NCBI Taxonomy: 5149

Chaetomium (ncbi_taxid: 5149)

found 225 associated metabolites at genus taxonomy rank level.

Ancestor: Chaetomiaceae

Child Taxonomies: Chaetomium elatum, Chaetomium globosum, Chaetomium tenue, Chaetomium fimeti, Chaetomium amesii, Chaetomium grande, Chaetomium pilosum, Chaetomium citrinum, Chaetomium albiziae, Chaetomium siamense, Chaetomium cirrhata, Chaetomium sacchari, Chaetomium caprinum, Chaetomium cruentum, Chaetomium arcuatum, Chaetomium capillare, Chaetomium subfimeti, Chaetomium unguicola, Chaetomium camelliae, Chaetomium aterrimum, Chaetomium umbonatum, Chaetomium jatrophae, Chaetomium nepalense, Chaetomium ochraceum, Chaetomium subaffine, Chaetomium olivaceum, Chaetomium incomptum, Chaetomium cochliodes, Chaetomium apiculatum, Chaetomium convolutum, Chaetomium strumarium, Chaetomium olivicolor, Chaetomium circinatum, Chaetomium madrasense, Chaetomium coarctatum, Chaetomium afropilosum, Chaetomium cervicicola, Chaetomium contagiosum, Chaetomium tectifimeti, Chaetomium telluricola, Chaetomium tetrasporum, Chaetomium nozdrenkoae, Chaetomium cancroideum, Chaetomium microthecia, Chaetomium undulatulum, Chaetomium spirochaete, Chaetomium subglobosum, Chaetomium globisporum, Chaetomium brevipilium, Chaetomium interruptum, Chaetomium mollipilium, Chaetomium longiciliata, Chaetomium cucumericola, unclassified Chaetomium, Chaetomium graminiforme, Chaetomium jabalpurense, Chaetomium biapiculatum, Chaetomium anastomosans, Chaetomium rectangulare, Chaetomium cf. globosum, Chaetomium tarraconense, Chaetomium megalocarpum, Chaetomium microascoides, Chaetomium aff. critinum, Chaetomium uniapiculatum, Chaetomium concavisporum, Chaetomium trigonosporum, Chaetomium spiculipilium, Chaetomium microcephalum, Chaetomium subcircinatum, Chaetomium cf. unguicola, Chaetomium novozelandicum, Chaetomium pseudoglobosum, Chaetomium spiralotrichum, Chaetomium ovatoascomatis, Chaetomium angustispirale, Chaetomium meridionalense, Chaetomium ancistrocladum, Chaetomium ascotrichoides, Chaetomium cf. madrasense, Chaetomium cf. subglobosum, Chaetomium pseudocochliodes, Chaetomium cf. pseudoglobosum, Chaetomium aff. pachypodioides, Chaetomium cf. globosum 462/HC2

Orsellinic_acid

6-Methyl-beta-resorcylic acid; Orcinolcarboxylic acid

C8H8O4 (168.0423)


O-orsellinic acid is a dihydroxybenzoic acid that is 2,4-dihydroxybenzoic acid in which the hydrogen at position 6 is replaced by a methyl group. It has a role as a metabolite, a marine metabolite and a fungal metabolite. It is a dihydroxybenzoic acid and a member of resorcinols. It is a conjugate acid of an o-orsellinate. 2,4-Dihydroxy-6-methylbenzoic acid is a natural product found in Nidularia pulvinata, Hypoxylon rubiginosum, and other organisms with data available. A dihydroxybenzoic acid that is 2,4-dihydroxybenzoic acid in which the hydrogen at position 6 is replaced by a methyl group. Orsellinic acid is a compound produced by Lecanoric acid treated with alcohols. Lecanoric acid is a lichen depside isolated from a Parmotrema tinctorum specimen[1].

   

Parietin

1,8-Dihydroxy-3-methoxy-6-methylanthraquinone, Emodin-3-methyl ether

C16H12O5 (284.0685)


Physcion is a dihydroxyanthraquinone that is 9,10-anthraquinone bearing hydroxy substituents at positions 1 and 8, a methoxy group at position 3, and a methyl group at position 6. It has been widely isolated and characterised from both terrestrial and marine sources. It has a role as an apoptosis inducer, an antineoplastic agent, a hepatoprotective agent, an anti-inflammatory agent, an antibacterial agent, an antifungal agent and a metabolite. It is functionally related to a 2-methylanthraquinone. Physcion is a natural product found in Rumex dentatus, Ageratina altissima, and other organisms with data available. See also: Reynoutria multiflora root (part of); Frangula purshiana Bark (part of). A dihydroxyanthraquinone that is 9,10-anthraquinone bearing hydroxy substituents at positions 1 and 8, a methoxy group at position 3, and a methyl group at position 6. It has been widely isolated and characterised from both terrestrial and marine sources. [Raw Data] CBA82_Physcion_pos_10eV.txt [Raw Data] CBA82_Physcion_pos_30eV.txt [Raw Data] CBA82_Physcion_pos_50eV.txt [Raw Data] CBA82_Physcion_pos_40eV.txt [Raw Data] CBA82_Physcion_pos_20eV.txt

   

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.

   

Orcinol

InChI=1/C7H8O2/c1-5-2-6(8)4-7(9)3-5/h2-4,8-9H,1H

C7H8O2 (124.0524)


Orcinol is a 5-alkylresorcinol in which the alkyl group is specified as methyl. It has a role as an Aspergillus metabolite. It is a 5-alkylresorcinol and a dihydroxytoluene. Orcinol is a natural product found in Calluna vulgaris, Rumex patientia, and other organisms with data available. A 5-alkylresorcinol in which the alkyl group is specified as methyl. D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents relative retention time with respect to 9-anthracene Carboxylic Acid is 0.272 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.266 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.263 KEIO_ID O013

   

2-Aminobenzoic acid

Anthranilic acid, calcium (2:1) salt

C7H7NO2 (137.0477)


2-Aminobenzoic acid, also known as anthranilic acid or O-aminobenzoate, belongs to the class of organic compounds known as aminobenzoic acids. These are benzoic acids containing an amine group attached to the benzene moiety. Within humans, 2-aminobenzoic acid participates in a number of enzymatic reactions. In particular, 2-aminobenzoic acid and formic acid can be biosynthesized from formylanthranilic acid through its interaction with the enzyme kynurenine formamidase. In addition, 2-aminobenzoic acid and L-alanine can be biosynthesized from L-kynurenine through its interaction with the enzyme kynureninase. It is a substrate of enzyme 2-Aminobenzoic acid hydroxylase in benzoate degradation via hydroxylation pathway (KEGG). In humans, 2-aminobenzoic acid is involved in tryptophan metabolism. Outside of the human body, 2-Aminobenzoic acid has been detected, but not quantified in several different foods, such as mamey sapotes, prairie turnips, rowals, natal plums, and hyacinth beans. This could make 2-aminobenzoic acid a potential biomarker for the consumption of these foods. 2-Aminobenzoic acid is a is a tryptophan-derived uremic toxin with multidirectional properties that can affect the hemostatic system. Uremic syndrome may affect any part of the body and can cause nausea, vomiting, loss of appetite, and weight loss. Chronic exposure of uremic toxins can lead to a number of conditions including renal damage, chronic kidney disease and cardiovascular disease. It can also cause changes in mental status, such as confusion, reduced awareness, agitation, psychosis, seizures, and coma. 2-Aminobenzoic acid is an organic compound. It is a substrate of enzyme anthranilate hydroxylase [EC 1.14.13.35] in benzoate degradation via hydroxylation pathway (KEGG). [HMDB]. Anthranilic acid is found in many foods, some of which are butternut squash, sunflower, ginger, and hyssop. Acquisition and generation of the data is financially supported in part by CREST/JST. D002491 - Central Nervous System Agents > D000927 - Anticonvulsants CONFIDENCE standard compound; INTERNAL_ID 8844 CONFIDENCE standard compound; INTERNAL_ID 8009 CONFIDENCE standard compound; INTERNAL_ID 115 KEIO_ID A010

   

Chrysin

5,7-Dihydroxyflavone

C15H10O4 (254.0579)


Chrysin is a dihydroxyflavone in which the two hydroxy groups are located at positions 5 and 7. It has a role as an anti-inflammatory agent, an antineoplastic agent, an antioxidant, a hepatoprotective agent, an EC 2.7.11.18 (myosin-light-chain kinase) inhibitor and a plant metabolite. It is a dihydroxyflavone and a 7-hydroxyflavonol. Chrysin is a natural product found in Scutellaria amoena, Lonicera japonica, and other organisms with data available. 5,7-Dihydroxyflavone is found in carrot. Chrysin is a naturally occurring flavone chemically extracted from the blue passion flower (Passiflora caerulea). Honeycomb also contains small amounts. It is also reported in Oroxylum indicum or Indian trumpetflower. (Wikipedia). Chrysin is a naturally occurring flavone chemically extracted from the blue passion flower (Passiflora caerulea). Honeycomb also contains small amounts. It is also reported in Oroxylum indicum or Indian trumpetflower. [Wikipedia]. Chrysin is found in many foods, some of which are sour cherry, carrot, wild carrot, and sweet orange. 5,7-Dihydroxyflavone is found in carrot. Chrysin is a naturally occurring flavone chemically extracted from the blue passion flower (Passiflora caerulea). Honeycomb also contains small amounts. It is also reported in Oroxylum indicum or Indian trumpetflower. (Wikipedia). A dihydroxyflavone in which the two hydroxy groups are located at positions 5 and 7. CONFIDENCE standard compound; INTERNAL_ID 804; DATASET 20200303_ENTACT_RP_MIX501; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4420; ORIGINAL_PRECURSOR_SCAN_NO 4416 CONFIDENCE standard compound; INTERNAL_ID 804; DATASET 20200303_ENTACT_RP_MIX501; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4423; ORIGINAL_PRECURSOR_SCAN_NO 4419 CONFIDENCE standard compound; INTERNAL_ID 804; DATASET 20200303_ENTACT_RP_MIX501; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9217; ORIGINAL_PRECURSOR_SCAN_NO 9215 ORIGINAL_ACQUISITION_NO 4462; CONFIDENCE standard compound; INTERNAL_ID 804; DATASET 20200303_ENTACT_RP_MIX501; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_PRECURSOR_SCAN_NO 4458 CONFIDENCE standard compound; INTERNAL_ID 804; DATASET 20200303_ENTACT_RP_MIX501; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4462; ORIGINAL_PRECURSOR_SCAN_NO 4458 CONFIDENCE standard compound; INTERNAL_ID 804; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 7989; ORIGINAL_PRECURSOR_SCAN_NO 7985 CONFIDENCE standard compound; INTERNAL_ID 804; DATASET 20200303_ENTACT_RP_MIX501; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4441; ORIGINAL_PRECURSOR_SCAN_NO 4440 CONFIDENCE standard compound; INTERNAL_ID 804; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 7956; ORIGINAL_PRECURSOR_SCAN_NO 7952 CONFIDENCE standard compound; INTERNAL_ID 804; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 7917; ORIGINAL_PRECURSOR_SCAN_NO 7913 CONFIDENCE standard compound; INTERNAL_ID 804; DATASET 20200303_ENTACT_RP_MIX501; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4472; ORIGINAL_PRECURSOR_SCAN_NO 4469 CONFIDENCE standard compound; INTERNAL_ID 804; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 7978; ORIGINAL_PRECURSOR_SCAN_NO 7973 CONFIDENCE standard compound; INTERNAL_ID 804; DATASET 20200303_ENTACT_RP_MIX501; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4441; ORIGINAL_PRECURSOR_SCAN_NO 4438 CONFIDENCE standard compound; INTERNAL_ID 804; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 7907; ORIGINAL_PRECURSOR_SCAN_NO 7904 [Raw Data] CB007_Chrysin_pos_20eV_CB000007.txt [Raw Data] CB007_Chrysin_pos_30eV_CB000007.txt [Raw Data] CB007_Chrysin_pos_40eV_CB000007.txt [Raw Data] CB007_Chrysin_pos_10eV_CB000007.txt [Raw Data] CB007_Chrysin_pos_50eV_CB000007.txt [Raw Data] CB007_Chrysin_neg_10eV_000007.txt [Raw Data] CB007_Chrysin_neg_30eV_000007.txt [Raw Data] CB007_Chrysin_neg_40eV_000007.txt [Raw Data] CB007_Chrysin_neg_50eV_000007.txt [Raw Data] CB007_Chrysin_neg_20eV_000007.txt Chrysin is one of the most well known estrogen blockers. Chrysin is one of the most well known estrogen blockers.

   

Dantron

InChI=1/C14H8O4/c15-9-5-1-3-7-11(9)14(18)12-8(13(7)17)4-2-6-10(12)16/h1-6,15-16

C14H8O4 (240.0423)


Danthron is an orange crystalline powder. Almost odorless and tasteless. (NTP, 1992) Chrysazin is a dihydroxyanthraquinone that is anthracene-9,10-dione substituted by hydroxy groups at positions 1 and 8. It has a role as an apoptosis inducer and a plant metabolite. Withdrawn from the Canadian, US, and UK markets in 1998 due to genotoxicity. Danthron is a natural product found in Didemnum albopunctatum, Asphodelus tenuifolius, and other organisms with data available. Danthron is a reddish, synthetic anthraquinone derivative. Danthron has been widely used as a laxative, but is no longer used to treat constipation and is currently used as an antioxidant in synthetic lubricants, in the synthesis of experimental antitumor agents, as a fungicide and as an intermediate for making dyes. This substance is a suspected mutagen and is reasonably anticipated to be a human carcinogen based on evidence of carcinogenicity in experimental animals. (NCI05) A - Alimentary tract and metabolism > A06 - Drugs for constipation > A06A - Drugs for constipation > A06AB - Contact laxatives A dihydroxyanthraquinone that is anthracene-9,10-dione substituted by hydroxy groups at positions 1 and 8. Dantron is found in green vegetables. Dantron occurs in roots of Rheum palmatum (Turkey rhubarb Occurs in roots of Rheum palmatum (Turkey rhubarb). Dantron is found in green vegetables. D005765 - Gastrointestinal Agents > D002400 - Cathartics D009676 - Noxae > D009153 - Mutagens [Raw Data] CB120_Laxapur_neg_20eV_000028.txt [Raw Data] CB120_Laxapur_neg_40eV_000028.txt [Raw Data] CB120_Laxapur_neg_30eV_000028.txt [Raw Data] CB120_Laxapur_neg_10eV_000028.txt [Raw Data] CB120_Laxapur_neg_50eV_000028.txt Danthron is a natural product extracted from the traditional Chinese medicine Salvia miltiorrhiza Bunge. Danthron functions in regulating glucose and lipid metabolism by activating AMPK. Danthron is a natural product extracted from the traditional Chinese medicine Salvia miltiorrhiza Bunge. Danthron functions in regulating glucose and lipid metabolism by activating AMPK. Danthron is a natural product extracted from the traditional Chinese medicine Salvia miltiorrhiza Bunge. Danthron functions in regulating glucose and lipid metabolism by activating AMPK.

