NCBI Taxonomy: 254878
Penicillium chrysogenum species complex (ncbi_taxid: 254878)
found 500 associated metabolites at no rank taxonomy rank level.
Ancestor: Penicillium
Child Taxonomies: Penicillium rubens, Penicillium chrysogenum, Penicillium chainii, Penicillium floreyi, Penicillium harmonense, Penicillium cf. rubens, Penicillium cf. chrysogenum FSU 10137, Penicillium cf. chrysogenum A4/1/0/A1, Penicillium cf. chrysogenum A4/1/1/A1, Penicillium cf. chrysogenum NAMC01-9-12-M4, Penicillium cf. chrysogenum NBBC01-45-50-M3, Penicillium cf. chrysogenum JL7KGC02-50-55-M1
Tyrosol
Tyrosol is a phenolic compound present in two of the traditional components of the Mediterranean diet: wine and virgin olive oil. The presence of tyrosol has been described in red and white wines. Tyrosol is also present in vermouth and beer. Tyrosol has been shown to be able to exert antioxidant activity in vitro studies. Oxidation of low-density lipoprotein (LDL) appears to occur predominantly in arterial intimae in microdomains sequestered from antioxidants of plasma. The antioxidant content of the LDL particle is critical for its protection. The ability of tyrosol to bind human LDL has been reported. The bioavailability of tyrosol in humans from virgin olive oil in its natural form has been demonstrated. Urinary tyrosol increases, reaching a peak at 0-4 h after virgin olive oil administration. Men and women show a different pattern of urinary excretion of tyrosol. Moreover, tyrosol is absorbed in a dose-dependent manner after sustained and moderate doses of virgin olive oil. Tyrosol from wine or virgin olive oil could exert beneficial effects on human health in vivo if its biological properties are confirmed (PMID 15134375). Tyrosol is a microbial metabolite found in Bifidobacterium, Escherichia and Lactobacillus (PMID:28393285). 2-(4-hydroxyphenyl)ethanol is a phenol substituted at position 4 by a 2-hydroxyethyl group. It has a role as an anti-arrhythmia drug, an antioxidant, a cardiovascular drug, a protective agent, a fungal metabolite, a geroprotector and a plant metabolite. It is functionally related to a 2-phenylethanol. 2-(4-Hydroxyphenyl)ethanol is a natural product found in Thalictrum petaloideum, Casearia sylvestris, and other organisms with data available. Tyrosol is a metabolite found in or produced by Saccharomyces cerevisiae. See also: Sedum roseum root (part of); Rhodiola crenulata root (part of). D002317 - Cardiovascular Agents > D000889 - Anti-Arrhythmia Agents A phenol substituted at position 4 by a 2-hydroxyethyl group. D020011 - Protective Agents > D000975 - Antioxidants Tyrosol is a derivative of phenethyl alcohol. Tyrosol attenuates pro-inflammatory cytokines from cultured astrocytes and NF-κB activation. Anti-oxidative and anti-inflammatory effects[1]. Tyrosol is a derivative of phenethyl alcohol. Tyrosol attenuates pro-inflammatory cytokines from cultured astrocytes and NF-κB activation. Anti-oxidative and anti-inflammatory effects[1].
4-hydroxyphenylacetate
p-Hydroxyphenylacetic acid, also known as 4-hydroxybenzeneacetate, is classified as a member of the 1-hydroxy-2-unsubstituted benzenoids. 1-Hydroxy-2-unsubstituted benzenoids are phenols that are unsubstituted at the 2-position. p-Hydroxyphenylacetic acid is considered to be slightly soluble (in water) and acidic. p-Hydroxyphenylacetic acid can be synthesized from acetic acid. It is also a parent compound for other transformation products, including but not limited to, methyl 2-(4-hydroxyphenyl)acetate, ixerochinolide, and lactucopicrin 15-oxalate. p-Hydroxyphenylacetic acid can be found in numerous foods such as olives, cocoa beans, oats, and mushrooms. p-Hydroxyphenylacetic acid can be found throughout all human tissues and in all biofluids. Within a cell, p-hydroxyphenylacetic acid is primarily located in the cytoplasm and in the extracellular space. p-Hydroxyphenylacetic acid is also a microbial metabolite produced by Acinetobacter, Clostridium, Klebsiella, Pseudomonas, and Proteus. Higher levels of this metabolite are associated with an overgrowth of small intestinal bacteria from Clostridia species including C. difficile, C. stricklandii, C. lituseburense, C. subterminale, C. putrefaciens, and C. propionicum (PMID: 476929, 12173102). p-Hydroxyphenylacetic acid is detected after the consumption of whole grain. 4-hydroxyphenylacetic acid is a monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is substituted by a 4-hydroxyphenyl group. It has a role as a plant metabolite, a fungal metabolite, a human metabolite and a mouse metabolite. It is a monocarboxylic acid and a member of phenols. It is functionally related to an acetic acid. It is a conjugate acid of a 4-hydroxyphenylacetate. 4-Hydroxyphenylacetic acid is a natural product found in Guanomyces polythrix, Forsythia suspensa, and other organisms with data available. 4-Hydroxyphenylacetic acid is a metabolite found in or produced by Saccharomyces cerevisiae. A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is substituted by a 4-hydroxyphenyl group. Constituent of sweet clover (Melilotus officinalis) and yeast Hydroxyphenylacetic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=156-38-7 (retrieved 2024-07-02) (CAS RN: 156-38-7). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). 4-hydroxyphenylacetic acid, a major microbiota-derived metabolite of polyphenols, is involved in the antioxidative action. 4-hydroxyphenylacetic acid induces expression of Nrf2[1]. 4-hydroxyphenylacetic acid, a major microbiota-derived metabolite of polyphenols, is involved in the antioxidative action. 4-hydroxyphenylacetic acid induces expression of Nrf2[1].
2-hydroxyphenylacetate
ortho-Hydroxyphenylacetic acid, also known as (o-hydroxyphenyl)acetate or 2-hydroxybenzeneacetic acid, is a member of the class of compounds known as 2(hydroxyphenyl)acetic acids. 2(Hydroxyphenyl)acetic acids are phenylacetic acids that carry a hydroxyl group at the 2-position. ortho-Hydroxyphenylacetic acid is slightly soluble (in water) and a weakly acidic compound (based on its pKa). ortho-Hydroxyphenylacetic acid can be found in a number of food items such as natal plum, lemon verbena, half-highbush blueberry, and parsley, which makes ortho-hydroxyphenylacetic acid a potential biomarker for the consumption of these food products. ortho-Hydroxyphenylacetic acid can be found primarily in blood, feces, and urine. Moreover, ortho-hydroxyphenylacetic acid is found to be associated with phenylketonuria, which is an inborn error of metabolism. ortho-Hydroxyphenylacetic acid is a substrate of the enzyme oxidoreductases (EC 1.14.13.-) in the pathway styrene degradation (KEGG). ortho-Hydroxyphenylacetic acid is also a microbial metabolite. ortho-Hydroxyphenylacetic acid is a substrate of the enzyme oxidoreductases [EC 1.14.13.-] in the pathway styrene degradation. (KEGG) [HMDB]. 2-Hydroxyphenylacetic acid is found in many foods, some of which are rambutan, common oregano, burbot, and wild leek. Acquisition and generation of the data is financially supported in part by CREST/JST. CONFIDENCE standard compound; INTERNAL_ID 155 INTERNAL_ID 155; CONFIDENCE standard compound CONFIDENCE standard compound; INTERNAL_ID 46 COVID info from PDB, Protein Data Bank Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS 2-Hydroxyphenylacetic acid is a potential biomarker for the food products, and found to be associated with phenylketonuria (PKU). 2-Hydroxyphenylacetic acid is a potential biomarker for the food products, and found to be associated with phenylketonuria (PKU).
