Exact Mass: 244.0547124

Exact Mass Matches: 244.0547124

Found 500 metabolites which its exact mass value is equals to given mass value 244.0547124, within given mass tolerance error 0.05 dalton. Try search metabolite list with more accurate mass tolerance error 0.01 dalton.

Uridine

1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione

C9H12N2O6 (244.0695332)


Uridine, also known as beta-uridine or 1-beta-D-ribofuranosylpyrimidine-2,4(1H,3H)-dione, is a member of the class of compounds known as pyrimidine nucleosides. Pyrimidine nucleosides are compounds comprising a pyrimidine base attached to a ribosyl or deoxyribosyl moiety. More specifically, uridine is a nucleoside consisting of uracil and D-ribose and a component of RNA. Uridine is soluble (in water) and a very weakly acidic compound (based on its pKa). Uridine can be synthesized from uracil. It is one of the five standard nucleosides which make up nucleic acids, the others being adenosine, thymidine, cytidine and guanosine. The five nucleosides are commonly abbreviated to their one-letter codes U, A, T, C and G respectively. Uridine is also a parent compound for other transformation products, including but not limited to, nikkomycin Z, 3-(enolpyruvyl)uridine 5-monophosphate, and 5-aminomethyl-2-thiouridine. Uridine can be found in most biofluids, including urine, breast milk, cerebrospinal fluid (CSF), and blood. Within the cell, uridine is primarily located in the mitochondria, in the nucleus and the lysosome. It can also be found in the extracellular space. As an essential nucleoside, uridine exists in all living species, ranging from bacteria to humans. In humans, uridine is involved in several metabolic disorders, some of which include dhydropyrimidinase deficiency, MNGIE (mitochondrial neurogastrointestinal encephalopathy), and beta-ureidopropionase deficiency. Moreover, uridine is found to be associated with Lesch-Nyhan syndrome, which is an inborn error of metabolism. Uridine is a nucleoside consisting of uracil and D-ribose and a component of RNA. Uridine plays a role in the glycolysis pathway of galactose. In humans there is no catabolic process to metabolize galactose. Therefore, galactose is converted to glucose and metabolized via the normal glucose metabolism pathways. More specifically, consumed galactose is converted into galactose 1-phosphate (Gal-1-P). This molecule is a substrate for the enzyme galactose-1-phosphate uridyl transferase which transfers a UDP molecule to the galactose molecule. The end result is UDP-galactose and glucose-1-phosphate. This process is continued to allow the proper glycolysis of galactose. Uridine is found in many foods (anything containing RNA) but is destroyed in the liver and gastrointestinal tract, and so no food, when consumed, has ever been reliably shown to elevate blood uridine levels. On the other hand, consumption of RNA-rich foods may lead to high levels of purines (adenine and guanosine) in blood. High levels of purines are known to increase uric acid production and may aggravate or lead to conditions such as gout. Uridine is a ribonucleoside composed of a molecule of uracil attached to a ribofuranose moiety via a beta-N(1)-glycosidic bond. It has a role as a human metabolite, a fundamental metabolite and a drug metabolite. It is functionally related to a uracil. Uridine is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Uridine is a Pyrimidine Analog. The chemical classification of uridine is Pyrimidines, and Analogs/Derivatives. Uridine is a natural product found in Ulva australis, Synechocystis, and other organisms with data available. Uridine is a nucleoside consisting of uracil and D-ribose and a component of RNA. Uridine has been studied as a rescue agent to reduce the toxicities associated with 5-fluorouracil (5-FU), thereby allowing the administration of higher doses of 5-FU in chemotherapy regimens. (NCI04) Uridine is a metabolite found in or produced by Saccharomyces cerevisiae. A ribonucleoside in which RIBOSE is linked to URACIL. Uridine is a molecule (known as a nucleoside) that is formed when uracil is attached to a ribose ring (also known as a ribofuranose) via a b-N1-glycosidic bond. ; Uridine is a molecule (known as a nucleoside) that is formed when uracil is attached to a ribose ring (also known as a ribofuranose) via a ?-N1-glycosidic bond. Uridine is found in many foods, some of which are celery leaves, canola, common hazelnut, and hickory nut. A ribonucleoside composed of a molecule of uracil attached to a ribofuranose moiety via a beta-N(1)-glycosidic bond. [Spectral] Uridine (exact mass = 244.06954) and Adenosine (exact mass = 267.09675) and Glutathione (exact mass = 307.08381) were not completely separated on HPLC under the present analytical conditions as described in AC$XXX. Additionally some of the peaks in this data contains dimers and other unidentified ions. [Spectral] Uridine (exact mass = 244.06954) and Glutathione (exact mass = 307.08381) were not completely separated on HPLC under the present analytical conditions as described in AC$XXX. Additionally some of the peaks in this data contains dimers and other unidentified ions. Uridine. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=58-96-8 (retrieved 2024-06-29) (CAS RN: 58-96-8). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond. Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond. Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond.

   

3,3',4'5-Tetrahydroxystilbene

(E)-4-[2-(3,5Dihydroxyphenyl)ethenyl]1,2-benzenediol, 3,3a?4,5a?Tetrahydroxy-trans-stilbene

C14H12O4 (244.0735552)


Piceatannol is a stilbenol that is trans-stilbene in which one of the phenyl groups is substituted by hydroxy groups at positions 3 and 4, while the other phenyl group is substituted by hydroxy groups at positions 3 and 5. It has a role as a protein kinase inhibitor, a tyrosine kinase inhibitor, an antineoplastic agent, a plant metabolite, a hypoglycemic agent, an apoptosis inducer and a geroprotector. It is a stilbenol, a member of resorcinols, a member of catechols and a polyphenol. It derives from a hydride of a trans-stilbene. Piceatannol is a natural product found in Vitis amurensis, Smilax bracteata, and other organisms with data available. Piceatannol is a polyhydroxylated stilbene extract from the seeds of Euphorbia lagascae, which inhibits protein tyrosine kinase Syk and induces apoptosis. (NCI) Piceatannol is a metabolite found in or produced by Saccharomyces cerevisiae. See also: Wine grape (part of); Robinia pseudoacacia whole (part of); Tsuga canadensis bark (part of). 3,3,45-Tetrahydroxystilbene (or Piceatannol) is a phenolic stilbenoid. It is a metabolite of resveratrol found in red wine. A viral protein-tyrosine kinase (LMP2A) implicated in leukemia, non-Hodgkins lymphoma and other diseases associated with Epstein-Barr virus, was recently found to be blocked by picetannol in vitro (PMID 2590224). Therefore there is research interest in piceatannol as an anti-cancer and anti-EBV drug. Piceatannol can also act as an agonist for estrogen receptor alpha in human breast cancer cells (PMID: 16216908). [HMDB] 3,3,45-Tetrahydroxystilbene (or Piceatannol) is a phenolic stilbenoid. It is a metabolite of resveratrol found in red wine. A viral protein-tyrosine kinase (LMP2A) implicated in leukemia, non-Hodgkins lymphoma and other diseases associated with Epstein-Barr virus, was recently found to be blocked by picetannol in vitro (PMID 2590224). Therefore there is research interest in piceatannol as an anti-cancer and anti-EBV drug. Piceatannol can also act as an agonist for estrogen receptor alpha in human breast cancer cells (PMID: 16216908). A stilbenol that is trans-stilbene in which one of the phenyl groups is substituted by hydroxy groups at positions 3 and 4, while the other phenyl group is substituted by hydroxy groups at positions 3 and 5. C471 - Enzyme Inhibitor > C1404 - Protein Kinase Inhibitor > C1967 - Tyrosine Kinase Inhibitor Piceatannol is a well-known Syk inhibitor and reduces the expression of iNOS induced by TNF. Piceatannol is an effective agent for research of acute lung injury (ALI)[1]. Piceatannol is a naturally occurring polyphenolic stilbene found in various fruits and vegetables and exhibits anticancer and anti-inflammatory properties[2]. Piceatannol induces apoptosis in DLBCL cell lines[3]. Piceatannol induces autophagy and apoptosis in MOLT-4 human leukemia cells[4]. Piceatannol is a well-known Syk inhibitor and reduces the expression of iNOS induced by TNF. Piceatannol is an effective agent for research of acute lung injury (ALI)[1]. Piceatannol is a naturally occurring polyphenolic stilbene found in various fruits and vegetables and exhibits anticancer and anti-inflammatory properties[2]. Piceatannol induces apoptosis in DLBCL cell lines[3]. Piceatannol induces autophagy and apoptosis in MOLT-4 human leukemia cells[4].

   

Gnetol

1,3-Benzenediol, 2-[(1E)-2-(3,5-dihydroxyphenyl)ethenyl]-

C14H12O4 (244.0735552)


Gnetol is a natural product found in Gnetum edule, Gnetum hainanense, and other organisms with data available. Gnetol is a phenolic compound isolated from the root of Gnetum montanum . Gnetol potently inhibits COX-1 (IC50 of 0.78 μM) and HDAC. Gnetol is a potent tyrosinase inhibitor with an IC50 of 4.5 μM for murine tyrosinase and suppresses melanin biosynthesis. Gnetol has antioxidant, antiproliferative, anticancer and hepatoprotective activity. Gnetol also possesses concentration-dependent α-Amylase, α-glucosidase, and adipogenesis activities[1][2][3]. Gnetol is a phenolic compound isolated from the root of Gnetum montanum . Gnetol potently inhibits COX-1 (IC50 of 0.78 μM) and HDAC. Gnetol is a potent tyrosinase inhibitor with an IC50 of 4.5 μM for murine tyrosinase and suppresses melanin biosynthesis. Gnetol has antioxidant, antiproliferative, anticancer and hepatoprotective activity. Gnetol also possesses concentration-dependent α-Amylase, α-glucosidase, and adipogenesis activities[1][2][3].

   

Pseudouridine

5-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione

C9H12N2O6 (244.0695332)


Beta-pseudouridine, also known as p or 5-(b-D-ribofuranosyl)uracil, is a member of the class of compounds known as nucleoside and nucleotide analogues. Nucleoside and nucleotide analogues are analogues of nucleosides and nucleotides. These include phosphonated nucleosides, C-glycosylated nucleoside bases, analogues where the sugar unit is a pyranose, and carbocyclic nucleosides, among others. Beta-pseudouridine is soluble (in water) and a very weakly acidic compound (based on its pKa). Beta-pseudouridine can be found in a number of food items such as eggplant, wax gourd, asparagus, and garden cress, which makes beta-pseudouridine a potential biomarker for the consumption of these food products. Beta-pseudouridine can be found primarily in amniotic fluid, blood, feces, and urine. Beta-pseudouridine exists in all living species, ranging from bacteria to humans. Moreover, beta-pseudouridine is found to be associated with canavan disease. Pseudouridine, also known as psi-uridine or 5-ribosyluracil, belongs to the class of organic compounds known as nucleoside and nucleotide analogues. These are analogues of nucleosides and nucleotides, such as phosphonated nucleosides, C-glycosylated nucleoside bases, analogues where the sugar unit is a pyranose, and carbocyclic nucleosides. Pseudouridine specifically has its uracil attached via a carbon-carbon instead of a nitrogen-carbon glycosidic bond to the ribofuranose. It is the most prevalent of the over one hundred different modified nucleosides found in RNA (PMID: 17113994). Pseudouridine is a solid that is soluble in water. Pseudouridine exists in all living species, ranging from bacteria to humans, and is in all classes of RNA except mRNA. It is formed by enzymes called pseudouridine synthases, which post-transcriptionally isomerize specific uridine residues in RNA. Pseudouridine. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=1445-07-4 (retrieved 2024-07-01) (CAS RN: 1445-07-4). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Pseudouridine is an isomer of the nucleoside uridine, and the most abundant modified nucleoside in non-coding RNAs. Pseudouridine in rRNA and tRNA can fine-tune and stabilize the regional structure and help maintain their functions in mRNA decoding, ribosome assembly, processing and translation[1][2][3][4]. Pseudouridine is an isomer of the nucleoside uridine, and the most abundant modified nucleoside in non-coding RNAs. Pseudouridine in rRNA and tRNA can fine-tune and stabilize the regional structure and help maintain their functions in mRNA decoding, ribosome assembly, processing and translation[1][2][3][4].

   

Dioxybenzone

2-(2-hydroxybenzoyl)-5-methoxyphenol

C14H12O4 (244.0735552)


C1892 - Chemopreventive Agent > C851 - Sunscreen Same as: D03853

   

2-Deoxyglucose 6-phosphate

2-Deoxy-D-glucopyranose 6-phosphate

C6H13O8P (244.0348028)


KEIO_ID D101

   

Fucose 1-phosphate

{[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}phosphonic acid

C6H13O8P (244.0348028)


Fucose 1-phosphate (CAS: 16562-58-6) belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphate group linked to the carbohydrate unit. Fucose 1-phosphate is an intermediate in the reversible synthesis of GDP-L-fucose catalyzed by the enzyme guanosine triphosphate fucose pyrophosphorylase (GFPP, EC 2.7.7.30). The reversible reaction is magnesium-dependent, although the enzyme is partially active when cobalt or manganese is substituted. The reaction is unusual in that, of the four canonical nucleoside triphosphates, only guanosine can be utilized efficiently to form a nucleotide-sugar. Free cytosolic fucose is phosphorylated by L-fucokinase (EC 2.7.1.52) to form fucose-1-phosphate in the salvage pathway of GDP-L-fucose (PMID: 16185085, 14686921). Fucose-1-phosphate is an intermediate in the reversible synthesis of GDP-L-fucose, in a reaction catalyzed by the enzyme guanosine triphosphate fucose pyrophosphorylase (GFPP, E.C. 2.7.7.30) . The reversible reaction is magnesium-dependent, although the enzyme is partially active when cobalt or manganese is substituted. The reaction is unusual in that, of the four canonical nucleoside triphosphates, only guanosine can be utilized efficiently to form a nucleotide-sugar. Free cytosolic fucose is phosphorylated by L-fucokinase (EC 2.7.1.52) to form fucose-1-phosphate in the salvage pathway of GDP-L-fucose. (PMID: 16185085, 14686921) [HMDB]

   

L-Fuculose 1-phosphate

L-Fuculose 1-phosphate

C6H13O8P (244.0348028)


   

(2E,11Z)-Wyerone acid

(2Z)-3-{5-[(4Z)-hept-4-en-2-ynoyl]furan-2-yl}prop-2-enoic acid

C14H12O4 (244.0735552)


(2E,11Z)-Wyerone acid is found in pulses. (2E,11Z)-Wyerone acid is isolated from broad bean leaves (Vicia faba) infected with Botrytis specie Isolated from broad bean leaves (Vicia faba) infected with Botrytis subspecies (2E,11Z)-Wyerone acid is found in pulses.

