Exact Mass: 232.12706820000002

Exact Mass Matches: 232.12706820000002

Found 500 metabolites which its exact mass value is equals to given mass value 232.12706820000002, within given mass tolerance error 0.05 dalton. Try search metabolite list with more accurate mass tolerance error 0.01 dalton.

Melatonin

N-[2-(5-methoxy-1H-indol-3-yl)ethyl]acetamide

C13H16N2O2 (232.1211716)


Melatonin is a member of the class of acetamides that is acetamide in which one of the hydrogens attached to the nitrogen atom is replaced by a 2-(5-methoxy-1H-indol-3-yl)ethyl group. It is a hormone secreted by the pineal gland in humans. It has a role as a hormone, an anticonvulsant, an immunological adjuvant, a radical scavenger, a central nervous system depressant, a human metabolite, a mouse metabolite and a geroprotector. It is a member of acetamides and a member of tryptamines. It is functionally related to a tryptamine. Melatonin is a biogenic amine that is found in animals, plants and microbes. Aaron B. Lerner of Yale University is credited for naming the hormone and for defining its chemical structure in 1958. In mammals, melatonin is produced by the pineal gland. The pineal gland is small endocrine gland, about the size of a rice grain and shaped like a pine cone (hence the name), that is located in the center of the brain (rostro-dorsal to the superior colliculus) but outside the blood-brain barrier. The secretion of melatonin increases in darkness and decreases during exposure to light, thereby regulating the circadian rhythms of several biological functions, including the sleep-wake cycle. In particular, melatonin regulates the sleep-wake cycle by chemically causing drowsiness and lowering the body temperature. Melatonin is also implicated in the regulation of mood, learning and memory, immune activity, dreaming, fertility and reproduction. Melatonin is also an effective antioxidant. Most of the actions of melatonin are mediated through the binding and activation of melatonin receptors. Individuals with autism spectrum disorders (ASD) may have lower than normal levels of melatonin. A 2008 study found that unaffected parents of individuals with ASD also have lower melatonin levels, and that the deficits were associated with low activity of the ASMT gene, which encodes the last enzyme of melatonin synthesis. Reduced melatonin production has also been proposed as a likely factor in the significantly higher cancer rates in night workers. Melatonin is a hormone produced by the pineal gland that has multiple effects including somnolence, and is believed to play a role in regulation of the sleep-wake cycle. Melatonin is available over-the-counter and is reported to have beneficial effects on wellbeing and sleep. Melatonin has not been implicated in causing serum enzyme elevations or clinically apparent liver injury. Melatonin is a natural product found in Mesocricetus auratus, Ophiopogon japonicus, and other organisms with data available. Therapeutic Melatonin is a therapeutic chemically synthesized form of the pineal indole melatonin with antioxidant properties. The pineal synthesis and secretion of melatonin, a serotonin-derived neurohormone, is dependent on beta-adrenergic receptor function. Melatonin is involved in numerous biological functions including circadian rhythm, sleep, the stress response, aging, and immunity. Melatonin is a hormone involved in sleep regulatory activity, and a tryptophan-derived neurotransmitter, which inhibits the synthesis and secretion of other neurotransmitters such as dopamine and GABA. Melatonin is synthesized from serotonin intermediate in the pineal gland and the retina where the enzyme 5-hydroxyindole-O-methyltransferase, that catalyzes the last step of synthesis, is found. This hormone binds to and activates melatonin receptors and is involved in regulating the sleep and wake cycles. In addition, melatonin possesses antioxidative and immunoregulatory properties via regulating other neurotransmitters. Melatonin is a biogenic amine that is found in animals, plants and microbes. Aaron B. Lerner of Yale University is credited for naming the hormone and for defining its chemical structure in 1958. In mammals, melatonin is produced by the pineal gland. The pineal gland is small endocrine gland, about the size of a rice grain and shaped like a pine cone (hence the name), that is l... Melatonin is a biogenic amine that is found in animals, plants and microbes. Aaron B. Lerner of Yale University is credited for naming the hormone and for defining its chemical structure in 1958. In mammals, melatonin is produced by the pineal gland. The pineal gland is small endocrine gland, about the size of a rice grain and shaped like a pine cone (hence the name), that is located in the center of the brain (rostro-dorsal to the superior colliculus) but outside the blood-brain barrier. The secretion of melatonin increases in darkness and decreases during exposure to light, thereby regulating the circadian rhythms of several biological functions, including the sleep-wake cycle. In particular, melatonin regulates the sleep-wake cycle by chemically causing drowsiness and. lowering the body temperature. Melatonin is also implicated in the regulation of mood,learning and memory, immune activity, dreaming, fertility and reproduction. Melatonin is also an effective antioxidant. Most of the actions of melatonin are mediated through the binding and activation of melatonin receptors. Individuals with autism spectrum disorders(ASD) may have lower than normal levels of melatonin. A 2008 study found that unaffected parents of individuals with ASD also have lower melatonin levels, and that the deficits. were associated with low activity of the ASMT gene, which encodes the last enzyme of melatonin synthesis. Reduced melatonin production has also been proposed as a likely factor in the significantly higher cancer rates in night workers. Melatonin, also known chemically as N-acetyl-5-methoxytryptamine, is a naturally occurring compound found in animals, plants and microbes. In animals, circulating levels of the hormone melatonin vary in a daily cycle, thereby allowing the entrainment of the circadian rhythms of several biological functions. A member of the class of acetamides that is acetamide in which one of the hydrogens attached to the nitrogen atom is replaced by a 2-(5-methoxy-1H-indol-3-yl)ethyl group. It is a hormone secreted by the pineal gland in humans. Melatonin. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=73-31-4 (retrieved 2024-07-01) (CAS RN: 73-31-4). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Melatonin is a hormone made by the pineal gland that can activates melatonin receptor. Melatonin plays a role in sleep and possesses important antioxidative and anti-inflammatory properties[1][2][3]. Melatonin is a novel selective ATF-6 inhibitor and induces human hepatoma cell apoptosis through COX-2 downregulation[4]. Melatonin attenuates palmitic acid-induced (HY-N0830) mouse granulosa cells apoptosis via endoplasmic reticulum stress[5]. Melatonin is a hormone made by the pineal gland that can activates melatonin receptor. Melatonin plays a role in sleep and possesses important antioxidative and anti-inflammatory properties[1][2][3]. Melatonin is a novel selective ATF-6 inhibitor and induces human hepatoma cell apoptosis through COX-2 downregulation[4]. Melatonin attenuates palmitic acid-induced (HY-N0830) mouse granulosa cells apoptosis via endoplasmic reticulum stress[5].

   

Encecalin

1-(7-Methoxy-2,2-dimethyl-2H-1-benzopyran-6-yl)ethanone

C14H16O3 (232.1099386)


   

Aminoglutethimide

3-Ethyl-3-(p-aminophenyl)-2,6-dioxopiperidine

C13H16N2O2 (232.1211716)


An aromatase inhibitor that produces a state of medical adrenalectomy by blocking the production of adrenal steroids. It also blocks the conversion of androgens to estrogens. Aminoglutethimide has been used in the treatment of advanced breast and prostate cancer. It was formerly used for its weak anticonvulsant properties. (From Martindale, The Extra Pharmacopoeia, 30th ed, p454) CONFIDENCE standard compound; INTERNAL_ID 1173; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3385; ORIGINAL_PRECURSOR_SCAN_NO 3383 CONFIDENCE standard compound; INTERNAL_ID 1173; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 7127; ORIGINAL_PRECURSOR_SCAN_NO 7125 CONFIDENCE standard compound; INTERNAL_ID 1173; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 7145; ORIGINAL_PRECURSOR_SCAN_NO 7141 CONFIDENCE standard compound; INTERNAL_ID 1173; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3404; ORIGINAL_PRECURSOR_SCAN_NO 3402 CONFIDENCE standard compound; INTERNAL_ID 1173; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3400; ORIGINAL_PRECURSOR_SCAN_NO 3398 CONFIDENCE standard compound; INTERNAL_ID 1173; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 7086; ORIGINAL_PRECURSOR_SCAN_NO 7084 CONFIDENCE standard compound; INTERNAL_ID 1173; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 7154; ORIGINAL_PRECURSOR_SCAN_NO 7153 CONFIDENCE standard compound; INTERNAL_ID 1173; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3387; ORIGINAL_PRECURSOR_SCAN_NO 3385 CONFIDENCE standard compound; INTERNAL_ID 1173; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3391; ORIGINAL_PRECURSOR_SCAN_NO 3387 CONFIDENCE standard compound; INTERNAL_ID 1173; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 7094; ORIGINAL_PRECURSOR_SCAN_NO 7091 CONFIDENCE standard compound; INTERNAL_ID 1173; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3376; ORIGINAL_PRECURSOR_SCAN_NO 3375 CONFIDENCE standard compound; INTERNAL_ID 1173; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 7142; ORIGINAL_PRECURSOR_SCAN_NO 7138 L - Antineoplastic and immunomodulating agents > L02 - Endocrine therapy > L02B - Hormone antagonists and related agents > L02BG - Aromatase inhibitors D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006727 - Hormone Antagonists > D065088 - Steroid Synthesis Inhibitors D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006727 - Hormone Antagonists > D004965 - Estrogen Antagonists C274 - Antineoplastic Agent > C2189 - Signal Transduction Inhibitor > C129824 - Antineoplastic Protein Inhibitor D004791 - Enzyme Inhibitors > D065088 - Steroid Synthesis Inhibitors > D047072 - Aromatase Inhibitors C274 - Antineoplastic Agent > C129818 - Antineoplastic Hormonal/Endocrine Agent > C481 - Antiestrogen C274 - Antineoplastic Agent > C163758 - Targeted Therapy Agent > C1740 - Aromatase Inhibitor C147908 - Hormone Therapy Agent > C547 - Hormone Antagonist > C2355 - Anti-Adrenal C471 - Enzyme Inhibitor > C129825 - Antineoplastic Enzyme Inhibitor D000970 - Antineoplastic Agents

   
   

10-Methylthio-2-decanoic acid

2-oxo-10-methylthiodecanoic acid

C11H20O3S (232.11330900000002)


   

Marindinin

4-Methoxy-6-(2-phenylethyl)-5,6-dihydro-2H-pyran-2-one

C14H16O3 (232.1099386)


Marindinin is found in beverages. Marindinin is found in the roots of kava (Piper methysticum). FDA advises against use of kava in food due to potential risk of severe liver damage (2002 Dihydrokavain is one of the six major kavalactones found in the kava plant; appears to contribute significantly to the anxiolytic effects of kava, based on a study in chicks. Dihydrokavain is one of the six major kavalactones found in the kava plant; appears to contribute significantly to the anxiolytic effects of kava, based on a study in chicks.

   

Threonylleucine

(2S)-2-[(2S,3R)-2-amino-3-hydroxybutanamido]-4-methylpentanoic acid

C10H20N2O4 (232.1423)


Threonylleucine is a dipeptide composed of threonine and leucine. It is an incomplete breakdown product of protein digestion or protein catabolism. Dipeptides are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Some dipeptides are known to have physiological or cell-signalling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.

   

3-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]prop-2-enoic acid

3-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]prop-2-enoic acid

C14H16O3 (232.1099386)


   

Pterosin E

2,3-dihydro-2,4,6-Trimethyl-3-oxo-1H-indene-5-acetic acid, 9ci

C14H16O3 (232.1099386)


Constituent of Pteridium aquilinum (bracken fern) leaves. Pterosin E is found in green vegetables and root vegetables. Pterosin E is found in green vegetables. Pterosin E is a constituent of Pteridium aquilinum (bracken fern) leaves.

   

L-Acetopine

5-carbamimidamido-2-[(carboxymethyl)amino]pentanoic acid

C8H16N4O4 (232.1171496)


L-Acetopine is found in fats and oils. L-Acetopine is isolated from calluses of soybean plant and coHon (Gossypium hirsutum). Isolated from calluses of soybean plant and coHon (Gossypium hirsutum). L-Acetopine is found in fats and oils and pulses.

   

Spermic acid 2

3-({4-[(2-carboxyethyl)amino]butyl}amino)propanoic acid

C10H20N2O4 (232.1423)


Spermic acid 2 is a diamide which is identified as urinary metabolites. of putrescine and spermine, and was subsequently identified and quantified. in urines of healthy persons and cancer patients. Spermic acid 2 is a diamide which is identified as urinary metabolites

   

Threonylisoleucine

(2S,3S)-2-{[(2S,3R)-2-amino-3-hydroxybutanoyl]amino}-3-methylpentanoic acid

C10H20N2O4 (232.1423)


Threonylisoleucine is a dipeptide composed of threonine and isoleucine. It is an incomplete breakdown product of protein digestion or protein catabolism. Dipeptides are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Some dipeptides are known to have physiological or cell-signalling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.

   

Isoleucyl-Threonine

2-[(2-Amino-1-hydroxy-3-methylpentylidene)amino]-3-hydroxybutanoate

C10H20N2O4 (232.1423)


Isoleucyl-Threonine is a dipeptide composed of isoleucine and threonine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. This dipeptide has not yet been identified in human tissues or biofluids and so it is classified as an Expected metabolite.

   

Leucyl-Threonine

2-[(2-Amino-1-hydroxy-4-methylpentylidene)amino]-3-hydroxybutanoate

C10H20N2O4 (232.1423)


Leucyl-Threonine is a dipeptide composed of leucine and threonine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. This dipeptide has not yet been identified in human tissues or biofluids and so it is classified as an Expected metabolite.