Penicillin G
Penicillin G is narrow spectrum antibiotic used to treat infections caused by susceptible bacteria. It is a natural penicillin antibiotic that is administered intravenously or intramuscularly due to poor oral absorption. Penicillin G may also be used in some cases as prophylaxis against susceptible organisms. Natural penicillins are considered the drugs of choice for several infections caused by susceptible gram positive aerobic organisms, such as Streptococcus pneumoniae, groups A, B, C and G streptococci, nonenterococcal group D streptococci, viridans group streptococci, and non-penicillinase producing staphylococcus. Aminoglycosides may be added for synergy against group B streptococcus (S. agalactiae), S. viridans, and Enterococcus faecalis. The natural penicillins may also be used as first or second line agents against susceptible gram positive aerobic bacilli such as Bacillus anthracis, Corynebacterium diphtheriae, and Erysipelothrix rhusiopathiae. Natural penicillins have limited activity against gram negative organisms; however, they may be used in some cases to treat infections caused by Neisseria meningitidis and Pasteurella. They are not generally used to treat anaerobic infections. Resistance patterns, susceptibility and treatment guidelines vary across regions. J - Antiinfectives for systemic use > J01 - Antibacterials for systemic use > J01C - Beta-lactam antibacterials, penicillins > J01CE - Beta-lactamase sensitive penicillins D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D047090 - beta-Lactams S - Sensory organs > S01 - Ophthalmologicals > S01A - Antiinfectives > S01AA - Antibiotics D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D010406 - Penicillins D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D007769 - Lactams C254 - Anti-Infective Agent > C258 - Antibiotic > C260 - Beta-Lactam Antibiotic
Glycoprotein-phospho-D-mannose
Glycoprotein-phospho-D-mannose, also known as (2S,3S,4R,5R)-2,3,4,5,6-Pentahydroxyhexanal or Mannose homopolymer, is classified as a member of the Hexoses. Hexoses are monosaccharides in which the sugar unit is a is a six-carbon containing moeity. Glycoprotein-phospho-D-mannose is considered to be soluble (in water) and acidic
Adenylsuccinic acid
Adenylsuccinic acid, also known as adenylosuccinate, succinyladenosine or aspartyl adenylate, belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached. Adenylsuccinic acid is found in all living organisms, ranging from bacteria to plants to animals. Adenylsuccinic acid is an important intermediate in the de novo purine biosynthesis pathway. Specifically, adenylsuccinic acid is an intermediate in the interconversion of purine nucleotides inosine monophosphate (IMP) and adenosine monophosphate (AMP). The enzyme adenylosuccinate synthase carries out the reaction by the addition of aspartate to IMP. This reaction requires the input of energy from a phosphoanhydride bond in the form of guanosine triphosphate (GTP). Adenylsuccinic acid is a substrate least one other important metabolic reaction in purine biosynthesis. In particular, adenylsuccinic acid can be converted into fumaric acid through its interaction with the enzyme known as adenylosuccinate lyase (or adenylosuccinase). Adenylosuccinate lyase deficiency, is a rare autosomal recessive metabolic disorder characterized by the appearance of succinylaminoimidazolecarboxamide riboside (SAICA riboside) and adenylsuccinic acid in cerebrospinal fluid and urine (PMID: 8412002). Adenylosuccinate lyase deficiency presents with varying degrees of psychomotor retardation, autism, muscle wasting, and epilepsy. The exact cause of the symptoms is unknown, but possibilities include not enough purine nucleotide synthesis for cell replication, malfunctioning of the purine nucleotide cycle, and a buildup of substrates to toxic levels. Adenylsuccinic acid is a substrate of the enzyme adenylosuccinase [EC 4.3.2.2] in purine metabolism pathway. The accumulation of adenylsuccinic acid in body fluids occurs due to a deficiency of adenylosuccinase. (KEGG; PMID 8412002) [HMDB] D018377 - Neurotransmitter Agents > D018846 - Excitatory Amino Acids KEIO_ID A037; [MS2] KO008839 KEIO_ID A037; [MS3] KO008840 KEIO_ID A037
6-Aminopenicillanic acid
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D047090 - beta-Lactams D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D010406 - Penicillins D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D007769 - Lactams 6-Aminopenicillanic acid is a metabolite of penicillin v; penicillin g.
Patulin
Patulin is found in pomes. Mycotoxin, found as a contaminant of foods, e.g. apple juice. Sometimes detd. in apple juice Patulin is a mycotoxin produced by a variety of molds, particularly Aspergillus and Penicillium. It is commonly found in rotting apples, and the amount of patulin in apple products is generally viewed as a measure of the quality of the apples used in production. It is not a particularly potent toxin, but a number of studies have shown that it is genotoxic, which has led to some theories that it may be a carcinogen, though animal studies have remained inconclusive. Patulin is also an antibiotic. Several countries have instituted patulin restrictions in apple products. The World Health Organization recommends a maximum concentration of 50 µg/L in apple juice Mycotoxin, found as a contaminant of foods, e.g. apple juice. Sometimes detd. in apple juice D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins D009676 - Noxae > D009153 - Mutagens Patulin (Terinin) is a mycotoxin produced by fungi including the Aspergillus, Penicillium, and Byssochlamys species, is suspected to be clastogenic, mutagenic, teratogenic and cytotoxic. Patulin induces autophagy-dependent apoptosis through lysosomal-mitochondrial axis, and causes DNA damage[1][2][3][4].
Cephalosporin C
C16H21N3O8S (415.10493060000005)
Cephalosporin C is an antibiotic of the cephalosporin class. It was isolated from fungi of the genus Acremonium and first characterized in 1961. Although not a very active antibiotic itself, synthetic analogs of cephalosporin C, such as cefalotin, became some of the first marketed cephalosporin antibiotic drugs. (Wikipedia) D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D002511 - Cephalosporins D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D047090 - beta-Lactams D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D007769 - Lactams
Lactose
C12H22O11 (342.11620619999997)
A glycosylglucose disaccharide, found most notably in milk, that consists of D-galactose and D-glucose fragments bonded through a beta-1->4 glycosidic linkage. The glucose fragment can be in either the alpha- or beta-pyranose form, whereas the galactose fragment can only have the beta-pyranose form. COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Acquisition and generation of the data is financially supported by the Max-Planck-Society D000074385 - Food Ingredients > D005503 - Food Additives D010592 - Pharmaceutic Aids > D005421 - Flavoring Agents Lactose, a major sugar in the milk of most species, could regulate human’s intestinal microflora. Lactose, a major sugar in the milk of most species, could regulate human’s intestinal microflora. α-Lactose (α-D-Lactose) is the major sugar present in milk. Lactose exists in the form of two anomers, α and β. The α form normally crystallizes as a monohydrate[1][2]. α-Lactose (α-D-Lactose) is the major sugar present in milk. Lactose exists in the form of two anomers, α and β. The α form normally crystallizes as a monohydrate[1][2].
D-Altrose
D000074385 - Food Ingredients > D005503 - Food Additives D010592 - Pharmaceutic Aids > D005421 - Flavoring Agents D-Allose is an endogenous metabolite. D-Allose is an endogenous metabolite.
Meleagrine
C23H23N5O4 (433.17499580000003)
An indole alkaloid with a heterotetracyclic skeleton isolated from Penicillium oxalicum.
Ergosterol peroxide
Ergosterol peroxide is found in fruits. Ergosterol peroxide is obtained from leaves of Ananas comosus (pineapple obtained from leaves of Ananas comosus (pineapple). Ergosterol peroxide is found in pineapple and fruits.
