NCBI Taxonomy: 60172

Penicillium solitum (ncbi_taxid: 60172)

found 188 associated metabolites at species taxonomy rank level.

Ancestor: Penicillium

Child Taxonomies: none taxonomy data.

Gentisic Acid

2,5-Dihydroxybenzoic acid, matrix substance for MALDI-MS, >=99.5\\% (HPLC), Ultra pure

C7H6O4 (154.0266)


Gentisic acid, also known as gentisate or 2,5-dioxybenzoate, belongs to the class of organic compounds known as hydroxybenzoic acid derivatives. Hydroxybenzoic acid derivatives are compounds containing a hydroxybenzoic acid (or a derivative), which is a benzene ring bearing a carboxyl and a hydroxyl groups. Gentisic acid is also classified as a dihydroxybenzoic acid. It is a derivative of benzoic acid and a minor (1\\\\\%) product of the metabolic break down of aspirin, which is excreted by the kidneys. Gentisic acid is found in essentially all organisms ranging from bacteria to fungi to plants to animals. Gentisic acid has been associated with a number of useful effects on human health and exhibits anti-inflammatory, antigenotoxic, hepatoprotective, neuroprotective, antimicrobial, and especially antioxidant activities (PMID: 31825145). It is widely distributed in plants as a secondary plant product such as Gentiana spp., Citrus spp., Vitis vinifera, Pterocarpus santalinus, Helianthus tuberosus, Hibiscus rosa-sinensis, Olea europaea, and Sesamum indicum and in fruits such as avocados, batoko plum, kiwi fruits, apple, bitter melon, black berries, pears, and some mushrooms (PMID: 31825145). Gentisic acid is found in higher concentrations in a number of foods such as tarragons, common thymes, and common sages and in a lower concentration in grape wines, rosemaries, and sweet marjorams. Gentisic acid has also been shown to act as a pathogen-inducible signal for the activation of plant defenses in tomato plants and cucumbers (PMID: 16321412; https://doi.org/10.1094/MPMI.1999.12.3.227). Gentisic acid is a dihydroxybenzoic acid. It is a crystalline powder that forms monoclinic prism in water solution. Gentisic acid is an active metabolite of salicylic acid degradation. There is an increasing amount of evidence indicating that gentisic acid has a broad spectrum of biological activity, such as anti-inflammatory, antirheumatic and antioxidant properties. Gentisic acid is also a byproduct of tyrosine and benzoate metabolism. [HMDB]. Gentisic acid is found in many foods, some of which are common sage, common grape, nutmeg, and dill. 2,5-dihydroxybenzoic acid is a dihydroxybenzoic acid having the two hydroxy groups at the 2- and 5-positions. It has a role as a MALDI matrix material, an EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor, a human metabolite, a fungal metabolite and a mouse metabolite. It is functionally related to a benzoic acid. It is a conjugate acid of a 2,5-dihydroxybenzoate. 2,5-Dihydroxybenzoic acid is a natural product found in Persicaria mitis, Tilia tomentosa, and other organisms with data available. D000893 - Anti-Inflammatory Agents > D000894 - Anti-Inflammatory Agents, Non-Steroidal > D012459 - Salicylates A dihydroxybenzoic acid having the two hydroxy groups at the 2- and 5-positions. 2,5-Dihydroxybenzoic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=490-79-9 (retrieved 2024-07-01) (CAS RN: 490-79-9). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). 2,5-Dihydroxybenzoic acid is a derivative of benzoic and a powerful inhibitor of fibroblast growth factors. 2,5-Dihydroxybenzoic acid is a derivative of benzoic and a powerful inhibitor of fibroblast growth factors.

   

Pyrogallol

2,3-Dihydroxyphenol; Benzene-1,2,3-triol; NSC 5035

C6H6O3 (126.0317)


1,2,3-trihydroxybenzene, also known as pyrogallic acid or 1,2,3-benzenetriol, is a member of the class of compounds known as 5-unsubstituted pyrrogallols. 5-unsubstituted pyrrogallols are pyrrogallols that are unsubstituted at th5-position of the benzene ring. 1,2,3-trihydroxybenzene is soluble (in water) and a very weakly acidic compound (based on its pKa). 1,2,3-trihydroxybenzene can be found in arabica coffee, beer, cocoa powder, and coffee, which makes 1,2,3-trihydroxybenzene a potential biomarker for the consumption of these food products. 1,2,3-trihydroxybenzene can be found primarily in blood, feces, and urine. 1,2,3-trihydroxybenzene is an organic compound with the formula C6H3(OH)3. It is a white water-soluble solid although samples are typically brownish because of its sensitivity toward oxygen. It is one of three isomeric benzenetriols . Pyrogallic acid is an odorless white to gray solid. Sinks and mixes with water. (USCG, 1999) Pyrogallol is a benzenetriol carrying hydroxy groups at positions 1, 2 and 3. It has a role as a plant metabolite. It is a phenolic donor and a benzenetriol. Pyrogallol is a natural product found in Gunnera perpensa, Nigella glandulifera, and other organisms with data available. A trihydroxybenzene or dihydroxy phenol that can be prepared by heating GALLIC ACID. See also: Stevia rebaudiuna Leaf (part of); Alchemilla monticola whole (part of); Agrimonia eupatoria flowering top (part of). 1,2,3-Trihydroxybenzene, or pyrogallol is a benzenetriol. It is a white crystalline powder and a powerful reducing agent. It was first prepared by Scheele 1786 by heating gallic acid. An alternate preparation is heating para-chlorophenoldisulphonic acid with potassium hydroxide. 1,2,3-Trihydroxybenzene has been found to be a metabolite of Aspergillus (https://www.tandfonline.com/doi/pdf/10.1080/00021369.1982.10865473). A benzenetriol carrying hydroxy groups at positions 1, 2 and 3. D020011 - Protective Agents > D000975 - Antioxidants Pyrogallol is a polyphenol compound, which has anti-fungal and anti-psoriatic properties. Pyrogallol is a reductant that is able to generate free radicals, in particular superoxide anions. Pyrogallol is a polyphenol compound, which has anti-fungal and anti-psoriatic properties. Pyrogallol is a reductant that is able to generate free radicals, in particular superoxide anions.

   

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.

   

3-Hydroxybenzaldehyde

Benzaldehyde, 3-hydroxy-

C7H6O2 (122.0368)


3-hydroxybenzaldehyde is a hydroxybenzaldehyde carrying a hydroxy substituent at position 3. 3-Hydroxybenzaldehyde is a natural product found in Rhytidoponera metallica, Marchantia polymorpha, and other organisms with data available. 3-Hydroxybenzaldehyde, also known as 3-hydroxybenzaldehyde or m-hydroxybenzaldehyde, is an organic compound belonging to the class of aromatic aldehydes. Its chemical formula is C7H6O2 and it is characterized by a benzene ring with a hydroxyl group (-OH) and an aldehyde group (-CHO) attached at the meta position on the ring. Biologically, 3-hydroxybenzaldehyde has been found to possess several interesting properties: 1. **Antioxidant Activity**: It exhibits antioxidant properties, which means it can neutralize harmful free radicals in the body. This can be beneficial in reducing oxidative stress, which is associated with various diseases and aging. 2. **Antimicrobial Effects**: 3-Hydroxybenzaldehyde has shown antimicrobial activity against a range of microorganisms, including bacteria and fungi. This makes it a potential candidate for the development of new antimicrobial agents. 3. **Anti-inflammatory Properties**: Some studies have indicated that this compound may have anti-inflammatory effects, which could be useful in the treatment of inflammatory conditions. 4. **Cytotoxicity**: It has been observed to have cytotoxic effects on certain types of cancer cells, suggesting a potential role in cancer therapy. However, more research is needed in this area. 5. **Enzyme Inhibition**: 3-Hydroxybenzaldehyde can inhibit the activity of certain enzymes, which may have implications in the management of conditions where these enzymes play a pathological role. It's important to note that while 3-hydroxybenzaldehyde has these biological properties, its use in practical applications, especially in a medical context, is still largely experimental and requires further research. The compound's effects and safety profile need to be thoroughly evaluated before it can be considered for widespread use in therapeutic or preventive treatments. 3-Hydroxybenzaldehyde. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=100-83-4 (retrieved 2024-08-06) (CAS RN: 100-83-4). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). 3-Hydroxybenzaldehyde?is a precursor compound for phenolic compounds, such as Protocatechualdehyde (HY-N0295). 3-Hydroxybenzaldehyde is a substrate of aldehyde dehydrogenase (ALDH) in rats and humans (ALDH2). 3-Hydroxybenzaldehyde has vasculoprotective effects?in vitro and in vivo[1]. 3-Hydroxybenzaldehyde?is a precursor compound for phenolic compounds, such as Protocatechualdehyde (HY-N0295). 3-Hydroxybenzaldehyde is a substrate of aldehyde dehydrogenase (ALDH) in rats and humans (ALDH2). 3-Hydroxybenzaldehyde has vasculoprotective effects?in vitro and in vivo[1]. 3-Hydroxybenzaldehyde?is a precursor compound for phenolic compounds, such as Protocatechualdehyde (HY-N0295). 3-Hydroxybenzaldehyde is a substrate of aldehyde dehydrogenase (ALDH) in rats and humans (ALDH2). 3-Hydroxybenzaldehyde has vasculoprotective effects?in vitro and in vivo[1].

   

Gentisate aldehyde

2,5-Dihydroxybenzaldehyde polymer

C7H6O3 (138.0317)


Gentisate aldehyde is a substrate of the enzyme aldehyde oxidase 1 [EC:1.2.3.1] in Valine, leucine and isoleucine degradation, Tyrosine metabolism, Tryptophan metabolism, Vitamin B6 metabolism and Nicotinate and nicotinamide metabolism. (KEGG) [HMDB] Gentisate aldehyde is a substrate of the enzyme aldehyde oxidase 1 [EC:1.2.3.1] in Valine, leucine and isoleucine degradation, Tyrosine metabolism, Tryptophan metabolism, Vitamin B6 metabolism and Nicotinate and nicotinamide metabolism. (KEGG). 2,5-Dihydroxybenzaldehyde (Gentisaldehyde) is a naturally occurring antimicrobial that inhibits the growth of Mycobacterium avium subsp. paratuberculosis. 2,5-Dihydroxybenzaldehyde is active against S. aureus strains with a MIC50 of 500 mg/L[1][2].