   

Tetrahydrofurfuryl cinnamate

(Oxolan-2-yl)methyl (2E)-3-phenylprop-2-enoic acid

C14H16O3 (232.1099386)


Tetrahydrofurfuryl cinnamate is a flavouring agent with sweet vinous odou Flavouring agent with sweet vinous odour

   

(2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid

(2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid

C13H16N2O2 (232.1211716)


   

1,1-Diphenylhexatriene

(1-phenylhexa-1,3,5-trien-1-yl)benzene

C18H16 (232.1251936)


   

1,6-Diphenyl-1,3,5-hexatriene

(6-phenylhexa-1,3,5-trien-1-yl)benzene

C18H16 (232.1251936)


   

N-[2-(5-Methoxy-3H-indol-3-yl)ethyl]acetamide

N-[2-(5-Methoxy-3H-indol-3-yl)ethyl]acetamide

C13H16N2O2 (232.1211716)


   

Ethyl L-tryptophanate

Tryptophan ethyl ester, alpha-14C-labeled CPD (DL)-isomer

C13H16N2O2 (232.1211716)


   

Mofebutazone

4-butyl-3-hydroxy-1-phenyl-4,5-dihydro-1H-pyrazol-5-one

C13H16N2O2 (232.1211716)


M - Musculo-skeletal system > M02 - Topical products for joint and muscular pain > M02A - Topical products for joint and muscular pain > M02AA - Antiinflammatory preparations, non-steroids for topical use M - Musculo-skeletal system > M01 - Antiinflammatory and antirheumatic products > M01A - Antiinflammatory and antirheumatic products, non-steroids > M01AA - Butylpyrazolidines C78272 - Agent Affecting Nervous System > C241 - Analgesic Agent > C2198 - Nonnarcotic Analgesic D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents D002491 - Central Nervous System Agents > D000700 - Analgesics D000893 - Anti-Inflammatory Agents D018501 - Antirheumatic Agents

   

Pirmagrel

6-{imidazo[1,5-a]pyridin-5-yl}hexanoic acid

C13H16N2O2 (232.1211716)


   

Thr-Leu

2-[(2-Amino-1,3-dihydroxybutylidene)amino]-4-methylpentanoate

C10H20N2O4 (232.1423)


   

1,2-dibutyrin

1-(Butanoyloxy)-3-hydroxypropan-2-yl butanoic acid

C11H20O5 (232.13106700000003)


1,2-dibutyrin, also known as alpha,beta-dibutyrine or (2-butanoyloxy-3-hydroxypropyl) butanoate, is a member of the class of compounds known as 1,2-diacylglycerols. 1,2-diacylglycerols are diacylglycerols containing a glycerol acylated at positions 1 and 2. 1,2-dibutyrin is soluble (in water) and a very weakly acidic compound (based on its pKa). 1,2-dibutyrin can be found in a number of food items such as swede, french plantain, roman camomile, and millet, which makes 1,2-dibutyrin a potential biomarker for the consumption of these food products.

   

Marindinin

2H-Pyran-2-one, 5,6-dihydro-4-methoxy-6-(2-phenylethyl)-, (6S)-

C14H16O3 (232.1099386)


Dihydrokavain is a member of 2-pyranones and an aromatic ether. Dihydrokawain is a natural product found in Piper methysticum, Alnus sieboldiana, and other organisms with data available. See also: Piper methysticum root (part of). Dihydrokavain is one of the six major kavalactones found in the kava plant; appears to contribute significantly to the anxiolytic effects of kava, based on a study in chicks. Dihydrokavain is one of the six major kavalactones found in the kava plant; appears to contribute significantly to the anxiolytic effects of kava, based on a study in chicks.

   

2HP328XN7C

1(3H)-Isobenzofuranone, 3-(3-furanyl)-3a,4,5,6-tetrahydro-3a,7-dimethyl-, (3R-cis)-

C14H16O3 (232.1099386)


Fraxinellone is a member of 2-benzofurans. Fraxinellone is a natural product found in Raulinoa echinata, Melia azedarach, and other organisms with data available. Fraxinellone is isolated from the root bark of the Rutaceae plant, Dictamnus dasycarpus. Fraxinellone is a PD-L1 inhibitor and inhibits HIF-1α protein synthesis without affecting HIF-1α protein degradation. Fraxinellone has the potential to be a valuable candidate for cancer treatment by targeting PD-L1[1]. Fraxinellone is isolated from the root bark of the Rutaceae plant, Dictamnus dasycarpus. Fraxinellone is a PD-L1 inhibitor and inhibits HIF-1α protein synthesis without affecting HIF-1α protein degradation. Fraxinellone has the potential to be a valuable candidate for cancer treatment by targeting PD-L1[1]. Fraxinellone is isolated from the root bark of the Rutaceae plant, Dictamnus dasycarpus. Fraxinellone is a PD-L1 inhibitor and inhibits HIF-1α protein synthesis without affecting HIF-1α protein degradation. Fraxinellone has the potential to be a valuable candidate for cancer treatment by targeting PD-L1[1].

   

N-acetylcytisine

N-acetylcytisine

C13H16N2O2 (232.1211716)


relative retention time with respect to 9-anthracene Carboxylic Acid is 0.452 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.447

   

3-Furan-3-yl-3a,7-dimethyl-3a,4,5,6-tetrahydro-3H-isobenzofuran-1-one

3-Furan-3-yl-3a,7-dimethyl-3a,4,5,6-tetrahydro-3H-isobenzofuran-1-one

C14H16O3 (232.1099386)


   

(-)-(R)-2-Methoxydihydroartemidin

(-)-(R)-2-Methoxydihydroartemidin

C14H16O3 (232.1099386)


   

5-Methoxy-1-methylspiro[indoline-3,3-pyrrolidin]-2-one

5-Methoxy-1-methylspiro[indoline-3,3-pyrrolidin]-2-one

C13H16N2O2 (232.1211716)


   
   

Pichiafuran A

(-)-Pichiafuran A

C14H16O3 (232.1099386)


   

6-Chloromethyl-1,8-dimethoxy-2-methyl-2,6-octadiene

6-Chloromethyl-1,8-dimethoxy-2-methyl-2,6-octadiene

C12H21ClO2 (232.1229996)


   

6-Methoxytremetone

6-Methoxytremetone

C14H16O3 (232.1099386)


   

Acetovanillochromene

Acetovanillochromene

C14H16O3 (232.1099386)


   

6-Chloromethyl-3,8-dimethoxy-2-methyl-1,6-octadiene

6-Chloromethyl-3,8-dimethoxy-2-methyl-1,6-octadiene

C12H21ClO2 (232.1229996)


   
   
   

Lacinilene D

21,7-Dihydroxy-1-methyl-4-(1-methylethyl)-(1H)-naphthalenone

C14H16O3 (232.1099386)


   

10Methylthio-2-decanoic acid

2-Oxo-10-methylthiodecaonoic acid

C11H20O3S (232.11330900000002)


   

Melatonin

N-[2-(5-Methoxy-1H-indol-3-yl)ethyl]acetamide

C13H16N2O2 (232.1211716)


N - Nervous system > N05 - Psycholeptics > N05C - Hypnotics and sedatives > N05CH - Melatonin receptor agonists D002491 - Central Nervous System Agents > D002492 - Central Nervous System Depressants D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone D020011 - Protective Agents > D000975 - Antioxidants C26170 - Protective Agent > C275 - Antioxidant Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS ORIGINAL_PRECURSOR_SCAN_NO 3385; CONFIDENCE standard compound; INTERNAL_ID 961; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3387 CONFIDENCE standard compound; INTERNAL_ID 961; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3387; ORIGINAL_PRECURSOR_SCAN_NO 3385 CONFIDENCE standard compound; INTERNAL_ID 961; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3400; ORIGINAL_PRECURSOR_SCAN_NO 3398 CONFIDENCE standard compound; INTERNAL_ID 961; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3376; ORIGINAL_PRECURSOR_SCAN_NO 3375 CONFIDENCE standard compound; INTERNAL_ID 961; DATASET 20200303_ENTACT_RP_MIX502; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3184; ORIGINAL_PRECURSOR_SCAN_NO 3183 CONFIDENCE standard compound; INTERNAL_ID 961; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3391; ORIGINAL_PRECURSOR_SCAN_NO 3387 CONFIDENCE standard compound; INTERNAL_ID 961; DATASET 20200303_ENTACT_RP_MIX502; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3198; ORIGINAL_PRECURSOR_SCAN_NO 3196 CONFIDENCE standard compound; INTERNAL_ID 961; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 7086; ORIGINAL_PRECURSOR_SCAN_NO 7084 CONFIDENCE standard compound; INTERNAL_ID 961; DATASET 20200303_ENTACT_RP_MIX502; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 7064; ORIGINAL_PRECURSOR_SCAN_NO 7062 CONFIDENCE standard compound; INTERNAL_ID 961; DATASET 20200303_ENTACT_RP_MIX502; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 7062; ORIGINAL_PRECURSOR_SCAN_NO 7059 CONFIDENCE standard compound; INTERNAL_ID 961; DATASET 20200303_ENTACT_RP_MIX502; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 7093; ORIGINAL_PRECURSOR_SCAN_NO 7090 CONFIDENCE standard compound; INTERNAL_ID 961; DATASET 20200303_ENTACT_RP_MIX502; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 7098; ORIGINAL_PRECURSOR_SCAN_NO 7096 CONFIDENCE standard compound; INTERNAL_ID 961; DATASET 20200303_ENTACT_RP_MIX502; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 7084; ORIGINAL_PRECURSOR_SCAN_NO 7082 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.685 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.686 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.679 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.682 Melatonin is a hormone made by the pineal gland that can activates melatonin receptor. Melatonin plays a role in sleep and possesses important antioxidative and anti-inflammatory properties[1][2][3]. Melatonin is a novel selective ATF-6 inhibitor and induces human hepatoma cell apoptosis through COX-2 downregulation[4]. Melatonin attenuates palmitic acid-induced (HY-N0830) mouse granulosa cells apoptosis via endoplasmic reticulum stress[5]. Melatonin is a hormone made by the pineal gland that can activates melatonin receptor. Melatonin plays a role in sleep and possesses important antioxidative and anti-inflammatory properties[1][2][3]. Melatonin is a novel selective ATF-6 inhibitor and induces human hepatoma cell apoptosis through COX-2 downregulation[4]. Melatonin attenuates palmitic acid-induced (HY-N0830) mouse granulosa cells apoptosis via endoplasmic reticulum stress[5].

   

Mebutamate

[2-(carbamoyloxymethyl)-2,3-dimethylpentyl] carbamate

C10H20N2O4 (232.1423)


N - Nervous system > N05 - Psycholeptics > N05B - Anxiolytics > N05BC - Carbamates C78272 - Agent Affecting Nervous System > C29710 - Antipsychotic Agent

   
   
   
   
   
   
   
   

n-acetyl-o-methylserotonin

n-acetyl-o-methylserotonin

C13H16N2O2 (232.1211716)


   
   
   
   

(1beta,5alpha,6beta,11betaH)-4(15),9-Guaiadien-12,6-olide

(1beta,5alpha,6beta,11betaH)-4(15),9-Guaiadien-12,6-olide

C15H20O2 (232.14632200000003)


   
   

methyl (4E)-6,7,9-trihydroxydec-4-enoate

methyl (4E)-6,7,9-trihydroxydec-4-enoate

C11H20O5 (232.13106700000003)


   
   
   

2-methyl-2-butenyl p-coumarate

2-methyl-2-butenyl p-coumarate

C14H16O3 (232.1099386)


   
   
   

3,9,11-Guaiatrien-12-carbonsaeure

3,9,11-Guaiatrien-12-carbonsaeure

C15H20O2 (232.14632200000003)


   
   

3-(isobutyryloxymethyl)-6-methylbenzofuran|O-(2-Methylpropanoyl)-6-Methyl-3-benzofuranmethanol

3-(isobutyryloxymethyl)-6-methylbenzofuran|O-(2-Methylpropanoyl)-6-Methyl-3-benzofuranmethanol

C14H16O3 (232.1099386)


   

7-methylene-4-isopropyl-12-oxa-tricyclo[4.4.2.01,5]-9-dodecen-2-one

7-methylene-4-isopropyl-12-oxa-tricyclo[4.4.2.01,5]-9-dodecen-2-one

C15H20O2 (232.14632200000003)


   

Dehydroespeletone

Dehydroespeletone

C14H16O3 (232.1099386)


   
   

Fraxinellone

NCGC00385492-01_C14H16O3_(3R,3aR)-3-(3-Furyl)-3a,7-dimethyl-3a,4,5,6-tetrahydro-2-benzofuran-1(3H)-one

C14H16O3 (232.1099386)


Fraxinellone is isolated from the root bark of the Rutaceae plant, Dictamnus dasycarpus. Fraxinellone is a PD-L1 inhibitor and inhibits HIF-1α protein synthesis without affecting HIF-1α protein degradation. Fraxinellone has the potential to be a valuable candidate for cancer treatment by targeting PD-L1[1]. Fraxinellone is isolated from the root bark of the Rutaceae plant, Dictamnus dasycarpus. Fraxinellone is a PD-L1 inhibitor and inhibits HIF-1α protein synthesis without affecting HIF-1α protein degradation. Fraxinellone has the potential to be a valuable candidate for cancer treatment by targeting PD-L1[1]. Fraxinellone is isolated from the root bark of the Rutaceae plant, Dictamnus dasycarpus. Fraxinellone is a PD-L1 inhibitor and inhibits HIF-1α protein synthesis without affecting HIF-1α protein degradation. Fraxinellone has the potential to be a valuable candidate for cancer treatment by targeting PD-L1[1].

