1(6H)-one|applanatine D

C18H22O4 (302.1518)


   

SCHEMBL2464674

SCHEMBL2464674

C18H22O4 (302.1518)


   

2-(4-methyl-3-pentenyl)-7-hydroxy-2,5-dimethyl-2H-chromene-6-carboxylic acid|anthopogochromenic acid

2-(4-methyl-3-pentenyl)-7-hydroxy-2,5-dimethyl-2H-chromene-6-carboxylic acid|anthopogochromenic acid

C18H22O4 (302.1518)


   

DTXSID20822468

DTXSID20822468

C18H22O4 (302.1518)


   

anthopogocyclolic acid

anthopogocyclolic acid

C18H22O4 (302.1518)


   

3,5-dihydroxy-2,5-dimethoxy-2,6-dimethyl bibenzyl|stilbostemin Y

3,5-dihydroxy-2,5-dimethoxy-2,6-dimethyl bibenzyl|stilbostemin Y

C18H22O4 (302.1518)


   

tanzawaic acid G

tanzawaic acid G

C18H22O4 (302.1518)


   
   

5-Acetyl-2,3-dihydrobenzofuran 2-(2-methyleneethanol)alpha-methylbutyrate

5-Acetyl-2,3-dihydrobenzofuran 2-(2-methyleneethanol)alpha-methylbutyrate

C18H22O4 (302.1518)


   
   

5-Acetyl-2-(2-hydroxyisopropyl)-7-(3-methylbutenoyl)benzofuran|5-acetyl-2-(2-hydroxyisopropyl)-7-isovalerylbenzofuran

5-Acetyl-2-(2-hydroxyisopropyl)-7-(3-methylbutenoyl)benzofuran|5-acetyl-2-(2-hydroxyisopropyl)-7-isovalerylbenzofuran

C18H22O4 (302.1518)


   

Heliotropinone B

Heliotropinone B

C18H22O4 (302.1518)


   

Di-Et ester-2,4,6,8,10,12-Tetradecahexaene-1,14-dioic,acid

Di-Et ester-2,4,6,8,10,12-Tetradecahexaene-1,14-dioic,acid

C18H22O4 (302.1518)


   

Di-Ac-2,9-Tetradecadiene-4,6-diyne-1,14-diol,

Di-Ac-2,9-Tetradecadiene-4,6-diyne-1,14-diol,

C18H22O4 (302.1518)


   

(6E,12E)-tetradeca-6,12-diene-8,10-diyne-1,3-diol diacetate|(6E,12E)-tetradecadiene-8,10-diyne-1,3-diol diacetate|1,3-diacetoxy-tetradeca-6E,12E-diene-8,10-diyne|Di-Ac-6,12-Tetradecadiene-8,10-diyne-1,3-diol

(6E,12E)-tetradeca-6,12-diene-8,10-diyne-1,3-diol diacetate|(6E,12E)-tetradecadiene-8,10-diyne-1,3-diol diacetate|1,3-diacetoxy-tetradeca-6E,12E-diene-8,10-diyne|Di-Ac-6,12-Tetradecadiene-8,10-diyne-1,3-diol

C18H22O4 (302.1518)


   

1-[2,2-Dimethyl-5,7-dihydroxy-6-(3-methyl-2-butenyl)-2H-1-benzopyran-8-yl]ethanone

1-[2,2-Dimethyl-5,7-dihydroxy-6-(3-methyl-2-butenyl)-2H-1-benzopyran-8-yl]ethanone

C18H22O4 (302.1518)


   

(+)-miliusane VIII|1beta-(2,6-dimethylhepta-1,5-dienyl)-2-oxa-spiro[4.5]dec-7-ene-3,6,9-trione

(+)-miliusane VIII|1beta-(2,6-dimethylhepta-1,5-dienyl)-2-oxa-spiro[4.5]dec-7-ene-3,6,9-trione

C18H22O4 (302.1518)


   

MLS003115408

MLS003115408

C18H22O4 (302.1518)


   

(rel-2S,10aR)-2,8-dihydroxy-6-methylxy-1,1,7-trimethyl-2,3,10,10a-tetrahydrp-1H-phenanthren-9-one

(rel-2S,10aR)-2,8-dihydroxy-6-methylxy-1,1,7-trimethyl-2,3,10,10a-tetrahydrp-1H-phenanthren-9-one

C18H22O4 (302.1518)


   

7-(E)-but-2-enyl-3,4-dihydro-6,8-dihydroxy-(3R)-pent-3-(E)-enylisochromen-1-one

7-(E)-but-2-enyl-3,4-dihydro-6,8-dihydroxy-(3R)-pent-3-(E)-enylisochromen-1-one

C18H22O4 (302.1518)


   

3-hydroxy-5,2,4-trimethoxy-2-methyl bibenzyl|stilbostemin U

3-hydroxy-5,2,4-trimethoxy-2-methyl bibenzyl|stilbostemin U

C18H22O4 (302.1518)


   

Cannabiorcichromenic acid

Cannabiorcichromenic acid

C18H22O4 (302.1518)


   

<1-(7-Methoxy-2,2-dimethyl-2H-chromen-6-yl)ethyl>-2-methylacrylat|[1-(7-Methoxy-2,2-dimethyl-2H-chromen-6-yl)ethyl]-2-methylacrylat

<1-(7-Methoxy-2,2-dimethyl-2H-chromen-6-yl)ethyl>-2-methylacrylat|[1-(7-Methoxy-2,2-dimethyl-2H-chromen-6-yl)ethyl]-2-methylacrylat

C18H22O4 (302.1518)


   

3,5-dihydroxy-2,4-dimethoxy-2,6-dimethyl bibenzyl|stilbostemin X

3,5-dihydroxy-2,4-dimethoxy-2,6-dimethyl bibenzyl|stilbostemin X

C18H22O4 (302.1518)