   

3-hydroxybenzyl alcohol

3-Hydroxybenzenemethanol

C7H8O2 (124.0524)


A hydroxybenzyl alcohol that is phenol substituted at position C-3 by a hydroxymethyl group. KSD 2405 is an endogenous metabolite.

   

Griseofulvin

(2S,6R)-7-chloro-2,4,6-trimethoxy-6-methyl-3H-spiro[1-benzofuran-2,1-cyclohexan]-2-ene-3,4-dione

C17H17ClO6 (352.0714)


Griseofulvin is only found in individuals that have used or taken this drug. It is an antifungal antibiotic. Griseofulvin may be given by mouth in the treatment of tinea infections. [PubChem]Griseofulvin is fungistatic, however the exact mechanism by which it inhibits the growth of dermatophytes is not clear. It is thought to inhibit fungal cell mitosis and nuclear acid synthesis. It also binds to and interferes with the function of spindle and cytoplasmic microtubules by binding to alpha and beta tubulin. It binds to keratin in human cells, then once it reaches the fungal site of action, it binds to fungal microtubes thus altering the fungal process of mitosis. D - Dermatologicals > D01 - Antifungals for dermatological use > D01B - Antifungals for systemic use > D01BA - Antifungals for systemic use D - Dermatologicals > D01 - Antifungals for dermatological use > D01A - Antifungals for topical use > D01AA - Antibiotics D000890 - Anti-Infective Agents > D000935 - Antifungal Agents C254 - Anti-Infective Agent > C514 - Antifungal Agent Griseofulvin(Gris-PEG; Grifulvin) is a spirocyclic fungal natural product used in treatment of fungal dermatophytes; Antifungal drug.

   

albendazole S-oxide

N-[6-(propane-1-sulfinyl)-1H-1,3-benzodiazol-2-yl]methoxycarboximidic acid

C12H15N3O3S (281.0834)


Albendazole s-oxide is part of the Steroid hormone biosynthesis, Linoleic acid metabolism, Retinol metabolism, and Bile secretion pathways. It is a substrate for: Cytochrome P450 3A4. D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000871 - Anthelmintics C254 - Anti-Infective Agent > C276 - Antiparasitic Agent > C250 - Antihelminthic Agent

   

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].

   

penitrem A

NCGC00163403-03_C37H44ClNO6_(2R,3S,3aR,4aS,4bS,6aR,7S,7dR,8S,9aR,14bS,14cR,16aS)-12-Chloro-2-isopropenyl-14b,14c,17,17-tetramethyl-10-methylene-3,3a,6,6a,7,8,9,9a,10,11,14,14b,14c,15,16,16a-hexadecahydro-2H,4bH-7,8-(epoxymethano)cyclobuta[5,6]benzo[1,2-e]oxireno[4,4a]chromeno[5,6:6,7]indeno[1,2-b]indole-3,4b,7d(5H)-triol

C37H44ClNO6 (633.2857)


D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins CONFIDENCE Reference Standard (Level 1) Penitrem A is an indole diterpene neurotoxic alkaloid produced by Penicillium, acts as a selective BK channel antagonist with antiproliferative and anti-invasive activities against multiple malignancies. Penitrem A increases the spontaneous release of endogenous glutamate, gamma-aminobutyric acid (GABA) and aspartate from cerebrocortical synaptosomes, and induces tremorgenic syndromes in animals[1][2].

   

Gentisyl alcohol

2,5-Dihydroxybenzyl alcohol

C7H8O3 (140.0473)


An aromatic primary alcohol that is benzyl alcohol substituted by hydroxy groups at positions 2 and 5. CONFIDENCE Culture of Penicillium eurotium strain

   

m-Cresol

3-Cresol, calcium salt(1:2)

C7H8O (108.0575)


m-Cresol is an isomer of p-cresol and o-cresol. Cresols are organic compounds which are methylphenols. They are a widely occurring natural and manufactured group of aromatic organic compounds which are categorized as phenols (sometimes called phenolics). Depending on the temperature, cresols can be solid or liquid because they have melting points not far from room temperature. Like other types of phenols, they are slowly oxidized by long exposure to air and the impurities often give cresols a yellowish to brownish red tint. Cresols have an odor characteristic to that of other simple phenols, reminiscent to some of a "medicine" smell. Cresol solutions are used as household cleaners and disinfectants, perhaps most famously under the trade name Lysol. In the past, cresol solutions have been used as antiseptics in surgery, but they have been largely displaced in this role by less toxic compounds. Lysol was also advertised as a disinfecting vaginal douche in mid-twentieth century America. Cresols are found in many foods and in wood and tobacco smoke, crude oil, coal tar, and in brown mixtures such as creosote and cresylic acids, which are wood preservatives. Small organisms in soil and water produce cresols when they break down materials in the environment. Most exposures to cresols are at very low levels that are not harmful. When cresols are breathed, ingested, or applied to the skin at very high levels, they can be very harmful. Effects observed in people include irritation and burning of skin, eyes, mouth, and throat; abdominal pain and vomiting; heart damage; anemia; liver and kidney damage; facial paralysis; coma; and death. Breathing high levels of cresols for a short time results in irritation of the nose and throat. Aside from these effects, very little is known about the effects of breathing cresols, for example, at lower levels over longer times. Ingesting high levels results in kidney problems, mouth and throat burns, abdominal pain, vomiting, and effects on the blood and nervous system. Skin contact with high levels of cresols can burn the skin and damage the kidneys, liver, blood, brain, and lungs. m-Cresol is a microbial metabolite that can be found in Lysinibacillus. Flavouring ingredient. 3-Methylphenol is found in asparagus, tea, and arabica coffee.

   

6-Methylsalicylic acid

2-HYDROXY-6-METHYLBENZOIC ACID

C8H8O3 (152.0473)


A monohydroxybenzoic acid that is salicylic acid in which the hydrogen ortho to the carboxylic acid group is substituted by a methyl group. D000893 - Anti-Inflammatory Agents > D000894 - Anti-Inflammatory Agents, Non-Steroidal > D012459 - Salicylates

   

CYCLOPIAZONIC ACID

.alpha.-Cyclopiazonic acid

C20H20N2O3 (336.1474)


D002317 - Cardiovascular Agents > D000889 - Anti-Arrhythmia Agents D002317 - Cardiovascular Agents > D014665 - Vasodilator Agents D004791 - Enzyme Inhibitors Cyclopiazonic acid (CPA), a neurotoxic secondary metabolite (SM) made by Aspergillus flavus, is an inhibitor of endoplasmic reticulum calcium ATPase (Ca2+ATPase; SERCA) and a potent inducer of cell death in plants[1].

   

Griseophenone C

(2,6-dihydroxy-4-methoxyphenyl)-(4-hydroxy-2-methoxy-6-methylphenyl)methanone

C16H16O6 (304.0947)


   
   

PC-M6

(1S,2S,5S,7S,8R,14S)-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-6-oxa-23-azahexacyclo[12.10.0.0²,¹¹.0⁵,¹⁰.0¹⁶,²⁴.0¹⁷,²²]tetracosa-9,16(24),17(22),18,20-pentaen-8-ol

C27H35NO3 (421.2617)


Tremorgenic mycotoxin from Penicillium crustosum, Penicillium paxilli and Acremonium lolii. Tremorgenic mycotoxin from Penicillium crustosum, Penicillium paxilli and Acremonium lolii

   

Penitrem D

Penitrem D

C37H45NO4 (567.3348)


D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins

   

Penitrem E

Penitrem E

C37H45NO6 (599.3247)


D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins

   
   

Penitrem B

Penitrem B

C37H45NO5 (583.3298)


D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins

   

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)


   

3-Hydroxybenzyl alcohol

Meta-hydroxybenzyl alcohol

C7H8O2 (124.0524)


3-Hydroxybenzyl alcohol (CAS Number 620-24-6) is a hydroxybenzyl alcohol that is phenol substituted at position C-3 by a hydroxymethyl group. It is a pink or beige to brown crystalline powder, soluble in water. KSD 2405 is an endogenous metabolite.

   

PC-M5

4bH-1-Benzopyrano[5,6:6,7]indeno[1,2-b]indole-3,4b-diol, 2,3,5,6,6a,7,12,12b,12c,13,14,14a-dodecahydro-2-(1-hydroxy-1-methylethyl)-12b,12c-dimethyl-, 3-acetate, [2S-(2alpha,3alpha,4bbeta,6aalpha,12bbeta,12calpha,14abeta)]-

C29H37NO5 (479.2672)


Tremorgenic mycotoxin from Penicillium crustosum. Tremorgenic mycotoxin from Penicillium crustosum

   

Sunitinib

N-[2-(diethylamino)ethyl]-5-{[(3Z)-5-fluoro-2-oxo-2,3-dihydro-1H-indol-3-ylidene]methyl}-2,4-dimethyl-1H-pyrrole-3-carboxamide

C22H27FN4O2 (398.2118)