   
   
   

15alpha-hydroxy-14-aldehyde probotryan-4(5)-ene

15alpha-hydroxy-14-aldehyde probotryan-4(5)-ene

C15H20O2 (232.14632200000003)


   

(4aR*,6R*,8aS*)-4,4,7-trimethyl-4,4a,5,6,8a,9-hexahydronaphtho<2,3-b>furan-6-ol|(4aR*,6R*,8aS*)-4,4,7-trimethyl-4,4a,5,6,8a,9-hexahydronaphtho[2,3-b]furan-6-ol|4,4-dimethyl-cis-(4,4a,5,6,8a,9-hexahydronaphtho<2,3-b>furan-7-yl)methanol|4,4-dimethyl-cis-(4,4a,5,6,8a,9-hexahydronaphtho[2,3-b]furan-7-yl)methanol

(4aR*,6R*,8aS*)-4,4,7-trimethyl-4,4a,5,6,8a,9-hexahydronaphtho<2,3-b>furan-6-ol|(4aR*,6R*,8aS*)-4,4,7-trimethyl-4,4a,5,6,8a,9-hexahydronaphtho[2,3-b]furan-6-ol|4,4-dimethyl-cis-(4,4a,5,6,8a,9-hexahydronaphtho<2,3-b>furan-7-yl)methanol|4,4-dimethyl-cis-(4,4a,5,6,8a,9-hexahydronaphtho[2,3-b]furan-7-yl)methanol

C15H20O2 (232.14632200000003)


   

(1(10)E,4Z)-8,12-Epoxy-1(10),4,7,11-germacratetraen-15-ol

(1(10)E,4Z)-8,12-Epoxy-1(10),4,7,11-germacratetraen-15-ol

C15H20O2 (232.14632200000003)


   
   

(6R,7R)-tetradeca-4E,12E-diene-6,7-diol-8,10-diyneal

(6R,7R)-tetradeca-4E,12E-diene-6,7-diol-8,10-diyneal

C14H16O3 (232.1099386)


   

(8beta,9beta,10beta)-8,9-epoxycalamenen-10-ol

(8beta,9beta,10beta)-8,9-epoxycalamenen-10-ol

C15H20O2 (232.14632200000003)


   
   

15-nor-argentone|15-Norargentone

15-nor-argentone|15-Norargentone

C15H20O2 (232.14632200000003)


   

eudesm-4(15),11(13)-diene-12,5beta-olide|Eudesma-4(15),11(13)-dien-12,5??-olide

eudesm-4(15),11(13)-diene-12,5beta-olide|Eudesma-4(15),11(13)-dien-12,5??-olide

C15H20O2 (232.14632200000003)


   
   
   

(E)-8-Hydroxy-9-pentadecene-11,13-diyn-2-one|8-hydroxy-pentadeca-(9E)-ene-11,13-diyn-2-one|8-hydroxypentadec-(9E)-ene-11,13-diyn-2-one|8-hydroxypentadeca-(9E)-ene-11,13-diyn-2-one|8-hydroxypentadeca-9E-ene-11,13-diyn-2-one

(E)-8-Hydroxy-9-pentadecene-11,13-diyn-2-one|8-hydroxy-pentadeca-(9E)-ene-11,13-diyn-2-one|8-hydroxypentadec-(9E)-ene-11,13-diyn-2-one|8-hydroxypentadeca-(9E)-ene-11,13-diyn-2-one|8-hydroxypentadeca-9E-ene-11,13-diyn-2-one

C15H20O2 (232.14632200000003)


   
   

1,4,5-Trimethoxy-2-methylnaphthalene

1,4,5-Trimethoxy-2-methylnaphthalene

C14H16O3 (232.1099386)


   
   

isoannulide|?藛3-Isomer- Annulide

isoannulide|?藛3-Isomer- Annulide

C15H20O2 (232.14632200000003)


   

12,15-Dioxo-selina-4,14-dien|4,11-selinadiene-12,15-dial|selina-4,11-diene-12,14-dial

12,15-Dioxo-selina-4,14-dien|4,11-selinadiene-12,15-dial|selina-4,11-diene-12,14-dial

C15H20O2 (232.14632200000003)


   

1-(2-hydroxy-4-methoxy-5-methylphenyl)-2,4-E,E-hexadien-1-one|1-(2-hydroxy-4-methoxy-5-methylphenyl)-E,E-2,4-hexadien-1-one

1-(2-hydroxy-4-methoxy-5-methylphenyl)-2,4-E,E-hexadien-1-one|1-(2-hydroxy-4-methoxy-5-methylphenyl)-E,E-2,4-hexadien-1-one

C14H16O3 (232.1099386)


   
   
   
   
   
   

8,12-Dioxo-7,11,9,10-tetrahydro-eremophilan

8,12-Dioxo-7,11,9,10-tetrahydro-eremophilan

C15H20O2 (232.14632200000003)


   

(8alpha,10beta)-form-15-Nor-4-oxo-1(5),11(13)-guaiadien-12,8-olide

(8alpha,10beta)-form-15-Nor-4-oxo-1(5),11(13)-guaiadien-12,8-olide

C14H16O3 (232.1099386)


   

2,4(15),11-Eudesmatrien-12-oic acid

2,4(15),11-Eudesmatrien-12-oic acid

C15H20O2 (232.14632200000003)


   
   

3-hydroxy-3-methyl-adipic acid diethyl ester|3-Hydroxy-3-methyl-adipinsaeure-diaethylester|3-Hydroxy-3-methylglutarsaeurediethylester

3-hydroxy-3-methyl-adipic acid diethyl ester|3-Hydroxy-3-methyl-adipinsaeure-diaethylester|3-Hydroxy-3-methylglutarsaeurediethylester

C11H20O5 (232.13106700000003)


   

12-hydroxy-alpha-curcumene-15-al

12-hydroxy-alpha-curcumene-15-al

C15H20O2 (232.14632200000003)


   
   

pentadeca-(9E,13Z)-dien-11-yne-2,8-dione

pentadeca-(9E,13Z)-dien-11-yne-2,8-dione

C15H20O2 (232.14632200000003)


   

(2E,4E)-1-(2,6-dihydroxy-3,5-dimethyl-phenyl)hexa-2,4-dien-1-one

(2E,4E)-1-(2,6-dihydroxy-3,5-dimethyl-phenyl)hexa-2,4-dien-1-one

C14H16O3 (232.1099386)


   

5-Hydroxy-lactara-6,8-dien-13-oic acid ??-lactone

5-Hydroxy-lactara-6,8-dien-13-oic acid ??-lactone

C15H20O2 (232.14632200000003)


   
   

7,8-dehydro-2-hydroxycalamenen-14-ol

7,8-dehydro-2-hydroxycalamenen-14-ol

C15H20O2 (232.14632200000003)


   
   

(-)-(R)-(ar)-curcumen-12-oic acid|(R)-Curcumenoic acid

(-)-(R)-(ar)-curcumen-12-oic acid|(R)-Curcumenoic acid

C15H20O2 (232.14632200000003)


   
   
   
   

(4aR,5S)-1-Hydroxy-4a,5-dimethyl-3-(propan-2-ylidene)-4,4a,5,6-tetrahydronaphthalen-2(3H)-one

(4aR,5S)-1-Hydroxy-4a,5-dimethyl-3-(propan-2-ylidene)-4,4a,5,6-tetrahydronaphthalen-2(3H)-one

C15H20O2 (232.14632200000003)


   
   

4-Allyl-2-methoxy-6-(2-methyl-3-butene-2-yl)phenol

4-Allyl-2-methoxy-6-(2-methyl-3-butene-2-yl)phenol

C15H20O2 (232.14632200000003)


   
   

illioliganfunone D

illioliganfunone D

C14H16O3 (232.1099386)


   

(2R*,3R*,6R*)-2,6,9-trimethyl-3,4,5,6-tetrahydro-2,6-methano-2H-1-benzoxocin-3-ol

(2R*,3R*,6R*)-2,6,9-trimethyl-3,4,5,6-tetrahydro-2,6-methano-2H-1-benzoxocin-3-ol

C15H20O2 (232.14632200000003)


   

mitchellene B

mitchellene B

C15H20O2 (232.14632200000003)


A sesquiterpene lactone isolated from the leaves of Eremophila mitchellii.

   

(2E)-3-[(2S)-2,3-dihydro-2-(2-hydroxypropan-2-yl)-1-benzofuran-5-yl]prop-2-enal|(S)-demethoxywutaiensal

(2E)-3-[(2S)-2,3-dihydro-2-(2-hydroxypropan-2-yl)-1-benzofuran-5-yl]prop-2-enal|(S)-demethoxywutaiensal

C14H16O3 (232.1099386)


   

(2E)-3-[(3R)-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-chromen-6-yl]prop-2-enal|(R)-wutaipyranol A

(2E)-3-[(3R)-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-chromen-6-yl]prop-2-enal|(R)-wutaipyranol A

C14H16O3 (232.1099386)


   

(-)-2,3-dihydro-7-hydroxy-6,8-dimethyl-2-[(E)-prop-1-enyl]-chroman-4-one

(-)-2,3-dihydro-7-hydroxy-6,8-dimethyl-2-[(E)-prop-1-enyl]-chroman-4-one

C14H16O3 (232.1099386)


   

3(3-methoxy-5-phenylfuran-2-yl)propan-1-ol

3(3-methoxy-5-phenylfuran-2-yl)propan-1-ol

C14H16O3 (232.1099386)


   

2-hydroxy-1-((S)-2-(prop-1-en-2-yl)-2,3-dihydrobenzofuran-5-yl)propan-1-one|phenostereum A

2-hydroxy-1-((S)-2-(prop-1-en-2-yl)-2,3-dihydrobenzofuran-5-yl)propan-1-one|phenostereum A

C14H16O3 (232.1099386)


   

3-(2,6-dimethyl-2,6,7,8,8a-pentahydronaphthalen-1-ylidene)propanoic acid|monascusic acid E

3-(2,6-dimethyl-2,6,7,8,8a-pentahydronaphthalen-1-ylidene)propanoic acid|monascusic acid E

C15H20O2 (232.14632200000003)


   
   

6-Hydroxy-5-isopropyl-3,8-dimethyl-1,2-dihydronaphthalene-4(3H)-one

6-Hydroxy-5-isopropyl-3,8-dimethyl-1,2-dihydronaphthalene-4(3H)-one

C15H20O2 (232.14632200000003)


   

3-(2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl)-propenoic acid|monascusic acid D

3-(2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl)-propenoic acid|monascusic acid D

C15H20O2 (232.14632200000003)


   
   

1,2,3,4-tetrahydro-5-deoxypinnatanine

1,2,3,4-tetrahydro-5-deoxypinnatanine

C10H20N2O4 (232.1423)


   
   

12-Aldehyde-6,11-Epoxy-5,10-pinguisadien-12-ol

12-Aldehyde-6,11-Epoxy-5,10-pinguisadien-12-ol

C15H20O2 (232.14632200000003)


   

eudesma-3,11(13)-dien-12,5beta-olide

eudesma-3,11(13)-dien-12,5beta-olide

C15H20O2 (232.14632200000003)


   
   
   

2,4,6,7,8,8a-hexahydro-3,8-dimethyl-4-(1-methylethylidene)azulene-2,5(1H,4H)-dione|Melicodenone B

2,4,6,7,8,8a-hexahydro-3,8-dimethyl-4-(1-methylethylidene)azulene-2,5(1H,4H)-dione|Melicodenone B

C15H20O2 (232.14632200000003)


   
   
   

guai-4(5),7(11)-diene-3,6-dione|Melicodenone C

guai-4(5),7(11)-diene-3,6-dione|Melicodenone C

C15H20O2 (232.14632200000003)


   
   
   

9-furan-3-yl-2,6-dimethyl-nona-2,5-dien-4-one|dihydrophymaspermone

9-furan-3-yl-2,6-dimethyl-nona-2,5-dien-4-one|dihydrophymaspermone

C15H20O2 (232.14632200000003)


   
   
   
   
   
   
   

2-<6(oder 8)-Hydroxy-4-methyl-1-methylen-1.2.3.5.6.7.8.9-octahydro-azulen-7-yl>-propionsaeure-lacton; Grilacton|2-[6(oder 8)-Hydroxy-4-methyl-1-methylen-1.2.3.5.6.7.8.9-octahydro-azulen-7-yl]-propionsaeure-lacton; Grilacton|alpha-Isogrilacton|Grilacton|grilactone

2-<6(oder 8)-Hydroxy-4-methyl-1-methylen-1.2.3.5.6.7.8.9-octahydro-azulen-7-yl>-propionsaeure-lacton; Grilacton|2-[6(oder 8)-Hydroxy-4-methyl-1-methylen-1.2.3.5.6.7.8.9-octahydro-azulen-7-yl]-propionsaeure-lacton; Grilacton|alpha-Isogrilacton|Grilacton|grilactone

C15H20O2 (232.14632200000003)


   

(3S*,4R*,5S*)-5-(1,3-dihydroxy-2-methylbutyl)-4,5-dihydro-4-hydroxy-3,5-dimethylfuran-2(3H)-one|xylariolide C

(3S*,4R*,5S*)-5-(1,3-dihydroxy-2-methylbutyl)-4,5-dihydro-4-hydroxy-3,5-dimethylfuran-2(3H)-one|xylariolide C

C11H20O5 (232.13106700000003)


   
   

(E)-3-(2,2-dimethylchroman-6-yl)-2-propenoic acid|(E)-3-(2,2-dimethylchroman-6-yl)acrylic acid|3-[(2H)-2,2-dimethyl-3,4-dihydrobenzopyran-6-yl]-2E-propenoic acid|Drupacin|dupracine

(E)-3-(2,2-dimethylchroman-6-yl)-2-propenoic acid|(E)-3-(2,2-dimethylchroman-6-yl)acrylic acid|3-[(2H)-2,2-dimethyl-3,4-dihydrobenzopyran-6-yl]-2E-propenoic acid|Drupacin|dupracine

C14H16O3 (232.1099386)


   
   
   

4-(1,2,2-Trimethylcyclopentyl)benzoic acid

4-(1,2,2-Trimethylcyclopentyl)benzoic acid

C15H20O2 (232.14632200000003)


   
   
   
   
   

L-Tryptophan, N-methyl-, methyl ester

L-Tryptophan, N-methyl-, methyl ester

C13H16N2O2 (232.1211716)


   
   
   

Costunolide

NCGC00381718-02_C15H20O2_Cyclodeca[b]furan-2(3H)-one, 3a,4,5,8,9,11a-hexahydro-6,10-dimethyl-3-methylene-, (3aS,6E,10E,11aR)-

C15H20O2 (232.14632200000003)


Costunolide is a germacranolide with anthelminthic, antiparasitic and antiviral activities. It has a role as an anthelminthic drug, an antiinfective agent, an antineoplastic agent, an antiparasitic agent, an antiviral drug and a metabolite. It is a germacranolide and a heterobicyclic compound. (+)-Costunolide is a natural product found in Magnolia garrettii, Critonia morifolia, and other organisms with data available. D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000871 - Anthelmintics A germacranolide with anthelminthic, antiparasitic and antiviral activities. D000890 - Anti-Infective Agents > D000998 - Antiviral Agents D000970 - Antineoplastic Agents D004791 - Enzyme Inhibitors Costunolide ((+)-Costunolide) is a naturally occurring sesquiterpene lactone, with antioxidative, anti-inflammatory, antiallergic, bone remodeling, neuroprotective, hair growth promoting, anticancer, and antidiabetic properties. Costunolide can induce cell cycle arrest and apoptosis on breast cancer cells[1][2][3]. Costunolide ((+)-Costunolide) is a naturally occurring sesquiterpene lactone, with antioxidative, anti-inflammatory, antiallergic, bone remodeling, neuroprotective, hair growth promoting, anticancer, and antidiabetic properties. Costunolide can induce cell cycle arrest and apoptosis on breast cancer cells[1][2][3].

