Exact Mass: 273.9741712

Exact Mass Matches: 273.9741712

Found 218 metabolites which its exact mass value is equals to given mass value 273.9741712, within given mass tolerance error 0.05 dalton. Try search metabolite list with more accurate mass tolerance error 0.01 dalton.

D-Glucuronic acid 1-phosphate

1-phospho-alpha-D-galacturonic acid

C6H11O10P (274.0089836)


KEIO_ID G066

   

6-phospho-2-dehydro-D-gluconate

6-Phospho-2-dehydro-D-gluconate; 2-Dehydro-D-gluconate 6-phosphate

C6H11O10P (274.0089836)


A ketoaldonic acid phosphate that is the 6-phospho derivative of 2-dehydro-D-gluconic acid.

   
   

(4-bromophenylsulfanyl)pyruvic acid

(4-bromophenylsulfanyl)pyruvic acid

C9H7BrO3S (273.9299252)


   

4-Ketocyclophosphamide

2-[bis(2-chloroethyl)amino]-1,3,2λ⁵-oxazaphosphinane-2,4-dione

C7H13Cl2N2O3P (274.0040818)


4-Ketocyclophosphamide is a metabolite of cyclophosphamide. Cyclophosphamide (trade names Endoxan, Cytoxan, Neosar, Procytox, Revimmune), also known as cytophosphane, is a nitrogen mustard alkylating agent, from the oxazophorines group. An alkylating agent adds an alkyl group (CnH2n+1) to DNA. It attaches the alkyl group to the guanine base of DNA, at the number 7 nitrogen atom of the imidazole ring. It is used to treat various types of cancer and some autoimmune disorders. (Wikipedia) D000970 - Antineoplastic Agents > D018906 - Antineoplastic Agents, Alkylating > D009588 - Nitrogen Mustard Compounds D000970 - Antineoplastic Agents > D018906 - Antineoplastic Agents, Alkylating > D010752 - Phosphoramide Mustards

   

3-Dehydro-L-gulonate 6-phosphate

3-Dehydro-L-gulonate 6-phosphate

C6H11O10P (274.0089836)


   

4-Ketoifosfamide

3-(2-chloroethyl)-2-[(2-chloroethyl)amino]-1,3,2λ⁵-oxazaphosphinane-2,4-dione

C7H13Cl2N2O3P (274.0040818)


4-Ketoifosfamide is a metabolite of ifosfamide. Ifosfamide (also marketed as Mitoxana and Ifex) is a nitrogen mustard alkylating agent used in the treatment of cancer. It is sometimes abbreviated IFO. (Wikipedia) D000970 - Antineoplastic Agents > D018906 - Antineoplastic Agents, Alkylating > D009588 - Nitrogen Mustard Compounds D000970 - Antineoplastic Agents > D018906 - Antineoplastic Agents, Alkylating > D010752 - Phosphoramide Mustards

   

Anilazine

4,6-dichloro-N-(2-chlorophenyl)-1,3,5-triazin-2-amine

C9H5Cl3N4 (273.957978)


   

D-Glucuronic acid 1-phosphate

(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-(phosphonooxy)oxane-2-carboxylic acid

C6H11O10P (274.0089836)


D-Glucuronic acid 1-phosphate is an end product of the UDP-glucuronic acid pathway. Formation of free glucuronic acid from UDP-glucuronic acid can be considered as the first step in the synthesis of vitamin C, a pathway that occurs in most vertebrates, although not in guinea pigs and primates, including humans. Free glucuronic acid can also be converted to pentose phosphate intermediates via the pentose pathway. The latter is interrupted in subjects with pentosuria, who have a deficiency in l-xylulose reductase (EC 1.1.1.10, an enzyme that belongs to the short-chain dehydrogenase/reductase family) and excrete abnormal amounts of l-xylulose. Some xenobiotics stimulate the formation of vitamin C in animals and enhance the excretion of l-xylulose in humans with pentosuria and have shown that aminopyrine, metyrapone and other xenobiotics cause an almost instantaneous increase in the conversion of UDP-glucuronic acid to glucuronic acid. It is usually stated that glucuronic acid formation from UDP-glucuronic acid is the result of two successive reactions comprising the hydrolysis of UDP-glucuronic acid to glucuronic acid 1-phosphate and UMP by nucleotide pyrophosphatase (E-NPP3, EC 3.6.1.9), followed by dephosphorylation of glucuronic acid 1-phosphate. Glucuronidation is responsible for conjugating potentially toxic lipophilic compounds with glucuronic acid, thereby producing molecules with greater aqueous solubility that is excreted more readily into urine and bile. The rate at which any compound may be glucuronidated depends on the concentration and activity of the UDP-glucuronosyltransferases as well as the concentration of the cofactor UDP-glucuronic acid. UDP-glucuronic acid is formed after oxidation of UDP-glucose by UDP-glucose dehydrogenase (UGDH, EC 1.1.1.22) with NAD as the electron acceptor. UDP-glucuronic acid may then be either used as the glucuronic acid donor for xenobiotic conjugation reactions by UDPglucuronosyltransferases (GlcAT-P, EC 2.4.1.17), or degraded to D-glucuronic acid 1-phosphate after the phosphodiester bond is cleaved by E-NPP3. E-NPP3 is the same enzyme that further reduces D-Glucuronic acid 1-phosphate to free D-glucuronic acid. Decreases in UDP-glucuronic acid concentration may be due to reduced availability of UDP-glucose or decreased UGDH activity or to increased activities of GlcAT-P or E-NPP3. Exposure to volatile anesthetics reduces hepatic UDP-glucuronic acid concentrations, and alters the rate of conjugation of compounds such as acetaminophen, bilirubin, diethylstilbestrol, iopanoic acid and valproic acid in a non-sex-dependent fashion in experimental mice. The depletion of UDP-glucuronic acid by anesthetics is caused by altered activity of microsomal E-NPP3. (PMID: 2167093, 16689937, 1276) [HMDB] D-Glucuronic acid 1-phosphate is an end product of the UDP-glucuronic acid pathway. Formation of free glucuronic acid from UDP-glucuronic acid can be considered as the first step in the synthesis of vitamin C, a pathway that occurs in most vertebrates, although not in guinea pigs and primates, including humans. Free glucuronic acid can also be converted to pentose phosphate intermediates via the pentose pathway. The latter is interrupted in subjects with pentosuria, who have a deficiency in l-xylulose reductase (EC 1.1.1.10, an enzyme that belongs to the short-chain dehydrogenase/reductase family) and excrete abnormal amounts of l-xylulose. Some xenobiotics stimulate the formation of vitamin C in animals and enhance the excretion of l-xylulose in humans with pentosuria and have shown that aminopyrine, metyrapone and other xenobiotics cause an almost instantaneous increase in the conversion of UDP-glucuronic acid to glucuronic acid. It is usually stated that glucuronic acid formation from UDP-glucuronic acid is the result of two successive reactions comprising the hydrolysis of UDP-glucuronic acid to glucuronic acid 1-phosphate and UMP by nucleotide pyrophosphatase (E-NPP3, EC 3.6.1.9), followed by dephosphorylation of glucuronic acid 1-phosphate. Glucuronidation is responsible for conjugating potentially toxic lipophilic compounds with glucuronic acid, thereby producing molecules with greater aqueous solubility that is excreted more readily into urine and bile. The rate at which any compound may be glucuronidated depends on the concentration and activity of the UDP-glucuronosyltransferases as well as the concentration of the cofactor UDP-glucuronic acid. UDP-glucuronic acid is formed after oxidation of UDP-glucose by UDP-glucose dehydrogenase (UGDH, EC 1.1.1.22) with NAD as the electron acceptor. UDP-glucuronic acid may then be either used as the glucuronic acid donor for xenobiotic conjugation reactions by UDPglucuronosyltransferases (GlcAT-P, EC 2.4.1.17), or degraded to D-glucuronic acid 1-phosphate after the phosphodiester bond is cleaved by E-NPP3. E-NPP3 is the same enzyme that further reduces D-Glucuronic acid 1-phosphate to free D-glucuronic acid. Decreases in UDP-glucuronic acid concentration may be due to reduced availability of UDP-glucose or decreased UGDH activity or to increased activities of GlcAT-P or E-NPP3. Exposure to volatile anesthetics reduces hepatic UDP-glucuronic acid concentrations, and alters the rate of conjugation of compounds such as acetaminophen, bilirubin, diethylstilbestrol, iopanoic acid and valproic acid in a non-sex-dependent fashion in experimental mice. The depletion of UDP-glucuronic acid by anesthetics is caused by altered activity of microsomal E-NPP3. (PMID: 2167093, 16689937, 1276).

