Exact Mass: 309.0635022
Exact Mass Matches: 309.0635022
Found 404 metabolites which its exact mass value is equals to given mass value 309.0635022,
within given mass tolerance error 0.05 dalton. Try search metabolite list with more accurate mass tolerance error
0.01 dalton.
N-acetylneuraminate
Acquisition and generation of the data is financially supported in part by CREST/JST. KEIO_ID A018; [MS2] KO008824 KEIO_ID A018 N-Acetylneuraminic acid is a sialic acid monosaccharide ubiquitous on cell membrane glycoproteins and glycolipids of mammalian cell ganglioglycerides, which plays a biological role in neurotransmission, leukocyte vasodilation, and viral or bacterial infection.
9-O-Acetylneuraminic acid
C11H19NO9 (309.10597640000003)
The acetate ester of the primary hydroxy group of neuraminic acid.
Isotan B
C14H15NO7 (309.08484799999997)
N-Glycolyl-Muramic Acid
C11H19NO9 (309.10597640000003)
N-Acetylneuraminic acid
N-Acetylneuraminic acid (NeuAc) (CAS: 131-48-6), also known as sialic acid, is an acetyl derivative of the amino sugar neuraminic acid. It occurs in many glycoproteins, glycolipids, and polysaccharides in both mammals and bacteria. The most abundant sialic acid, NeuAc, is synthesized in vivo from N-acetylated D-mannosamine (ManNAc) or D-glucosamine (GlcNAc). NeuAc and its activated form, CMP-NeuAc, are biosynthesized in five consecutive reactions that form the intermediates UDP-N-acetylglucosamine (UDP-GlcNAc), N-acetylmannosamine (ManNAc), ManNAc 6-phosphate, NeuAc 9-phosphate, and CMP-NeuAc. CMP-NeuAc is transported into the Golgi apparatus and, with the aid of specific sialyltransferases, added onto nonreducing positions on oligosaccharide chains of glycoproteins and glycolipids. NeuAc is widely distributed throughout human tissues and found in several fluids, including serum, cerebrospinal fluid, saliva, urine, amniotic fluid, and breast milk. It is found in high levels in the brain, adrenal glands, and the heart. Serum and urine levels of the free acid are elevated in individuals suffering from renal failure. Serum and saliva Neu5Ac levels are also elevated in alcoholics. A genetic disorder known as Salla disease or infantile NeuAc storage disease is also characterized by high serum and urine levels of this compound. The negative charge is responsible for the slippery feel of saliva and mucins coating the bodys organs. This particular sialic acid is known to act as a "decoy"" for invading pathogens. Along with involvement in preventing infections (mucus associated with mucous membranes — mouth, nose, GI, respiratory tract), Neu5Ac acts as a receptor for influenza viruses, allowing attachment to mucous cells via hemagglutinin (an early step in acquiring influenzavirus infection). NeuAc is also becoming known as an agent necessary for mediating ganglioside distribution and structures in the brain. Sialic acid (SA) is an N-acetylated derivative of neuraminic acid that is an abundant terminal monosaccharide of glycoconjugates. Normal human serum SA is largely bound to glycoproteins or glycolipids (total sialic acid (TSA): 1.5-2.5 mmol/L), with small amounts of free SA (1-3 umol/L). Negatively charged SA units stabilize glycoprotein conformation in cell surface receptors to increase cell rigidity. This enables signal recognition and adhesion to ligands, antibodies, enzymes, and microbes. SA residues are antigenic determinant residues in carbohydrate chains of glycolipids and glycoproteins, chemical messengers in tissue and body fluids, and may regulate glomeruli basement membrane permeability. Sialic acids are structurally unique nine-carbon keto sugars occupying the interface between the host and commensal or pathogenic microorganisms. An important function of host sialic acid is to regulate innate immunity. Sialic acid is the moiety most actively recycled for metabolic purposes in the salvage pathways in glycosphingolipid metabolism. Sialic acid is indispensable for the neuritogenic activities of ganglioside constituents which are unique in that a sialic acid directly binds to the glucose of the cerebroside, they are mutually connected in tandem, and some are located in the internal parts of the sugar chain. Sialylation (sialic acid linked to galactose, N-acetylgalactosamine, or another sialic acid) represents one of the most frequently occurring terminations of the oligosaccharide chains of glycoproteins and glycolipids. The biosynthesis of the various linkages is mediated by the different members of the sialyltransferase family (PMID: 11425186, 11287396, 12770781, 16624269, 12510390, 15007099). N-Acetylneuraminic acid is a sialic acid monosaccharide ubiquitous on cell membrane glycoproteins and glycolipids of mammalian cell ganglioglycerides, which plays a biological role in neurotransmission, leukocyte vasodilation, and viral or bacterial infection.
N-Acetyl-a-neuraminic acid
C11H19NO9 (309.10597640000003)
N-Acetyl-alpha-neuraminate is a sialic acid. Sialic acids are an important family of related 9-carbon sugars acids, present on the surface of many different cells and functioning in a wide range of different biological processes. They mediate a variety of cell-cell and cell-molecule interactions in eukaryotes and can be utilized by pathogens to evade the host immune response. N-acetylneuraminic acid is the most common sialic acid, and the predominant form present in humans. It can be found as a terminal sugar on a wide range of surface glycoconjugates. A number of bacteria that can colonize humans (such as E. coli) make use of N-acetylneuraminic acid as a nutrient source. N-Acetyl-a-neuraminic acid is a derivatized monosaccharide. Neuraminic acid derivatives are found widely distributed in animal tissues and in bacteria. The N- or O-substituted derivatives of neuraminic acid are collectively known as sialic acids, the predominant one being N-acetylneuraminic acid. [HMDB] N-Acetylneuraminic acid is a sialic acid monosaccharide ubiquitous on cell membrane glycoproteins and glycolipids of mammalian cell ganglioglycerides, which plays a biological role in neurotransmission, leukocyte vasodilation, and viral or bacterial infection.