   

Sterigmatocystin

15-hydroxy-11-methoxy-6,8,20-trioxapentacyclo[10.8.0.0²,⁹.0³,⁷.0¹⁴,¹⁹]icosa-1(12),2(9),4,10,14,16,18-heptaen-13-one

C18H12O6 (324.0634)


Sterigmatocystin is a mycotoxin of Aspergillus versicolor and Chaetomium species Sterigmatocystin is a poison of the type dermatoxin, from the fungi genus Aspergillus. It appears on crusts of cheese with mold. Sterigmatocystin is a toxic metabolite structurally closely related to the aflatoxins (compare general fact sheet number 2), and consists of a xanthone nucleus attached to a bifuran structure. Sterigmatocystin is mainly produced by the fungi Aspergillus nidulans and A. versicolor. It has been reported in mouldy grain, green coffee beans and cheese although information on its occurrence in foods is limited. It appears to occur much less frequently than the aflatoxins, although analytical methods for its determination have not been as sensitive until recently, and so it is possible that small concentrations in food commodities may not always have been detected. Although it is a potent liver carcinogen similar to aflatoxin B1, current knowledge suggests that it is nowhere near as widespread in its occurrence. If this is the true situation it would be justified to consider sterigmatocystin as no more than a risk to consumers in special or unusual circumstances. Sterigmatocystin is a number of closely related compounds such o-methyl sterigmatocystin are known and some may also occur naturally. The IARC-classification of sterigmatocystin is group 2B, which means it is possibly carcinogenic to humans. In practice, the risk is quite low however, because this substance only appears on cheese crusts with mold, and because of that the chance of daily exposure is very low. Sterigmatocystin is a molded crust is best not to be consumed in whole, but after removing the crust, the cheese can still be consumed. Sterigmatocystin is a different kind of mold than that which appears on cheese itself, which can simply be removed before further consumption D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 2320

   

2-Furoic acid

furan-2-carboxylic acid

C5H4O3 (112.016)


Furoic acid is a metabolite that appears in the urine of workers occupationally exposed to furfural and is a marker of exposure to this compound. Furfural is a heterocyclic aldehyde that is commonly used as a solvent in industry. It is readily absorbed into the body via the lungs and has significant skin absorption. Furfural is an irritant of the eyes, mucous membranes, and skin and is a central nervous system depressant. Furfural as a confirmed animal carcinogen with unknown relevance to humans (It has been suggested that is a substance that produces hepatic cirrhosis). Once in the body, furfural is metabolized rapidly via oxidation to the metabolite furoic acid, which is then conjugated with glycine and excreted in the urine in both free and conjugated forms. (PMID: 3751566, 4630229, 12587683). 2-Furoic acid is a biomarker for the consumption of beer. 2-Furancarboxylic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=88-14-2 (retrieved 2024-07-10) (CAS RN: 88-14-2). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). 2-Furoic acid (Furan-2-carboxylic acid) is an organic compound produced through furfural oxidation[1]. 2-Furoic acid exhibits hypolipidemic effet, lowers both serum cholesterol and serum triglyceride levels in rats[2]. 2-Furoic acid (Furan-2-carboxylic acid) is an organic compound produced through furfural oxidation[1]. 2-Furoic acid exhibits hypolipidemic effet, lowers both serum cholesterol and serum triglyceride levels in rats[2]. 2-Furoic acid (Furan-2-carboxylic acid) is an organic compound produced through furfural oxidation[1]. 2-Furoic acid exhibits hypolipidemic effet, lowers both serum cholesterol and serum triglyceride levels in rats[2].

   

Phenylacetaldehyde

alpha-Phenylacetaldehyde

C8H8O (120.0575)


Phenylacetaldehyde is one important oxidation-related aldehyde. Exposure to styrene gives phenylacetaldehyde as a secondary metabolite. Styrene has been implicated as reproductive toxicant, neurotoxicant, or carcinogen in vivo or in vitro. Phenylacetaldehyde could be formed by diverse thermal reactions during the cooking process together with C8 compounds is identified as a major aroma- active compound in cooked pine mushroom. Phenylacetaldehyde is readily oxidized to phenylacetic acid. Therefore will eventually be hydrolyzed and oxidized to yield phenylacetic acid that will be excreted primarily in the urine in conjugated form. (PMID: 16910727, 7818768, 15606130). Found in some essential oils, e.g. Citrus subspecies, Tagetes minuta (Mexican marigold) and in the mushroom Phallus impudicus (common stinkhorn). Flavouring ingredient COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS

   

Chrysophanol

1,8-DIHYDROXY-3-METHYL-9,10-DIHYDROANTHRACENE-9,10-DIONE

C15H10O4 (254.0579)


Chrysophanic acid appears as golden yellow plates or brown powder. Melting point 196 °C. Slightly soluble in water. Pale yellow aqueous solutions turn red on addition of alkali. Solutions in concentrated sulfuric acid are red. (NTP, 1992) Chrysophanol is a trihydroxyanthraquinone that is chrysazin with a methyl substituent at C-3. It has been isolated from Aloe vera and exhibits antiviral and anti-inflammatory activity. It has a role as an antiviral agent, an anti-inflammatory agent and a plant metabolite. It is functionally related to a chrysazin. Chrysophanol is a natural product found in Rumex dentatus, Ageratina altissima, and other organisms with data available. See also: Frangula purshiana Bark (part of). A trihydroxyanthraquinone that is chrysazin with a methyl substituent at C-3. It has been isolated from Aloe vera and exhibits antiviral and anti-inflammatory activity. Constituent of Rumex, Rheum subspecies Chrysophanol is found in dock, garden rhubarb, and sorrel. Chrysophanol is found in dock. Chrysophanol is a constituent of Rumex, Rheum species D009676 - Noxae > D009153 - Mutagens Chrysophanol (Chrysophanic acid) is a natural anthraquinone, which inhibits EGF-induced phosphorylation of EGFR and suppresses activation of AKT and mTOR/p70S6K. Chrysophanol (Chrysophanic acid) is a natural anthraquinone, which inhibits EGF-induced phosphorylation of EGFR and suppresses activation of AKT and mTOR/p70S6K.

   

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].

   

2-Phenylethanol

Phenethyl alcohol, 8ci, ban

C8H10O (122.0732)


2-Phenylethanol, also known as benzeneethanol or benzyl carbinol, belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. 2-Phenylethanol exists in all living species, ranging from bacteria to humans. 2-Phenylethanol is a bitter, floral, and honey tasting compound. 2-Phenylethanol is found, on average, in the highest concentration within a few different foods, such as red wines, black walnuts, and white wines and in a lower concentration in grape wines, sweet basils, and peppermints. 2-Phenylethanol has also been detected, but not quantified, in several different foods, such as asparagus, allspices, fruits, horned melons, and lemons. 2-Phenylethanol, with regard to humans, has been found to be associated with several diseases such as ulcerative colitis, pervasive developmental disorder not otherwise specified, and autism. 2-phenylethanol has also been linked to the inborn metabolic disorder celiac disease. A primary alcohol that is ethanol substituted by a phenyl group at position 2. Flavouring ingredient. Component of ylang-ylang oil. 2-Phenylethanol is found in many foods, some of which are hickory nut, arrowhead, allspice, and nance. C254 - Anti-Infective Agent > C28394 - Topical Anti-Infective Agent D000890 - Anti-Infective Agents D010592 - Pharmaceutic Aids D004202 - Disinfectants 2-Phenylethanol (Phenethyl alcohol), extracted from rose, carnation, hyacinth, Aleppo pine, orange blossom and other organisms, is a colourless liquid. It has a pleasant floral odor and also an autoantibiotic produced by the fungus Candida albicans[1]. It is used as an additive in cigarettes and also used as a preservative in soaps due to its stability in basic conditions. 2-Phenylethanol (Phenethyl alcohol), extracted from rose, carnation, hyacinth, Aleppo pine, orange blossom and other organisms, is a colourless liquid. It has a pleasant floral odor and also an autoantibiotic produced by the fungus Candida albicans[1]. It is used as an additive in cigarettes and also used as a preservative in soaps due to its stability in basic conditions.

   

Geosmin

[4S-(4alpha,4aalpha,8abeta)]-Octahydro-4,8a-dimethyl-4a(2H)-naphthalenol

C12H22O (182.1671)


Geosmin is found in corn. Implicated in off-flavour of shellfish, freshwater fish, drinking water and some vegetables.Geosmin, which literally translates to "earth smell", is an organic compound with a distinct earthy flavour and aroma, and is responsible for the earthy taste of beets and a contributor to the strong scent that occurs in the air when rain falls after a dry spell of weather (petrichor) or when soil is disturbed. The human nose is extremely sensitive to geosmin and is able to detect it at concentrations as low as 5 parts per trillion. Implicated in off-flavour of shellfish, freshwater fish, drinking water and some vegetables

   

Tos-phe-CH2CL

Benzenesulfonamide,N-[3-chloro-2-oxo-1-(phenylmethyl)propyl]-4-methyl-

C17H18ClNO3S (351.0696)


D004791 - Enzyme Inhibitors > D011480 - Protease Inhibitors > D015842 - Serine Proteinase Inhibitors D009676 - Noxae > D000477 - Alkylating Agents > D000590 - Amino Acid Chloromethyl Ketones D004791 - Enzyme Inhibitors > D011500 - Protein Synthesis Inhibitors

   

O-Methylsterigmatocystin

11,15-dimethoxy-6,8,20-trioxapentacyclo[10.8.0.0²,⁹.0³,⁷.0¹⁴,¹⁹]icosa-1(12),2(9),4,10,14,16,18-heptaen-13-one

C19H14O6 (338.079)


O-Methylsterigmatocystin is a mycotoxin of Aspergillus flavu D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins

   

Mollicellin C

Mollicellin C

C22H20O8 (412.1158)


A member of the class of depsidones that is 11H-dibenzo[b,e][1,4]dioxepine substituted by hydroxy groups at positions 3 and 9, a methoxy group at position 8, methyl groups at positions 1 and 6, a 3-methylbut-2-enoyl group at position 7, an oxo group at position 11 and a formyl group at position 4. Isolated from Chaetomium brasiliense, it exhibits antimalarial and cytotoxic activities.

   

Sumiki's acid

5-(Hydroxymethyl)-2-furancarboxylic acid

C6H6O4 (142.0266)


Sumikis acid is a naturally occurring human metabolite (PMID:949837). Sumikis acid was first identified in the urine of a leukemic patient who was excreting an abnormal amount of its glycine derivative (PMID:5043270). Sumikis acid was found to be excreted by normal subjects after a phenylalanine loading, while heterozygotes for phenylketonuria dont excrete it (instead, they excrete 2-hydroxybenzeneacetic acid) (PMID:4708049). Patients receiving furan-containing sugar solutions i.v. convert 50\\\\% of the 5-hydroxymethyl-2-furfural into Sumikis acid (PMID:4202014). Sumikis acid has been found to be a byproduct of the fungus Aspergillus and probably other species of fungi and yeast as well. Sumikis acid is a naturally occurring human metabolite. (PMID: 949837) Sumikis acid was first identified in the urine of a leukemic patient who was excreting an abnormal amount of its glycine derivative. (PMID: 5043270) 5-Hydroxymethyl-2-furancarboxylic acid is the main metabolite of 5-hydroxymethyl-2-furfural (HMF) in the body and eliminated renally. 5-Hydroxymethyl-2-furancarboxylic acid is the main metabolite of 5-hydroxymethyl-2-furfural (HMF) in the body and eliminated renally.

   

Penitrem C

(1S,2R,5S,8R,9R,11S,14R,15S,24S,26S,27S)-20-chloro-14,15,32,32-tetramethyl-23-methylidene-9-prop-1-en-2-yl-10,31-dioxa-17-azanonacyclo[24.4.2.02,15.05,14.06,11.016,30.018,29.021,28.024,27]dotriaconta-6,16(30),18,20,28-pentaene-5,8-diol

C37H44ClNO4 (601.2959)


   

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.

   

Brevianamide B

4,4-dimethyl-1,3-dihydro-9,14-diazaspiro[indole-2,5-tetracyclo[5.5.2.0¹,⁹.0³,⁷]tetradecane]-3,8,13-trione

C21H23N3O3 (365.1739)


Brevianamide A is a mycotoxin from Penicillium brevi-compactum and some other Penicillium specie

   

Mollicellin C

7,14-dihydroxy-6-methoxy-4,12-dimethyl-5-(3-methylbut-2-enoyl)-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carbaldehyde

C22H20O8 (412.1158)


Mollicellin C is produced by Chaetomium species and mutagenic mycotoxin. Production by Chaetomium subspecies and mutagenic mycotoxin.

   

Mollicellin B

5-hydroxy-7,12,16,16-tetramethyl-9,14-dioxo-2,10,17-trioxatetracyclo[9.8.0.0³,⁸.0¹³,¹⁸]nonadeca-1(11),3(8),4,6,12,18-hexaene-4-carbaldehyde

C21H18O7 (382.1052)


Mollicellin B is produced by Chaetomium species and mutagenic mycotoxin. Production by Chaetomium subspecies and mutagenic mycotoxin.

   

Mollicellin E

13-chloro-7,14-dihydroxy-6-methoxy-4,12-dimethyl-5-(3-methylbut-2-enoyl)-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaene-15-carbaldehyde

C22H19ClO8 (446.0768)


Mollicellin E is produced by Chaetomium species and mutagenic mycotoxin. Production by Chaetomium subspecies and mutagenic mycotoxin.

   

Mollicellin H

5,14-dihydroxy-7,12-dimethyl-6-(3-methylbut-2-en-1-yl)-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carbaldehyde

C21H20O6 (368.126)


Mollicellin H is produced by Chaetomium species and mutagenic mycotoxin. Production by Chaetomium subspecies and mutagenic mycotoxin.