   

Ferulic acid 4-sulfate

2-Propenoic acid, 3-[3-methoxy-4-(sulfooxy)phenyl]-, (2E)-

C10H10O7S (274.014723)


Ferulic acid 4-O-sulfate (CAS: 86321-29-1) is a phenolic acid metabolite. It is also a coffee metabolite found in blood or urine. Ferulic acid 4-O-sulfate was found to be elevated in rat urine after whole rye consumption which makes this compound a potential urinary biomarker of whole grain intake (PMID: 26862900). A polyphenol metabolite detected in biological fluids [PhenolExplorer]

   

Ribose-1-arsenate

{[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}arsonic acid

C5H11AsO8 (273.9669866)


Ribose-1-arsenate is an intermediate in arsenate detoxification I pathway. Arsenic detoxification in most mammals involves alternative steps of reduction and oxidative methylation. The end metabolites are methylarsonate,cacodylate, and dimethylarsinous acid,which are less reactive than arsenate and arsenite, and are excreted in the urine.The pathway starts with the reduction of arsenate to arsenite. In this process,arsenate can be conjugate to ribose by the enzyme purine nucleoside phosphorylase (PNP), which accepts arsenate as an alternative substrate to its normal substrate, phosphate. The ribose-1-arsenate thus formed is converted to arsenite in the presence of dihydrolipoate, in a process that has not been fully characterized yet. [HMDB]. Ribose-1-arsenate is found in many foods, some of which are japanese walnut, yam, black-eyed pea, and lovage. Ribose-1-arsenate is an intermediate in arsenate detoxification I pathway. Arsenic detoxification in most mammals involves alternative steps of reduction and oxidative methylation. The end metabolites are methylarsonate,cacodylate, and dimethylarsinous acid,which are less reactive than arsenate and arsenite, and are excreted in the urine.The pathway starts with the reduction of arsenate to arsenite. In this process,arsenate can be conjugate to ribose by the enzyme purine nucleoside phosphorylase (PNP), which accepts arsenate as an alternative substrate to its normal substrate, phosphate. The ribose-1-arsenate thus formed is converted to arsenite in the presence of dihydrolipoate, in a process that has not been fully characterized yet.

   

Isoferulic acid 3-sulfate

(2E)-3-[4-Methoxy-3-(sulphooxy)phenyl]prop-2-enoic acid

C10H10O7S (274.014723)


Isoferulic acid 3-sulfate is a polyphenol metabolite detected in biological fluids (PMID: 20428313).

   

Malathion dicarboxylic acid

2-{[dimethoxy(sulfanylidene)-λ⁵-phosphanyl]sulfanyl}butanedioic acid

C6H11O6PS2 (273.9734676)


Malathion dicarboxylic acid is a metabolite of malathion. Malathion is an organophosphate parasympathomimetic which binds irreversibly to cholinesterase. Malathion is an insecticide of relatively low human toxicity; however, a 2010 study has shown that children with higher levels of organophosphate pesticide metabolites in their urine are more likely to have attention deficit hyperactivity disorder. In the former USSR it was known as carbophos, in New Zealand and Australia as maldison and in South Africa as mercaptothion. (Wikipedia)

   

cis-Ferulic acid 4-sulfate

3-[3-Methoxy-4-(sulphooxy)phenyl]prop-2-enoic acid

C10H10O7S (274.014723)


   

Glucuronic acid sulfate

(3,4,5,6-tetrahydroxyoxane-2-carbonyloxy)sulfonic acid

C6H10O10S (273.99946800000004)


   

Iduronate 2-sulfate

2,3,4-Trihydroxy-6-oxo-5-(sulphooxy)hexanoic acid

C6H10O10S (273.99946800000004)


   

4,5-Dinitro-7,8-dithiabicyclo[4.2.0]octa-1(6),2,4-triene-2-carboxylic acid

4,5-Dinitro-7,8-dithiabicyclo[4.2.0]octa-1(6),2,4-triene-2-carboxylic acid

C7H2N2O6S2 (273.9354312)