N6-succinyladenosine
Succinyladenosine (SAdo) is one of the dephosphorylated enzyme substrate that accumulates in body fluids of patients with adenylosuccinate lyase (ADSL) deficiency, the other being 5-amino-4-imidazole-N-succinocarboxamide riboside (SAICAr). ADSL is an inherited metabolic disease characterized by various degrees of psychomotor retardation (PMID 15902552). The severity of the clinical presentation correlates with a low S-Ado/SAICAr ratio in body fluids (PMID: 15571235). Normally Succinyladenosine is not found in blood or CSF but may be detected in trace amounts in urine (OMIM 103050). Succinyladenosine is also found to be associated with fumarase deficiency, another inborn error of metabolism. Succinyladenosine (SAdo) is one of the dephosphorylated enzyme substrate that accumulates in body fluids of patients with adenylosuccinate lyase (ADSL) deficiency, the other being 5-amino-4-imidazole-N-succinocarboxamide riboside (SAICAr). ADSL is an inherited metabolic disease characterized by various degrees of psychomotor retardation. (PMID 15902552)
Lactose
alpha-Lactose is the major sugar present in milk and the main source of energy supplied to the newborn mammalian in its mothers milk. Lactose is also an important osmotic regulator of lactation. It is digested by the intestinal lactase (EC 3.2.1.108), an enzyme expressed in newborns. Its activity declines following weaning. As a result, adult mammals are normally lactose-intolerant and more than 75\\\\\\% of the human adult population suffers from lactase deficiency. Lactase deficiency is present in up to 80 percent of blacks and Latinos, and up to 100 percent of American Indians and Asians. Persons with lactose intolerance are unable to digest significant amounts of lactose. Common symptoms include abdominal pain and bloating, excessive flatus, and watery stool following the ingestion of foods containing lactose. A sizable number of adults believe they are lactose intolerant but do not actually have impaired lactose digestion, and some persons with lactase deficiency can tolerate moderate amounts of ingested lactose. A diagnosis of lactose intolerance can usually be made with a careful history supported by dietary manipulation. If necessary, diagnosis can be confirmed by using a breath hydrogen or lactose tolerance test. These mostly uncomfortable symptoms of lactose maldigestion are blamed for a variably dairy consumption. There is, however, emerging evidence that certain lactic acid-producing bacteria, which selectively consume prebiotics, may be beneficial against some lower intestinal diseases. Lactose maldigestion and lactose should perhaps be re-evaluated as a potential provider of such a prebiotic. Treatment consists primarily of avoiding lactose-containing foods. Lactase enzyme supplements may be helpful. The degree of lactose malabsorption varies greatly among patients with lactose intolerance, but most of them can ingest up to 350 mL of milk daily without symptoms. Lactose-intolerant patients must ensure adequate calcium intake. (PMID: 13130292, 12216958, 12197838, 12018807). Lactose in the urine is a biomarker for the consumption of milk. D000074385 - Food Ingredients > D005503 - Food Additives D010592 - Pharmaceutic Aids > D005421 - Flavoring Agents Alpha-pyranose form of the compound lactose [CCD] COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Lactose, a major sugar in the milk of most species, could regulate human’s intestinal microflora. Lactose, a major sugar in the milk of most species, could regulate human’s intestinal microflora. α-Lactose (α-D-Lactose) is the major sugar present in milk. Lactose exists in the form of two anomers, α and β. The α form normally crystallizes as a monohydrate[1][2]. α-Lactose (α-D-Lactose) is the major sugar present in milk. Lactose exists in the form of two anomers, α and β. The α form normally crystallizes as a monohydrate[1][2].
D-Glucose, 4-O-beta-D-galactopyranosyl-
C12H22O11 (342.11620619999997)
The most abundant organic material found in plants forming the principal constituent of their cell walls giving them structural strength. Anticaking agent, binding agent and other uses in food. D-(+)-Cellobiose is an endogenous metabolite. D-(+)-Cellobiose is an endogenous metabolite. Maltose is a disaccharide formed from two units of glucose joined with an α(1→4) bond, a reducing sugar. Maltose monohydrate can be used as a energy source for bacteria. Maltose is a disaccharide formed from two units of glucose joined with an α(1→4) bond, a reducing sugar. Maltose monohydrate can be used as a energy source for bacteria.
Adenylosuccinic acid
6-O-alpha-D-Galactopyranosyl-D-galactopyranose
C12H22O11 (342.11620619999997)
N6-Succinyl Adenosine
N6-Succinyl Adenosine (Succinyl-AMP) is a nucleotide derivative that possesses a unique chemical structure and plays significant roles in various biological processes. Its chemical structure consists of adenosine, a nucleoside composed of the nitrogenous base adenine and ribose sugar, with an additional succinyl group attached to the N6 position of the adenine base. This succinyl group is derived from succinic acid, a four-carbon dicarboxylic acid. The presence of the succinyl group at the N6 position of adenine alters the physicochemical properties of adenosine, influencing its interactions with enzymes and other molecules in the cell. This modification is biologically relevant, as N6-succinyl adenosine is involved in several metabolic pathways and regulatory mechanisms. Biologically, N6-succinyl adenosine is known for its role in the regulation of gene expression. It can serve as a substrate for the formation of N6-threonylcarbamoyladenosine (t6A), a key modification found in the wobble position of certain tRNAs. This modification is critical for the efficiency of translation initiation and the accuracy of decoding the genetic code. Moreover, N6-succinyl adenosine is involved in the transsulfuration pathway, a metabolic route that interconverts sulfur-containing amino acids. It acts as a precursor for the synthesis of cysteine, an essential amino acid that plays a vital role in protein structure and function, as well as in the synthesis of glutathione, a major antioxidant in the cell. Additionally, N6-succinyl adenosine has been implicated in the process of protein succinylation, a novel post-translational modification where the succinyl group is transferred to lysine residues of proteins. This modification can affect protein function, stability, and cellular signaling pathways. 2-({9-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-9H-purin-6-yl}amino)butanedioic acid belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety. Based on a literature review very few articles have been published on 2-({9-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-9H-purin-6-yl}amino)butanedioic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). N6-succinyl adenosine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N6-Succinyl Adenosine is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
dextrose
COVID info from COVID-19 Disease Map, PDB, Protein Data Bank Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS alpha-D-glucose is an endogenous metabolite. alpha-D-glucose is an endogenous metabolite.
Cerevisterol
An ergostanoid that is (22E)-ergosta-7,22-diene substituted by hydroxy groups at positions 3, 5 and 6 (the 3beta,5alpha,6beta stereoisomer). It has been isolated from the fungus, Xylaria species. Cerevisterol is a steroid isolated from the fruiting bodies of Agaricus blazei[1]. Cerevisterol is a steroid isolated from the fruiting bodies of Agaricus blazei[1].
4-Hydroxyphenylacetic acid
4-hydroxyphenylacetic acid, a major microbiota-derived metabolite of polyphenols, is involved in the antioxidative action. 4-hydroxyphenylacetic acid induces expression of Nrf2[1]. 4-hydroxyphenylacetic acid, a major microbiota-derived metabolite of polyphenols, is involved in the antioxidative action. 4-hydroxyphenylacetic acid induces expression of Nrf2[1].
α-Lactose
C12H22O11 (342.11620619999997)
D000074385 - Food Ingredients > D005503 - Food Additives D010592 - Pharmaceutic Aids > D005421 - Flavoring Agents The alpha-anomer of lactose. α-Lactose (α-D-Lactose) is the major sugar present in milk. Lactose exists in the form of two anomers, α and β. The α form normally crystallizes as a monohydrate[1][2]. α-Lactose (α-D-Lactose) is the major sugar present in milk. Lactose exists in the form of two anomers, α and β. The α form normally crystallizes as a monohydrate[1][2].
Pyrrole 2-carboxylate
A pyrrolecarboxylic acid that is 1H-pyrrole substituted by a carboxy group at position 3. It has been isolated from Penicillium chrysogenum. A pyrrolecarboxylic acid that is 1H-pyrrole carrying a carboxy substituent at position 2. Pyrrole-2-carboxylic acid is a natural alkaloid from the marine bacterium Pelomonas puraquae sp. Nov. Pyrrole-2-carboxylic acid is a natural alkaloid from the marine bacterium Pelomonas puraquae sp. Nov.
Diorcinol
An aromatic ether that is diphenyl ether in which both phenyl groups are substituted at position 3 by a hydroxy group and at position 5 by a methyl group.
2-Hydroxyphenylacetic acid
COVID info from PDB, Protein Data Bank Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS 2-Hydroxyphenylacetic acid is a potential biomarker for the food products, and found to be associated with phenylketonuria (PKU). 2-Hydroxyphenylacetic acid is a potential biomarker for the food products, and found to be associated with phenylketonuria (PKU). D-(-)-Mandelic acid is a natural compound isolated from bitter almonds. D-(-)-Mandelic acid is a natural compound isolated from bitter almonds.