   

13-methoxy-8,12-podcarpadiene-2,11,14-trione|13-Methoxy-8,12-podocarpadiene-2,11,14-trione

13-methoxy-8,12-podcarpadiene-2,11,14-trione|13-Methoxy-8,12-podocarpadiene-2,11,14-trione

C18H22O4 (302.1518)


   

6beta-propionyloxy-1(10)-dehydrofuroeremophil-9-one|6beta-propionyloxy-1,10-dehydrofuranoeremophil-9-one

6beta-propionyloxy-1(10)-dehydrofuroeremophil-9-one|6beta-propionyloxy-1,10-dehydrofuranoeremophil-9-one

C18H22O4 (302.1518)


   
   

stilbostemin V

stilbostemin V

C18H22O4 (302.1518)


   

Nordihydroguaiaretic_acid

InChI=1/C18H22O4/c1-11(7-13-3-5-15(19)17(21)9-13)12(2)8-14-4-6-16(20)18(22)10-14/h3-6,9-12,19-22H,7-8H2,1-2H3

C18H22O4 (302.1518)


Nordihydroguaiaretic acid is a tetrol that is butane which is substituted at positions 2 and 3 by 3,4-dihydroxybenzyl groups. Masoprocol, the meso-form found in the leaves of the creosote bush (Larrea divaricata), is a potent lipoxygenase inhibitor. It has a role as an antioxidant, a plant metabolite, a ferroptosis inhibitor and a geroprotector. It is a member of catechols, a tetrol and a lignan. Nordihydroguaiaretic acid is a natural product found in Arabidopsis thaliana, Schisandra chinensis, and other organisms with data available. A potent lipoxygenase inhibitor that interferes with arachidonic acid metabolism. The compound also inhibits formyltetrahydrofolate synthetase, carboxylesterase, and cyclooxygenase to a lesser extent. It also serves as an antioxidant in fats and oils. D018501 - Antirheumatic Agents > D000894 - Anti-Inflammatory Agents, Non-Steroidal > D016861 - Cyclooxygenase Inhibitors D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents D004791 - Enzyme Inhibitors > D016859 - Lipoxygenase Inhibitors D002491 - Central Nervous System Agents > D000700 - Analgesics D020011 - Protective Agents > D000975 - Antioxidants D000893 - Anti-Inflammatory Agents Nordihydroguaiaretic acid is a 5-lipoxygenase (5LOX) (IC50=8 μM) and tyrosine kinase inhibitor. Nordihydroguaiaretic acid is a 5-lipoxygenase (5LOX) (IC50=8 μM) and tyrosine kinase inhibitor. Nordihydroguaiaretic acid is a 5-lipoxygenase (5LOX) (IC50=8 μM) and tyrosine kinase inhibitor.

   

Nordihydroguaiaretic Acid

Nordihydroguaiaretic Acid

C18H22O4 (302.1518)


A tetrol that is butane which is substituted at positions 2 and 3 by 3,4-dihydroxybenzyl groups. Masoprocol, the meso-form found in the leaves of the creosote bush (Larrea divaricata), is a potent lipoxygenase inhibitor. D018501 - Antirheumatic Agents > D000894 - Anti-Inflammatory Agents, Non-Steroidal > D016861 - Cyclooxygenase Inhibitors relative retention time with respect to 9-anthracene Carboxylic Acid is 1.073 D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents D004791 - Enzyme Inhibitors > D016859 - Lipoxygenase Inhibitors D002491 - Central Nervous System Agents > D000700 - Analgesics D020011 - Protective Agents > D000975 - Antioxidants D000893 - Anti-Inflammatory Agents relative retention time with respect to 9-anthracene Carboxylic Acid is 1.074 Nordihydroguaiaretic acid is a 5-lipoxygenase (5LOX) (IC50=8 μM) and tyrosine kinase inhibitor. Nordihydroguaiaretic acid is a 5-lipoxygenase (5LOX) (IC50=8 μM) and tyrosine kinase inhibitor. Nordihydroguaiaretic acid is a 5-lipoxygenase (5LOX) (IC50=8 μM) and tyrosine kinase inhibitor.

   

NORDIHYDROGUAIARETIC ACID

NCGC00015741-06!NORDIHYDROGUAIARETIC ACID

C18H22O4 (302.1518)


   

4-[4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol

NCGC00015741-12!4-[4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol

C18H22O4 (302.1518)


   

C18H22O4_2-(5-Acetyl-2,3-dihydro-1-benzofuran-2-yl)-2-propen-1-yl 3-methylbutanoate

NCGC00386003-01_C18H22O4_2-(5-Acetyl-2,3-dihydro-1-benzofuran-2-yl)-2-propen-1-yl 3-methylbutanoate

C18H22O4 (302.1518)


   

Enterodiol

Enterodiol

C18H22O4 (302.1518)


D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D004967 - Estrogens Annotation level-1

   

(4S,5Z,6S)-4-(2-methoxy-2-oxoethyl)-5-[2-[(E)-3-phenylprop-2-enoyl]oxyethylidene]-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylic acid

(4S,5Z,6S)-4-(2-methoxy-2-oxoethyl)-5-[2-[(E)-3-phenylprop-2-enoyl]oxyethylidene]-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylic acid

C18H22O4 (302.1518)


   

2-(5-acetyl-2,3-dihydro-1-benzofuran-2-yl)prop-2-enyl 3-methylbutanoate

2-(5-acetyl-2,3-dihydro-1-benzofuran-2-yl)prop-2-enyl 3-methylbutanoate

C18H22O4 (302.1518)


   

Compound3 from S.guyanensis

Compound3 from S.guyanensis

C18H22O4 (302.1518)


   

Compound1 from S.guyanensis

Compound1 from S.guyanensis

C18H22O4 (302.1518)


   

3,3,4,4-tetrahydroxylignan

3,3,4,4-tetrahydroxylignan

C18H22O4 (302.1518)


Origin: Plant

   

Nordihydroguaiaretic acid_major

Nordihydroguaiaretic acid_major

C18H22O4 (302.1518)


   

6-Ketoestriol

6-Ketoestriol

C18H22O4 (302.1518)


A 3-hydroxy steroid that is estriol carrying an oxo group at position 6.