Sunitinib is an oral, small-molecule, multi-targeted receptor tyrosine kinase (RTK) inhibitor that was approved by the FDA for the treatment of renal cell carcinoma (RCC) and imatinib-resistant gastrointestinal stromal tumor (GIST) on January 26, 2006. Sunitinib inhibits cellular signaling by targeting multiple RTKs. These include all platelet-derived growth factor receptors (PDGF-R) and vascular endothelial growth factor receptors (VEGF-R). Sunitinib also inhibits KIT (CD117), the RTK that drives the majority of GISTs. In addition, sunitinib inhibits other RTKs including RET, CSF-1R, and flt3. C274 - Antineoplastic Agent > C2189 - Signal Transduction Inhibitor > C129824 - Antineoplastic Protein Inhibitor L - Antineoplastic and immunomodulating agents > L01 - Antineoplastic agents > L01E - Protein kinase inhibitors C274 - Antineoplastic Agent > C1742 - Angiogenesis Inhibitor > C93259 - VEGFR Tyrosine Kinase Inhibitor C274 - Antineoplastic Agent > C163758 - Targeted Therapy Agent > C163953 - VEGFR-targeting Agent C274 - Antineoplastic Agent > C163758 - Targeted Therapy Agent > C164037 - PDGFR-targeting Agent C274 - Antineoplastic Agent > C163758 - Targeted Therapy Agent > C163999 - cKIT-targeting Agent C471 - Enzyme Inhibitor > C129825 - Antineoplastic Enzyme Inhibitor > C159198 - c-KIT Inhibitor C471 - Enzyme Inhibitor > C1404 - Protein Kinase Inhibitor > C1967 - Tyrosine Kinase Inhibitor D006133 - Growth Substances > D043924 - Angiogenesis Modulating Agents D000970 - Antineoplastic Agents > D020533 - Angiogenesis Inhibitors D004791 - Enzyme Inhibitors > D047428 - Protein Kinase Inhibitors D006133 - Growth Substances > D006131 - Growth Inhibitors

   

penitrem A

21-chloro-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19,21,29-tetraene-5,9,28-triol

C37H44ClNO6 (633.2857)


D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins Penitrem A is an indole diterpene neurotoxic alkaloid produced by Penicillium, acts as a selective BK channel antagonist with antiproliferative and anti-invasive activities against multiple malignancies. Penitrem A increases the spontaneous release of endogenous glutamate, gamma-aminobutyric acid (GABA) and aspartate from cerebrocortical synaptosomes, and induces tremorgenic syndromes in animals[1][2].

   

Penitrem B

15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19(30),20,22(29)-tetraene-5,9-diol

C37H45NO5 (583.3298)


D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins

   

Penitrem E

15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19,21,29-tetraene-5,9,28-triol

C37H45NO6 (599.3247)


   

Terrestrol E

Terrestrol E

C14H14O5 (262.0841)


   

p-Toluquinone

2-Methylcyclohexa-2,5-diene-1,4-dione

C7H6O2 (122.0368)


   

Terrestrol C

Terrestrol C

C14H14O5 (262.0841)


   

Terrestrol H

Terrestrol H

C15H16O5 (276.0998)


   
   
   
   
   

Deoxypatulinic acid

2,3-Dihydro-4-pyrone-5-acetic acid

C7H8O4 (156.0423)


   

Terrestrol A

Terrestrol A

C22H22O7 (398.1365)


   

beta-PC-M6

beta-10-Hydroxy-12-demethyl-11,12-dehydropaspaline

C27H35NO3 (421.2617)


   

Sorbicillin

(2E,4E)-1-(2,4-dihydroxy-3,5-dimethylphenyl)hexa-2,4-dien-1-one

C14H16O3 (232.1099)


   

Terrestric acid

Terrestric acid

C11H14O4 (210.0892)


   

4-(3,4-dihydroxybenzamido)butanoic acid

4-(3,4-dihydroxybenzamido)butanoic acid

C11H13NO5 (239.0794)


   

2-FORMYL-6-HYDROXYBENZOIC ACID

2-FORMYL-6-HYDROXYBENZOIC ACID

C8H6O4 (166.0266)


   

Methylhydroquinone

2-Methylhydroquinone

C7H8O2 (124.0524)


Methylhydroquinone is an active compound. Methylhydroquinone can be used for the research of various biochemical studies[1]. Methylhydroquinone is an active compound. Methylhydroquinone can be used for the research of various biochemical studies[1].

   

Albendazole oxide

Albendazole sulfoxide

C12H15N3O3S (281.0834)


D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000871 - Anthelmintics C254 - Anti-Infective Agent > C276 - Antiparasitic Agent > C250 - Antihelminthic Agent CONFIDENCE standard compound; INTERNAL_ID 1060

   

2,5-Dihydroxybenzoic acid

"2,5-Dihydroxybenzoic acid"

C7H6O4 (154.0266)


D000893 - Anti-Inflammatory Agents > D000894 - Anti-Inflammatory Agents, Non-Steroidal > D012459 - Salicylates Profile spectrum of this record is given as a JPEG file.; [Profile] MCH00007.jpg Profile spectrum of this record is given as a JPEG file.; [Profile] MCH00006.jpg Profile spectrum of this record is given as a JPEG file.; [Profile] MCH00002.jpg 2,5-Dihydroxybenzoic acid is a derivative of benzoic and a powerful inhibitor of fibroblast growth factors. 2,5-Dihydroxybenzoic acid is a derivative of benzoic and a powerful inhibitor of fibroblast growth factors.

   

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.

   

Griseofulvin

(2S,5'R)-7-chloro-3',4,6-trimethoxy-5'-methylspiro[1-benzofuran-2,4'-cyclohex-2-ene]-1',3-dione

C17H17ClO6 (352.0714)


An oxaspiro compound produced by Penicillium griseofulvum. It is used by mouth as an antifungal drug for infections involving the scalp, hair, nails and skin that do not respond to topical treatment. D - Dermatologicals > D01 - Antifungals for dermatological use > D01B - Antifungals for systemic use > D01BA - Antifungals for systemic use D - Dermatologicals > D01 - Antifungals for dermatological use > D01A - Antifungals for topical use > D01AA - Antibiotics D000890 - Anti-Infective Agents > D000935 - Antifungal Agents C254 - Anti-Infective Agent > C514 - Antifungal Agent CONFIDENCE Reference Standard (Level 1) relative retention time with respect to 9-anthracene Carboxylic Acid is 1.075 Griseofulvin(Gris-PEG; Grifulvin) is a spirocyclic fungal natural product used in treatment of fungal dermatophytes; Antifungal drug.

   

gentisic acid

2,5-Dihydroxybenzoic acid

C7H6O4 (154.0266)


2,5-Dihydroxybenzoic acid is a derivative of benzoic and a powerful inhibitor of fibroblast growth factors. 2,5-Dihydroxybenzoic acid is a derivative of benzoic and a powerful inhibitor of fibroblast growth factors.

   

m-cresol

m-cresol

C7H8O (108.0575)


A cresol with the methyl substituent at position 3. It is a minor urinary metabolite of toluene.

   

2,5-Dihydroxybenzaldehyde

2,5-dihydroxybenzaldehyde

C7H6O3 (138.0317)


A dihydroxybenzaldehyde carrying hydroxy groups at positions 2 and 5. 2,5-Dihydroxybenzaldehyde (Gentisaldehyde) is a naturally occurring antimicrobial that inhibits the growth of Mycobacterium avium subsp. paratuberculosis. 2,5-Dihydroxybenzaldehyde is active against S. aureus strains with a MIC50 of 500 mg/L[1][2].

   

3-(Hydroxymethyl)phenol

3-(Hydroxymethyl)phenol

C7H8O2 (124.0524)


   

Pyrogallol

Pyrogallol

C6H6O3 (126.0317)


   

patulin

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

C7H6O4 (154.0266)


D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins CONFIDENCE standard compound; INTERNAL_ID 5971 D009676 - Noxae > D009153 - Mutagens CONFIDENCE Reference Standard (Level 1) Patulin (Terinin) is a mycotoxin produced by fungi including the Aspergillus, Penicillium, and Byssochlamys species, is suspected to be clastogenic, mutagenic, teratogenic and cytotoxic. Patulin induces autophagy-dependent apoptosis through lysosomal-mitochondrial axis, and causes DNA damage[1][2][3][4].

   

Sunitinib

N-[2-(diethylamino)ethyl]-5-[(Z)-(5-fluoro-1,2-dihydro-2-oxo-3H-indol-3-ylidene)methyl]-2,4-dimethyl-1H-pyrrole-3-carboxamide,(2S)-hydroxy-Butanedioic acid

C22H27FN4O2 (398.2118)


C274 - Antineoplastic Agent > C2189 - Signal Transduction Inhibitor > C129824 - Antineoplastic Protein Inhibitor L - Antineoplastic and immunomodulating agents > L01 - Antineoplastic agents > L01E - Protein kinase inhibitors C274 - Antineoplastic Agent > C1742 - Angiogenesis Inhibitor > C93259 - VEGFR Tyrosine Kinase Inhibitor C274 - Antineoplastic Agent > C163758 - Targeted Therapy Agent > C163953 - VEGFR-targeting Agent C274 - Antineoplastic Agent > C163758 - Targeted Therapy Agent > C164037 - PDGFR-targeting Agent C274 - Antineoplastic Agent > C163758 - Targeted Therapy Agent > C163999 - cKIT-targeting Agent C471 - Enzyme Inhibitor > C129825 - Antineoplastic Enzyme Inhibitor > C159198 - c-KIT Inhibitor C471 - Enzyme Inhibitor > C1404 - Protein Kinase Inhibitor > C1967 - Tyrosine Kinase Inhibitor D006133 - Growth Substances > D043924 - Angiogenesis Modulating Agents D000970 - Antineoplastic Agents > D020533 - Angiogenesis Inhibitors D004791 - Enzyme Inhibitors > D047428 - Protein Kinase Inhibitors D006133 - Growth Substances > D006131 - Growth Inhibitors

   

Desoxyphyllostin

Desoxyphyllostin

C7H6O3 (138.0317)


   

Tropanserin

Tropanserin

C17H23NO2 (273.1729)


C78272 - Agent Affecting Nervous System > C66885 - Serotonin Antagonist Tropanserin is a serotoninergic active compound, as well as a 5HT3 receptor antagonist. Tropanserin modulates Cardio-respiratory reflex effects of an exogenous serotonin challenge[1].

   

Piral

2,2,2\"-[1,2,3-BENZENE-TRIYLTRIS(OXY)]TRIS[N,N,N-TRIETHYLETHANAMINIUM]

C6H6O3 (126.0317)


D020011 - Protective Agents > D000975 - Antioxidants Pyrogallol is a polyphenol compound, which has anti-fungal and anti-psoriatic properties. Pyrogallol is a reductant that is able to generate free radicals, in particular superoxide anions. Pyrogallol is a polyphenol compound, which has anti-fungal and anti-psoriatic properties. Pyrogallol is a reductant that is able to generate free radicals, in particular superoxide anions.