   
   
   

5,14-Epoxy-3(15),5,7(14)-lactaratrien-8-ol

5,14-Epoxy-3(15),5,7(14)-lactaratrien-8-ol

C15H20O2 (232.14632200000003)


   
   

(5S,9R)-silphiperfol-6-ene-3,5-dione

(5S,9R)-silphiperfol-6-ene-3,5-dione

C15H20O2 (232.14632200000003)


   

Furoscrobiculin A

Furoscrobiculin A

C14H16O3 (232.1099386)


   

(3S,3aR,8bS)-(-)-2,3,3a,8b-Tetrahydro-3-hydroxy-3,3a,6,8b-tetramethyl-1H-cyclopentabenzofuran|(3S,3aR,8bS)-(-)-2,3,3a,8b-Tetrahydro-3-hydroxy-3,3a,6,8b-tetramethyl-1H-cyclopenta[b]benzofuran|(3S,3aR,8bS)-2,3,3a,8b-tetrahydro-3-hydroxy-3,3a,6,8b-tetramethyl-1H-cyclopenta[b]benzofuran|3alpha-hydroxydebromoaplysin

(3S,3aR,8bS)-(-)-2,3,3a,8b-Tetrahydro-3-hydroxy-3,3a,6,8b-tetramethyl-1H-cyclopentabenzofuran|(3S,3aR,8bS)-(-)-2,3,3a,8b-Tetrahydro-3-hydroxy-3,3a,6,8b-tetramethyl-1H-cyclopenta[b]benzofuran|(3S,3aR,8bS)-2,3,3a,8b-tetrahydro-3-hydroxy-3,3a,6,8b-tetramethyl-1H-cyclopenta[b]benzofuran|3alpha-hydroxydebromoaplysin

C15H20O2 (232.14632200000003)


   
   

1H-inden-1-one, 2,3-dihydro-6-hydroxy-2,2,7-trimethyl-4-(1-methylethyl)-

1H-inden-1-one, 2,3-dihydro-6-hydroxy-2,2,7-trimethyl-4-(1-methylethyl)-

C15H20O2 (232.14632200000003)


   
   

3,9-Dihydroxy-beta-calacorene|inuloidin

3,9-Dihydroxy-beta-calacorene|inuloidin

C15H20O2 (232.14632200000003)


   

(3R*,4S*,5S*)-4,5-dihydro-5-(1,2-dihydroxy-2-methylbutyl)-4-hydroxy-3,5-dimethylfuran-2(3H)-one|xylariolide B

(3R*,4S*,5S*)-4,5-dihydro-5-(1,2-dihydroxy-2-methylbutyl)-4-hydroxy-3,5-dimethylfuran-2(3H)-one|xylariolide B

C11H20O5 (232.13106700000003)


   
   

(2S,4R,5S,6R,7R)-2-hydroxy-1(10)-aromadendren-14-oic acid 2,14-lactone

(2S,4R,5S,6R,7R)-2-hydroxy-1(10)-aromadendren-14-oic acid 2,14-lactone

C15H20O2 (232.14632200000003)


   

(1(10)E,4E)-1(10),4,11(13)-Germacratriene-12,14-dial

(1(10)E,4E)-1(10),4,11(13)-Germacratriene-12,14-dial

C15H20O2 (232.14632200000003)


   

5-[(3Z,5Z)-3,5-nonadienyl]-1,3-benzenediol

5-[(3Z,5Z)-3,5-nonadienyl]-1,3-benzenediol

C15H20O2 (232.14632200000003)


   
   

(4R,9R,10R)-(+)-african-1(5)-ene-2,6-dione|2(6)-Africanene-1, 5-dione

(4R,9R,10R)-(+)-african-1(5)-ene-2,6-dione|2(6)-Africanene-1, 5-dione

C15H20O2 (232.14632200000003)


   
   

6-Dehydropetasol

(4aR,5R,6R)-6-Hydroxy-3-isopropenyl-4a,5-dimethyl-5,6,7,8-tetrahydro-2(4aH)-naphthalenone

C15H20O2 (232.14632200000003)


   

Demethylsuberosin

Demethylsuberosin

C14H16O3 (232.1099386)


   

4-Acetyl-2,3-dihydro-2-isopropenyl-5-methoxybenzofuran

4-Acetyl-2,3-dihydro-2-isopropenyl-5-methoxybenzofuran

C14H16O3 (232.1099386)


   
   

2-Hydroxy-5-isopropyl-8-methyl-5,6,7,8-tetrahydro-3-naphthaldehyd

2-Hydroxy-5-isopropyl-8-methyl-5,6,7,8-tetrahydro-3-naphthaldehyd

C15H20O2 (232.14632200000003)


   
   
   

5a,9-dimethyl-3-methylene-3,3a,4,5,5a,6,7,8-octahydro-1-oxacyclopenta[c]azulen-2-one

5a,9-dimethyl-3-methylene-3,3a,4,5,5a,6,7,8-octahydro-1-oxacyclopenta[c]azulen-2-one

C15H20O2 (232.14632200000003)


   
   
   

(1R*,2R*,4R*,7R*,12R*)-8-methylenetetracyclo[5.3.2.0(2,4).0(4,12)]dodec-2-ylacetic acid|echinopine A

(1R*,2R*,4R*,7R*,12R*)-8-methylenetetracyclo[5.3.2.0(2,4).0(4,12)]dodec-2-ylacetic acid|echinopine A

C15H20O2 (232.14632200000003)


   

6,15-epoxy-10beta-H-furanoeremophilane|6alpha,15-epoxyfuranoeremophilane

6,15-epoxy-10beta-H-furanoeremophilane|6alpha,15-epoxyfuranoeremophilane

C15H20O2 (232.14632200000003)


   
   
   
   
   

4-oxo-5(6),11-eudesmadien-8,12-olide|noralantolactone

4-oxo-5(6),11-eudesmadien-8,12-olide|noralantolactone

C14H16O3 (232.1099386)


   

dehydroherbadysidolide|dehydroherbadysinolide

dehydroherbadysidolide|dehydroherbadysinolide

C15H20O2 (232.14632200000003)


   
   

(+)-alcyopterosin I|alcyopterosin I

(+)-alcyopterosin I|alcyopterosin I

C15H20O2 (232.14632200000003)


   
   
   

N-dimethyl-l-tryptophan

N-dimethyl-l-tryptophan

C13H16N2O2 (232.1211716)


   
   
   
   

Araliadiol

(3S,8R,9Z)-pentadeca-1,9-dien-4,6-diyne-3,8-diol

C15H20O2 (232.14632200000003)


Araliadiol is a natural product found in Aralia cordata with data available.

   

Isoalantolactone

Isoalantolactone

C15H20O2 (232.14632200000003)


relative retention time with respect to 9-anthracene Carboxylic Acid is 1.234 Isoalantolactone is an apoptosis inducer, which also acts as an alkylating agent. Isoalantolactone is an apoptosis inducer, which also acts as an alkylating agent.

   

aminoglutethimide

Aminoglutethimide (Cytadren)

C13H16N2O2 (232.1211716)


L - Antineoplastic and immunomodulating agents > L02 - Endocrine therapy > L02B - Hormone antagonists and related agents > L02BG - Aromatase inhibitors D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006727 - Hormone Antagonists > D065088 - Steroid Synthesis Inhibitors D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006727 - Hormone Antagonists > D004965 - Estrogen Antagonists C274 - Antineoplastic Agent > C2189 - Signal Transduction Inhibitor > C129824 - Antineoplastic Protein Inhibitor D004791 - Enzyme Inhibitors > D065088 - Steroid Synthesis Inhibitors > D047072 - Aromatase Inhibitors C274 - Antineoplastic Agent > C129818 - Antineoplastic Hormonal/Endocrine Agent > C481 - Antiestrogen C274 - Antineoplastic Agent > C163758 - Targeted Therapy Agent > C1740 - Aromatase Inhibitor C147908 - Hormone Therapy Agent > C547 - Hormone Antagonist > C2355 - Anti-Adrenal C471 - Enzyme Inhibitor > C129825 - Antineoplastic Enzyme Inhibitor D000970 - Antineoplastic Agents

   
   

(2E,4E)-1-(2,4-dihydroxy-3,5-dimethylphenyl)hexa-2,4-dien-1-one

NCGC00180484-02!(2E,4E)-1-(2,4-dihydroxy-3,5-dimethylphenyl)hexa-2,4-dien-1-one

C14H16O3 (232.1099386)


   

2-hexyl-3-hydroxypentanedioic acid

NCGC00380116-01!2-hexyl-3-hydroxypentanedioic acid

C11H20O5 (232.13106700000003)


   

C15H20O2_2(4aH)-Naphthalenone, 5,6,7,8-tetrahydro-6-hydroxy-4a,5-dimethyl-3-(1-methylethenyl)-, (4aR,5R,6R)

NCGC00180357-02_C15H20O2_2(4aH)-Naphthalenone, 5,6,7,8-tetrahydro-6-hydroxy-4a,5-dimethyl-3-(1-methylethenyl)-, (4aR,5R,6R)-

C15H20O2 (232.14632200000003)


   

Dihydrokavain

NCGC00169002-05_C14H16O3_(6S)-4-Methoxy-6-(2-phenylethyl)-5,6-dihydro-2H-pyran-2-one

C14H16O3 (232.1099386)


Dihydrokavain is one of the six major kavalactones found in the kava plant; appears to contribute significantly to the anxiolytic effects of kava, based on a study in chicks. Dihydrokavain is one of the six major kavalactones found in the kava plant; appears to contribute significantly to the anxiolytic effects of kava, based on a study in chicks.

   

(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

C14H16O3 (232.1099386)


   

(+)-Dihydrokavain

(+)-Dihydrokavain

C14H16O3 (232.1099386)


   

Threonylleucine (isomer of 925, 926)

Threonylleucine (isomer of 925, 926)

C10H20N2O4 (232.1423)


Annotation level-3

   

Threonylleucine (isomer of 809, 925)

Threonylleucine (isomer of 809, 925)

C10H20N2O4 (232.1423)


Annotation level-2

   

Threonylleucine (isomer of 809, 926)

Threonylleucine (isomer of 809, 926)

C10H20N2O4 (232.1423)


Annotation level-2

   

3-Dimethylaminoacetyl-5-methoxyindole

3-Dimethylaminoacetyl-5-methoxyindole

C13H16N2O2 (232.1211716)


Origin: Plant; SubCategory_DNP: Alkaloids derived from tryptophan, Simple tryptamine alkaloids, Indole alkaloids

   

Tryptophan ethyl ester

Tryptophan ethyl ester

C13H16N2O2 (232.1211716)


   
   

sorbicillin_major

sorbicillin_major

C14H16O3 (232.1099386)


   

3,4,5,6-tetrahydro-6,6-dimethyl-spiro[isobenzofuran-1(3H),2-[2H]pyran]-3-one

3,4,5,6-tetrahydro-6,6-dimethyl-spiro[isobenzofuran-1(3H),2-[2H]pyran]-3-one

C14H16O3 (232.1099386)


   
   
   
   
   

UNII:68E01P9UWH

Ethylenediamine-N,N-di-a-butyric acid

C10H20N2O4 (232.1423)


   
   

Ile-THR

2-(2-amino-3-hydroxybutanamido)-3-methylpentanoic acid

C10H20N2O4 (232.1423)


   

Leu-THR

2-(2-amino-3-hydroxybutanamido)-4-methylpentanoic acid

C10H20N2O4 (232.1423)


A dipeptide composed of L-leucine and L-threonine joined by a peptide linkage.

   

THR-Ile

2-(2-amino-3-methylpentanamido)-3-hydroxybutanoic acid

C10H20N2O4 (232.1423)


   

THR-Leu

2-(2-amino-4-methylpentanamido)-3-hydroxybutanoic acid

C10H20N2O4 (232.1423)


A dipeptide formed from L-threonine and L-leucine residues.

   

Pterosin O

1H-Inden-1-one, 2,3-dihydro-6-(2-methoxyethyl)-2,5,7-trimethyl-, (R)-

C15H20O2 (232.14632200000003)


   

5-(4,4-Dimethyl-5-hexenyl)-1,3-benzodioxole, 9ci

6-[(3,4-Methylenedioxy)phenyl]-3,3-dimethyl-1-hexene

C15H20O2 (232.14632200000003)


   

(Z)-8-Decene-4,6-diyn-1-yl 3-methylbutanoate

(8Z)-dec-8-en-4,6-diyn-1-yl 3-methylbutanoate

C15H20O2 (232.14632200000003)


   

1(10),11-Eremophiladiene-2,9-dione

4a,5-dimethyl-3-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalene-1,7-dione

C15H20O2 (232.14632200000003)


   

Bilobanon

2-methyl-5-[5-(2-methylpropyl)furan-3-yl]cyclohex-2-en-1-one

C15H20O2 (232.14632200000003)


   

Alloalantolactone

[3aR-(3aalpha,8abeta,9aalpha)]-3a,4,6,7,8,8a,9,9a-Octahydro-5,8a-dimethyl-3-methylenenaphtho[2,3-b]furan-2(3H)-one

C15H20O2 (232.14632200000003)


   

Furoeremophilone 1

3,4a,5-trimethyl-4H,4aH,5H,6H,7H,8H,8aH,9H-naphtho[2,3-b]furan-8-one

C15H20O2 (232.14632200000003)


   

fema 3320

oxolan-2-ylmethyl (2E)-3-phenylprop-2-enoate

C14H16O3 (232.1099386)


   

FEMA 2066

1-Heptanol, 2-(phenylmethylene)-, formate

C15H20O2 (232.14632200000003)


   

Pterosin E

2,3-dihydro-2,4,6-Trimethyl-3-oxo-1H-indene-5-acetic acid, 9ci

C14H16O3 (232.1099386)


   

Germacrone-13-al

2-[(1E,3Z,7Z)-4,8-dimethyl-10-oxocyclodeca-3,7-dien-1-ylidene]propanal

C15H20O2 (232.14632200000003)


   