Glymidine
A - Alimentary tract and metabolism > A10 - Drugs used in diabetes > A10B - Blood glucose lowering drugs, excl. insulins > A10BC - Sulfonamides (heterocyclic) C78276 - Agent Affecting Digestive System or Metabolism > C29711 - Anti-diabetic Agent
Indoxyl glucuronide
C14H15NO7 (309.08484799999997)
Indoxyl glucuronide is a natural human metabolite of indoxyl generated in the liver by UDP-glucuronyltransferase. Glucuronidation is used to assist in the excretion of toxic substances, drugs, and other substances that cannot be used as an energy source. Glucuronic acid is attached via a glycosidic bond to the substance, and the resulting glucuronide, which has a much higher water solubility than the original substance, is eventually excreted by the kidneys. Indoxyl glucuronide has been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821). Inodxyl glucuronide is a natural human metabolite of Inodxyl generated in the liver by UDP glucuonyltransferase.
Cryptodorine
Alkaloid from the leaves of Laurus nobilis (bay laurel). Cryptodorine is found in tea, sweet bay, and herbs and spices. Cryptodorine is found in herbs and spices. Cryptodorine is an alkaloid from the leaves of Laurus nobilis (bay laurel).
Piperolactam C
Piperolactam C is found in herbs and spices. Piperolactam C is an alkaloid from the whole plants of Piper longum (long pepper),. Alkaloid from the whole plants of Piper longum (long pepper),. Piperolactam C is found in herbs and spices.
N-Feruloylaspartic acid
C14H15NO7 (309.08484799999997)
N-Feruloylaspartic acid is found in root vegetables. N-Feruloylaspartic acid is a constituent of beet (Beta vulgaris). Constituent of beet (Beta vulgaris). N-Feruloylaspartic acid is found in root vegetables.
Glycodiazine
Glycodiazine is used with diet to lower blood glucose by increasing the secretion of insulin from pancreas and increasing the sensitivity of peripheral tissues to insulin. The mechanism of action of glycodiazine in lowering blood glucose appears to be dependent on stimulating the release of insulin from functioning pancreatic beta cells, and increasing sensitivity of peripheral tissues to insulin. Glycodiazine likely binds to ATP-sensitive potassium channel receptors on the pancreatic cell surface, reducing potassium conductance and causing depolarization of the membrane. Membrane depolarization stimulates calcium ion influx through voltage-sensitive calcium channels. This increase in intracellular calcium ion concentration induces the secretion of insulin. It is used for the concomitant use with insulin for the treatment of noninsulin-dependent (type 2) diabetes mellitus. A - Alimentary tract and metabolism > A10 - Drugs used in diabetes > A10B - Blood glucose lowering drugs, excl. insulins > A10BC - Sulfonamides (heterocyclic) C78276 - Agent Affecting Digestive System or Metabolism > C29711 - Anti-diabetic Agent
Lamivudine-monophosphate
C8H12N3O6PS (309.01844220000004)
Lamivudine-monophosphate is a metabolite of lamivudine. Lamivudine (2,3-dideoxy-3-thiacytidine, commonly called 3TC) is a potent nucleoside analog reverse transcriptase inhibitor (nRTI). It is marketed by GlaxoSmithKline with the brand names Zeffix, Heptovir, Epivir, and Epivir-HBV. Lamivudine has been used for treatment of chronic hepatitis B at a lower dose than for treatment of HIV. It improves the seroconversion of e-antigen positive hepatitis B and also improves histology staging of the liver. (Wikipedia)
2,8-bis-Trifluoromethyl-4-quinoline carboxylic acid
2,8-bis-Trifluoromethyl-4-quinoline carboxylic acid is a metabolite of mefloquine. Mefloquine hydrochloride (also known as Lariam or Mefaquin) is an orally administered medication used in the prevention and treatment of malaria. Mefloquine was developed in the 1970s at the United States Department of Defenses Walter Reed Army Institute of Research as a synthetic analogue of quinine. The brand name drug, Lariam, is manufactured by the Swiss company Hoffmann–La Roche. In August 2009, Roche stopped marketing Lariam in the United States. (Wikipedia)
Hydroxylumiracoxib
C15H13ClFNO3 (309.0567950000001)
Hydroxylumiracoxib is a metabolite of lumiracoxib. Lumiracoxib is a COX-2 selective inhibitor non-steroidal anti-inflammatory drug, manufactured by Novartis and still sold in few countries, including Mexico, Ecuador and the Dominican Republic, under the trade name Prexige (sometimes misquoted as Prestige by the media). Lumiracoxib has several distinctive features. (Wikipedia)
3-oxobrimonidine
3-oxobrimonidine is a metabolite of brimonidine. Brimonidine (bri-MOE-ni-deen, brand names Alphagan and Alphagan-P) is a drug used to treat open-angle glaucoma or ocular hypertension. It acts via decreasing synthesis of aqueous humor, and increasing the amount that drains from the eye through uveoscleral outflow. As a treatment for glaucoma, it is usually given in eyedrop form. (Wikipedia)
3h-Sialic acid
C11H19NO9 (309.10597640000003)
Glucose aspartate
Glucose-6-glutamate
C11H19NO9 (309.10597640000003)
N(4)-Acetylsulfisoxazole
D000890 - Anti-Infective Agents > D013424 - Sulfanilamides
9-O-Acetylneuraminic acid
C11H19NO9 (309.10597640000003)
Aceneuramic acid
C11H19NO9 (309.10597640000003)
N-Acetylneuraminic acid
C11H19NO9 (309.10597640000003)
An N-acylneuraminic acid where the N-acyl group is specified as acetyl. N-Acetylneuraminic acid with alpha configuration at the anomeric centre. N-Acetylneuraminic acid with beta configuration at the anomeric centre. MS2 deconvoluted using MS2Dec from all ion fragmentation data, MetaboLights identifier MTBLS1040; SQVRNKJHWKZAKO-PFQGKNLYSA-N_STSL_0228_N-Acetylneuraminic acid_2000fmol_190114_S2_LC02MS02_081; 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. N-Acetylneuraminic acid is a sialic acid monosaccharide ubiquitous on cell membrane glycoproteins and glycolipids of mammalian cell ganglioglycerides, which plays a biological role in neurotransmission, leukocyte vasodilation, and viral or bacterial infection.