   

Mollicellin D

13-chloro-5,14-dihydroxy-15-(hydroxymethyl)-7,12-dimethyl-6-(3-methylbut-2-en-1-yl)-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaen-10-one

C21H21ClO6 (404.1027)


Mollicellin D is produced by Chaetomium species and mycotoxin. Production by Chaetomium subspecies and mycotoxin.

   

Mollicellin I

Mollicellin I

C21H22O6 (370.1416)


   

Mollicellin J

Mollicellin J

C21H19ClO6 (402.087)


   

Eugenitin

5-Hydroxy-7-methoxy-2,6-dimethyl-4H-1-benzopyran-4-one

C12H12O4 (220.0736)


From Eugenia caryophyllata (clove). Eugenitin is found in herbs and spices and cloves. Eugenitin is found in cloves. Eugenitin is from Eugenia caryophyllata (clove

   

Cladosporin

Isocoumarin, 3,4-dihydro-6,8-dihydroxy-3-(6-methyl-tetrahydro-2H-pyran-2-yl)-

C16H20O5 (292.1311)


D004791 - Enzyme Inhibitors

   

radicicol

(4E)-8-chloro-1aR,14R,15,15aR-tetrahydro-9,11-dihydroxy-14-methyl-6H-oxireno[e][2Z]benzoxacyclotetradecin-6,12(7H)-dione

C18H17ClO6 (364.0714)


D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000981 - Antiprotozoal Agents D000890 - Anti-Infective Agents > D000935 - Antifungal Agents D004791 - Enzyme Inhibitors An antifungal macrolactone antibiotic, obtained from Diheterospora chlamydosporia and Chaetomium chiversii that inhibits protein tyrosine kinase and heat shock protein 90 (Hsp90). C274 - Antineoplastic Agent > C2189 - Signal Transduction Inhibitor > C129824 - Antineoplastic Protein Inhibitor C254 - Anti-Infective Agent > C514 - Antifungal Agent

   

Alternariol monomethyl ether

3,4-Dihydroxy-5-methoxy-6-methyldibenzo[a]pyrone

C15H12O5 (272.0685)


   

Chetomin

Chetomin

C31H30N6O6S4 (710.111)


An organic heteropentacyclic compound of the class of epipolythiodioxopiperazine. Isolated from Chaetomium globosum and Farrowia seminuda, it exhibits immunosuppressive activity.

   

Chaetoglobosin R

Chaetoglobosin R

C32H38N2O6 (546.273)


A cytochalasan alkaloid found in Chaetomium globosum.( Compound class : cytochalasan alkaloid)

   

Chaetocin

2,2,3S,3S,5aR,5aR,6,6-octahydro-3,3-bis(hydroxymethyl)-2,2-dimethyl-[10bR,10bR(11aS,11aS)-bi-3,11a-epidithio-11aH-pyrazino[1,2:1,5]pyrrolo[2,3-b]indole]-1,1,4,4-tetrone

C30H28N6O6S4 (696.0953)


   

Prochaetoglobosin I

Prochaetoglobosin I

C32H38N2O2 (482.2933)


A cytochalasan alkaloid found in Chaetomium globosum and Chaetomium subaffine.

   

Chaetopyranin

Chaetopyranin

C19H24O4 (316.1675)


A chromenol that is 3,4-dihydro-2H-chromene substituted by a hydroxy group at position 6, a 3-hydroxybut-1-en-1-yl at position 2, a formyl group at position 5 and a prenyl group at position 7. Isolated from Chaetomium globosum, it exhibits radical scavenging and cytotoxic activity towards several tumour cell lines.

   

Chaetoglobosin T

Chaetoglobosin T

C32H38N2O3 (498.2882)


A cytochalasan alkaloid found in Chaetomium globosum.

   

Chaetoxanthone B

Chaetoxanthone B

C20H18O6 (354.1103)


A bridged organic heteropentacyclic compound that is 3,4,5,6-tetrahydro-2H,8H-2,6-epoxyoxocino[3,2-b]xanthen-8-one substituted by a hydroxy group at position 7, a methoxy group at position 9 and a methyl group at position 2. It is isolated from the marine derived fungus Chaetomium and has antiprotozoal activity.

   

Chaetoglobosin B

Chaetoglobosin B

C32H36N2O5 (528.2624)


A natural product found in Chaetomium globosum and Chaetomium subaffine.

   

Orsellic acid

2,4-Dihydroxy-6-methylbenzoic acid

C8H8O4 (168.0423)


Orsellinic acid is a compound produced by Lecanoric acid treated with alcohols. Lecanoric acid is a lichen depside isolated from a Parmotrema tinctorum specimen[1].

   

chaetoxanthone A

(-)-Chaetoxanthone A

C20H18O7 (370.1052)


A bridged organic heteropentacyclic compund that is 3,4,5,6-tetrahydro-2H,8H-2,6-epoxyoxocino[3,2-b]xanthen-8-one substituted by hydroxy groups at positions 4 and 7, a methoxy group at position 9 and a methyl group at position 2 (the 2S,4R,6S stereoisomer). It is isolated from the marine derived fungus Chaetomium and has antiprotozoal activity.

   

chaetoxanthone C

(+)-Chaetoxanthone C

C20H19ClO6 (390.087)


A member of the class xanthones that is 9H-xanthen-9-one substituted by a chloro group at position 4, hydroxy groups at positions 1 and 3, a methoxy group at position 8 and a (2R,6R)-6-methyltetrahydropyran-2-yl group at position 2. It is isolated from the marine derived fungus Chaetomium and has antiprotozoal activity.

   

physcion

9,10-Anthracenedione, 1,8-dihydroxy-3-methoxy-6-methyl- (9CI)

C16H12O5 (284.0685)


Physcion, also known as emodin monomethyl ether or parienin, is a member of the class of compounds known as anthraquinones. Anthraquinones are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone. Physcion is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Physcion can be synthesized from 2-methylanthraquinone. Physcion can also be synthesized into torososide B and physcion 8-gentiobioside. Physcion can be found in common sage, garden rhubarb, and sorrel, which makes physcion a potential biomarker for the consumption of these food products. Physcion has also been shown to protect lichens against UV-B light, at high altitudes in Alpine regions. The UV-B light stimulates production of parietin and the parietin protects the lichens from damage. Lichens in arctic regions such as Svarlbard retain this capability though they do not encounter damaging levels of UV-B, a capability that could help protect the lichens in case of Ozone layer thinning .

   

Erythroglaucin

Erythroglaucin

C16H12O6 (300.0634)


A trihydroxyanthraquinone that is anthracene-9,10-dione substituted by hydroxy groups at positions 1, 4 and 5, a methoxy group at position 7 and a methyl group at position 2. It has been isolated from Chaetomium globosum and other fungal species.

   
   

Chaetochromin

Chaetochromin

C30H26O10 (546.1526)


   

Ergosterol peroxide

Ergosterol peroxide

C28H44O3 (428.329)


   

Chaetoviridin D

Chaetoviridin D

C23H29ClO8 (468.1551)


   

globosuxanthone B

globosuxanthone B

C16H16O8 (336.0845)


A member of the class of xanthones that is methyl-9-oxo-2,3,4,9-tetrahydro-1H-xanthene-1-carboxylate substituted by hydroxy groups at positions 1, 2 and 8 and a methoxy group at position 3 (the 1R,2R,3S stereoisomer). It has been isolated from Chaetomium globosum.

   

mollicellin L

mollicellin L

C22H20O7 (396.1209)


A member of the class of depsidones that is 11H-dibenzo[b,e][1,4]dioxepine substituted by a hydroxy group at position 3, a methoxy group at position 7, methyl groups at positions 1 and 9, a 3-methylbut-2-enoyl group at position 8, a formyl group at position 4 and an oxo group at position 11. Isolated from Chaetomium brasiliense, it exhibits antimalarial and cytotoxic activities.

   

globosuxanthone D

globosuxanthone D

C14H8O5 (256.0372)


A member of the class of xanthones that is 9H-xanthene substituted by a hydroxy group at position 8, an oxo group at position 9 and a carboxy group at position 1. It has been isolated from Chaetomium globosum.

   

chaetomugilin D

chaetomugilin D

C23H27ClO6 (434.1496)


An azaphilone isolated from Chaetomium globosum and has been shown to exhibit inhibitory activity against the brine shrimp (Artemia salina) and Mucor miehei.

   
   

Chaetoviridin C

Chaetoviridin C

C23H27ClO6 (434.1496)


An azaphilone that is 9,9a-dihydro-6H-furo[2,3-h]isochromene-6,8(6aH)-dione substituted by a chloro group at position 5, a 3-hydroxy-2-methylbutanoyl group at position 9, a methyl group at position 6a and a 3-methylpent-1-en-1yl group at position 3. It has been isolated from Chaetomium globosum.

   

chaetoglobosin U

chaetoglobosin U

C32H36N2O5 (528.2624)


A cytochalasan alkaloid found in Chaetomium globosum.

   

globosumone A

globosumone A

C13H14O5 (250.0841)


A benzoate ester obtained by the formal condensation of o-orsellinic acid with (3E)-1-hydroxypent-3-en-2-one. Isolated from Chaetomium globosum, it exhibits cytotoxic activity towards cancer cell lines.

   

Mollicellin G

Mollicellin G

C21H20O6 (368.126)


   

Mollicellin K

Mollicellin K

C21H18O7 (382.1052)


A member of the class of depsidones that is 11H-dibenzo[b,e][1,4]dioxepine substituted by hydroxy groups at positions 3 and 7, methyl groups at positions 1 and 9, a 3-methylbut-2-enoyl group at position 8, a formyl group at position 4 and an oxo group at position 11. Isolated from Chaetomium brasiliense, it exhibits antimalarial, antimycobacterial and cytotoxic activities.

   

chaetoviridin E

chaetoviridin E

C23H23ClO5 (414.1234)


An azaphilone that is 6H-furo[2,3-h]isochromene-6,8(6aH)-dione substituted by a chloro group at position 5, a methyl group at position 6a, a 2-methylbut-2-enoyl group at position 9 and a 3-methylpent-1-en-1-yl group at position 3. It has been isolated from Chaetomium globosum.

   

3,4,5-trihydroxypentan-2-yl 2,4-dihydroxy-6-methylbenzoate

3,4,5-trihydroxypentan-2-yl 2,4-dihydroxy-6-methylbenzoate

C13H18O7 (286.1052)


   
   

Globosuxanthone C

Globosuxanthone C

C14H10O5 (258.0528)


A member of the class of xanthones that is 9H-xanthen-9-one substituted by hydroxy group at positions 1 and 8 and a methoxy group at position 2. It has been isolated from Chaetomium globosum.( Compound class : xanthenone)

   

Rheoemodin

Rheoemodin

C14H8O6 (272.0321)


   

Isotetrahydroauroglaucin

Isotetrahydroauroglaucin

C19H26O3 (302.1882)


A member of the class of benzaldehydes that is benzaldehyde substituted by hydroxy groups at positions 3 and 6, a prenyl group at position 5 and a a hept-5-en-1-yl at position 2. Isolated from Chaetomium globosum and other fungal species, it exhibits radical scavenging activities.

   

globosuxanthone A

globosuxanthone A

C15H12O7 (304.0583)


A member of the class of xanthones that is methyl 9-oxo-2,9-dihydro-1H-xanthene-1-carboxylate substituted by hydroxy groups at positions 1, 2 and 8 (the 1R,2R stereoisomer). Isolated from Chaetomium globosum, it exhibits cytotoxicity towards human tumour cell lines.

   

mollicellin N

mollicellin N

C21H18O8 (398.1002)


A member of the class of depsidones that is 3,4-dihydro-2H,11H-chromeno[6,7-b][1,4]benzodioxepine substituted by hydroxy groups at positions 8 and 13, methyl groups at positions 2, 2, 5 and 10, oxo groups at positions 4 and 11 and a formyl group at position 7. Isolated from Chaetomium brasiliense, it exhibits cytotoxic activity.

   

Neocochliodinol

Neocochliodinol

C32H30N2O4 (506.2205)


   

2-hydroxyvertixanthone

2-hydroxyvertixanthone

C15H10O6 (286.0477)


A member of the class of xanthones that is methyl 9H-xanthene-1-carboxylate substituted by hydroxy groups at positions 2 and 8 and an oxo group at position 9. It has been isolated from Chaetomium globosum.

   

Sterigmatocystin

Sterigmatocystine

C18H12O6 (324.0634)


An organic heteropentacyclic compound whose skeleton comprises a xanthene ring system ortho-fused to a dihydrofuranofuran moiety. The parent of the class of sterigmatocystins. D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins CONFIDENCE Reference Standard (Level 1)

   

Phenylethyl alcohol

Phenylethyl alcohol

C8H10O (122.0732)


C254 - Anti-Infective Agent > C28394 - Topical Anti-Infective Agent D000890 - Anti-Infective Agents D010592 - Pharmaceutic Aids D004202 - Disinfectants 2-Phenylethanol (Phenethyl alcohol), extracted from rose, carnation, hyacinth, Aleppo pine, orange blossom and other organisms, is a colourless liquid. It has a pleasant floral odor and also an autoantibiotic produced by the fungus Candida albicans[1]. It is used as an additive in cigarettes and also used as a preservative in soaps due to its stability in basic conditions. 2-Phenylethanol (Phenethyl alcohol), extracted from rose, carnation, hyacinth, Aleppo pine, orange blossom and other organisms, is a colourless liquid. It has a pleasant floral odor and also an autoantibiotic produced by the fungus Candida albicans[1]. It is used as an additive in cigarettes and also used as a preservative in soaps due to its stability in basic conditions.

   

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.

   

Chrysin

4H-1-Benzopyran-4-one, 5,7-dihydroxy-2-phenyl- (9CI)

C15H10O4 (254.0579)


Annotation level-1 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.176 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.177 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.174 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.175 Chrysin is one of the most well known estrogen blockers. Chrysin is one of the most well known estrogen blockers.