   

(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-sulfooxyoxane-2-carboxylic acid

(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-sulphooxyoxane-2-carboxylic acid

C6H10O10S (273.99946800000004)


   

1,2,4-trichloro-5-(2-chloroethenyl)-1,5-dimethylcyclohexane

1,2,4-trichloro-5-(2-chloroethenyl)-1,5-dimethylcyclohexane

C10H14Cl4 (273.9849564)


   
   

3-[(2,6-dichlorobenzyl)sulfanyl]-1H-1,2,4-triazol-5-amine

3-[(2,6-dichlorobenzyl)sulfanyl]-1H-1,2,4-triazol-5-amine

C9H8Cl2N4S (273.9846708)


   

dimethyl 5-sulphoisophthalate

1,3-dimethyl 5-sulfoisophthalate

C10H10O7S (274.014723)


CONFIDENCE standard compound; INTERNAL_ID 2311

   
   
   
   
   

6-bromo-1-ethyl-9H-pyrido[3,4-b]indole

6-bromo-1-ethyl-9H-pyrido[3,4-b]indole

C13H11BrN2 (274.0105546)


   

RG-14620

α-[(3,5-dichlorophenyl)methylene]-3-pyridineacetonitrile

C14H8Cl2N2 (274.0064508)


   

1-(3-bromo-2-hydroxyl-4,6- dimethoxyphenyl)ethanone

1-(3-bromo-2-hydroxyl-4,6- dimethoxyphenyl)ethanone

C10H11BrO4 (273.9840666)


   

Ferulic acid 4-sulfate

3-[3-methoxy-4-(sulfooxy)phenyl]prop-2-enoic acid

C10H10O7S (274.014723)


A member of the class of cinnamic acids that is ferulic acid in which the phenolic hydrogen has been replaced by a sulfo group.

   
   

Isoferulic acid 3-sulfate

(2E)-3-[4-methoxy-3-(sulfooxy)phenyl]prop-2-enoic acid

C10H10O7S (274.014723)


   

4-Amino-2-chloro-5-(1H-tetrazol-5-yl)benzenesulfonamide

4-Amino-2-chloro-5-(1H-tetrazol-5-yl)benzenesulfonamide

C7H7ClN6O2S (274.0039712)


   

4-Sulfo-2,3,5,6-tetrafluorobenzoic Acid

4-Sulfo-2,3,5,6-tetrafluorobenzoic Acid

C7H2F4O5S (273.955909)


   

N-(2-BROMO-BENZYLIDENE)-N-PHENYL-HYDRAZINE

N-(2-BROMO-BENZYLIDENE)-N-PHENYL-HYDRAZINE

C13H11BrN2 (274.0105546)


   
   

3-Iodo-6-methoxy-1H-pyrrolo[3,2-c]pyridine

3-Iodo-6-methoxy-1H-pyrrolo[3,2-c]pyridine

C8H7IN2O (273.9603122)


   

2-chloro-N-(4-(trifluoromethyl)pyridin-2-yl)pyrimidin-4-amine

2-chloro-N-(4-(trifluoromethyl)pyridin-2-yl)pyrimidin-4-amine

C10H6ClF3N4 (274.0233062)


   

1-(2-BROMOETHYL)PYRROLE

1-(2-BROMOETHYL)PYRROLE

C14H11BrO (273.9993216)


   

2H-Pyran-5-carboxylicacid, 3-bromo-4,6-dimethyl-2-oxo-, ethyl ester

2H-Pyran-5-carboxylicacid, 3-bromo-4,6-dimethyl-2-oxo-, ethyl ester

C10H11BrO4 (273.9840666)


   

(NN-DIMETHYLAMINO)ETHENYL-24-DINITROB&

(NN-DIMETHYLAMINO)ETHENYL-24-DINITROB&

C9H13Cl3Ti (273.9562258)


   

5-(2-CHLOROBENZYLTHIO)-2-MERCAPTO-1,3,4-THIADIAZOLE

5-(2-CHLOROBENZYLTHIO)-2-MERCAPTO-1,3,4-THIADIAZOLE

C9H7ClN2S3 (273.9459892)


   

5-(bromomethyl)-1,2-difluoro-3-(trifluoromethyl)benzene

5-(bromomethyl)-1,2-difluoro-3-(trifluoromethyl)benzene

C8H4BrF5 (273.94165039999996)


   

Methyl 5-bromo-2,4-dimethoxybenzoate

Methyl 5-bromo-2,4-dimethoxybenzoate

C10H11BrO4 (273.9840666)


   

2,6-Dichloro-4-phenylquinazoline

2,6-Dichloro-4-phenylquinazoline

C14H8Cl2N2 (274.0064508)


   

1-((4-BROMOTHIOPHEN-2-YL)METHYL)-4-METHYLPIPERAZINE

1-((4-BROMOTHIOPHEN-2-YL)METHYL)-4-METHYLPIPERAZINE

C10H15BrN2S (274.01392500000003)


   

2-Thiophenecarboxamide,N-(6-methyl-2-benzothiazolyl)-

2-Thiophenecarboxamide,N-(6-methyl-2-benzothiazolyl)-

C13H10N2OS2 (274.023453)


   

2-BROMO-5-FLUORO-BENZENEPROPANOIC ACID ETHYL ESTER

2-BROMO-5-FLUORO-BENZENEPROPANOIC ACID ETHYL ESTER

C11H12BrFO2 (274.00046439999994)


   

p-Bromoacetylbiphenyl

p-Bromoacetylbiphenyl

C14H11BrO (273.9993216)


   

Magnesium hexafluorosilicate

Magnesium hexafluorosilicate

F6H12MgO6Si (274.0157824)


   

Benzyl 4-bromophenyl ketone

1-(4-Bromophenyl)-2-phenylethanone

C14H11BrO (273.9993216)


   

5-IODO-7-METHYL-7H-PYRROLO[2,3-D]PYRIMIDIN-4-AMINE

5-IODO-7-METHYL-7H-PYRROLO[2,3-D]PYRIMIDIN-4-AMINE

C7H7IN4 (273.9715452)


   
   

4-(4-Bromophenyl)acetophenone

4-(4-Bromophenyl)acetophenone

C14H11BrO (273.9993216)