   

CPD-112

Celcure Dry Mix (chemicals for wood preserving)

C7H8O (108.0575)


   

GENOP

InChI=1\C7H6O4\c8-4-1-2-6(9)5(3-4)7(10)11\h1-3,8-9H,(H,10,11

C7H6O4 (154.0266)


D000893 - Anti-Inflammatory Agents > D000894 - Anti-Inflammatory Agents, Non-Steroidal > D012459 - Salicylates 2,5-Dihydroxybenzoic acid is a derivative of benzoic and a powerful inhibitor of fibroblast growth factors. 2,5-Dihydroxybenzoic acid is a derivative of benzoic and a powerful inhibitor of fibroblast growth factors.

   

3-Formylphenol

3-Hydroxybenzaldehyde

C7H6O2 (122.0368)


3-Hydroxybenzaldehyde. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=100-83-4 (retrieved 2024-08-06) (CAS RN: 100-83-4). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). 3-Hydroxybenzaldehyde?is a precursor compound for phenolic compounds, such as Protocatechualdehyde (HY-N0295). 3-Hydroxybenzaldehyde is a substrate of aldehyde dehydrogenase (ALDH) in rats and humans (ALDH2). 3-Hydroxybenzaldehyde has vasculoprotective effects?in vitro and in vivo[1]. 3-Hydroxybenzaldehyde?is a precursor compound for phenolic compounds, such as Protocatechualdehyde (HY-N0295). 3-Hydroxybenzaldehyde is a substrate of aldehyde dehydrogenase (ALDH) in rats and humans (ALDH2). 3-Hydroxybenzaldehyde has vasculoprotective effects?in vitro and in vivo[1]. 3-Hydroxybenzaldehyde?is a precursor compound for phenolic compounds, such as Protocatechualdehyde (HY-N0295). 3-Hydroxybenzaldehyde is a substrate of aldehyde dehydrogenase (ALDH) in rats and humans (ALDH2). 3-Hydroxybenzaldehyde has vasculoprotective effects?in vitro and in vivo[1].

   

(7S)-3-[(1E,3E,5E)-hepta-1,3,5-trien-1-yl]-7-methyl-6,8-dioxo-7,8-dihydro-6H-isochromen-7-yl (3S)-3-hydroxybutanoate

(7S)-3-[(1E,3E,5E)-hepta-1,3,5-trien-1-yl]-7-methyl-6,8-dioxo-7,8-dihydro-6H-isochromen-7-yl (3S)-3-hydroxybutanoate

C21H22O6 (370.1416)


   

Mycoin

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

C7H6O4 (154.0266)


A furopyran and lactone that is (2H-pyran-3(6H)-ylidene)acetic acid which is substituted by hydroxy groups at positions 2 and 4 and in which the hydroxy group at position 4 has condensed with the carboxy group to give the corresponding bicyclic lactone. A mycotoxin produced by several species of Aspergillus and Penicillium, it has antibiotic properties but has been shown to be carcinogenic and mutagenic. D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins D009676 - Noxae > D009153 - Mutagens Patulin (Terinin) is a mycotoxin produced by fungi including the Aspergillus, Penicillium, and Byssochlamys species, is suspected to be clastogenic, mutagenic, teratogenic and cytotoxic. Patulin induces autophagy-dependent apoptosis through lysosomal-mitochondrial axis, and causes DNA damage[1][2][3][4].

   

4bH-1-Benzopyrano[5,6:6,7]indeno[1,2-b]indole-3,4b-diol, 2,3,5,6,6a,7,12,12b,12c,13,14,14a-dodecahydro-2-(1-hydroxy-1-methylethyl)-12b,12c-dimethyl-, 3-acetate, [2S-(2alpha,3alpha,4bbeta,6aalpha,12bbeta,12calpha,14abeta)]-

[(1S,2R,5S,7S,8R,11S,14S)-11-hydroxy-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-6-oxa-23-azahexacyclo[12.10.0.02,11.05,10.016,24.017,22]tetracosa-9,16(24),17,19,21-pentaen-8-yl] acetate

C29H37NO5 (479.2672)


   

1,2,4-trimethyl (1s)-1-(dec-9-en-1-yl)-2-hydroxybutane-1,2,4-tricarboxylate

1,2,4-trimethyl (1s)-1-(dec-9-en-1-yl)-2-hydroxybutane-1,2,4-tricarboxylate

C20H34O7 (386.2304)


   

(1r,6s)-3-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-ene-2,5-dione

(1r,6s)-3-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-ene-2,5-dione

C7H6O4 (154.0266)


   

(1s,2r,5s,8r,9r,11s,14r,15s,24s,26s,27s)-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

(1s,2r,5s,8r,9r,11s,14r,15s,24s,26s,27s)-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

C37H45NO4 (567.3348)


   

(2e)-2-(2-hydroxyethylidene)-5-oxofuran-3-carbaldehyde

(2e)-2-(2-hydroxyethylidene)-5-oxofuran-3-carbaldehyde

C7H6O4 (154.0266)


   

(1s,2r,5s,6s,8r,9s,10r,12s,15r,16s,25r,27s,28r)-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19,21,29-tetraene-5,9,28-triol

(1s,2r,5s,6s,8r,9s,10r,12s,15r,16s,25r,27s,28r)-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19,21,29-tetraene-5,9,28-triol

C37H45NO6 (599.3247)


   

1-(dec-9-en-1-yl)-2-hydroxybutane-1,2,4-tricarboxylic acid

1-(dec-9-en-1-yl)-2-hydroxybutane-1,2,4-tricarboxylic acid

C17H28O7 (344.1835)


   

(1r,2s,5s,8r,9r,11s,14r,15s,24s,26r,27s)-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-2,5,8-triol

(1r,2s,5s,8r,9r,11s,14r,15s,24s,26r,27s)-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-2,5,8-triol

C37H45NO5 (583.3298)


   

21-chloro-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19,21,29-tetraene-5,9-diol

21-chloro-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19,21,29-tetraene-5,9-diol

C37H44ClNO5 (617.2908)


   

(3s,6s)-3-({4-[(2s)-2-hydroxy-3-methoxy-3-methylbutoxy]phenyl}methyl)-1,4-dimethyl-3,6-bis(methylsulfanyl)piperazine-2,5-dione

(3s,6s)-3-({4-[(2s)-2-hydroxy-3-methoxy-3-methylbutoxy]phenyl}methyl)-1,4-dimethyl-3,6-bis(methylsulfanyl)piperazine-2,5-dione

C21H32N2O5S2 (456.1753)


   

3-methylcyclohexa-3,5-diene-1,2-dione

3-methylcyclohexa-3,5-diene-1,2-dione

C7H6O2 (122.0368)


   

(1s,2r,5s,7r,8r,11s,14s)-1,2-dimethyl-18-(3-methylbut-2-en-1-yl)-7-(prop-1-en-2-yl)-6-oxa-23-azahexacyclo[12.10.0.0²,¹¹.0⁵,¹⁰.0¹⁶,²⁴.0¹⁷,²²]tetracosa-9,16(24),17,19,21-pentaene-8,11-diol

(1s,2r,5s,7r,8r,11s,14s)-1,2-dimethyl-18-(3-methylbut-2-en-1-yl)-7-(prop-1-en-2-yl)-6-oxa-23-azahexacyclo[12.10.0.0²,¹¹.0⁵,¹⁰.0¹⁶,²⁴.0¹⁷,²²]tetracosa-9,16(24),17,19,21-pentaene-8,11-diol

C32H41NO3 (487.3086)


   

2-chloro-6-(hydroxymethyl)benzene-1,4-diol

2-chloro-6-(hydroxymethyl)benzene-1,4-diol

C7H7ClO3 (174.0084)


   

(4r,6r)-4-hydroxy-6-[2-(8-hydroxy-2-methylnaphthalen-1-yl)ethyl]oxan-2-one

(4r,6r)-4-hydroxy-6-[2-(8-hydroxy-2-methylnaphthalen-1-yl)ethyl]oxan-2-one

C18H20O4 (300.1362)


   

4-[(4e)-hex-4-enoyl]-5-hydroxy-3,6-dimethylcyclohexa-3,5-diene-1,2-dione

4-[(4e)-hex-4-enoyl]-5-hydroxy-3,6-dimethylcyclohexa-3,5-diene-1,2-dione

C14H16O4 (248.1049)


   

7-(2-hydroxypropan-2-yl)-1,2-dimethyl-6-oxa-23-azahexacyclo[12.10.0.0²,¹¹.0⁵,¹⁰.0¹⁶,²⁴.0¹⁷,²²]tetracosa-9,16(24),17,19,21-pentaen-8-ol

7-(2-hydroxypropan-2-yl)-1,2-dimethyl-6-oxa-23-azahexacyclo[12.10.0.0²,¹¹.0⁵,¹⁰.0¹⁶,²⁴.0¹⁷,²²]tetracosa-9,16(24),17,19,21-pentaen-8-ol

C27H35NO3 (421.2617)


   

n-[2-(diethylamino)ethyl]-5-{[(3z)-5-fluoro-2-hydroxyindol-3-ylidene]methyl}-2,4-dimethyl-1h-pyrrole-3-carboximidic acid

n-[2-(diethylamino)ethyl]-5-{[(3z)-5-fluoro-2-hydroxyindol-3-ylidene]methyl}-2,4-dimethyl-1h-pyrrole-3-carboximidic acid

C22H27FN4O2 (398.2118)


   

6-hydroxy-4-(1h-imidazol-4-ylmethylidene)-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.0²,⁷.0¹⁰,¹⁵]hexadeca-5,10,12,14-tetraen-3-one

6-hydroxy-4-(1h-imidazol-4-ylmethylidene)-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.0²,⁷.0¹⁰,¹⁵]hexadeca-5,10,12,14-tetraen-3-one

C22H23N5O2 (389.1852)


   

2-[(2,5-dihydroxyphenyl)methyl]benzene-1,4-diol

2-[(2,5-dihydroxyphenyl)methyl]benzene-1,4-diol

C13H12O4 (232.0736)