   

Verimol D

1,2-Bis(4-methoxyphenyl)-1,3-butanediol, 9CI

C18H22O4 (302.1518)


   

ST 18:4;O4

1,3,5(10)-estratrien-17-one-3,7,8-triol

C18H22O4 (302.1518)


   

4,4,5,5-tetramethoxy-2,2-dimethyl-1,1-biphenyl

4,4,5,5-tetramethoxy-2,2-dimethyl-1,1-biphenyl

C18H22O4 (302.1518)


   

6,8-di(tert-butyl)-4-oxo-4h-chromene-2-carboxylic acid

6,8-di(tert-butyl)-4-oxo-4h-chromene-2-carboxylic acid

C18H22O4 (302.1518)


   

(-)-1,4-DI-O-BENZYL-L-THREITOL

(2S,3S)-1,4-Bis(benzyloxy)-2,3-butanediol

C18H22O4 (302.1518)


   

4-Methyl-2-oxo-2H-chromen-7-yl octanoate

4-Methyl-2-oxo-2H-chromen-7-yl octanoate

C18H22O4 (302.1518)


4-Methylumbelliferyl octanoate is a octoate. 4-Methylumbelliferyl octanoate can be used as a s ubstrate of hog pancreatic lipase[1].

   

6-T-BUTYLDIMETHYSILYLOXY-2-NAPHTHALENEBORONIC ACID

6-T-BUTYLDIMETHYSILYLOXY-2-NAPHTHALENEBORONIC ACID

C16H23BO3Si (302.1509)


   

(2R,3R)-1,4-Bis(benzyloxy)-2,3-butanediol

(2R,3R)-1,4-Bis(benzyloxy)-2,3-butanediol

C18H22O4 (302.1518)


   

(+)-(3Ar,4R,5R,6as)-hexahydro-5-hydroxy-4-[(1E,3R)-3-hydroxy-5-phenyl-1-pentenyl]-2H-cyclopenta[b]furan-2-one

(+)-(3Ar,4R,5R,6as)-hexahydro-5-hydroxy-4-[(1E,3R)-3-hydroxy-5-phenyl-1-pentenyl]-2H-cyclopenta[b]furan-2-one

C18H22O4 (302.1518)


   

solanapyrone D

solanapyrone D

C18H22O4 (302.1518)


   

4-[(2r,3s)-3-[(3,4-Dihydroxyphenyl)methyl]-2-Methylbutyl]benzene-1,2-Diol

4-[(2r,3s)-3-[(3,4-Dihydroxyphenyl)methyl]-2-Methylbutyl]benzene-1,2-Diol

C18H22O4 (302.1518)


   

5-(3,3-dimethyl-2-oxobutoxy)-4-ethyl-7-methyl-2H-chromen-2-one

5-(3,3-dimethyl-2-oxobutoxy)-4-ethyl-7-methyl-2H-chromen-2-one

C18H22O4 (302.1518)


   

Masoprocol

Masoprocol

C18H22O4 (302.1518)


D018501 - Antirheumatic Agents > D000894 - Anti-Inflammatory Agents, Non-Steroidal > D016861 - Cyclooxygenase Inhibitors D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents L - Antineoplastic and immunomodulating agents > L01 - Antineoplastic agents D004791 - Enzyme Inhibitors > D016859 - Lipoxygenase Inhibitors D002491 - Central Nervous System Agents > D000700 - Analgesics C471 - Enzyme Inhibitor > C1322 - Lipooxygenase Inhibitor D020011 - Protective Agents > D000975 - Antioxidants C26170 - Protective Agent > C275 - Antioxidant D000893 - Anti-Inflammatory Agents Masoprocol (meso-Nordihydroguaiaretic acid) is a potent and orally active lipoxygenase inhibitor. Masoprocol shows antihyperglycemic activity. Masoprocol decreases the glucose concentration and hepatic triglyceride in vivo. Masoprocol has the potential for the research of type II diabetes[1][2][3]. Masoprocol (meso-Nordihydroguaiaretic acid) is a potent and orally active lipoxygenase inhibitor. Masoprocol shows antihyperglycemic activity. Masoprocol decreases the glucose concentration and hepatic triglyceride in vivo. Masoprocol has the potential for the research of type II diabetes[1][2][3]. Masoprocol (meso-Nordihydroguaiaretic acid) is a potent and orally active lipoxygenase inhibitor. Masoprocol shows antihyperglycemic activity. Masoprocol decreases the glucose concentration and hepatic triglyceride in vivo. Masoprocol has the potential for the research of type II diabetes[1][2][3].