   
   

Molybdenum,tricarbonyl[(1,2,3,4,5,6-h)-1,3,5-cycloheptatriene]-

Molybdenum,tricarbonyl[(1,2,3,4,5,6-h)-1,3,5-cycloheptatriene]-

C10H8MoO3 (273.9527468)


   

4-Bromo-1-methoxy-2-(3-methoxypropoxy)benzene

4-Bromo-1-methoxy-2-(3-methoxypropoxy)benzene

C11H15BrO3 (274.02045)


   

5-IODO-1-METHYL-1H-PYRAZOLO[3,4-B]PYRIDIN-3-AMINE

5-IODO-1-METHYL-1H-PYRAZOLO[3,4-B]PYRIDIN-3-AMINE

C7H7IN4 (273.9715452)


   

2-(4-bromophenyl)-1-phenylethanone

2-(4-bromophenyl)-1-phenylethanone

C14H11BrO (273.9993216)


   

ethanolate,lanthanum(3+)

ethanolate,lanthanum(3+)

C6H15LaO3 (274.008469)


   
   

4-BROMO-4-METHYLBENZOPHENONE

4-BROMO-4-METHYLBENZOPHENONE

C14H11BrO (273.9993216)


   

Methyl 5-bromo-2,3-dimethoxybenzoate

Methyl 5-bromo-2,3-dimethoxybenzoate

C10H11BrO4 (273.9840666)


   

MARTIUS YELLOW SODIUM SALT MONOHYDRATE&

MARTIUS YELLOW SODIUM SALT MONOHYDRATE&

C10H7N2NaO6 (274.0201802)


   

(1-chloro-2-formylvinyl)ferrocene

(1-chloro-2-formylvinyl)ferrocene

C13H11ClFeO (273.9847776)


   

Methyl 4-amino-3-bromo-5-nitrobenzenecarboxylate

Methyl 4-amino-3-bromo-5-nitrobenzenecarboxylate

C8H7BrN2O4 (273.95891620000003)


   

2-bromo-7,7-dimethyl-6,8-dihydro-5H-[1,3]thiazolo[5,4-c]azepin-4-one

2-bromo-7,7-dimethyl-6,8-dihydro-5H-[1,3]thiazolo[5,4-c]azepin-4-one

C9H11BrN2OS (273.9775416)


   
   
   

4-methyl-2-pyridin-4-yl-1,3-thiazole-5-carbonyl chloride,hydrochloride

4-methyl-2-pyridin-4-yl-1,3-thiazole-5-carbonyl chloride,hydrochloride

C10H8Cl2N2OS (273.9734378)


   

3-Iodo-5-methoxy-1H-indazole

3-Iodo-5-methoxy-1H-indazole

C8H7IN2O (273.9603122)


   

5-(3-CHLOROBENZYLTHIO)-2-MERCAPTO-1,3,4-THIADIAZOLE

5-(3-CHLOROBENZYLTHIO)-2-MERCAPTO-1,3,4-THIADIAZOLE

C9H7ClN2S3 (273.9459892)


   

8-Bromo-3,7-difluoro-2-methoxy-1,5-naphthyridine

8-Bromo-3,7-difluoro-2-methoxy-1,5-naphthyridine

C9H5BrF2N2O (273.9553284)


   

1-(4-Bromo-2-chlorophenyl)piperazine

1-(4-Bromo-2-chlorophenyl)piperazine

C10H12BrClN2 (273.9872322)


   

3-Iodo-7-methoxy-1H-pyrrolo[3,2-b]pyridine

3-Iodo-7-methoxy-1H-pyrrolo[3,2-b]pyridine

C8H7IN2O (273.9603122)


   

Trichloro(1-naphthylmethyl)silane

Trichloro(1-naphthylmethyl)silane

C11H9Cl3Si (273.9539084)


   

hexaammineruthenium(ii) chloride

hexaammineruthenium(ii) chloride

Cl2H18N6Ru (274.0013328)


   

d-arabinose 5-phosphate disodium salt

d-arabinose 5-phosphate disodium salt

C5H9Na2O8P (273.98304440000004)


   

D-Ribose 5-phosphate disodium dihydrate

D-Ribose 5-phosphate disodium dihydrate

C5H9Na2O8P (273.98304440000004)


   

Acetamide,2-bromo-N-(2-hydroxy-5-nitrophenyl)-

Acetamide,2-bromo-N-(2-hydroxy-5-nitrophenyl)-

C8H7BrN2O4 (273.95891620000003)


   

2-bromo-9H-xanthen-9-one

2-bromo-9H-xanthen-9-one

C13H7BrO2 (273.9629382)


   

2-(Trifluoromethoxy)benzylsulphonyl chloride

2-(Trifluoromethoxy)benzylsulphonyl chloride

C8H6ClF3O3S (273.9678272)


   

3-iodo-4-methoxy-1H-pyrrolo[2,3-b]pyridine

3-iodo-4-methoxy-1H-pyrrolo[2,3-b]pyridine

C8H7IN2O (273.9603122)


   

Methyl 2-bromo-4,5-dimethoxybenzoate

Methyl 2-bromo-4,5-dimethoxybenzoate

C10H11BrO4 (273.9840666)


   

Ethyl 5-bromo-2-hydroxy-3-Methoxybenzoate

Ethyl 5-bromo-2-hydroxy-3-Methoxybenzoate

C10H11BrO4 (273.9840666)


   
   

5-iodopentylbenzene

5-iodopentylbenzene

C11H15I (274.021846)


   

(3-BROMOPHENYL)(P-TOLYL)METHANONE

(3-BROMOPHENYL)(P-TOLYL)METHANONE

C14H11BrO (273.9993216)


   
   

4-CHLORO-2-(4-CHLORO-PHENYL)-QUINAZOLINE

4-CHLORO-2-(4-CHLORO-PHENYL)-QUINAZOLINE

C14H8Cl2N2 (274.0064508)


   

Bis(5-carboxy-1,3-cyclopentadien-1-yl)iron

Bis(5-carboxy-1,3-cyclopentadien-1-yl)iron

C12H10FeO4 (273.99284500000005)


   

POTASSIUM NONAFLUORO-T-BUTOXIDE

POTASSIUM NONAFLUORO-T-BUTOXIDE

C4F9KO (273.94425179999996)