methyl 1-(4-chlorophenyl)-5-(2-methoxy-2-oxoethyl)-1H-1,2,3-triazole-4-carboxylate
4-(5-Cyano-1H-1,2,3-triazol-4-yl)phenyl 3,5-dimethylisoxazole-4-carboxylate
(-)-N-[3,4-Dihydroxy-(E)-cinnamoyl]-L-glutamic acid
C14H15NO7 (309.08484799999997)
15,16-methanediyldioxy-3beta-methoxy-(6xi)-erythrina-1,6,10-trien-8-one|Crystamidin|crystamidine
1-(alpha-Hydroxy-4-methoxybenzyl)-6,7-methylenedioxyisoquinioline|1-(Hydroxy-p-methoxybenzyl)-6,7-methylenedioxyisoquinoline
Oriciacridone C
An alkaloid of the class of acridone derivatives that is 1,11-dihydrofuro[2,3-c]acridin-6(2H)-one substituted by hydroxy groups at positions 5 and 10 and a prop-1-en-2-yl group at position 2. Isolated from Oriciopsis glaberrima, it exhibits radical scavenging and alpha-glucosidase inhibitory activity.
2-Hydroxy-1-methoxy-4-oxo-4,5-dihydrodibenzo[cd,f]indole-3-carboxylic acid
3-<(5-isobutyl-1,2,4-trithiolane-3-yl)methyl>indole
1,2-methylenedioxy-N-methoxy-5-oxoaporphine|artamonteirine
1-benzo[1,3]dioxol-5-ylmethyl-7-methoxy-isoquinolin-6-ol
2-(7-Methoxy-1,3-benzodioxol-5-yl)-1-methylquinolin-4(1H)-one
10-methylamino-4-hydroxy-2,3-dimethoxyphenanthrene-1-carboxylic acid lactam|piperolactam E
1,2-Dihydro-1-(4-methoxybenzoyl)-6,7-methylendioxyisoquinoline|1,2-Dihydro-1-(p-methoxybenzoyl)-6,7-methylenedioxyisoquinoline
1-(3-Hydroxy-4-methoxybenzyl)-6,7-methylenedioxyisoquinoline
2-Benzo[1,3]dioxol-5-yl-6-methoxy-1-methyl-1H-chinolin-4-on|2-benzo[1,3]dioxol-5-yl-6-methoxy-1-methyl-1H-quinolin-4-one
(E)-1-(L-cysteinylglycin-S-yl)-N-hydroxy-omega-(methylsulfanyl)butan-1-imine
N-Acetylneuraminate
C11H19NO9 (309.10597640000003)
N-Acetylneuraminic acid is a sialic acid monosaccharide ubiquitous on cell membrane glycoproteins and glycolipids of mammalian cell ganglioglycerides, which plays a biological role in neurotransmission, leukocyte vasodilation, and viral or bacterial infection.
2-[(3,6-dihydroxy-5-methoxy-7-methyl-4-oxochromen-2-yl)amino]propanoic acid
C14H15NO7 (309.08484799999997)
N-Acetylneuraminic acid; LC-tDDA; CE10
C11H19NO9 (309.10597640000003)
N-Acetylneuraminic acid; LC-tDDA; CE20
C11H19NO9 (309.10597640000003)
N-Acetylneuraminic acid; LC-tDDA; CE30
C11H19NO9 (309.10597640000003)
N-Acetylneuraminic acid; LC-tDDA; CE40
C11H19NO9 (309.10597640000003)
Indoxyl glucuronide; LC-tDDA; CE10
C14H15NO7 (309.08484799999997)
Indoxyl glucuronide; LC-tDDA; CE20
C14H15NO7 (309.08484799999997)
Indoxyl glucuronide; LC-tDDA; CE30
C14H15NO7 (309.08484799999997)
Indoxyl glucuronide; LC-tDDA; CE40
C14H15NO7 (309.08484799999997)
2,8-BIS(TRIFLUROMETHYL)-4-QUINOLINCARBOXYLIC ACID
2-(2-Benzenesulfonamido-5-pyrimidinyloxy)acetic acid
C12H11N3O5S (309.04193960000003)
Cryptodorine
piperolactam C
N-Feruloylaspartic acid
C14H15NO7 (309.08484799999997)
ethyl 3-methyl-1-(4-methylphenyl)sulfonyl-2,5-dihydropyrrole-2-carboxylate
C15H19NO4S (309.10347340000004)
1-cyclopropyl-8-ethoxy-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
C15H13F2NO4 (309.08126020000003)
p-nitrophenyl 2-(furfurylsulfinyl)acetic acid
C13H11NO6S (309.03070660000003)
(2S,4R)-1-(TERT-BUTOXYCARBONYL)-4-((METHYLSULFONYL)OXY)PYRROLIDINE-2-CARBOXYLIC ACID
1-ACETYL-4-[3,5-BIS(METHOXYCARBONYL)PHENYL]-SEMICARBAZIDE
7-CHLORO-1-CYCLOPROPYL-6-FLUORO-4-OXO-1,4-DIHYDRO-QUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER
C15H13ClFNO3 (309.0567950000001)
Morpholine,4-(1-methylethyl)-2-[3-(trifluoromethyl)phenyl]-, hydrochloride (1:1)
7-BENZYL-2-(TRIFLUOROMETHYL)-5,6,7,8-TETRAHYDROPYRIDO[3,4-D]PYRIMIDIN-4-OL
1,2,4-Triazin-3(2H)-one,5,6-bis(4-methoxyphenyl)-
C17H15N3O3 (309.11133600000005)
N-BOC-BELTA-ALANINE-BELTA-4-FLUOROPHENYL-N-CARBOXYANHYDRIDE
C15H16FNO5 (309.10124579999996)
METHYL 3-([3-(CHLOROMETHYL)BENZOYL]AMINO)THIOPHENE-2-CARBOXYLATE
2-CHLORO-N-(1R-NAPHTHALEN-2-YL-ETHYL)-BENZAMIDE
C19H16ClNO (309.09203560000003)
2-[4-[5-chloro-3-(trifluoromethyl)pyridin-2-yl]piperazin-1-yl]ethanol
2-chloro-10-(3-chloropropyl)-10H-phenothiazine
C15H13Cl2NS (309.01457180000006)
TERT-BUTYL 3-BROMO-7-METHYL-1H-INDOLE-1-CARBOXYLATE
3-(3-bromopyridin-2-yl)-3,9-diazaspiro[5.5]undecane
C14H20BrN3 (309.08405000000005)
ethyl 4,5-diphenylthiazole-2-carboxylate
