NCBI Taxonomy: 40380

Aspergillus ochraceus (ncbi_taxid: 40380)

found 171 associated metabolites at species taxonomy rank level.

Ancestor: Aspergillus subgen. Circumdati

Child Taxonomies: none taxonomy data.

Galactitol

Galactitol, Pharmaceutical Secondary Standard; Certified Reference Material

C6H14O6 (182.079)


Galactitol or dulcitol is a sugar alcohol that is a metabolic breakdown product of galactose. Galactose is derived from lactose in food (such as dairy products). When lactose is broken down by the enzyme lactase it produces glucose and galactose. Galactitol has a slightly sweet taste. It is produced from galactose in a reaction catalyzed by aldose reductase. When present in sufficiently high levels, galactitol can act as a metabotoxin, a neurotoxin, and a hepatotoxin. A neurotoxin is a compound that disrupts or attacks neural cells and neural tissue. A hepatotoxin as a compound that disrupts or attacks liver tissue or liver cells. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of galactitol are associated with at least two inborn errors of metabolism, including galactosemia and galactosemia type II. Galactosemia is a rare genetic metabolic disorder that affects an individuals ability to metabolize the sugar galactose properly. Excess lactose consumption in individuals with galactose intolerance or galactosemia activates aldose reductase to produce galactitol, thus depleting NADPH and leading to lowered glutathione reductase activity. As a result, hydrogen peroxide or other free radicals accumulate causing serious oxidative damage to various cells and tissues. In individuals with galactosemia, the enzymes needed for the further metabolism of galactose (galactose-1-phosphate uridyltransferase) are severely diminished or missing entirely, leading to toxic levels of galactose 1-phosphate, galactitol, and galactonate. High levels of galactitol in infants are specifically associated with hepatomegaly (an enlarged liver), cirrhosis, renal failure, cataracts, vomiting, seizure, hypoglycemia, lethargy, brain damage, and ovarian failure. Galactitol is an optically inactive hexitol having meso-configuration. It has a role as a metabolite, a human metabolite, an Escherichia coli metabolite and a mouse metabolite. Galactitol is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Galactitol is a natural product found in Elaeodendron croceum, Salacia chinensis, and other organisms with data available. Galactitol is a naturally occurring product of plants obtained following reduction of galactose. It appears as a white crystalline powder with a slight sweet taste. It may form in excess in the lens of the eye in galactosemias a deficiency of galactokinase. A naturally occurring product of plants obtained following reduction of GALACTOSE. It appears as a white crystalline powder with a slight sweet taste. It may form in excess in the lens of the eye in GALACTOSEMIAS, a deficiency of GALACTOKINASE. A naturally occurring product of plants obtained following reduction of galactose. It appears as a white crystalline powder with a slight sweet taste.; Dulcitol (or galactitol) is a sugar alcohol, the reduction product of galactose. Galactitol in the urine is a biomarker for the consumption of milk. Galactitol is found in many foods, some of which are elliotts blueberry, italian sweet red pepper, catjang pea, and green bean. An optically inactive hexitol having meso-configuration. 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 in part by CREST/JST. Dulcite is a sugar alcohol with a slightly sweet taste which is a metabolic breakdown product of galactose. Dulcite is a sugar alcohol with a slightly sweet taste which is a metabolic breakdown product of galactose.

   

Ergosterol

(1R,3aR,7S,9aR,9bS,11aR)-1-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-9a,11a-dimethyl-1H,2H,3H,3aH,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-ol

C28H44O (396.3392)


Ergosterol is a phytosterol consisting of ergostane having double bonds at the 5,6-, 7,8- and 22,23-positions as well as a 3beta-hydroxy group. It has a role as a fungal metabolite and a Saccharomyces cerevisiae metabolite. It is a 3beta-sterol, an ergostanoid, a 3beta-hydroxy-Delta(5)-steroid and a member of phytosterols. A steroid of interest both because its biosynthesis in FUNGI is a target of ANTIFUNGAL AGENTS, notably AZOLES, and because when it is present in SKIN of animals, ULTRAVIOLET RAYS break a bond to result in ERGOCALCIFEROL. Ergosterol is a natural product found in Gladiolus italicus, Ramaria formosa, and other organisms with data available. ergosterol is a metabolite found in or produced by Saccharomyces cerevisiae. A steroid occurring in FUNGI. Irradiation with ULTRAVIOLET RAYS results in formation of ERGOCALCIFEROL (vitamin D2). See also: Reishi (part of). Ergosterol, also known as provitamin D2, belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Thus, ergosterol is considered to be a sterol lipid molecule. Ergosterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Ergosterol is the biological precursor to vitamin D2. It is turned into viosterol by ultraviolet light, and is then converted into ergocalciferol, which is a form of vitamin D. Ergosterol is a component of fungal cell membranes, serving the same function that cholesterol serves in animal cells. Ergosterol is not found in mammalian cell membranes. A phytosterol consisting of ergostane having double bonds at the 5,6-, 7,8- and 22,23-positions as well as a 3beta-hydroxy group. Ergosterol. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=57-87-4 (retrieved 2024-07-12) (CAS RN: 57-87-4). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Ergosterol is the primary sterol found in fungi, with antioxidative, anti-proliferative, and anti-inflammatory effects. Ergosterol is the primary sterol found in fungi, with antioxidative, anti-proliferative, and anti-inflammatory effects.

   

Ochratoxin A

(2S)-2-{[(3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-carbonyl]amino}-3-phenylpropanoic acid

C20H18ClNO6 (403.0823)


Ochratoxin A is found in barley. Mycotoxin. Ochratoxin A is produced by Aspergillus melleus, Aspergillus sulphureus and Penicillium viridicatum.Potential contaminant of foodstuffs, especially cereals. Ochratoxin A is found in stored grain products in UK (1997).Ochratoxin A, a toxin produced by Aspergillus ochraceus and Penicillium verrucosum, is one of the most abundant food-contaminating mycotoxins in the world. Human exposure occurs mainly through consumption of improperly stored food products, particularly contaminated grain and pork products, as well as coffee, wine grapes and dried grapes. The toxin has been found in the tissues and organs of animals, including human blood and breast milk. Ochratoxin A toxicity has large species- and sex-specific differences Mycotoxin. Production by Aspergillus melleus, Aspergillus sulphureus and Penicillium viridicatum.Potential contaminant of foodstuffs, especially cereals. Found in stored grain products in UK (1997) D002317 - Cardiovascular Agents > D002121 - Calcium Channel Blockers D009676 - Noxae > D011042 - Poisons > D009793 - Ochratoxins D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins D000077264 - Calcium-Regulating Hormones and Agents D009676 - Noxae > D002273 - Carcinogens D049990 - Membrane Transport Modulators

   

Erythritol

1,2,3,4-Butanetetrol,(2R,3R)-rel-

C4H10O4 (122.0579)


Erythritol is a sugar alcohol (or polyol), used as a food additive and sugar substitute. It is naturally occurring and is made from corn using enzymes and fermentation. Its formula is C4H10O4, or HO(CH2)(CHOH)2(CH2)OH; specifically, one particular stereoisomer with that formula. Erythritol is 60–70\\\\\% as sweet as sucrose (table sugar), yet it is almost noncaloric and does not affect blood sugar or cause tooth decay. Erythritol occurs widely in nature and has been found to occur naturally in several foods including wine, sake, beer, watermelon, pear, grape, and soy sauce. Evidence indicates that erythritol also exists endogenously in the tissues and body fluids of humans and animals. Erythritol is absorbed from the proximal intestine by passive diffusion in a manner similar to that of many low molecular weight organic molecules which do not have associated active transport systems. The rate of absorption is related to their molecular size. It passes through the intestinal membranes at a faster rate than larger molecules such as mannitol or glucose. In diabetics, erythritol has also been shown to be rapidly absorbed and excreted unchanged in the urine. Following absorption, ingested erythritol is rapidly distributed throughout the body and has been reported to occur in hepatocytes, pancreatic cells, and vascular smooth muscle cells. Erythritol also has been reported to cross the human placenta and to pass slowly from the plasma into the brain and cerebrospinal fluid (PMID:9862657). Erythritol is found to be associated with ribose-5-phosphate isomerase deficiency, which is an inborn error of metabolism. Bulk sweetener with good taste props. Not metabolised, excreted unchanged in urine. Less sweet than sucrose. Use not yet permitted in most countries (1997). GRAS status for use as a sweetener, thickener, stabiliser, humectant, etc. in food meso-Erythritol is a sugar alcohol that occurs naturally in a variety of foods (e.g., pear, watermelon), is 60-80\\% as sweet as sucrose, and is an approved low-calorie sweetener food additive[1]. meso-Erythritol is a sugar alcohol that occurs naturally in a variety of foods (e.g., pear, watermelon), is 60-80\% as sweet as sucrose, and is an approved low-calorie sweetener food additive[1].