   

4-iodopentylbenzene

4-iodopentylbenzene

C11H15I (274.021846)


   

4,6-Dichloro-2-phenyl-quinazoline

4,6-Dichloro-2-phenyl-quinazoline

C14H8Cl2N2 (274.0064508)


   

5-BROMO-1-(METHYLSULFONYL)-1H-PYRROLO[2,3-B]PYRIDINE

5-BROMO-1-(METHYLSULFONYL)-1H-PYRROLO[2,3-B]PYRIDINE

C8H7BrN2O2S (273.9411582)


   

3-Iodo-4-methoxy-1H-pyrrolo[3,2-c]pyridine

3-Iodo-4-methoxy-1H-pyrrolo[3,2-c]pyridine

C8H7IN2O (273.9603122)


   

2-[Bis(Methylsulfonyl)amino]benzonitrile

2-[Bis(Methylsulfonyl)amino]benzonitrile

C9H10N2O4S2 (274.008198)


   

3-Iodo-7-methoxy-1H-indazole

3-Iodo-7-methoxy-1H-indazole

C8H7IN2O (273.9603122)


   

2,2-dichloro-1-(4-ethoxyphenyl)cyclopropane-1-carboxylic acid

2,2-dichloro-1-(4-ethoxyphenyl)cyclopropane-1-carboxylic acid

C12H12Cl2O3 (274.01634620000004)


   

4-(CHLOROMETHYL)-N-(4-METHYLPHENYL)-1,3-THIAZOL-2-AMINE HYDROCHLORIDE

4-(CHLOROMETHYL)-N-(4-METHYLPHENYL)-1,3-THIAZOL-2-AMINE HYDROCHLORIDE

C11H12Cl2N2S (274.00982120000003)


   

4-BROMO-3-METHYLBENZOPHENONE

4-BROMO-3-METHYLBENZOPHENONE

C14H11BrO (273.9993216)


   

6,8-DICHLORO-CHROMAN-3-CARBOXYLIC ACID ETHYL ESTER

6,8-DICHLORO-CHROMAN-3-CARBOXYLIC ACID ETHYL ESTER

C12H12Cl2O3 (274.01634620000004)


   

2-Iodo-1-phenyl-1-butanone

2-Iodo-1-phenyl-1-butanone

C10H11IO (273.9854626)


   

Methyl-4-(2,4-dichlorphenyl)-2,4-dioxobutanoat

Methyl-4-(2,4-dichlorphenyl)-2,4-dioxobutanoat

C11H8Cl2O4 (273.9799628)


   

4-phenyl-1,3-thiazol-2-amine,hydrate,hydrobromide

4-phenyl-1,3-thiazol-2-amine,hydrate,hydrobromide

C9H11BrN2OS (273.9775416)


   

3-Iodo-5-methoxy-1H-pyrrolo[3,2-b]pyridine

3-Iodo-5-methoxy-1H-pyrrolo[3,2-b]pyridine

C8H7IN2O (273.9603122)


   
   
   
   

2-[(4-BROMOPHENYL)THIO]-2-METHYL-PROPANOIC ACID

2-[(4-BROMOPHENYL)THIO]-2-METHYL-PROPANOIC ACID

C10H11BrO2S (273.9663086)


   

2-(Methyl(phenyl)amino)-4H-thieno[3,2-d][1,3]thiazin-4-one

2-(Methyl(phenyl)amino)-4H-thieno[3,2-d][1,3]thiazin-4-one

C13H10N2OS2 (274.023453)


   

3,4-DIHYDRO-4-(IODOMETHYL)-2H-1-BENZOPYRAN

3,4-DIHYDRO-4-(IODOMETHYL)-2H-1-BENZOPYRAN

C10H11IO (273.9854626)


   

6-(4-METHYLPHENYLTHIO)IMIDAZO[2,1-B]THIAZOLE-5-CARBOXALDEHYDE

6-(4-METHYLPHENYLTHIO)IMIDAZO[2,1-B]THIAZOLE-5-CARBOXALDEHYDE

C13H10N2OS2 (274.023453)


   

(7-BROMO-2,3-DIHYDRO-1,4-BENZODIOXIN-6-YL)(4-BROMOPHENYL)METHANONE

(7-BROMO-2,3-DIHYDRO-1,4-BENZODIOXIN-6-YL)(4-BROMOPHENYL)METHANONE

C13H11BrN2 (274.0105546)


   

4-(Bromomethyl)benzophenone

4-(Bromomethyl)benzophenone

C14H11BrO (273.9993216)


   

9,10-Anthracenedione,2-chloro-1,4-dihydroxy-

9,10-Anthracenedione,2-chloro-1,4-dihydroxy-

C14H7ClO4 (274.0032852)


   

2-NITRO-3-AMINO-4-METHYL-5-BROMOBENZOIC ACID

2-NITRO-3-AMINO-4-METHYL-5-BROMOBENZOIC ACID

C8H7BrN2O4 (273.95891620000003)


   

4-butyl-1-iodo-2-methylbenzene

4-butyl-1-iodo-2-methylbenzene

C11H15I (274.021846)


   
   

6-BROMO-3-(METHYLSULFONYL)-1H-INDAZOLE

6-BROMO-3-(METHYLSULFONYL)-1H-INDAZOLE

C8H7BrN2O2S (273.9411582)


   

2-chloro-6-[(E)-2-(4-chlorophenyl)ethenyl]pyridine-3-carbonitrile

2-chloro-6-[(E)-2-(4-chlorophenyl)ethenyl]pyridine-3-carbonitrile

C14H8Cl2N2 (274.0064508)


   
   

2,8-Dinitrodibenzothiophene

2,8-Dinitrodibenzothiophene

C12H6N2O4S (274.0048276)


   

1,1,1,2,2-Pentafluoro-4-iodobutane

1,1,1,2,2-Pentafluoro-4-iodobutane

C4H4F5I (273.9277914)


   

5-(2,4-DICHLORO-5-FLUOROPHENYL)-1H-PYRAZOLE-3-CARBOXYLIC ACID

5-(2,4-DICHLORO-5-FLUOROPHENYL)-1H-PYRAZOLE-3-CARBOXYLIC ACID

C10H5Cl2FN2O2 (273.9712102)


   