C18H15NO2S (309.08234500000003)
Nor-S-(-)-SCH-23388 hydrochloride
C16H17Cl2NO (309.06871320000005)
9-(3,4-dichlorophenyl)-3-methyl-3-azaspiro[5.5]undec-9-ene
(5-benzyloxy-1H-indol-3-yl)oxoacetic acid methyl ester
4-(2,4-DIMETHOXYBENZYLIDENE)-5-OXO-2-PHENYLOXAZOLINE
N-Ethyl-N-(2-hydroxy-3-sulfopropyl)-3,5-dimethylaniline sodium salt
C13H20NNaO4S (309.10106800000005)
4-(2,4-difluorophenoxy)-n-hydroxy-3-nitrobenzenecarboximidamide
(4-((2-(TRIFLUOROMETHYL)PHENYL)CARBAMOYL)PHENYL)BORONIC ACID
Ethyl (S)-9,10-difluoro-3-methyl-7-oxo-2,3-dihydro-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylate
C15H13F2NO4 (309.08126020000003)
METHYL (2,4-DIPHENYLTHIAZOL-5-YL)ACETATE
C18H15NO2S (309.08234500000003)
3-(Boc-amino)-6,6-dichlorobicyclo[3.1.0]hexane-3-carboxylic Acid
METHYL 2-([3-(CHLOROMETHYL)BENZOYL]AMINO)THIOPHENE-3-CARBOXYLATE
METHYL 3-AMINO-4-(ISOPROPYLSULFONYL)-5-(METHYLTHIO)THIOPHENE- 2-CARBOXYLATE
ETHYL 2-(2-CHLOROETHYLIDENE)-1-HYDRAZINECARBOXYLATE
C15H19NO4S (309.10347340000004)
2-AMINO-4-(3,4-DIFLUOROPHENYL)-5H-INDENO[1,2-D]PYRIMIDIN-5-ONE
C17H9F2N3O (309.07136479999997)
7-ALLYL-8-(BENZYLOXY)-5-CHLOROQUINOLINE
C19H16ClNO (309.09203560000003)
2-(3,4,5-Trimethoxyphenyl)ethanamine sulfate (1:1)
Sangivamycin
C12H15N5O5 (309.10731400000003)
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents D000970 - Antineoplastic Agents Sangivamycin (NSC 65346), a nucleoside analog, is a potent inhibitor of protein kinase C (PKC) with an Ki of 10 μM. Sangivamycin has potent antiproliferative activity against a variety of human cancers[1][2]. Sangivamycin (NSC 65346), a nucleoside analog, is a potent inhibitor of protein kinase C (PKC) with an Ki of 10 μM. Sangivamycin has potent antiproliferative activity against a variety of human cancers[1][2].
4-Bromo-1-(tert-butyldimethylsilyl)indole
C14H20BrNSi (309.05483000000004)
3-(3H-imidazol-4-yl)-2-[(4-methylphenyl)sulfonylamino]propanoic acid
6-Bromo-1-(tert-butyldimethylsilyl)indole
C14H20BrNSi (309.05483000000004)
TERT-BUTYL 5-(BROMOMETHYL)-1H-INDOLE-1-CARBOXYLATE
sulfaguanole
C254 - Anti-Infective Agent > C29739 - Sulfonamide Anti-Infective Agent D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents D000890 - Anti-Infective Agents > D013424 - Sulfanilamides
2-[2-(2-amino-1,3-thiazol-4-yl)ethyl]isoindole-1,3-dione,hydrochloride
Acetic acid, [4-[(2,4-dioxo-5-thiazolidinyl)methyl]phenoxy]-, ethyl ester
Sulfisoxazole Acetyl
C254 - Anti-Infective Agent > C29739 - Sulfonamide Anti-Infective Agent D000890 - Anti-Infective Agents > D013424 - Sulfanilamides
TRANS-1-(METHYLSULFONYL)SPIRO[CYCLOHEXANE-1,3-INDOLINE]-4-CARBOXYLIC ACID
C15H19NO4S (309.10347340000004)
tert-butyl 4-(bromomethyl)-1H-indole-1-carboxylate
2-[[2-(4-methoxyphenyl)chromen-4-ylidene]amino]acetic acid
1H-Benzimidazole,5-[5-[(3-pyridinylmethyl)thio]-1,3,4-oxadiazol-2-yl]-(9CI)
2,3-Dihydro-3-(methoxyphenylmethylene)-2-oxo-1H-indole-6-carboxylic acid methyl ester
2-[4-[3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDYL]PIPERAZINO]ETHAN-1-OL
2-[2-(1-bromonaphthalen-2-yl)oxyethylamino]ethanol
3-Chloro-6,11-dihydro-6-methyldibenzo[c,f][1,2]thiazepin-11-ol 5,5-dioxide
1-Hexylpyridinium Hexafluorophosphate
C11H18F6NP (309.10809900000004)
1H-Benzimidazole,5-[5-[(4-pyridinylmethyl)thio]-1,3,4-oxadiazol-2-yl]-(9CI)
ethyl (E)-3-(2-chloro-6-fluorophenyl)-2-(1,2,4-triazol-1-ylmethyl)prop-2-enoate
TERT-BUTYL 7-(BROMOMETHYL)-1H-INDOLE-1-CARBOXYLATE
(Z)-1-phenyl-2-(bromomethyl)-N,N-diethylcyclopropanecarboxamide
C15H20BrNO (309.07281700000004)
2-(4-chloro-2-methylphenoxy)-N-(2-chlorophenyl)acetamide
9-[(2-Acetoxyethoxy)methyl]-acetylguanine
C12H15N5O5 (309.10731400000003)
1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-hydroxy-4-oxo-3-quinolinecarboxylic acid ethyl ester
C15H13F2NO4 (309.08126020000003)
N-(1-PHENYL-4,5-DIHYDRO-1 H-PYRAZOL-3-YL)-PHTHALAMIC ACID
C17H15N3O3 (309.11133600000005)
4-(4-Aminoanilino)-3-nitrobenzenesulphonic acid
C12H11N3O5S (309.04193960000003)
4-[[(4-CHLORO-2,5-DIMETHYLPHENYL)SULFONYL]METHYL]ANILINE
4-HYDROXY-1-METHYL-2-OXO-1,2-DIHYDRO-QUINOLINE-3-CARBOXYLIC ACID (2-AMINO-PHENYL)-AMIDE
C17H15N3O3 (309.11133600000005)