   

Actinex

4-[(2S,3R)-4-(3,4-dihydroxyphenyl)-2,3-dimethyl-butyl]benzene-1,2-diol

C18H22O4 (302.1518)


D018501 - Antirheumatic Agents > D000894 - Anti-Inflammatory Agents, Non-Steroidal > D016861 - Cyclooxygenase Inhibitors D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents L - Antineoplastic and immunomodulating agents > L01 - Antineoplastic agents D004791 - Enzyme Inhibitors > D016859 - Lipoxygenase Inhibitors D002491 - Central Nervous System Agents > D000700 - Analgesics C471 - Enzyme Inhibitor > C1322 - Lipooxygenase Inhibitor D020011 - Protective Agents > D000975 - Antioxidants C26170 - Protective Agent > C275 - Antioxidant D000893 - Anti-Inflammatory Agents Masoprocol (meso-Nordihydroguaiaretic acid) is a potent and orally active lipoxygenase inhibitor. Masoprocol shows antihyperglycemic activity. Masoprocol decreases the glucose concentration and hepatic triglyceride in vivo. Masoprocol has the potential for the research of type II diabetes[1][2][3]. Masoprocol (meso-Nordihydroguaiaretic acid) is a potent and orally active lipoxygenase inhibitor. Masoprocol shows antihyperglycemic activity. Masoprocol decreases the glucose concentration and hepatic triglyceride in vivo. Masoprocol has the potential for the research of type II diabetes[1][2][3]. Masoprocol (meso-Nordihydroguaiaretic acid) is a potent and orally active lipoxygenase inhibitor. Masoprocol shows antihyperglycemic activity. Masoprocol decreases the glucose concentration and hepatic triglyceride in vivo. Masoprocol has the potential for the research of type II diabetes[1][2][3].

   

5-(3,3-Dimethyl-2-oxobutoxy)-3,4,7-trimethyl-1-benzopyran-2-one

5-(3,3-Dimethyl-2-oxobutoxy)-3,4,7-trimethyl-1-benzopyran-2-one

C18H22O4 (302.1518)


   

(4Br,8aS)-3-hydroxy-4b,8,8-trimethyl-7-oxo-6,8a,9,10-tetrahydro-5H-phenanthrene-2-carboxylic acid

(4Br,8aS)-3-hydroxy-4b,8,8-trimethyl-7-oxo-6,8a,9,10-tetrahydro-5H-phenanthrene-2-carboxylic acid

C18H22O4 (302.1518)


   

4-(1-Hydroxy-3-phenylpropyl)-5-methoxy-2,6-dimethylbenzene-1,3-diol

4-(1-Hydroxy-3-phenylpropyl)-5-methoxy-2,6-dimethylbenzene-1,3-diol

C18H22O4 (302.1518)


   

(2S,10aS)-2-hydroxy-6,7-dimethoxy-1,1-dimethyl-2,9,10,10a-tetrahydrophenanthren-3-one

(2S,10aS)-2-hydroxy-6,7-dimethoxy-1,1-dimethyl-2,9,10,10a-tetrahydrophenanthren-3-one

C18H22O4 (302.1518)


   

2,3-Bis(3-hydroxybenzyl)butane-1,4-diol

2,3-Bis(3-hydroxybenzyl)butane-1,4-diol

C18H22O4 (302.1518)


D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D004967 - Estrogens

   

FAHFA 9:3/O-9:3

FAHFA 9:3/O-9:3

C18H22O4 (302.1518)


   

[(3as,6ar,8s,9ar,9bs)-3,6,9-trimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-8-yl]methyl acetate

[(3as,6ar,8s,9ar,9bs)-3,6,9-trimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-8-yl]methyl acetate

C18H22O4 (302.1518)


   

1-(acetyloxy)tetradeca-6,12-dien-8,10-diyn-3-yl acetate

1-(acetyloxy)tetradeca-6,12-dien-8,10-diyn-3-yl acetate

C18H22O4 (302.1518)


   

2-(5-acetyl-2,3-dihydro-1-benzofuran-2-yl)prop-2-en-1-yl 2-methylbutanoate

2-(5-acetyl-2,3-dihydro-1-benzofuran-2-yl)prop-2-en-1-yl 2-methylbutanoate

C18H22O4 (302.1518)


   

(1r,5r)-1-[(1e)-2,6-dimethylhepta-1,5-dien-1-yl]-2-oxaspiro[4.5]dec-7-ene-3,6,9-trione

(1r,5r)-1-[(1e)-2,6-dimethylhepta-1,5-dien-1-yl]-2-oxaspiro[4.5]dec-7-ene-3,6,9-trione

C18H22O4 (302.1518)


   

(5r,8r)-5-ethenyl-2,3-dimethoxy-5-methyl-8-(prop-1-en-2-yl)-7,8-dihydro-6h-naphthalene-1,4-dione

(5r,8r)-5-ethenyl-2,3-dimethoxy-5-methyl-8-(prop-1-en-2-yl)-7,8-dihydro-6h-naphthalene-1,4-dione

C18H22O4 (302.1518)


   

(2e,4e)-5-[(6r,8r)-6-hydroxy-2-(hydroxymethyl)-6,8-dimethyl-7,8-dihydro-5h-naphthalen-1-yl]penta-2,4-dienoic acid

(2e,4e)-5-[(6r,8r)-6-hydroxy-2-(hydroxymethyl)-6,8-dimethyl-7,8-dihydro-5h-naphthalen-1-yl]penta-2,4-dienoic acid

C18H22O4 (302.1518)


   

1-{9-hydroxy-1,5,5-trimethyl-6,15-dioxatetracyclo[9.3.1.0⁴,¹³.0⁷,¹²]pentadeca-7(12),8,10-trien-8-yl}ethanone

1-{9-hydroxy-1,5,5-trimethyl-6,15-dioxatetracyclo[9.3.1.0⁴,¹³.0⁷,¹²]pentadeca-7(12),8,10-trien-8-yl}ethanone

C18H22O4 (302.1518)


   

1-[4-hydroxy-3-(3-methylbut-2-enoyl)phenyl]ethyl (2z)-2-methylbut-2-enoate

1-[4-hydroxy-3-(3-methylbut-2-enoyl)phenyl]ethyl (2z)-2-methylbut-2-enoate

C18H22O4 (302.1518)


   

1-[7-(3-hydroxy-3-methylbut-1-en-1-yl)-2-(2-hydroxypropan-2-yl)-1-benzofuran-5-yl]ethanone

1-[7-(3-hydroxy-3-methylbut-1-en-1-yl)-2-(2-hydroxypropan-2-yl)-1-benzofuran-5-yl]ethanone