   

Chrysophanic acid

Chrysophanic acid

C15H10O4 (254.0579)


relative retention time with respect to 9-anthracene Carboxylic Acid is 1.321 D009676 - Noxae > D009153 - Mutagens relative retention time with respect to 9-anthracene Carboxylic Acid is 1.322 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.318 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.324 Chrysophanol (Chrysophanic acid) is a natural anthraquinone, which inhibits EGF-induced phosphorylation of EGFR and suppresses activation of AKT and mTOR/p70S6K. Chrysophanol (Chrysophanic acid) is a natural anthraquinone, which inhibits EGF-induced phosphorylation of EGFR and suppresses activation of AKT and mTOR/p70S6K.

   

echinulin

echinuline

C29H39N3O2 (461.3042)


An indole alkaloid with formula C29H39N3O2. It is a fungal metabolite found in several Aspergillus species.

   

2-FUROIC ACID

2-FUROIC ACID

C5H4O3 (112.016)


A furoic acid having the carboxylic acid group located at position 2. 2-Furoic acid (Furan-2-carboxylic acid) is an organic compound produced through furfural oxidation[1]. 2-Furoic acid exhibits hypolipidemic effet, lowers both serum cholesterol and serum triglyceride levels in rats[2]. 2-Furoic acid (Furan-2-carboxylic acid) is an organic compound produced through furfural oxidation[1]. 2-Furoic acid exhibits hypolipidemic effet, lowers both serum cholesterol and serum triglyceride levels in rats[2]. 2-Furoic acid (Furan-2-carboxylic acid) is an organic compound produced through furfural oxidation[1]. 2-Furoic acid exhibits hypolipidemic effet, lowers both serum cholesterol and serum triglyceride levels in rats[2].

   

phenylacetaldehyde

phenylacetaldehyde

C8H8O (120.0575)


An aldehyde that consists of acetaldehyde bearing a methyl substituent; the parent member of the phenylacetaldehyde class of compounds. COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS

   

Danthron

1,8-dihydroxyanthraquinone

C14H8O4 (240.0423)


A - Alimentary tract and metabolism > A06 - Drugs for constipation > A06A - Drugs for constipation > A06AB - Contact laxatives D005765 - Gastrointestinal Agents > D002400 - Cathartics D009676 - Noxae > D009153 - Mutagens Danthron is a natural product extracted from the traditional Chinese medicine Salvia miltiorrhiza Bunge. Danthron functions in regulating glucose and lipid metabolism by activating AMPK. Danthron is a natural product extracted from the traditional Chinese medicine Salvia miltiorrhiza Bunge. Danthron functions in regulating glucose and lipid metabolism by activating AMPK. Danthron is a natural product extracted from the traditional Chinese medicine Salvia miltiorrhiza Bunge. Danthron functions in regulating glucose and lipid metabolism by activating AMPK.

   

patulin

patulin

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].

   

orsellinic acid

orsellinic acid

C8H8O4 (168.0423)


   

Chaetoviridin A

Chaetoviridin A

C23H25ClO6 (432.134)


An azaphilone that is 6H-furo[2,3-h]isochromene-6,8(6aH)-dione substituted by a chloro group at position 5, a 3-hydroxy-2-methylbutanoyl group at position 9, a methyl group at position 6a and a 3-methylpent-1-en-1yl group at position 3. Isolated from Chaetomium globosum, it exhibits natifungal activity against plant pathogenic fungi. CONFIDENCE isolated standard

   

2-aminobenzoic acid

2-aminobenzoic acid

C7H7NO2 (137.0477)


MS2 deconvoluted using MS2Dec from all ion fragmentation data, MetaboLights identifier MTBLS1040; RWZYAGGXGHYGMB-UHFFFAOYSA-N_STSL_0017_Anthranilic Acid_8000fmol_180410_S2_LC02_MS02_91; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. MS2 deconvoluted using CorrDec from all ion fragmentation data, MetaboLights identifier MTBLS1040; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I.

   

eugenitin

4H-1-Benzopyran-4-one, 5-hydroxy-7-methoxy-2,6-dimethyl-

C12H12O4 (220.0736)


A natural product found in Cyperus teneriffae.

   

5-Hydroxymethyl-2-furancarboxylic acid

5-Hydroxymethyl-2-furancarboxylic acid

C6H6O4 (142.0266)


5-Hydroxymethyl-2-furancarboxylic acid is the main metabolite of 5-hydroxymethyl-2-furfural (HMF) in the body and eliminated renally. 5-Hydroxymethyl-2-furancarboxylic acid is the main metabolite of 5-hydroxymethyl-2-furfural (HMF) in the body and eliminated renally.

   

Sclerotiorin

7-(acetyloxy)-5-chloro-3-[(1E,3E,5S)-3,5-dimethyl-1,3-heptadien-1-yl]-7-methyl-6H-2-benzopyran-6,8(7H)-dione

C21H23ClO5 (390.1234)


   

Brevianamide B

4,4-dimethyl-1,3-dihydro-9,14-diazaspiro[indole-2,5-tetracyclo[5.5.2.0^{1,9}.0^{3,7}]tetradecane]-3,8,13-trione

C21H23N3O3 (365.1739)


   

mollicellin B

5-hydroxy-7,12,16,16-tetramethyl-9,14-dioxo-2,10,17-trioxatetracyclo[9.8.0.0^{3,8}.0^{13,18}]nonadeca-1(11),3,5,7,12,18-hexaene-4-carbaldehyde

C21H18O7 (382.1052)


A member of the class of depsidones that is 3,4-dihydro-2H,7H-chromeno[7,6-b][1,4]benzodioxepine substituted by a hydroxy group at position 10, methyl groups at positions 2, 2, 5 and 8, a formyl group at position 11 and oxo groups at positions 4 and 7. Isolated from Chaetomium brasiliense it exhibits antimalarial and cytotoxic activities.

   

Mollicellin E

13-chloro-7,14-dihydroxy-6-methoxy-4,12-dimethyl-5-(3-methylbut-2-enoyl)-10-oxo-2,9-dioxatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,11,13-hexaene-15-carbaldehyde

C22H19ClO8 (446.0768)


A member of the class of depsidones that is 11H-dibenzo[b,e][1,4]dioxepine substituted by a chloro group at position 2, hydroxy groups at positions 3 and 9, a methoxy group at position 8, methyl groups at positions 1 and 6, a 3-methylbut-2-enoyl group at position 7, an oxo group at position 11 and a formyl group at position 4. Isolated from Chaetomium brasiliense, it exhibits antimalarial and cytotoxic activities.

   

Mollicellin D

13-chloro-5,14-dihydroxy-15-(hydroxymethyl)-7,12-dimethyl-6-(3-methylbut-2-en-1-yl)-2,9-dioxatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,11,13-hexaen-10-one

C21H21ClO6 (404.1027)


   

mollicellin H

5,14-dihydroxy-7,12-dimethyl-6-(3-methylbut-2-en-1-yl)-10-oxo-2,9-dioxatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,11,13-hexaene-15-carbaldehyde

C21H20O6 (368.126)


A member of the class of depsidones that is 11H-dibenzo[b,e][1,4]dioxepine substituted by hydroxy groups at position 3 and 7, methyl group at positions 1 and 9, a prenyl group at position 8, an oxo group at position 11 and a formyl group at position 4. Isolated from Chaetomium brasiliense it exhibits cytotoxic activity.

   

Chaetominine

Chaetominine

C22H18N4O4 (402.1328)


An organic heterotetracyclic compound that consists of 4,5,5a,9c-tetrahydro-3H-2a,9b-diazacyclopenta[jk]fluorene-1,3(2H)-dione substituted by a hydroxy group at position 5, a methyl group at position 2 and a 4-oxoquinazolin-3(4H)-yl group at position 4 (the 2S,4R,5aS,9cS stereoisomer). It is a cytotoxic alkaloid isolated from the endophytic fungus Chaetomium.

   

Ergosteryl palmitate

Ergosteryl palmitate

C44H74O2 (634.5689)


A ergosteryl ester obtained by formal condensation of the 3-hydroxy group of ergosterol with the carboxy group of hexadecanoic (palmitic) acid. A natural product found in Chaetomium globosum and Chaetomium longirostre.

   

Rotiorinol A

Rotiorinol A

C23H26O5 (382.178)


An azaphilone that is 9,9a-dihydro-2H-furo[3,2-g]isochromen-2-one substituted by an acetyl group at position 3, a hydroxy group at position 9, a 3,5-dimethylhepta-1,3-dien-1-yl group at position 6 and a methyl group at position 9a. It has been isolated from Chaetomium cupreum and exhibits antifungal activity.

   

Rotiorinol C

Rotiorinol C

C23H26O6 (398.1729)


An azaphilone that is 9,9a-dihydro-2H-furo[3,2-g]isochromen-2-one substituted by an acetyl group at position 3, a hydroxy group at position 9, a 7-hydroxy-3,5-dimethylhepta-1,3-dien-1-yl group at position 6 and a methyl group at position 9a. It has been isolated from Chaetomium cupreum and exhibits antifungal activity.

   

(-)-Rotiorin

(-)-Rotiorin

C23H24O5 (380.1624)


An azaphilone that is 9,9a-dihydro-2H-furo[3,2-g]isochromen-2-one substituted by an acetyl group at position 3, an oxo group at position 9, a 3,5-dimethylhepta-1,3-dien-1-yl group at position 6 and a methyl group at position 9a. It has been isolated from Chaetomium cupreum and exhibits antifungal activity.

   

epi-isochromophilone II

epi-isochromophilone II

C22H27ClO4 (390.1598)


An azaphilone that is 7,8-dihydro-6H-isochromen-6-one substituted by a chloro group at position 5, a 3,5-dimethylhepta-1,3-dien-1-yl group at position 3, a hydroxy group at position 7, a methyl group at position 7 and a 2-oxopropyl group at position 8. Isolated from Chaetomium cupreum, it exhibits antifungal activity.

   

Rubrorotiorin

Rubrorotiorin

C23H23ClO5 (414.1234)


An azaphilone that is 6,6a-dihydro-8H-furo[2,3-h]isochromen-6,8(6aH)-dione substituted by an acetyl group at position 9, a chloro group a position 5, a 3,5-dimethylhepta-1,3-dien-1-yl group at position 3 and a methyl group at position 6a. Isolated from Chaetomium cupreum, it exhibits antifungal activity.

   

chaetomugilin A

chaetomugilin A

C23H27ClO7 (450.1445)


An azaphilone isolated from Chaetomium globosum and has been shown to exhibit inhibitory activity against the brine shrimp (Artemia salina) and Mucor miehei.

   

Hyacinthin

InChI=1\C8H8O\c9-7-6-8-4-2-1-3-5-8\h1-5,7H,6H

C8H8O (120.0575)


COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS

   

2-PEA

InChI=1\C8H10O\c9-7-6-8-4-2-1-3-5-8\h1-5,9H,6-7H

C8H10O (122.0732)


C254 - Anti-Infective Agent > C28394 - Topical Anti-Infective Agent D000890 - Anti-Infective Agents D010592 - Pharmaceutic Aids D004202 - Disinfectants 2-Phenylethanol (Phenethyl alcohol), extracted from rose, carnation, hyacinth, Aleppo pine, orange blossom and other organisms, is a colourless liquid. It has a pleasant floral odor and also an autoantibiotic produced by the fungus Candida albicans[1]. It is used as an additive in cigarettes and also used as a preservative in soaps due to its stability in basic conditions. 2-Phenylethanol (Phenethyl alcohol), extracted from rose, carnation, hyacinth, Aleppo pine, orange blossom and other organisms, is a colourless liquid. It has a pleasant floral odor and also an autoantibiotic produced by the fungus Candida albicans[1]. It is used as an additive in cigarettes and also used as a preservative in soaps due to its stability in basic conditions.

   

Crysophanol

Chrysophanic acid (1,8-dihydroxy-3-methylanthraquinone)

C15H10O4 (254.0579)


D009676 - Noxae > D009153 - Mutagens Chrysophanol (Chrysophanic acid) is a natural anthraquinone, which inhibits EGF-induced phosphorylation of EGFR and suppresses activation of AKT and mTOR/p70S6K. Chrysophanol (Chrysophanic acid) is a natural anthraquinone, which inhibits EGF-induced phosphorylation of EGFR and suppresses activation of AKT and mTOR/p70S6K.

   

Sumikis acid

InChI=1\C6H6O4\c7-3-4-1-2-5(10-4)6(8)9\h1-2,7H,3H2,(H,8,9

C6H6O4 (142.0266)


5-Hydroxymethyl-2-furancarboxylic acid is the main metabolite of 5-hydroxymethyl-2-furfural (HMF) in the body and eliminated renally. 5-Hydroxymethyl-2-furancarboxylic acid is the main metabolite of 5-hydroxymethyl-2-furfural (HMF) in the body and eliminated renally.

   

Orcin

InChI=1\C7H8O2\c1-5-2-6(8)4-7(9)3-5\h2-4,8-9H,1H

C7H8O2 (124.0524)


D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents

   

furoic acid

InChI=1\C5H4O3\c6-5(7)4-2-1-3-8-4\h1-3H,(H,6,7

C5H4O3 (112.016)


2-Furoic acid (Furan-2-carboxylic acid) is an organic compound produced through furfural oxidation[1]. 2-Furoic acid exhibits hypolipidemic effet, lowers both serum cholesterol and serum triglyceride levels in rats[2]. 2-Furoic acid (Furan-2-carboxylic acid) is an organic compound produced through furfural oxidation[1]. 2-Furoic acid exhibits hypolipidemic effet, lowers both serum cholesterol and serum triglyceride levels in rats[2]. 2-Furoic acid (Furan-2-carboxylic acid) is an organic compound produced through furfural oxidation[1]. 2-Furoic acid exhibits hypolipidemic effet, lowers both serum cholesterol and serum triglyceride levels in rats[2].

   

Altan

InChI=1\C14H8O4\c15-9-5-1-3-7-11(9)14(18)12-8(13(7)17)4-2-6-10(12)16\h1-6,15-16

C14H8O4 (240.0423)


A - Alimentary tract and metabolism > A06 - Drugs for constipation > A06A - Drugs for constipation > A06AB - Contact laxatives D005765 - Gastrointestinal Agents > D002400 - Cathartics D009676 - Noxae > D009153 - Mutagens Danthron is a natural product extracted from the traditional Chinese medicine Salvia miltiorrhiza Bunge. Danthron functions in regulating glucose and lipid metabolism by activating AMPK. Danthron is a natural product extracted from the traditional Chinese medicine Salvia miltiorrhiza Bunge. Danthron functions in regulating glucose and lipid metabolism by activating AMPK. Danthron is a natural product extracted from the traditional Chinese medicine Salvia miltiorrhiza Bunge. Danthron functions in regulating glucose and lipid metabolism by activating AMPK.