   

penicillic acid

(2E)-3-methoxy-5-methyl-4-oxohexa-2,5-dienoic acid

C8H10O4 (170.0579)


D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins CONFIDENCE isolated standard

   

Patulin

(2,4-Dihydroxy-2H-pyran-3(6H)-ylidene)acetic acid, 3,4-lactone

C7H6O4 (154.0266)


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].

   

Orthosporin

3-(2-hydroxypropyl)-6,8-dihydroxy-1H-isochromen-1-one

C12H12O5 (236.0685)


   

Ergosterol peroxide

5-[(3E)-5,6-dimethylhept-3-en-2-yl]-6,10-dimethyl-16,17-dioxapentacyclo[13.2.2.0¹,⁹.0²,⁶.0¹⁰,¹⁵]nonadec-18-en-13-ol

C28H44O3 (428.329)


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.

   

Ochratoxin B

2-{[hydroxy(8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-yl)methylidene]amino}-3-phenylpropanoic acid

C20H19NO6 (369.1212)


Ochratoxin B is a metabolite of Aspergillus ochraceu

   

(-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-one

4,8-dihydroxy-3-methyl-3,4-dihydro-1H-2-benzopyran-1-one

C10H10O4 (194.0579)


(-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-one is found in fats and oils. (-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-one is isolated from Moringa oleifera (horseradish tree

   

3,5-Dihydroxyergosta-7,22-dien-6-one

14-[(3E)-5,6-dimethylhept-3-en-2-yl]-5,7-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-8-one

C28H44O3 (428.329)


3,5-Dihydroxyergosta-7,22-dien-6-one is found in mushrooms. 3,5-Dihydroxyergosta-7,22-dien-6-one is a constituent of Grifola frondosa (maitake) Constituent of Grifola frondosa (maitake). 3,5-Dihydroxyergosta-7,22-dien-6-one is found in mushrooms.

   

Ochratoxin C

5-chloro-N-(1-ethoxy-1-oxo-3-phenylpropan-2-yl)-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-carboximidic acid

C22H22ClNO6 (431.1136)


Ochratoxin C is a metabolite of Aspergillus ochraceu

   

5,6-Epoxiergosta-8,22-diene-3,7-diol

15-[(3E)-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

C28H44O3 (428.329)


5,6-Epoxiergosta-8,22-diene-3,7-diol is found in mushrooms. 5,6-Epoxiergosta-8,22-diene-3,7-diol is a constituent of Tricholoma portentosum Constituent of Tricholoma portentosum. 5,6-Epoxiergosta-8,22-diene-3,7-diol is found in mushrooms.

   

(R)N-(5-Chloro-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1H-2-benzopyran-7-yl)phenylalanine

2-{[(5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-yl)(hydroxy)methylidene]amino}-3-phenylpropanoic acid

C20H18ClNO6 (403.0823)


   

D-Iditol

hexane-1,2,3,4,5,6-hexol

C6H14O6 (182.079)


Permitted bulk sweetener for foods. Sweetening agent. Food additive, used as anticaking agent, lubricant, for stabiliser and thickener, and for other uses in food processing

   

(3S,9S,10R,13R,17R)-17-((2R,5R,E)-5,6-Dimethylhept-3-en-2-yl)-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

14-(5,6-dimethylhept-3-en-2-yl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-7,9-dien-5-ol

C28H44O (396.3392)


   

Penicillic acid

3-Methoxy-5-methyl-4-oxo-2,5-hexadienoic acid

C8H10O4 (170.0579)


   

Mellein

(3R)-8-hydroxy-3-methyl-3,4-dihydro-1H-2-benzopyran-1-one

C10H10O3 (178.063)


Mellein, also known as (R)-mellein, is a member of the class of compounds known as 2-benzopyrans. 2-benzopyrans are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 2-position. Mellein is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Mellein can be found in cocoa powder, which makes mellein a potential biomarker for the consumption of this food product. Mellein is a dihydroisocoumarin, a phenolic compound produced by Aspergillus ochraceus .

   

Mellein

8-hydroxy-3-methyl-3,4-dihydroisochromen-1-one

C10H10O3 (178.063)


D009676 - Noxae > D011042 - Poisons > D009793 - Ochratoxins D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins CONFIDENCE isolated standard

   

Cerevisterol

(22E)-Ergosta-7,22-diene-3beta,5alpha,6beta-triol

C28H46O3 (430.3447)


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].

   

QMACPZZZSHLKJM-UHFFFAOYSA-

QMACPZZZSHLKJM-UHFFFAOYSA-

C17H13N3O2 (291.1008)


   

2-(3-METHYLOXIRAN-2-YL)HEX-3-ENE-1,2,5-TRIOL

2-(3-METHYLOXIRAN-2-YL)HEX-3-ENE-1,2,5-TRIOL

C9H16O4 (188.1049)


   

stephacidin A

(+)-Stephacidin A

C26H29N3O3 (431.2209)


   

Ergosterol peroxide

Ergosterol peroxide

C28H44O3 (428.329)


   

Aspyrone

Aspyrone

C9H12O4 (184.0736)


A member of the class of 2-pyranones that is 5,6-dihydro-2H-pyran-2-one in which the hydrogens at positions 3, 5S and 6R are replaced by (2S,3S)-3-methyloxiran-2-yl, hydroxy and methyl groups, respectively. It is a fungal metabolite isolated from Aspergillus melleus and exhibits nematicidal, antibacterial and antifungal properties.

   

Ochratoxin A

NCGC00162403-05_C20H18ClNO6_L-Phenylalanine, N-[[(3R)-5-chloro-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1H-2-benzopyran-7-yl]carbonyl]-

C20H18ClNO6 (403.0823)


A phenylalanine derivative resulting from the formal condensation of the amino group of L-phenylalanine with the carboxy group of (3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-carboxylic acid (ochratoxin alpha). It is among the most widely occurring food-contaminating mycotoxins, produced by Aspergillus ochraceus, Aspergillus carbonarius and Penicillium verrucosum. D002317 - Cardiovascular Agents > D002121 - Calcium Channel Blockers D009676 - Noxae > D011042 - Poisons > D009793 - Ochratoxins D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins D000077264 - Calcium-Regulating Hormones and Agents D009676 - Noxae > D002273 - Carcinogens D049990 - Membrane Transport Modulators CONFIDENCE standard compound; INTERNAL_ID 5966 CONFIDENCE Reference Standard (Level 1)

   

ochrindole A

ochrindole A

C29H28N2O3 (452.21)


A bisindole alkaloid that is phenol bearing a 3,3-dimethylallyl group at position 4, two methoxy groups at positions 3 and 6, and two indol-3-yl groups at positions 2 and 5. It is a natural product isolated from the sclerotia of Aspergillus orbraceus, with moderate activity against some insects, as well as Gram-positive bacteria.

   
   
   

Murayaquinone

Murayaquinone

C19H16O5 (324.0998)


   

Ergosterol

(3S,9S,10R,13R,14R,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol

C28H44O (396.3392)


Indicator of fungal contamination, especies in cereals. Occurs in yeast and fungi. The main fungal steroidand is also found in small amts. in higher plant prods., e.g. palm oil [DFC]. D018977 - Micronutrients > D014815 - Vitamins > D000072664 - Provitamins Disclaimer: While authors make an effort to ensure that the content of this record is accurate, the authors make no representations or warranties in relation to the accuracy or completeness of the record. This record do not reflect any viewpoints of the affiliation and organization to which the authors belong. Ergosterol is the primary sterol found in fungi, with antioxidative, anti-proliferative, and anti-inflammatory effects. Ergosterol is the primary sterol found in fungi, with antioxidative, anti-proliferative, and anti-inflammatory effects.

   

Galactitol

(2R,3S,4R,5S)-hexane-1,2,3,4,5,6-hexol

C6H14O6 (182.079)


COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Dulcite is a sugar alcohol with a slightly sweet taste which is a metabolic breakdown product of galactose. Dulcite is a sugar alcohol with a slightly sweet taste which is a metabolic breakdown product of galactose.

   

patulin

4-hydroxy-4,6-dihydrofuro[3,2-c]pyran-2-one

C7H6O4 (154.0266)


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].