2-(2-(4-Chlorophenyl)thiazol-4-yl)ethanamine hydrochloride

2-(2-(4-Chlorophenyl)thiazol-4-yl)ethanamine hydrochloride

C11H12Cl2N2S (274.00982120000003)


   

3,5-Dichloro-2-hydroxy-4-(trifluoromethyl)benzoic acid

3,5-Dichloro-2-hydroxy-4-(trifluoromethyl)benzoic acid

C8H3Cl2F3O3 (273.9411344)


   

3-IODO-4-METHOXY-1H-INDAZOLE

3-IODO-4-METHOXY-1H-INDAZOLE

C8H7IN2O (273.9603122)


   

3-Iodo-5-methoxy-1H-pyrrolo[2,3-b]pyridine

3-Iodo-5-methoxy-1H-pyrrolo[2,3-b]pyridine

C8H7IN2O (273.9603122)


   

5-(2-CHLORO-5-(TRIFLUOROMETHYL)PHENYL)FURAN-2-CARBALDEHYDE

5-(2-CHLORO-5-(TRIFLUOROMETHYL)PHENYL)FURAN-2-CARBALDEHYDE

C12H6ClF3O2 (274.00084019999997)


   

3-(iodomethyl)-3,4-dihydro-2H-chromene

3-(iodomethyl)-3,4-dihydro-2H-chromene

C10H11IO (273.9854626)


   

6-BROMO-5-METHYL-2-METHYLSULFANYL-[1,2,4]TRIAZOLO[1,5-A]PYRIMIDIN-7-OL

6-BROMO-5-METHYL-2-METHYLSULFANYL-[1,2,4]TRIAZOLO[1,5-A]PYRIMIDIN-7-OL

C7H7BrN4OS (273.9523912)


   

3-METHOXY-5-(TRIFLUOROMETHYL)BENZENESULPHONYL CHLORIDE

3-METHOXY-5-(TRIFLUOROMETHYL)BENZENESULPHONYL CHLORIDE

C8H6ClF3O3S (273.9678272)


   

1-bromo-5-(trifluoromethyl)naphthalene

1-bromo-5-(trifluoromethyl)naphthalene

C11H6BrF3 (273.96049320000003)


   

5-iodo-2-pyrrolidin-1ylpyridine

5-iodo-2-pyrrolidin-1ylpyridine

C9H11IN2 (273.9966956)


   

2,6-dichloro-4-(trifluoromethoxy)benzoic acid

2,6-dichloro-4-(trifluoromethoxy)benzoic acid

C8H3Cl2F3O3 (273.9411344)


   

2-bromo-1-(6-chloro-5,8-dihydroimidazo[1,2-a]pyridin-3-yl)ethanone

2-bromo-1-(6-chloro-5,8-dihydroimidazo[1,2-a]pyridin-3-yl)ethanone

C9H8BrClN2O (273.9508488)


   

Ethyl 2-bromoimidazo[2,1-b][1,3]thiazole-6-carboxylate

Ethyl 2-bromoimidazo[2,1-b][1,3]thiazole-6-carboxylate

C8H7BrN2O2S (273.9411582)


   

Methyl 3-bromo-2,6-dimethoxybenzoate

Methyl 3-bromo-2,6-dimethoxybenzoate

C10H11BrO4 (273.9840666)


   

ethyl 2-(5-bromo-2-fluorophenyl)-2-oxoacetate

ethyl 2-(5-bromo-2-fluorophenyl)-2-oxoacetate

C10H8BrFO3 (273.96408099999996)


   

methyl 2-amino-5-bromo-3-nitrobenzoate

methyl 2-amino-5-bromo-3-nitrobenzoate

C8H7BrN2O4 (273.95891620000003)


   

methyl 2-bromo-3-(4-fluorophenyl)-3-oxopropanoate

methyl 2-bromo-3-(4-fluorophenyl)-3-oxopropanoate

C10H8BrFO3 (273.96408099999996)


   

(2-CHLORO-ETHYL)-DIETHYL-AMINE

(2-CHLORO-ETHYL)-DIETHYL-AMINE

C10H5Cl3N2O (273.946745)


   

4-Iodo-5-methoxy-1H-pyrrolo[2,3-b]pyridine

4-Iodo-5-methoxy-1H-pyrrolo[2,3-b]pyridine

C8H7IN2O (273.9603122)


   

Methyl 6-bromo-2,3-dimethoxybenzoate

Methyl 6-bromo-2,3-dimethoxybenzoate

C10H11BrO4 (273.9840666)


   

4-Bromo-3-fluoro-benzoic acid tert-butyl ester

4-Bromo-3-fluoro-benzoic acid tert-butyl ester

C11H12BrFO2 (274.00046439999994)


   

3-Benzoylbenzyl bromide

3-Benzoylbenzyl bromide

C14H11BrO (273.9993216)


   

5-Iodo-6-methoxy-1H-indazole

5-Iodo-6-methoxy-1H-indazole

C8H7IN2O (273.9603122)


   

Ethyl 4-(2,4-dichlorophenyl)-3-oxobutanoate

Ethyl 4-(2,4-dichlorophenyl)-3-oxobutanoate

C12H12Cl2O3 (274.01634620000004)


   

methyl 4-chlorosulfonyl-2,3-dihydro-1H-indene-2-carboxylate

methyl 4-chlorosulfonyl-2,3-dihydro-1H-indene-2-carboxylate

C11H11ClO4S (274.0066556)


   

3-Bromo-6-methyl-2-oxo-1(2H)-pyrazineacetic acid ethyl ester

3-Bromo-6-methyl-2-oxo-1(2H)-pyrazineacetic acid ethyl ester

C9H11BrN2O3 (273.99529959999995)


   

Benzeneacetic acid,2-bromo-4,5-dimethoxy-

Benzeneacetic acid,2-bromo-4,5-dimethoxy-

C10H11BrO4 (273.9840666)


   

(HEPTAFLUOROBUTYRO)PHENONE

(HEPTAFLUOROBUTYRO)PHENONE

C10H5F7O (274.0228604)


   

Disulfide, dibenzoyl

Disulfide, dibenzoyl

C14H10O2S2 (274.01222)


   

3-trifluoromethyl-1-phenyl-1H-5-chloropyrazole-4-carbaldehyde

3-trifluoromethyl-1-phenyl-1H-5-chloropyrazole-4-carbaldehyde

C11H6ClF3N2O (274.0120732)