   

Eriobofuran

4,6-dimethoxy-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(13),2,4,6,9,11-hexaen-5-ol

C14H12O4 (244.0735552)


Phytoalexin from the leaves of Eriobotrya japonica (loquat). Eriobofuran is found in loquat and fruits. Eriobofuran is found in fruits. Phytoalexin from the leaves of Eriobotrya japonica (loquat).

   
   

Gentisein

1,3,7-Trihydroxy-9H-xanthen-9-one, 9CI

C13H8O5 (244.0371718)


Gentisein is a member of the class of xanthones that is 9H-xanthen-9-one substituted by hydroxy groups at positions 1, 3 and 7. It has a role as a plant metabolite. It is a member of xanthones and a polyphenol. Gentisein is a natural product found in Hypericum scabrum, Cratoxylum formosum, and other organisms with data available. A member of the class of xanthones that is 9H-xanthen-9-one substituted by hydroxy groups at positions 1, 3 and 7. Gentisein is found in alcoholic beverages. Gentisein is isolated from Gentiana lutea (yellow gentian Gentisein (NSC 329491), the major metabolite of Mangiferin, shows the most potent serotonin uptake inhibition with an IC50 value of 4.7 μM[1][2]. Gentisein (NSC 329491), the major metabolite of Mangiferin, shows the most potent serotonin uptake inhibition with an IC50 value of 4.7 μM[1][2]. Gentisein (NSC 329491), the major metabolite of Mangiferin, shows the most potent serotonin uptake inhibition with an IC50 value of 4.7 μM[1][2].

   

Mesuaxanthone B

1,5,6-Trihydroxyxanthone

C13H8O5 (244.0371718)


A member of the class of xanthones that is 9H-xanthen-9-one substituted by hydroxy groups at positions 1, 5 and 6.

   

1,3,5-Trihydroxyxanthone

1,3,5-Trihydroxyxanthone

C13H8O5 (244.0371718)


A member of the class of xanthones that is xanthone substituted by hydroxy groups at positions 1, 3 and 5. It has been isolated from Anaxagorea luzonensis.

   

Oxyresveratrol

4-[2-(3,5-Dihydroxyphenyl)vinyl]-1,3-benzenediol

C14H12O4 (244.0735552)


Oxyresveratrol (trans-Oxyresveratrol) is a potent naturally occurring antioxidant and free radical scavenger (IC50 of 28.9 μM against DPPH free radicals). Oxyresveratrol is potent and noncompetitive tyrosinase inhibitor with an IC50 value of 1.2 μM for mushroom tyrosinase. Oxyresveratrol is effective against HSV-1, HSV-2 and varicella-zoster virus, and has neuroprotective effects[1][2][3][4]. Oxyresveratrol (trans-Oxyresveratrol) is a potent naturally occurring antioxidant and free radical scavenger (IC50 of 28.9 μM against DPPH free radicals). Oxyresveratrol is potent and noncompetitive tyrosinase inhibitor with an IC50 value of 1.2 μM for mushroom tyrosinase. Oxyresveratrol is effective against HSV-1, HSV-2 and varicella-zoster virus, and has neuroprotective effects[1][2][3][4].

   

Penicillenic acid

3-Mercapto-N-[(5-oxo-4(5H)-oxazolylidene)methyl]-valine

C9H12N2O4S (244.05177519999998)


   

Methylstyrylpyron

Methylstyrylpyron

C14H12O4 (244.0735552)


   

Cgp 52608

1-methyl-3-[(Z)-(4-oxo-3-prop-2-enyl-1,3-thiazolidin-2-ylidene)amino]thiourea

C8H12N4OS2 (244.04525019999997)


   

L-Rhamnulose 1-phosphate

L-Rhamnulose 1-phosphate

C6H13O8P (244.0348028)


A deoxyketohexose phosphate consisting of L-rhamnulose having a monophosphate group at the 1-position.

   

Urolithin C

3,8,9-trihydroxy-6H-benzo[c]chromen-6-one

C13H8O5 (244.0371718)


Urolithin C, a gut-microbial metabolite of Ellagic acid, is a glucose-dependent activator of insulin secretion. Urolithin C is a L-type Ca2+ channel opener and enhances Ca2+ influx. Urolithin C induces cell apoptosis through a mitochondria-mediated pathway and also stimulates reactive oxygen species (ROS) formation[1][2].

   

Graveolone

13,13-dimethyl-4,14-dioxatricyclo[8.4.0.0³,⁸]tetradeca-1,3(8),6,9-tetraene-5,11-dione

C14H12O4 (244.0735552)


Constituent of Anethum graveolens (dill). Graveolone is found in dill, herbs and spices, and parsley. Graveolone is found in herbs and spices. Graveolone is a constituent of Anethum graveolens (dill).

   

urolithin M7

Urolithin M-7

C13H8O5 (244.0371718)


   

(R)-Apiumetin

9-hydroxy-2-(prop-1-en-2-yl)-2H,3H,7H-furo[3,2-g]chromen-7-one

C14H12O4 (244.0735552)


(R)-Apiumetin is found in green vegetables. (R)-Apiumetin is a constituent of the seeds of Apium graveolens. Constituent of the seeds of Apium graveolens. (R)-Apiumetin is found in green vegetables.

   

Suberenone

7-Methoxy-6-(3-oxo-1-butenyl)-2H-1-benzopyran-2-one, 9ci

C14H12O4 (244.0735552)


Suberenone is found in herbs and spices. Suberenone is a constituent of Ruta graveolens (rue)

   

9,10-Dihydro-2,3,5,7-Phenanthrenetetrol

2,3,5,7-Tetrahydroxy-9,10-dihydrophenanthrene

C14H12O4 (244.0735552)


9,10-Dihydro-2,3,5,7-Phenanthrenetetrol is found in root vegetables. 9,10-Dihydro-2,3,5,7-Phenanthrenetetrol is isolated from Dioscorea bulbifera (air potato). Isolated from Dioscorea bulbifera (air potato). 9,10-Dihydro-2,3,5,7-Phenanthrenetetrol is found in root vegetables.

   

Urolithin C

3,8,9-trihydroxy-6H-benzo[c]chromen-6-one

C13H8O5 (244.0371718)


A polyphenol metabolite detected in biological fluids [PhenolExplorer] Urolithin C is a biomarker of nut consumption in urine. Urolithin C, a gut-microbial metabolite of Ellagic acid, is a glucose-dependent activator of insulin secretion. Urolithin C is a L-type Ca2+ channel opener and enhances Ca2+ influx. Urolithin C induces cell apoptosis through a mitochondria-mediated pathway and also stimulates reactive oxygen species (ROS) formation[1][2].

   

1-O-Galloylglycerol

2,3-Dihydroxypropyl 3,4,5-trihydroxybenzoic acid

C10H12O7 (244.0583002)


1-O-Galloylglycerol is found in garden rhubarb. 1-O-Galloylglycerol is isolated from commercial rhubarb. Isolated from commercial rhubarb. 1-O-Galloylglycerol is found in green vegetables and garden rhubarb.

   

4-phenylbutanic acid-O-sulphate

4-Phenylbutanic acid-O-sulphuric acid

C10H12O5S (244.04054219999998)


4-phenylbutanic acid-O-sulphate is a conjugate of 4-phenylbutanic acid and sulphate. 4-phenylbutyric acid is a monocarboxylic acid the structure of which is that of butyric acid substituted with a phenyl group at C-4. It is a histone deacetylase inhibitor that displays anticancer activity. It inhibits cell proliferation, invasion and migration and induces apoptosis in glioma cells. It also inhibits protein isoprenylation, depletes plasma glutamine, increases production of foetal haemoglobin through transcriptional activation of the γ-globin gene and affects hPPARγ activation. (CHEBI:41500)

   

1,4-Diacetoxy-2,3-dicyanobenzene

4-(acetyloxy)-2,3-dicyanophenyl acetate

C12H8N2O4 (244.0484048)


   

2-Deoxy-D-glucopyranose 6-phosphate

(3,4,6-Trihydroxyoxan-2-yl)methyl dihydrogen phosphate

C6H13O8P (244.0348028)


   

2-Deoxy-D-arabino-hexose 6-(dihydrogen phosphate)

2-Deoxy-D-arabino-hexose 6-(dihydrogen phosphoric acid)

C6H13O8P (244.0348028)


   

1-[(2R,3S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione

1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-hydroxy-1,2-dihydropyrimidin-2-one

C9H12N2O6 (244.0695332)


1-beta-D-Arabinofuranosyluracil (Uracil 1-β-D-arabinofuranoside) isolated from the Caribbean sponge Tectitethya crypta, is a methoxyadenosine derivative. 1-beta-D-Arabinofuranosyluracil has demonstrated a diverse bioactivity profile including anti-inflammatory activity, analgesic and vasodilation properties[1]. 1-beta-D-Arabinofuranosyluracil reduces a proliferation of mouse lymphoma cells[2]. 1-beta-D-Arabinofuranosyluracil (Uracil 1-β-D-arabinofuranoside) isolated from the Caribbean sponge Tectitethya crypta, is a methoxyadenosine derivative. 1-beta-D-Arabinofuranosyluracil has demonstrated a diverse bioactivity profile including anti-inflammatory activity, analgesic and vasodilation properties[1]. 1-beta-D-Arabinofuranosyluracil reduces a proliferation of mouse lymphoma cells[2]. 1-beta-D-Arabinofuranosyluracil (Uracil 1-β-D-arabinofuranoside) isolated from the Caribbean sponge Tectitethya crypta, is a methoxyadenosine derivative. 1-beta-D-Arabinofuranosyluracil has demonstrated a diverse bioactivity profile including anti-inflammatory activity, analgesic and vasodilation properties[1]. 1-beta-D-Arabinofuranosyluracil reduces a proliferation of mouse lymphoma cells[2].

   

4-(4-Hydroxyphenoxy)phenylacetic acid

2-[4-(4-hydroxyphenoxy)phenyl]acetic acid

C14H12O4 (244.0735552)


   

(5R,6S)-3-(Aminomethyl)-6-[(1R)-1-hydroxyethyl]-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

4-Thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, 3-(aminomethyl)-6-[(1R)-1-hydroxyethyl]-7-oxo-, (5R,6S)-

C9H12N2O4S (244.05177519999998)


   

3-Pyroglutamylthiazolidine-4-carboxylic acid

3-(5-Hydroxy-3,4-dihydro-2H-pyrrole-2-carbonyl)-1,3-thiazolidine-4-carboxylate

C9H12N2O4S (244.05177519999998)


D007155 - Immunologic Factors

   

1-[(2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxypyrimidin-2-one

1-[(2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxypyrimidin-2-one

C9H12N2O6 (244.0695332)


   

Piceatannol

4-[(Z)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,2-diol

C14H12O4 (244.0735552)


Piceatannol, also known as (Z)-3,5,3,4-tetrahydroxystilbene, is a member of the class of compounds known as stilbenes. Stilbenes are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. Piceatannol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Piceatannol can be synthesized from cis-stilbene. Piceatannol can also be synthesized into cis-astringin. Piceatannol can be found in common grape and grape wine, which makes piceatannol a potential biomarker for the consumption of these food products. Piceatannol is a stilbenoid, a type of phenolic compound .

   

Uridine

Uridine

C9H12N2O6 (244.0695332)


C26170 - Protective Agent > C2459 - Chemoprotective Agent > C2080 - Cytoprotective Agent COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond. Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond. Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond.

   

Pseudouridine

Pseudouridine

C9H12N2O6 (244.0695332)


Pseudouridine is an isomer of the nucleoside uridine, and the most abundant modified nucleoside in non-coding RNAs. Pseudouridine in rRNA and tRNA can fine-tune and stabilize the regional structure and help maintain their functions in mRNA decoding, ribosome assembly, processing and translation[1][2][3][4]. Pseudouridine is an isomer of the nucleoside uridine, and the most abundant modified nucleoside in non-coding RNAs. Pseudouridine in rRNA and tRNA can fine-tune and stabilize the regional structure and help maintain their functions in mRNA decoding, ribosome assembly, processing and translation[1][2][3][4].

   

Cotoin

Monomethylaether der 2,4,6-trioxybenzophenon [German]

C14H12O4 (244.0735552)


   

4-Hydroxydehydrokawain

2H-Pyran-2-one, 6-(2-(4-hydroxyphenyl)ethenyl)-4-methoxy-, (E)-

C14H12O4 (244.0735552)


6-[(e)-2-(4-Hydroxyphenyl)ethenyl]-4-methoxypyran-2-one is a natural product found in Alpinia blepharocalyx, Anaphalis sinica, and Alpinia roxburghii with data available.

   

Oxyresveratrol

(oxyresveratrol)4-[(E)-2-(3,5-dihydroxyphenyl)vinyl]benzene-1,3-diol

C14H12O4 (244.0735552)


Oxyresveratrol is a stilbenoid. Oxyresveratrol is a natural product found in Spirotropis longifolia, Melaleuca leucadendra, and other organisms with data available. Oxyresveratrol (trans-Oxyresveratrol) is a potent naturally occurring antioxidant and free radical scavenger (IC50 of 28.9 μM against DPPH free radicals). Oxyresveratrol is potent and noncompetitive tyrosinase inhibitor with an IC50 value of 1.2 μM for mushroom tyrosinase. Oxyresveratrol is effective against HSV-1, HSV-2 and varicella-zoster virus, and has neuroprotective effects[1][2][3][4]. Oxyresveratrol (trans-Oxyresveratrol) is a potent naturally occurring antioxidant and free radical scavenger (IC50 of 28.9 μM against DPPH free radicals). Oxyresveratrol is potent and noncompetitive tyrosinase inhibitor with an IC50 value of 1.2 μM for mushroom tyrosinase. Oxyresveratrol is effective against HSV-1, HSV-2 and varicella-zoster virus, and has neuroprotective effects[1][2][3][4].

   

Cearoin

(2,5-dihydroxy-4-methoxyphenyl)(phenyl)methanone

C14H12O4 (244.0735552)


(2,5-dihydroxy-4-methoxyphenyl)-phenylmethanone is a member of benzophenones. Cearoin is a natural product found in Dalbergia cochinchinensis, Pterocarpus santalinus, and other organisms with data available.

   
   

2-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,3-diol

2-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,3-diol

C14H12O4 (244.0735552)


   

A 1211b

(-)-2,3-Dihydro-6-methoxy-2-methyl-naphtho[1,2-b]furan-4,5-dione

C14H12O4 (244.0735552)


   
   

Alloxanthoxyletol

Alloxanthoxyletol

C14H12O4 (244.0735552)


   
   

5-Hydroxyseselin

5-Hydroxy-8,8-dimethylpyrano[2,3-f]chromen-2(8H)-one

C14H12O4 (244.0735552)


5-Hydroxyseselin is a natural product found in Metrodorea flavida, Citrus sulcata, and Citrus tamurana with data available.