   

Geosmin

[4S-(4alpha,4aalpha,8abeta)]-Octahydro-4,8a-dimethyl-4a(2H)-naphthalenol

C12H22O (182.1671)


   

Chaetoviridin H

Chaetoviridin H

C23H26O6 (398.1729)


An azaphilone that is 6H-furo[2,3-h]isochromene-6,8(6aH)-dione substituted by a 3-hydroxy-2-methylbutanoyl group at position 9, a methyl group at position 6a and a 3-methylpent-1-en-1yl group at position 3. It has been isolated from Chaetomium globosum.

   

Chaetoviridin I

Chaetoviridin I

C23H27ClO8 (466.1394)


An azaphilone found in Chaetomium globosum.

   

Chaetoglobosin Q

Chaetoglobosin Q

C32H38N2O6 (546.273)


A cytochalasan alkaloid found in Chaetomium globosum.

   

longirostrerone C

longirostrerone C

C32H38O6 (518.2668)


An azaphilone that is 9,9a-dihydro-6H-furo[2,3-h]isochromene-6,8(6aH)-dione substituted by a 6-methyl-2-oxocyclohex-3-en-1-yl group at position 3, a methyl group at position 6a and a 4,6,8-trimethyldeca-2,4-dienoyl group at position 9. Isolated from Chaetomium longirostre, it exhibits cytotoxic and antimalarial activities.

   

longirostrerone D

longirostrerone D

C32H38O7 (534.2617)


A natural product found in Chaetomium longirostre. An azaphilone that is 6H-furo[2,3-h]isochromene-6,8(6aH)-dione substituted by a 4-hydroxy-2-methyl-6-oxocyclohexyl group at position 3, a methyl group at position 6a, and a 4,6,8-trimethyldeca-2,4-dienoyl group at position 9. Isolated from Chaetomium longirostre, it exhibits cytotoxic activities.

   

Chaetoviridin G

Chaetoviridin G

C23H25ClO5 (416.139)


An azaphilone that is 9,9a-dihydro-6H-furo[2,3-h]isochromene-6,8(6aH)-dione substituted by a chloro group at position 5, a methyl group at position 6a, a 2-methylbut-2-enoyl group at position 9 and a 3-methylpent-1-en-1-yl group at position 3. It has been isolated from Chaetomium globosum.

   

Longirostrerone A

Longirostrerone A

C32H40O7 (536.2774)


An azaphilone that is 9,9a-dihydro-6H-furo[2,3-h]isochromene-6,8(6aH)-dione substituted by a 4-hydroxy-2-methyl-6-oxocyclohexyl group at position 3, a methyl group at position 6a and a 4,6,8-trimethyldeca-2,4-dienoyl group at position 9. Isolated from Chaetomium longirostre, it exhibits cytotoxic and antimalarial activities.

   

Longirostrerone B

Longirostrerone B

C31H42O6 (510.2981)


An azaphilone that is 7,8-dihydro-6H-isochromen-6-one substituted by a hydroxy group at position 7, a 4-hydroxy-2-methyl-6-oxocyclohexyl group at position 3, a methyl group at position 7 and a 5,7,9-trimethyl-2-oxoundeca-3,5-dien-1-yl group at position 8. Isolated from Chaetomium longirostre, it exhibits cytotoxic and antimalarial activities.

   

5-hydroxy-6-(3-methylbut-2-en-1-yl)-2-[(1E)-pent-1-en-1-yl]-1-benzofuran-4-carbaldehyde

5-hydroxy-6-(3-methylbut-2-en-1-yl)-2-[(1E)-pent-1-en-1-yl]-1-benzofuran-4-carbaldehyde

C19H22O3 (298.1569)


   

globosumone B

globosumone B

C13H16O6 (268.0947)


A benzoate ester obtained by the formal condensation of o-orsellinic acid with (4S)-1,4-dihydroxypentan-2-one. Isolated from Chaetomium globosum, it exhibits cytotoxic activity towards cancer cell lines.

   

globosumone C

globosumone C

C13H16O7 (284.0896)


A benzoate ester obtained by the formal condensation of o-orsellinic acid with (3S,4S)-1,3,4-trihydroxypentan-2-one. It has been isolated from Chaetomium globosum.

   

Tosylphenylalanyl chloromethyl ketone

Tosyl phenylalanyl chloromethyl ketone

C17H18ClNO3S (351.0696)


D004791 - Enzyme Inhibitors > D011480 - Protease Inhibitors > D015842 - Serine Proteinase Inhibitors D009676 - Noxae > D000477 - Alkylating Agents > D000590 - Amino Acid Chloromethyl Ketones D004791 - Enzyme Inhibitors > D011500 - Protein Synthesis Inhibitors

   

O-Methylsterigmatocystin

O-Methylsterigmatocystin

C19H14O6 (338.079)


D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins

   

Mollicellin J

Mollicellin J

C21H19ClO6 (402.087)


A member of the class of depsidones that is 11H-dibenzo[b,e][1,4]dioxepine substituted by a chloro group at position 2, hydroxy groups at position 3 and 7, methyl group at positions 1 and 9, a prenyl group at position 8, an oxo group at position 11 and a formyl group at position 4. Isolated from Chaetomium brasiliense it exhibits cytotoxic activity.

   

chaetochromin C

chaetochromin C

C29H24O10 (532.1369)


A biaryl that is 2,2,3,3-tetrahydro-4H,4H-9,9-bibenzo[g]chromene-4,4-dione substituted by hydroxy groups at positions 5, 5, 6, 6, 8 and 8 and methyl groups at positions 2, 2 and 3 (the 2R,3R stereoisomer). It has been isolated from Chaetomium gracile.

   

5-Hydroxymethyl-2-furoic acid

5-Hydroxymethyl-2-furoic acid

C6H6O4 (142.0266)


A member of the class of furoic acids that is 2-furoic acid substituted at position 5 by a hydroxymethyl group. 5-(Hydroxymethyl)-2-furancarboxylic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=6338-41-6 (retrieved 2024-07-16) (CAS RN: 6338-41-6). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). 5-Hydroxymethyl-2-furancarboxylic acid is the main metabolite of 5-hydroxymethyl-2-furfural (HMF) in the body and eliminated renally. 5-Hydroxymethyl-2-furancarboxylic acid is the main metabolite of 5-hydroxymethyl-2-furfural (HMF) in the body and eliminated renally.

   

5,6,8-trihydroxy-2,3-dimethyl-9-{5,6,8-trihydroxy-2,3-dimethyl-4-oxo-2h,3h-naphtho[2,3-b]pyran-9-yl}benzo[g]chromen-4-one

5,6,8-trihydroxy-2,3-dimethyl-9-{5,6,8-trihydroxy-2,3-dimethyl-4-oxo-2h,3h-naphtho[2,3-b]pyran-9-yl}benzo[g]chromen-4-one

C30H24O10 (544.1369)


   

(3r)-6,8-dihydroxy-3-{[(2r,5r,6s)-5-hydroxy-6-methyloxan-2-yl]methyl}-3,4-dihydro-2-benzopyran-1-one

(3r)-6,8-dihydroxy-3-{[(2r,5r,6s)-5-hydroxy-6-methyloxan-2-yl]methyl}-3,4-dihydro-2-benzopyran-1-one

C16H20O6 (308.126)


   

(1s,10s,12r,13r,14r,17r)-12-hydroxy-5-[(1e,3r,4r)-4-hydroxy-3-methylpent-1-en-1-yl]-10,13,14-trimethyl-4,11,15-trioxatetracyclo[8.7.0.0²,⁷.0¹²,¹⁷]heptadeca-2,5,7-triene-9,16-dione

(1s,10s,12r,13r,14r,17r)-12-hydroxy-5-[(1e,3r,4r)-4-hydroxy-3-methylpent-1-en-1-yl]-10,13,14-trimethyl-4,11,15-trioxatetracyclo[8.7.0.0²,⁷.0¹²,¹⁷]heptadeca-2,5,7-triene-9,16-dione

C23H28O7 (416.1835)


   

6-chloro-5,12-dihydroxy-7,15,15,19-tetramethyl-9,17-dioxo-2,10,14-trioxatetracyclo[9.8.0.0³,⁸.0¹³,¹⁸]nonadeca-1(19),3,5,7,11,13(18)-hexaene-4-carbaldehyde

6-chloro-5,12-dihydroxy-7,15,15,19-tetramethyl-9,17-dioxo-2,10,14-trioxatetracyclo[9.8.0.0³,⁸.0¹³,¹⁸]nonadeca-1(19),3,5,7,11,13(18)-hexaene-4-carbaldehyde

C21H17ClO8 (432.0612)


   

3,9-dihydroxy-5-(1h-indol-3-ylmethyl)-7,8,14,16-tetramethyl-4,21-diazatetracyclo[16.2.1.0²,⁶.0²,¹⁰]henicosa-1(20),3,7,11,18-pentaen-17-one

3,9-dihydroxy-5-(1h-indol-3-ylmethyl)-7,8,14,16-tetramethyl-4,21-diazatetracyclo[16.2.1.0²,⁶.0²,¹⁰]henicosa-1(20),3,7,11,18-pentaen-17-one

C32H37N3O3 (511.2835)


   

6-hydroxy-2-(3-hydroxybut-1-en-1-yl)-7-(3-methylbut-2-en-1-yl)-3,4-dihydro-2h-1-benzopyran-5-carbaldehyde

6-hydroxy-2-(3-hydroxybut-1-en-1-yl)-7-(3-methylbut-2-en-1-yl)-3,4-dihydro-2h-1-benzopyran-5-carbaldehyde

C19H24O4 (316.1675)


   

3,9-dihydroxy-5-(1h-indol-3-ylmethyl)-7,8,14,16-tetramethyl-22-oxa-4,21-diazapentacyclo[16.2.1.1⁵,⁸.0²,⁶.0²,¹⁰]docosa-1(20),3,11,15,18-pentaen-17-one

3,9-dihydroxy-5-(1h-indol-3-ylmethyl)-7,8,14,16-tetramethyl-22-oxa-4,21-diazapentacyclo[16.2.1.1⁵,⁸.0²,⁶.0²,¹⁰]docosa-1(20),3,11,15,18-pentaen-17-one

C32H35N3O4 (525.2627)


   

1-[(3r)-2,3-dihydroxy-5-(3-methylbut-2-en-1-yl)indol-3-yl]propan-2-one

1-[(3r)-2,3-dihydroxy-5-(3-methylbut-2-en-1-yl)indol-3-yl]propan-2-one

C16H19NO3 (273.1365)


   

3-(5-hydroxy-7-methoxy-2-methyl-4-oxochromen-6-yl)-2-methylpropanoic acid

3-(5-hydroxy-7-methoxy-2-methyl-4-oxochromen-6-yl)-2-methylpropanoic acid

C15H16O6 (292.0947)


   

(1s,4r,8r,9s,11e,14s,16r,17s,18r,19s)-6,21-dihydroxy-19-(1h-indol-3-ylmethyl)-7,9,16,17-tetramethyl-15-oxa-20-azapentacyclo[11.8.0.0¹,¹⁸.0⁴,⁸.0¹⁴,¹⁶]henicosa-6,11,20-triene-2,5-dione

(1s,4r,8r,9s,11e,14s,16r,17s,18r,19s)-6,21-dihydroxy-19-(1h-indol-3-ylmethyl)-7,9,16,17-tetramethyl-15-oxa-20-azapentacyclo[11.8.0.0¹,¹⁸.0⁴,⁸.0¹⁴,¹⁶]henicosa-6,11,20-triene-2,5-dione

C32H36N2O5 (528.2624)


   

(3s,6s)-3-{[5,7-bis(3-methylbut-2-en-1-yl)-2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methyl}-6-methyl-3,6-dihydropyrazine-2,5-diol

(3s,6s)-3-{[5,7-bis(3-methylbut-2-en-1-yl)-2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methyl}-6-methyl-3,6-dihydropyrazine-2,5-diol

C29H39N3O2 (461.3042)


   

5-hydroxy-6-(5-hydroxy-2-methyl-3-oxohexyl)-7-methoxy-2-methylchromen-4-one

5-hydroxy-6-(5-hydroxy-2-methyl-3-oxohexyl)-7-methoxy-2-methylchromen-4-one

C18H22O6 (334.1416)


   

(1s,3s,11r,14s)-14-(hydroxymethyl)-3-(3-{[(1r,4s)-4-(hydroxymethyl)-5,7-dimethyl-6,8-dioxo-2,3-dithia-5,7-diazabicyclo[2.2.2]octan-1-yl]methyl}indol-1-yl)-18-methyl-15,16-dithia-10,12,18-triazapentacyclo[12.2.2.0¹,¹².0³,¹¹.0⁴,⁹]octadeca-4,6,8-triene-13,17-dione

(1s,3s,11r,14s)-14-(hydroxymethyl)-3-(3-{[(1r,4s)-4-(hydroxymethyl)-5,7-dimethyl-6,8-dioxo-2,3-dithia-5,7-diazabicyclo[2.2.2]octan-1-yl]methyl}indol-1-yl)-18-methyl-15,16-dithia-10,12,18-triazapentacyclo[12.2.2.0¹,¹².0³,¹¹.0⁴,⁹]octadeca-4,6,8-triene-13,17-dione

C31H30N6O6S4 (710.111)


   

(2s)-2-{[hydroxy(2-hydroxy-6-methylphenyl)methylidene]amino}-3-methylbutanoic acid

(2s)-2-{[hydroxy(2-hydroxy-6-methylphenyl)methylidene]amino}-3-methylbutanoic acid

C13H17NO4 (251.1158)


   

methyl 4-[4-(4,6-dimethyl-7-oxohepta-1,5-dien-1-yl)-3,5-dihydroxy-1-(1h-indol-3-ylmethyl)-7-methyl-6-methylidene-4,5,7,7a-tetrahydro-1h-isoindol-3a-yl]-4-oxobutanoate

methyl 4-[4-(4,6-dimethyl-7-oxohepta-1,5-dien-1-yl)-3,5-dihydroxy-1-(1h-indol-3-ylmethyl)-7-methyl-6-methylidene-4,5,7,7a-tetrahydro-1h-isoindol-3a-yl]-4-oxobutanoate

C33H40N2O6 (560.2886)