2-(4-Hydroxy-3-methoxy-phenyl)-quinoline-4-carboxylic acid methyl ester
4-Hydroxy-1-methyl-7-phenoxy-3-isoquinolinecarboxylic acid methyl ester
(3E)-2,3-Dihydro-3-(methoxyphenylmethylene)-2-oxo-1H-indole-6-carboxylic acid methyl ester
{[4-(2-Azido-3-methyl-5-oxotetrahydro-2-furanyl)phenyl]hydrazono}malononitrile
C14H11N7O2 (309.09741859999997)
methyl (2S)-2-(2-chlorophenyl)-2-(2-thiophen-2-ylethylamino)acetate
(2S)-4-Cbz-2,4-Morpholinedicarboxylic acid
C14H15NO7 (309.08484799999997)
1,2-Dithiolane-3-pentanamide, N-[2-hydroxy-1,1-bis(hydroxymethyl)ethyl]
(3-((3-(trifluoromethyl)phenyl)carbamoyl)phenyl)boronic acid
5-(5-Methoxy-2-(trifluoromethyl)-1H-benzo[d]imidazol-1-yl)pyrazin-2-amine
5-bromo-1-(tert-butyldimethylsilyl)-1h-indole
C14H20BrNSi (309.05483000000004)
2-(4-Aminoanilino)-5-nitrobenzenesulphonic acid
C12H11N3O5S (309.04193960000003)
(2,3,4,5,6-pentafluorophenyl) 1-methylpiperidine-3-carboxylate
3-(5-bromopyridin-2-yl)-3,9-diazaspiro[5.5]undecane
C14H20BrN3 (309.08405000000005)
Brofaromine
D004791 - Enzyme Inhibitors > D008996 - Monoamine Oxidase Inhibitors C471 - Enzyme Inhibitor > C667 - Monoamine Oxidase Inhibitor
Irosustat
C274 - Antineoplastic Agent > C1742 - Angiogenesis Inhibitor C471 - Enzyme Inhibitor
1,4-Dihydroxy-3-methyl-2-naphthyl 4-aminobenzoate
D006401 - Hematologic Agents > D003029 - Coagulants > D006490 - Hemostatics
N-(1,3-benzodioxol-5-ylmethyl)-6-methoxy-4-quinazolinamine
C17H15N3O3 (309.11133600000005)
4-chloro-N-(3,4-dimethoxyphenyl)-1-ethyl-3-pyrazolecarboxamide
C14H16ClN3O3 (309.08801359999995)
N-(5-chloro-2-pyridinyl)-2-(3,5-dimethyl-4-nitro-1-pyrazolyl)acetamide
C12H12ClN5O3 (309.06286320000004)
2-Chloro-1-[1-[2-(4-chlorophenyl)ethyl]-2,5-dimethyl-3-pyrrolyl]ethanone
C16H17Cl2NO (309.06871320000005)
1-(4-Chlorophenyl)-1-phenyl-2-pyridin-3-ylethanol
C19H16ClNO (309.09203560000003)
5-(1,3-benzodioxol-5-yl)-N-(2,4-dimethylphenyl)-1,3,4-oxadiazol-2-amine
C17H15N3O3 (309.11133600000005)
N-(2-fluorophenyl)-4-methoxy-2,5-dimethylbenzenesulfonamide
7-Chloro-4-[4-(2-chloroethyl)-1-piperazinyl]quinoline
C15H17Cl2N3 (309.07994620000005)
6-(2-Furanyl)-3-(2-pyridinylmethylthio)-[1,2,4]triazolo[4,3-b]pyridazine
1-[[2-(1H-benzimidazol-2-ylthio)-1-oxoethyl]amino]-3-ethylthiourea
2-[[(1-Phenyl-5-tetrazolyl)thio]methyl]imidazo[1,2-a]pyrimidine
1-Methyl-3-trifluoromethyl-1H-thieno[2,3-C]pyrazole-5-carboxylic acid (2-mercapto-ethyl)-amide
4-Hydroxy-3-nitrophenylacetyl-epsilon-aminocaproic acid anion
C14H17N2O6- (309.10865620000004)
19-Methoxy-5,7-dioxa-13-azapentacyclo[11.7.0.01,16.02,10.04,8]icosa-2,4(8),9,11,15,17-hexaen-14-one
(2R)-2-amino-3-(6-chloro-2-phenylpyrimidin-4-yl)sulfanylpropanoic acid
(2R)-2-amino-3-(1H-indol-3-ylmethylcarbamothioylsulfanyl)propanoic acid
8-amino-3,4,4a,10a-tetrahydroxy-2-(hydroxymethyl)-3,4,7,8-tetrahydro-2H-pyrano[2,3-b][1,4]dioxocine-6,9-dione
(4E)-4-[2-(2-carboxypyrrolidin-1-ium-1-ylidene)ethylidene]-2,3-dihydro-1H-pyridine-2,6-dicarboxylic acid
C14H17N2O6+ (309.10865620000004)
N-(4-tert-butyl-2-thiazolyl)-4-chlorobenzohydrazide
5-(4-methylpiperazin-1-yl)sulfonyl-1H-indole-2,3-dione
6-[[(2-Methoxycarbonyl-3-thiophenyl)amino]-oxomethyl]-1-cyclohex-3-enecarboxylic acid
N-(4-methoxyphenyl)-4-(methylthio)benzenesulfonamide
2-[(2-pyridinylthio)methyl]-1H-benzofuro[3,2-d]pyrimidin-4-one
3-[[2-Benzofuranyl(oxo)methyl]amino]benzoic acid ethyl ester
2-(4-Fluorophenyl)-5-(4-methoxyanilino)-4-oxazolecarbonitrile
2-(2-Fluorophenyl)-5-(4-methoxyanilino)-4-oxazolecarbonitrile
methyl (5E)-5-(furan-2-ylmethylidene)-2-methyl-4-oxo-1-phenyl-4,5-dihydro-1H-pyrrole-3-carboxylate
N-[5-(3,4-dimethoxyphenyl)-1,3,4-thiadiazol-2-yl]carbamic acid ethyl ester
N-[(E)-(3-nitrophenyl)methylideneamino]-1-benzofuran-2-carboxamide
4,5-Dimethyl-2-[[oxo(thiophen-2-yl)methyl]amino]-3-thiophenecarboxylic acid ethyl ester
N-[5-(ethoxymethyl)-1,3,4-thiadiazol-2-yl]-2-(phenylthio)acetamide
2-(2-methoxyethylthio)-N-(5-methyl-1,3,4-thiadiazol-2-yl)benzamide
Phenguignardate
A monocarboxylic acid anion that is the conjugate base of phenguignardic acid, obtained from the derotonation of the carboxy group. Major species at pH 7.3.