   

2,2,3,3-Tetrahydroxystilbene

2,2,3,3-Tetrahydroxystilbene

C14H12O4 (244.0735552)


   
   

Norbraylin

Norbraylin

C14H12O4 (244.0735552)


Origin: Plant, Coumarins

   

1,2,8-Trihydroxyxanthone

1,2,8-Trihydroxyxanthone

C13H8O5 (244.0371718)


   

2,6-Dihydroxy-4-methoxybenzophenone

(2,6-dihydroxy-4-methoxyphenyl)(phenyl)methanone

C14H12O4 (244.0735552)


   
   

P-HYDROXY-5,6-DEHYDROKAWAIN

P-HYDROXY-5,6-DEHYDROKAWAIN

C14H12O4 (244.0735552)


   
   

1,2,5-Trihydroxyxanthone

1,2,5-Trihydroxyxanthone

C13H8O5 (244.0371718)


A member of the class of xanthones that is 9H-xanthen-9-one substituted bybhydroxy groups at positions 1, 2 and 5. It is isolated from Garcinia subelliptica.

   

1,3,8-Trihydroxyxanthone

1,3,8-Trihydroxyxanthone

C13H8O5 (244.0371718)


   

1,4,5-Trihydroxyxanthone

1,4,5-Trihydroxyxanthone

C13H8O5 (244.0371718)


   

1,6,7-Trihydroxyxanthone

1,6,7-Trihydroxy-9H-xanthen-9-one

C13H8O5 (244.0371718)


   

2,4,7-Trihydroxyxanthone

2,4,7-Trihydroxyxanthone

C13H8O5 (244.0371718)


   

2,4-Dihydroxy-5-methoxybenzophenone

2,4-Dihydroxy-5-methoxybenzophenone

C14H12O4 (244.0735552)


   
   

Dimethyl 2,6-naphthalenedicarboxylate

Dimethyl 2,6-naphthalenedicarboxylate

C14H12O4 (244.0735552)


   

2-(2-methylphenyl)sulfanylbenzoic acid

2-(2-methylphenyl)sulfanylbenzoic acid

C14H12O2S (244.0557972)


   
   
   

8-Chloro-5,10-dihydro-11H-dibenzo[b,e][1,4]-diazepin-11-one

8-Chloro-5,10-dihydro-11H-dibenzo[b,e][1,4]-diazepin-11-one

C13H9ClN2O (244.04033739999997)


   

1,4-Diacetoxynaphthalene

1,4-Diacetoxynaphthalene

C14H12O4 (244.0735552)


   

cis-Osthenon|cis-Osthenone

cis-Osthenon|cis-Osthenone

C14H12O4 (244.0735552)


   

1,3,6-Trihydroxyxanthone

1,3,6-Trihydroxyxanthone

C13H8O5 (244.0371718)


   

Subelliptenone G

Subelliptenone G

C13H8O5 (244.0371718)


   

1,4-dicarbomethoxyazulene

1,4-dicarbomethoxyazulene

C14H12O4 (244.0735552)


   

2-acetyl-8-methoxy-3-methylnaphthoquinone

2-acetyl-8-methoxy-3-methylnaphthoquinone

C14H12O4 (244.0735552)


   

1-(beta-D-ribofuranosyl)imidazolin-2-one-4-carboxaldehyde|ribofuranosyl-4-formyl-4-imidazolin-2-one|RT 2.0

1-(beta-D-ribofuranosyl)imidazolin-2-one-4-carboxaldehyde|ribofuranosyl-4-formyl-4-imidazolin-2-one|RT 2.0

C9H12N2O6 (244.0695332)


   
   

Demethylluvangetin

Demethylluvangetin

C14H12O4 (244.0735552)


   

Benzyl 2,5-dihydroxybenzoate

Benzyl 2,5-dihydroxybenzoate

C14H12O4 (244.0735552)


A benzoate ester resulting from the formal condensation of the carboxy group of 2,5-dihydroxybenzoic acid with the hydroxy group of phenylmethanol.

   

BENZO(1,2-b:5,4-b)DIFURAN-4,8-DIONE, 2,3-DIHYDRO-2-ISOPROPENYL-5-METHYL-, (-)-

BENZO(1,2-b:5,4-b)DIFURAN-4,8-DIONE, 2,3-DIHYDRO-2-ISOPROPENYL-5-METHYL-, (-)-

C14H12O4 (244.0735552)


   

3-(7-Methoxy-1,3-benzodioxol-5-yl)phenol

3-(7-Methoxy-1,3-benzodioxol-5-yl)phenol

C14H12O4 (244.0735552)


   
   

5-Hydroxy-8,8-dimethyl-4H,8H-benzo[1,2-b:3,4-b]dipyran-4-one

5-Hydroxy-8,8-dimethyl-4H,8H-benzo[1,2-b:3,4-b]dipyran-4-one

C14H12O4 (244.0735552)


   
   

(9R)-4-methoxy-9H-fluoren-2,5,9-triol|denchrysan B

(9R)-4-methoxy-9H-fluoren-2,5,9-triol|denchrysan B

C14H12O4 (244.0735552)


   

OC1=C(C(=O)C2=CC=CC=C2)C(=CC(=C1C)O)O

OC1=C(C(=O)C2=CC=CC=C2)C(=CC(=C1C)O)O

C14H12O4 (244.0735552)


   
   

3-pentofuranosylpyrimidine-2,4(1h,3h)-dione

3-pentofuranosylpyrimidine-2,4(1h,3h)-dione

C9H12N2O6 (244.0695332)


   

2,3,4-Trihydroxyxanthone

2,3,4-Trihydroxyxanthone

C13H8O5 (244.0371718)


   
   

(2-hydroxy-4-methoxyphenyl)(4-hydroxyphenyl)methanone

(2-hydroxy-4-methoxyphenyl)(4-hydroxyphenyl)methanone

C14H12O4 (244.0735552)


   

2-(1-hydroxyethyl)-naphtho<2,3-b>furan-4,9-dione

2-(1-hydroxyethyl)-naphtho<2,3-b>furan-4,9-dione

C14H12O4 (244.0735552)


   

7-hydroxyalloxanthyletin

7-hydroxyalloxanthyletin

C14H12O4 (244.0735552)


   

(Z)-form-9-Tetradecene-2,4,6-triynedioic acid,|cis-Tetradec-9-en-2,4,6-triindisaeure

(Z)-form-9-Tetradecene-2,4,6-triynedioic acid,|cis-Tetradec-9-en-2,4,6-triindisaeure

C14H12O4 (244.0735552)


   

beta-Pseudouridine|pseudouridine

beta-Pseudouridine|pseudouridine

C9H12N2O6 (244.0695332)


   
   
   

2,3,4,5-tetrahydroxystilbene

2,3,4,5-tetrahydroxystilbene

C14H12O4 (244.0735552)


   

Benzyl 2,6-dihydroxybenzoate

Benzyl 2,6-dihydroxybenzoate

C14H12O4 (244.0735552)


   
   

2-benzyl-4,6-dihydroxybenzoic acid

2-benzyl-4,6-dihydroxybenzoic acid

C14H12O4 (244.0735552)


   

1-(2,4-dihydroxyphenyl)-2-(4-hydroxyphenyl)ethanone

1-(2,4-dihydroxyphenyl)-2-(4-hydroxyphenyl)ethanone

C14H12O4 (244.0735552)


   

7,8-Dihydroxy-1-methylnaphtho[2,3-c]furan-4,9-dione

7,8-Dihydroxy-1-methylnaphtho[2,3-c]furan-4,9-dione

C13H8O5 (244.0371718)


   

3-Hydroxyxanthyletin

3-Hydroxyxanthyletin

C14H12O4 (244.0735552)


3-Hydroxyxanthyletin is a natural product found in Boronia algida with data available.

   
   

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

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

C14H12O4 (244.0735552)


   

3,6,9-trihydroxy-3,4-dihydroanthracen-1(2h)-one

3,6,9-trihydroxy-3,4-dihydroanthracen-1(2h)-one

C14H12O4 (244.0735552)


   

Oreoselone

Oreoselone

C14H12O4 (244.0735552)


Origin: Plant, Coumarins

   

(E)-3-(3,5-dihydroxystyryl)benzene-1,2-diol|smiglastilbene

(E)-3-(3,5-dihydroxystyryl)benzene-1,2-diol|smiglastilbene

C14H12O4 (244.0735552)


   

6-(4-hydroxy-3-methoxy-styryl)-pyran-2-one

6-(4-hydroxy-3-methoxy-styryl)-pyran-2-one

C14H12O4 (244.0735552)


   
   

2,4,7-Trihydroxy-9H-xanthene-9-one

2,4,7-Trihydroxy-9H-xanthene-9-one

C13H8O5 (244.0371718)


   

3,4,5-Trihydroxy-9H-xanthen-9-one

3,4,5-Trihydroxy-9H-xanthen-9-one

C13H8O5 (244.0371718)


   

Benzyl 2,3-dihydroxybenzoate

Benzyl 2,3-dihydroxybenzoate

C14H12O4 (244.0735552)


   
   
   

2,3,2,3-Tetrahydroxystilben

2,3,2,3-Tetrahydroxystilben

C14H12O4 (244.0735552)


   
   

(2,4-dihydroxyphenyl)-(3-methoxyphenyl)methanone

(2,4-dihydroxyphenyl)-(3-methoxyphenyl)methanone

C14H12O4 (244.0735552)


   

Oroselol

2H-Furo(2,3-h)-1-benzopyran-2-one, 8-(1-hydroxy-1-methylethyl)-

C14H12O4 (244.0735552)


   
   

1,2,3,4-Tetrahydro-6-hydroxy-2-methyl-1,3,4-trioxo-pyrazino<1,2-a>indol|6-Hydroxy-1,3,4-trioxo-2-methyl-1,2,3,4-tetrahydro-pyrazino<1,2-a>indol|6-hydroxy-2-methyl-pyrazino[1,2-a]indole-1,3,4-trione

1,2,3,4-Tetrahydro-6-hydroxy-2-methyl-1,3,4-trioxo-pyrazino<1,2-a>indol|6-Hydroxy-1,3,4-trioxo-2-methyl-1,2,3,4-tetrahydro-pyrazino<1,2-a>indol|6-hydroxy-2-methyl-pyrazino[1,2-a]indole-1,3,4-trione

C12H8N2O4 (244.0484048)


   

Nachsmyrin|Nakhsmyrin

Nachsmyrin|Nakhsmyrin

C14H12O4 (244.0735552)


   
   

Me ether-6-Acetyl-5-hydroxy-7-methyl-1,4-naphthoquinone

Me ether-6-Acetyl-5-hydroxy-7-methyl-1,4-naphthoquinone

C14H12O4 (244.0735552)


   
   

5-Hydroxy-7-methoxynaphtho[2,3-b]furan-4,9-dione

5-Hydroxy-7-methoxynaphtho[2,3-b]furan-4,9-dione

C13H8O5 (244.0371718)


   

1,4,8-trihydroxyxanthone

1,4,8-trihydroxyxanthone

C13H8O5 (244.0371718)


   
   
   

1,4,7-trihydroxyxanthone

1,4,7-trihydroxyxanthone

C13H8O5 (244.0371718)


   
   
   

8-Hydroxy-6-methoxynaphtho[2,3-b]furan-4,9-dione

8-Hydroxy-6-methoxynaphtho[2,3-b]furan-4,9-dione

C13H8O5 (244.0371718)


   

1,7,8-Trihydroxyxanthone

1,7,8-Trihydroxyxanthone

C13H8O5 (244.0371718)


   
   

6-hydroxy-8-(prop-1-en-2-yl)-8,9-dihydro-2h-furo-[2,3-h]chromen-2-one

6-hydroxy-8-(prop-1-en-2-yl)-8,9-dihydro-2h-furo-[2,3-h]chromen-2-one

C14H12O4 (244.0735552)


   

Norneolambertellin

Norneolambertellin

C13H8O5 (244.0371718)


   
   

3,9,10-trihydro xydibenzo[b,d]pyran-6-one

3,9,10-trihydro xydibenzo[b,d]pyran-6-one

C13H8O5 (244.0371718)


   

5-hydroxy-6-methoxynaphtho<2,3-b>furan-4,9-quinone

5-hydroxy-6-methoxynaphtho<2,3-b>furan-4,9-quinone

C13H8O5 (244.0371718)


   
   

Di-Me ether-Sorigenin

Di-Me ether-Sorigenin

C14H12O4 (244.0735552)


   

(2,3-dihydroxy-4-methoxyphenyl)(phenyl)methanone

(2,3-dihydroxy-4-methoxyphenyl)(phenyl)methanone

C14H12O4 (244.0735552)


   

orbraylin

6-Hydroxy-8,8-dimethyl-2H,8H-benzo[1,2-b:3,4-b]dipyran-2-one

C14H12O4 (244.0735552)


Norbraylin is a natural product found in Zanthoxylum asiaticum and Cedrelopsis grevei with data available.

   

Eleutherol

Naphtho(2,3-c)furan-1(3H)-one, 4-hydroxy-5-methoxy-3-methyl-, (R)-

C14H12O4 (244.0735552)


Eleutherol is a naphthofuran. Eleutherol is a natural product found in Sisyrinchium palmifolium and Eleutherine bulbosa with data available. [Raw Data] CBA05_Eleutherol_neg_50eV000002.txt [Raw Data] CBA05_Eleutherol_neg_40eV000002.txt [Raw Data] CBA05_Eleutherol_neg_30eV000002.txt [Raw Data] CBA05_Eleutherol_neg_20eV000002.txt [Raw Data] CBA05_Eleutherol_neg_10eV000002.txt [Raw Data] CBA05_Eleutherol_pos_50eV_000002.txt [Raw Data] CBA05_Eleutherol_pos_40eV_000002.txt [Raw Data] CBA05_Eleutherol_pos_30eV_000002.txt [Raw Data] CBA05_Eleutherol_pos_20eV_000002.txt [Raw Data] CBA05_Eleutherol_pos_10eV_000002.txt

   

L-Uridine

1-((2S,3S,4R,5S)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione

C9H12N2O6 (244.0695332)


L-Uridine, isolated from the Polyporaceae fungus Poria cocos (Schw.), is an enantiomer of the normal RNA constituent D-uridine. L-uridine acts as a phosphate acceptor for nucleoside phosphotransferases[1]. L-Uridine, isolated from the Polyporaceae fungus Poria cocos (Schw.), is an enantiomer of the normal RNA constituent D-uridine. L-uridine acts as a phosphate acceptor for nucleoside phosphotransferases[1]. L-Uridine, isolated from the Polyporaceae fungus Poria cocos (Schw.), is an enantiomer of the normal RNA constituent D-uridine. L-uridine acts as a phosphate acceptor for nucleoside phosphotransferases[1].