   

Erythrit

rel-(2R,3S)-1,2,3,4-Butanetetrol

C4H10O4 (122.0579)


D002317 - Cardiovascular Agents > D014665 - Vasodilator Agents The meso-diastereomer of butane-1,2,3,4-tetrol. meso-Erythritol is a sugar alcohol that occurs naturally in a variety of foods (e.g., pear, watermelon), is 60-80\\% as sweet as sucrose, and is an approved low-calorie sweetener food additive[1]. meso-Erythritol is a sugar alcohol that occurs naturally in a variety of foods (e.g., pear, watermelon), is 60-80\% as sweet as sucrose, and is an approved low-calorie sweetener food additive[1].

   

MESO-erythritol

1,2,3,4-Butanetetrol,(2R,3R)-rel-

C4H10O4 (122.0579)


   

3,4-Dihydro-8-hydroxy-3-methyl-1-oxo-1H-2-benzopyran-7-carboxylic acid

3,4-Dihydro-8-hydroxy-3-methyl-1-oxo-1H-2-benzopyran-7-carboxylic acid

C11H10O5 (222.0528)


   

Circumdatin H

Circumdatin H

C20H17N3O3 (347.127)


An organic heteropentacyclic compound that is 5b,7,8,16-tetrahydro-6H,10H-pyrrolo[2,1-c]quinazolino[3,2-a][1,4]benzodiazepine substituted by a methoxy group at position 2 and oxo groups at positions 10 and 16 (the 5bS stereoisomer). An alkaloid isolated from the culture broth of Aspergillus ochraceus, it exhibits potent inhibitory activity towards mitochondrial NADH oxidase.

   

7-Nor-Ergosterolide

7-Nor-Ergosterolide

C27H42O3 (414.3134)


A steroid lactone that is a derivative of ergostanoid, isolated from the culture extract of Aspergillus ochraceus.

   

(22E,24R)-ergosta-5alpha,6alpha-epoxide-8,22-diene-3beta,7alpha-diol

(22E,24R)-ergosta-5alpha,6alpha-epoxide-8,22-diene-3beta,7alpha-diol

C28H44O3 (428.329)


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.

   

Diaporthin

8-hydroxy-3-[(2S)-2-hydroxypropyl]-6-methoxyisochromen-1-one

C13H14O5 (250.0841)


   

Circumdatin F

(7S)-7-methyl-6,7-dihydroquinazolino[3,2-a][1,4]benzodiazepine-5,13-dione

C17H13N3O2 (291.1008)


   

Mycoin

4-Hydroxy-4H-furo[3,2-c]pyran-2(6H)-one

C7H6O4 (154.0266)


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].

   

3-Methyl-4,8-dihydroxy-3,4-dihydroisocoumarin

3-Methyl-4,8-dihydroxy-3,4-dihydroisocoumarin

C10H10O4 (194.0579)


   

blazein

blazein

C29H48O3 (444.3603)


An ergostanoid that is (22E)-ergosta-7,22-diene substituted by hydroxy groups at positions 3 and 5 and a methoxy group at position 6 (the 3beta,5alpha stereoisomer). It has been isolated from the fungus, Xylaria species.

   

16-methoxy-6,11,11-trimethyl-5,8,13-triazatetracyclo[10.7.0.0³,⁸.0¹⁴,¹⁹]nonadeca-1(12),2,9,14,16,18-hexaene-4,7-dione

16-methoxy-6,11,11-trimethyl-5,8,13-triazatetracyclo[10.7.0.0³,⁸.0¹⁴,¹⁹]nonadeca-1(12),2,9,14,16,18-hexaene-4,7-dione

C20H21N3O3 (351.1583)


   

(3s-cis)-4-hydroxymellein

(3s-cis)-4-hydroxymellein

C10H10O4 (194.0579)


   

8-hydroxy-13-methoxy-3,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(14),8,10,12-tetraen-2-one

8-hydroxy-13-methoxy-3,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(14),8,10,12-tetraen-2-one

C13H14N2O3 (246.1004)


   

1-(5,6-dimethylhept-3-en-2-yl)-5a,7-dihydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-5-one

1-(5,6-dimethylhept-3-en-2-yl)-5a,7-dihydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-5-one

C28H44O3 (428.329)


   

(2s)-20-hydroxy-10,18-dimethoxy-6,14,22-triazapentacyclo[12.8.0.0²,⁶.0⁸,¹³.0¹⁶,²¹]docosa-1(22),8,10,12,16,18,20-heptaene-7,15-dione

(2s)-20-hydroxy-10,18-dimethoxy-6,14,22-triazapentacyclo[12.8.0.0²,⁶.0⁸,¹³.0¹⁶,²¹]docosa-1(22),8,10,12,16,18,20-heptaene-7,15-dione

C21H19N3O5 (393.1325)


   

5,8-dihydroxy-10-methyl-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one

5,8-dihydroxy-10-methyl-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one

C17H13N3O3 (307.0957)


   

(2s)-2-{[(5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-2-benzopyran-7-yl)(hydroxy)methylidene]amino}-3-hydroxypropanoic acid

(2s)-2-{[(5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-2-benzopyran-7-yl)(hydroxy)methylidene]amino}-3-hydroxypropanoic acid

C14H14ClNO7 (343.0459)


   

2-(but-2-en-1-ylidene)pentane-1,3,4-triol

2-(but-2-en-1-ylidene)pentane-1,3,4-triol

C9H16O3 (172.1099)


   

1,16-dihydroxy-7,7-dimethyl-13-(2-methylbut-3-en-2-yl)-6-oxa-12,14,20-triazahexacyclo[11.10.0.0²,¹¹.0⁵,¹⁰.0¹⁴,²².0¹⁶,²⁰]tricosa-2(11),3,5(10),8-tetraene-15,21-dione

1,16-dihydroxy-7,7-dimethyl-13-(2-methylbut-3-en-2-yl)-6-oxa-12,14,20-triazahexacyclo[11.10.0.0²,¹¹.0⁵,¹⁰.0¹⁴,²².0¹⁶,²⁰]tricosa-2(11),3,5(10),8-tetraene-15,21-dione

C26H31N3O5 (465.2264)


   

(1r,3ar,5ar,5br,9s,11as,11br,13ar,13br)-3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-1h,2h,3h,4h,5h,6h,7h,7ah,9h,10h,11h,11bh,13ah,13bh-cyclopenta[a]chrysen-9-ol

(1r,3ar,5ar,5br,9s,11as,11br,13ar,13br)-3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-1h,2h,3h,4h,5h,6h,7h,7ah,9h,10h,11h,11bh,13ah,13bh-cyclopenta[a]chrysen-9-ol

C30H48O (424.3705)


   

10,19-dimethoxy-7,15-dioxo-6,14,22λ⁵-triazapentacyclo[12.8.0.0²,⁶.0⁸,¹³.0¹⁷,²²]docosa-1(22),8,10,12,16,18,20-heptaen-22-ylium-16-olate

10,19-dimethoxy-7,15-dioxo-6,14,22λ⁵-triazapentacyclo[12.8.0.0²,⁶.0⁸,¹³.0¹⁷,²²]docosa-1(22),8,10,12,16,18,20-heptaen-22-ylium-16-olate

C21H19N3O5 (393.1325)


   

(2s)-2-({hydroxy[(3r)-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-2-benzopyran-7-yl]methylidene}amino)-3-phenylpropanoic acid

(2s)-2-({hydroxy[(3r)-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-2-benzopyran-7-yl]methylidene}amino)-3-phenylpropanoic acid

C20H19NO6 (369.1212)


   

(3s,8as)-3-{[(3r)-2,3-dihydroxyindol-3-yl]methyl}-1-hydroxy-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-4-one

(3s,8as)-3-{[(3r)-2,3-dihydroxyindol-3-yl]methyl}-1-hydroxy-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-4-one

C16H17N3O4 (315.1219)


   

3-[(1r)-1-methoxy-2-methylpropyl]-6-(2-methylpropyl)-1h-pyrazin-2-one

3-[(1r)-1-methoxy-2-methylpropyl]-6-(2-methylpropyl)-1h-pyrazin-2-one

C13H22N2O2 (238.1681)


   

10a,10'a-dimethyl (5s,5's,6r,6'r,10as,10'as)-1,1',5,5',9,9'-hexahydroxy-6,6'-dimethyl-8,8'-dioxo-5h,5'h,6h,6'h,7h,7'h-[4,4'-bixanthene]-10a,10'a-dicarboxylate