Penicillin G
J - Antiinfectives for systemic use > J01 - Antibacterials for systemic use > J01C - Beta-lactam antibacterials, penicillins > J01CE - Beta-lactamase sensitive penicillins D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D047090 - beta-Lactams S - Sensory organs > S01 - Ophthalmologicals > S01A - Antiinfectives > S01AA - Antibiotics D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D010406 - Penicillins D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D007769 - Lactams C254 - Anti-Infective Agent > C258 - Antibiotic > C260 - Beta-Lactam Antibiotic
dextrose
COVID info from COVID-19 Disease Map, PDB, Protein Data Bank Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS alpha-D-glucose is an endogenous metabolite. alpha-D-glucose is an endogenous metabolite.
patulin
D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins CONFIDENCE standard compound; INTERNAL_ID 5971 D009676 - Noxae > D009153 - Mutagens CONFIDENCE Reference Standard (Level 1) Patulin (Terinin) is a mycotoxin produced by fungi including the Aspergillus, Penicillium, and Byssochlamys species, is suspected to be clastogenic, mutagenic, teratogenic and cytotoxic. Patulin induces autophagy-dependent apoptosis through lysosomal-mitochondrial axis, and causes DNA damage[1][2][3][4].
D(+)-Glucose
D000074385 - Food Ingredients > D005503 - Food Additives D010592 - Pharmaceutic Aids > D005421 - Flavoring Agents
(22E,24R)-ergosta-5alpha,6alpha-epoxide-8,22-diene-3beta,7alpha-diol
An ergostanoid that is (22E)-ergosta-7,22-diene substituted by hydroxy groups at positions 3 and 7 and an epoxy group across positions 5 and 6 (the 3beta,5alpha,6alpha,7alpha stereoisomer). It has been isolated from Aspergillus ochraceus as well as Penicillium commune.
maltodextrin
D000074385 - Food Ingredients > D005503 - Food Additives D010592 - Pharmaceutic Aids > D005421 - Flavoring Agents
Tyrosol
Tyrosol, also known as 4-hydroxyphenylethanol or 4-(2-hydroxyethyl)phenol, is a member of the class of compounds known as tyrosols. Tyrosols are organic aromatic compounds containing a phenethyl alcohol moiety that carries a hydroxyl group at the 4-position of the benzene group. Tyrosol is soluble (in water) and a very weakly acidic compound (based on its pKa). Tyrosol can be synthesized from 2-phenylethanol. Tyrosol is also a parent compound for other transformation products, including but not limited to, hydroxytyrosol, crosatoside B, and oleocanthal. Tyrosol is a mild, sweet, and floral tasting compound and can be found in a number of food items such as breadnut tree seed, sparkleberry, loquat, and savoy cabbage, which makes tyrosol a potential biomarker for the consumption of these food products. Tyrosol can be found primarily in feces and urine, as well as in human prostate tissue. Tyrosol exists in all eukaryotes, ranging from yeast to humans. Tyrosol present in wine is also shown to be cardioprotective. Samson et al. has shown that tyrosol-treated animals showed significant increase in the phosphorylation of Akt, eNOS and FOXO3a. In addition, tyrosol also induced the expression of longevity protein SIRT1 in the heart after myocardial infarction in a rat MI model. Hence tyrosols SIRT1, Akt and eNOS activating power adds another dimension to the wine research, because it adds a great link to the French paradox. In conclusion these findings suggest that tyrosol induces myocardial protection against ischemia related stress by inducing survival and longevity proteins that may be considered as anti-aging therapy for the heart . D002317 - Cardiovascular Agents > D000889 - Anti-Arrhythmia Agents D020011 - Protective Agents > D000975 - Antioxidants Tyrosol is a derivative of phenethyl alcohol. Tyrosol attenuates pro-inflammatory cytokines from cultured astrocytes and NF-κB activation. Anti-oxidative and anti-inflammatory effects[1]. Tyrosol is a derivative of phenethyl alcohol. Tyrosol attenuates pro-inflammatory cytokines from cultured astrocytes and NF-κB activation. Anti-oxidative and anti-inflammatory effects[1].
4-HPA
D009676 - Noxae > D002273 - Carcinogens 4-hydroxyphenylacetic acid, a major microbiota-derived metabolite of polyphenols, is involved in the antioxidative action. 4-hydroxyphenylacetic acid induces expression of Nrf2[1]. 4-hydroxyphenylacetic acid, a major microbiota-derived metabolite of polyphenols, is involved in the antioxidative action. 4-hydroxyphenylacetic acid induces expression of Nrf2[1].
614-75-5
COVID info from PDB, Protein Data Bank Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS 2-Hydroxyphenylacetic acid is a potential biomarker for the food products, and found to be associated with phenylketonuria (PKU). 2-Hydroxyphenylacetic acid is a potential biomarker for the food products, and found to be associated with phenylketonuria (PKU).
Polydextrose
C12H22O11 (342.11620619999997)
Polydextrose is a food ingredient classified as soluble fiber and is frequently used to increase the non-dietary fiber content of food, replace sugar, reduce calories and reduce fat content. It is a multi-purpose food ingredient synthesized from dextrose, plus about 10 percent sorbitol and 1 percent citric acid. Its E number is E1200. The US FDA approved it in 1981. [Wikipedia]. Polydextrose is found in many foods, some of which are tinda, garden rhubarb, white cabbage, and natal plum.
Mycoin
A furopyran and lactone that is (2H-pyran-3(6H)-ylidene)acetic acid which is substituted by hydroxy groups at positions 2 and 4 and in which the hydroxy group at position 4 has condensed with the carboxy group to give the corresponding bicyclic lactone. A mycotoxin produced by several species of Aspergillus and Penicillium, it has antibiotic properties but has been shown to be carcinogenic and mutagenic. D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins D009676 - Noxae > D009153 - Mutagens Patulin (Terinin) is a mycotoxin produced by fungi including the Aspergillus, Penicillium, and Byssochlamys species, is suspected to be clastogenic, mutagenic, teratogenic and cytotoxic. Patulin induces autophagy-dependent apoptosis through lysosomal-mitochondrial axis, and causes DNA damage[1][2][3][4].
Succinyladenosine
An aspartic acid derivative that is L-aspartic acid in which one of the amine hydrogens is substituted by a 9-beta-D-ribofuranosyl-9H-purin-6-yl group.
methyl 2-(4-hydroxyphenyl)acetate
A methyl ester resulting from the formal condensation of the carboxy group of 4-hydroxyphenylacetic acid with methanol. It has been isolated from Penicillium chrysogenum.