C18H22O4 (302.1518)


   

5-hydroxy-2,7-dimethyl-2-(4-methylpent-3-en-1-yl)chromene-6-carboxylic acid

5-hydroxy-2,7-dimethyl-2-(4-methylpent-3-en-1-yl)chromene-6-carboxylic acid

C18H22O4 (302.1518)


   

{9-methoxy-4,5-dimethyl-5h,6h,7h,8h-naphtho[2,3-b]furan-3-yl}methyl acetate

{9-methoxy-4,5-dimethyl-5h,6h,7h,8h-naphtho[2,3-b]furan-3-yl}methyl acetate

C18H22O4 (302.1518)


   

(6s,7r)-6-ethenyl-2,3-dimethoxy-6-methyl-7-(prop-1-en-2-yl)-7,8-dihydro-5h-naphthalene-1,4-dione

(6s,7r)-6-ethenyl-2,3-dimethoxy-6-methyl-7-(prop-1-en-2-yl)-7,8-dihydro-5h-naphthalene-1,4-dione

C18H22O4 (302.1518)


   

(1s,9s,12r,14s)-3-hydroxy-5,9,13,13-tetramethyl-8-oxatetracyclo[7.4.1.0²,⁷.0¹²,¹⁴]tetradeca-2(7),3,5-triene-4-carboxylic acid

(1s,9s,12r,14s)-3-hydroxy-5,9,13,13-tetramethyl-8-oxatetracyclo[7.4.1.0²,⁷.0¹²,¹⁴]tetradeca-2(7),3,5-triene-4-carboxylic acid

C18H22O4 (302.1518)


   

2,13,13,16-tetramethyl-6,12,14-trioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁶]heptadeca-1(10),2,8-trien-7-one

2,13,13,16-tetramethyl-6,12,14-trioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁶]heptadeca-1(10),2,8-trien-7-one

C18H22O4 (302.1518)


   

2-[(2r)-5-acetyl-2,3-dihydro-1-benzofuran-2-yl]prop-2-en-1-yl 2-methylbutanoate

2-[(2r)-5-acetyl-2,3-dihydro-1-benzofuran-2-yl]prop-2-en-1-yl 2-methylbutanoate

C18H22O4 (302.1518)


   

13-methoxy-8,12-podocarpadiene-2,11,14-trione

NA

C18H22O4 (302.1518)


{"Ingredient_id": "HBIN001256","Ingredient_name": "13-methoxy-8,12-podocarpadiene-2,11,14-trione","Alias": "NA","Ingredient_formula": "C18H22O4","Ingredient_Smile": "CC1(CC(=O)CC2(C1CCC3=C2C(=O)C=C(C3=O)OC)C)C","Ingredient_weight": "NA","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "14066","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "NA","DrugBank_id": "NA"}

   

(1as*,1bs*,7as*,8as*)-4,5-dimethoxy-1a,7a-dimethyl-1,1a,1b,2,7,7a,8,8a-octahydrocyclopropa[3,4]cyclopenta[1,2-b ]naphthalene-3,6-dione

NA

C18H22O4 (302.1518)


{"Ingredient_id": "HBIN002330","Ingredient_name": "(1as*,1bs*,7as*,8as*)-4,5-dimethoxy-1a,7a-dimethyl-1,1a,1b,2,7,7a,8,8a-octahydrocyclopropa[3,4]cyclopenta[1,2-b ]naphthalene-3,6-dione","Alias": "NA","Ingredient_formula": "C18H22O4","Ingredient_Smile": "CC12CC3CC3(C1CC4=C(C2)C(=O)C(=C(C4=O)OC)OC)C","Ingredient_weight": "NA","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "6220","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "NA","DrugBank_id": "NA"}

   

6,12-tetradecadiene-8,10-diyne-1,3-diol; (e,e)-form,di-ac

NA

C18H22O4 (302.1518)


{"Ingredient_id": "HBIN012004","Ingredient_name": "6,12-tetradecadiene-8,10-diyne-1,3-diol; (e,e)-form,di-ac","Alias": "NA","Ingredient_formula": "C18H22O4","Ingredient_Smile": "NA","Ingredient_weight": "302.36","OB_score": "NA","CAS_id": "89913-46-2","SymMap_id": "NA","TCMID_id": "NA","TCMSP_id": "NA","TCM_ID_id": "7625","PubChem_id": "NA","DrugBank_id": "NA"}

   

1-[2-(3,4-dimethoxyphenyl)ethyl]-3,5-dimethoxybenzene

1-[2-(3,4-dimethoxyphenyl)ethyl]-3,5-dimethoxybenzene

C18H22O4 (302.1518)


   

(8as,10ar)-2,3-dimethoxy-8a-methyl-5-methylidene-6,7,8,9,10,10a-hexahydroanthracene-1,4-dione

(8as,10ar)-2,3-dimethoxy-8a-methyl-5-methylidene-6,7,8,9,10,10a-hexahydroanthracene-1,4-dione

C18H22O4 (302.1518)


   

(3r)-7-[(2e)-but-2-en-1-yl]-6,8-dihydroxy-3-[(3e)-pent-3-en-1-yl]-3,4-dihydro-2-benzopyran-1-one

(3r)-7-[(2e)-but-2-en-1-yl]-6,8-dihydroxy-3-[(3e)-pent-3-en-1-yl]-3,4-dihydro-2-benzopyran-1-one

C18H22O4 (302.1518)


   

(5s,7s)-9-methoxy-3,5,7-trimethyl-5h,6h,7h,8h-naphtho[2,3-b]furan-4-yl acetate

(5s,7s)-9-methoxy-3,5,7-trimethyl-5h,6h,7h,8h-naphtho[2,3-b]furan-4-yl acetate

C18H22O4 (302.1518)


   