10a,10'a-dimethyl (5s,5's,6r,6'r,10as,10'as)-1,1',5,5',9,9'-hexahydroxy-6,6'-dimethyl-8,8'-dioxo-5h,5'h,6h,6'h,7h,7'h-[4,4'-bixanthene]-10a,10'a-dicarboxylate

C32H30O14 (638.1635)


   

(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

(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

C28H40O (392.3079)


   

(1r,3ar,5ar,5br,7ar,9s,11as,11br,13ar,13br)-3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-1h,2h,3h,4h,5h,6h,7h,7ah,9h,10h,11h,11bh,13ah,13bh-cyclopenta[a]chrysen-9-ol

(1r,3ar,5ar,5br,7ar,9s,11as,11br,13ar,13br)-3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-1h,2h,3h,4h,5h,6h,7h,7ah,9h,10h,11h,11bh,13ah,13bh-cyclopenta[a]chrysen-9-ol

C30H48O (424.3705)


   

10-[(3,4-dihydroxyphenyl)methyl]-2,5,11,17,24-pentahydroxy-4,7,9,13,15,29-hexamethyl-22-oxa-3,6,9,12,15,29-hexaazatetracyclo[14.12.2.2¹⁸,²¹.1²³,²⁷]tritriaconta-2,5,11,18,20,23(31),24,26,32-nonaene-8,14,30-trione

10-[(3,4-dihydroxyphenyl)methyl]-2,5,11,17,24-pentahydroxy-4,7,9,13,15,29-hexamethyl-22-oxa-3,6,9,12,15,29-hexaazatetracyclo[14.12.2.2¹⁸,²¹.1²³,²⁷]tritriaconta-2,5,11,18,20,23(31),24,26,32-nonaene-8,14,30-trione

C39H46N6O11 (774.3224)


   

1-(5,6-dimethylhept-3-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

1-(5,6-dimethylhept-3-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

C28H40O (392.3079)


   

7-hydroxy-9a,11a-dimethyl-1-(6-methyl-5-methylideneheptan-2-yl)-1h,2h,3h,3ah,5ah,6h,7h,8h,9h,10h,11h-indeno[4,5-c]isochromen-5-one

7-hydroxy-9a,11a-dimethyl-1-(6-methyl-5-methylideneheptan-2-yl)-1h,2h,3h,3ah,5ah,6h,7h,8h,9h,10h,11h-indeno[4,5-c]isochromen-5-one

C27H42O3 (414.3134)


   

26-hydroxy-9,9,16,16-tetramethyl-24-oxo-8-oxa-14,23,25-triazaheptacyclo[17.5.2.0¹,¹⁷.0³,¹⁵.0⁴,¹³.0⁷,¹².0¹⁹,²³]hexacosa-2,10,14,25-tetraen-14-ium-14-olate

26-hydroxy-9,9,16,16-tetramethyl-24-oxo-8-oxa-14,23,25-triazaheptacyclo[17.5.2.0¹,¹⁷.0³,¹⁵.0⁴,¹³.0⁷,¹².0¹⁹,²³]hexacosa-2,10,14,25-tetraen-14-ium-14-olate

C26H33N3O4 (451.2471)


   

(4z)-4-hydroxy-2,10-dimethylundec-4-en-7-yn-6-one

(4z)-4-hydroxy-2,10-dimethylundec-4-en-7-yn-6-one

C13H20O2 (208.1463)


   

1-(5,6-dimethylhept-3-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

1-(5,6-dimethylhept-3-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

C28H44O (396.3392)


   

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

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

C28H44O3 (428.329)


   

8-hydroxy-10-methyl-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one

8-hydroxy-10-methyl-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one

C17H13N3O2 (291.1008)


   

(2r,3s,4e,7s)-7-hydroxy-2-methyl-6,10-dioxo-3,7,8,9-tetrahydro-2h-oxecin-3-yl (2e)-but-2-enoate

(2r,3s,4e,7s)-7-hydroxy-2-methyl-6,10-dioxo-3,7,8,9-tetrahydro-2h-oxecin-3-yl (2e)-but-2-enoate

C14H18O6 (282.1103)


   

(1r,3ar,5r,5ar,7s,9ar,9bs,11ar)-1-[(2r,3e,5r)-5,6-dimethylhept-3-en-2-yl]-5-methoxy-9a,11a-dimethyl-1h,2h,3h,3ah,5h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthrene-5a,7-diol

(1r,3ar,5r,5ar,7s,9ar,9bs,11ar)-1-[(2r,3e,5r)-5,6-dimethylhept-3-en-2-yl]-5-methoxy-9a,11a-dimethyl-1h,2h,3h,3ah,5h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthrene-5a,7-diol

C29H48O3 (444.3603)


   

(5r,6s)-5-hydroxy-6-methyl-3-[(2r,3r)-3-methyloxiran-2-yl]-5,6-dihydropyran-2-one

(5r,6s)-5-hydroxy-6-methyl-3-[(2r,3r)-3-methyloxiran-2-yl]-5,6-dihydropyran-2-one

C9H12O4 (184.0736)


   

tris(1-hydroxy-3-(1-methoxy-2-methylpropyl)-6-(2-methylpropyl)pyrazin-2-one)

tris(1-hydroxy-3-(1-methoxy-2-methylpropyl)-6-(2-methylpropyl)pyrazin-2-one)

C39H66N6O9 (762.4891)


   

(10r)-4,5,8-trihydroxy-10-methyl-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one

(10r)-4,5,8-trihydroxy-10-methyl-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one

C17H13N3O4 (323.0906)


   

2-{[2-(2-hydroxy-3-methoxy-5-oxofuran-2-yl)propyl]amino}benzoic acid

2-{[2-(2-hydroxy-3-methoxy-5-oxofuran-2-yl)propyl]amino}benzoic acid

C15H17NO6 (307.1056)


   

(3e,4r,5r)-3-[(2s,3r)-2-chloro-3-hydroxybutylidene]-4-hydroxy-5-methyloxolan-2-one

(3e,4r,5r)-3-[(2s,3r)-2-chloro-3-hydroxybutylidene]-4-hydroxy-5-methyloxolan-2-one

C9H13ClO4 (220.0502)


   

3-(3-hydroxy-2-oxobutyl)-5-methyl-5h-furan-2-one

3-(3-hydroxy-2-oxobutyl)-5-methyl-5h-furan-2-one

C9H12O4 (184.0736)


   

1-(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

1-(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

C28H46O2 (414.3498)


   

26-hydroxy-9,9,16,16-tetramethyl-8-oxa-14,23,25-triazaheptacyclo[17.5.2.0¹,¹⁷.0³,¹⁵.0⁴,¹³.0⁷,¹².0¹⁹,²³]hexacosa-3(15),4,6,10,12,25-hexaen-24-one

26-hydroxy-9,9,16,16-tetramethyl-8-oxa-14,23,25-triazaheptacyclo[17.5.2.0¹,¹⁷.0³,¹⁵.0⁴,¹³.0⁷,¹².0¹⁹,²³]hexacosa-3(15),4,6,10,12,25-hexaen-24-one

C26H29N3O3 (431.2209)


   

5-(1-hydroxyethyl)-3-(3-methyloxiran-2-yl)-5h-furan-2-one

5-(1-hydroxyethyl)-3-(3-methyloxiran-2-yl)-5h-furan-2-one

C9H12O4 (184.0736)


   

methyl 3-[(dimethylcarbamoyl)methyl]-2-(4-methylphenyl)imidazo[1,2-a]pyridine-6-carboxylate

methyl 3-[(dimethylcarbamoyl)methyl]-2-(4-methylphenyl)imidazo[1,2-a]pyridine-6-carboxylate

C20H21N3O3 (351.1583)


   

(10s)-8-hydroxy-10-methyl-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one

(10s)-8-hydroxy-10-methyl-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one

C17H13N3O2 (291.1008)


   

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

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

C28H46O3 (430.3447)


   

4,5,8-trihydroxy-10-methyl-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one

4,5,8-trihydroxy-10-methyl-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one

C17H13N3O4 (323.0906)


   

6,8-dihydroxy-3-(2-hydroxypropyl)isochromen-1-one

6,8-dihydroxy-3-(2-hydroxypropyl)isochromen-1-one

C12H12O5 (236.0685)


   

(3s,8as)-3-{[(3r)-2,6-dihydroxy-7-(3-methylbut-2-en-1-yl)-3-(2-methylbut-3-en-2-yl)indol-3-yl]methyl}-1-hydroxy-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-4-one