   

5-chloro-9-(3-hydroxy-2-methylbutanoyl)-6a-methyl-3-(3-methylpent-1-en-1-yl)-9h,9ah-furo[2,3-h]isochromene-6,8-dione

5-chloro-9-(3-hydroxy-2-methylbutanoyl)-6a-methyl-3-(3-methylpent-1-en-1-yl)-9h,9ah-furo[2,3-h]isochromene-6,8-dione

C23H27ClO6 (434.1496)


   

3-hydroxy-8-(hydroxymethyl)-5-(1h-indol-3-ylmethyl)-7,14,16-trimethyl-4,21-diazatetracyclo[16.2.1.0²,⁶.0²,¹⁰]henicosa-1(20),3,8,11,15,18-hexaen-17-one

3-hydroxy-8-(hydroxymethyl)-5-(1h-indol-3-ylmethyl)-7,14,16-trimethyl-4,21-diazatetracyclo[16.2.1.0²,⁶.0²,¹⁰]henicosa-1(20),3,8,11,15,18-hexaen-17-one

C32H35N3O3 (509.2678)


   

6,21-dihydroxy-19-(1h-indol-3-ylmethyl)-7,9,16,17-tetramethyl-15-oxa-20-azatetracyclo[11.8.0.0¹,¹⁸.0¹⁴,¹⁶]henicosa-3,7,11,20-tetraene-2,5-dione

6,21-dihydroxy-19-(1h-indol-3-ylmethyl)-7,9,16,17-tetramethyl-15-oxa-20-azatetracyclo[11.8.0.0¹,¹⁸.0¹⁴,¹⁶]henicosa-3,7,11,20-tetraene-2,5-dione

C32H36N2O5 (528.2624)


   

(z)-3',5,5',6'-tetrahydroxy-4,4'-dimethyl-[1,1'-bi(cyclohexylidene)]-3',4,5'-triene-2,2',3,6-tetrone

(z)-3',5,5',6'-tetrahydroxy-4,4'-dimethyl-[1,1'-bi(cyclohexylidene)]-3',4,5'-triene-2,2',3,6-tetrone

C14H10O8 (306.0376)


   

(6as)-5-chloro-9-[(2r,3r)-3-hydroxy-2-methylbutanoyl]-2-(2-hydroxyethyl)-6a-methyl-3-[(3s)-3-methylpent-1-en-1-yl]furo[2,3-h]isoquinoline-6,8-dione

(6as)-5-chloro-9-[(2r,3r)-3-hydroxy-2-methylbutanoyl]-2-(2-hydroxyethyl)-6a-methyl-3-[(3s)-3-methylpent-1-en-1-yl]furo[2,3-h]isoquinoline-6,8-dione

C25H30ClNO6 (475.1762)


   

4'-epichaetoviridin f

4'-epichaetoviridin f

C23H25ClO5 (416.139)


   

9-(3-hydroxy-2-methylbutanoyl)-6a-methyl-3-(3-methylpent-1-en-1-yl)furo[2,3-h]isochromene-6,8-dione

9-(3-hydroxy-2-methylbutanoyl)-6a-methyl-3-(3-methylpent-1-en-1-yl)furo[2,3-h]isochromene-6,8-dione

C23H26O6 (398.1729)


   

(2s,3r,4s,5s,6r)-2-(3-chloro-6-hydroxy-4-methoxy-2-propylphenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol

(2s,3r,4s,5s,6r)-2-(3-chloro-6-hydroxy-4-methoxy-2-propylphenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol

C16H23ClO8 (378.1081)


   

methyl 6-hydroxy-7-methoxy-3-methyl-10-oxo-1h-pyrano[4,3-b]chromene-9-carboxylate

methyl 6-hydroxy-7-methoxy-3-methyl-10-oxo-1h-pyrano[4,3-b]chromene-9-carboxylate

C16H14O7 (318.0739)


   

(3s)-5-chloro-6,8-dihydroxy-3,7-dimethyl-3,4-dihydro-2-benzopyran-1-one

(3s)-5-chloro-6,8-dihydroxy-3,7-dimethyl-3,4-dihydro-2-benzopyran-1-one

C11H11ClO4 (242.0346)


   

4-[4-(2,4-dihydroxy-3,6-dimethylbenzoyloxy)-2-methoxy-3,5,6-trimethylbenzoyloxy]-2-methoxy-3,6-dimethylbenzoic acid

4-[4-(2,4-dihydroxy-3,6-dimethylbenzoyloxy)-2-methoxy-3,5,6-trimethylbenzoyloxy]-2-methoxy-3,6-dimethylbenzoic acid

C30H32O10 (552.1995)


   

(5-amino-3,4,6-trihydroxyoxan-2-yl)methoxyphosphonic acid

(5-amino-3,4,6-trihydroxyoxan-2-yl)methoxyphosphonic acid

C6H14NO8P (259.0457)


   

7'-(acetyloxy)-3,3'-bis(4-hydroxypentyl)-7,7'-dimethyl-6,6',8,8'-tetraoxo-[5,5'-biisochromen]-7-yl acetate

7'-(acetyloxy)-3,3'-bis(4-hydroxypentyl)-7,7'-dimethyl-6,6',8,8'-tetraoxo-[5,5'-biisochromen]-7-yl acetate

C34H38O12 (638.2363)


   

(1s,10s,12r,13r,14r,17r)-8-chloro-12-hydroxy-10,13,14-trimethyl-5-[(1e,3r)-3-methylpent-1-en-1-yl]-4,11,15-trioxatetracyclo[8.7.0.0²,⁷.0¹²,¹⁷]heptadeca-2,5,7-triene-9,16-dione

(1s,10s,12r,13r,14r,17r)-8-chloro-12-hydroxy-10,13,14-trimethyl-5-[(1e,3r)-3-methylpent-1-en-1-yl]-4,11,15-trioxatetracyclo[8.7.0.0²,⁷.0¹²,¹⁷]heptadeca-2,5,7-triene-9,16-dione

C23H27ClO6 (434.1496)


   

(3z,4s,5r,7r)-7-(hydroxymethyl)-3-[(2e)-pent-2-en-1-ylidene]-1,6-dioxaspiro[4.4]nonan-4-ol

(3z,4s,5r,7r)-7-(hydroxymethyl)-3-[(2e)-pent-2-en-1-ylidene]-1,6-dioxaspiro[4.4]nonan-4-ol

C13H20O4 (240.1362)


   

(2e,6e)-7-[(1as,2r,2ar,5s,5ar,6s,6ar)-3-hydroxy-5-(1h-indol-3-ylmethyl)-6,6a-dimethyl-2a-(1h-pyrrol-2-yl)-1ah,2h,5h,5ah,6h-oxireno[2,3-f]isoindol-2-yl]-2,4-dimethylhepta-2,6-dienal

(2e,6e)-7-[(1as,2r,2ar,5s,5ar,6s,6ar)-3-hydroxy-5-(1h-indol-3-ylmethyl)-6,6a-dimethyl-2a-(1h-pyrrol-2-yl)-1ah,2h,5h,5ah,6h-oxireno[2,3-f]isoindol-2-yl]-2,4-dimethylhepta-2,6-dienal

C32H37N3O3 (511.2835)


   

(3s,3ar,6s,6ar,10s,13r,17as)-1,6,13-trihydroxy-3-(1h-indol-3-ylmethyl)-4,5,10,12-tetramethyl-3h,3ah,6h,6ah,9h,10h,13h-cyclotrideca[d]isoindole-14,17-dione

(3s,3ar,6s,6ar,10s,13r,17as)-1,6,13-trihydroxy-3-(1h-indol-3-ylmethyl)-4,5,10,12-tetramethyl-3h,3ah,6h,6ah,9h,10h,13h-cyclotrideca[d]isoindole-14,17-dione

C32H36N2O5 (528.2624)


   

(2r,3s)-4-[(6as)-6a-methyl-3-[(1e,3s)-3-methylpent-1-en-1-yl]-6,8-dioxofuro[2,3-h]isochromen-9-yl]-3-methyl-4-oxobutan-2-yl (2r)-2-methoxy-2-phenylacetate

(2r,3s)-4-[(6as)-6a-methyl-3-[(1e,3s)-3-methylpent-1-en-1-yl]-6,8-dioxofuro[2,3-h]isochromen-9-yl]-3-methyl-4-oxobutan-2-yl (2r)-2-methoxy-2-phenylacetate

C32H34O8 (546.2254)


   

(3r,5s)-5-(deca-1,3,6,8-tetraen-5-yl)-3-hydroxyoxolan-2-one

(3r,5s)-5-(deca-1,3,6,8-tetraen-5-yl)-3-hydroxyoxolan-2-one

C14H18O3 (234.1256)


   

6-hydroxy-3-[(5-hydroxy-6-methyloxan-2-yl)methyl]-8-methoxy-3,4-dihydro-2-benzopyran-1-one

6-hydroxy-3-[(5-hydroxy-6-methyloxan-2-yl)methyl]-8-methoxy-3,4-dihydro-2-benzopyran-1-one

C17H22O6 (322.1416)


   

(2r,3r,7s)-3-hydroxy-7-methyl-2-[(1e)-prop-1-en-1-yl]-2h,3h,6h,7h-pyrano[2,3-b]pyran-4,5-dione

(2r,3r,7s)-3-hydroxy-7-methyl-2-[(1e)-prop-1-en-1-yl]-2h,3h,6h,7h-pyrano[2,3-b]pyran-4,5-dione

C12H14O5 (238.0841)


   

2,4,5-trihydroxy-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}pentanal

2,4,5-trihydroxy-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}pentanal

C11H20O10 (312.1056)


   

(3s,5s,6r,10r)-6-hydroxy-3-methyl-10-[(1e)-prop-1-en-1-yl]-2-oxaspiro[4.5]dec-8-ene-1,4,7-trione

(3s,5s,6r,10r)-6-hydroxy-3-methyl-10-[(1e)-prop-1-en-1-yl]-2-oxaspiro[4.5]dec-8-ene-1,4,7-trione

C13H14O5 (250.0841)


   

5-chloro-2-[2-(2-hydroxyethoxy)ethyl]-6a-methyl-3-(3-methylpent-1-en-1-yl)-9-propanoylfuro[2,3-h]isoquinoline-6,8-dione

5-chloro-2-[2-(2-hydroxyethoxy)ethyl]-6a-methyl-3-(3-methylpent-1-en-1-yl)-9-propanoylfuro[2,3-h]isoquinoline-6,8-dione

C25H30ClNO6 (475.1762)


   

methyl 4-(acetyloxy)-3-hydroxycyclohex-1-ene-1-carboxylate

methyl 4-(acetyloxy)-3-hydroxycyclohex-1-ene-1-carboxylate

C10H14O5 (214.0841)


   

2-ethoxy-5-hydroxy-6-methyl-4-oxooxan-3-yl 2,4-dihydroxy-6-methylbenzoate

2-ethoxy-5-hydroxy-6-methyl-4-oxooxan-3-yl 2,4-dihydroxy-6-methylbenzoate

C16H20O8 (340.1158)


   

1,13-dihydroxy-3-(1h-indol-3-ylmethyl)-4,5,10,12-tetramethyl-3h,3ah,4h,6ah,9h,10h,13h-cyclotrideca[d]isoindole-14,17-dione

1,13-dihydroxy-3-(1h-indol-3-ylmethyl)-4,5,10,12-tetramethyl-3h,3ah,4h,6ah,9h,10h,13h-cyclotrideca[d]isoindole-14,17-dione

C32H36N2O4 (512.2675)


   

methyl (6as,8r,9r,9as)-5-chloro-8-hydroxy-8-[(2r,3r)-3-hydroxybutan-2-yl]-6a-methyl-3-[(1e,3s)-3-methylpent-1-en-1-yl]-6-oxo-9h,9ah-furo[2,3-h]isochromene-9-carboxylate

methyl (6as,8r,9r,9as)-5-chloro-8-hydroxy-8-[(2r,3r)-3-hydroxybutan-2-yl]-6a-methyl-3-[(1e,3s)-3-methylpent-1-en-1-yl]-6-oxo-9h,9ah-furo[2,3-h]isochromene-9-carboxylate

C24H31ClO7 (466.1758)


   

7,15-dihydroxy-4-methoxy-13-methyl-9-oxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-2-one

7,15-dihydroxy-4-methoxy-13-methyl-9-oxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-2-one

C16H14O5 (286.0841)


   

6,15-dihydroxy-4,7-dimethoxy-13-methyl-9-oxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-2-one

6,15-dihydroxy-4,7-dimethoxy-13-methyl-9-oxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-2-one

C17H16O6 (316.0947)


   

6-[(6,8-dihydroxy-3,7-dimethyl-1-oxo-3,4-dihydro-2-benzopyran-5-yl)methyl]-5-hydroxy-7-methoxy-2-methylchromen-4-one

6-[(6,8-dihydroxy-3,7-dimethyl-1-oxo-3,4-dihydro-2-benzopyran-5-yl)methyl]-5-hydroxy-7-methoxy-2-methylchromen-4-one

C23H22O8 (426.1315)


   

(2s,3r)-5,6,8-trihydroxy-2,3-dimethyl-9-[(2r,3r)-5,6,8-trihydroxy-2,3-dimethyl-4-oxo-2h,3h-naphtho[2,3-b]pyran-9-yl]-2h,3h-naphtho[2,3-b]pyran-4-one

(2s,3r)-5,6,8-trihydroxy-2,3-dimethyl-9-[(2r,3r)-5,6,8-trihydroxy-2,3-dimethyl-4-oxo-2h,3h-naphtho[2,3-b]pyran-9-yl]-2h,3h-naphtho[2,3-b]pyran-4-one

C30H26O10 (546.1526)


   

(3s,6z)-3-methyl-6-{[2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methylidene}-3h-pyrazine-2,5-diol

(3s,6z)-3-methyl-6-{[2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methylidene}-3h-pyrazine-2,5-diol

C19H21N3O2 (323.1634)


   

2,3,4-trihydroxypentyl 2,4-dihydroxy-6-methylbenzoate

2,3,4-trihydroxypentyl 2,4-dihydroxy-6-methylbenzoate

C13H18O7 (286.1052)


   

(4r,5e,7s,8s,10s)-10-heptyl-4,7,8-trihydroxy-3,4,7,8,9,10-hexahydrooxecin-2-one

(4r,5e,7s,8s,10s)-10-heptyl-4,7,8-trihydroxy-3,4,7,8,9,10-hexahydrooxecin-2-one

C16H28O5 (300.1937)