6-acetyl-8-[(1e)-3-hydroxy-3-methylbut-1-en-1-yl]-2,2-dimethyl-3h-1-benzopyran-4-one

6-acetyl-8-[(1e)-3-hydroxy-3-methylbut-1-en-1-yl]-2,2-dimethyl-3h-1-benzopyran-4-one

C18H22O4 (302.1518)


   

2-methoxy-4b,8,8-trimethyl-7,8a,9,10-tetrahydro-5h-phenanthrene-1,4,6-trione

2-methoxy-4b,8,8-trimethyl-7,8a,9,10-tetrahydro-5h-phenanthrene-1,4,6-trione

C18H22O4 (302.1518)


   

{3,6,9-trimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-8-yl}methyl acetate

{3,6,9-trimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-8-yl}methyl acetate

C18H22O4 (302.1518)


   

6-acetyl-8-(3-hydroxy-3-methylbut-1-en-1-yl)-2,2-dimethyl-3h-1-benzopyran-4-one

6-acetyl-8-(3-hydroxy-3-methylbut-1-en-1-yl)-2,2-dimethyl-3h-1-benzopyran-4-one

C18H22O4 (302.1518)


   

7-(but-2-en-1-yl)-6,8-dihydroxy-3-(pent-3-en-1-yl)-3,4-dihydro-2-benzopyran-1-one

7-(but-2-en-1-yl)-6,8-dihydroxy-3-(pent-3-en-1-yl)-3,4-dihydro-2-benzopyran-1-one

C18H22O4 (302.1518)


   

6-[(1s,2r,4as,8as)-2-methyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]-4-methoxy-2-oxopyran-3-carbaldehyde

6-[(1s,2r,4as,8as)-2-methyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]-4-methoxy-2-oxopyran-3-carbaldehyde

C18H22O4 (302.1518)


   

4-[3-(2,4-dimethoxyphenyl)propyl]-2-methoxyphenol

4-[3-(2,4-dimethoxyphenyl)propyl]-2-methoxyphenol

C18H22O4 (302.1518)


   

1-(2,6-dimethylhepta-1,5-dien-1-yl)-2-oxaspiro[4.5]dec-7-ene-3,6,9-trione

1-(2,6-dimethylhepta-1,5-dien-1-yl)-2-oxaspiro[4.5]dec-7-ene-3,6,9-trione

C18H22O4 (302.1518)


   

(3r,4r,6r,8r)-12,13-dimethoxy-4,8-dimethyltetracyclo[8.4.0.0³,⁸.0⁴,⁶]tetradeca-1(10),12-diene-11,14-dione

(3r,4r,6r,8r)-12,13-dimethoxy-4,8-dimethyltetracyclo[8.4.0.0³,⁸.0⁴,⁶]tetradeca-1(10),12-diene-11,14-dione

C18H22O4 (302.1518)


   

12,13-dimethoxy-4,8-dimethyltetracyclo[8.4.0.0³,⁸.0⁴,⁶]tetradeca-1(10),12-diene-11,14-dione

12,13-dimethoxy-4,8-dimethyltetracyclo[8.4.0.0³,⁸.0⁴,⁶]tetradeca-1(10),12-diene-11,14-dione

C18H22O4 (302.1518)


   

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

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

C18H22O4 (302.1518)


   

4-methoxy-6-(2-methyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl)-2-oxopyran-3-carbaldehyde

4-methoxy-6-(2-methyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl)-2-oxopyran-3-carbaldehyde

C18H22O4 (302.1518)


   

2-(2,2-dimethylchromen-6-yl)-2-oxoethyl 3-methylbutanoate

2-(2,2-dimethylchromen-6-yl)-2-oxoethyl 3-methylbutanoate

C18H22O4 (302.1518)


   

6-hydroxy-7-methoxy-1,1,4a-trimethyl-3,4,10,10a-tetrahydrophenanthrene-2,9-dione

6-hydroxy-7-methoxy-1,1,4a-trimethyl-3,4,10,10a-tetrahydrophenanthrene-2,9-dione

C18H22O4 (302.1518)


   

(11s,16s)-2,13,13,16-tetramethyl-6,12,14-trioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁶]heptadeca-1(10),2,8-trien-7-one

(11s,16s)-2,13,13,16-tetramethyl-6,12,14-trioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁶]heptadeca-1(10),2,8-trien-7-one

C18H22O4 (302.1518)


   

2,3-dimethoxy-8a-methyl-5-methylidene-6,7,8,9,10,10a-hexahydroanthracene-1,4-dione

2,3-dimethoxy-8a-methyl-5-methylidene-6,7,8,9,10,10a-hexahydroanthracene-1,4-dione

C18H22O4 (302.1518)


   

1-[(1s,4r,13s)-9-hydroxy-1,5,5-trimethyl-6,15-dioxatetracyclo[9.3.1.0⁴,¹³.0⁷,¹²]pentadeca-7,9,11-trien-10-yl]ethanone

1-[(1s,4r,13s)-9-hydroxy-1,5,5-trimethyl-6,15-dioxatetracyclo[9.3.1.0⁴,¹³.0⁷,¹²]pentadeca-7,9,11-trien-10-yl]ethanone

C18H22O4 (302.1518)


   

1-{9-hydroxy-1,5,5-trimethyl-6,15-dioxatetracyclo[9.3.1.0⁴,¹³.0⁷,¹²]pentadeca-7,9,11-trien-10-yl}ethanone

1-{9-hydroxy-1,5,5-trimethyl-6,15-dioxatetracyclo[9.3.1.0⁴,¹³.0⁷,¹²]pentadeca-7,9,11-trien-10-yl}ethanone

C18H22O4 (302.1518)


   

6-hydroxy-2,2-dimethyl-8-(3-methylbut-2-en-1-yl)chromen-4-yl acetate

6-hydroxy-2,2-dimethyl-8-(3-methylbut-2-en-1-yl)chromen-4-yl acetate

C18H22O4 (302.1518)