   

Benzophenone-8

Benzophenone-8

C14H12O4 (244.0735552)


CONFIDENCE Reference Standard (Level 1)

   

Uridine

1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4-dione

C9H12N2O6 (244.0695332)


C26170 - Protective Agent > C2459 - Chemoprotective Agent > C2080 - Cytoprotective Agent COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS MS2 deconvoluted using MS2Dec from all ion fragmentation data, MetaboLights identifier MTBLS1040; DRTQHJPVMGBUCF_STSL_0179_Uridine_8000fmol_180506_S2_LC02_MS02_83; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. MS2 deconvoluted using CorrDec from all ion fragmentation data, MetaboLights identifier MTBLS1040; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. relative retention time with respect to 9-anthracene Carboxylic Acid is 0.088 Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond. Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond. Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond.

   

8,8-Dimethyl-10H-pyrano[2,3-f]chromen-2,9-dione

"NCGC00160233-01!8,8-Dimethyl-10H-pyrano[2,3-f]chromen-2,9-dione"

C14H12O4 (244.0735552)


   

8-(2-hydroxypropan-2-yl)furo[2,3-h]chromen-2-one

NCGC00385867-01!8-(2-hydroxypropan-2-yl)furo[2,3-h]chromen-2-one

C14H12O4 (244.0735552)


   

4-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,3-diol

NCGC00169713-02!4-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,3-diol

C14H12O4 (244.0735552)


   

Pidotimod

Pidotimod

C9H12N2O4S (244.05177519999998)


L - Antineoplastic and immunomodulating agents > L03 - Immunostimulants > L03A - Immunostimulants C308 - Immunotherapeutic Agent > C2139 - Immunostimulant D007155 - Immunologic Factors

   

Piceatannol

1,2-Benzenediol, {4-[2-(3,} 5-dihydroxyphenyl)ethenyl]-, (E)-

C14H12O4 (244.0735552)


C471 - Enzyme Inhibitor > C1404 - Protein Kinase Inhibitor > C1967 - Tyrosine Kinase Inhibitor Piceatannol is a well-known Syk inhibitor and reduces the expression of iNOS induced by TNF. Piceatannol is an effective agent for research of acute lung injury (ALI)[1]. Piceatannol is a naturally occurring polyphenolic stilbene found in various fruits and vegetables and exhibits anticancer and anti-inflammatory properties[2]. Piceatannol induces apoptosis in DLBCL cell lines[3]. Piceatannol induces autophagy and apoptosis in MOLT-4 human leukemia cells[4]. Piceatannol is a well-known Syk inhibitor and reduces the expression of iNOS induced by TNF. Piceatannol is an effective agent for research of acute lung injury (ALI)[1]. Piceatannol is a naturally occurring polyphenolic stilbene found in various fruits and vegetables and exhibits anticancer and anti-inflammatory properties[2]. Piceatannol induces apoptosis in DLBCL cell lines[3]. Piceatannol induces autophagy and apoptosis in MOLT-4 human leukemia cells[4].

   

Pseudouridine

Pseudouridine

C9H12N2O6 (244.0695332)


A C-glycosyl pyrimidine that consists of uracil having a beta-D-ribofuranosyl residue attached at position 5. The C-glycosyl isomer of the nucleoside uridine. Pseudouridine is an isomer of the nucleoside uridine, and the most abundant modified nucleoside in non-coding RNAs. Pseudouridine in rRNA and tRNA can fine-tune and stabilize the regional structure and help maintain their functions in mRNA decoding, ribosome assembly, processing and translation[1][2][3][4]. Pseudouridine is an isomer of the nucleoside uridine, and the most abundant modified nucleoside in non-coding RNAs. Pseudouridine in rRNA and tRNA can fine-tune and stabilize the regional structure and help maintain their functions in mRNA decoding, ribosome assembly, processing and translation[1][2][3][4].

   

Arabinofuranosyluracil

1-β-D-Arabinofuranosyluracil

C9H12N2O6 (244.0695332)


1-beta-D-Arabinofuranosyluracil (Uracil 1-β-D-arabinofuranoside) isolated from the Caribbean sponge Tectitethya crypta, is a methoxyadenosine derivative. 1-beta-D-Arabinofuranosyluracil has demonstrated a diverse bioactivity profile including anti-inflammatory activity, analgesic and vasodilation properties[1]. 1-beta-D-Arabinofuranosyluracil reduces a proliferation of mouse lymphoma cells[2]. 1-beta-D-Arabinofuranosyluracil (Uracil 1-β-D-arabinofuranoside) isolated from the Caribbean sponge Tectitethya crypta, is a methoxyadenosine derivative. 1-beta-D-Arabinofuranosyluracil has demonstrated a diverse bioactivity profile including anti-inflammatory activity, analgesic and vasodilation properties[1]. 1-beta-D-Arabinofuranosyluracil reduces a proliferation of mouse lymphoma cells[2]. 1-beta-D-Arabinofuranosyluracil (Uracil 1-β-D-arabinofuranoside) isolated from the Caribbean sponge Tectitethya crypta, is a methoxyadenosine derivative. 1-beta-D-Arabinofuranosyluracil has demonstrated a diverse bioactivity profile including anti-inflammatory activity, analgesic and vasodilation properties[1]. 1-beta-D-Arabinofuranosyluracil reduces a proliferation of mouse lymphoma cells[2].

   

8-Chloro-11-oxo-10,11-dihydro-5H-dibenzo-1,4-diazepine

8-Chloro-5,10-dihydro-11H-dibenzo[b,e][1,4]-diazepin-11-one

C13H9ClN2O (244.04033739999997)


CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 1093

   

5-Chlorodivaricatinic acid

5-Chlorodivaricatinic acid

C11H13ClO4 (244.0502328)


   

Uridine (Not validated)

Uridine (Not validated)

C9H12N2O6 (244.0695332)


Annotation level-2

   
   

Uridine; LC-tDDA; CE10

Uridine; LC-tDDA; CE10

C9H12N2O6 (244.0695332)


   

Uridine; LC-tDDA; CE20

Uridine; LC-tDDA; CE20

C9H12N2O6 (244.0695332)


   

Uridine; LC-tDDA; CE30

Uridine; LC-tDDA; CE30

C9H12N2O6 (244.0695332)


   

Uridine; LC-tDDA; CE40

Uridine; LC-tDDA; CE40

C9H12N2O6 (244.0695332)


   

Pseudouridine; LC-tDDA; CE10

Pseudouridine; LC-tDDA; CE10

C9H12N2O6 (244.0695332)


   

Pseudouridine; LC-tDDA; CE20

Pseudouridine; LC-tDDA; CE20

C9H12N2O6 (244.0695332)


   

Pseudouridine; LC-tDDA; CE30

Pseudouridine; LC-tDDA; CE30

C9H12N2O6 (244.0695332)


   

Pseudouridine; LC-tDDA; CE40

Pseudouridine; LC-tDDA; CE40

C9H12N2O6 (244.0695332)


   

Pseudouridine; AIF; CE0; CorrDec

Pseudouridine; AIF; CE0; CorrDec

C9H12N2O6 (244.0695332)


   

Pseudouridine; AIF; CE10; CorrDec

Pseudouridine; AIF; CE10; CorrDec

C9H12N2O6 (244.0695332)


   

Pseudouridine; AIF; CE30; CorrDec

Pseudouridine; AIF; CE30; CorrDec

C9H12N2O6 (244.0695332)


   

Pseudouridine; AIF; CE0; MS2Dec

Pseudouridine; AIF; CE0; MS2Dec

C9H12N2O6 (244.0695332)


   

Pseudouridine; AIF; CE10; MS2Dec

Pseudouridine; AIF; CE10; MS2Dec

C9H12N2O6 (244.0695332)


   

Pseudouridine; AIF; CE30; MS2Dec

Pseudouridine; AIF; CE30; MS2Dec

C9H12N2O6 (244.0695332)


   

Uridine; AIF; CE0; MS2Dec

Uridine; AIF; CE0; MS2Dec

C9H12N2O6 (244.0695332)


   

Uridine; AIF; CE10; MS2Dec

Uridine; AIF; CE10; MS2Dec

C9H12N2O6 (244.0695332)


   

Uridine; AIF; CE30; MS2Dec

Uridine; AIF; CE30; MS2Dec

C9H12N2O6 (244.0695332)


   

Uridine; AIF; CE0; CorrDec

Uridine; AIF; CE0; CorrDec

C9H12N2O6 (244.0695332)


   

Uridine; AIF; CE10; CorrDec

Uridine; AIF; CE10; CorrDec

C9H12N2O6 (244.0695332)


   

Uridine; AIF; CE30; CorrDec

Uridine; AIF; CE30; CorrDec

C9H12N2O6 (244.0695332)


   
   

5-Hydroxy-deoxyuridine

5-Hydroxy-deoxyuridine

C9H12N2O6 (244.0695332)


   

3-DESMETHYL-5-DESHYDROXYSCLEROIN

3-DESMETHYL-5-DESHYDROXYSCLEROIN

C14H12O4 (244.0735552)


   

Suberenone

7-Methoxy-6-(3-oxo-1-butenyl)-2H-1-benzopyran-2-one, 9ci

C14H12O4 (244.0735552)


   

(2E,11Z)-Wyerone acid

(2Z)-3-{5-[(4Z)-hept-4-en-2-ynoyl]furan-2-yl}prop-2-enoic acid

C14H12O4 (244.0735552)


   

Graveolone

6,7-Dihydro-8,8-dimethyl-2H,8H-benzo[1,2-b:5,4-b']dipyran-2,6-dione

C14H12O4 (244.0735552)


   

1-o-galloylglycerol

2,3-dihydroxypropyl 3,4,5-trihydroxybenzoate

C10H12O7 (244.0583002)


   

9,10-Dihydro-2,3,5,7-Phenanthrenetetrol

2,3,5,7-Tetrahydroxy-9,10-dihydrophenanthrene

C14H12O4 (244.0735552)


   

(R)-Apiumetin

9-hydroxy-7-(prop-1-en-2-yl)-2H,6H,7H-furo[3,2-g]chromen-2-one

C14H12O4 (244.0735552)


   
   

Wyerone

(E)-3-(5-((E)-hept-4-en-2-yn-1-yl)-furan-2-yl)-acrylic acid

C14H12O4 (244.0735552)


   

(6-P-TOLYL-IMIDAZO[2,1-B]THIAZOL-2-YL)-METHANOL

(6-P-TOLYL-IMIDAZO[2,1-B]THIAZOL-2-YL)-METHANOL

C13H12N2OS (244.06703019999998)


   

4-(7-Chloropyrazolo[1,5-a]pyridin-2-yl)phenol

4-(7-Chloropyrazolo[1,5-a]pyridin-2-yl)phenol

C13H9ClN2O (244.04033739999997)


   

2,4-DIHYDROXYPHENYL P-HYDROXYBENZYL KETONE

2,4-DIHYDROXYPHENYL P-HYDROXYBENZYL KETONE

C14H12O4 (244.0735552)


   

methyl 5-(trifluoromethyl)-1H-pyrrolo[3,2-b]pyridine-2-carboxylate

methyl 5-(trifluoromethyl)-1H-pyrrolo[3,2-b]pyridine-2-carboxylate

C10H7F3N2O2 (244.04595980000002)


   

2-(PENTAFLUOROPROPANOYL)CYCLOHEXANONE

2-(PENTAFLUOROPROPANOYL)CYCLOHEXANONE

C9H9F5O2 (244.0522674)


   

2-[2-(Phenylthio)phenyl]acetic acid

2-[2-(Phenylthio)phenyl]acetic acid

C14H12O2S (244.0557972)


   

3,5-Bis(trifluoromethyl)-1,2-diaminobenzene

3,5-Bis(trifluoromethyl)-1,2-diaminobenzene

C8H6F6N2 (244.04351479999997)


   
   

2-MORPHOLIN-4-YL-ISONICOTINIC ACID HYDROCHLORIDE

2-MORPHOLIN-4-YL-ISONICOTINIC ACID HYDROCHLORIDE

C10H13ClN2O3 (244.0614658)


   

1,1-BIS-(4-FLUORO-PHENYL)-PROP-2-YN-1-OL

1,1-BIS-(4-FLUORO-PHENYL)-PROP-2-YN-1-OL

C15H10F2O (244.0699674)


   

3-(2,4-difluorophenyl)pentanedioic acid

3-(2,4-difluorophenyl)pentanedioic acid

C11H10F2O4 (244.0547124)


   

benzyl benzenecarbodithioate

benzyl benzenecarbodithioate

C14H12S2 (244.0380392)


   
   

2-(3-Chloropropyl)-2-(4-fluorophenyl)-1,3-dioxolane

2-(3-Chloropropyl)-2-(4-fluorophenyl)-1,3-dioxolane

C12H14ClFO2 (244.06663060000002)


   

4-(5-nitropyridin-2-yl)benzoic acid

4-(5-nitropyridin-2-yl)benzoic acid

C12H8N2O4 (244.0484048)


   

1,4-Naphthalenediol,1,4-diacetate

1,4-Naphthalenediol,1,4-diacetate

C14H12O4 (244.0735552)


   

N-(3-Chlorophenyl)-1H-pyrazolo[4,3-b]pyridin-3-amine

N-(3-Chlorophenyl)-1H-pyrazolo[4,3-b]pyridin-3-amine

C12H9ClN4 (244.05157039999997)


   

Benzene,[(2-phenylethenyl)sulfonyl]-

Benzene,[(2-phenylethenyl)sulfonyl]-

C14H12O2S (244.0557972)


   

3-(4-fluorobenzoyl)benzoic acid

3-(4-fluorobenzoyl)benzoic acid

C14H9FO3 (244.05356959999997)


   

6-methyl-4-oxo-3-phenylmethoxypyran-2-carbaldehyde

6-methyl-4-oxo-3-phenylmethoxypyran-2-carbaldehyde

C14H12O4 (244.0735552)


   

2-Amino-4-(4-methoxyphenyl)-5-methylthiophene-3-carbonitrile

2-Amino-4-(4-methoxyphenyl)-5-methylthiophene-3-carbonitrile

C13H12N2OS (244.06703019999998)


   

3-(4-METHANESULFONYLOXOPHENYL)-PROPANOIC ACID

3-(4-METHANESULFONYLOXOPHENYL)-PROPANOIC ACID

C10H12O5S (244.04054219999998)


   

3-(4-methylsulfanylphenyl)benzoic acid

3-(4-methylsulfanylphenyl)benzoic acid

C14H12O2S (244.0557972)


   

2,2-Bipyridine-4,4-dicarboxylic acid

2,2-Bipyridine-4,4-dicarboxylic acid

C12H8N2O4 (244.0484048)