   

METHYL 5-[(4,5-DICHLORO-1H-IMIDAZOL-1-YL)METHYL]-2-FUROATE

METHYL 5-[(4,5-DICHLORO-1H-IMIDAZOL-1-YL)METHYL]-2-FUROATE

C10H8Cl2N2O3 (273.9911958)


   

1-[2-chloro-2-(2,4-dichlorophenyl)ethyl]imidazole

1-[2-chloro-2-(2,4-dichlorophenyl)ethyl]imidazole

C11H9Cl3N2 (273.9831284)


   

6-FLUORO-2-(4-NITROPHENYL)BENZOTHIAZOLE

6-FLUORO-2-(4-NITROPHENYL)BENZOTHIAZOLE

C13H7FN2O2S (274.0212254)


   

4-[3-(TRIFLUOROMETHYL)-1H-PYRAZOL-1-YL]BENZOYL CHLORIDE

4-[3-(TRIFLUOROMETHYL)-1H-PYRAZOL-1-YL]BENZOYL CHLORIDE

C11H6ClF3N2O (274.0120732)


   

1-phenyl-5-(trifluoromethyl)pyrazole-4-carbonyl chloride

1-phenyl-5-(trifluoromethyl)pyrazole-4-carbonyl chloride

C11H6ClF3N2O (274.0120732)


   

pentamethyliodobenzene

pentamethyliodobenzene

C11H15I (274.021846)


   

6-bromo-1,1-dioxothiochroman-4-one

6-bromo-1,1-dioxothiochroman-4-one

C9H7BrO3S (273.9299252)


   

Ethyl [(4-bromophenyl)sulfanyl]acetate

Ethyl [(4-bromophenyl)sulfanyl]acetate

C10H11BrO2S (273.9663086)


   

Ferrlecit

D-Gluconic acid,iron(3+) sodium salt (1:?:?)

C6H11FeNaO7 (273.97518460000003)


Dietary supplement

   

1-Bromo-3-cyclopropylmethanesulfonyl-benzene

1-Bromo-3-cyclopropylmethanesulfonyl-benzene

C10H11BrO2S (273.9663086)


   

1-(4-Bromophenyl)-2-oxo-1,2-dihydropyridine-3-carbonitrile

1-(4-Bromophenyl)-2-oxo-1,2-dihydropyridine-3-carbonitrile

C12H7BrN2O (273.9741712)


   

3-(3,4-dichlorophenyl)pentanedioate

3-(3,4-dichlorophenyl)pentanedioate

C11H8Cl2O4-2 (273.9799628)


   

2-(Bromodifluoromethyl)-1-phenyl-4,5-dihydro-1H-imidazole

2-(Bromodifluoromethyl)-1-phenyl-4,5-dihydro-1H-imidazole

C10H9BrF2N2 (273.9917118)


   

2,4-Dichloro-5-(trifluoromethoxy)phenylboronic acid

2,4-Dichloro-5-(trifluoromethoxy)phenylboronic acid

C7H4BCl2F3O3 (273.958264)


   

5-(2-CHLORO-4-(TRIFLUOROMETHYL)PHENYL)FURAN-2-CARBALDEHYDE

5-(2-CHLORO-4-(TRIFLUOROMETHYL)PHENYL)FURAN-2-CARBALDEHYDE

C12H6ClF3O2 (274.00084019999997)


   

5-Bromo-1-isopropyl-1H-benzo[d]imidazole hydrochloride

5-Bromo-1-isopropyl-1H-benzo[d]imidazole hydrochloride

C10H12BrClN2 (273.9872322)


   

3-Iodo-6-methoxy-1H-indazole

3-Iodo-6-methoxy-1H-indazole

C8H7IN2O (273.9603122)


   

2-(4-chlorophenyl)-5-nitro-1,3-benzoxazole

2-(4-chlorophenyl)-5-nitro-1,3-benzoxazole

C13H7ClN2O3 (274.0145182)


   

(2,3,4,5,6-pentafluorophenyl) ethenesulfonate

(2,3,4,5,6-pentafluorophenyl) ethenesulfonate

C8H3F5O3S (273.9723068)


   

5-Bromo-1-propyl-1H-benzo[d]imidazole hydrochloride

5-Bromo-1-propyl-1H-benzo[d]imidazole hydrochloride

C10H12BrClN2 (273.9872322)


   
   

4 5-diamino-6-hydroxy-2-mercaptopyrimid&

4 5-diamino-6-hydroxy-2-mercaptopyrimid&

C4H10N4O6S2 (274.00417600000003)


   

5-BROMO-2,3,4-TRIMETHOXY-BENZALDEHYDE

5-BROMO-2,3,4-TRIMETHOXY-BENZALDEHYDE

C10H11BrO4 (273.9840666)


   

3-bromo-2-hydroxyfluoren-9-one

3-bromo-2-hydroxyfluoren-9-one

C13H7BrO2 (273.9629382)


   

2,3-dihydro-2-thioxo-1h-benzimidazole-5-sulfonic acid disodium salt

2,3-dihydro-2-thioxo-1h-benzimidazole-5-sulfonic acid disodium salt

C7H4N2Na2O3S2 (273.94587540000003)


   

2-BROMO-2-PHENYLACETOPHENONE

2-BROMO-2-PHENYLACETOPHENONE

C14H11BrO (273.9993216)


   

4-CHLORO-6-FLUOROFLAVONE

4-CHLORO-6-FLUOROFLAVONE

C15H8ClFO2 (274.019683)


   

2-bromo-3,4,5-trimethoxy-benzaldehyde

2-bromo-3,4,5-trimethoxy-benzaldehyde

C10H11BrO4 (273.9840666)


   

4,7-dichloro-2-phenylquinazoline

4,7-dichloro-2-phenylquinazoline

C14H8Cl2N2 (274.0064508)


   

3-(2-Chloroactyl)-2-[(2-chloroethyl)amino]tetrahydro-2H-1,3,2-oxazaphosphorine-2-oxide

3-(2-Chloroactyl)-2-[(2-chloroethyl)amino]tetrahydro-2H-1,3,2-oxazaphosphorine-2-oxide

C7H13Cl2N2O3P (274.0040818)


   