N-[[1H-indol-2-yl(oxo)methyl]amino]carbamic acid (phenylmethyl) ester
C17H15N3O3 (309.11133600000005)
4-[(E)-[[5-(Trifluoromethyl)pyridin-2-yl]hydrazinylidene]methyl]benzoic acid
2-amino-N-(2,3,4,5-tetrahydro-2,5-dioxo-1h-1-benzazepin-3-yl)benzamide
C17H15N3O3 (309.11133600000005)
2-[(2,4-Dichlorobenzyl)amino]-1-phenyl-1-propanol
C16H17Cl2NO (309.06871320000005)
(S)-3-((6-(methoxymethyl)-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-yl)amino)-2,3-dihydrothiophene 1,1-dioxide
2-[(2R,3R,6S)-3-[(2-fluorobenzoyl)amino]-2-(hydroxymethyl)-3,6-dihydro-2H-pyran-6-yl]acetic acid
C15H16FNO5 (309.10124579999996)
2-[(2R,3R,6R)-3-[(2-fluorobenzoyl)amino]-2-(hydroxymethyl)-3,6-dihydro-2H-pyran-6-yl]acetic acid
C15H16FNO5 (309.10124579999996)
2-[(2R,3S,6R)-3-[[(2-fluorophenyl)-oxomethyl]amino]-2-(hydroxymethyl)-3,6-dihydro-2H-pyran-6-yl]acetic acid
C15H16FNO5 (309.10124579999996)
2-[(2S,3R,6R)-3-[[(2-fluorophenyl)-oxomethyl]amino]-2-(hydroxymethyl)-3,6-dihydro-2H-pyran-6-yl]acetic acid
C15H16FNO5 (309.10124579999996)
2-[(2R,3S,6S)-3-[[(2-fluorophenyl)-oxomethyl]amino]-2-(hydroxymethyl)-3,6-dihydro-2H-pyran-6-yl]acetic acid
C15H16FNO5 (309.10124579999996)
2-[(2S,3S,6R)-3-[[(2-fluorophenyl)-oxomethyl]amino]-2-(hydroxymethyl)-3,6-dihydro-2H-pyran-6-yl]acetic acid
C15H16FNO5 (309.10124579999996)
2-[(2S,3S,6S)-3-[[(2-fluorophenyl)-oxomethyl]amino]-2-(hydroxymethyl)-3,6-dihydro-2H-pyran-6-yl]acetic acid
C15H16FNO5 (309.10124579999996)
(2Z)-2-[(3,4-dioxocyclohexa-1,5-dien-1-yl)methylidene]-4-(4-hydroxyphenyl)-5-oxo-2,5-dihydrofuran-3-olate
(3E)-3-(1,3-benzothiazol-2-ylhydrazinylidene)-1-phenylbutan-1-one
C17H15N3OS (309.09357800000004)
1-S-[(3S)-N,3-dihydroxypent-4-enimidoyl]-1-thio-D-glucopyranose
(2S,4E)-4-[2-[(2S)-2-carboxypyrrolidin-1-ium-1-ylidene]ethylidene]-2,3-dihydro-1H-pyridine-2,6-dicarboxylic acid
C14H17N2O6+ (309.10865620000004)
N-(3,4-Dihydroxy-(E)-cinnamoyl)-L-glutamic acid
C14H15NO7 (309.08484799999997)
(3S)-6,7-dimethyl-5-phenylspiro[1H-indole-3,2-3H-1,3,4-thiadiazole]-2-one
C17H15N3OS (309.09357800000004)
2-[(3,6-Dihydroxy-5-methoxy-7-methyl-4-oxochromen-2-yl)amino]propanoic acid
C14H15NO7 (309.08484799999997)
3H-isoindol-1-yl (3S,4S,5R)-3,4,5-trihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-carboxylate
C14H15NO7 (309.08484799999997)
terreazepine
C17H15N3O3 (309.11133600000005)
A member of the class of benzazepines that is 2,3,4,5-tetrahydro-1H-1-benzazepine substituted by oxo groups at positions 2 and 5 and a o-aminobenzamido group at position 4. It is a secondary metabolite found in Aspergillus terreus.
gamma-Glu-Tyr(1-)
C14H17N2O6 (309.10865620000004)
A peptide anion obtained by deprotonation of both carboxy groups and protonation of the glutamyl amino group of gamma-Glu-Tyr. Major species at pH 7.3.
2-hydroxy-3-butenyldesulfoglucosinolate
A desulfoglucosinolic acid resulting from the formal condensation of the thiol group of (3S)-N,3-dihydroxypent-4-enethioamide with beta-D-glucopyranose.
Aceneuramate
C11H19NO9 (309.10597640000003)
N-Acetylneuraminic acid is a sialic acid monosaccharide ubiquitous on cell membrane glycoproteins and glycolipids of mammalian cell ganglioglycerides, which plays a biological role in neurotransmission, leukocyte vasodilation, and viral or bacterial infection.
7ACC2
7ACC2 is a potent monocarboxylate transporter (MCT) inhibitor with an IC50 of 11 nM for inhibition of [14C]-lactate influx. 7ACC2 is also a potent inhibitor of mitochondrial pyruvate transport. 7ACC2 is an anticancer agent through inhibition of lactate flux[1][2].