(1r,3s,4s,5e)-7-ethoxy-3-hydroxy-5-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione
(4as,8s,10s,10as,10br)-10-hydroxy-8-(hydroxymethyl)-4a,10b-dimethyl-8h,9h,10h,10ah-cyclohexa[f]chromen-1-one
(6r,7r)-7-[(5-carboxy-1,5-dihydroxypentylidene)amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
21'-hydroxy-2',6',6',14',19'-pentamethyl-7',16',18'-trioxaspiro[oxirane-2,11'-pentacyclo[12.6.1.0²,¹².0⁵,¹⁰.0¹⁷,²¹]henicosane]-4',9'-diene-3',8',15',20'-tetrone
4-{5-[(4-hydroxyphenyl)methyl]-1,2,4-triazol-1-yl}-3-methoxyphenol
(1r,3r,4s,5z,7s)-7-ethoxy-3-hydroxy-5-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione
1-hydroxy-3-(1h-indol-3-ylmethyl)-4,5,10,12-tetramethyl-3h,3ah,4h,6ah,9h,10h,13h,15h,16h-cyclotrideca[d]isoindole-14,17-dione
C32H38N2O3 (498.28822779999996)
2-hydroxy-n-(3-hydroxy-9-methyl-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetradeca-4,8-dien-2-yl)nonadec-3-enimidic acid
2,4-dibromo-5-(2,4-dibromo-5-hydroxy-3-methylphenoxy)-3-methylphenol
C14H10Br4O3 (541.7363349999999)
3-hydroxy-7-(4-hydroxy-3-methoxyphenyl)-5-(1-hydroxyhexa-2,4-dien-1-ylidene)-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione
(3s,5r,7r,8s)-3-methoxy-3,7,8,10-tetramethyl-2,6-dioxatricyclo[7.3.1.0⁵,¹³]trideca-1(13),9,11-trien-11-ol
methyl 4,8,9-trihydroxy-7-[5-hydroxy-2-(methoxycarbonyl)-2-(3-methyl-5-oxooxolan-2-yl)-4-oxo-3h-1-benzopyran-6-yl]-3-methyl-1-oxo-3,4-dihydro-2h-xanthene-4a-carboxylate
12-bromo-6-hydroxy-4-(1h-imidazol-4-ylmethylidene)-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.0²,⁷.0¹⁰,¹⁵]hexadeca-5,10,12,14-tetraen-3-one
4-methoxy-5-methyl-2-[(2e,6e)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]phenol
7-butoxy-3-hydroxy-5-(1-hydroxyhexa-2,4-dien-1-ylidene)-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione
4-{[2-(2,4-dimethoxyphenyl)-1,2,4-triazol-3-yl]methyl}phenol
C17H17N3O3 (311.12698520000004)
(4as,8s,10s,10as,10br)-10-hydroxy-8-(hydroxymethyl)-4a,10b-dimethyl-2h,3h,8h,9h,10h,10ah-naphtho[2,1-b]pyran-1-one
12-bromo-6-hydroxy-4-[hydroxy(3h-imidazol-4-yl)methylidene]-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.0²,⁷.0¹⁰,¹⁵]hexadeca-5,10,12,14-tetraen-3-one
C22H22BrN5O3 (483.09059220000006)
3-{[4-(hex-4-enoyl)-5,7-dihydroxy-3,6,7a-trimethyl-2-oxo-3ah-1-benzofuran-3-yl]-c-hydroxycarbonimidoyl}prop-2-enoic acid
7-(hexa-2,4-dienoyl)-3,6,10-trihydroxy-11-(1-hydroxyhexa-2,4-dien-1-ylidene)-3,5,8,10-tetramethyltricyclo[6.2.2.0²,⁷]dodec-5-ene-4,9,12-trione
(2r,3r,4s,5r,6s)-2-(hydroxymethyl)-6-{[(2r,3r,4s,5r,6r)-2,3,5-trihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}oxane-3,4,5-triol
C12H22O11 (342.11620619999997)
(2r,3e)-2-hydroxy-n-[(2s,3r,4e,8e)-3-hydroxy-9-methyl-1-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}heptadeca-4,8-dien-2-yl]nonadec-3-enimidic acid
1-{3-[(3-acetyl-2,6-dihydroxy-5-methylphenyl)methyl]-2,4-dihydroxy-5-methylphenyl}ethanone
(1s,2s,3s,11r,12r,14r,17r,19s,20r,23r)-2,6,6,14,20-pentamethyl-7,16,18,21,24-pentaoxaspiro[heptacyclo[12.8.1.1³,¹⁹.0¹,¹⁹.0²,¹².0⁵,¹⁰.0¹⁷,²³]tetracosane-11,2'-oxirane]-4,9-diene-8,15,22-trione
(1r,2s,3as,3bs,7s,9ar,9bs,10s,11as)-1-[(2r,3e,5r)-5,6-dimethylhept-3-en-2-yl]-7,10-dihydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-2-yl acetate
(2r)-2-hydroxy-n-[(2s,3r,4e,8e)-3-hydroxy-9-methyl-1-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}pentadeca-4,8-dien-2-yl]nonadecanimidic acid
7-[(acetyloxy)methyl]-3-hydroxy-3-methyloct-6-enoic acid
(1s)-6-hydroxy-1-methoxy-8-methyl-1h,2h,3h-cyclopenta[c]isochromen-5-one
3-{9,10-dihydroxy-7-methoxy-3-methyl-1-oxobenzo[g]isochromen-8-yl}-5-hydroxy-2-methoxy-7-methylnaphthalene-1,4-dione
methyl 2-[4-hydroxy-3-(3-methylbutyl)phenyl]acetate
(1'r,2s,2'r,12's,14's,17's,19's,21's)-21'-hydroxy-2',6',6',14',19'-pentamethyl-7',16',18'-trioxaspiro[oxirane-2,11'-pentacyclo[12.6.1.0²,¹².0⁵,¹⁰.0¹⁷,²¹]henicosane]-4',9'-diene-3',8',15',20'-tetrone
3-{[7-hydroxy-4-(1-hydroxyhex-4-en-1-ylidene)-3,6,7a-trimethyl-2,5-dioxo-3ah-1-benzofuran-3-yl]-c-hydroxycarbonimidoyl}prop-2-enoic acid
(2s,5r,6r)-6-[(1-hydroxy-2-phenylethylidene)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
methyl 3-chloro-2-[2,4-dimethoxy-6-(methoxycarbonyl)phenoxy]-6-hydroxy-4-methylbenzoate
3-hydroxy-5-methylphenyl 2-[(2s)-4-hydroxy-2-methyl-5-oxofuran-2-yl]acetate
2,5-dihydroxy-6-(methoxycarbonyl)-9-oxoxanthene-4-carboxylic acid
(2e)-3-{[(3s,3ar,4z,7as)-7-hydroxy-4-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-3,6,7a-trimethyl-2,5-dioxo-3ah-1-benzofuran-3-yl]-c-hydroxycarbonimidoyl}prop-2-enoic acid
2,6,6,11,14,16-hexamethyl-7,17,19-trioxahexacyclo[12.6.1.1¹,¹⁶.0²,¹².0⁵,¹⁰.0¹⁸,²¹]docosa-4,10-diene-8,15,20,22-tetrone
2-(2,4-dihydroxy-6-methylphenyl)-5,7-dihydroxychromen-4-one
1-(2,4,5-trihydroxy-3,6-dimethylphenyl)hexa-2,4-dien-1-one
(1r,2s,3as,3bs,4r,5s,5as,7s,9as,9bs,10s,11as)-1-[(2r,3e,5r)-5,6-dimethylhept-3-en-2-yl]-4,5,7,10-tetrahydroxy-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-2-yl acetate
(1r,9ar,9br,11ar)-1-[(2r,3e,5r)-5,6-dimethylhept-3-en-2-yl]-9a,11a-dimethyl-1h,2h,3h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one
(3s,6s,9r,12r,19s)-3-benzyl-19-[(2s)-hexan-2-yl]-5,8,11,14,17-pentahydroxy-6-methyl-9,12-bis(2-methylpropyl)-1-oxa-4,7,10,13,16-pentaazacyclononadeca-4,7,10,13,16-pentaen-2-one
methyl 11-hydroxy-2,6,6,11,14,19-hexamethyl-8,15,20-trioxo-7,16,18-trioxapentacyclo[12.6.1.0²,¹².0⁵,¹⁰.0¹⁷,²¹]henicosa-4,9-diene-1-carboxylate
6-hydroxy-4-(1h-imidazol-4-ylmethylidene)-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.0²,⁷.0¹⁰,¹⁵]hexadeca-5,10,12,14-tetraen-3-one