   

(1s,2r,5s,6s,8r,9s,10r,12s,15r,16s,25s,27s,28s)-21-chloro-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19,21,29-tetraene-5,9-diol

(1s,2r,5s,6s,8r,9s,10r,12s,15r,16s,25s,27s,28s)-21-chloro-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19,21,29-tetraene-5,9-diol

C37H44ClNO5 (617.2908)


   

methyl 3-(3-acetyl-2,6-dihydroxy-5-methylphenyl)-2-methylpropanoate

methyl 3-(3-acetyl-2,6-dihydroxy-5-methylphenyl)-2-methylpropanoate

C14H18O5 (266.1154)


   

(2s,3r,6s,8r,9s,10r,12r,13s,21s,22r,24r)-28-chloro-22-(2-hydroxypropan-2-yl)-2,3-dimethyl-25-methylidene-8-(prop-1-en-2-yl)-7,11-dioxa-31-azanonacyclo[16.13.0.0²,¹⁶.0³,¹³.0⁶,¹².0¹⁰,¹².0¹⁹,³⁰.0²⁰,²⁷.0²¹,²⁴]hentriaconta-1(18),16,19,27,29-pentaene-9,13,21-triol

(2s,3r,6s,8r,9s,10r,12r,13s,21s,22r,24r)-28-chloro-22-(2-hydroxypropan-2-yl)-2,3-dimethyl-25-methylidene-8-(prop-1-en-2-yl)-7,11-dioxa-31-azanonacyclo[16.13.0.0²,¹⁶.0³,¹³.0⁶,¹².0¹⁰,¹².0¹⁹,³⁰.0²⁰,²⁷.0²¹,²⁴]hentriaconta-1(18),16,19,27,29-pentaene-9,13,21-triol

C37H44ClNO6 (633.2857)


   

(1s,4z,7s,9r)-6,7-dihydroxy-4-(3h-imidazol-4-ylmethylidene)-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.0²,⁷.0¹⁰,¹⁵]hexadeca-5,10,12,14-tetraen-3-one

(1s,4z,7s,9r)-6,7-dihydroxy-4-(3h-imidazol-4-ylmethylidene)-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.0²,⁷.0¹⁰,¹⁵]hexadeca-5,10,12,14-tetraen-3-one

C22H23N5O3 (405.1801)


   

(1r,2r,6s,7r,9s)-4,13-bis[(4e)-hex-4-enoyl]-3,6,7,10,12-pentahydroxy-2,6,9,11-tetramethyl-8-oxatricyclo[7.4.0.0²,⁷]trideca-3,10,12-trien-5-one

(1r,2r,6s,7r,9s)-4,13-bis[(4e)-hex-4-enoyl]-3,6,7,10,12-pentahydroxy-2,6,9,11-tetramethyl-8-oxatricyclo[7.4.0.0²,⁷]trideca-3,10,12-trien-5-one

C28H36O9 (516.2359)


   

(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

(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)


   

(3r,6s,8r,9s,10r,12s,13s,21s,22r,24s)-22-(2-hydroxypropan-2-yl)-2,3-dimethyl-25-methylidene-8-(prop-1-en-2-yl)-7,11-dioxa-31-azanonacyclo[16.13.0.0²,¹⁶.0³,¹³.0⁶,¹².0¹⁰,¹².0¹⁹,³⁰.0²⁰,²⁷.0²¹,²⁴]hentriaconta-1(18),16,19,27,29-pentaene-9,13,21-triol

(3r,6s,8r,9s,10r,12s,13s,21s,22r,24s)-22-(2-hydroxypropan-2-yl)-2,3-dimethyl-25-methylidene-8-(prop-1-en-2-yl)-7,11-dioxa-31-azanonacyclo[16.13.0.0²,¹⁶.0³,¹³.0⁶,¹².0¹⁰,¹².0¹⁹,³⁰.0²⁰,²⁷.0²¹,²⁴]hentriaconta-1(18),16,19,27,29-pentaene-9,13,21-triol

C37H45NO6 (599.3247)


   

(4s,5r,6s)-2-chloro-4,5-dihydroxy-6-methylcyclohex-2-en-1-one

(4s,5r,6s)-2-chloro-4,5-dihydroxy-6-methylcyclohex-2-en-1-one

C7H9ClO3 (176.024)


   

(z,5s,5'r)-5-ethyl-5'-methyl-4,5-dihydro-3h,5'h-[2,3'-bioxolylidene]-2',4'-dione

(z,5s,5'r)-5-ethyl-5'-methyl-4,5-dihydro-3h,5'h-[2,3'-bioxolylidene]-2',4'-dione

C11H14O4 (210.0892)


   

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

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

C28H44O (396.3392)


   

4-hydroxy-6-[2-(8-hydroxy-2-methylnaphthalen-1-yl)ethyl]oxan-2-one

4-hydroxy-6-[2-(8-hydroxy-2-methylnaphthalen-1-yl)ethyl]oxan-2-one

C18H20O4 (300.1362)


   

1-{2,4-dihydroxy-5-methyl-3-[(methylsulfanyl)methyl]phenyl}ethanone

1-{2,4-dihydroxy-5-methyl-3-[(methylsulfanyl)methyl]phenyl}ethanone

C11H14O3S (226.0664)


   

1-(2,4-dihydroxy-3,5-dimethylphenyl)hexa-2,4-dien-1-one

1-(2,4-dihydroxy-3,5-dimethylphenyl)hexa-2,4-dien-1-one

C14H16O3 (232.1099)


   

(1r,2r,5s,8r,9s,11r,14r,15r,24r,26r,27r)-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

(1r,2r,5s,8r,9s,11r,14r,15r,24r,26r,27r)-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

C37H45NO4 (567.3348)


   

4-(hex-4-enoyl)-3,6,7,12-tetrahydroxy-13-(1-hydroxyhexa-2,4-dien-1-ylidene)-2,6,9,11-tetramethyl-8-oxatricyclo[7.4.0.0²,⁷]trideca-3,11-diene-5,10-dione

4-(hex-4-enoyl)-3,6,7,12-tetrahydroxy-13-(1-hydroxyhexa-2,4-dien-1-ylidene)-2,6,9,11-tetramethyl-8-oxatricyclo[7.4.0.0²,⁷]trideca-3,11-diene-5,10-dione

C28H34O9 (514.2203)


   

(1r,3s,4r,7r,8s,9s,11r)-4,9-dihydroxy-1,9,11-trimethyltricyclo[5.3.1.0³,⁸]undecane-2,10-dione

(1r,3s,4r,7r,8s,9s,11r)-4,9-dihydroxy-1,9,11-trimethyltricyclo[5.3.1.0³,⁸]undecane-2,10-dione

C14H20O4 (252.1362)


   

(1s,9r,13s)-4,6-dihydroxy-3,5,10-trimethyl-8,12-dioxo-13-[(1e)-prop-1-en-1-yl]tricyclo[7.3.1.0²,⁷]trideca-2,4,6,10-tetraene-1-carboxylic acid

(1s,9r,13s)-4,6-dihydroxy-3,5,10-trimethyl-8,12-dioxo-13-[(1e)-prop-1-en-1-yl]tricyclo[7.3.1.0²,⁷]trideca-2,4,6,10-tetraene-1-carboxylic acid

C20H20O6 (356.126)


   

2-(2-hydroxyethylidene)-5-oxofuran-3-carbaldehyde

2-(2-hydroxyethylidene)-5-oxofuran-3-carbaldehyde

C7H6O4 (154.0266)


   

(1s,2r,5s,8r,9r,11s,14r,15s,24s,26r,27s)-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

(1s,2r,5s,8r,9r,11s,14r,15s,24s,26r,27s)-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

C37H45NO4 (567.3348)


   

(1s,2r,4r,5's,6s,6'r,7z)-3'-chloro-5',6,6'-trihydroxy-7-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-4,6-dimethylspiro[bicyclo[2.2.2]octane-2,1'-cyclohexan]-3'-ene-2',5,8-trione

(1s,2r,4r,5's,6s,6'r,7z)-3'-chloro-5',6,6'-trihydroxy-7-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-4,6-dimethylspiro[bicyclo[2.2.2]octane-2,1'-cyclohexan]-3'-ene-2',5,8-trione

C21H23ClO7 (422.1132)


   

(2s,3r,6s,8r,9s,10r,12s,13s,21r,22r,24r)-28-chloro-22-(2-hydroxypropan-2-yl)-2,3-dimethyl-25-methylidene-8-(prop-1-en-2-yl)-7,11-dioxa-31-azanonacyclo[16.13.0.0²,¹⁶.0³,¹³.0⁶,¹².0¹⁰,¹².0¹⁹,³⁰.0²⁰,²⁷.0²¹,²⁴]hentriaconta-1(18),16,19,27,29-pentaene-9,13,21-triol

(2s,3r,6s,8r,9s,10r,12s,13s,21r,22r,24r)-28-chloro-22-(2-hydroxypropan-2-yl)-2,3-dimethyl-25-methylidene-8-(prop-1-en-2-yl)-7,11-dioxa-31-azanonacyclo[16.13.0.0²,¹⁶.0³,¹³.0⁶,¹².0¹⁰,¹².0¹⁹,³⁰.0²⁰,²⁷.0²¹,²⁴]hentriaconta-1(18),16,19,27,29-pentaene-9,13,21-triol

C37H44ClNO6 (633.2857)


   

(1s,9r,13s)-4,6-dihydroxy-3,5,10-trimethyl-8,12-dioxo-13-(prop-1-en-1-yl)tricyclo[7.3.1.0²,⁷]trideca-2,4,6,10-tetraene-1-carboxylic acid

(1s,9r,13s)-4,6-dihydroxy-3,5,10-trimethyl-8,12-dioxo-13-(prop-1-en-1-yl)tricyclo[7.3.1.0²,⁷]trideca-2,4,6,10-tetraene-1-carboxylic acid

C20H20O6 (356.126)


   

4-(hex-4-enoyl)-5-hydroxy-3,6-dimethylcyclohexa-3,5-diene-1,2-dione

4-(hex-4-enoyl)-5-hydroxy-3,6-dimethylcyclohexa-3,5-diene-1,2-dione

C14H16O4 (248.1049)