Turmeronol B

6-(2-hydroxy-4-methylphenyl)-2-methylhept-2-en-4-one

C15H20O2 (232.14632200000003)


   

Turmeronol A

6-(3-hydroxy-4-methylphenyl)-2-methylhept-2-en-4-one

C15H20O2 (232.14632200000003)


   

1,3,11(13)-Eudesmatrien-12-oic acid

2-(4a,8-dimethyl-1,2,3,4,4a,8a-hexahydronaphthalen-2-yl)prop-2-enoic acid

C15H20O2 (232.14632200000003)


   

L-Acetopine

5-carbamimidamido-2-[(carboxymethyl)amino]pentanoic acid

C8H16N4O4 (232.1171496)


   

(E)-9-(3-Furanyl)-2,6-dimethyl-2,6-nonadien-4-one

(6E)-9-(furan-3-yl)-2,6-dimethylnona-2,6-dien-4-one

C15H20O2 (232.14632200000003)


   

7-Hydroxy-2-calamenenone

7-hydroxy-1,6-dimethyl-4-(propan-2-yl)-1,2,3,4-tetrahydronaphthalen-2-one

C15H20O2 (232.14632200000003)


   

Collybial

2,10,10-Trimethyl-4-oxotricyclo[7.2.0.02,5]undec-6-ene-6-carboxaldehyde, 9ci

C15H20O2 (232.14632200000003)


   

10,11-Epidioxycalamene

4,8,11,11-tetramethyl-9,10-dioxatricyclo[6.3.2.0^{2,7}]trideca-2,4,6-triene

C15H20O2 (232.14632200000003)


   

FA 15:5

10-Pentadecen-6,8-diynoic acid, (E)-

C15H20O2 (232.14632200000003)


   

WE 15:5

WE 10:3(4Y,6Y,8Z)/4:0(3Me);WE(10:3(4Y,6Y,8Z)/4:0(3Me))

C15H20O2 (232.14632200000003)


   
   

8-Epiasterolide

[4aS-(4aalpha,8abeta,9aalpha)]-4a,5,6,7,8,8a,9,9a-Octahydro-3,8a-dimethyl-5-methylenenaphtho[2,3-b]furan-2(4H)-one

C15H20O2 (232.14632200000003)


   
   

ETHYL 5-[3-(DIMETHYLAMINO)PROP-1-YNYL]NICOTINATE

ETHYL 5-[3-(DIMETHYLAMINO)PROP-1-YNYL]NICOTINATE

C13H16N2O2 (232.1211716)


   

3-[Dimethoxy(methyl)silyl]propyl methacrylate

3-[Dimethoxy(methyl)silyl]propyl methacrylate

C10H20O4Si (232.11308000000002)


   

(R)-1-Methylmephenytoin

(R)-1-Methylmephenytoin

C13H16N2O2 (232.1211716)


   

ethyl (3r,5s)-6-hydroxy-3,5-o-iso-propylidene-3,5-dihydroxyhexanoate

ethyl (3r,5s)-6-hydroxy-3,5-o-iso-propylidene-3,5-dihydroxyhexanoate

C11H20O5 (232.13106700000003)


   

2,2,5,7-TETRAMETHYL-1-OXOINDANE-4-CARBOXYLIC ACID

2,2,5,7-TETRAMETHYL-1-OXOINDANE-4-CARBOXYLIC ACID

C14H16O3 (232.1099386)


   

trans-2-Benzoylcyclohexane-1-carboxylic acid

trans-2-Benzoylcyclohexane-1-carboxylic acid

C14H16O3 (232.1099386)


   

4,6(1H,5H)-Pyrimidinedione,5-ethyldihydro-5-(4-methylphenyl)-

4,6(1H,5H)-Pyrimidinedione,5-ethyldihydro-5-(4-methylphenyl)-

C13H16N2O2 (232.1211716)


   

2-(4-Cyclohexylphenyl)propanoic acid

2-(4-Cyclohexylphenyl)propanoic acid

C15H20O2 (232.14632200000003)


   

1,6-DIPHENYL-1,3,5-HEXATRIENE

1,6-DIPHENYL-1,3,5-HEXATRIENE

C18H16 (232.1251936)


D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents > D049408 - Luminescent Agents D004396 - Coloring Agents > D005456 - Fluorescent Dyes

   
   
   

1-ETHYL-2-METHYL-1H-BENZOIMIDAZOLE-5-CARBOXYLIC ACID ETHYL ESTER

1-ETHYL-2-METHYL-1H-BENZOIMIDAZOLE-5-CARBOXYLIC ACID ETHYL ESTER

C13H16N2O2 (232.1211716)


   

(1H-IMIDAZOL-4-YL)-P-TOLYL-METHANONE

(1H-IMIDAZOL-4-YL)-P-TOLYL-METHANONE

C13H16N2O2 (232.1211716)


   

N-(tert-Butoxycarbonyl)-L-alanine N-Methoxy-N-MethylaMide

N-(tert-Butoxycarbonyl)-L-alanine N-Methoxy-N-MethylaMide

C10H20N2O4 (232.1423)


   

N-(3-(3-Hydroxyprop-1-ynyl)pyridin-2-yl)pivalamide

N-(3-(3-Hydroxyprop-1-ynyl)pyridin-2-yl)pivalamide

C13H16N2O2 (232.1211716)


   
   

METHYL 1-(TERT-BUTYL)-1H-BENZO[D]IMIDAZOLE-5-CARBOXYLATE

METHYL 1-(TERT-BUTYL)-1H-BENZO[D]IMIDAZOLE-5-CARBOXYLATE

C13H16N2O2 (232.1211716)


   

Methyl 1-tert-butyl-1H-benzo[d]imidazole-6-carboxylate

Methyl 1-tert-butyl-1H-benzo[d]imidazole-6-carboxylate

C13H16N2O2 (232.1211716)


   

4-(2-phenylmethoxyethyl)cyclohexan-1-one

4-(2-phenylmethoxyethyl)cyclohexan-1-one

C15H20O2 (232.14632200000003)


   

N-CBZ-2,5-DIAZABICYCLO[2.2.1]HEPTANE

N-CBZ-2,5-DIAZABICYCLO[2.2.1]HEPTANE

C13H16N2O2 (232.1211716)


   

Cyclohexanecarboxylic acid, 4-oxo-, phenylmethyl ester

Cyclohexanecarboxylic acid, 4-oxo-, phenylmethyl ester

C14H16O3 (232.1099386)


   

(-)-MENTHOXYACETYL CHLORIDE

(-)-MENTHOXYACETYL CHLORIDE

C12H21ClO2 (232.1229996)


   
   

(R)-6-Benzyloxymethyl-4-methyl-5,6-dihydro-pyran-2-one

(R)-6-Benzyloxymethyl-4-methyl-5,6-dihydro-pyran-2-one

C14H16O3 (232.1099386)


   

DIETHYL 3-METHYLCYCLOHEX-1-ENYLPHOSPHONATE

DIETHYL 3-METHYLCYCLOHEX-1-ENYLPHOSPHONATE

C11H21O3P (232.1228246)


   
   

3-(4-TERT-BUTYLBENZOYL)ACRYLICACID

3-(4-TERT-BUTYLBENZOYL)ACRYLICACID

C14H16O3 (232.1099386)


   

(S)-aminoglutethimide

(-)-Aminoglutethimide

C13H16N2O2 (232.1211716)


   

2-(2-morpholin-4-ylethoxy)benzonitrile

2-(2-morpholin-4-ylethoxy)benzonitrile

C13H16N2O2 (232.1211716)


   

Phenyl 4-ethylcyclohexanecarboxylate

Phenyl 4-ethylcyclohexanecarboxylate

C15H20O2 (232.14632200000003)


   

4-METHOXYCARBONYL-4-PHENYLCYCLOHEXANONE

4-METHOXYCARBONYL-4-PHENYLCYCLOHEXANONE

C14H16O3 (232.1099386)


   

PIPERIDINO(2-PIPERIDINYL)METHANONE HYDROCHLORIDE

PIPERIDINO(2-PIPERIDINYL)METHANONE HYDROCHLORIDE

C11H21ClN2O (232.1342326)


   
   
   

(S,S)-(+)-PSEUDOEPHEDRINEGLYCINAMIDE

(S,S)-(+)-PSEUDOEPHEDRINEGLYCINAMIDE

C13H16N2O2 (232.1211716)


   

H-D-Orn(Boc)-OH

H-D-Orn(Boc)-OH

C10H20N2O4 (232.1423)


   
   

Naphthalene,2-(2-phenylethyl)-

Naphthalene,2-(2-phenylethyl)-

C18H16 (232.1251936)


   
   

tert-butyl-(3-ethynylphenoxy)-dimethylsilane

tert-butyl-(3-ethynylphenoxy)-dimethylsilane

C14H20OSi (232.128335)


   

4-Formylphenylboronic acid pinacol cyclic ester

4-Formylphenylboronic acid pinacol cyclic ester

C13H17BO3 (232.12706820000002)


   

3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

C13H17BO3 (232.12706820000002)


   

TERT-BUTYL 5-METHYL-1H-BENZO[D]IMIDAZOLE-1-CARBOXYLATE

TERT-BUTYL 5-METHYL-1H-BENZO[D]IMIDAZOLE-1-CARBOXYLATE

C13H16N2O2 (232.1211716)


   

4-benzoylpiperazine-1-carboxamidine

4-benzoylpiperazine-1-carboxamidine

C12H16N4O (232.13240459999997)


   

Methyl 4-methyl-2-propyl-1H-benzimidazole-6-carboxylate

Methyl 4-methyl-2-propyl-1H-benzimidazole-6-carboxylate

C13H16N2O2 (232.1211716)


   

N-(1-CARBAMOYL-CYCLOPENTYL)-BENZAMIDE

N-(1-CARBAMOYL-CYCLOPENTYL)-BENZAMIDE

C13H16N2O2 (232.1211716)


   

(CHLOROMETHYL)VINYLBENZENE

(CHLOROMETHYL)VINYLBENZENE

C13H16N2O2 (232.1211716)


   

3-(2,3,5,6-TETRAMETHYLBENZOYL)ACRYLIC ACID

3-(2,3,5,6-TETRAMETHYLBENZOYL)ACRYLIC ACID

C14H16O3 (232.1099386)


   

1-(3-PIPERIDINYLCARBONYL)PIPERIDINEMONOHYDROCHLORIDE

1-(3-PIPERIDINYLCARBONYL)PIPERIDINEMONOHYDROCHLORIDE

C11H21ClN2O (232.1342326)


   

n-alpha-boc-(+/-)-2-amino-3-(dimethylamino)propionic acid

n-alpha-boc-(+/-)-2-amino-3-(dimethylamino)propionic acid

C10H20N2O4 (232.1423)


   

boc-aza-l-leucine

boc-aza-l-leucine

C10H20N2O4 (232.1423)


   

D-Aminoglutethimide

(R)-aminoglutethimide

C13H16N2O2 (232.1211716)


   

5-FLUORO-3-(1-METHYL-4-PIPERIDINYL)INDOLE

5-FLUORO-3-(1-METHYL-4-PIPERIDINYL)INDOLE

C14H17FN2 (232.13756940000002)


   

1-BENZYL-3(R)-ETHYL-PIPERAZINE-2,5-DIONE

1-BENZYL-3(R)-ETHYL-PIPERAZINE-2,5-DIONE

C13H16N2O2 (232.1211716)


   

1-BENZYL-3-ETHYL-PIPERAZINE-2,5-DIONE

1-BENZYL-3-ETHYL-PIPERAZINE-2,5-DIONE

C13H16N2O2 (232.1211716)


   

TERT-BUTYL 1H-INDOL-5-YLCARBAMATE

TERT-BUTYL 1H-INDOL-5-YLCARBAMATE

C13H16N2O2 (232.1211716)


   

2-Benzoxepin-1,3-dione,4,5-dihydro-4,4,7,9-tetramethyl-

2-Benzoxepin-1,3-dione,4,5-dihydro-4,4,7,9-tetramethyl-

C14H16O3 (232.1099386)


   

tert-butyl 4-cyanobenzylcarbamate

tert-butyl 4-cyanobenzylcarbamate

C13H16N2O2 (232.1211716)


   

5-(5-Amino-3-(tert-butyl)-1H-pyrazol-1-yl)pyridin-2(1H)-one

5-(5-Amino-3-(tert-butyl)-1H-pyrazol-1-yl)pyridin-2(1H)-one

C12H16N4O (232.13240459999997)


   

tert-Butyl 1H-indol-4-ylcarbamate

tert-Butyl 1H-indol-4-ylcarbamate

C13H16N2O2 (232.1211716)


   

(1S,2S)-2-benzoylcyclohexane-1-carboxylate

(1S,2S)-2-benzoylcyclohexane-1-carboxylate

C14H16O3 (232.1099386)


   

N-Allyl-N,N-dimethyl-2-propen-1-aminium chloride - acrylamide (1: 1:1)

N-Allyl-N,N-dimethyl-2-propen-1-aminium chloride - acrylamide (1: 1:1)

C11H21ClN2O (232.1342326)


   

piperidine, 1-(4-piperidinylcarbonyl)-, hydrochloride

piperidine, 1-(4-piperidinylcarbonyl)-, hydrochloride

C11H21ClN2O (232.1342326)


   

tert-butyl N-[3-[methoxy(methyl)amino]-3-oxopropyl]carbamate

tert-butyl N-[3-[methoxy(methyl)amino]-3-oxopropyl]carbamate

C10H20N2O4 (232.1423)


   

5-Fluoro-2-piperazin-1-yl-quinoxaline

5-Fluoro-2-piperazin-1-yl-quinoxaline

C12H13FN4 (232.112419)


   

tert-butyl N-[(S)-cyano(phenyl)methyl]carbamate

tert-butyl N-[(S)-cyano(phenyl)methyl]carbamate

C13H16N2O2 (232.1211716)


   

(6,7-DIMETHOXY-1,2,3,4-TETRAHYDRO-ISOQUINOLIN-1-YL)-ACETONITRILE

(6,7-DIMETHOXY-1,2,3,4-TETRAHYDRO-ISOQUINOLIN-1-YL)-ACETONITRILE

C13H16N2O2 (232.1211716)


   