A2A receptor antagonist 1
A2A receptor antagonist 1 (CPI-444 analog) is an antagonist of both adenosine A2A receptor and A1 receptor with Ki values of 4 and 264 nM, respectively[1].
CCT129957
C17H15N3O3 (309.11133600000005)
CCT129957 is an indole derivative and a potent phospholipase C-γ (PLC-γ) inhibitor with an IC50 of ~3 μM and a GC50 of 15 μM. CCT129957 inhibits Ca2+ release in squamous carcinoma cells at ~15 μM[1][2].
19-methoxy-5,7-dioxa-13-azapentacyclo[11.7.0.0¹,¹⁶.0²,¹⁰.0⁴,⁸]icosa-2,4(8),9,11,15,17-hexaen-14-one
n-[2-(4-hydroxyphenyl)ethyl]-2-oxochromene-4-carboximidic acid
5,7,19,21-tetraoxa-13-azahexacyclo[10.10.1.0²,¹⁰.0⁴,⁸.0¹⁶,²³.0¹⁸,²²]tricosa-1(22),2,4(8),9,16(23),17-hexaene
1h-indol-3-yl (2r,3s,4s,5r)-3,4,5-trihydroxy-5-(hydroxymethyl)oxolane-2-carboxylate
C14H15NO7 (309.08484799999997)
3-bromo-4-(2-imino-1,3-dihydroimidazol-4-yl)-1h,4h,5h,6h-pyrrolo[2,3-c]azepin-8-ol
(2s)-4,9-dihydroxy-2-(prop-1-en-2-yl)-2h,3h,10h-furo[3,2-b]acridin-5-one
(2s,3r,4s,4ar,11br)-1h,2h,3h,4h,4ah,9h,11bh-[1,3]dioxolo[4,5-j]phenanthridine-2,3,4,6,7-pentol
C14H15NO7 (309.08484799999997)
10,11-dihydroxy-1-(hydroxymethyl)-7,8-dihydro-6-azatetraphen-5-one
aristolactam c ii
{"Ingredient_id": "HBIN016767","Ingredient_name": "aristolactam c ii","Alias": "NA","Ingredient_formula": "C18H15NO4","Ingredient_Smile": "NA","Ingredient_weight": "309.32","OB_score": "NA","CAS_id": "106283-30-1","SymMap_id": "NA","TCMID_id": "NA","TCMSP_id": "NA","TCM_ID_id": "6677","PubChem_id": "NA","DrugBank_id": "NA"}
aristolactam c ii; 1'-carboxylic acid,o2-de-me
{"Ingredient_id": "HBIN016768","Ingredient_name": "aristolactam c ii; 1'-carboxylic acid,o2-de-me","Alias": "NA","Ingredient_formula": "C17H11NO5","Ingredient_Smile": "NA","Ingredient_weight": "309.27","OB_score": "NA","CAS_id": "106283-33-4","SymMap_id": "NA","TCMID_id": "NA","TCMSP_id": "NA","TCM_ID_id": "6676","PubChem_id": "NA","DrugBank_id": "NA"}
(12s)-4,6,19,21-tetraoxa-13-azahexacyclo[10.10.1.0²,¹⁰.0³,⁷.0¹⁶,²³.0¹⁸,²²]tricosa-1(23),2(10),3(7),8,16,18(22)-hexaene
3-[3-methyl-5-(2-methylpropyl)-1,2,4-trithiolan-3-yl]-1h-indole
6-hydroxy-2-(2-hydroxypropan-2-yl)-7h-pyrano[3,4-c]carbazol-4-one
4-amino-7-[(2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrrolo[2,3-d]pyrimidine-5-carboximidic acid
C12H15N5O5 (309.10731400000003)
14-methoxy-3,5-dioxa-10-azapentacyclo[9.7.1.0²,⁶.0⁸,¹⁹.0¹³,¹⁸]nonadeca-1(19),2(6),7,9,11,13(18),14,16-octaene-7,9-diol
(2s,3r,4s,4ar,11bs)-1h,2h,3h,4h,4ah,9h,11bh-[1,3]dioxolo[4,5-j]phenanthridine-2,3,4,6,7-pentol
C14H15NO7 (309.08484799999997)
2-{[1-hydroxy-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-ylidene]amino}butanedioic acid
C14H15NO7 (309.08484799999997)
4,15-dihydroxy-16-methoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2(7),3,5,8,13,15-heptaene-11,12-dione
16-hydroxy-3,5-dioxa-11-azapentacyclo[10.7.1.0²,⁶.0⁸,²⁰.0¹⁴,¹⁹]icosa-1(20),2(6),7,14,16,18-hexaene-11-carbaldehyde
11,12-dihydroxy-16-methoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2,5,7,9(17),11,13-heptaene-4,15-dione
5,10-dihydroxy-2-(prop-1-en-2-yl)-1h,2h,11h-furo[2,3-c]acridin-6-one
(3r,5s,7s)-10,11-dihydroxy-3-methoxy-7-methyl-8-oxo-2,6-dioxatricyclo[7.3.1.0⁵,¹³]trideca-1(13),9,11-triene-12-carboximidic acid
C14H15NO7 (309.08484799999997)
(5r)-5-(4-methoxybenzoyl)-2h,5h,6h-[1,3]dioxolo[4,5-g]isoquinoline
1-(2h-1,3-benzodioxol-5-ylmethyl)-7-methoxyisoquinolin-6-ol
6,7,8-trimethoxy-2-azatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁵]hexadeca-1(16),2,4,6,8,10,12,14-octaen-13-ol
1-(2h-1,3-benzodioxol-5-ylmethyl)-6-methoxyisoquinolin-7-ol
(2s)-2-{[(2e)-1-hydroxy-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-ylidene]amino}butanedioic acid
C14H15NO7 (309.08484799999997)