   

(4s)-4-hydroxy-4h,6h-furo[3,2-c]pyran-2-one

(4s)-4-hydroxy-4h,6h-furo[3,2-c]pyran-2-one

C7H6O4 (154.0266)


   

(4r)-4-hydroxy-4h,6h-furo[3,2-c]pyran-2-one

(4r)-4-hydroxy-4h,6h-furo[3,2-c]pyran-2-one

C7H6O4 (154.0266)


   

9-hydroxy-1,9,11-trimethyltricyclo[5.3.1.0³,⁸]undecane-2,4,10-trione

9-hydroxy-1,9,11-trimethyltricyclo[5.3.1.0³,⁸]undecane-2,4,10-trione

C14H18O4 (250.1205)


   

(1s,2r,4r,5's,6s,6's,7z)-3'-chloro-5',6,6'-trihydroxy-7-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-4,6-dimethylspiro[bicyclo[2.2.2]octane-2,1'-cyclohexan]-3'-ene-2',5,8-trione

(1s,2r,4r,5's,6s,6's,7z)-3'-chloro-5',6,6'-trihydroxy-7-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-4,6-dimethylspiro[bicyclo[2.2.2]octane-2,1'-cyclohexan]-3'-ene-2',5,8-trione

C21H23ClO7 (422.1132)


   

4,9-dihydroxy-1,9,11-trimethyltricyclo[5.3.1.0³,⁸]undecane-2,10-dione

4,9-dihydroxy-1,9,11-trimethyltricyclo[5.3.1.0³,⁸]undecane-2,10-dione

C14H20O4 (252.1362)


   

5-hydroxy-3-methyl-7-oxabicyclo[4.1.0]heptan-2-one

5-hydroxy-3-methyl-7-oxabicyclo[4.1.0]heptan-2-one

C7H10O3 (142.063)


   

4-hydroxy-6-[2-(2-methylnaphthalen-1-yl)ethyl]oxan-2-one

4-hydroxy-6-[2-(2-methylnaphthalen-1-yl)ethyl]oxan-2-one

C18H20O3 (284.1412)


   

n-[(2s)-1-{[(5as,9s,9ar,9bs)-9b-hydroxy-6,6,9a-trimethyl-3-oxo-1h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-9-yl]oxy}-3-methyl-1-oxobutan-2-yl]ethanimidic acid

n-[(2s)-1-{[(5as,9s,9ar,9bs)-9b-hydroxy-6,6,9a-trimethyl-3-oxo-1h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-9-yl]oxy}-3-methyl-1-oxobutan-2-yl]ethanimidic acid

C22H33NO6 (407.2308)


   

(4z)-6-hydroxy-4-(3h-imidazol-4-ylmethylidene)-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.0²,⁷.0¹⁰,¹⁵]hexadeca-5,10,12,14-tetraen-3-one

(4z)-6-hydroxy-4-(3h-imidazol-4-ylmethylidene)-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.0²,⁷.0¹⁰,¹⁵]hexadeca-5,10,12,14-tetraen-3-one

C22H23N5O2 (389.1852)


   

{11-acetyl-7-[(3-acetyl-2,6-dihydroxy-5-methylphenyl)methyl]-3,10-dihydroxy-13-methyl-6-oxo-2,5-dioxatricyclo[7.4.0.0³,⁷]trideca-1(13),9,11-trien-4-yl}acetic acid

{11-acetyl-7-[(3-acetyl-2,6-dihydroxy-5-methylphenyl)methyl]-3,10-dihydroxy-13-methyl-6-oxo-2,5-dioxatricyclo[7.4.0.0³,⁷]trideca-1(13),9,11-trien-4-yl}acetic acid

C26H26O11 (514.1475)


   

(2s,3r,6s,8r,9s,10s,12r,13s,22r,24r)-28-chloro-22-(2-hydroxypropan-2-yl)-2,3-dimethyl-25-methylidene-8-(prop-1-en-2-yl)-7,11-dioxa-31-azanonacyclo[16.13.0.0²,¹⁶.0³,¹³.0⁶,¹².0¹⁰,¹².0¹⁹,³⁰.0²⁰,²⁷.0²¹,²⁴]hentriaconta-1(18),16,19,27,29-pentaene-9,13,21-triol

(2s,3r,6s,8r,9s,10s,12r,13s,22r,24r)-28-chloro-22-(2-hydroxypropan-2-yl)-2,3-dimethyl-25-methylidene-8-(prop-1-en-2-yl)-7,11-dioxa-31-azanonacyclo[16.13.0.0²,¹⁶.0³,¹³.0⁶,¹².0¹⁰,¹².0¹⁹,³⁰.0²⁰,²⁷.0²¹,²⁴]hentriaconta-1(18),16,19,27,29-pentaene-9,13,21-triol

C37H44ClNO6 (633.2857)


   

1-[12-(hex-4-enoyl)-1,6,8,13-tetrahydroxy-3,7,10,14-tetramethyl-2,9-dioxapentacyclo[8.4.0.0³,⁸.0⁴,¹⁴.0⁷,¹¹]tetradeca-5,12-dien-5-yl]hex-4-en-1-one

1-[12-(hex-4-enoyl)-1,6,8,13-tetrahydroxy-3,7,10,14-tetramethyl-2,9-dioxapentacyclo[8.4.0.0³,⁸.0⁴,¹⁴.0⁷,¹¹]tetradeca-5,12-dien-5-yl]hex-4-en-1-one

C28H36O8 (500.241)


   

(1s,2r,5s,6r,8s,9r,10r,12r,15s,16r,25r,27s,28s)-21-chloro-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19,21,29-tetraene-5,9-diol

(1s,2r,5s,6r,8s,9r,10r,12r,15s,16r,25r,27s,28s)-21-chloro-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19,21,29-tetraene-5,9-diol

C37H44ClNO5 (617.2908)


   

(2s,3r,6s,8r,9s,10r,12r,13s,21s,22r,24r)-22-(2-hydroxypropan-2-yl)-2,3-dimethyl-25-methylidene-8-(prop-1-en-2-yl)-7,11-dioxa-31-azanonacyclo[16.13.0.0²,¹⁶.0³,¹³.0⁶,¹².0¹⁰,¹².0¹⁹,³⁰.0²⁰,²⁷.0²¹,²⁴]hentriaconta-1(18),16,19,27,29-pentaene-9,13,21-triol

(2s,3r,6s,8r,9s,10r,12r,13s,21s,22r,24r)-22-(2-hydroxypropan-2-yl)-2,3-dimethyl-25-methylidene-8-(prop-1-en-2-yl)-7,11-dioxa-31-azanonacyclo[16.13.0.0²,¹⁶.0³,¹³.0⁶,¹².0¹⁰,¹².0¹⁹,³⁰.0²⁰,²⁷.0²¹,²⁴]hentriaconta-1(18),16,19,27,29-pentaene-9,13,21-triol

C37H45NO6 (599.3247)


   

(1s,7s,9r)-6,7-dihydroxy-4-(1h-imidazol-4-ylmethylidene)-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.0²,⁷.0¹⁰,¹⁵]hexadeca-5,10,12,14-tetraen-3-one

(1s,7s,9r)-6,7-dihydroxy-4-(1h-imidazol-4-ylmethylidene)-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.0²,⁷.0¹⁰,¹⁵]hexadeca-5,10,12,14-tetraen-3-one

C22H23N5O3 (405.1801)


   

21-chloro-2-methoxy-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19,21,29-tetraene-5,9,28-triol

21-chloro-2-methoxy-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19,21,29-tetraene-5,9,28-triol

C38H46ClNO7 (663.2963)


   

(1s,2r,5s,7s,8r,11s,14s)-11-hydroxy-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-6-oxa-23-azahexacyclo[12.10.0.0²,¹¹.0⁵,¹⁰.0¹⁶,²⁴.0¹⁷,²²]tetracosa-9,16(24),17,19,21-pentaen-8-yl acetate

(1s,2r,5s,7s,8r,11s,14s)-11-hydroxy-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-6-oxa-23-azahexacyclo[12.10.0.0²,¹¹.0⁵,¹⁰.0¹⁶,²⁴.0¹⁷,²²]tetracosa-9,16(24),17,19,21-pentaen-8-yl acetate

C29H37NO5 (479.2672)


   

(-)-4-hydroxypropranolol

(-)-4-hydroxypropranolol

C16H21NO3 (275.1521)


   

2-[chloro(hydroxy)methyl]benzene-1,4-diol

2-[chloro(hydroxy)methyl]benzene-1,4-diol

C7H7ClO3 (174.0084)


   

n-[1-({9b-hydroxy-6,6,9a-trimethyl-3-oxo-1h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-9-yl}oxy)-3-methyl-1-oxobutan-2-yl]ethanimidic acid

n-[1-({9b-hydroxy-6,6,9a-trimethyl-3-oxo-1h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-9-yl}oxy)-3-methyl-1-oxobutan-2-yl]ethanimidic acid

C22H33NO6 (407.2308)


   

28-chloro-22-(2-hydroxypropan-2-yl)-2,3-dimethyl-25-methylidene-8-(prop-1-en-2-yl)-7,11-dioxa-31-azanonacyclo[16.13.0.0²,¹⁶.0³,¹³.0⁶,¹².0¹⁰,¹².0¹⁹,³⁰.0²⁰,²⁷.0²¹,²⁴]hentriaconta-1(18),16,19,27,29-pentaene-9,13,21-triol

28-chloro-22-(2-hydroxypropan-2-yl)-2,3-dimethyl-25-methylidene-8-(prop-1-en-2-yl)-7,11-dioxa-31-azanonacyclo[16.13.0.0²,¹⁶.0³,¹³.0⁶,¹².0¹⁰,¹².0¹⁹,³⁰.0²⁰,²⁷.0²¹,²⁴]hentriaconta-1(18),16,19,27,29-pentaene-9,13,21-triol

C37H44ClNO6 (633.2857)


   