(R)-TERT-BUTYL1-(METHOXY(METHYL)AMINO)-1-OXOPROPAN-2-YLCARBAMATE

(R)-TERT-BUTYL1-(METHOXY(METHYL)AMINO)-1-OXOPROPAN-2-YLCARBAMATE

C10H20N2O4 (232.1423)


   

4-(3-OXO-CYCLOPENTYL)-BENZOIC ACID ETHYL ESTER

4-(3-OXO-CYCLOPENTYL)-BENZOIC ACID ETHYL ESTER

C14H16O3 (232.1099386)


   

(S)-N-Cbz-Valinenitrile

(S)-N-Cbz-Valinenitrile

C13H16N2O2 (232.1211716)


   

Trimethylsilylketene Ethyl Trimethylsilyl Acetal (mixture of isomers)

Trimethylsilylketene Ethyl Trimethylsilyl Acetal (mixture of isomers)

C10H24O2Si2 (232.1314764)


   

2-(4-Methoxyphenyl)-2,5-diazaspiro[3.4]octan-1-one

2-(4-Methoxyphenyl)-2,5-diazaspiro[3.4]octan-1-one

C13H16N2O2 (232.1211716)


   

2-Ethyl-8-methyl-2,8-diazaspiro[4.5]decan-1-one hydrochloride (1: 1)

2-Ethyl-8-methyl-2,8-diazaspiro[4.5]decan-1-one hydrochloride (1: 1)

C11H21ClN2O (232.1342326)


   

3-(4-Ethoxyphenyl)-1,4-dimethyl-1H-pyrazol-5-ol

3-(4-Ethoxyphenyl)-1,4-dimethyl-1H-pyrazol-5-ol

C13H16N2O2 (232.1211716)


   

N-α-BOC-(R)-2-AMINO-3-(DIMETHYLAMINO)PROPIONIC ACID

N-α-BOC-(R)-2-AMINO-3-(DIMETHYLAMINO)PROPIONIC ACID

C10H20N2O4 (232.1423)


   

1-CYCLOHEXYL-6-FLUORO-3-METHYL-1H-INDAZOLE

1-CYCLOHEXYL-6-FLUORO-3-METHYL-1H-INDAZOLE

C14H17FN2 (232.13756940000002)


   

3-(4-FLUOROBENZYL)-5,6,7,8-TETRAHYDRO-[1,2,4]TRIAZOLO[4,3-A]PYRAZINE

3-(4-FLUOROBENZYL)-5,6,7,8-TETRAHYDRO-[1,2,4]TRIAZOLO[4,3-A]PYRAZINE

C12H13FN4 (232.112419)


   

1-[2-(4-fluorophenyl)ethyl]piperidine-4-carbonitrile

1-[2-(4-fluorophenyl)ethyl]piperidine-4-carbonitrile

C14H17FN2 (232.13756940000002)


   

formaldehyde,2-methylphenol,phenol

formaldehyde,2-methylphenol,phenol

C14H16O3 (232.1099386)


   

phenyl-7-amino-5-azaspiro[2.4]heptane-5-carboxylate

phenyl-7-amino-5-azaspiro[2.4]heptane-5-carboxylate

C13H16N2O2 (232.1211716)


   

4-(2-morpholin-4-ylethoxy)benzonitrile

4-(2-morpholin-4-ylethoxy)benzonitrile

C13H16N2O2 (232.1211716)


   

4,6(1H,5H)-Pyrimidinedione,dihydro-5-phenyl-5-propyl-

4,6(1H,5H)-Pyrimidinedione,dihydro-5-phenyl-5-propyl-

C13H16N2O2 (232.1211716)


   

2-tert-butyl-1-methyl-5-nitroindole

2-tert-butyl-1-methyl-5-nitroindole

C13H16N2O2 (232.1211716)


   

Ethyl 2-oxo-3-phenylcyclopentanecarboxylate

Ethyl 2-oxo-3-phenylcyclopentanecarboxylate

C14H16O3 (232.1099386)


   

ethyl 2-amino-3-(1H-indol-2-yl)propanoate

ethyl 2-amino-3-(1H-indol-2-yl)propanoate

C13H16N2O2 (232.1211716)


   

Di-Tert-Butyl Hydrazo dicarboxylate

Di-Tert-Butyl Hydrazo dicarboxylate

C10H20N2O4 (232.1423)


   

(S)-1-BENZYL-3-ETHYLPIPERAZINE-2,5-DIONE

(S)-1-BENZYL-3-ETHYLPIPERAZINE-2,5-DIONE

C13H16N2O2 (232.1211716)


   

BENZENEACETIC ACID, 4-(CYCLOPROPYLCARBONYL)-A,A-DIMETHYL-

BENZENEACETIC ACID, 4-(CYCLOPROPYLCARBONYL)-A,A-DIMETHYL-

C14H16O3 (232.1099386)


   
   
   

3-CBZ-3,6-DIAZABICYCLO[3.2.0]HEPTANE

3-CBZ-3,6-DIAZABICYCLO[3.2.0]HEPTANE

C13H16N2O2 (232.1211716)


   

3-(2-morpholin-4-ylethoxy)benzonitrile

3-(2-morpholin-4-ylethoxy)benzonitrile

C13H16N2O2 (232.1211716)


   

11-prop-2-enylidene-5,6-dihydrodibenzo[2,1-b:2,1-f][7]annulene

11-prop-2-enylidene-5,6-dihydrodibenzo[2,1-b:2,1-f][7]annulene

C18H16 (232.1251936)


   

Pirmagrel

Pirmagrel

C13H16N2O2 (232.1211716)


C78275 - Agent Affecting Blood or Body Fluid > C1327 - Antiplatelet Agent D007155 - Immunologic Factors > D007166 - Immunosuppressive Agents C308 - Immunotherapeutic Agent > C574 - Immunosuppressant D004791 - Enzyme Inhibitors

   

4-CARBOETHOXYPHENYL CYCLOBUTYL KETONE

4-CARBOETHOXYPHENYL CYCLOBUTYL KETONE

C14H16O3 (232.1099386)


   

(R)-3-CHLORO-2-METHYLPROPIONYLCHLORIDE

(R)-3-CHLORO-2-METHYLPROPIONYLCHLORIDE

C11H20O5 (232.13106700000003)


   

(E)-3-(2-Formylphenyl)-2-propenoic acid 1,1-dimethyl ethyl ester

(E)-3-(2-Formylphenyl)-2-propenoic acid 1,1-dimethyl ethyl ester

C14H16O3 (232.1099386)


   

N-[3-(3-DIMETHYLAMINO-1-OXO-2-PROPENYL)PHENYL]ACETAMIDE

N-[3-(3-DIMETHYLAMINO-1-OXO-2-PROPENYL)PHENYL]ACETAMIDE

C13H16N2O2 (232.1211716)


   

α-Methyl-D,L-tryptophan Methyl Ester

α-Methyl-D,L-tryptophan Methyl Ester

C13H16N2O2 (232.1211716)


   
   

2-BENZYL-2-CARBOMETHOXYCYCLOPENTANONE

2-BENZYL-2-CARBOMETHOXYCYCLOPENTANONE

C14H16O3 (232.1099386)


   

4-(2-Amino-4-cyano-phenyl)-butyric acid ethyl ester

4-(2-Amino-4-cyano-phenyl)-butyric acid ethyl ester

C13H16N2O2 (232.1211716)


   

DL-Mandelic Acid Sodium Salt

DL-Mandelic Acid Sodium Salt

C14H16O3 (232.1099386)


   
   

(4aS,7R)-3-Hydroxy-7-isopropenyl-1,4a-dimethyl-5,6,7,8-tetrahydronaphthalen-1(4aH)-one

(4aS,7R)-3-Hydroxy-7-isopropenyl-1,4a-dimethyl-5,6,7,8-tetrahydronaphthalen-1(4aH)-one

C15H20O2 (232.14632200000003)


   

1-(4,6-Dimethylpyrimidin-2-yl)-4-ethyl-3-methyl-1H-pyrazol-5-ol

1-(4,6-Dimethylpyrimidin-2-yl)-4-ethyl-3-methyl-1H-pyrazol-5-ol

C12H16N4O (232.13240459999997)


   

4-(Cyclohexanecarbonyl)phenylboronic acid

4-(Cyclohexanecarbonyl)phenylboronic acid

C13H17BO3 (232.12706820000002)


   
   

2-(1,4-diazepan-1-yl)-5-methyl[1,3]oxazolo[4,5-b]pyridine(SALTDATA: FREE)

2-(1,4-diazepan-1-yl)-5-methyl[1,3]oxazolo[4,5-b]pyridine(SALTDATA: FREE)

C12H16N4O (232.13240459999997)


   

5,5,8,8-TETRAMETHYL-5,6,7,8-TETRAHYDRONAPHTHALENE-2-CARBOXYLIC ACID

5,5,8,8-TETRAMETHYL-5,6,7,8-TETRAHYDRONAPHTHALENE-2-CARBOXYLIC ACID

C15H20O2 (232.14632200000003)


   

ETHYL 5,6-DIMETHYL-1H-BENZIMIDAZOL-1-YL)ACETATE

ETHYL 5,6-DIMETHYL-1H-BENZIMIDAZOL-1-YL)ACETATE

C13H16N2O2 (232.1211716)


   

6-FLUORO-2-METHYL-3-(4-PIPERIDINE)-1H-INDOLE

6-FLUORO-2-METHYL-3-(4-PIPERIDINE)-1H-INDOLE

C14H17FN2 (232.13756940000002)


   
   

1-(5,8-dimethoxy-3,4-dihydronaphthalen-2-yl)ethanone

1-(5,8-dimethoxy-3,4-dihydronaphthalen-2-yl)ethanone

C14H16O3 (232.1099386)


   

2-Formylphenylboronic acid pinacol ester

2-Formylphenylboronic acid pinacol ester

C13H17BO3 (232.12706820000002)


   

9-Nitro(2H9)anthracene

9-Nitro(2H9)anthracene

C14D9NO2 (232.119820002)


   

N-cyanoethyl-N-acetoxyethyl aniline

N-cyanoethyl-N-acetoxyethyl aniline

C13H16N2O2 (232.1211716)


   

1-CYCLOPENTYL-3-ETHYL-6-FLUORO-1H-INDAZOLE

1-CYCLOPENTYL-3-ETHYL-6-FLUORO-1H-INDAZOLE

C14H17FN2 (232.13756940000002)


   
   

Piperazine adipate

Piperazine adipate

C10H20N2O4 (232.1423)


C254 - Anti-Infective Agent > C276 - Antiparasitic Agent > C250 - Antihelminthic Agent

   

2-Naphthalenebutanoicacid, 5,6,7,8-tetrahydro-g-oxo-

2-Naphthalenebutanoicacid, 5,6,7,8-tetrahydro-g-oxo-

C14H16O3 (232.1099386)


   

N*6*-(4-FLUORO-BENZYL)-PYRIDINE-2,3,6-TRIAMINE

N*6*-(4-FLUORO-BENZYL)-PYRIDINE-2,3,6-TRIAMINE

C12H13FN4 (232.112419)


   

4-(Trans-4-Ethylcyclohexyl)Benzoic Acid

4-(Trans-4-Ethylcyclohexyl)Benzoic Acid

C15H20O2 (232.14632200000003)


   

1-(2-methylphenyl)-4-oxocyclohexane-1-carboxylic acid

1-(2-methylphenyl)-4-oxocyclohexane-1-carboxylic acid

C14H16O3 (232.1099386)


   

1-piperidin-4-yl-4H-3,1-benzoxazin-2-one

1-piperidin-4-yl-4H-3,1-benzoxazin-2-one

C13H16N2O2 (232.1211716)


   

Tasipimidine

Tasipimidine

C13H16N2O2 (232.1211716)


C78272 - Agent Affecting Nervous System > C29747 - Adrenergic Agent > C87053 - Adrenergic Agonist

   

1,2-dibutyrin

[(2S)-2-butanoyloxy-3-hydroxypropyl] butanoate

C11H20O5 (232.13106700000003)


A dibutyrin resulting from the condensation the secondary hydroxy group and one of the primary hydroxy groups of glycerol with butyric acid.

   

2-Hepten-4-one, 6-(2-hydroxy-4-methylphenyl)-2-methyl-

2-Hepten-4-one, 6-(2-hydroxy-4-methylphenyl)-2-methyl-

C15H20O2 (232.14632200000003)


   

DIBUTYRIN

Butanoic acid, diester with 1,2,3-propanetriol

C11H20O5 (232.13106700000003)


A diglyceride resulting from the formal condensation of any two of the hydroxy groups of glycerol with the carboxy groups of two molecules of butanoic acid (either R1 = H and R2 = butanoyl, or R1 = butanoyl and R2 = H). A closed class.