   

9-methoxy-3,4,5-trimethyl-5h,6h,7h,8h-naphtho[2,3-b]furan-6-yl acetate

9-methoxy-3,4,5-trimethyl-5h,6h,7h,8h-naphtho[2,3-b]furan-6-yl acetate

C18H22O4 (302.1518)


   

(4as,10ar)-6-hydroxy-7-methoxy-1,1,4a-trimethyl-3,4,10,10a-tetrahydrophenanthrene-2,9-dione

(4as,10ar)-6-hydroxy-7-methoxy-1,1,4a-trimethyl-3,4,10,10a-tetrahydrophenanthrene-2,9-dione

C18H22O4 (302.1518)


   

(6as,10ar)-1-hydroxy-3,6,6,9-tetramethyl-6ah,7h,8h,10ah-benzo[c]isochromene-4-carboxylic acid

(6as,10ar)-1-hydroxy-3,6,6,9-tetramethyl-6ah,7h,8h,10ah-benzo[c]isochromene-4-carboxylic acid

C18H22O4 (302.1518)


   

1-[(1s,4r,13s)-9-hydroxy-1,5,5-trimethyl-6,15-dioxatetracyclo[9.3.1.0⁴,¹³.0⁷,¹²]pentadeca-7(12),8,10-trien-8-yl]ethanone

1-[(1s,4r,13s)-9-hydroxy-1,5,5-trimethyl-6,15-dioxatetracyclo[9.3.1.0⁴,¹³.0⁷,¹²]pentadeca-7(12),8,10-trien-8-yl]ethanone

C18H22O4 (302.1518)


   

(2s,10as)-2,8-dihydroxy-6-methoxy-1,1,7-trimethyl-2,3,10,10a-tetrahydrophenanthren-9-one

(2s,10as)-2,8-dihydroxy-6-methoxy-1,1,7-trimethyl-2,3,10,10a-tetrahydrophenanthren-9-one

C18H22O4 (302.1518)


   

6-ethenyl-2,3-dimethoxy-6-methyl-7-(prop-1-en-2-yl)-7,8-dihydro-5h-naphthalene-1,4-dione

6-ethenyl-2,3-dimethoxy-6-methyl-7-(prop-1-en-2-yl)-7,8-dihydro-5h-naphthalene-1,4-dione

C18H22O4 (302.1518)


   

4-[(2r,3r)-4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol

4-[(2r,3r)-4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol

C18H22O4 (302.1518)


   

(4bs,8as)-2-methoxy-4b,8,8-trimethyl-7,8a,9,10-tetrahydro-5h-phenanthrene-1,4,6-trione

(4bs,8as)-2-methoxy-4b,8,8-trimethyl-7,8a,9,10-tetrahydro-5h-phenanthrene-1,4,6-trione

C18H22O4 (302.1518)


   

3,4-dihydroxy-5-isopropyl-16-oxatetracyclo[6.6.2.0¹,¹⁰.0²,⁷]hexadeca-2(7),3,5-trien-15-one

3,4-dihydroxy-5-isopropyl-16-oxatetracyclo[6.6.2.0¹,¹⁰.0²,⁷]hexadeca-2(7),3,5-trien-15-one

C18H22O4 (302.1518)


   

(1s,9s,12r,14s)-5-hydroxy-3,9,13,13-tetramethyl-8-oxatetracyclo[7.4.1.0²,⁷.0¹²,¹⁴]tetradeca-2(7),3,5-triene-4-carboxylic acid

(1s,9s,12r,14s)-5-hydroxy-3,9,13,13-tetramethyl-8-oxatetracyclo[7.4.1.0²,⁷.0¹²,¹⁴]tetradeca-2(7),3,5-triene-4-carboxylic acid

C18H22O4 (302.1518)


   

[(5s)-9-methoxy-4,5-dimethyl-5h,6h,7h,8h-naphtho[2,3-b]furan-3-yl]methyl acetate

[(5s)-9-methoxy-4,5-dimethyl-5h,6h,7h,8h-naphtho[2,3-b]furan-3-yl]methyl acetate

C18H22O4 (302.1518)


   

(4e,6e,12s)-12-(acetyloxy)tetradeca-4,6-dien-8,10-diyn-1-yl acetate

(4e,6e,12s)-12-(acetyloxy)tetradeca-4,6-dien-8,10-diyn-1-yl acetate

C18H22O4 (302.1518)


   

(1r,8s,10r)-3,4-dihydroxy-5-isopropyl-16-oxatetracyclo[6.6.2.0¹,¹⁰.0²,⁷]hexadeca-2(7),3,5-trien-15-one

(1r,8s,10r)-3,4-dihydroxy-5-isopropyl-16-oxatetracyclo[6.6.2.0¹,¹⁰.0²,⁷]hexadeca-2(7),3,5-trien-15-one

C18H22O4 (302.1518)


   

(2s)-5-hydroxy-2,7-dimethyl-2-(4-methylpent-3-en-1-yl)chromene-6-carboxylic acid

(2s)-5-hydroxy-2,7-dimethyl-2-(4-methylpent-3-en-1-yl)chromene-6-carboxylic acid

C18H22O4 (302.1518)


   

1-{7-[(1e)-3-hydroxy-3-methylbut-1-en-1-yl]-2-(2-hydroxypropan-2-yl)-1-benzofuran-5-yl}ethanone

1-{7-[(1e)-3-hydroxy-3-methylbut-1-en-1-yl]-2-(2-hydroxypropan-2-yl)-1-benzofuran-5-yl}ethanone

C18H22O4 (302.1518)


   

2-[(2s)-5-acetyl-2,3-dihydro-1-benzofuran-2-yl]prop-2-en-1-yl (2r)-2-methylbutanoate