(3s,8as)-3-{[(3r)-2,6-dihydroxy-7-(3-methylbut-2-en-1-yl)-3-(2-methylbut-3-en-2-yl)indol-3-yl]methyl}-1-hydroxy-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-4-one

C26H33N3O4 (451.2471)


   

6-(1-hydroxy-2-methylpropyl)-3-[(1r)-1-methoxy-2-methylpropyl]-1h-pyrazin-2-one

6-(1-hydroxy-2-methylpropyl)-3-[(1r)-1-methoxy-2-methylpropyl]-1h-pyrazin-2-one

C13H22N2O3 (254.163)


   

(3e,5s)-2-[(2r,3s)-3-methyloxiran-2-yl]hex-3-ene-1,2,5-triol

(3e,5s)-2-[(2r,3s)-3-methyloxiran-2-yl]hex-3-ene-1,2,5-triol

C9H16O4 (188.1049)


   

(3ar,5ar,5br,7ar,9s,11ar,11br,13as)-3a,5a,5b,8,8,11a-hexamethyl-2h,3h,4h,5h,6h,7h,7ah,9h,10h,11h,11bh,12h,13h,13ah-cyclopenta[a]chrysen-9-ol

(3ar,5ar,5br,7ar,9s,11ar,11br,13as)-3a,5a,5b,8,8,11a-hexamethyl-2h,3h,4h,5h,6h,7h,7ah,9h,10h,11h,11bh,12h,13h,13ah-cyclopenta[a]chrysen-9-ol

C27H44O (384.3392)


   

5-bromo-8-hydroxy-3-methyl-3,4-dihydro-2-benzopyran-1-one

5-bromo-8-hydroxy-3-methyl-3,4-dihydro-2-benzopyran-1-one

C10H9BrO3 (255.9735)


   

8,14-dihydroxy-10-methyl-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one

8,14-dihydroxy-10-methyl-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one

C17H13N3O3 (307.0957)


   

20-hydroxy-10,18-dimethoxy-6,14,22-triazapentacyclo[12.8.0.0²,⁶.0⁸,¹³.0¹⁶,²¹]docosa-1(22),8,10,12,16,18,20-heptaene-7,15-dione

20-hydroxy-10,18-dimethoxy-6,14,22-triazapentacyclo[12.8.0.0²,⁶.0⁸,¹³.0¹⁶,²¹]docosa-1(22),8,10,12,16,18,20-heptaene-7,15-dione

C21H19N3O5 (393.1325)


   

(1r,3ar,5ar,7s,9ar,9br,11ar)-1-[(2r,3e,5r)-5,6-dimethylhept-3-en-2-yl]-5a,7,9b-trihydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,6h,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-5-one

(1r,3ar,5ar,7s,9ar,9br,11ar)-1-[(2r,3e,5r)-5,6-dimethylhept-3-en-2-yl]-5a,7,9b-trihydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,6h,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-5-one

C28H44O4 (444.3239)


   

(10s)-5,8-dihydroxy-4-[(1s,2s)-2-hydroxy-1-[(5s,6r)-5-hydroxy-6-methyl-2-oxo-5,6-dihydropyran-3-yl]propoxy]-10-methyl-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one

(10s)-5,8-dihydroxy-4-[(1s,2s)-2-hydroxy-1-[(5s,6r)-5-hydroxy-6-methyl-2-oxo-5,6-dihydropyran-3-yl]propoxy]-10-methyl-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one

C26H25N3O8 (507.1642)


   

(2s,3s,4e,6e)-nona-4,6,8-triene-2,3-diol

(2s,3s,4e,6e)-nona-4,6,8-triene-2,3-diol

C9H14O2 (154.0994)


   

[(5r,5ar,6s,9ar,9br)-5-hydroxy-6,9a-dimethyl-3-oxo-1h,5h,5ah,7h,8h,9h,9bh-naphtho[1,2-c]furan-6-yl]methyl 4-nitrobenzoate

[(5r,5ar,6s,9ar,9br)-5-hydroxy-6,9a-dimethyl-3-oxo-1h,5h,5ah,7h,8h,9h,9bh-naphtho[1,2-c]furan-6-yl]methyl 4-nitrobenzoate

C22H25NO7 (415.1631)


   

(3s,8as)-3-{[(3s)-2,6-dihydroxy-7-(3-methylbut-2-en-1-yl)-3-(2-methylbut-3-en-2-yl)indol-3-yl]methyl}-1-hydroxy-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-4-one

(3s,8as)-3-{[(3s)-2,6-dihydroxy-7-(3-methylbut-2-en-1-yl)-3-(2-methylbut-3-en-2-yl)indol-3-yl]methyl}-1-hydroxy-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-4-one

C26H33N3O4 (451.2471)


   

{5-hydroxy-6,9a-dimethyl-3-oxo-1h,5h,5ah,7h,8h,9h,9bh-naphtho[1,2-c]furan-6-yl}methyl 4-nitrobenzoate

{5-hydroxy-6,9a-dimethyl-3-oxo-1h,5h,5ah,7h,8h,9h,9bh-naphtho[1,2-c]furan-6-yl}methyl 4-nitrobenzoate

C22H25NO7 (415.1631)


   

(1's,2s,3's,7's)-13'-hydroxy-4',4',6,6-tetramethyl-1h-9',14'-diazaspiro[chromeno[6,7-b]pyrrole-2,5'-tetracyclo[5.5.2.0¹,⁹.0³,⁷]tetradecan]-13'-ene-3,8'-dione

(1's,2s,3's,7's)-13'-hydroxy-4',4',6,6-tetramethyl-1h-9',14'-diazaspiro[chromeno[6,7-b]pyrrole-2,5'-tetracyclo[5.5.2.0¹,⁹.0³,⁷]tetradecan]-13'-ene-3,8'-dione

C26H29N3O4 (447.2158)


   

6-[(acetyloxy)methyl]-6,9a-dimethyl-3-oxo-1h,5h,5ah,7h,8h,9h,9bh-naphtho[1,2-c]furan-5-yl 4-nitrobenzoate

6-[(acetyloxy)methyl]-6,9a-dimethyl-3-oxo-1h,5h,5ah,7h,8h,9h,9bh-naphtho[1,2-c]furan-5-yl 4-nitrobenzoate

C24H27NO8 (457.1737)


   

4-{[2-(2-hydroxy-3-methoxy-5-oxofuran-2-yl)propyl]amino}benzoic acid

4-{[2-(2-hydroxy-3-methoxy-5-oxofuran-2-yl)propyl]amino}benzoic acid

C15H17NO6 (307.1056)


   

4-hydroxy-2,10-dimethylundec-4-en-7-yn-6-one

4-hydroxy-2,10-dimethylundec-4-en-7-yn-6-one

C13H20O2 (208.1463)


   

(3r)-5-chloro-n-[(2s)-1-ethoxy-1-oxo-3-phenylpropan-2-yl]-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-2-benzopyran-7-carboximidic acid

(3r)-5-chloro-n-[(2s)-1-ethoxy-1-oxo-3-phenylpropan-2-yl]-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-2-benzopyran-7-carboximidic acid

C22H22ClNO6 (431.1136)


   

5-chloro-n-[(2s)-1-ethoxy-1-oxo-3-phenylpropan-2-yl]-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-2-benzopyran-7-carboximidic acid

5-chloro-n-[(2s)-1-ethoxy-1-oxo-3-phenylpropan-2-yl]-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-2-benzopyran-7-carboximidic acid

C22H22ClNO6 (431.1136)


   

(5r,5as,6s,9as,9bs)-6-[(acetyloxy)methyl]-9b-hydroxy-6,9a-dimethyl-3-oxo-1h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-5-yl 4-nitrobenzoate

(5r,5as,6s,9as,9bs)-6-[(acetyloxy)methyl]-9b-hydroxy-6,9a-dimethyl-3-oxo-1h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-5-yl 4-nitrobenzoate

C24H27NO9 (473.1686)


   

13'-hydroxy-4',4',6,6-tetramethyl-1h-9',14'-diazaspiro[chromeno[6,7-b]pyrrole-2,5'-tetracyclo[5.5.2.0¹,⁹.0³,⁷]tetradecan]-13'-ene-3,8'-dione

13'-hydroxy-4',4',6,6-tetramethyl-1h-9',14'-diazaspiro[chromeno[6,7-b]pyrrole-2,5'-tetracyclo[5.5.2.0¹,⁹.0³,⁷]tetradecan]-13'-ene-3,8'-dione