(1s,2r,5s,6s,8r,9s,10r,12s,15r,16s,25r,27s,28r)-21-chloro-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19,21,29-tetraene-5,9,28-triol

(1s,2r,5s,6s,8r,9s,10r,12s,15r,16s,25r,27s,28r)-21-chloro-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19,21,29-tetraene-5,9,28-triol

C37H44ClNO6 (633.2857)


   

(1r,2s,5r,6r,8s,9r,10s,12r,15s,16r,25s,27r,28s)-21-chloro-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19,21,29-tetraene-5,9,28-triol

(1r,2s,5r,6r,8s,9r,10s,12r,15s,16r,25s,27r,28s)-21-chloro-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19,21,29-tetraene-5,9,28-triol

C37H44ClNO6 (633.2857)


   

22-(2-hydroxypropan-2-yl)-2,3-dimethyl-25-methylidene-8-(prop-1-en-2-yl)-7,11-dioxa-31-azanonacyclo[16.13.0.0²,¹⁶.0³,¹³.0⁶,¹².0¹⁰,¹².0¹⁹,³⁰.0²⁰,²⁷.0²¹,²⁴]hentriaconta-1(18),16,19,27,29-pentaene-9,13,21-triol

22-(2-hydroxypropan-2-yl)-2,3-dimethyl-25-methylidene-8-(prop-1-en-2-yl)-7,11-dioxa-31-azanonacyclo[16.13.0.0²,¹⁶.0³,¹³.0⁶,¹².0¹⁰,¹².0¹⁹,³⁰.0²⁰,²⁷.0²¹,²⁴]hentriaconta-1(18),16,19,27,29-pentaene-9,13,21-triol

C37H45NO6 (599.3247)


   

(1s,7r,9r)-6,7-dihydroxy-4-(1h-imidazol-4-ylmethylidene)-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.0²,⁷.0¹⁰,¹⁵]hexadeca-5,10,12,14-tetraen-3-one

(1s,7r,9r)-6,7-dihydroxy-4-(1h-imidazol-4-ylmethylidene)-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.0²,⁷.0¹⁰,¹⁵]hexadeca-5,10,12,14-tetraen-3-one

C22H23N5O3 (405.1801)


   

(1s,4z,7r,9r)-6,7-dihydroxy-4-(3h-imidazol-4-ylmethylidene)-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.0²,⁷.0¹⁰,¹⁵]hexadeca-5,10,12,14-tetraen-3-one

(1s,4z,7r,9r)-6,7-dihydroxy-4-(3h-imidazol-4-ylmethylidene)-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.0²,⁷.0¹⁰,¹⁵]hexadeca-5,10,12,14-tetraen-3-one

C22H23N5O3 (405.1801)


   

(3s,6r)-3-({4-[(2s)-2-hydroxy-3-methoxy-3-methylbutoxy]phenyl}methyl)-1,4-dimethyl-3,6-bis(methylsulfanyl)piperazine-2,5-dione

(3s,6r)-3-({4-[(2s)-2-hydroxy-3-methoxy-3-methylbutoxy]phenyl}methyl)-1,4-dimethyl-3,6-bis(methylsulfanyl)piperazine-2,5-dione

C21H32N2O5S2 (456.1753)


   

(3s,6r)-3-({4-[(2s)-2,3-dihydroxy-3-methylbutoxy]phenyl}methyl)-1,4-dimethyl-3,6-bis(methylsulfanyl)piperazine-2,5-dione

(3s,6r)-3-({4-[(2s)-2,3-dihydroxy-3-methylbutoxy]phenyl}methyl)-1,4-dimethyl-3,6-bis(methylsulfanyl)piperazine-2,5-dione

C20H30N2O5S2 (442.1596)


   

(1r,5s,6s,8r,9s,10r,12s,15r,16s,25r,27s,28r)-21-chloro-2-methoxy-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19,21,29-tetraene-5,9,28-triol

(1r,5s,6s,8r,9s,10r,12s,15r,16s,25r,27s,28r)-21-chloro-2-methoxy-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19,21,29-tetraene-5,9,28-triol

C38H46ClNO7 (663.2963)


   

(1r,6r)-3-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-ene-2,5-dione

(1r,6r)-3-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-ene-2,5-dione

C7H6O4 (154.0266)


   

3-hydroxybenzene-1,2-dicarboxylic acid

3-hydroxybenzene-1,2-dicarboxylic acid

C8H6O5 (182.0215)


   

2-chloro-6-(methoxymethyl)benzene-1,4-diol

2-chloro-6-(methoxymethyl)benzene-1,4-diol

C8H9ClO3 (188.024)


   

(3r,4r,7s)-11-acetyl-7-[(3-acetyl-2,6-dihydroxy-5-methylphenyl)methyl]-3,10-dihydroxy-4,13-dimethyl-2,5-dioxatricyclo[7.4.0.0³,⁷]trideca-1(13),9,11-trien-6-one

(3r,4r,7s)-11-acetyl-7-[(3-acetyl-2,6-dihydroxy-5-methylphenyl)methyl]-3,10-dihydroxy-4,13-dimethyl-2,5-dioxatricyclo[7.4.0.0³,⁷]trideca-1(13),9,11-trien-6-one

C25H26O9 (470.1577)


   

(1s,2r,4r,5's,6s,6's)-3'-chloro-5',6,6'-trihydroxy-7-(1-hydroxyhexa-2,4-dien-1-ylidene)-4,6-dimethylspiro[bicyclo[2.2.2]octane-2,1'-cyclohexan]-3'-ene-2',5,8-trione

(1s,2r,4r,5's,6s,6's)-3'-chloro-5',6,6'-trihydroxy-7-(1-hydroxyhexa-2,4-dien-1-ylidene)-4,6-dimethylspiro[bicyclo[2.2.2]octane-2,1'-cyclohexan]-3'-ene-2',5,8-trione

C21H23ClO7 (422.1132)


   

n-[(2s)-1-{[(5as,9s,9as,9br)-6,6,9a-trimethyl-3-oxo-1h,5h,5ah,7h,8h,9h,9bh-naphtho[1,2-c]furan-9-yl]oxy}-3-methyl-1-oxobutan-2-yl]ethanimidic acid

n-[(2s)-1-{[(5as,9s,9as,9br)-6,6,9a-trimethyl-3-oxo-1h,5h,5ah,7h,8h,9h,9bh-naphtho[1,2-c]furan-9-yl]oxy}-3-methyl-1-oxobutan-2-yl]ethanimidic acid

C22H33NO5 (391.2359)


   

(3z,6r)-1,4-dimethyl-3-({4-[(3-methylbut-2-en-1-yl)oxy]phenyl}methylidene)-6-(methylsulfanyl)piperazine-2,5-dione

(3z,6r)-1,4-dimethyl-3-({4-[(3-methylbut-2-en-1-yl)oxy]phenyl}methylidene)-6-(methylsulfanyl)piperazine-2,5-dione

C19H24N2O3S (360.1508)


   

(2s,3r,6s,8r,9s,10r,12s,13s,21r,22r,24r)-22-(2-hydroxypropan-2-yl)-2,3-dimethyl-25-methylidene-8-(prop-1-en-2-yl)-7,11-dioxa-31-azanonacyclo[16.13.0.0²,¹⁶.0³,¹³.0⁶,¹².0¹⁰,¹².0¹⁹,³⁰.0²⁰,²⁷.0²¹,²⁴]hentriaconta-1(18),16,19,27,29-pentaene-9,13,21-triol

(2s,3r,6s,8r,9s,10r,12s,13s,21r,22r,24r)-22-(2-hydroxypropan-2-yl)-2,3-dimethyl-25-methylidene-8-(prop-1-en-2-yl)-7,11-dioxa-31-azanonacyclo[16.13.0.0²,¹⁶.0³,¹³.0⁶,¹².0¹⁰,¹².0¹⁹,³⁰.0²⁰,²⁷.0²¹,²⁴]hentriaconta-1(18),16,19,27,29-pentaene-9,13,21-triol

C37H45NO6 (599.3247)


   

1,2,4-trimethyl 1-(dec-9-en-1-yl)-2-hydroxybutane-1,2,4-tricarboxylate

1,2,4-trimethyl 1-(dec-9-en-1-yl)-2-hydroxybutane-1,2,4-tricarboxylate

C20H34O7 (386.2304)


   

3'-chloro-5',6,6'-trihydroxy-7-(1-hydroxyhexa-2,4-dien-1-ylidene)-4,6-dimethylspiro[bicyclo[2.2.2]octane-2,1'-cyclohexan]-3'-ene-2',5,8-trione

3'-chloro-5',6,6'-trihydroxy-7-(1-hydroxyhexa-2,4-dien-1-ylidene)-4,6-dimethylspiro[bicyclo[2.2.2]octane-2,1'-cyclohexan]-3'-ene-2',5,8-trione

C21H23ClO7 (422.1132)


   

(1r,2r,4r,5's,6s,6'r,7e)-3'-chloro-5',6,6'-trihydroxy-7-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-4,6-dimethylspiro[bicyclo[2.2.2]octane-2,1'-cyclohexan]-3'-ene-2',5,8-trione

(1r,2r,4r,5's,6s,6'r,7e)-3'-chloro-5',6,6'-trihydroxy-7-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-4,6-dimethylspiro[bicyclo[2.2.2]octane-2,1'-cyclohexan]-3'-ene-2',5,8-trione

C21H23ClO7 (422.1132)


   

4,6-dihydroxy-3,5,10-trimethyl-8,12-dioxo-13-(prop-1-en-1-yl)tricyclo[7.3.1.0²,⁷]trideca-2,4,6,10-tetraene-1-carboxylic acid

4,6-dihydroxy-3,5,10-trimethyl-8,12-dioxo-13-(prop-1-en-1-yl)tricyclo[7.3.1.0²,⁷]trideca-2,4,6,10-tetraene-1-carboxylic acid

C20H20O6 (356.126)


   

6,7-dihydroxy-4-(1h-imidazol-4-ylmethylidene)-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.0²,⁷.0¹⁰,¹⁵]hexadeca-5,10,12,14-tetraen-3-one