2-[(2s)-5-acetyl-2,3-dihydro-1-benzofuran-2-yl]prop-2-en-1-yl (2r)-2-methylbutanoate

C18H22O4 (302.1518)


   

6-acetyl-8-[(1s)-1-hydroxy-3-methylbut-2-en-1-yl]-2,2-dimethyl-3h-1-benzopyran-4-one

6-acetyl-8-[(1s)-1-hydroxy-3-methylbut-2-en-1-yl]-2,2-dimethyl-3h-1-benzopyran-4-one

C18H22O4 (302.1518)


   

6-acetyl-8-(1-hydroxy-3-methylbut-2-en-1-yl)-2,2-dimethyl-3h-1-benzopyran-4-one

6-acetyl-8-(1-hydroxy-3-methylbut-2-en-1-yl)-2,2-dimethyl-3h-1-benzopyran-4-one

C18H22O4 (302.1518)


   

9-methoxy-3,5,7-trimethyl-5h,6h,7h,8h-naphtho[2,3-b]furan-4-yl acetate

9-methoxy-3,5,7-trimethyl-5h,6h,7h,8h-naphtho[2,3-b]furan-4-yl acetate

C18H22O4 (302.1518)


   

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

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

C18H22O4 (302.1518)


   

(6r,7r)-6-ethenyl-2,3-dimethoxy-6-methyl-7-(prop-1-en-2-yl)-7,8-dihydro-5h-naphthalene-1,4-dione

(6r,7r)-6-ethenyl-2,3-dimethoxy-6-methyl-7-(prop-1-en-2-yl)-7,8-dihydro-5h-naphthalene-1,4-dione

C18H22O4 (302.1518)


   

2,8-dihydroxy-6-methoxy-1,1,7-trimethyl-2,3,10,10a-tetrahydrophenanthren-9-one

2,8-dihydroxy-6-methoxy-1,1,7-trimethyl-2,3,10,10a-tetrahydrophenanthren-9-one

C18H22O4 (302.1518)


   

(5r,6r)-9-methoxy-3,4,5-trimethyl-5h,6h,7h,8h-naphtho[2,3-b]furan-6-yl acetate

(5r,6r)-9-methoxy-3,4,5-trimethyl-5h,6h,7h,8h-naphtho[2,3-b]furan-6-yl acetate

C18H22O4 (302.1518)


   

12-(acetyloxy)tetradeca-4,6-dien-8,10-diyn-1-yl acetate

12-(acetyloxy)tetradeca-4,6-dien-8,10-diyn-1-yl acetate

C18H22O4 (302.1518)


   

5-[6-hydroxy-2-(hydroxymethyl)-6,8-dimethyl-7,8-dihydro-5h-naphthalen-1-yl]penta-2,4-dienoic acid

5-[6-hydroxy-2-(hydroxymethyl)-6,8-dimethyl-7,8-dihydro-5h-naphthalen-1-yl]penta-2,4-dienoic acid

C18H22O4 (302.1518)


   

(1s)-1-[4-hydroxy-3-(3-methylbut-2-enoyl)phenyl]ethyl (2z)-2-methylbut-2-enoate

(1s)-1-[4-hydroxy-3-(3-methylbut-2-enoyl)phenyl]ethyl (2z)-2-methylbut-2-enoate

C18H22O4 (302.1518)


   

6-[(1r,2s,4as,8as)-2-methyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]-4-methoxy-2-oxopyran-3-carbaldehyde

6-[(1r,2s,4as,8as)-2-methyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]-4-methoxy-2-oxopyran-3-carbaldehyde

C18H22O4 (302.1518)


   

(2s)-7-hydroxy-2,5-dimethyl-2-(4-methylpent-3-en-1-yl)chromene-6-carboxylic acid

(2s)-7-hydroxy-2,5-dimethyl-2-(4-methylpent-3-en-1-yl)chromene-6-carboxylic acid

C18H22O4 (302.1518)


   

(1r,5r)-1-(2,6-dimethylhepta-1,5-dien-1-yl)-2-oxaspiro[4.5]dec-7-ene-3,6,9-trione

(1r,5r)-1-(2,6-dimethylhepta-1,5-dien-1-yl)-2-oxaspiro[4.5]dec-7-ene-3,6,9-trione

C18H22O4 (302.1518)


   

(3r,6e,12e)-1-(acetyloxy)tetradeca-6,12-dien-8,10-diyn-3-yl acetate

(3r,6e,12e)-1-(acetyloxy)tetradeca-6,12-dien-8,10-diyn-3-yl acetate

C18H22O4 (302.1518)


   

8-hydroxy-7-methoxy-1,1,4a-trimethyl-3,4,10,10a-tetrahydrophenanthrene-2,9-dione

8-hydroxy-7-methoxy-1,1,4a-trimethyl-3,4,10,10a-tetrahydrophenanthrene-2,9-dione

C18H22O4 (302.1518)


   

(4as,10ar)-8-hydroxy-7-methoxy-1,1,4a-trimethyl-3,4,10,10a-tetrahydrophenanthrene-2,9-dione

(4as,10ar)-8-hydroxy-7-methoxy-1,1,4a-trimethyl-3,4,10,10a-tetrahydrophenanthrene-2,9-dione

C18H22O4 (302.1518)


   

5-hydroxy-2,2,7-trimethyl-8-(3-methylbut-2-en-1-yl)chromene-6-carboxylic acid

5-hydroxy-2,2,7-trimethyl-8-(3-methylbut-2-en-1-yl)chromene-6-carboxylic acid

C18H22O4 (302.1518)


   

1-[5-acetyl-2-(2-hydroxypropan-2-yl)-1-benzofuran-7-yl]-3-methylbutan-1-one

1-[5-acetyl-2-(2-hydroxypropan-2-yl)-1-benzofuran-7-yl]-3-methylbutan-1-one

C18H22O4 (302.1518)