C26H29N3O4 (447.2158)


   

4-(4-hydroxy-3-methylbut-2-en-1-yl)-2,5-bis(1h-indol-3-yl)-3,6-dimethoxyphenol

4-(4-hydroxy-3-methylbut-2-en-1-yl)-2,5-bis(1h-indol-3-yl)-3,6-dimethoxyphenol

C29H28N2O4 (468.2049)


   

3,6-bis(1h-indol-3-yl)-4-methoxy-5-(3-methylbut-2-en-1-yl)benzene-1,2-diol

3,6-bis(1h-indol-3-yl)-4-methoxy-5-(3-methylbut-2-en-1-yl)benzene-1,2-diol

C28H26N2O3 (438.1943)


   

(2s)-18-methoxy-21-oxa-6,14,23-triazapentacyclo[12.9.0.0²,⁶.0⁸,¹³.0¹⁶,²²]tricosa-1(23),8,10,12,16(22),17,19-heptaene-7,15-dione

(2s)-18-methoxy-21-oxa-6,14,23-triazapentacyclo[12.9.0.0²,⁶.0⁸,¹³.0¹⁶,²²]tricosa-1(23),8,10,12,16(22),17,19-heptaene-7,15-dione

C20H17N3O4 (363.1219)


   

(10s)-5,8-dihydroxy-4-[(1r,2s)-2-hydroxy-1-[(5s,6r)-5-hydroxy-6-methyl-2-oxo-5,6-dihydropyran-3-yl]propoxy]-10-methyl-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one

(10s)-5,8-dihydroxy-4-[(1r,2s)-2-hydroxy-1-[(5s,6r)-5-hydroxy-6-methyl-2-oxo-5,6-dihydropyran-3-yl]propoxy]-10-methyl-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one

C26H25N3O8 (507.1642)


   

(2s)-6-amino-2-{[(5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-2-benzopyran-7-yl)(hydroxy)methylidene]amino}hexanoic acid

(2s)-6-amino-2-{[(5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-2-benzopyran-7-yl)(hydroxy)methylidene]amino}hexanoic acid

C17H21ClN2O6 (384.1088)


   

5-hydroxy-6-methyl-3-(3-methyloxiran-2-yl)-5,6-dihydropyran-2-one

5-hydroxy-6-methyl-3-(3-methyloxiran-2-yl)-5,6-dihydropyran-2-one

C9H12O4 (184.0736)


   

18-methoxy-6,14,22-triazapentacyclo[12.8.0.0²,⁶.0⁸,¹³.0¹⁶,²¹]docosa-1(22),8,10,12,16,18,20-heptaene-7,15-dione

18-methoxy-6,14,22-triazapentacyclo[12.8.0.0²,⁶.0⁸,¹³.0¹⁶,²¹]docosa-1(22),8,10,12,16,18,20-heptaene-7,15-dione

C20H17N3O3 (347.127)


   

(1r,2s,4r,10s,12s,27r,28s,42s)-15,51-dihydroxy-13,13,20,20,34,34,41,41-octamethyl-5,49,52-trioxo-21,33-dioxa-3,6,15,39,48,50-hexaazapentadecacyclo[42.5.2.1³,¹⁰.0¹,⁴².0²,²⁸.0⁴,¹².0⁴,²⁷.0⁶,¹⁰.0¹⁴,²⁶.0¹⁶,²⁵.0¹⁷,²².0²⁸,⁴⁰.0²⁹,³⁸.0³²,³⁷.0⁴⁴,⁴⁸]dopentaconta-14(26),16,18,22,24,29(38),30,32(37),35,39,50-undecaen-39-ium-39-olate

(1r,2s,4r,10s,12s,27r,28s,42s)-15,51-dihydroxy-13,13,20,20,34,34,41,41-octamethyl-5,49,52-trioxo-21,33-dioxa-3,6,15,39,48,50-hexaazapentadecacyclo[42.5.2.1³,¹⁰.0¹,⁴².0²,²⁸.0⁴,¹².0⁴,²⁷.0⁶,¹⁰.0¹⁴,²⁶.0¹⁶,²⁵.0¹⁷,²².0²⁸,⁴⁰.0²⁹,³⁸.0³²,³⁷.0⁴⁴,⁴⁸]dopentaconta-14(26),16,18,22,24,29(38),30,32(37),35,39,50-undecaen-39-ium-39-olate

C52H54N6O8 (890.4003)


   

(5s)-3-[(3s)-3-hydroxy-2-oxobutyl]-5-methyl-5h-furan-2-one

(5s)-3-[(3s)-3-hydroxy-2-oxobutyl]-5-methyl-5h-furan-2-one

C9H12O4 (184.0736)


   

2-[(2-{[2-amino-5-(n,5-dihydroxy-3-methylpent-2-enamido)-1-hydroxypentylidene]amino}-5-(n,5-dihydroxy-3-methylpent-2-enamido)-1-hydroxypentylidene)amino]-5-(n,5-dihydroxy-3-methylpent-2-enamido)pentanoic acid

2-[(2-{[2-amino-5-(n,5-dihydroxy-3-methylpent-2-enamido)-1-hydroxypentylidene]amino}-5-(n,5-dihydroxy-3-methylpent-2-enamido)-1-hydroxypentylidene)amino]-5-(n,5-dihydroxy-3-methylpent-2-enamido)pentanoic acid

C33H56N6O13 (744.3905)


   

7-hydroxy-2-methyl-6,10-dioxo-3,7,8,9-tetrahydro-2h-oxecin-3-yl but-2-enoate

7-hydroxy-2-methyl-6,10-dioxo-3,7,8,9-tetrahydro-2h-oxecin-3-yl but-2-enoate

C14H18O6 (282.1103)


   

6-[(3r)-4,4-dimethyl-1,2-dioxetan-3-yl]-3-(2-methylpropyl)-1h-pyrazin-2-one

6-[(3r)-4,4-dimethyl-1,2-dioxetan-3-yl]-3-(2-methylpropyl)-1h-pyrazin-2-one

C12H18N2O3 (238.1317)


   

4-hydroxy-5-(1-hydroxyethyl)-3-(2-hydroxypropylidene)oxolan-2-one

4-hydroxy-5-(1-hydroxyethyl)-3-(2-hydroxypropylidene)oxolan-2-one

C9H14O5 (202.0841)


   

6-hydroxy-10-methyl-3,4,5,6,9,10-hexahydrooxecin-2-one

6-hydroxy-10-methyl-3,4,5,6,9,10-hexahydrooxecin-2-one

C10H16O3 (184.1099)


   

10,18-dimethoxy-21-oxa-6,14,23-triazapentacyclo[12.9.0.0²,⁶.0⁸,¹³.0¹⁶,²²]tricosa-1(23),8,10,12,16(22),17,19-heptaene-7,15-dione

10,18-dimethoxy-21-oxa-6,14,23-triazapentacyclo[12.9.0.0²,⁶.0⁸,¹³.0¹⁶,²²]tricosa-1(23),8,10,12,16(22),17,19-heptaene-7,15-dione

C21H19N3O5 (393.1325)


   

(2s)-20-hydroxy-18-methoxy-6,14,22-triazapentacyclo[12.8.0.0²,⁶.0⁸,¹³.0¹⁶,²¹]docosa-1(22),8,10,12,16,18,20-heptaene-7,15-dione

(2s)-20-hydroxy-18-methoxy-6,14,22-triazapentacyclo[12.8.0.0²,⁶.0⁸,¹³.0¹⁶,²¹]docosa-1(22),8,10,12,16,18,20-heptaene-7,15-dione

C20H17N3O4 (363.1219)


   

8-hydroxy-3-(2-hydroxypropyl)-6-methoxyisochromen-1-one

8-hydroxy-3-(2-hydroxypropyl)-6-methoxyisochromen-1-one

C13H14O5 (250.0841)


   

4-hydroxy-3,6-bis(1h-indol-3-yl)-5-(3-methylbut-2-en-1-yl)cyclohexa-3,5-diene-1,2-dione

4-hydroxy-3,6-bis(1h-indol-3-yl)-5-(3-methylbut-2-en-1-yl)cyclohexa-3,5-diene-1,2-dione

C27H22N2O3 (422.163)


   

18-methoxy-21-oxa-6,14,23-triazapentacyclo[12.9.0.0²,⁶.0⁸,¹³.0¹⁶,²²]tricosa-1(23),8,10,12,16(22),17,19-heptaene-7,15-dione