   

4-CYANO-2-(TRIFLUOROMETHOXY)ACETANILIDE

4-CYANO-2-(TRIFLUOROMETHOXY)ACETANILIDE

C10H7F3N2O2 (244.04595980000002)


   

DIMETHYL 1,8-NAPHTHALENEDICARBOXYLATE

DIMETHYL 1,8-NAPHTHALENEDICARBOXYLATE

C14H12O4 (244.0735552)


   

1-butyltellanylbutane

1-butyltellanylbutane

C8H18Te (244.0470718)


   

(4-hydroxyphenyl) 4-methoxybenzoate

(4-hydroxyphenyl) 4-methoxybenzoate

C14H12O4 (244.0735552)


   

2-Boc-Aminothiazole-5-carboxylic acid

2-Boc-Aminothiazole-5-carboxylic acid

C9H12N2O4S (244.05177519999998)


   
   

Benzeneacetic acid, a-(phenylthio)-

Benzeneacetic acid, a-(phenylthio)-

C14H12O2S (244.0557972)


   

4-[(phenylthio)methyl]benzoic acid

4-[(phenylthio)methyl]benzoic acid

C14H12O2S (244.0557972)


   

Methyl 4-acetoxy-2-naphthoate

Methyl 4-acetoxy-2-naphthoate

C14H12O4 (244.0735552)


   

1-(4-Chlorophenyl)-1-phenylacetone

1-(4-Chlorophenyl)-1-phenylacetone

C15H13ClO (244.0654878)


   

3-(3,5-difluorophenyl)pentanedioic acid

3-(3,5-difluorophenyl)pentanedioic acid

C11H10F2O4 (244.0547124)


   
   

Naphthalene-1-sulfonic acid hydrate,

Naphthalene-1-sulfonic acid hydrate,

C10H12O5S (244.04054219999998)


   

1,2-BIS(PHENYLTHIO)ETHYLENE (CIS- AND TRANS- MIXTURE)

1,2-BIS(PHENYLTHIO)ETHYLENE (CIS- AND TRANS- MIXTURE)

C14H12S2 (244.0380392)


   

2-PYRIDINECARBOXAMIDE, N-[2-(METHYLTHIO)PHENYL]-

2-PYRIDINECARBOXAMIDE, N-[2-(METHYLTHIO)PHENYL]-

C13H12N2OS (244.06703019999998)


   

3-FLUORO-2-FORMYL-[1,1-BIPHENYL]-4-CARBOXYLIC ACID

3-FLUORO-2-FORMYL-[1,1-BIPHENYL]-4-CARBOXYLIC ACID

C14H9FO3 (244.05356959999997)


   

3-FLUORO-4-FORMYL-[1,1-BIPHENYL]-4-CARBOXYLIC ACID

3-FLUORO-4-FORMYL-[1,1-BIPHENYL]-4-CARBOXYLIC ACID

C14H9FO3 (244.05356959999997)


   

5-HYDROXY-3-METHOXY-[1,1-BIPHENYL]-3-CARBOXYLIC ACID

5-HYDROXY-3-METHOXY-[1,1-BIPHENYL]-3-CARBOXYLIC ACID

C14H12O4 (244.0735552)


   

methyl 2-[(4-aminophenyl)sulfonylamino]acetate

methyl 2-[(4-aminophenyl)sulfonylamino]acetate

C9H12N2O4S (244.05177519999998)


   

4-(3-chloropropoxy)-3-methoxybenzoic acid

4-(3-chloropropoxy)-3-methoxybenzoic acid

C11H13ClO4 (244.0502328)


   

(2,5-BIS(TRIFLUOROMETHYL)PHENYL)HYDRAZINE

(2,5-BIS(TRIFLUOROMETHYL)PHENYL)HYDRAZINE

C8H6F6N2 (244.04351479999997)


   

4-Methoxyphenyl 4-hydroxybenzoate

4-Methoxyphenyl 4-hydroxybenzoate

C14H12O4 (244.0735552)


   

Mesulfen

Mesulfen

C14H12S2 (244.0380392)


P - Antiparasitic products, insecticides and repellents > P03 - Ectoparasiticides, incl. scabicides, insecticides and repellents > P03A - Ectoparasiticides, incl. scabicides > P03AA - Sulfur containing products D - Dermatologicals > D10 - Anti-acne preparations > D10A - Anti-acne preparations for topical use > D10AB - Preparations containing sulfur C308 - Immunotherapeutic Agent > C574 - Immunosuppressant

   

1-Methyl-1-(2H3)methylpiperidinium iodide

1-Methyl-1-(2H3)methylpiperidinium iodide

C7H13D3IN (244.051576134)


   

Boc-2-Amino-4-thiazole-carboxylic acid

Boc-2-Amino-4-thiazole-carboxylic acid

C9H12N2O4S (244.05177519999998)


   

3-[(4-METHOXYPHENYL)SULFONYL]PROPANOIC ACID

3-[(4-METHOXYPHENYL)SULFONYL]PROPANOIC ACID

C10H12O5S (244.04054219999998)


   

4-Chloro-6-phenyl-5H-pyrrolo[3,2-d]pyrimidin-2-amine

4-Chloro-6-phenyl-5H-pyrrolo[3,2-d]pyrimidin-2-amine

C12H9ClN4 (244.05157039999997)


   

4-Chloro-2-methyl-6-phenylfuro[3,2-d]pyrimidine

4-Chloro-2-methyl-6-phenylfuro[3,2-d]pyrimidine

C13H9ClN2O (244.04033739999997)


   

2-(4-(METHOXYCARBONYL)PHENYL)ETHANESULFONIC ACID

2-(4-(METHOXYCARBONYL)PHENYL)ETHANESULFONIC ACID

C10H12O5S (244.04054219999998)


   

3 7-DIMETHYLOCTYLMAGNESIUM BROMIDE 1.0&

3 7-DIMETHYLOCTYLMAGNESIUM BROMIDE 1.0&

C10H21BrMg (244.06770260000002)


   

4,4μ-Dimercaptostilbene

4,4μ-Dimercaptostilbene

C14H12S2 (244.0380392)


   

1-Methoxy-3,4-dihydro-1H-benzo[g]isochromene-5,10-dione

1-Methoxy-3,4-dihydro-1H-benzo[g]isochromene-5,10-dione

C14H12O4 (244.0735552)


   

Methyl 2-methoxy-5-(methylsulfonyl)benzoate

Methyl 2-methoxy-5-(methylsulfonyl)benzoate

C10H12O5S (244.04054219999998)


   

2,6-Naphthalenediyl diacetate

2,6-Naphthalenediyl diacetate

C14H12O4 (244.0735552)


   

2-(4-Fluorobenzoyl)benzoic acid

2-(4-Fluorobenzoyl)benzoic acid

C14H9FO3 (244.05356959999997)


   

Benzoyl chloride,4-(2-phenyldiazenyl)-

Benzoyl chloride,4-(2-phenyldiazenyl)-

C13H9ClN2O (244.04033739999997)


   

Benzenesulfonamide,4-nitro-N-propyl-

Benzenesulfonamide,4-nitro-N-propyl-

C9H12N2O4S (244.05177519999998)


   

4-(4-Methoxyphenoxy)benzoic acid

4-(4-Methoxyphenoxy)benzoic acid

C14H12O4 (244.0735552)


   

5-(3-NITROPHENYL)NICOTINIC ACID

5-(3-NITROPHENYL)NICOTINIC ACID

C12H8N2O4 (244.0484048)


   
   

Hexanediimidic acid,1,6-dimethyl ester, hydrochloride (1:2)

Hexanediimidic acid,1,6-dimethyl ester, hydrochloride (1:2)

C8H18Cl2N2O2 (244.07452680000003)


   

phenoxathiin-4-boronic acid

phenoxathiin-4-boronic acid

C12H9BO3S (244.0365434)


   

5-phenylmethoxycarbonyl-1H-pyrrole-2-carboxylate

5-phenylmethoxycarbonyl-1H-pyrrole-2-carboxylate

C13H10NO4- (244.06098)


   

2,2-Dinitrobiphenyl

2,2-Dinitrobiphenyl

C12H8N2O4 (244.0484048)


   

4-METHYLSULFANYL-BIPHENYL-4-CARBOXYLIC ACID

4-METHYLSULFANYL-BIPHENYL-4-CARBOXYLIC ACID

C14H12O2S (244.0557972)


   

(3-((N,N-DIMETHYLSULFAMOYL)AMINO)PHENYL)BORONIC ACID

(3-((N,N-DIMETHYLSULFAMOYL)AMINO)PHENYL)BORONIC ACID

C8H13BN2O4S (244.06890479999998)


   

dimethyl 2,7-naphthalenedicarboxylate

dimethyl 2,7-naphthalenedicarboxylate

C14H12O4 (244.0735552)


   

BRL-50481

N,N,2-trimethyl-5-nitrobenzenesulfonamide

C9H12N2O4S (244.05177519999998)


   

2-benzylsulfanylpyridine-4-carboxamide

2-benzylsulfanylpyridine-4-carboxamide

C13H12N2OS (244.06703019999998)


   

1-(3-PYRIDINYLMETHYL)-4-PIPERIDINECARBOXYLIC ACID

1-(3-PYRIDINYLMETHYL)-4-PIPERIDINECARBOXYLIC ACID

C8H18Cl2N2O2 (244.07452680000003)


   

3,4,5,4-tetrahydroxystilbene

3,4,5,4-tetrahydroxystilbene

C14H12O4 (244.0735552)


   

ethyl 4-(5-formyl-2-furyl)benzoate

ethyl 4-(5-formyl-2-furyl)benzoate

C14H12O4 (244.0735552)


   

2-(4-methylphenyl)sulfanylpyridine-3-carboxamide

2-(4-methylphenyl)sulfanylpyridine-3-carboxamide

C13H12N2OS (244.06703019999998)


   

2,4,6-trihydroxy phenyl benzyl ketone

2,4,6-trihydroxy phenyl benzyl ketone

C14H12O4 (244.0735552)


   

3-Chlorothiophene-2-boronic acid pinacol ester

3-Chlorothiophene-2-boronic acid pinacol ester

C10H14BClO2S (244.04960440000002)


   

ETHYL 3-(3-(TRIFLUOROMETHYL)PHENYL)ACRYLATE

ETHYL 3-(3-(TRIFLUOROMETHYL)PHENYL)ACRYLATE

C12H11F3O2 (244.0711102)


   

3,5-BIS(TRIFLUOROMETHYL)PHENYLHYDRAZINE

3,5-BIS(TRIFLUOROMETHYL)PHENYLHYDRAZINE

C8H6F6N2 (244.04351479999997)


   

Ethyl (4-boronophenyl)difluoroacetate

Ethyl (4-boronophenyl)difluoroacetate

C10H11BF2O4 (244.071842)


   

2-Butyl-2-(2,4-dichlorophenyl)oxirane

2-Butyl-2-(2,4-dichlorophenyl)oxirane

C12H14Cl2O (244.0421654)


   

2-(4-Chlorophenyl)-1,3-benzoxazol-4-amine

2-(4-Chlorophenyl)-1,3-benzoxazol-4-amine

C13H9ClN2O (244.04033739999997)


   

2,4-dinitro-1,1-biphenyl

2,4-dinitro-1,1-biphenyl

C12H8N2O4 (244.0484048)


   

1,5-DIFORMYL-4,8-DIMETHOXYNAPHTHALENE

1,5-DIFORMYL-4,8-DIMETHOXYNAPHTHALENE

C14H12O4 (244.0735552)


   

5,5′-dicarboxy-2,2′-bipyridine

5,5′-dicarboxy-2,2′-bipyridine

C12H8N2O4 (244.0484048)


   

3-Hydroxy-5-methoxybiphenyl-3-carboxylic acid

3-Hydroxy-5-methoxybiphenyl-3-carboxylic acid

C14H12O4 (244.0735552)


   

2-Hydroxy-3-methoxybiphenyl-3-carboxylic acid

2-Hydroxy-3-methoxybiphenyl-3-carboxylic acid

C14H12O4 (244.0735552)


   

2-HYDROXY-5-METHOXY-[1,1-BIPHENYL]-3-CARBOXYLIC ACID

2-HYDROXY-5-METHOXY-[1,1-BIPHENYL]-3-CARBOXYLIC ACID

C14H12O4 (244.0735552)


   

4-HYDROXY-3-METHOXY-[1,1-BIPHENYL]-3-CARBOXYLIC ACID

4-HYDROXY-3-METHOXY-[1,1-BIPHENYL]-3-CARBOXYLIC ACID

C14H12O4 (244.0735552)


   

3-Hydroxy-4-Methoxybiphenyl-3-carboxylic acid

3-Hydroxy-4-Methoxybiphenyl-3-carboxylic acid

C14H12O4 (244.0735552)


   

2,5-Furandicarboxylicacid, 3,4-dihydroxy-, 2,5-diethyl ester

2,5-Furandicarboxylicacid, 3,4-dihydroxy-, 2,5-diethyl ester

C10H12O7 (244.0583002)


   

5-Hydroxy-2-deoxyuridine

5-Hydroxy-2-deoxyuridine

C9H12N2O6 (244.0695332)


5-Hydroxy-2'-deoxyuridine (5-OHdU) is a major stable oxidation product of 2'-Deoxycytidine. 5-Hydroxy-2'-deoxyuridine can be incorporated into DNA in vitro by DNA polymerase[1].