15-methoxy-3,5-dioxa-10-azapentacyclo[9.7.1.0²,⁶.0⁸,¹⁹.0¹³,¹⁸]nonadeca-1(19),2(6),7,9,11,13(18),14,16-octaene-9,14-diol
6,14,15-trimethoxy-10-azatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),2(7),3,5,8,10,12,14-octaen-11-ol
4,6,19,21-tetraoxa-13-azahexacyclo[10.10.1.0²,¹⁰.0³,⁷.0¹⁶,²³.0¹⁸,²²]tricosa-1(23),2(10),3(7),8,16,18(22)-hexaene
3-{[5-(2-methylpropyl)-1,2,4-trithiolan-3-yl]methyl}-1h-indole
(12r)-16-hydroxy-3,5-dioxa-11-azapentacyclo[10.7.1.0²,⁶.0⁸,²⁰.0¹⁴,¹⁹]icosa-1(20),2(6),7,14,16,18-hexaene-11-carbaldehyde
n-[1-cyano-8-(hydroxymethyl)-3-oxophenoxazin-2-yl]ethanimidic acid
(4s,5r,6r,7s,8r)-4,6,7,8,9-pentahydroxy-5-[(1-hydroxyethylidene)amino]-2-oxononanoic acid
C11H19NO9 (309.10597640000003)
4-bromo-n-[(2e)-3-(2-imino-1,3-dihydroimidazol-4-yl)prop-2-en-1-yl]-1h-pyrrole-2-carboxamide
4-bromo-n-[3-(2-imino-1,3-dihydroimidazol-4-yl)prop-2-en-1-yl]-1h-pyrrole-2-carboxamide
5,7,16,18-tetraoxa-23-azahexacyclo[10.10.1.0²,¹⁰.0⁴,⁸.0¹³,²¹.0¹⁵,¹⁹]tricosa-2,4(8),9,13,15(19),20-hexaene
13,14,15-trimethoxy-10-azatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),2(7),3,5,8,10,12,14-octaen-11-ol
({5'-bromo-4-methoxy-1'h-[2,2'-bipyrrol]-5-ylidene}methyl)(propyl)amine
(1s,12s)-5,7,16,18-tetraoxa-23-azahexacyclo[10.10.1.0²,¹⁰.0⁴,⁸.0¹³,²¹.0¹⁵,¹⁹]tricosa-2,4(8),9,13,15(19),20-hexaene
({5'-bromo-4-methoxy-1h,1'h-[2,2'-bipyrrol]-5-yl}methylidene)(propyl)amine
4,14,15-trimethoxy-10-azatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),2(7),3,5,8,10,12,14-octaen-11-ol
{[(5z)-5'-bromo-4-methoxy-1'h-[2,2'-bipyrrol]-5-ylidene]methyl}(propyl)amine
11,12-dihydroxy-2,2-dimethyl-5h-1-oxa-5-azatetraphen-10-one
(4s)-3-bromo-4-(2-imino-1,3-dihydroimidazol-4-yl)-1h,4h,5h,6h-pyrrolo[2,3-c]azepin-8-ol
4,9-dihydroxy-2-(prop-1-en-2-yl)-2h,3h,10h-furo[3,2-b]acridin-5-one
1h-indol-3-yl 3,4,5-trihydroxy-5-(hydroxymethyl)oxolane-2-carboxylate
C14H15NO7 (309.08484799999997)
(1s,5r)-8-bromo-3-imino-2,4,6,12-tetraazatetracyclo[10.3.0.0¹,⁵.0⁶,¹⁰]pentadeca-7,9-dien-11-one
2-(7-methoxy-2h-1,3-benzodioxol-5-yl)-1-methylquinolin-4-one
1h,2h,3h,4h,4ah,9h,11bh-[1,3]dioxolo[4,5-j]phenanthridine-1,2,3,4,6-pentol
C14H15NO7 (309.08484799999997)
1h-indol-3-yl (2s,3s,4s,5r)-3,4,5-trihydroxy-5-(hydroxymethyl)oxolane-2-carboxylate
C14H15NO7 (309.08484799999997)
(4s,5r,6r)-2,4-dihydroxy-5-[(1-hydroxyethylidene)amino]-6-[(1r,2r)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
C11H19NO9 (309.10597640000003)
2h-[1,3]dioxolo[4,5-g]isoquinolin-5-yl(4-methoxyphenyl)methanol
(s)-2h-[1,3]dioxolo[4,5-g]isoquinolin-5-yl(4-methoxyphenyl)methanol
methyl 3,4-bis(4-hydroxyphenyl)-1h-pyrrole-2-carboxylate
(2s,4s,5r,6r)-2,4-dihydroxy-5-[(1-hydroxyethylidene)amino]-6-[(1r,2r)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
C11H19NO9 (309.10597640000003)
6,11-dihydroxy-2,2-dimethyl-5h-1-oxa-5-azatetraphen-10-one
5-(4-methoxybenzoyl)-2h,5h,6h-[1,3]dioxolo[4,5-g]isoquinoline
10,11-dihydroxy-3-methoxy-7-methyl-8-oxo-2,6-dioxatricyclo[7.3.1.0⁵,¹³]trideca-1(13),9,11-triene-12-carboximidic acid
C14H15NO7 (309.08484799999997)
5-{2h-[1,3]dioxolo[4,5-g]isoquinolin-5-ylmethyl}-2-methoxyphenol
(2r)-2-acetyl-5-hydroxy-11-methyl-1h,2h-furo[2,3-c]acridin-6-one
4,5-dimethoxy-2-oxa-11-azatetracyclo[8.7.1.0³,⁸.0¹⁴,¹⁸]octadeca-1(17),3,5,7,10(18),11,13,15-octaen-17-ol
(2s)-2-amino-4-{[(1s)-1-carboxy-3-[imino(methyl)oxo-λ⁶-sulfanyl]propyl]-c-hydroxycarbonimidoyl}butanoic acid
1h,2h,3h,4h,4ah,9h,11bh-[1,3]dioxolo[4,5-j]phenanthridine-2,3,4,6,7-pentol
C14H15NO7 (309.08484799999997)
7-hydroxy-18,20-dioxa-16-azapentacyclo[11.7.1.0¹,¹⁶.0³,⁸.0⁹,²¹]henicosa-3,5,7,9,11,13(21)-hexaen-14-one
2-acetyl-5-hydroxy-11-methyl-1h,2h-furo[2,3-c]acridin-6-one
4-amino-7-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrrolo[2,3-d]pyrimidine-5-carboximidic acid
C12H15N5O5 (309.10731400000003)