(1r,3s,4s,5e,7s)-7-ethoxy-3-hydroxy-5-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione
methyl (4e,8e)-10-(2,5-dihydroxy-4-methylphenyl)-4,8-dimethyldeca-4,8-dienoate
(3r,6s,9s,12s,21as)-9-benzyl-12-[(2s)-hexan-2-yl]-1,4,7,14-tetrahydroxy-6-methyl-3-(2-methylpropyl)-3h,6h,9h,12h,13h,16h,19h,20h,21h,21ah-pyrrolo[2,1-l]1-oxa-4,7,10,13,16-pentaazacyclononadecane-10,17-dione
(2e)-3-{[(3s,3ar,7as)-4-[(4e)-hex-4-enoyl]-5,7-dihydroxy-3,6,7a-trimethyl-2-oxo-3ah-1-benzofuran-3-yl]-c-hydroxycarbonimidoyl}prop-2-enoic acid
(1s,17s)-3,9-dihydroxy-7-methoxy-17-methyl-16,21-dioxapentacyclo[15.3.1.0²,¹⁵.0⁴,¹³.0⁶,¹¹]henicosa-2,4(13),6(11),7,9,14-hexaene-5,12-dione
2-[(2-{[1-carboxy-3-(c-hydroxycarbonimidoyl)propyl]amino}-1-hydroxypropylidene)amino]benzoic acid
8-[(5,6-dihydroxy-2,3,4-trimethyl-2,3-dihydro-1-benzofuran-7-yl)oxy]-6-hydroxy-3,4,5-trimethyl-3,4-dihydro-2-benzopyran-1-one
(1r,3ar,5r,5ar,7s,9ar,9br,11ar)-1-[(2r,5r)-5,6-dimethylhept-3-en-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthrene-5,7-diol
2,6,6,14,20-pentamethyl-7,16,18,21,24-pentaoxaspiro[heptacyclo[12.8.1.1³,¹⁹.0¹,¹⁹.0²,¹².0⁵,¹⁰.0¹⁷,²³]tetracosane-11,2'-oxirane]-4,9-diene-8,15,22-trione
(7s,9r)-12-bromo-6-hydroxy-4-(3h-imidazol-4-ylmethyl)-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.0²,⁷.0¹⁰,¹⁵]hexadeca-5,10,12,14-tetraen-3-one
(4s,6s)-4-hydroxy-6-[(10r)-10-hydroxy-5,7-dimethylundecyl]oxan-2-one
(1r,3s,4s,5z,7r)-3-hydroxy-7-(4-hydroxy-3-methoxyphenyl)-5-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione
(3s,6s,9r,12r,19s)-3-benzyl-19-[(2s)-butan-2-yl]-5,8,11,14,17-pentahydroxy-6-methyl-9,12-bis(2-methylpropyl)-1-oxa-4,7,10,13,16-pentaazacyclononadeca-4,7,10,13,16-pentaen-2-one
3-{[7-hydroxy-4-(1-hydroxyhexa-2,4-dien-1-ylidene)-3,6,7a-trimethyl-2,5-dioxo-3ah-1-benzofuran-3-yl]-c-hydroxycarbonimidoyl}prop-2-enoic acid
(4r,7r)-4-[(2s)-butan-2-yl]-6-hydroxy-7-isopropyl-4,12-dimethoxy-15-oxa-2,5,8-triazatricyclo[8.5.0.0³,⁸]pentadeca-1(10),2,5,11,13-pentaen-9-one
C20H27N3O5 (389.19506120000005)
2-[(2e,4e)-hexa-2,4-dienoyl]-5-hydroxy-3,6-dimethylcyclohexa-2,5-diene-1,4-dione
1-(5,6-dimethylhept-3-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one
(3r,4s)-8-{[(2r,3s)-5,6-dihydroxy-2,3,4-trimethyl-2,3-dihydro-1-benzofuran-7-yl]oxy}-6-hydroxy-3,4,5-trimethyl-3,4-dihydro-2-benzopyran-1-one
(1s,2s,3s,7r,8r,10s,11e)-7-[(2e,4e)-hexa-2,4-dienoyl]-3,6,10-trihydroxy-11-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-3,5,8,10-tetramethyltricyclo[6.2.2.0²,⁷]dodec-5-ene-4,9,12-trione
11-hydroxy-14-(1h-imidazol-4-ylmethylidene)-2-methoxy-9-(2-methylbut-3-en-2-yl)-2,13,16-triazatetracyclo[7.7.0.0¹,¹³.0³,⁸]hexadeca-3,5,7-triene-12,15-dione
(1r,2r,10s,13r,15r,18r,19s,21s)-7,7,13,18,21-pentamethyl-6,11,14,16-tetraoxaspiro[hexacyclo[16.3.1.0³,⁸.0¹⁰,²¹.0¹²,²⁰.0¹⁵,¹⁹]docosane-2,2'-oxirane]-3,8,12(20)-triene-5,17-dione
(1s,2s,12s,14r,16s,18s,21r)-2,6,6,11,14,16-hexamethyl-7,17,19-trioxahexacyclo[12.6.1.1¹,¹⁶.0²,¹².0⁵,¹⁰.0¹⁸,²¹]docosa-4,10-diene-8,15,20,22-tetrone
2-hydroxy-n-(3-hydroxy-9-methyl-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}pentadeca-4,8-dien-2-yl)nonadecanimidic acid
methyl (3s,4r,4ar)-4,8,9-trihydroxy-7-[(2s)-5-hydroxy-2-(methoxycarbonyl)-2-[(2s,3s)-3-methyl-5-oxooxolan-2-yl]-4-oxo-3h-1-benzopyran-6-yl]-3-methyl-1-oxo-3,4-dihydro-2h-xanthene-4a-carboxylate
(1r,2s,6r,7r,9s,10e)-9-hydroxy-10-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-6-(hydroxymethyl)-7,9-dimethyl-3-oxatricyclo[5.2.2.0²,⁶]undecane-4,8,11-trione
4,13-bis(hexa-2,4-dienoyl)-3,6,7,10,12-pentahydroxy-2,6,9,11-tetramethyl-8-oxatricyclo[7.4.0.0²,⁷]trideca-3,10,12-trien-5-one
15-(5,6-dimethylhept-3-en-2-yl)-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-1(11)-ene-5,10-diol
5-hydroxy-4-methyl-1-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)-7-oxabicyclo[4.1.0]hept-3-en-2-one
(2r,3r,5r,6r,9r,13s,15s)-6-[(2e)-4,5-dihydroxyhex-2-en-2-yl]-3,15-dihydroxy-5-methyltetracyclo[11.4.1.0²,¹⁰.0⁵,⁹]octadeca-1(17),10-dien-12-one
(6r,7r)-3-[(acetyloxy)methyl]-7-[(5-carboxy-1-hydroxypentylidene)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
6,29-dihydroxy-7,9,16,30-tetramethyl-18,28-diazahexacyclo[14.13.1.0¹,¹³.0¹⁷,²⁵.0¹⁹,²⁴.0²⁷,³⁰]triaconta-3,7,11,17(25),19,21,23,28-octaene-2,5-dione
9-hydroxy-10-(1-hydroxyhexa-2,4-dien-1-ylidene)-6-(hydroxymethyl)-7,9-dimethyl-3-oxatricyclo[5.2.2.0²,⁶]undecane-4,8,11-trione
4-methoxy-5-methyl-2-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)phenol
n-{2-acetyl-4-methyl-3-[2-methyl-3-(4-nitrophenyl)oxirane-2-carbonyl]-1,3-oxazolidin-5-yl}-2-methyl-3-(4-nitrophenyl)oxirane-2-carboximidic acid
2-(hexa-2,4-dienoyl)-5-hydroxy-3,6-dimethylcyclohexa-2,5-diene-1,4-dione
(2r,5r)-2,5-dimethyl-1,4-bis[(2s,3r)-2-methyl-3-(4-nitrophenyl)oxirane-2-carbonyl]piperazine
methyl (3s,4r,4ar)-4,8,9-trihydroxy-7-[(2r)-5-hydroxy-2-(methoxycarbonyl)-2-[(2s,3s)-3-methyl-5-oxooxolan-2-yl]-4-oxo-3h-1-benzopyran-6-yl]-3-methyl-1-oxo-3,4-dihydro-2h-xanthene-4a-carboxylate
(4e,7s,9r)-12-bromo-6-hydroxy-4-(3h-imidazol-4-ylmethylidene)-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.0²,⁷.0¹⁰,¹⁵]hexadeca-5,10,12,14-tetraen-3-one
2-hydroxy-n-(3-hydroxy-9-methyl-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}pentadeca-4,8-dien-2-yl)nonadec-3-enimidic acid
7,7,13,18,21-pentamethyl-6,11,14,16-tetraoxaspiro[hexacyclo[16.3.1.0³,⁸.0¹⁰,²¹.0¹²,²⁰.0¹⁵,¹⁹]docosane-2,2'-oxirane]-3,8,12(20)-triene-5,17-dione