   

(6ar,9s,9ar)-6a-methyl-3-[(1s,6s)-6-methyl-2-oxocyclohex-3-en-1-yl]-9-[(2e)-4,6,8-trimethyldeca-2,4-dienoyl]-9h,9ah-furo[2,3-h]isochromene-6,8-dione

(6ar,9s,9ar)-6a-methyl-3-[(1s,6s)-6-methyl-2-oxocyclohex-3-en-1-yl]-9-[(2e)-4,6,8-trimethyldeca-2,4-dienoyl]-9h,9ah-furo[2,3-h]isochromene-6,8-dione

C32H38O6 (518.2668)


   

(2r)-3-[(2r,4e)-4-{[(1s,2r,4ar,6r,8s,8ar)-2-[(2e)-but-2-en-2-yl]-6,8-dimethyl-decahydronaphthalen-1-yl](hydroxy)methylidene}-5-hydroxy-3-oxo-2h-pyrrol-2-yl]-2-hydroxy-2-methylpropanoic acid

(2r)-3-[(2r,4e)-4-{[(1s,2r,4ar,6r,8s,8ar)-2-[(2e)-but-2-en-2-yl]-6,8-dimethyl-decahydronaphthalen-1-yl](hydroxy)methylidene}-5-hydroxy-3-oxo-2h-pyrrol-2-yl]-2-hydroxy-2-methylpropanoic acid

C25H37NO6 (447.2621)


   

4-(4-{7-[4-(4-carboxy-3-methoxy-2,5,6-trimethylphenoxycarbonyl)-3-methoxy-2,5,6-trimethylphenoxycarbonyl]-4,4a,6-trihydroxy-3,4,5,8,9a-pentamethyl-1-oxo-9h-xanthene-2-carbonyloxy}-2-methoxy-3,5,6-trimethylbenzoyloxy)-2-methoxy-3,5,6-trimethylbenzoic acid

4-(4-{7-[4-(4-carboxy-3-methoxy-2,5,6-trimethylphenoxycarbonyl)-3-methoxy-2,5,6-trimethylphenoxycarbonyl]-4,4a,6-trihydroxy-3,4,5,8,9a-pentamethyl-1-oxo-9h-xanthene-2-carbonyloxy}-2-methoxy-3,5,6-trimethylbenzoyloxy)-2-methoxy-3,5,6-trimethylbenzoic acid

C64H70O21 (1174.4409)


   

(8s)-8-[(2s,4z)-4-chloro-2-hydroxy-3-oxohex-4-en-2-yl]-3-[(1e,3r,4r)-4-hydroxy-3-methylpent-1-en-1-yl]-5-methyl-7,8-dihydroisochromen-6-one

(8s)-8-[(2s,4z)-4-chloro-2-hydroxy-3-oxohex-4-en-2-yl]-3-[(1e,3r,4r)-4-hydroxy-3-methylpent-1-en-1-yl]-5-methyl-7,8-dihydroisochromen-6-one

C22H27ClO5 (406.1547)


   

1,5-dimethyl (2s)-2-[(6as)-5-chloro-6a-methyl-9-(2-methylbut-2-enoyl)-3-[(1e,3s)-3-methylpent-1-en-1-yl]-6,8-dioxofuro[2,3-h]isoquinolin-2-yl]pentanedioate

1,5-dimethyl (2s)-2-[(6as)-5-chloro-6a-methyl-9-(2-methylbut-2-enoyl)-3-[(1e,3s)-3-methylpent-1-en-1-yl]-6,8-dioxofuro[2,3-h]isoquinolin-2-yl]pentanedioate

C30H34ClNO8 (571.1973)


   

(3s,3ar,4s,6s,6ar,10s,13r,17as)-1,6,13-trihydroxy-3-(1h-indol-3-ylmethyl)-4,10,12-trimethyl-5-methylidene-3h,3ah,4h,6h,6ah,9h,10h,13h,15h,16h-cyclotrideca[d]isoindole-14,17-dione

(3s,3ar,4s,6s,6ar,10s,13r,17as)-1,6,13-trihydroxy-3-(1h-indol-3-ylmethyl)-4,10,12-trimethyl-5-methylidene-3h,3ah,4h,6h,6ah,9h,10h,13h,15h,16h-cyclotrideca[d]isoindole-14,17-dione

C32H38N2O5 (530.2781)


   

7-(acetyloxy)-5-[4,7-bis(acetyloxy)-6',7-dimethyl-6,8-dioxo-4h-spiro[2-benzopyran-3,2'-oxan]-5-yl]-6',7-dimethyl-6,8-dioxo-4h-spiro[2-benzopyran-3,2'-oxan]-4-yl acetate

7-(acetyloxy)-5-[4,7-bis(acetyloxy)-6',7-dimethyl-6,8-dioxo-4h-spiro[2-benzopyran-3,2'-oxan]-5-yl]-6',7-dimethyl-6,8-dioxo-4h-spiro[2-benzopyran-3,2'-oxan]-4-yl acetate

C38H42O16 (754.2473)


   

6-{[(3r)-6,8-dihydroxy-3,7-dimethyl-1-oxo-3,4-dihydro-2-benzopyran-5-yl]methyl}-5-hydroxy-7-methoxy-2-methylchromen-4-one

6-{[(3r)-6,8-dihydroxy-3,7-dimethyl-1-oxo-3,4-dihydro-2-benzopyran-5-yl]methyl}-5-hydroxy-7-methoxy-2-methylchromen-4-one

C23H22O8 (426.1315)


   

2-[(2e,6e,10e,14e,18e,22e,26e,30e,34e)-3,7,11,15,19,23,27,31,35,39-decamethyltetraconta-2,6,10,14,18,22,26,30,34-nonaen-1-yl]-5,6-dimethoxy-3-methylcyclohexa-2,5-diene-1,4-dione

2-[(2e,6e,10e,14e,18e,22e,26e,30e,34e)-3,7,11,15,19,23,27,31,35,39-decamethyltetraconta-2,6,10,14,18,22,26,30,34-nonaen-1-yl]-5,6-dimethoxy-3-methylcyclohexa-2,5-diene-1,4-dione

C59H92O4 (864.6995)


   

(3z,6r,7z,9s,11z,13r,14s,16r,17s,18r,19s)-6,21-dihydroxy-19-(1h-indol-3-ylmethyl)-7,9,16,17-tetramethyl-15-oxa-20-azatetracyclo[11.8.0.0¹,¹⁸.0¹⁴,¹⁶]henicosa-3,7,11,20-tetraene-2,5-dione

(3z,6r,7z,9s,11z,13r,14s,16r,17s,18r,19s)-6,21-dihydroxy-19-(1h-indol-3-ylmethyl)-7,9,16,17-tetramethyl-15-oxa-20-azatetracyclo[11.8.0.0¹,¹⁸.0¹⁴,¹⁶]henicosa-3,7,11,20-tetraene-2,5-dione

C32H36N2O5 (528.2624)


   

methyl (7r,15s)-11,15,18-trihydroxy-20-methyl-9,14,16,23-tetraoxo-7-[(2s)-5-oxooxolan-2-yl]-6-oxahexacyclo[11.10.2.0¹,¹⁵.0³,¹².0⁵,¹⁰.0¹⁷,²²]pentacosa-3,5(10),11,17,19,21,24-heptaene-7-carboxylate

methyl (7r,15s)-11,15,18-trihydroxy-20-methyl-9,14,16,23-tetraoxo-7-[(2s)-5-oxooxolan-2-yl]-6-oxahexacyclo[11.10.2.0¹,¹⁵.0³,¹².0⁵,¹⁰.0¹⁷,²²]pentacosa-3,5(10),11,17,19,21,24-heptaene-7-carboxylate

C31H24O12 (588.1268)


   

methyl 11,16,18,23-tetrahydroxy-7-(1-hydroxy-4-methoxy-4-oxobutyl)-20-methyl-9,14-dioxo-6-oxahexacyclo[11.10.2.0¹,¹⁵.0³,¹².0⁵,¹⁰.0¹⁷,²²]pentacosa-3,5(10),11,15,17,19,21,24-octaene-7-carboxylate

methyl 11,16,18,23-tetrahydroxy-7-(1-hydroxy-4-methoxy-4-oxobutyl)-20-methyl-9,14-dioxo-6-oxahexacyclo[11.10.2.0¹,¹⁵.0³,¹².0⁵,¹⁰.0¹⁷,²²]pentacosa-3,5(10),11,15,17,19,21,24-octaene-7-carboxylate

C32H30O12 (606.1737)


   

4-[4-(2,4-dihydroxy-6-methylbenzoyloxy)-2-hydroxy-3,5,6-trimethylbenzoyloxy]-2-hydroxy-3,5,6-trimethylbenzoic acid

4-[4-(2,4-dihydroxy-6-methylbenzoyloxy)-2-hydroxy-3,5,6-trimethylbenzoyloxy]-2-hydroxy-3,5,6-trimethylbenzoic acid

C28H28O10 (524.1682)


   

2-butoxy-5-hydroxy-6-methyl-4-oxooxan-3-yl 2,4-dihydroxy-6-methylbenzoate

2-butoxy-5-hydroxy-6-methyl-4-oxooxan-3-yl 2,4-dihydroxy-6-methylbenzoate

C18H24O8 (368.1471)


   

methyl 8-hydroxy-4-methoxy-6-oxobenzo[c]chromene-2-carboxylate

methyl 8-hydroxy-4-methoxy-6-oxobenzo[c]chromene-2-carboxylate

C16H12O6 (300.0634)


   

1-hydroxy-3-(1h-indol-3-ylmethyl)-4,5,10,12-tetramethyl-3h,3ah,4h,5h,6ah,9h,10h,15h,16h-cyclotrideca[d]isoindole-6,13,14,17-tetrone

1-hydroxy-3-(1h-indol-3-ylmethyl)-4,5,10,12-tetramethyl-3h,3ah,4h,5h,6ah,9h,10h,15h,16h-cyclotrideca[d]isoindole-6,13,14,17-tetrone

C32H36N2O5 (528.2624)


   

1-hydroxy-10-methyl-13-(4-oxoquinazolin-3-yl)-8,11-diazatetracyclo[6.6.1.0²,⁷.0¹¹,¹⁵]pentadeca-2,4,6-triene-9,12-dione

1-hydroxy-10-methyl-13-(4-oxoquinazolin-3-yl)-8,11-diazatetracyclo[6.6.1.0²,⁷.0¹¹,¹⁵]pentadeca-2,4,6-triene-9,12-dione

C22H18N4O4 (402.1328)


   

(3s,3ar,6s,6ar,10r,13s,17as)-1,6,13-trihydroxy-3-(1h-indol-3-ylmethyl)-4,5,10,12-tetramethyl-3h,3ah,6h,6ah,9h,10h,13h-cyclotrideca[d]isoindole-14,17-dione

(3s,3ar,6s,6ar,10r,13s,17as)-1,6,13-trihydroxy-3-(1h-indol-3-ylmethyl)-4,5,10,12-tetramethyl-3h,3ah,6h,6ah,9h,10h,13h-cyclotrideca[d]isoindole-14,17-dione

C32H36N2O5 (528.2624)


   

5-{8-chloro-12-hydroxy-10,13,14-trimethyl-9,16-dioxo-4,11,15-trioxatetracyclo[8.7.0.0²,⁷.0¹²,¹⁷]heptadeca-2,5,7-trien-5-yl}-3-methylpent-4-en-2-yl 2-methoxy-2-phenylacetate

5-{8-chloro-12-hydroxy-10,13,14-trimethyl-9,16-dioxo-4,11,15-trioxatetracyclo[8.7.0.0²,⁷.0¹²,¹⁷]heptadeca-2,5,7-trien-5-yl}-3-methylpent-4-en-2-yl 2-methoxy-2-phenylacetate

C32H35ClO9 (598.1969)


   

(3ar,6s,6ar,10r,17as)-1,6,14-trihydroxy-3-(1h-indol-3-ylmethyl)-4,5,10,12-tetramethyl-3h,3ah,6h,6ah,9h,10h,14h,15h,16h-cyclotrideca[d]isoindole-13,17-dione

(3ar,6s,6ar,10r,17as)-1,6,14-trihydroxy-3-(1h-indol-3-ylmethyl)-4,5,10,12-tetramethyl-3h,3ah,6h,6ah,9h,10h,14h,15h,16h-cyclotrideca[d]isoindole-13,17-dione

C32H38N2O5 (530.2781)


   

10,18,24-trihydroxy-7-[3-hydroxy-4-(penta-1,3-dien-1-yl)oxolan-2-yl]-22-(1h-indol-3-ylmethyl)-11,13,20-trimethyl-19-methylidene-23-azatetracyclo[15.7.0.0¹,²¹.0³,⁸]tetracosa-5,11,15,23-tetraene-2,9-dione

10,18,24-trihydroxy-7-[3-hydroxy-4-(penta-1,3-dien-1-yl)oxolan-2-yl]-22-(1h-indol-3-ylmethyl)-11,13,20-trimethyl-19-methylidene-23-azatetracyclo[15.7.0.0¹,²¹.0³,⁸]tetracosa-5,11,15,23-tetraene-2,9-dione

C45H54N2O7 (734.3931)


   

5-[7-(acetyloxy)-6',7-dimethyl-6,8-dioxo-4h-spiro[2-benzopyran-3,2'-oxan]-5-yl]-3-(4-hydroxypentyl)-7-methyl-6,8-dioxoisochromen-7-yl acetate

5-[7-(acetyloxy)-6',7-dimethyl-6,8-dioxo-4h-spiro[2-benzopyran-3,2'-oxan]-5-yl]-3-(4-hydroxypentyl)-7-methyl-6,8-dioxoisochromen-7-yl acetate

C34H38O12 (638.2363)


   

5-hydroxy-6-methyl-3-{[2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methylidene}-1,6-dihydropyrazin-2-one

5-hydroxy-6-methyl-3-{[2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methylidene}-1,6-dihydropyrazin-2-one

C19H21N3O2 (323.1634)


   

3-acetyl-9-hydroxy-6-(7-hydroxy-3,5-dimethylhepta-1,3-dien-1-yl)-9a-methyl-9h-furo[3,2-g]isochromen-2-one