18-methoxy-21-oxa-6,14,23-triazapentacyclo[12.9.0.0²,⁶.0⁸,¹³.0¹⁶,²²]tricosa-1(23),8,10,12,16(22),17,19-heptaene-7,15-dione

C20H17N3O4 (363.1219)


   

1-(5,6-dimethylhept-3-en-2-yl)-5a,7,9b-trihydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,6h,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-5-one

1-(5,6-dimethylhept-3-en-2-yl)-5a,7,9b-trihydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,6h,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-5-one

C28H44O4 (444.3239)


   

(5r,5ar,6s,9ar,9br)-6-[(acetyloxy)methyl]-6,9a-dimethyl-3-oxo-1h,5h,5ah,7h,8h,9h,9bh-naphtho[1,2-c]furan-5-yl 4-nitrobenzoate

(5r,5ar,6s,9ar,9br)-6-[(acetyloxy)methyl]-6,9a-dimethyl-3-oxo-1h,5h,5ah,7h,8h,9h,9bh-naphtho[1,2-c]furan-5-yl 4-nitrobenzoate

C24H27NO8 (457.1737)


   

(5r)-5-[(1s)-1-hydroxyethyl]-3-[(2r,3r)-3-methyloxiran-2-yl]-5h-furan-2-one

(5r)-5-[(1s)-1-hydroxyethyl]-3-[(2r,3r)-3-methyloxiran-2-yl]-5h-furan-2-one

C9H12O4 (184.0736)


   

(6r,7e,10r)-6-hydroxy-10-methyl-3,4,5,6,9,10-hexahydrooxecin-2-one

(6r,7e,10r)-6-hydroxy-10-methyl-3,4,5,6,9,10-hexahydrooxecin-2-one

C10H16O3 (184.1099)


   

(10s)-4,8-dihydroxy-5-[(1s,2s)-2-hydroxy-1-[(5s,6r)-5-hydroxy-6-methyl-2-oxo-5,6-dihydropyran-3-yl]propoxy]-10-methyl-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one

(10s)-4,8-dihydroxy-5-[(1s,2s)-2-hydroxy-1-[(5s,6r)-5-hydroxy-6-methyl-2-oxo-5,6-dihydropyran-3-yl]propoxy]-10-methyl-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one

C26H25N3O8 (507.1642)


   

7,10-dihydroxy-9a,11a-dimethyl-1-(6-methyl-5-methylideneheptan-2-yl)-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-4-one

7,10-dihydroxy-9a,11a-dimethyl-1-(6-methyl-5-methylideneheptan-2-yl)-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-4-one

C28H44O3 (428.329)


   

(7s)-8-hydroxy-13-methoxy-3,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(14),8,10,12-tetraen-2-one

(7s)-8-hydroxy-13-methoxy-3,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(14),8,10,12-tetraen-2-one

C13H14N2O3 (246.1004)


   

(2e,3s,4s)-2-[(2e)-but-2-en-1-ylidene]pentane-1,3,4-triol

(2e,3s,4s)-2-[(2e)-but-2-en-1-ylidene]pentane-1,3,4-triol

C9H16O3 (172.1099)


   

20-hydroxy-18-methoxy-6,14,22-triazapentacyclo[12.8.0.0²,⁶.0⁸,¹³.0¹⁶,²¹]docosa-1(22),8,10,12,16,18,20-heptaene-7,15-dione

20-hydroxy-18-methoxy-6,14,22-triazapentacyclo[12.8.0.0²,⁶.0⁸,¹³.0¹⁶,²¹]docosa-1(22),8,10,12,16,18,20-heptaene-7,15-dione

C20H17N3O4 (363.1219)


   

4-[(2e)-4-hydroxy-3-methylbut-2-en-1-yl]-2,5-bis(1h-indol-3-yl)-3,6-dimethoxyphenol

4-[(2e)-4-hydroxy-3-methylbut-2-en-1-yl]-2,5-bis(1h-indol-3-yl)-3,6-dimethoxyphenol

C29H28N2O4 (468.2049)


   

10a,10'a-dimethyl 1,1',5,5',9,9'-hexahydroxy-6,6'-dimethyl-8,8'-dioxo-5h,5'h,6h,6'h,7h,7'h-[4,4'-bixanthene]-10a,10'a-dicarboxylate

10a,10'a-dimethyl 1,1',5,5',9,9'-hexahydroxy-6,6'-dimethyl-8,8'-dioxo-5h,5'h,6h,6'h,7h,7'h-[4,4'-bixanthene]-10a,10'a-dicarboxylate

C32H30O14 (638.1635)


   

(3r)-5-bromo-8-hydroxy-3-methyl-3,4-dihydro-2-benzopyran-1-one

(3r)-5-bromo-8-hydroxy-3-methyl-3,4-dihydro-2-benzopyran-1-one

C10H9BrO3 (255.9735)


   

(3z,4r,5r)-3-[(2r,3r)-2-chloro-3-hydroxybutylidene]-4-hydroxy-5-methyloxolan-2-one

(3z,4r,5r)-3-[(2r,3r)-2-chloro-3-hydroxybutylidene]-4-hydroxy-5-methyloxolan-2-one

C9H13ClO4 (220.0502)


   

{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}acetic acid

{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}acetic acid

C13H16O3 (220.1099)


   

7-hydroxy-9a,11a-dimethyl-1-(6-methyl-5-methylideneheptan-2-yl)-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-4-one

7-hydroxy-9a,11a-dimethyl-1-(6-methyl-5-methylideneheptan-2-yl)-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-4-one

C28H44O2 (412.3341)


   

(1r,13s,16r,22s)-1,16-dihydroxy-7,7-dimethyl-13-(2-methylbut-3-en-2-yl)-6-oxa-12,14,20-triazahexacyclo[11.10.0.0²,¹¹.0⁵,¹⁰.0¹⁴,²².0¹⁶,²⁰]tricosa-2(11),3,5(10),8-tetraene-15,21-dione

(1r,13s,16r,22s)-1,16-dihydroxy-7,7-dimethyl-13-(2-methylbut-3-en-2-yl)-6-oxa-12,14,20-triazahexacyclo[11.10.0.0²,¹¹.0⁵,¹⁰.0¹⁴,²².0¹⁶,²⁰]tricosa-2(11),3,5(10),8-tetraene-15,21-dione

C26H31N3O5 (465.2264)


   

(1r,3ar,5ar,7s,9as,11ar)-7-hydroxy-9a,11a-dimethyl-1-[(2r)-6-methyl-5-methylideneheptan-2-yl]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-4-one

(1r,3ar,5ar,7s,9as,11ar)-7-hydroxy-9a,11a-dimethyl-1-[(2r)-6-methyl-5-methylideneheptan-2-yl]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-4-one

C28H44O2 (412.3341)


   

(5s,6r)-5-hydroxy-3-[(2s)-2-hydroxypropyl]-6-methyl-5,6-dihydropyran-2-one

(5s,6r)-5-hydroxy-3-[(2s)-2-hydroxypropyl]-6-methyl-5,6-dihydropyran-2-one

C9H14O4 (186.0892)


   

5-hydroxy-3-(2-hydroxypropyl)-6-methyl-5,6-dihydropyran-2-one

5-hydroxy-3-(2-hydroxypropyl)-6-methyl-5,6-dihydropyran-2-one

C9H14O4 (186.0892)


   

(2r,3r,4r)-4-[(1e,3s)-3-hydroxybut-1-en-1-yl]-2-methyloxolane-3,4-diol

(2r,3r,4r)-4-[(1e,3s)-3-hydroxybut-1-en-1-yl]-2-methyloxolane-3,4-diol

C9H16O4 (188.1049)


   

12,25-bis(2-methylbut-3-en-2-yl)-3,5,16,18-tetraazaheptacyclo[14.10.0.0³,¹⁴.0⁴,¹².0⁶,¹¹.0¹⁷,²⁵.0¹⁹,²⁴]hexacosa-6,8,10,19,21,23-hexaene-2,15-dione

12,25-bis(2-methylbut-3-en-2-yl)-3,5,16,18-tetraazaheptacyclo[14.10.0.0³,¹⁴.0⁴,¹².0⁶,¹¹.0¹⁷,²⁵.0¹⁹,²⁴]hexacosa-6,8,10,19,21,23-hexaene-2,15-dione

C32H36N4O2 (508.2838)


   

(2s)-2-{[(2s)-2-{[(2s)-2-amino-5-[(2z)-n,5-dihydroxy-3-methylpent-2-enamido]-1-hydroxypentylidene]amino}-5-[(2z)-n,5-dihydroxy-3-methylpent-2-enamido]-1-hydroxypentylidene]amino}-5-[(2z)-n,5-dihydroxy-3-methylpent-2-enamido]pentanoic acid