7-ethoxy-5,6-dihydroxy-3-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,5-dimethylbicyclo[2.2.2]octan-2-one
(1r,5r,6r)-5-hydroxy-4-methyl-1-[(2e,6e)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]-7-oxabicyclo[4.1.0]hept-3-en-2-one
5,6-dihydroxy-2-(1-hydroxyhexa-2,4-dien-1-ylidene)-4,6-dimethylcyclohex-4-ene-1,3-dione
3-hydroxy-11-(hydroxymethyl)-2,6,11,14-tetramethyltetracyclo[7.6.0.0¹,⁶.0¹⁰,¹⁴]pentadecan-5-one
2-[(1-{[2-(c-hydroxycarbonimidoyl)phenyl]-c-hydroxycarbonimidoyl}ethyl)-c-hydroxycarbonimidoyl]acetic acid
ethyl 3,5-dichloro-2-hydroxy-6-[4-hydroxy-2-methoxy-6-(methoxycarbonyl)phenoxy]-4-methylbenzoate
(3r,5r,7r,8s)-3-methoxy-3,7,8,10-tetramethyl-2,6-dioxatricyclo[7.3.1.0⁵,¹³]trideca-1(13),9,11-trien-11-ol
11-hydroxy-14-(1h-imidazol-4-ylmethylidene)-2-methoxy-9-(2-methylbut-3-en-2-yl)-2,13,16-triazatetracyclo[7.7.0.0¹,¹³.0³,⁸]hexadeca-3,5,7,10-tetraene-12,15-dione
C23H23N5O4 (433.17499580000003)
methyl (1r,2s,12r,14r,16r,18s,21s)-2,6,6,11,14,16-hexamethyl-8,15,20-trioxo-7,17,19-trioxapentacyclo[12.6.1.0²,¹².0⁵,¹⁰.0¹⁸,²¹]henicosa-4,10-diene-16-carboxylate
methyl 2-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]acetate
(2e)-4-methoxy-n-[(2s)-1-methoxy-1-oxopropan-2-yl]-4-oxobut-2-enimidic acid
1-(5,6-dimethylhept-3-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,5h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthrene-5,5a,7-triol
(1s,9s,14z)-11,15-dihydroxy-14-(3h-imidazol-4-ylmethylidene)-2-methoxy-9-(2-methylbut-3-en-2-yl)-2,13,16-triazatetracyclo[7.7.0.0¹,¹³.0³,⁸]hexadeca-3,5,7,10,15-pentaen-12-one
C23H23N5O4 (433.17499580000003)
2-[2-chloro-5-hydroxy-6-(methoxycarbonyl)-3-methylphenoxy]-3,5-dimethoxybenzoic acid
(1r,3s,4s,5z,7s)-3-hydroxy-7-(4-hydroxy-3-methoxyphenyl)-5-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione
(1r,4r)-1-[(2s)-butan-2-yl]-3-hydroxy-4-isopropyl-1,8-dimethoxy-4h-pyrazino[2,1-b]quinazolin-6-one
C20H27N3O4 (373.20014620000006)
4-hydroxy-6-(10-hydroxy-5,7-dimethylundecyl)oxan-2-one
(2s,3r)-n-[(2s,4s,5s)-2-acetyl-4-methyl-3-[(2s,3r)-2-methyl-3-(4-nitrophenyl)oxirane-2-carbonyl]-1,3-oxazolidin-5-yl]-2-methyl-3-(4-nitrophenyl)oxirane-2-carboximidic acid
(4e)-1-(2,4,5-trihydroxy-3,6-dimethylphenyl)hex-4-en-1-one
1,3-dihydroxypropan-2-yl 2,4-dihydroxy-6-methylbenzoate
(1r,3ar,5r,5ar,7s,9ar,9br,11ar)-1-[(2r,3e,5r)-5,6-dimethylhept-3-en-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthrene-5,7-diol
6-(4,5-dihydroxyhex-2-en-2-yl)-15-hydroxy-5-methyltetracyclo[11.4.1.0²,¹⁰.0⁵,⁹]octadeca-1(17),10-dien-12-one
3,6-dimethyl-2-[(2s,4s)-4-methylhexan-2-yl]pyran-4-one
7-ethoxy-3-hydroxy-5-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione
7-(hexa-2,4-dienoyl)-3-hydroxy-8-(3-hydroxy-2,4-dimethyl-5-oxofuran-2-yl)-5-(1-hydroxyhexa-2,4-dien-1-ylidene)-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione
3,9-dihydroxy-7-methoxy-17-methyl-16,21-dioxapentacyclo[15.3.1.0²,¹⁵.0⁴,¹³.0⁶,¹¹]henicosa-2,4(13),6(11),7,9,14-hexaene-5,12-dione
(4e)-1-(2,4-dihydroxy-3,5-dimethylphenyl)hex-4-en-1-one
(4z,7s,9r)-12-bromo-6-hydroxy-4-[hydroxy(3h-imidazol-4-yl)methylidene]-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.0²,⁷.0¹⁰,¹⁵]hexadeca-5,10,12,14-tetraen-3-one
C22H22BrN5O3 (483.09059220000006)
1-(5,6-dimethylhept-3-en-2-yl)-4,5,7,10-tetrahydroxy-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-2-yl acetate
(3s,4s)-5-(7-methoxy-2,2-dimethylchromene-8-carbonyl)-8-methyl-3-(prop-1-en-2-yl)-3,4-dihydro-2h-1-benzopyran-4,6-diol
5-[(1s)-1-hydroxybutyl]-6-(hydroxymethyl)pyridin-2-ol
(14e)-11,15-dihydroxy-14-(3h-imidazol-4-ylmethylidene)-2-methoxy-9-(2-methylbut-3-en-2-yl)-2,13,16-triazatetracyclo[7.7.0.0¹,¹³.0³,⁸]hexadeca-3,5,7,10,15-pentaen-12-one
C23H23N5O4 (433.17499580000003)
6-[(1-hydroxy-2-phenylethylidene)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
(2r,5r,6r,9r,13s,15s)-6-[(2z)-4,5-dihydroxyhex-2-en-2-yl]-15-hydroxy-5-methyltetracyclo[11.4.1.0²,¹⁰.0⁵,⁹]octadeca-1(17),10-dien-12-one
6-(2,4-dihydroxybutan-2-yl)-15-hydroxy-5-methyltetracyclo[11.4.1.0²,¹⁰.0⁵,⁹]octadeca-1(17),10-dien-12-one
methyl (3s,4r,4ar)-4,8,9-trihydroxy-7-[(2r)-5-hydroxy-2-(methoxycarbonyl)-2-[(2r,3r)-3-methyl-5-oxooxolan-2-yl]-4-oxo-3h-1-benzopyran-6-yl]-3-methyl-1-oxo-3,4-dihydro-2h-xanthene-4a-carboxylate
2,5-dihydroxy-6-(1-hydroxyhexa-2,4-dien-1-ylidene)-2,4-dimethylcyclohex-4-ene-1,3-dione
(2r,6z)-2,5-dihydroxy-6-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-2,4-dimethylcyclohex-4-ene-1,3-dione
3,6-dimethyl-2,5-bis[2-methyl-3-(4-nitrophenyl)oxirane-2-carbonyl]-7-oxa-2,5-diazabicyclo[2.2.1]heptane
(1r,4z,7r,9s)-6-hydroxy-4-(3h-imidazol-4-ylmethylidene)-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.0²,⁷.0¹⁰,¹⁵]hexadeca-5,10,12,14-tetraen-3-one
(2r,3e)-2-hydroxy-n-[(2s,3r,4e,8z)-3-hydroxy-1-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexadeca-4,8-dien-2-yl]octadec-3-enimidic acid
(3s,6s,9r,12s,19s)-5,8,11,14,17-pentahydroxy-3,12-diisopropyl-6-methyl-9-(2-methylpropyl)-19-[(2s)-octan-2-yl]-1-oxa-4,7,10,13,16-pentaazacyclononadeca-4,7,10,13,16-pentaen-2-one
C32H57N5O7 (623.4257772000001)
(4s,6s)-6-[(10r)-7,10-dihydroxy-5,7-dimethylundecyl]-4-hydroxyoxan-2-one
(3s,4s)-5-(7-hydroxy-2,2-dimethylchromene-8-carbonyl)-8-methyl-3-(prop-1-en-2-yl)-3,4-dihydro-2h-1-benzopyran-4,6-diol
(1r,3s,4s,5e,7s)-7-ethoxy-3-hydroxy-5-[(4e)-1-hydroxyhex-4-en-1-ylidene]-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione
(1r,2r,4e,6s,7s,9s,13z)-6,7,10-trihydroxy-4,13-bis[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-2,6,9,11-tetramethyl-8-oxatricyclo[7.4.0.0²,⁷]tridec-10-ene-3,5,12-trione