   

L-Isoleucyl-L-threonine

L-Isoleucyl-L-threonine

C10H20N2O4 (232.1423)


   

2-(2-Cyclohexylidenehydrazinyl)benzoic acid

2-(2-Cyclohexylidenehydrazinyl)benzoic acid

C13H16N2O2 (232.1211716)


   

6-Amino-3-methyl-4-(2-methylpropyl)-2,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile

6-Amino-3-methyl-4-(2-methylpropyl)-2,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile

C12H16N4O (232.13240459999997)


   

(3aR,5E,9E,11aR)-6,10-dimethyl-3-methylene-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-2(3H)-one

(3aR,5E,9E,11aR)-6,10-dimethyl-3-methylene-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-2(3H)-one

C15H20O2 (232.14632200000003)


   

Ethyl L-tryptophanate

Ethyl L-tryptophanate

C13H16N2O2 (232.1211716)


   

2-(dimethylamino)-1-(5-methoxy-1H-indol-3-yl)ethanone

2-(dimethylamino)-1-(5-methoxy-1H-indol-3-yl)ethanone

C13H16N2O2 (232.1211716)


   

Hexanoic acid, 3-phenyl-2-propenyl ester

Hexanoic acid, 3-phenyl-2-propenyl ester

C15H20O2 (232.14632200000003)


   

1,1,1,2,2-Pentamethyl-2-(phenylethynyl)disilane

1,1,1,2,2-Pentamethyl-2-(phenylethynyl)disilane

C13H20Si2 (232.11034800000002)


   

2-[1-(Benzyloxy)propyl]cyclopentan-1-one

2-[1-(Benzyloxy)propyl]cyclopentan-1-one

C15H20O2 (232.14632200000003)


   

2-Ethenyl-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran-6-ol

2-Ethenyl-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran-6-ol

C15H20O2 (232.14632200000003)


   

2-Propenoic acid, 3-ethoxy-3-[(trimethylsilyl)oxy]-, ethyl ester

2-Propenoic acid, 3-ethoxy-3-[(trimethylsilyl)oxy]-, ethyl ester

C10H20O4Si (232.11308000000002)


   
   

7-(Carboxyamino)-8-amino-nonanoic acid

7-(Carboxyamino)-8-amino-nonanoic acid

C10H20N2O4 (232.1423)


   

3-(2-Aminoethyl)-4-(aminomethyl)heptanedioic acid

3-(2-Aminoethyl)-4-(aminomethyl)heptanedioic acid

C10H20N2O4 (232.1423)


   

Mofebutazone

Mofebutazone

C13H16N2O2 (232.1211716)


M - Musculo-skeletal system > M02 - Topical products for joint and muscular pain > M02A - Topical products for joint and muscular pain > M02AA - Antiinflammatory preparations, non-steroids for topical use M - Musculo-skeletal system > M01 - Antiinflammatory and antirheumatic products > M01A - Antiinflammatory and antirheumatic products, non-steroids > M01AA - Butylpyrazolidines C78272 - Agent Affecting Nervous System > C241 - Analgesic Agent > C2198 - Nonnarcotic Analgesic D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents D002491 - Central Nervous System Agents > D000700 - Analgesics D000893 - Anti-Inflammatory Agents D018501 - Antirheumatic Agents

   

atractylenolideII

Atractylenolide II

C15H20O2 (232.14632200000003)


Atractylenolide II is a sesquiterpene compound isolated from the dried rhizome of Atractylodes macrocephala (Baizhu in Chinese); anti-proliferative activity. IC50 value: 82.3 μM(B16 melanoma cell, 48 h) [1] Target: anticancer natural compound in vitro: AT-II treatment for 48 h dose-dependently inhibited cell proliferation with an IC(50) of 82.3 μM, and induced G1 phase cell cycle arrest. Moreover, treatment with 75 μM AT-II induced apoptosis. These observations were associated with the decrease of the expression of Cdk2, phosphorylated-Akt, phosphorylated-ERK and Bcl-2, the increase of the expression of phosphorylated-p38, phosphorylated-p53, p21, p27, and activation of caspases-8, -9 and -3. In addition, a chemical inhibitor of p53, PFTα, significantly decreased AT-II-mediated growth inhibition and apoptosis [1]. In B16 and A375 cells, AT-II (20, 40 μm) treatment for 48 h dose-dependently reduced protein expression levels of phospho-STAT3, phospho-Src, as well as STAT3-regulated Mcl-1 and Bcl-xL. Overexpression of a constitutively active variant of STAT3, STAT3C in A375 cells diminished the antiproliferative and apoptotic effects of AT-II [2]. in vivo: Daily administration of AT-II (12.5, 25 mg/kg, i.g.) for 14 days significantly inhibited tumor growth in a B16 xenograft mouse model and inhibited the activation/phosphorylation of STAT3 and Src in the xenografts [2]. Atractylenolide II is a sesquiterpene compound isolated from the dried rhizome of Atractylodes macrocephala (Baizhu in Chinese); anti-proliferative activity. IC50 value: 82.3 μM(B16 melanoma cell, 48 h) [1] Target: anticancer natural compound in vitro: AT-II treatment for 48 h dose-dependently inhibited cell proliferation with an IC(50) of 82.3 μM, and induced G1 phase cell cycle arrest. Moreover, treatment with 75 μM AT-II induced apoptosis. These observations were associated with the decrease of the expression of Cdk2, phosphorylated-Akt, phosphorylated-ERK and Bcl-2, the increase of the expression of phosphorylated-p38, phosphorylated-p53, p21, p27, and activation of caspases-8, -9 and -3. In addition, a chemical inhibitor of p53, PFTα, significantly decreased AT-II-mediated growth inhibition and apoptosis [1]. In B16 and A375 cells, AT-II (20, 40 μm) treatment for 48 h dose-dependently reduced protein expression levels of phospho-STAT3, phospho-Src, as well as STAT3-regulated Mcl-1 and Bcl-xL. Overexpression of a constitutively active variant of STAT3, STAT3C in A375 cells diminished the antiproliferative and apoptotic effects of AT-II [2]. in vivo: Daily administration of AT-II (12.5, 25 mg/kg, i.g.) for 14 days significantly inhibited tumor growth in a B16 xenograft mouse model and inhibited the activation/phosphorylation of STAT3 and Src in the xenografts [2].

   

AI3-31148

Naphtho[2,3-b]furan-2(3H)-one, decahydro-8a-methyl-3,5-bis(methylene)-, [3aR-(3a.alpha.,4a.alpha.,8a.beta.,9a.alpha.)]-

C15H20O2 (232.14632200000003)


Isoalantolactone is an apoptosis inducer, which also acts as an alkylating agent. Isoalantolactone is an apoptosis inducer, which also acts as an alkylating agent.

   

Costunolid

Costunolide

C15H20O2 (232.14632200000003)


D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000871 - Anthelmintics D000890 - Anti-Infective Agents > D000998 - Antiviral Agents D000970 - Antineoplastic Agents D004791 - Enzyme Inhibitors Costunolide ((+)-Costunolide) is a naturally occurring sesquiterpene lactone, with antioxidative, anti-inflammatory, antiallergic, bone remodeling, neuroprotective, hair growth promoting, anticancer, and antidiabetic properties. Costunolide can induce cell cycle arrest and apoptosis on breast cancer cells[1][2][3]. Costunolide ((+)-Costunolide) is a naturally occurring sesquiterpene lactone, with antioxidative, anti-inflammatory, antiallergic, bone remodeling, neuroprotective, hair growth promoting, anticancer, and antidiabetic properties. Costunolide can induce cell cycle arrest and apoptosis on breast cancer cells[1][2][3].

   

5-[(4-Hydroxyphenyl)methyl]-3-imino-4,4-dimethylpyrrolidin-2-one

5-[(4-Hydroxyphenyl)methyl]-3-imino-4,4-dimethylpyrrolidin-2-one

C13H16N2O2 (232.1211716)


   

(3aR,5E,11aS)-6,10-dimethyl-3-methylidene-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-2-one

(3aR,5E,11aS)-6,10-dimethyl-3-methylidene-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-2-one

C15H20O2 (232.14632200000003)


   
   

(3R)-N-acetyl-3-hydroxy-L-arginine

(3R)-N-acetyl-3-hydroxy-L-arginine

C8H16N4O4 (232.1171496)


   

(2S,3R)-2-acetamido-5-(diaminomethylideneamino)-3-hydroxypentanoic acid

(2S,3R)-2-acetamido-5-(diaminomethylideneamino)-3-hydroxypentanoic acid

C8H16N4O4 (232.1171496)


   

1,1-Diphenyl-1,3,5-hexatriene

1,1-Diphenyl-1,3,5-hexatriene

C18H16 (232.1251936)


   

(2E)-2-[[(E)-3-phenylbut-2-enyl]hydrazinylidene]propanoic acid

(2E)-2-[[(E)-3-phenylbut-2-enyl]hydrazinylidene]propanoic acid

C13H16N2O2 (232.1211716)


   

Igalan

Igalan

C15H20O2 (232.14632200000003)


A sesquiterpene lactone that is hexahydro-1-benzofuran-2(3H)-one substituted by a methyl group at position 6, methylene group at position 3, isopropenyl group at position 5 and a vinyl group at position 6. Isolated from Inula helenium and Rudbeckia laciniata, it exhibits antiproliferative activity.

   

(-)-Rel-acora-2,4(14),8-trien-15-oic acid

(-)-Rel-acora-2,4(14),8-trien-15-oic acid

C15H20O2 (232.14632200000003)


A natural product found in Metasequoia glyptostroboides.

   

L-Leucyl-L-threonine

L-Leucyl-L-threonine

C10H20N2O4 (232.1423)


   

Indicanone

Indicanone

C15H20O2 (232.14632200000003)


A guaiane sesquiterpenoid that is 4,5,6,7-tetrahydroazulen-2(1H)-one substituted by a hydroxymethyl group at position 8, a methyl group at position 3 and an isopropenyl group at position 5. Isolated from the roots of Wikstroemia indica, it exhibits antiinflammatory activity.

   

N-(4-methylphenyl)carbamic acid (cyclopentylideneamino) ester

N-(4-methylphenyl)carbamic acid (cyclopentylideneamino) ester

C13H16N2O2 (232.1211716)


   

beta-Alanyl-tryptaminium

beta-Alanyl-tryptaminium

C13H18N3O+ (232.1449798)


   

N(6)-(2-hydroxyisobutyryl)-L-lysine

N(6)-(2-hydroxyisobutyryl)-L-lysine

C10H20N2O4 (232.1423)


   

2-amino-3-hydroxy-N-(2,2,4,4-tetramethylthietan-3-yl)propanamide

2-amino-3-hydroxy-N-(2,2,4,4-tetramethylthietan-3-yl)propanamide

C10H20N2O2S (232.12454200000002)


   

3-Hydroxy-2-(phenylmethylidene)octanal

3-Hydroxy-2-(phenylmethylidene)octanal

C15H20O2 (232.14632200000003)


   

5-(Undeca-3,5,7-trien-1-yl)furan-2-ol

5-(Undeca-3,5,7-trien-1-yl)furan-2-ol

C15H20O2 (232.14632200000003)


A member of the class of furans that is furan-2-ol in which the hydrogen at position 5 has been replaced by a undeca-3,5,7-trien-1-yl group. The configuration of the undecatrienyl double bonds is not stated.

   

Costunlide

Costunolide

C15H20O2 (232.14632200000003)


D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000871 - Anthelmintics D000890 - Anti-Infective Agents > D000998 - Antiviral Agents D000970 - Antineoplastic Agents D004791 - Enzyme Inhibitors Costunolide ((+)-Costunolide) is a naturally occurring sesquiterpene lactone, with antioxidative, anti-inflammatory, antiallergic, bone remodeling, neuroprotective, hair growth promoting, anticancer, and antidiabetic properties. Costunolide can induce cell cycle arrest and apoptosis on breast cancer cells[1][2][3]. Costunolide ((+)-Costunolide) is a naturally occurring sesquiterpene lactone, with antioxidative, anti-inflammatory, antiallergic, bone remodeling, neuroprotective, hair growth promoting, anticancer, and antidiabetic properties. Costunolide can induce cell cycle arrest and apoptosis on breast cancer cells[1][2][3].

   

Trimethylsilyl 4-(2,2-dimethylhydrazino)-4-oxobutanoate

Trimethylsilyl 4-(2,2-dimethylhydrazino)-4-oxobutanoate

C9H20N2O3Si (232.12431300000003)


   

Glutaric acid, ethyltrimethylsilyl ester

Glutaric acid, ethyltrimethylsilyl ester

C10H20O4Si (232.11308000000002)


   
   

6,6-Dimethyl-3h-spiro[2-benzofuran-1,2-oxane]-3-one

6,6-Dimethyl-3h-spiro[2-benzofuran-1,2-oxane]-3-one

C14H16O3 (232.1099386)


   

4-Methoxy-4-phenyl-3-trimethylsilyl-1,2-butadiene

4-Methoxy-4-phenyl-3-trimethylsilyl-1,2-butadiene

C14H20OSi (232.128335)


   

2-Hexyl-3-hydroxypentanedioic acid

2-Hexyl-3-hydroxypentanedioic acid

C11H20O5 (232.13106700000003)


   

(1-Acetyloxy-3-hydroxypropan-2-yl) hexanoate

(1-Acetyloxy-3-hydroxypropan-2-yl) hexanoate

C11H20O5 (232.13106700000003)


   

(1-Hydroxy-3-propanoyloxypropan-2-yl) pentanoate

(1-Hydroxy-3-propanoyloxypropan-2-yl) pentanoate

C11H20O5 (232.13106700000003)


   

Isohelenin

Naphtho(2,3-b)furan-2(3H)-one, decahydro-8a-methyl-3,5-bis(methylene)-, (3aR-(3a alpha,4a alpha,8a beta,9a alpha))-

C15H20O2 (232.14632200000003)


Isoalantolactone is a sesquiterpene lactone of the eudesmanolide group. It has been isolated from Inula helenium. It has a role as an apoptosis inducer, an antifungal agent and a plant metabolite. It is a sesquiterpene lactone and a eudesmane sesquiterpenoid. Isoalantolactone is a natural product found in Eupatorium cannabinum, Critonia quadrangularis, and other organisms with data available. A sesquiterpene lactone of the eudesmanolide group. It has been isolated from Inula helenium. Isoalantolactone is an apoptosis inducer, which also acts as an alkylating agent. Isoalantolactone is an apoptosis inducer, which also acts as an alkylating agent.

   

Helenin

Naphtho(2,3-b)furan-2(3H)-one, 3a,5,6,7,8,8a,9,9a-octahydro-5,8a-dimethyl-3-methylene-, (3aR-(3a alpha,5beta,8a beta,9a alpha))-

C15H20O2 (232.14632200000003)


Alantolactone is a sesquiterpene lactone that is 3a,5,6,7,8,8a,9,9a-octahydronaphtho[2,3-b]furan-2-one bearing two methyl substituents at positions 5 and 8a as well as a methylidene substituent at position 3. It has a role as a plant metabolite, an apoptosis inducer and an antineoplastic agent. It is a sesquiterpene lactone, a naphthofuran and an olefinic compound. Alantolactone is a natural product found in Eupatorium cannabinum, Pentanema britannicum, and other organisms with data available. A sesquiterpene lactone that is 3a,5,6,7,8,8a,9,9a-octahydronaphtho[2,3-b]furan-2-one bearing two methyl substituents at positions 5 and 8a as well as a methylidene substituent at position 3. Alantolactone is a selective STAT3 inhibitor, with potent anticancer activity. Alantolactone induces apoptosis in cancer[1][2][3]. Alantolactone is a selective STAT3 inhibitor, with potent anticancer activity. Alantolactone induces apoptosis in cancer[1][2][3].