   

(4-OXO-CYCLOHEXYL)-ACETICACIDMETHYLESTER

(4-OXO-CYCLOHEXYL)-ACETICACIDMETHYLESTER

C14H12O4 (244.0735552)


   

1-Chloro-3-[(E)-2-(3-methoxyphenyl)vinyl]benzene

1-Chloro-3-[(E)-2-(3-methoxyphenyl)vinyl]benzene

C15H13ClO (244.0654878)


   

ETHYL 2-CHLORO-2-[2-(2-FLUOROPHENYL)HYDRAZONO]-ACETATE

ETHYL 2-CHLORO-2-[2-(2-FLUOROPHENYL)HYDRAZONO]-ACETATE

C10H10ClFN2O2 (244.0414802)


   

Carnidazole

Carnidazole

C8H12N4O3S (244.06300819999998)


C254 - Anti-Infective Agent > C276 - Antiparasitic Agent > C277 - Antiprotozoal Agent

   

1-((4-METHYLPHENYL)METHYL)-1H-PYRROLE-2,5-DIONE

1-((4-METHYLPHENYL)METHYL)-1H-PYRROLE-2,5-DIONE

C11H14Cl2N2 (244.0533984)


   
   

4-CHLORO-1-(P-TOLYL)-1H-PYRAZOLO[3,4-D]PYRIMIDINE

4-CHLORO-1-(P-TOLYL)-1H-PYRAZOLO[3,4-D]PYRIMIDINE

C12H9ClN4 (244.05157039999997)


   

2-(Methylsulfonyl)-6-propylpyrimidine-4-carboxylic acid

2-(Methylsulfonyl)-6-propylpyrimidine-4-carboxylic acid

C9H12N2O4S (244.05177519999998)


   

2-Hydroxy-4-methoxybiphenyl-3-carboxylic acid

2-Hydroxy-4-methoxybiphenyl-3-carboxylic acid

C14H12O4 (244.0735552)


   

(2R)-3-amino-2-(benzenesulfonamido)propanoic acid

(2R)-3-amino-2-(benzenesulfonamido)propanoic acid

C9H12N2O4S (244.05177519999998)


   

methyl 6-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine-2-carboxylate

methyl 6-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine-2-carboxylate

C10H7F3N2O2 (244.04595980000002)


   
   

2-(1,1,2,2-tetrafluoroethoxy)naphthalene

2-(1,1,2,2-tetrafluoroethoxy)naphthalene

C12H8F4O (244.05112459999998)


   

4,4-DIFLUOROCHALCONE

4,4-DIFLUOROCHALCONE

C15H10F2O (244.0699674)


   

2-(CHLOROMETHYL)-5-(2-NAPHTHYL)-1,3,4-OXADIAZOLE

2-(CHLOROMETHYL)-5-(2-NAPHTHYL)-1,3,4-OXADIAZOLE

C13H9ClN2O (244.04033739999997)


   

1-[(4-FLUOROPHENYL)SULFONYL]PIPERAZINE

1-[(4-FLUOROPHENYL)SULFONYL]PIPERAZINE

C10H13FN2O2S (244.068173)


   

3-(5-Nitropyridin-2-yl)benzoic acid

3-(5-Nitropyridin-2-yl)benzoic acid

C12H8N2O4 (244.0484048)


   

[3,3]bipyridinyl-2,2-dicarboxylic acid

[3,3]bipyridinyl-2,2-dicarboxylic acid

C12H8N2O4 (244.0484048)


   

2,7-DIACETOXYNAPHTHALENE

2,7-DIACETOXYNAPHTHALENE

C14H12O4 (244.0735552)


   
   

METHYL 2-PHENYL-3-(2-THIENYL)ACRYLATE

METHYL 2-PHENYL-3-(2-THIENYL)ACRYLATE

C14H12O2S (244.0557972)


   

6-(5-Chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-pyridinamine

6-(5-Chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-pyridinamine

C12H9ClN4 (244.05157039999997)


   

8-(2-AMINOETHYL)-5-HYDROXY-2H-BENZO[B][1,4]OXAZIN-3(4H)-ONE HYDROCHLORIDE

8-(2-AMINOETHYL)-5-HYDROXY-2H-BENZO[B][1,4]OXAZIN-3(4H)-ONE HYDROCHLORIDE

C10H13ClN2O3 (244.0614658)


   

1-(4-CHLOROPHENYL)-2-(4-METHYLPHENYL)ETHAN-1-ONE

1-(4-CHLOROPHENYL)-2-(4-METHYLPHENYL)ETHAN-1-ONE

C15H13ClO (244.0654878)


   

1-(3,4,5-TRIMETHOXYPHENYL)BUTANE-1,3-DIONE

1-(3,4,5-TRIMETHOXYPHENYL)BUTANE-1,3-DIONE

C11H14Cl2N2 (244.0533984)


   

DIMETHYL 1,4-NAPHTHALENEDICARBOXYLATE

DIMETHYL 1,4-NAPHTHALENEDICARBOXYLATE

C14H12O4 (244.0735552)


   

2,2-Bipyridine-6,6-dicarboxylic acid

2,2-Bipyridine-6,6-dicarboxylic acid

C12H8N2O4 (244.0484048)


   

4-MORPHOLIN-4-YL-PYRIDINE-2-CARBOXYLIC ACID X HCL

4-MORPHOLIN-4-YL-PYRIDINE-2-CARBOXYLIC ACID X HCL

C10H13ClN2O3 (244.0614658)


   

(S)-2-(DIBENZYLAMINO)-3-METHYL-1-BUTANOL

(S)-2-(DIBENZYLAMINO)-3-METHYL-1-BUTANOL

C10H12O5S (244.04054219999998)


   

4,4-Dinitrobiphenyl

4,4-Dinitrobiphenyl

C12H8N2O4 (244.0484048)


   

4-(2-methoxyphenoxy)benzoic acid

4-(2-methoxyphenoxy)benzoic acid

C14H12O4 (244.0735552)


   

2-(2-chloro-phenyl)-benzooxazol-5-ylamine

2-(2-chloro-phenyl)-benzooxazol-5-ylamine

C13H9ClN2O (244.04033739999997)


   

methyl 2-(trifluoromethyl)-1H-benzo[d]imidazole-7-carboxylate

methyl 2-(trifluoromethyl)-1H-benzo[d]imidazole-7-carboxylate

C10H7F3N2O2 (244.04595980000002)


   

2-PROPEN-1-ONE, 1-(2,5-DIFLUOROPHENYL)-3-PHENYL-, (2E)-

2-PROPEN-1-ONE, 1-(2,5-DIFLUOROPHENYL)-3-PHENYL-, (2E)-

C15H10F2O (244.0699674)


   
   

4-(5-Chloro-1H-pyrrolo[2,3-b]pyridin-4-yl)-2-pyridinamine

4-(5-Chloro-1H-pyrrolo[2,3-b]pyridin-4-yl)-2-pyridinamine

C12H9ClN4 (244.05157039999997)


   

2-Pyridinamine, 4-(4-chloro-1H-pyrrolo[2,3-b]pyridin-2-yl)-

2-Pyridinamine, 4-(4-chloro-1H-pyrrolo[2,3-b]pyridin-2-yl)-

C12H9ClN4 (244.05157039999997)


   

4-(Benzyloxy)-3-hydroxybenzoic acid

4-(Benzyloxy)-3-hydroxybenzoic acid

C14H12O4 (244.0735552)


   

3-(furan-2-ylmethyl)-7,8-dihydro-6H-chromene-2,5-dione

3-(furan-2-ylmethyl)-7,8-dihydro-6H-chromene-2,5-dione

C14H12O4 (244.0735552)


   

4-Benzoylphenyl methyl sulfoxide

4-Benzoylphenyl methyl sulfoxide

C14H12O2S (244.0557972)


   

2-FLUORO-4-FORMYL-[1,1-BIPHENYL]-4-CARBOXYLIC ACID

2-FLUORO-4-FORMYL-[1,1-BIPHENYL]-4-CARBOXYLIC ACID

C14H9FO3 (244.05356959999997)


   

(2-trifluoromethyl-benzoimidazol-1-yl)-acetic acid

(2-trifluoromethyl-benzoimidazol-1-yl)-acetic acid

C10H7F3N2O2 (244.04595980000002)


   
   

4-chloro-6-(1,3-dihydrobenzimidazol-2-ylidene)cyclohexa-2,4-dien-1-one

4-chloro-6-(1,3-dihydrobenzimidazol-2-ylidene)cyclohexa-2,4-dien-1-one

C13H9ClN2O (244.04033739999997)


   

6-(3-Nitrophenyl)-picolinic acid

6-(3-Nitrophenyl)-picolinic acid

C12H8N2O4 (244.0484048)


   
   

2-(quinolin-2-yl)ethanamine dihydrochloride

2-(quinolin-2-yl)ethanamine dihydrochloride

C11H14Cl2N2 (244.0533984)


   

6-TRIFLUOROMETHYL-1H-INDAZOLE-3-CARBOXYLIC ACID METHYL ESTER

6-TRIFLUOROMETHYL-1H-INDAZOLE-3-CARBOXYLIC ACID METHYL ESTER

C10H7F3N2O2 (244.04595980000002)


   

(4-chlorophenyl)-(4-ethylphenyl)methanone

(4-chlorophenyl)-(4-ethylphenyl)methanone

C15H13ClO (244.0654878)


   

1-(2,4-Dichlorobenzyl)piperazine

1-(2,4-Dichlorobenzyl)piperazine

C11H14Cl2N2 (244.0533984)


   
   

2-(PHENYLTHIOMETHYL)BENZOIC ACID

2-(PHENYLTHIOMETHYL)BENZOIC ACID

C14H12O2S (244.0557972)


   

2-chloro-6-(4-methoxyphenyl)nicotinonitrile

2-chloro-6-(4-methoxyphenyl)nicotinonitrile

C13H9ClN2O (244.04033739999997)


   

5-Chlorothiophene-2-boronic acid pinacol ester

5-Chlorothiophene-2-boronic acid pinacol ester

C10H14BClO2S (244.04960440000002)


   

[R-(R*,R*)]-3-[(5-Oxo-2-pyrrolidinyl)carbonyl]-4-thiazolidinecarboxylic acid

[R-(R*,R*)]-3-[(5-Oxo-2-pyrrolidinyl)carbonyl]-4-thiazolidinecarboxylic acid

C9H12N2O4S (244.05177519999998)


   

[S-(R*,R*)]-3-[(5-Oxo-2-pyrrolidinyl)carbonyl]-4-thiazolidinecarboxylic acid

[S-(R*,R*)]-3-[(5-Oxo-2-pyrrolidinyl)carbonyl]-4-thiazolidinecarboxylic acid

C9H12N2O4S (244.05177519999998)


   

Hexahydro-5,8-dioxo-3H-thiazolo[3,4-a]pyrazine-6-propanoic acid

Hexahydro-5,8-dioxo-3H-thiazolo[3,4-a]pyrazine-6-propanoic acid

C9H12N2O4S (244.05177519999998)


   

Methyl-quinolin-8-ylmethyl-amine dihydrochloride

Methyl-quinolin-8-ylmethyl-amine dihydrochloride

C11H14Cl2N2 (244.0533984)


   

Benzoic acid,2-[(phenylmethyl)thio]-

Benzoic acid,2-[(phenylmethyl)thio]-

C14H12O2S (244.0557972)


   

4-PHENOXYPHENYLGLYOXAL HYDRATE

4-PHENOXYPHENYLGLYOXAL HYDRATE

C14H12O4 (244.0735552)


   

1,3-Bis(4-fluorophenyl)-2-propen-1-one

1,3-Bis(4-fluorophenyl)-2-propen-1-one

C15H10F2O (244.0699674)


   

2-(4-AMINOBENZAMIDO)ETHANESULFONIC ACID

2-(4-AMINOBENZAMIDO)ETHANESULFONIC ACID

C9H12N2O4S (244.05177519999998)


   

methyl 4-(trifluoromethyl)-1H-pyrrolo[3,2-c]pyridine-2-carboxylate

methyl 4-(trifluoromethyl)-1H-pyrrolo[3,2-c]pyridine-2-carboxylate

C10H7F3N2O2 (244.04595980000002)


   

Dimethyl 2,3-naphthalenedicarboxylate

Dimethyl 2,3-naphthalenedicarboxylate

C14H12O4 (244.0735552)


   

3-CHLORO-3,4-DIMETHYLBENZOPHENONE

3-CHLORO-3,4-DIMETHYLBENZOPHENONE

C15H13ClO (244.0654878)


   

(3-chlorophenyl)-(3,5-dimethylphenyl)methanone

(3-chlorophenyl)-(3,5-dimethylphenyl)methanone

C15H13ClO (244.0654878)


   

(3-chlorophenyl)-(4-ethylphenyl)methanone

(3-chlorophenyl)-(4-ethylphenyl)methanone

C15H13ClO (244.0654878)


   

ethyl 2-chloro-3,4-dimethoxybenzoate

ethyl 2-chloro-3,4-dimethoxybenzoate

C11H13ClO4 (244.0502328)


   

2-[[(1-ETH-1-YNYLBUT-2-ENYL)OXY]CARBONYL]BENZOIC ACID

2-[[(1-ETH-1-YNYLBUT-2-ENYL)OXY]CARBONYL]BENZOIC ACID

C14H12O4 (244.0735552)


   

Benzene,[[(1E)-2-phenylethenyl]sulfonyl]-

Benzene,[[(1E)-2-phenylethenyl]sulfonyl]-

C14H12O2S (244.0557972)


   

N-[(1-ETHYL-1H-PYRAZOL-4-YL)METHYL]-N-ISOPROPYLAMINE

N-[(1-ETHYL-1H-PYRAZOL-4-YL)METHYL]-N-ISOPROPYLAMINE

C10H13ClN2O3 (244.0614658)


   

4-bromo-3,5-dimethyl-1-(3-methylbutyl)pyrazole

4-bromo-3,5-dimethyl-1-(3-methylbutyl)pyrazole

C10H17BrN2 (244.0575022)


   

2-(5-chloro-2-methyl-1H-indol-3-yl)ethanamine

2-(5-chloro-2-methyl-1H-indol-3-yl)ethanamine

C11H14Cl2N2 (244.0533984)


   

2,2′-Bipyridine-3,3′−dicarboxylic acid

2,2′-Bipyridine-3,3′−dicarboxylic acid

C12H8N2O4 (244.0484048)


   

5-(Ethylsulfonyl)-2-methoxybenzoic acid

5-(Ethylsulfonyl)-2-methoxybenzoic acid

C10H12O5S (244.04054219999998)


   

N-ISOPROPYL-4-NITROBENZENESULFONAMIDE

N-ISOPROPYL-4-NITROBENZENESULFONAMIDE

C9H12N2O4S (244.05177519999998)


   

1-(2,6-DICHLOROBENZYL)PIPERAZINE

1-(2,6-DICHLOROBENZYL)PIPERAZINE

C11H14Cl2N2 (244.0533984)


   

1-(BENZO[B]THIOPHEN-5-YL)-4-VINYLIMIDAZOLIDIN-2-ONE

1-(BENZO[B]THIOPHEN-5-YL)-4-VINYLIMIDAZOLIDIN-2-ONE

C13H12N2OS (244.06703019999998)


   
   

n-(2-formyl-5,8-dioxo-5,8-dihydroquinolin-7-yl)acetamide

n-(2-formyl-5,8-dioxo-5,8-dihydroquinolin-7-yl)acetamide

C12H8N2O4 (244.0484048)


   

potassium O-(2-ethylhexyl) dithiocarbonate

potassium O-(2-ethylhexyl) dithiocarbonate

C9H17KOS2 (244.03578519999996)


   

2-(4-chloro-phenyl)-benzooxazol-5-ylamine

2-(4-chloro-phenyl)-benzooxazol-5-ylamine

C13H9ClN2O (244.04033739999997)


   

Benzenesulfonamide, N-(1-methylethyl)-3-nitro-

Benzenesulfonamide, N-(1-methylethyl)-3-nitro-

C9H12N2O4S (244.05177519999998)


   

3,3-DINITRO-BIPHENYL

3,3-DINITRO-BIPHENYL

C12H8N2O4 (244.0484048)


   

cis-3,5,3,4-Tetrahydroxystilbene

cis-3,5,3,4-Tetrahydroxystilbene

C14H12O4 (244.0735552)


   

6-Formamidopenicillanic acid

6-Formamidopenicillanic acid

C9H12N2O4S (244.05177519999998)


The N-formyl derivative of 6-aminopenicillanic acid.