3-acetyl-9-hydroxy-6-(7-hydroxy-3,5-dimethylhepta-1,3-dien-1-yl)-9a-methyl-9h-furo[3,2-g]isochromen-2-one

C23H26O6 (398.1729)


   

4-[4-(2,4-dihydroxy-3,6-dimethylbenzoyloxy)-2-hydroxy-3,5,6-trimethylbenzoyloxy]-2-hydroxy-3,5,6-trimethylbenzoic acid

4-[4-(2,4-dihydroxy-3,6-dimethylbenzoyloxy)-2-hydroxy-3,5,6-trimethylbenzoyloxy]-2-hydroxy-3,5,6-trimethylbenzoic acid

C29H30O10 (538.1839)


   

(3s,3ar,6s,6ar,10s,13r,17as)-1,6-dihydroxy-3-(1h-indol-3-ylmethyl)-4,5,10,12-tetramethyl-14,17-dioxo-3h,3ah,6h,6ah,9h,10h,13h-cyclotrideca[d]isoindol-13-yl acetate

(3s,3ar,6s,6ar,10s,13r,17as)-1,6-dihydroxy-3-(1h-indol-3-ylmethyl)-4,5,10,12-tetramethyl-14,17-dioxo-3h,3ah,6h,6ah,9h,10h,13h-cyclotrideca[d]isoindol-13-yl acetate

C34H38N2O6 (570.273)


   

2-(buta-1,3-dien-1-yl)-4-(penta-1,3-dien-1-yl)oxolan-3-ol

2-(buta-1,3-dien-1-yl)-4-(penta-1,3-dien-1-yl)oxolan-3-ol

C13H18O2 (206.1307)


   

8-chloro-5-(4-hydroxy-3-methylpent-1-en-1-yl)-12-methoxy-10,13,14-trimethyl-4,11,15-trioxatetracyclo[8.7.0.0²,⁷.0¹²,¹⁷]heptadeca-2,5,7-triene-9,16-dione

8-chloro-5-(4-hydroxy-3-methylpent-1-en-1-yl)-12-methoxy-10,13,14-trimethyl-4,11,15-trioxatetracyclo[8.7.0.0²,⁷.0¹²,¹⁷]heptadeca-2,5,7-triene-9,16-dione

C24H29ClO7 (464.1602)


   

(3r,5s,6s)-3-hydroxy-6,8-dimethyl-6-(3-methylbut-2-en-1-yl)-9-(2-oxopropyl)-1-oxaspiro[4.5]dec-8-ene-2,7-dione

(3r,5s,6s)-3-hydroxy-6,8-dimethyl-6-(3-methylbut-2-en-1-yl)-9-(2-oxopropyl)-1-oxaspiro[4.5]dec-8-ene-2,7-dione

C19H26O5 (334.178)


   

(6r,10r)-6-hydroxy-3-methyl-10-[(1e)-prop-1-en-1-yl]-2-oxaspiro[4.5]dec-8-ene-1,4,7-trione

(6r,10r)-6-hydroxy-3-methyl-10-[(1e)-prop-1-en-1-yl]-2-oxaspiro[4.5]dec-8-ene-1,4,7-trione

C13H14O5 (250.0841)


   

(2z,12z,14e)-16-(3,5-dihydroxyphenyl)-2-ethylidenehexadeca-12,14-dienoic acid

(2z,12z,14e)-16-(3,5-dihydroxyphenyl)-2-ethylidenehexadeca-12,14-dienoic acid

C24H34O4 (386.2457)


   

(2r,5s,6r,9s,10r,14s,16r)-3,9-dihydroxy-5-(1h-indol-3-ylmethyl)-7,8,14,16-tetramethyl-4,21-diazatetracyclo[16.2.1.0²,⁶.0²,¹⁰]henicosa-1(20),3,7,11,18-pentaen-17-one

(2r,5s,6r,9s,10r,14s,16r)-3,9-dihydroxy-5-(1h-indol-3-ylmethyl)-7,8,14,16-tetramethyl-4,21-diazatetracyclo[16.2.1.0²,⁶.0²,¹⁰]henicosa-1(20),3,7,11,18-pentaen-17-one

C32H37N3O3 (511.2835)


   

(2e,4z)-n-(3-methoxy-3-oxoprop-1-en-2-yl)-7-methylocta-2,4-dienimidic acid

(2e,4z)-n-(3-methoxy-3-oxoprop-1-en-2-yl)-7-methylocta-2,4-dienimidic acid

C13H19NO3 (237.1365)


   

(5r)-5-hydroxy-1-methyl-3-methylidene-4-[(2e,4z)-7-methylocta-2,4-dienoyl]piperazin-2-one

(5r)-5-hydroxy-1-methyl-3-methylidene-4-[(2e,4z)-7-methylocta-2,4-dienoyl]piperazin-2-one

C15H22N2O3 (278.163)


   

(8s)-8-[(2s)-4-chloro-2-hydroxy-3-oxohex-4-en-2-yl]-3-[(3r,4r)-4-hydroxy-3-methylpent-1-en-1-yl]-5-methyl-7,8-dihydroisochromen-6-one

(8s)-8-[(2s)-4-chloro-2-hydroxy-3-oxohex-4-en-2-yl]-3-[(3r,4r)-4-hydroxy-3-methylpent-1-en-1-yl]-5-methyl-7,8-dihydroisochromen-6-one

C22H27ClO5 (406.1547)


   

(1s,5s,7e,9s,11e,13r,14s,16r,17s,18r,19s)-5,21-dihydroxy-19-(1h-indol-3-ylmethyl)-7,9,16,17-tetramethyl-15-oxa-20-azatetracyclo[11.8.0.0¹,¹⁸.0¹⁴,¹⁶]henicosa-7,11,20-triene-2,6-dione

(1s,5s,7e,9s,11e,13r,14s,16r,17s,18r,19s)-5,21-dihydroxy-19-(1h-indol-3-ylmethyl)-7,9,16,17-tetramethyl-15-oxa-20-azatetracyclo[11.8.0.0¹,¹⁸.0¹⁴,¹⁶]henicosa-7,11,20-triene-2,6-dione

C32H38N2O5 (530.2781)


   

(2r,3s)-4-[(6as)-6a-methyl-3-[(1e,3s)-3-methylpent-1-en-1-yl]-6,8-dioxofuro[2,3-h]isochromen-9-yl]-3-methyl-4-oxobutan-2-yl (2s)-2-methoxy-2-phenylacetate

(2r,3s)-4-[(6as)-6a-methyl-3-[(1e,3s)-3-methylpent-1-en-1-yl]-6,8-dioxofuro[2,3-h]isochromen-9-yl]-3-methyl-4-oxobutan-2-yl (2s)-2-methoxy-2-phenylacetate

C32H34O8 (546.2254)


   

(6as)-3-[(1s,2s,4r)-4-hydroxy-2-methyl-6-oxocyclohexyl]-6a-methyl-9-[(2e)-4,6,8-trimethyldeca-2,4-dienoyl]furo[2,3-h]isochromene-6,8-dione

(6as)-3-[(1s,2s,4r)-4-hydroxy-2-methyl-6-oxocyclohexyl]-6a-methyl-9-[(2e)-4,6,8-trimethyldeca-2,4-dienoyl]furo[2,3-h]isochromene-6,8-dione

C32H38O7 (534.2617)


   

methyl (1s,3s,11r,14r)-3-(3-{[(1s,6r)-6-chloro-7,9-dimethyl-8,10-dioxo-2,5,7,9-tetraazabicyclo[4.2.2]decan-1-yl]methyl}indol-1-yl)-15-methyl-13,16-dioxo-17-thia-10,12,15-triazapentacyclo[12.2.1.0¹,¹².0³,¹¹.0⁴,⁹]heptadeca-4,6,8-triene-14-carboxylate

methyl (1s,3s,11r,14r)-3-(3-{[(1s,6r)-6-chloro-7,9-dimethyl-8,10-dioxo-2,5,7,9-tetraazabicyclo[4.2.2]decan-1-yl]methyl}indol-1-yl)-15-methyl-13,16-dioxo-17-thia-10,12,15-triazapentacyclo[12.2.1.0¹,¹².0³,¹¹.0⁴,⁹]heptadeca-4,6,8-triene-14-carboxylate

C33H33ClN8O6S (704.1932)


   

5-hydroxy-2-methoxy-6-methyl-4-oxooxan-3-yl 2,4-dihydroxy-6-methylbenzoate

5-hydroxy-2-methoxy-6-methyl-4-oxooxan-3-yl 2,4-dihydroxy-6-methylbenzoate

C15H18O8 (326.1002)


   

(1s,3s)-7,8-dihydroxy-1-methoxy-3-methyl-10-oxo-1h,3h,4h-pyrano[4,3-b]chromene-9-carboxylic acid

(1s,3s)-7,8-dihydroxy-1-methoxy-3-methyl-10-oxo-1h,3h,4h-pyrano[4,3-b]chromene-9-carboxylic acid

C15H14O8 (322.0689)


   

(2s,3s,5r,6s)-2-ethoxy-5-hydroxy-6-methyl-4-oxooxan-3-yl 2,4-dihydroxy-6-methylbenzoate

(2s,3s,5r,6s)-2-ethoxy-5-hydroxy-6-methyl-4-oxooxan-3-yl 2,4-dihydroxy-6-methylbenzoate

C16H20O8 (340.1158)


   

15,21-dihydroxy-19-(1h-indol-3-ylmethyl)-8,10,17-trimethyl-16-methylidene-4,20-diazatetracyclo[12.7.0.0¹,¹⁸.0²,⁶]henicosa-2,5,8,12,20-pentaen-7-one

15,21-dihydroxy-19-(1h-indol-3-ylmethyl)-8,10,17-trimethyl-16-methylidene-4,20-diazatetracyclo[12.7.0.0¹,¹⁸.0²,⁶]henicosa-2,5,8,12,20-pentaen-7-one

C32H35N3O3 (509.2678)


   

5-chloro-9-(3-hydroxy-2-methylbutanoyl)-3-(4-hydroxy-3-methylpent-1-en-1-yl)-6a-methyl-9h,9ah-furo[2,3-h]isochromene-6,8-dione

5-chloro-9-(3-hydroxy-2-methylbutanoyl)-3-(4-hydroxy-3-methylpent-1-en-1-yl)-6a-methyl-9h,9ah-furo[2,3-h]isochromene-6,8-dione

C23H27ClO7 (450.1445)


   

(3r,3ar,4s,6as,10s,14s,17ar)-1,14-dihydroxy-3-[(s)-1h-indol-3-yl(methoxy)methyl]-4,5,10,12-tetramethyl-3h,3ah,4h,6ah,9h,10h,14h,15h,16h-cyclotrideca[d]isoindole-13,17-dione

(3r,3ar,4s,6as,10s,14s,17ar)-1,14-dihydroxy-3-[(s)-1h-indol-3-yl(methoxy)methyl]-4,5,10,12-tetramethyl-3h,3ah,4h,6ah,9h,10h,14h,15h,16h-cyclotrideca[d]isoindole-13,17-dione

C33H40N2O5 (544.2937)


   

(1s,10s,12r,13r,14r,17r)-12-hydroxy-10,13,14-trimethyl-5-[(1e,3s)-3-methylpent-1-en-1-yl]-4,11,15-trioxatetracyclo[8.7.0.0²,⁷.0¹²,¹⁷]heptadeca-2,5,7-triene-9,16-dione

(1s,10s,12r,13r,14r,17r)-12-hydroxy-10,13,14-trimethyl-5-[(1e,3s)-3-methylpent-1-en-1-yl]-4,11,15-trioxatetracyclo[8.7.0.0²,⁷.0¹²,¹⁷]heptadeca-2,5,7-triene-9,16-dione

C23H28O6 (400.1886)


   

2-methoxy-6-methyl-4-oxooxan-3-yl 2,4-dihydroxy-6-methylbenzoate

2-methoxy-6-methyl-4-oxooxan-3-yl 2,4-dihydroxy-6-methylbenzoate

C15H18O7 (310.1052)


   

octahydro-dimethyl-4α-naphthol

octahydro-dimethyl-4α-naphthol

C12H22O (182.1671)


   

5-chloro-6,8-dihydroxy-3-[(1e)-4-[3-(2-hydroxypropyl)oxiran-2-yl]buta-1,3-dien-1-yl]isochromen-1-one

5-chloro-6,8-dihydroxy-3-[(1e)-4-[3-(2-hydroxypropyl)oxiran-2-yl]buta-1,3-dien-1-yl]isochromen-1-one

C18H17ClO6 (364.0714)


   

5-hydroxy-7-methoxy-2-methyl-6-[2-(6-methyl-4-oxo-5,6-dihydropyran-2-yl)ethyl]chromen-4-one

5-hydroxy-7-methoxy-2-methyl-6-[2-(6-methyl-4-oxo-5,6-dihydropyran-2-yl)ethyl]chromen-4-one

C19H20O6 (344.126)


   

6-(1-hydroxy-3-methylbut-2-en-1-ylidene)-15-(hydroxymethylidene)-7,12-dimethyl-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,7,12-tetraene-5,10,14-trione

6-(1-hydroxy-3-methylbut-2-en-1-ylidene)-15-(hydroxymethylidene)-7,12-dimethyl-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,7,12-tetraene-5,10,14-trione

C21H18O7 (382.1052)


   

1,5,6,14-tetrahydroxy-3-(1h-indol-3-ylmethyl)-4,5,10,12-tetramethyl-3h,3ah,4h,6h,6ah,9h,10h,14h,15h,16h-cyclotrideca[d]isoindole-13,17-dione

1,5,6,14-tetrahydroxy-3-(1h-indol-3-ylmethyl)-4,5,10,12-tetramethyl-3h,3ah,4h,6h,6ah,9h,10h,14h,15h,16h-cyclotrideca[d]isoindole-13,17-dione

C32H40N2O6 (548.2886)


   

1,6,13-trihydroxy-3-(1h-indol-3-ylmethyl)-4,10,12-trimethyl-5-methylidene-3h,3ah,4h,6h,6ah,9h,10h,13h-cyclotrideca[d]isoindole-14,17-dione

1,6,13-trihydroxy-3-(1h-indol-3-ylmethyl)-4,10,12-trimethyl-5-methylidene-3h,3ah,4h,6h,6ah,9h,10h,13h-cyclotrideca[d]isoindole-14,17-dione

C32H36N2O5 (528.2624)