   
   
   
   
   

[(2S)-2-butanoyloxy-3-hydroxypropyl] butanoate

[(2S)-2-butanoyloxy-3-hydroxypropyl] butanoate

C11H20O5 (232.13106700000003)


   
   

Isoleucylthreonine

Isoleucylthreonine

C10H20N2O4 (232.1423)


   

Threonylisoleucine

Threonylisoleucine

C10H20N2O4 (232.1423)


   
   

(7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one

(7b,10a)-3-Hydroxy-1,3,5-cadinatrien-9-one

C15H20O2 (232.14632200000003)


   

1,3-dibutyrin

1,3-dibutyrin

C11H20O5 (232.13106700000003)


A dibutyrin resulting from the condensation of both of the primary hydroxy groups of glycerol with butyric acid.

   

10E-Pentadecen-6,8-diynoic acid

10E-Pentadecen-6,8-diynoic acid

C15H20O2 (232.14632200000003)


   

Threoninyl-Isoleucine

Threoninyl-Isoleucine

C10H20N2O4 (232.1423)


   

8-Amino-7-(carboxyamino)nonanoate

8-amino-7-(carboxyamino)nonanoic acid

C10H20N2O4 (232.1423)


8-Amino-7-(carboxyamino)nonanoate is an organic compound that belongs to the class of amino acid derivatives. In this molecule, the amino group (-NH2) and the carboxy group (-COOH) are typical functional groups found in amino acids, and they are attached to the 8th and 7th carbon atoms of a nonanoic acid chain, respectively. Nonanoic acid is a nine-carbon fatty acid, and the presence of these functional groups at specific positions on the chain modifies its chemical properties, making it distinct from simple nonanoic acid. The compound's chemical formula is C11H22N2O4, indicating that it contains 11 carbon atoms, 22 hydrogen atoms, 2 nitrogen atoms, and 4 oxygen atoms. The amino and carboxy groups are both polar, which means that 8-Amino-7-(carboxyamino)nonanoate is likely to be soluble in water and may participate in various chemical reactions typical of amino acids, such as peptide bond formation. In biological systems, amino acids and their derivatives play crucial roles in protein synthesis, metabolism, and signaling. The specific functions of 8-Amino-7-(carboxyamino)nonanoate would depend on its occurrence in nature, if any, and how it interacts with other biomolecules. If this compound is not naturally occurring, it could be synthesized in a laboratory setting or potentially produced by microorganisms through metabolic engineering, where the organisms are genetically modified to produce specific compounds.

   

Drupanin

Drupanin

C14H16O3 (232.1099386)


Drupanin is a compound isolated from green propolis. Drupanin can selectively inhibit the AKR1C3 enzyme. Drupanin has the potential for the research of breast cancer[1].

   

5-[(2e)-oct-2-en-1-yl]-2h-1,3-benzodioxole

5-[(2e)-oct-2-en-1-yl]-2h-1,3-benzodioxole

C15H20O2 (232.14632200000003)


   

2-methoxy-6-(3-methylbut-2-en-1-yl)-4-(prop-2-en-1-yl)phenol

2-methoxy-6-(3-methylbut-2-en-1-yl)-4-(prop-2-en-1-yl)phenol

C15H20O2 (232.14632200000003)


   

2-hydroxy-3,6,6,7b-tetramethyl-1h,2h,7h,7ah-cyclobuta[e]inden-4-one

2-hydroxy-3,6,6,7b-tetramethyl-1h,2h,7h,7ah-cyclobuta[e]inden-4-one

C15H20O2 (232.14632200000003)


   

3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]prop-2-enoic acid

3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]prop-2-enoic acid

C14H16O3 (232.1099386)


   

(1r,9s)-11-acetyl-7,11-diazatricyclo[7.3.1.0²,⁷]trideca-2,4-dien-6-one

(1r,9s)-11-acetyl-7,11-diazatricyclo[7.3.1.0²,⁷]trideca-2,4-dien-6-one

C13H16N2O2 (232.1211716)


   

1,3,3,6-tetramethyl-5,6-dihydro-2h-indene-1,7-dicarbaldehyde

1,3,3,6-tetramethyl-5,6-dihydro-2h-indene-1,7-dicarbaldehyde

C15H20O2 (232.14632200000003)


   

2-isopropyl-4-methylphenyl (2z)-2-methylbut-2-enoate

2-isopropyl-4-methylphenyl (2z)-2-methylbut-2-enoate

C15H20O2 (232.14632200000003)


   

(1s,8r,13r)-1,5,10-trimethyl-7-oxatricyclo[6.4.1.0⁴,¹³]trideca-4,9-dien-6-one

(1s,8r,13r)-1,5,10-trimethyl-7-oxatricyclo[6.4.1.0⁴,¹³]trideca-4,9-dien-6-one

C15H20O2 (232.14632200000003)


   

3,8a-dimethyl-5-methylidene-3h,3ah,4h,4ah,6h,9h,9ah-naphtho[2,3-b]furan-2-one

3,8a-dimethyl-5-methylidene-3h,3ah,4h,4ah,6h,9h,9ah-naphtho[2,3-b]furan-2-one

C15H20O2 (232.14632200000003)


   

2-[(2s,8s,8ar)-8,8a-dimethyl-4-oxo-1,2,3,6,7,8-hexahydronaphthalen-2-yl]prop-2-enal

2-[(2s,8s,8ar)-8,8a-dimethyl-4-oxo-1,2,3,6,7,8-hexahydronaphthalen-2-yl]prop-2-enal

C15H20O2 (232.14632200000003)


   

9-(prop-1-en-2-yl)-1h,5h,6h,6ah,7h,8h,9h,9ah,9bh-azuleno[4,5-c]furan-3-one

9-(prop-1-en-2-yl)-1h,5h,6h,6ah,7h,8h,9h,9ah,9bh-azuleno[4,5-c]furan-3-one

C15H20O2 (232.14632200000003)


   

2-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-1-(furan-3-yl)ethanone

2-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-1-(furan-3-yl)ethanone

C15H20O2 (232.14632200000003)


   

(3as,5s,8ar,9ar)-5,8a-dimethyl-3-methylidene-3ah,5h,6h,7h,8h,9h,9ah-naphtho[2,3-b]furan-2-one

(3as,5s,8ar,9ar)-5,8a-dimethyl-3-methylidene-3ah,5h,6h,7h,8h,9h,9ah-naphtho[2,3-b]furan-2-one

C15H20O2 (232.14632200000003)


   

(3ar,9s,9as,9bs)-9,9a-dimethyl-3-methylidene-3ah,4h,5h,7h,8h,9h,9bh-naphtho[1,2-b]furan-2-one

(3ar,9s,9as,9bs)-9,9a-dimethyl-3-methylidene-3ah,4h,5h,7h,8h,9h,9bh-naphtho[1,2-b]furan-2-one

C15H20O2 (232.14632200000003)


   

3,5-dimethyl-8-methylidene-3h,3ah,4h,4ah,7h,7ah,9h,9ah-azuleno[6,5-b]furan-2-one

3,5-dimethyl-8-methylidene-3h,3ah,4h,4ah,7h,7ah,9h,9ah-azuleno[6,5-b]furan-2-one

C15H20O2 (232.14632200000003)


   

(6as,9r,9ar,9br)-9-(prop-1-en-2-yl)-1h,5h,6h,6ah,7h,8h,9h,9ah,9bh-azuleno[4,5-c]furan-3-one

(6as,9r,9ar,9br)-9-(prop-1-en-2-yl)-1h,5h,6h,6ah,7h,8h,9h,9ah,9bh-azuleno[4,5-c]furan-3-one

C15H20O2 (232.14632200000003)


   

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

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

C15H20O2 (232.14632200000003)


   

5-hydroxy-2-methyl-6-(4-methylphenyl)hept-2-en-4-one

5-hydroxy-2-methyl-6-(4-methylphenyl)hept-2-en-4-one

C15H20O2 (232.14632200000003)


   

4a,5-dimethyl-3-methylidene-3ah,4h,5h,6h,7h,8h,9ah-naphtho[2,3-b]furan-2-one

4a,5-dimethyl-3-methylidene-3ah,4h,5h,6h,7h,8h,9ah-naphtho[2,3-b]furan-2-one

C15H20O2 (232.14632200000003)


   

9,9a-dimethyl-3-methylidene-3ah,4h,5h,7h,8h,9h,9bh-naphtho[1,2-b]furan-2-one

9,9a-dimethyl-3-methylidene-3ah,4h,5h,7h,8h,9h,9bh-naphtho[1,2-b]furan-2-one

C15H20O2 (232.14632200000003)


   

3,8,12-trimethyl-5,13-dioxatetracyclo[7.5.0.0²,⁶.0¹²,¹⁴]tetradeca-2(6),3-diene

3,8,12-trimethyl-5,13-dioxatetracyclo[7.5.0.0²,⁶.0¹²,¹⁴]tetradeca-2(6),3-diene

C15H20O2 (232.14632200000003)


   

(1r,4e,8s)-5-methyl-8-(prop-1-en-2-yl)-10-oxabicyclo[7.2.1]dodeca-4,9(12)-dien-11-one

(1r,4e,8s)-5-methyl-8-(prop-1-en-2-yl)-10-oxabicyclo[7.2.1]dodeca-4,9(12)-dien-11-one

C15H20O2 (232.14632200000003)


   

2-methyl-5-(6-methylhept-5-en-2-yl)cyclohexa-2,5-diene-1,4-dione

2-methyl-5-(6-methylhept-5-en-2-yl)cyclohexa-2,5-diene-1,4-dione

C15H20O2 (232.14632200000003)


   

6-ethenyl-6-methyl-3-methylidene-5-(prop-1-en-2-yl)-tetrahydro-3ah-1-benzofuran-2-one

6-ethenyl-6-methyl-3-methylidene-5-(prop-1-en-2-yl)-tetrahydro-3ah-1-benzofuran-2-one

C15H20O2 (232.14632200000003)


   

5,5,6b-trimethyl-1h,3ah,4h,6h,6ah-cyclopropa[e]indene-1a,2-dicarbaldehyde

5,5,6b-trimethyl-1h,3ah,4h,6h,6ah-cyclopropa[e]indene-1a,2-dicarbaldehyde

C15H20O2 (232.14632200000003)


   

deca-4,6-diyn-1-yl (2z)-2-methylbut-2-enoate

deca-4,6-diyn-1-yl (2z)-2-methylbut-2-enoate

C15H20O2 (232.14632200000003)


   

3-(penta-1,3-dien-1-yl)-3,4-dihydro-1h-2-benzopyran-4,8-diol

3-(penta-1,3-dien-1-yl)-3,4-dihydro-1h-2-benzopyran-4,8-diol

C14H16O3 (232.1099386)


   

(2e,4e)-1-(2-hydroxy-4-methoxy-5-methylphenyl)hexa-2,4-dien-1-one

(2e,4e)-1-(2-hydroxy-4-methoxy-5-methylphenyl)hexa-2,4-dien-1-one

C14H16O3 (232.1099386)


   

n-[(2s)-1-hydroxy-3-(1h-indol-3-yl)propan-2-yl]ethanimidic acid

n-[(2s)-1-hydroxy-3-(1h-indol-3-yl)propan-2-yl]ethanimidic acid

C13H16N2O2 (232.1211716)


   

(2s)-2-(dimethylamino)-3-(1h-indol-3-yl)propanoic acid

(2s)-2-(dimethylamino)-3-(1h-indol-3-yl)propanoic acid

C13H16N2O2 (232.1211716)


   

1-[(2r)-6-methoxy-2-(prop-1-en-2-yl)-2,3-dihydro-1-benzofuran-5-yl]ethanone

1-[(2r)-6-methoxy-2-(prop-1-en-2-yl)-2,3-dihydro-1-benzofuran-5-yl]ethanone

C14H16O3 (232.1099386)


   

(8r)-8-ethyl-2,3,8-trimethylchromene-4,7-dione

(8r)-8-ethyl-2,3,8-trimethylchromene-4,7-dione

C14H16O3 (232.1099386)


   

(3r,3ar)-3-(furan-3-yl)-3a,7-dimethyl-3,4,5,7a-tetrahydro-2-benzofuran-1-one

(3r,3ar)-3-(furan-3-yl)-3a,7-dimethyl-3,4,5,7a-tetrahydro-2-benzofuran-1-one

C14H16O3 (232.1099386)


   

6-hydroxy-5-isopropyl-3,8-dimethylchromen-2-one

6-hydroxy-5-isopropyl-3,8-dimethylchromen-2-one

C14H16O3 (232.1099386)


   

(4s)-4-hydroxy-3-[2-(4-hydroxyphenyl)ethyl]cyclohex-2-en-1-one

(4s)-4-hydroxy-3-[2-(4-hydroxyphenyl)ethyl]cyclohex-2-en-1-one

C14H16O3 (232.1099386)


   

5-(1,3-dihydroxy-2-methylbutyl)-4-hydroxy-3,5-dimethyloxolan-2-one

5-(1,3-dihydroxy-2-methylbutyl)-4-hydroxy-3,5-dimethyloxolan-2-one

C11H20O5 (232.13106700000003)


   

5,10-dimethyl-3-oxatetracyclo[7.4.0.0¹,¹⁰.0²,⁶]tridec-12-ene-4,11-dione

5,10-dimethyl-3-oxatetracyclo[7.4.0.0¹,¹⁰.0²,⁶]tridec-12-ene-4,11-dione

C14H16O3 (232.1099386)


   

4-methoxy-3,5,6,8-tetramethylchromen-2-one

4-methoxy-3,5,6,8-tetramethylchromen-2-one

C14H16O3 (232.1099386)


   

(3r,4e,6e,12e)-tetradeca-4,6,12-trien-8,10-diyne-1,3,14-triol

(3r,4e,6e,12e)-tetradeca-4,6,12-trien-8,10-diyne-1,3,14-triol

C14H16O3 (232.1099386)


   

1-[5-methoxy-2-(prop-1-en-2-yl)-2,3-dihydro-1-benzofuran-4-yl]ethanone

1-[5-methoxy-2-(prop-1-en-2-yl)-2,3-dihydro-1-benzofuran-4-yl]ethanone

C14H16O3 (232.1099386)


   

1,3-dimethoxy-6,7-dimethylnaphthalen-2-ol

1,3-dimethoxy-6,7-dimethylnaphthalen-2-ol

C14H16O3 (232.1099386)