   
   

6-fluoro-N-phenyl-1,3-benzothiazol-2-amine

6-fluoro-N-phenyl-1,3-benzothiazol-2-amine

C13H9FN2S (244.04704459999996)


   
   

Dimethyl naphthalene-1,2-dicarboxylate

Dimethyl naphthalene-1,2-dicarboxylate

C14H12O4 (244.0735552)


   
   
   

(E)-2-methyl-4-(2-oxochromen-7-yl)oxybut-2-enal

(E)-2-methyl-4-(2-oxochromen-7-yl)oxybut-2-enal

C14H12O4 (244.0735552)


   
   

3-(5-Amino-3-imino-3H-pyrazol-4-ylazo)-benzoic acid

3-(5-Amino-3-imino-3H-pyrazol-4-ylazo)-benzoic acid

C10H8N6O2 (244.0708708)


   

dioxybenzone

2,2-Dihydroxy-4-methoxybenzophenone

C14H12O4 (244.0735552)


C1892 - Chemopreventive Agent > C851 - Sunscreen Same as: D03853

   

Gentisein

9H-Xanthen-9-one, 1,3,7-trihydroxy-

C13H8O5 (244.0371718)


Gentisein (NSC 329491), the major metabolite of Mangiferin, shows the most potent serotonin uptake inhibition with an IC50 value of 4.7 μM[1][2]. Gentisein (NSC 329491), the major metabolite of Mangiferin, shows the most potent serotonin uptake inhibition with an IC50 value of 4.7 μM[1][2]. Gentisein (NSC 329491), the major metabolite of Mangiferin, shows the most potent serotonin uptake inhibition with an IC50 value of 4.7 μM[1][2].

   

AIDS-011160

1,3,5-trihydroxy-9-xanthenone

C13H8O5 (244.0371718)


   

Eriobofuran

2,4-Dimethoxydibenzofuran-3-ol

C14H12O4 (244.0735552)


   

Cudranin

1,3-Benzenediol, 4-(2-(3,5-dihydroxyphenyl)ethenyl)-, (E)-

C14H12O4 (244.0735552)


Oxyresveratrol (trans-Oxyresveratrol) is a potent naturally occurring antioxidant and free radical scavenger (IC50 of 28.9 μM against DPPH free radicals). Oxyresveratrol is potent and noncompetitive tyrosinase inhibitor with an IC50 value of 1.2 μM for mushroom tyrosinase. Oxyresveratrol is effective against HSV-1, HSV-2 and varicella-zoster virus, and has neuroprotective effects[1][2][3][4]. Oxyresveratrol (trans-Oxyresveratrol) is a potent naturally occurring antioxidant and free radical scavenger (IC50 of 28.9 μM against DPPH free radicals). Oxyresveratrol is potent and noncompetitive tyrosinase inhibitor with an IC50 value of 1.2 μM for mushroom tyrosinase. Oxyresveratrol is effective against HSV-1, HSV-2 and varicella-zoster virus, and has neuroprotective effects[1][2][3][4].

   

2-Prop-1-en-2-yl-2,3-dihydropyrano[2,3-g][1,4]benzodioxin-7-one

2-Prop-1-en-2-yl-2,3-dihydropyrano[2,3-g][1,4]benzodioxin-7-one

C14H12O4 (244.0735552)


   

Pyroglutamylaspartic acid

Pyroglutamylaspartic acid

C9H12N2O6 (244.0695332)


   

N-(3-carboxylatopropanoyl)-L-glutamate(3-)

N-(3-carboxylatopropanoyl)-L-glutamate(3-)

C9H10NO7-3 (244.045725)


   
   
   
   

1-[(2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxypyrimidin-2-one

1-[(2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxypyrimidin-2-one

C9H12N2O6 (244.0695332)


   

Spongouridine

1-β-D-Arabinofuranosyluracil

C9H12N2O6 (244.0695332)


1-beta-D-Arabinofuranosyluracil (Uracil 1-β-D-arabinofuranoside) isolated from the Caribbean sponge Tectitethya crypta, is a methoxyadenosine derivative. 1-beta-D-Arabinofuranosyluracil has demonstrated a diverse bioactivity profile including anti-inflammatory activity, analgesic and vasodilation properties[1]. 1-beta-D-Arabinofuranosyluracil reduces a proliferation of mouse lymphoma cells[2]. 1-beta-D-Arabinofuranosyluracil (Uracil 1-β-D-arabinofuranoside) isolated from the Caribbean sponge Tectitethya crypta, is a methoxyadenosine derivative. 1-beta-D-Arabinofuranosyluracil has demonstrated a diverse bioactivity profile including anti-inflammatory activity, analgesic and vasodilation properties[1]. 1-beta-D-Arabinofuranosyluracil reduces a proliferation of mouse lymphoma cells[2]. 1-beta-D-Arabinofuranosyluracil (Uracil 1-β-D-arabinofuranoside) isolated from the Caribbean sponge Tectitethya crypta, is a methoxyadenosine derivative. 1-beta-D-Arabinofuranosyluracil has demonstrated a diverse bioactivity profile including anti-inflammatory activity, analgesic and vasodilation properties[1]. 1-beta-D-Arabinofuranosyluracil reduces a proliferation of mouse lymphoma cells[2].

   

3-Carbomethoxy-6-benzyl-4-pyrone

3-Carbomethoxy-6-benzyl-4-pyrone

C14H12O4 (244.0735552)


A natural product found in Aspeciesrgillus species.

   

Kavapyrone

Kavapyrone

C14H12O4 (244.0735552)


A pyranone that is 2H-pyran-2-one substituted by a methoxy group at position 4 and a 3-phenyloxiran-2-yl group at position 6 (the 2R,3S stereoisomer). Isolated from Didymocarpus aurantiacus and Piper rusbyi, it exhibits antileishmanial activity.

   

Ribavirin carboxylate

Ribavirin carboxylate

C8H10N3O6- (244.056958)


A monocarboxylic acid anion that is the conjugate base of ribavirin carboxylic acid arising from the deprotonation of the carboxy group. Major species at pH 7.3.

   
   

1-methyl-3-[(Z)-(4-oxo-3-prop-2-enyl-1,3-thiazolidin-2-ylidene)amino]thiourea

1-methyl-3-[(Z)-(4-oxo-3-prop-2-enyl-1,3-thiazolidin-2-ylidene)amino]thiourea

C8H12N4OS2 (244.04525019999997)


   

(3,3-Diethoxy-2-hydroxypropyl) dihydrogen phosphate

(3,3-Diethoxy-2-hydroxypropyl) dihydrogen phosphate

C7H17O7P (244.07118619999997)


   

3-(2,5-Dihydroxybenzyl)tropolone

3-(2,5-Dihydroxybenzyl)tropolone

C14H12O4 (244.0735552)


   

5-Chloro-2-hydroxy-3,7-bis(methoxymethyl)cyclohepta-2,4,6-trien-1-one

5-Chloro-2-hydroxy-3,7-bis(methoxymethyl)cyclohepta-2,4,6-trien-1-one

C11H13ClO4 (244.0502328)


   

1,5,6-Trihydroxyxanthone

1,5,6-Trihydroxyxanthone

C13H8O5 (244.0371718)


   

2,3-dihydroxypropyl 3,4,5-trihydroxybenzoate

2,3-dihydroxypropyl 3,4,5-trihydroxybenzoate

C10H12O7 (244.0583002)


   

3-Pyroglutamylthiazolidine-4-carboxylic acid

[S-(R*,S*)]-3-[(5-Oxo-2-pyrrolidinyl)carbonyl]-4-thiazolidinecarboxylic acid

C9H12N2O4S (244.05177519999998)


D007155 - Immunologic Factors

   
   

Arauridine

Arauridine

C9H12N2O6 (244.0695332)


A natural product found in Lepisorus contortus.

   

5-((E)-hept-4-en-2-yne-1-one-1-yl)-2-furanacrylic acid

5-((E)-hept-4-en-2-yne-1-one-1-yl)-2-furanacrylic acid

C14H12O4 (244.0735552)


   

N-(3-carboxylatopropanoyl)-L-glutamate(3-)

N-(3-carboxylatopropanoyl)-L-glutamate(3-)

C9H10NO7 (244.045725)


Trianion of N(2)-succinyl-L-glutamic acid arising from global deprotonation of the carboxy groups.

   

Desmethyldeshydroxyscleroin

Desmethyldeshydroxyscleroin

C14H12O4 (244.0735552)


   
   

Glyceraldehyde 3-phosphate diethyl acetal

Glyceraldehyde 3-phosphate diethyl acetal

C7H17O7P (244.07118619999997)


   

1-(a-D-ribofuranosyl)uracil

1-(a-D-ribofuranosyl)uracil

C9H12N2O6 (244.0695332)


1-(a-D-ribofuranosyl)uracil is a purine nucleoside analog. Purine nucleoside analogs have broad antitumor activity targeting indolent lymphoid malignancies. Anticancer mechanisms in this process rely on inhibition of DNA synthesis, induction of apoptosis, etc[1].

   

4-Thio-2'-deoxyuridine

1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-sulfanylidenepyrimidin-2-one

C9H12N2O4S (244.05177519999998)


4-Thio-2'-deoxyuridine is a purine nucleoside analog. Purine nucleoside analogs have broad antitumor activity targeting indolent lymphoid malignancies. Anticancer mechanisms in this process rely on inhibition of DNA synthesis, induction of apoptosis, etc.

   

2-(3,5-dihydroxyphenyl)-1-(4-hydroxyphenyl)ethanone

2-(3,5-dihydroxyphenyl)-1-(4-hydroxyphenyl)ethanone

C14H12O4 (244.0735552)


   

5-[2-(2,6-dihydroxyphenyl)ethenyl]benzene-1,3-diol

5-[2-(2,6-dihydroxyphenyl)ethenyl]benzene-1,3-diol

C14H12O4 (244.0735552)


   

(2r)-2-isopropyl-2h-furo[3,2-g]chromene-3,7-dione

(2r)-2-isopropyl-2h-furo[3,2-g]chromene-3,7-dione

C14H12O4 (244.0735552)


   

4-hydroxy-1-[(3,4,5-trihydroxyoxolan-2-yl)methyl]pyrimidin-2-one

4-hydroxy-1-[(3,4,5-trihydroxyoxolan-2-yl)methyl]pyrimidin-2-one

C9H12N2O6 (244.0695332)


   

5-hydroxy-8,8-dimethylpyrano[2,3-f]chromen-4-one

5-hydroxy-8,8-dimethylpyrano[2,3-f]chromen-4-one

C14H12O4 (244.0735552)


   

3-acetyl-5-methoxy-2-methylnaphthalene-1,4-dione

3-acetyl-5-methoxy-2-methylnaphthalene-1,4-dione

C14H12O4 (244.0735552)


   

4-methoxy-9h-fluorene-2,5,9-triol

4-methoxy-9h-fluorene-2,5,9-triol

C14H12O4 (244.0735552)


   

(3s)-4-hydroxy-5-methoxy-3-methyl-3h-naphtho[2,3-c]furan-1-one

(3s)-4-hydroxy-5-methoxy-3-methyl-3h-naphtho[2,3-c]furan-1-one

C14H12O4 (244.0735552)


   

(2s)-2-(prop-1-en-2-yl)-2h,3h-[1,4]dioxino[2,3-g]chromen-7-one

(2s)-2-(prop-1-en-2-yl)-2h,3h-[1,4]dioxino[2,3-g]chromen-7-one

C14H12O4 (244.0735552)


   

5-[(2r,3r,4r,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-diol

5-[(2r,3r,4r,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-diol

C9H12N2O6 (244.0695332)


   

7-methoxy-8-[(1z)-3-oxobut-1-en-1-yl]chromen-2-one

7-methoxy-8-[(1z)-3-oxobut-1-en-1-yl]chromen-2-one

C14H12O4 (244.0735552)


   

2,4-dihydroxy-5-methoxybenzophenone

2,4-dihydroxy-5-methoxy-benzo-phenone

C14H12O4 (244.0735552)


{"Ingredient_id": "HBIN004321","Ingredient_name": "2,4-dihydroxy-5-methoxybenzophenone","Alias": "2,4-dihydroxy-5-methoxy-benzo-phenone","Ingredient_formula": "C14H12O4","Ingredient_Smile": "COC1=C(C=C(C(=C1)C(=O)C2=CC=CC=C2)O)O","Ingredient_weight": "244.24 g/mol","OB_score": "67.20784963","CAS_id": "NA","SymMap_id": "SMIT05097","TCMID_id": "42071","TCMSP_id": "MOL002948","TCM_ID_id": "NA","PubChem_id": "85777815","DrugBank_id": "NA"}

   

4′-hydroxy-5,6-dehydrokawain

NA

C14H12O4 (244.0735552)


{"Ingredient_id": "HBIN010495","Ingredient_name": "4\u2032-hydroxy-5,6-dehydrokawain","Alias": "NA","Ingredient_formula": "C14H12O4","Ingredient_Smile": "COC1=CC(=O)OC(=C1)C=CC2=CC=C(C=C2)O","Ingredient_weight": "NA","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "9973","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "NA","DrugBank_id": "NA"}

   

(8s)-5-hydroxy-8-(prop-1-en-2-yl)-8h,9h-furo[2,3-h]chromen-2-one

(8s)-5-hydroxy-8-(prop-1-en-2-yl)-8h,9h-furo[2,3-h]chromen-2-one

C14H12O4 (244.0735552)


   

6-[(1e)-2-(4-hydroxyphenyl)ethenyl]-4-methoxypyran-2-one

6-[(1e)-2-(4-hydroxyphenyl)ethenyl]-4-methoxypyran-2-one

C14H12O4 (244.0735552)


   

8-methoxy-2h,9h-pyrido[3,4-b]indole-1,3,4-trione

8-methoxy-2h,9h-pyrido[3,4-b]indole-1,3,4-trione

C12H8N2O4 (244.0484048)


   

6-[(1e)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]pyran-2-one

6-[(1e)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]pyran-2-one

C14H12O4 (244.0735552)


   

8-(3-hydroxyprop-1-en-2-yl)-8h,9h-furo[2,3-h]chromen-2-one

8-(3-hydroxyprop-1-en-2-yl)-8h,9h-furo[2,3-h]chromen-2-one

C14H12O4 (244.0735552)


   