2-(6-bromo-1H-indol-3-yl)ethanamine hydrochloride

2-(6-bromo-1H-indol-3-yl)ethanamine hydrochloride

C10H12BrClN2 (273.9872322)


   

4-Arsonophenylglycinamide

4-Arsonophenylglycinamide

C8H11AsN2O4 (273.9934746)


   

Technetium Tc-99m medronate anhydrous

Technetium Tc-99m medronate anhydrous

CH6O6P2Tc (273.9639636)


V - Various > V09 - Diagnostic radiopharmaceuticals > V09B - Skeleton > V09BA - Technetium (99mtc) compounds D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents > D019275 - Radiopharmaceuticals D050071 - Bone Density Conservation Agents > D004164 - Diphosphonates

   

2-(1H-benzimidazol-2-ylthio)-1-thiophen-2-ylethanone

2-(1H-benzimidazol-2-ylthio)-1-thiophen-2-ylethanone

C13H10N2OS2 (274.023453)


   

(E)-3-(3,5-dichlorophenyl)-2-pyridin-3-ylprop-2-enenitrile

(E)-3-(3,5-dichlorophenyl)-2-pyridin-3-ylprop-2-enenitrile

C14H8Cl2N2 (274.0064508)


D000970 - Antineoplastic Agents > D020032 - Tyrphostins

   
   

3-Amino-5-(4-bromophenyl)-4-pyridazinecarbonitrile

3-Amino-5-(4-bromophenyl)-4-pyridazinecarbonitrile

C11H7BrN4 (273.9854042)


   

3-benzyl-2-sulfanyl-3H,4H-thieno[3,2-d]pyrimidin-4-one

3-benzyl-2-sulfanyl-3H,4H-thieno[3,2-d]pyrimidin-4-one

C13H10N2OS2 (274.023453)


   

2-O-Sulfo-Alpha-L-Idopyranuronic Acid

2-O-Sulfo-Alpha-L-Idopyranuronic Acid

C6H10O10S (273.99946800000004)


   

2-O-Sulfo-Beta-L-Altropyranuronic Acid

2-O-Sulfo-Beta-L-Altropyranuronic Acid

C6H10O10S (273.99946800000004)


   

2-Keto-6-phosphate-D-gluconic acid, alpha-furanose form

2-Keto-6-phosphate-D-gluconic acid, alpha-furanose form

C6H11O10P (274.0089836)


   

3-dehydro-L-gulonic acid 6-phosphate

3-dehydro-L-gulonic acid 6-phosphate

C6H11O10P (274.0089836)


A ketoaldonic acid derivative that is the 6-(dihydrogen phosphate) derivative of 3-dehydro-L-gulonic acid.

   
   

Hexanediol 1,6-bisphosphate

Hexanediol 1,6-bisphosphate

C6H12O8P2-4 (274.0007412)


   

[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxyarsonic acid

[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxyarsonic acid

C5H11AsO8 (273.9669866)


   

2-[4-(methylthio)butyl]-sulfinylhydroximate-O-sulfate

2-[4-(methylthio)butyl]-sulfinylhydroximate-O-sulfate

C6H12NO5S3- (273.9877602)


   

(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-sulfooxyoxane-2-carboxylic acid

(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-sulfooxyoxane-2-carboxylic acid

C6H10O10S (273.99946800000004)


   

cis-Ferulic acid 4-sulfate

cis-Ferulic acid 4-sulfate

C10H10O7S (274.014723)


   

D-Glucuronic acid 1-phosphate

D-Glucuronic acid 1-phosphate

C6H11O10P (274.0089836)


A uronic acid phosphate consisting of D-glucuronic acid having a phosphate group attached at the 1-position.

   
   

1-Methyl-4-(4-bromostyryl)pyridinium

1-Methyl-4-(4-bromostyryl)pyridinium

C14H13BrN+ (274.02312980000005)


   

N-[5-(trifluoromethyl)-1,3,4-thiadiazol-2-yl]-3-pyridinecarboxamide

N-[5-(trifluoromethyl)-1,3,4-thiadiazol-2-yl]-3-pyridinecarboxamide

C9H5F3N4OS (274.0136156)


   

2-(3,5-Dichlorophenyl)-5-(methylthio)-1,2,4-triazol-3-amine

2-(3,5-Dichlorophenyl)-5-(methylthio)-1,2,4-triazol-3-amine

C9H8Cl2N4S (273.9846708)


   

3-(4-Chlorophenyl)sulanyl-1-phenylprop-2-en-1-one

3-(4-Chlorophenyl)sulanyl-1-phenylprop-2-en-1-one

C15H11ClOS (274.0219106)


   

Methyl 3,5-dichloro-2-hydroxy-4-(2-propynoxy)benzoate

Methyl 3,5-dichloro-2-hydroxy-4-(2-propynoxy)benzoate

C11H8Cl2O4 (273.9799628)


   
   

4-Ketocyclophosphamide

4-Ketocyclophosphamide

C7H13Cl2N2O3P (274.0040818)


D000970 - Antineoplastic Agents > D018906 - Antineoplastic Agents, Alkylating > D009588 - Nitrogen Mustard Compounds D000970 - Antineoplastic Agents > D018906 - Antineoplastic Agents, Alkylating > D010752 - Phosphoramide Mustards

   

α-D-Glucuronic acid-1-phosphate

1-Phospho-alpha-D-glucuronic acid

C6H11O10P (274.0089836)


The 1-O-phospho derivative of alpha-D-glucuronic acid.

   

1-phospho-alpha-D-galacturonic acid

1-phospho-alpha-D-galacturonic acid

C6H11O10P (274.0089836)


An uronic acid phosphate that is alpha-D-galacturonic acid carrying a phosphate group at position 1.

   

4-Ketoifosfamide

4-Ketoifosfamide

C7H13Cl2N2O3P (274.0040818)


D000970 - Antineoplastic Agents > D018906 - Antineoplastic Agents, Alkylating > D009588 - Nitrogen Mustard Compounds D000970 - Antineoplastic Agents > D018906 - Antineoplastic Agents, Alkylating > D010752 - Phosphoramide Mustards

   

D-Glucuronate 1-phosphate

D-Glucuronate 1-phosphate

C6H11O10P (274.0089836)


A carbohydrate acid derivative anion arising from selective deprotonation of the carboxy function of D-glucuronic acid 1-phosphate.