methyl 2,6,6,11,14,16-hexamethyl-8,15,20-trioxo-7,17,19-trioxapentacyclo[12.6.1.0²,¹².0⁵,¹⁰.0¹⁸,²¹]henicosa-4,10-diene-16-carboxylate
4-(hexa-2,4-dienoyl)-3,6-dihydroxy-2,6-dimethylcyclohexa-2,4-dien-1-one
5-{[(1r)-1-amino-1-{[(1s)-1-carboxy-2-methylpropyl]-c-hydroxycarbonimidoyl}-2-sulfanylethyl]-c-hydroxycarbonimidoyl}pentanoic acid
C14H25N3O6S (363.14639900000003)
7-ethoxy-3-hydroxy-5-(1-hydroxyhexa-2,4-dien-1-ylidene)-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione
19-hydroxy-7,7,13,18,21-pentamethyl-6,11,14,16-tetraoxaspiro[hexacyclo[16.3.1.0³,⁸.0¹⁰,²¹.0¹²,²⁰.0¹⁵,¹⁹]docosane-2,2'-oxirane]-3,8,12(20)-triene-5,17-dione
(2e,4e)-1-(2,4,5-trihydroxy-3,6-dimethylphenyl)hexa-2,4-dien-1-one
methyl (1s,2s,11s,12r,14r,17r,19r,21r)-11-hydroxy-2,6,6,11,14,19-hexamethyl-8,15,20-trioxo-7,16,18-trioxapentacyclo[12.6.1.0²,¹².0⁵,¹⁰.0¹⁷,²¹]henicosa-4,9-diene-1-carboxylate
(2r,3e)-2-hydroxy-n-[(2s,3r,4e,8e)-3-hydroxy-9-methyl-1-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}pentadeca-4,8-dien-2-yl]nonadec-3-enimidic acid
3,13-dihydroxy-2,6,11,11,14-pentamethyltetracyclo[7.6.0.0¹,⁶.0¹⁰,¹⁴]pentadecan-5-one
2,5-dimethyl-1,4-bis[2-methyl-3-(4-nitrophenyl)oxirane-2-carbonyl]piperazine
(6e)-7-[(acetyloxy)methyl]-3-hydroxy-3-methyloct-6-enoic acid
1-(5,6-dimethylhept-3-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,5ah,6h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthrene-5,7-dione
(2e)-n,n'-bis[(2s)-1-methoxy-1-oxopropan-2-yl]but-2-enediimidic acid
1-(2,4-dihydroxy-3,5-dimethylphenyl)hex-4-en-1-one
(14z)-11,15-dihydroxy-14-(3h-imidazol-4-ylmethylidene)-2-methoxy-9-(2-methylbut-3-en-2-yl)-2,13,16-triazatetracyclo[7.7.0.0¹,¹³.0³,⁸]hexadeca-3,5,7,10,15-pentaen-12-one
C23H23N5O4 (433.17499580000003)
(2r,6e)-2,5-dihydroxy-6-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-2,4-dimethylcyclohex-4-ene-1,3-dione
2-({2-[(2-carboxy-1-hydroxyethylidene)amino]-1-hydroxypropylidene}amino)benzoic acid
6-hydroxy-1-methoxy-8-methyl-1h,2h,3h-cyclopenta[c]isochromen-5-one
6-(7,10-dihydroxy-5,7-dimethylundecyl)-4-hydroxyoxan-2-one
4-[(2e,4e)-hexa-2,4-dienoyl]-5-hydroxy-3,6-dimethylcyclohexa-3,5-diene-1,2-dione
methyl 10-(2,5-dihydroxy-4-methylphenyl)-4,8-dimethyldeca-4,8-dienoate
(1r,3s,4s)-7-ethoxy-5-[(4e)-hex-4-enoyl]-3,6-dihydroxy-1,3-dimethylbicyclo[2.2.2]oct-5-en-2-one
(3s,6s,9r,12r,19s)-3-benzyl-5,8,11,14,17-pentahydroxy-6-methyl-9,12-bis(2-methylpropyl)-19-[(2s)-octan-2-yl]-1-oxa-4,7,10,13,16-pentaazacyclononadeca-4,7,10,13,16-pentaen-2-one
(1r,3s,4s,5e,7s)-7-butoxy-3-hydroxy-5-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione
(1r,2s,7s,14s,15r)-7-methoxy-14,15-dimethyl-8,16-dioxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-9(17),10,12-triene-11,12-diol
(1s,4e,7s,9r)-6-hydroxy-4-(3h-imidazol-4-ylmethylidene)-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.0²,⁷.0¹⁰,¹⁵]hexadeca-5,10,12,14-tetraen-3-one
(1r,2r,10s,13r,15r,18r,19r,21s)-19-hydroxy-7,7,13,18,21-pentamethyl-6,11,14,16-tetraoxaspiro[hexacyclo[16.3.1.0³,⁸.0¹⁰,²¹.0¹²,²⁰.0¹⁵,¹⁹]docosane-2,2'-oxirane]-3,8,12(20)-triene-5,17-dione
(6r,7s)-3-[(acetyloxy)methyl]-7-{[(5s)-5-amino-5-carboxy-1-hydroxypentylidene]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
C16H21N3O8S (415.10493060000005)
7-ethoxy-3-hydroxy-5-(1-hydroxyhex-4-en-1-ylidene)-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione
(6r,7r,17s,18r)-3,6-dihydroxy-4,6,7,15,17,18-hexamethyl-8,11,19-trioxapentacyclo[10.7.1.0²,¹⁰.0⁵,⁹.0¹⁶,²⁰]icosa-1(20),2,4,9,12,15-hexaen-14-one
(1's,3s,4's,8's)-4',11',11'-trimethyl-7-(3-methylbut-2-en-1-yl)-3',14'-diazaspiro[indole-3,12'-tetracyclo[6.5.2.0¹,¹⁰.0³,⁸]pentadecan]-14'-ene-2,15'-diol
2-hydroxy-n-(3-hydroxy-9-methyl-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}heptadeca-4,8-dien-2-yl)nonadec-3-enimidic acid
(6s)-4-[(2e,4e)-hexa-2,4-dienoyl]-3,6-dihydroxy-2,6-dimethylcyclohexa-2,4-dien-1-one
1-(5,6-dimethylhept-3-en-2-yl)-7,10-dihydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-2-yl acetate
methyl (1s,2s,4r,6s,12r,13r,15r,18r,20r,22r)-2,7,7,15,20-pentamethyl-9,16,21-trioxo-5,8,17,19-tetraoxaspiro[hexacyclo[13.6.1.0²,¹³.0⁴,⁶.0⁶,¹¹.0¹⁸,²²]docosane-12,2'-oxiran]-10-ene-1-carboxylate
4-(hexa-2,4-dienoyl)-5-hydroxy-3,6-dimethylcyclohexa-3,5-diene-1,2-dione
(1r,3z,4s,5r,6s,7s)-7-ethoxy-5,6-dihydroxy-3-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,5-dimethylbicyclo[2.2.2]octan-2-one
(3s,6s,9r,12s,19s)-19-[(2s)-hexan-2-yl]-5,8,11,14,17-pentahydroxy-3,12-diisopropyl-6-methyl-9-(2-methylpropyl)-1-oxa-4,7,10,13,16-pentaazacyclononadeca-4,7,10,13,16-pentaen-2-one
2-[2,4-dichloro-5-hydroxy-6-(methoxycarbonyl)-3-methylphenoxy]-3,5-dimethoxybenzoic acid
C18H16Cl2O8 (430.02221959999997)
(1s,2s,3s,7r,8r,10s,11e)-7-[(4e)-hex-4-enoyl]-3,6,10-trihydroxy-11-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-3,5,8,10-tetramethyltricyclo[6.2.2.0²,⁷]dodec-5-ene-4,9,12-trione
(4e)-1-(2,4-dihydroxy-5-methylphenyl)hex-4-en-1-one
(2e)-3-{[(3s,3ar,4z,7as)-7-hydroxy-4-[(4e)-1-hydroxyhex-4-en-1-ylidene]-3,6,7a-trimethyl-2,5-dioxo-3ah-1-benzofuran-3-yl]-c-hydroxycarbonimidoyl}prop-2-enoic acid
(3s,3ar,4s,6as,10s,17ar)-1-hydroxy-3-(1h-indol-3-ylmethyl)-4,5,10,12-tetramethyl-3h,3ah,4h,6ah,9h,10h,13h,15h,16h-cyclotrideca[d]isoindole-14,17-dione
C32H38N2O3 (498.28822779999996)
(2s,3r,4r,5s,6r)-6-(hydroxymethyl)-5-{[(2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-2,3,4-triol
C12H22O11 (342.11620619999997)