5-hydroxy-8-(prop-1-en-2-yl)-8h,9h-furo[2,3-h]chromen-2-one

5-hydroxy-8-(prop-1-en-2-yl)-8h,9h-furo[2,3-h]chromen-2-one

C14H12O4 (244.0735552)


   

(8r)-6-hydroxy-8-(prop-1-en-2-yl)-8h,9h-furo[2,3-h]chromen-2-one

(8r)-6-hydroxy-8-(prop-1-en-2-yl)-8h,9h-furo[2,3-h]chromen-2-one

C14H12O4 (244.0735552)


   

5-hydroxy-2,2-dimethylpyrano[2,3-h]chromen-8-one

5-hydroxy-2,2-dimethylpyrano[2,3-h]chromen-8-one

C14H12O4 (244.0735552)


   

(1s)-8-methoxy-1-methyl-1h,3h-naphtho[2,3-c]furan-4,9-dione

(1s)-8-methoxy-1-methyl-1h,3h-naphtho[2,3-c]furan-4,9-dione

C14H12O4 (244.0735552)


   

3-[(2s,3r,4r,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-hydroxypyrimidin-4-one

3-[(2s,3r,4r,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-hydroxypyrimidin-4-one

C9H12N2O6 (244.0695332)


   

methyl 7-(but-2-en-1-ylidene)-1-oxocyclopenta[c]pyran-4-carboxylate

methyl 7-(but-2-en-1-ylidene)-1-oxocyclopenta[c]pyran-4-carboxylate

C14H12O4 (244.0735552)


   

1-[(2s,3s,4s,5s)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-hydroxypyrimidin-2-one

1-[(2s,3s,4s,5s)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-hydroxypyrimidin-2-one

C9H12N2O6 (244.0695332)


   

2-isopropyl-2h-furo[3,2-g]chromene-3,7-dione

2-isopropyl-2h-furo[3,2-g]chromene-3,7-dione

C14H12O4 (244.0735552)


   

7-methoxy-6-(3-oxobut-1-en-1-yl)chromen-2-one

7-methoxy-6-(3-oxobut-1-en-1-yl)chromen-2-one

C14H12O4 (244.0735552)


   

1,4-dimethyl azulene-1,4-dicarboxylate

1,4-dimethyl azulene-1,4-dicarboxylate

C14H12O4 (244.0735552)


   

1,6-dihydroxy-5-oxo-5h-5λ⁵-phenazin-5-ylium-10-olate

1,6-dihydroxy-5-oxo-5h-5λ⁵-phenazin-5-ylium-10-olate

C12H8N2O4 (244.0484048)


   

5-[(1e)-2-(2,4-dihydroxyphenyl)ethenyl]benzene-1,3-diol

5-[(1e)-2-(2,4-dihydroxyphenyl)ethenyl]benzene-1,3-diol

C14H12O4 (244.0735552)


   

(2s)-2,3-dihydroxypropyl 3,4,5-trihydroxybenzoate

(2s)-2,3-dihydroxypropyl 3,4,5-trihydroxybenzoate

C10H12O7 (244.0583002)


   

7-methoxy-8-[(1e)-3-oxobut-1-en-1-yl]chromen-2-one

7-methoxy-8-[(1e)-3-oxobut-1-en-1-yl]chromen-2-one

C14H12O4 (244.0735552)


   

5-[2-(2,4-dihydroxyphenyl)ethenyl]benzene-1,3-diol

5-[2-(2,4-dihydroxyphenyl)ethenyl]benzene-1,3-diol

C14H12O4 (244.0735552)


   

2-(1-hydroxyethyl)-2h,3h-naphtho[2,3-b]furan-4,9-dione

2-(1-hydroxyethyl)-2h,3h-naphtho[2,3-b]furan-4,9-dione

C14H12O4 (244.0735552)


   

3-[5-(hydroxymethyl)furan-2-yl]-2-(4-hydroxyphenyl)prop-2-enal

3-[5-(hydroxymethyl)furan-2-yl]-2-(4-hydroxyphenyl)prop-2-enal

C14H12O4 (244.0735552)


   

5,8-dihydroxy-1-methylnaphtho[2,3-c]furan-4,9-dione

5,8-dihydroxy-1-methylnaphtho[2,3-c]furan-4,9-dione

C13H8O5 (244.0371718)


   

3-hydroxy-8,8-dimethylpyrano[3,2-g]chromen-2-one

3-hydroxy-8,8-dimethylpyrano[3,2-g]chromen-2-one

C14H12O4 (244.0735552)


   

(2e)-3-[5-(hydroxymethyl)furan-2-yl]-2-(4-hydroxyphenyl)prop-2-enal

(2e)-3-[5-(hydroxymethyl)furan-2-yl]-2-(4-hydroxyphenyl)prop-2-enal

C14H12O4 (244.0735552)


   

1-[(2s,3s,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-hydroxypyrimidin-2-one

1-[(2s,3s,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-hydroxypyrimidin-2-one

C9H12N2O6 (244.0695332)


   

2-(4-hydroxybenzoyl)-5-methoxyphenol

2-(4-hydroxybenzoyl)-5-methoxyphenol

C14H12O4 (244.0735552)


   

5-hydroxy-8,8-dimethylpyrano[3,2-g]chromen-4-one

5-hydroxy-8,8-dimethylpyrano[3,2-g]chromen-4-one

C14H12O4 (244.0735552)


   

4-hydroxy-1-{[(2r,3s,4r,5r)-3,4,5-trihydroxyoxolan-2-yl]methyl}pyrimidin-2-one

4-hydroxy-1-{[(2r,3s,4r,5r)-3,4,5-trihydroxyoxolan-2-yl]methyl}pyrimidin-2-one

C9H12N2O6 (244.0695332)


   

3-hydroxy-2-(propan-2-ylidene)-3h-furo[3,2-g]chromen-7-one

3-hydroxy-2-(propan-2-ylidene)-3h-furo[3,2-g]chromen-7-one

C14H12O4 (244.0735552)


   

8-hydroxy-7-methoxynaphtho[2,3-b]furan-4,9-dione

8-hydroxy-7-methoxynaphtho[2,3-b]furan-4,9-dione

C13H8O5 (244.0371718)


   

6-methoxy-2-methyl-2h,3h-naphtho[1,2-b]furan-4,5-dione

6-methoxy-2-methyl-2h,3h-naphtho[1,2-b]furan-4,5-dione

C14H12O4 (244.0735552)


   

(8s)-8-(3-hydroxyprop-1-en-2-yl)-8h,9h-furo[2,3-h]chromen-2-one

(8s)-8-(3-hydroxyprop-1-en-2-yl)-8h,9h-furo[2,3-h]chromen-2-one

C14H12O4 (244.0735552)


   

9-hydroxy-2-isopropylfuro[3,2-g]chromen-7-one

9-hydroxy-2-isopropylfuro[3,2-g]chromen-7-one

C14H12O4 (244.0735552)


   

6-hydroxy-8-(prop-1-en-2-yl)-8h,9h-furo[2,3-h]chromen-2-one

6-hydroxy-8-(prop-1-en-2-yl)-8h,9h-furo[2,3-h]chromen-2-one

C14H12O4 (244.0735552)


   

1,3,8-trihydroxyxanthen-9-one

1,3,8-trihydroxyxanthen-9-one

C13H8O5 (244.0371718)


   

(2s)-9-hydroxy-2-(prop-1-en-2-yl)-2h,3h-furo[3,2-g]chromen-7-one

(2s)-9-hydroxy-2-(prop-1-en-2-yl)-2h,3h-furo[3,2-g]chromen-7-one

C14H12O4 (244.0735552)


   

(9r)-4-methoxy-9h-fluorene-2,5,9-triol

(9r)-4-methoxy-9h-fluorene-2,5,9-triol

C14H12O4 (244.0735552)


   

3-(hydroxymethyl)-13-methyl-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(9),2(7),3,5,10,12-hexaene-5,11-diol

3-(hydroxymethyl)-13-methyl-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(9),2(7),3,5,10,12-hexaene-5,11-diol

C14H12O4 (244.0735552)


   

3-(7-methoxy-2h-1,3-benzodioxol-5-yl)phenol

3-(7-methoxy-2h-1,3-benzodioxol-5-yl)phenol

C14H12O4 (244.0735552)


   

7-hydroxy-8,8-dimethylpyrano[3,2-g]chromen-2-one

7-hydroxy-8,8-dimethylpyrano[3,2-g]chromen-2-one

C14H12O4 (244.0735552)


   

6-[2-(4-hydroxyphenyl)ethenyl]-4-methoxypyran-2-one

6-[2-(4-hydroxyphenyl)ethenyl]-4-methoxypyran-2-one

C14H12O4 (244.0735552)


   

1,2,8-trihydroxyxanthen-9-one

1,2,8-trihydroxyxanthen-9-one

C13H8O5 (244.0371718)


   

(2-hydroxyphenyl)methyl 2-hydroxybenzoate

(2-hydroxyphenyl)methyl 2-hydroxybenzoate

C14H12O4 (244.0735552)


   

2-(prop-1-en-2-yl)-2h,3h-[1,4]dioxino[2,3-g]chromen-7-one

2-(prop-1-en-2-yl)-2h,3h-[1,4]dioxino[2,3-g]chromen-7-one

C14H12O4 (244.0735552)


   

4-hydroxy-2-(prop-1-en-2-yl)-2h,3h-furo[3,2-g]chromen-7-one

4-hydroxy-2-(prop-1-en-2-yl)-2h,3h-furo[3,2-g]chromen-7-one

C14H12O4 (244.0735552)


   

7-hydroxy-3-methylpyrano[3,2-c]chromene-2,5-dione

7-hydroxy-3-methylpyrano[3,2-c]chromene-2,5-dione

C13H8O5 (244.0371718)


   

6-[2-(4-hydroxyphenyl)ethenyl]benzene-1,2,4-triol

6-[2-(4-hydroxyphenyl)ethenyl]benzene-1,2,4-triol

C14H12O4 (244.0735552)


   

8,8-dimethyl-7h-pyrano[3,2-g]chromene-2,6-dione

8,8-dimethyl-7h-pyrano[3,2-g]chromene-2,6-dione

C14H12O4 (244.0735552)


   

3,9,10-trihydroxybenzo[c]chromen-6-one

3,9,10-trihydroxybenzo[c]chromen-6-one

C13H8O5 (244.0371718)


   

5-hydroxy-7-methoxynaphtho[2,3-c]furan-4,9-dione

5-hydroxy-7-methoxynaphtho[2,3-c]furan-4,9-dione

C13H8O5 (244.0371718)


   

1-[(2r,3s,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-hydroxypyrimidin-2-one

1-[(2r,3s,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-hydroxypyrimidin-2-one

C9H12N2O6 (244.0695332)


   

6-[2-(4-hydroxy-3-methoxyphenyl)ethenyl]pyran-2-one

6-[2-(4-hydroxy-3-methoxyphenyl)ethenyl]pyran-2-one

C14H12O4 (244.0735552)


   

(8r)-8-(hydroxymethyl)-8-methylpyrano[2,3-f]chromen-2-one

(8r)-8-(hydroxymethyl)-8-methylpyrano[2,3-f]chromen-2-one

C14H12O4 (244.0735552)


   

4-methoxy-6-(3-phenyloxiran-2-yl)pyran-2-one

4-methoxy-6-(3-phenyloxiran-2-yl)pyran-2-one

C14H12O4 (244.0735552)


   

3,8,10-trihydroxybenzo[c]chromen-6-one

3,8,10-trihydroxybenzo[c]chromen-6-one

C13H8O5 (244.0371718)


   

2-(2-hydroxypropan-2-yl)furo[3,2-g]chromen-7-one

2-(2-hydroxypropan-2-yl)furo[3,2-g]chromen-7-one

C14H12O4 (244.0735552)


   

2-benzoyl-5-methoxybenzene-1,4-diol

2-benzoyl-5-methoxybenzene-1,4-diol

C14H12O4 (244.0735552)


   

1,3,6-trihydroxyxanthen-9-one

1,3,6-trihydroxyxanthen-9-one

C13H8O5 (244.0371718)


   

(2s,5r,6r)-6-[(hydroxymethylidene)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

(2s,5r,6r)-6-[(hydroxymethylidene)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

C9H12N2O4S (244.05177519999998)


   

8-methoxy-1-methyl-1h,3h-naphtho[2,3-c]furan-4,9-dione

8-methoxy-1-methyl-1h,3h-naphtho[2,3-c]furan-4,9-dione

C14H12O4 (244.0735552)


   

6-hydroxy-8,8-dimethylpyrano[3,2-f]chromen-3-one

6-hydroxy-8,8-dimethylpyrano[3,2-f]chromen-3-one

C14H12O4 (244.0735552)


   

7-methoxy-8-(3-oxobut-1-en-1-yl)chromen-2-one

7-methoxy-8-(3-oxobut-1-en-1-yl)chromen-2-one

C14H12O4 (244.0735552)


   

1,4,5-trihydroxyxanthen-9-one

1,4,5-trihydroxyxanthen-9-one

C13H8O5 (244.0371718)


   

(2r)-2-[(1s)-1-hydroxyethyl]-2h,3h-naphtho[2,3-b]furan-4,9-dione

(2r)-2-[(1s)-1-hydroxyethyl]-2h,3h-naphtho[2,3-b]furan-4,9-dione

C14H12O4 (244.0735552)


   

5-hydroxy-6-methoxynaphtho[2,3-b]furan-4,9-dione

5-hydroxy-6-methoxynaphtho[2,3-b]furan-4,9-dione

C13H8O5 (244.0371718)


   

8-(hydroxymethyl)-8-methylpyrano[2,3-f]chromen-2-one

8-(hydroxymethyl)-8-methylpyrano[2,3-f]chromen-2-one

C14H12O4 (244.0735552)


   

4-hydroxy-5-methoxy-3-methyl-3h-naphtho[2,3-c]furan-1-one

4-hydroxy-5-methoxy-3-methyl-3h-naphtho[2,3-c]furan-1-one

C14H12O4 (244.0735552)


   

(3r)-4-hydroxy-5-methoxy-3-methyl-3h-naphtho[2,3-c]furan-1-one

(3r)-4-hydroxy-5-methoxy-3-methyl-3h-naphtho[2,3-c]furan-1-one

C14H12O4 (244.0735552)


   

(8s)-8-(hydroxymethyl)-8-methylpyrano[2,3-f]chromen-2-one

(8s)-8-(hydroxymethyl)-8-methylpyrano[2,3-f]chromen-2-one

C14H12O4 (244.0735552)


   

(2s)-6-methoxy-2-methyl-2h,3h-naphtho[1,2-b]furan-4,5-dione

(2s)-6-methoxy-2-methyl-2h,3h-naphtho[1,2-b]furan-4,5-dione

C14H12O4 (244.0735552)