(2s)-2-{[(2s)-2-{[(2s)-2-amino-5-[(2z)-n,5-dihydroxy-3-methylpent-2-enamido]-1-hydroxypentylidene]amino}-5-[(2z)-n,5-dihydroxy-3-methylpent-2-enamido]-1-hydroxypentylidene]amino}-5-[(2z)-n,5-dihydroxy-3-methylpent-2-enamido]pentanoic acid

C33H56N6O13 (744.3905)


   

(1r,3ar,5r,5as,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

(1r,3ar,5r,5as,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

C28H46O2 (414.3498)


   

(10s)-4,8-dihydroxy-5-[(1r,2s)-2-hydroxy-1-[(5s,6r)-5-hydroxy-6-methyl-2-oxo-5,6-dihydropyran-3-yl]propoxy]-10-methyl-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one

(10s)-4,8-dihydroxy-5-[(1r,2s)-2-hydroxy-1-[(5s,6r)-5-hydroxy-6-methyl-2-oxo-5,6-dihydropyran-3-yl]propoxy]-10-methyl-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one

C26H25N3O8 (507.1642)


   

(4r,5r)-4-hydroxy-5-[(1r)-1-hydroxyethyl]-3-[(2s)-2-hydroxypropylidene]oxolan-2-one

(4r,5r)-4-hydroxy-5-[(1r)-1-hydroxyethyl]-3-[(2s)-2-hydroxypropylidene]oxolan-2-one

C9H14O5 (202.0841)


   

5-(5,6-dimethylhept-3-en-2-yl)-6,10-dimethyl-16,17-dioxapentacyclo[13.2.2.0¹,⁹.0²,⁶.0¹⁰,¹⁵]nonadec-18-en-13-ol

5-(5,6-dimethylhept-3-en-2-yl)-6,10-dimethyl-16,17-dioxapentacyclo[13.2.2.0¹,⁹.0²,⁶.0¹⁰,¹⁵]nonadec-18-en-13-ol

C28H44O3 (428.329)


   

nona-4,6,8-triene-2,3-diol

nona-4,6,8-triene-2,3-diol

C9H14O2 (154.0994)


   

5-hydroxy-6-methyl-3-(2-oxopropyl)-5,6-dihydropyran-2-one

5-hydroxy-6-methyl-3-(2-oxopropyl)-5,6-dihydropyran-2-one

C9H12O4 (184.0736)


   

4-(3-hydroxybut-1-en-1-yl)-2-methyloxolane-3,4-diol

4-(3-hydroxybut-1-en-1-yl)-2-methyloxolane-3,4-diol

C9H16O4 (188.1049)


   

6-[(acetyloxy)methyl]-9b-hydroxy-6,9a-dimethyl-3-oxo-1h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-5-yl 4-nitrobenzoate

6-[(acetyloxy)methyl]-9b-hydroxy-6,9a-dimethyl-3-oxo-1h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-5-yl 4-nitrobenzoate

C24H27NO9 (473.1686)


   

(2r,5s,7r,9s,10s,12r,15r,16r)-15-[(2r,3e,5r)-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

(2r,5s,7r,9s,10s,12r,15r,16r)-15-[(2r,3e,5r)-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

C28H44O3 (428.329)


   

(5s,6r)-5-hydroxy-6-methyl-3-(2-oxopropyl)-5,6-dihydropyran-2-one

(5s,6r)-5-hydroxy-6-methyl-3-(2-oxopropyl)-5,6-dihydropyran-2-one

C9H12O4 (184.0736)


   

(17s)-26-hydroxy-9,9,16,16-tetramethyl-24-oxo-8-oxa-14,23,25-triazaheptacyclo[17.5.2.0¹,¹⁷.0³,¹⁵.0⁴,¹³.0⁷,¹².0¹⁹,²³]hexacosa-2,4(13),5,7(12),10,14,25-heptaen-14-ium-14-olate

(17s)-26-hydroxy-9,9,16,16-tetramethyl-24-oxo-8-oxa-14,23,25-triazaheptacyclo[17.5.2.0¹,¹⁷.0³,¹⁵.0⁴,¹³.0⁷,¹².0¹⁹,²³]hexacosa-2,4(13),5,7(12),10,14,25-heptaen-14-ium-14-olate

C26H27N3O4 (445.2001)


   

2-[(2r,5r)-3,5,6-trihydroxy-5-(2-methylpropyl)-2h-pyrazin-2-yl]propan-2-yl 2-[(4-nitrophenyl)formamido]acetate

2-[(2r,5r)-3,5,6-trihydroxy-5-(2-methylpropyl)-2h-pyrazin-2-yl]propan-2-yl 2-[(4-nitrophenyl)formamido]acetate

C20H26N4O8 (450.1751)


   

(10s)-5,8-dihydroxy-10-methyl-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one

(10s)-5,8-dihydroxy-10-methyl-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one

C17H13N3O3 (307.0957)


   

(3s,8as)-3-{[(3r)-2,3-dihydroxy-7,7-dimethylchromeno[5,6-b]pyrrol-3-yl]methyl}-1-hydroxy-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-4-one

(3s,8as)-3-{[(3r)-2,3-dihydroxy-7,7-dimethylchromeno[5,6-b]pyrrol-3-yl]methyl}-1-hydroxy-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-4-one

C21H23N3O5 (397.1638)


   

(2s)-2-({[(3r)-5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-2-benzopyran-7-yl](hydroxy)methylidene}amino)-3-phenylpropanoic acid

(2s)-2-({[(3r)-5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-2-benzopyran-7-yl](hydroxy)methylidene}amino)-3-phenylpropanoic acid

C20H18ClNO6 (403.0823)


   

6-(2-hydroxy-2-methylpropyl)-3-(2-methylpropyl)-1h-pyrazin-2-one

6-(2-hydroxy-2-methylpropyl)-3-(2-methylpropyl)-1h-pyrazin-2-one

C12H20N2O2 (224.1525)


   

3-[(1r)-1-hydroxy-2-methylpropyl]-6-(2-methylpropyl)-1h-pyrazin-2-one

3-[(1r)-1-hydroxy-2-methylpropyl]-6-(2-methylpropyl)-1h-pyrazin-2-one

C12H20N2O2 (224.1525)


   

(1r,3ar,5ar,7s,9as,10r,11ar)-7,10-dihydroxy-9a,11a-dimethyl-1-[(2r)-6-methyl-5-methylideneheptan-2-yl]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-4-one

(1r,3ar,5ar,7s,9as,10r,11ar)-7,10-dihydroxy-9a,11a-dimethyl-1-[(2r)-6-methyl-5-methylideneheptan-2-yl]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-4-one

C28H44O3 (428.329)


   

(10s)-8,14-dihydroxy-10-methyl-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one

(10s)-8,14-dihydroxy-10-methyl-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one

C17H13N3O3 (307.0957)


   

(2r,3e,5s)-2-[(2r,3s)-3-methyloxiran-2-yl]hex-3-ene-1,2,5-triol

(2r,3e,5s)-2-[(2r,3s)-3-methyloxiran-2-yl]hex-3-ene-1,2,5-triol

C9H16O4 (188.1049)


   

(3s)-8-hydroxy-3-methyl-3,4-dihydro-2-benzopyran-1-one

(3s)-8-hydroxy-3-methyl-3,4-dihydro-2-benzopyran-1-one

C10H10O3 (178.063)


   

(1r,3ar,5ar,7s,9ar,9bs,11ar)-1-[(2r,3e,5r)-5,6-dimethylhept-3-en-2-yl]-5a,7-dihydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-5-one

(1r,3ar,5ar,7s,9ar,9bs,11ar)-1-[(2r,3e,5r)-5,6-dimethylhept-3-en-2-yl]-5a,7-dihydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-5-one

C28H44O3 (428.329)


   

(2z)-2-[(2e)-but-2-en-1-ylidene]pentane-1,3,4-triol

(2z)-2-[(2e)-but-2-en-1-ylidene]pentane-1,3,4-triol

C9H16O3 (172.1099)


   

2,5-bis(1h-indol-3-yl)-3,6-dimethoxy-4-(3-methylbut-2-en-1-yl)phenol

2,5-bis(1h-indol-3-yl)-3,6-dimethoxy-4-(3-methylbut-2-en-1-yl)phenol

C29H28N2O3 (452.21)