6,7-dihydroxy-4-(1h-imidazol-4-ylmethylidene)-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.0²,⁷.0¹⁰,¹⁵]hexadeca-5,10,12,14-tetraen-3-one

C22H23N5O3 (405.1801)


   

(1r,3s,7r,8s,9s,11r)-9-hydroxy-1,9,11-trimethyltricyclo[5.3.1.0³,⁸]undecane-2,4,10-trione

(1r,3s,7r,8s,9s,11r)-9-hydroxy-1,9,11-trimethyltricyclo[5.3.1.0³,⁸]undecane-2,4,10-trione

C14H18O4 (250.1205)


   

methyl (2r)-3-(3-acetyl-2,6-dihydroxy-5-methylphenyl)-2-methylpropanoate

methyl (2r)-3-(3-acetyl-2,6-dihydroxy-5-methylphenyl)-2-methylpropanoate

C14H18O5 (266.1154)


   

(1s,2r,5s,6s,8r,9s,10r,12s,15r,16s,25s,27s,28s)-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19,21,29-tetraene-5,9-diol

(1s,2r,5s,6s,8r,9s,10r,12s,15r,16s,25s,27s,28s)-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19,21,29-tetraene-5,9-diol

C37H45NO5 (583.3298)


   

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

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)


   

(1s,2r,4r,5's,6s,6'r)-3'-chloro-5',6,6'-trihydroxy-7-(1-hydroxyhexa-2,4-dien-1-ylidene)-4,6-dimethylspiro[bicyclo[2.2.2]octane-2,1'-cyclohexan]-3'-ene-2',5,8-trione

(1s,2r,4r,5's,6s,6'r)-3'-chloro-5',6,6'-trihydroxy-7-(1-hydroxyhexa-2,4-dien-1-ylidene)-4,6-dimethylspiro[bicyclo[2.2.2]octane-2,1'-cyclohexan]-3'-ene-2',5,8-trione

C21H23ClO7 (422.1132)


   

n-[1-({6,6,9a-trimethyl-3-oxo-1h,5h,5ah,7h,8h,9h,9bh-naphtho[1,2-c]furan-9-yl}oxy)-3-methyl-1-oxobutan-2-yl]ethanimidic acid

n-[1-({6,6,9a-trimethyl-3-oxo-1h,5h,5ah,7h,8h,9h,9bh-naphtho[1,2-c]furan-9-yl}oxy)-3-methyl-1-oxobutan-2-yl]ethanimidic acid

C22H33NO5 (391.2359)


   

(1r,2s,5r,6s,8r,9r,10s,12r,15s,16r,25s,27r,28s)-21-chloro-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19,21,29-tetraene-5,9,28-triol

(1r,2s,5r,6s,8r,9r,10s,12r,15s,16r,25s,27r,28s)-21-chloro-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19,21,29-tetraene-5,9,28-triol

C37H44ClNO6 (633.2857)


   

(1s,4e,7s,9r)-6-hydroxy-4-(3h-imidazol-4-ylmethylidene)-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.0²,⁷.0¹⁰,¹⁵]hexadeca-5,10,12,14-tetraen-3-one

(1s,4e,7s,9r)-6-hydroxy-4-(3h-imidazol-4-ylmethylidene)-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.0²,⁷.0¹⁰,¹⁵]hexadeca-5,10,12,14-tetraen-3-one

C22H23N5O2 (389.1852)


   

1,2-dimethyl-18-(3-methylbut-2-en-1-yl)-7-(prop-1-en-2-yl)-6-oxa-23-azahexacyclo[12.10.0.0²,¹¹.0⁵,¹⁰.0¹⁶,²⁴.0¹⁷,²²]tetracosa-9,16(24),17,19,21-pentaene-8,11-diol

1,2-dimethyl-18-(3-methylbut-2-en-1-yl)-7-(prop-1-en-2-yl)-6-oxa-23-azahexacyclo[12.10.0.0²,¹¹.0⁵,¹⁰.0¹⁶,²⁴.0¹⁷,²²]tetracosa-9,16(24),17,19,21-pentaene-8,11-diol

C32H41NO3 (487.3086)


   

2-(methoxymethyl)benzene-1,4-diol

2-(methoxymethyl)benzene-1,4-diol

C8H10O3 (154.063)


   

(1s,2r,5s,6r,8s,9s,10s,12r,15s,16r,25s,27s,28s)-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19,21,29-tetraene-5,9-diol

(1s,2r,5s,6r,8s,9s,10s,12r,15s,16r,25s,27s,28s)-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19,21,29-tetraene-5,9-diol

C37H45NO5 (583.3298)


   

(1s,2r,5s,6r,8s,9s,10r,12s,15r,16s,25r,27s,28r)-21-chloro-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19,21,29-tetraene-5,9,28-triol

(1s,2r,5s,6r,8s,9s,10r,12s,15r,16s,25r,27s,28r)-21-chloro-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19,21,29-tetraene-5,9,28-triol

C37H44ClNO6 (633.2857)


   

(7s)-3-[(1e,3e,5e)-hepta-1,3,5-trien-1-yl]-7-methyl-6,8-dioxo-1ah-oxireno[2,3-j]isochromen-7-yl (3s)-3-hydroxybutanoate

(7s)-3-[(1e,3e,5e)-hepta-1,3,5-trien-1-yl]-7-methyl-6,8-dioxo-1ah-oxireno[2,3-j]isochromen-7-yl (3s)-3-hydroxybutanoate

C21H22O7 (386.1365)


   

(2s,6's)-7-chloro-2',4,6-trimethoxy-6'-methylspiro[1-benzofuran-2,1'-cyclohexan]-2'-ene-3,4'-dione

(2s,6's)-7-chloro-2',4,6-trimethoxy-6'-methylspiro[1-benzofuran-2,1'-cyclohexan]-2'-ene-3,4'-dione

C17H17ClO6 (352.0714)


   

15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19,21,29-tetraene-5,9-diol

15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19,21,29-tetraene-5,9-diol

C37H45NO5 (583.3298)


   

(1r,2s,5s,8r,9r,11s,14r,15s,24s,26s,27s)-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-2,5,8-triol

(1r,2s,5s,8r,9r,11s,14r,15s,24s,26s,27s)-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-2,5,8-triol

C37H45NO5 (583.3298)


   

(1s,2r,4r,5's,6s,6's)-3'-chloro-5',6,6'-trihydroxy-7-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-4,6-dimethylspiro[bicyclo[2.2.2]octane-2,1'-cyclohexan]-3'-ene-2',5,8-trione

(1s,2r,4r,5's,6s,6's)-3'-chloro-5',6,6'-trihydroxy-7-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-4,6-dimethylspiro[bicyclo[2.2.2]octane-2,1'-cyclohexan]-3'-ene-2',5,8-trione

C21H23ClO7 (422.1132)


   

11-hydroxy-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-6-oxa-23-azahexacyclo[12.10.0.0²,¹¹.0⁵,¹⁰.0¹⁶,²⁴.0¹⁷,²²]tetracosa-9,16(24),17,19,21-pentaen-8-yl acetate

11-hydroxy-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-6-oxa-23-azahexacyclo[12.10.0.0²,¹¹.0⁵,¹⁰.0¹⁶,²⁴.0¹⁷,²²]tetracosa-9,16(24),17,19,21-pentaen-8-yl acetate

C29H37NO5 (479.2672)


   

(1s,2s,5s,7s,8r,11r,14s)-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-6-oxa-23-azahexacyclo[12.10.0.0²,¹¹.0⁵,¹⁰.0¹⁶,²⁴.0¹⁷,²²]tetracosa-9,16(24),17,19,21-pentaen-8-ol

(1s,2s,5s,7s,8r,11r,14s)-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-6-oxa-23-azahexacyclo[12.10.0.0²,¹¹.0⁵,¹⁰.0¹⁶,²⁴.0¹⁷,²²]tetracosa-9,16(24),17,19,21-pentaen-8-ol

C27H35NO3 (421.2617)


   

2-({4-[(2,5-dihydroxyphenyl)methyl]-2,5-dihydroxyphenyl}methyl)-6-(methoxymethyl)benzene-1,4-diol

2-({4-[(2,5-dihydroxyphenyl)methyl]-2,5-dihydroxyphenyl}methyl)-6-(methoxymethyl)benzene-1,4-diol

C22H22O7 (398.1365)


   

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

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

C7H6O4 (154.0266)


   

(1r,2r,6s,7r,9s,13z)-4-[(4e)-hex-4-enoyl]-3,6,7,12-tetrahydroxy-13-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-2,6,9,11-tetramethyl-8-oxatricyclo[7.4.0.0²,⁷]trideca-3,11-diene-5,10-dione

(1r,2r,6s,7r,9s,13z)-4-[(4e)-hex-4-enoyl]-3,6,7,12-tetrahydroxy-13-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-2,6,9,11-tetramethyl-8-oxatricyclo[7.4.0.0²,⁷]trideca-3,11-diene-5,10-dione

C28H34O9 (514.2203)


   

(1s,2r,5s,8r,9r,11r,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

(1s,2r,5s,8r,9r,11r,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)


   

(1s,2r,5s,8r,9s,11r,14s,15r,24r,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

(1s,2r,5s,8r,9s,11r,14s,15r,24r,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)


   

13-(hex-4-enoyl)-3,10,12-trihydroxy-6-(1-hydroxyhexa-2,4-dien-1-ylidene)-1,4,8,11-tetramethyl-2,9-dioxapentacyclo[8.4.0.0³,⁸.0⁴,¹⁴.0⁷,¹¹]tetradec-12-en-5-one

13-(hex-4-enoyl)-3,10,12-trihydroxy-6-(1-hydroxyhexa-2,4-dien-1-ylidene)-1,4,8,11-tetramethyl-2,9-dioxapentacyclo[8.4.0.0³,⁸.0⁴,¹⁴.0⁷,¹¹]tetradec-12-en-5-one

C28H34O8 (498.2254)


   

11-acetyl-7-[(3-acetyl-2,6-dihydroxy-5-methylphenyl)methyl]-3,10-dihydroxy-4,13-dimethyl-2,5-dioxatricyclo[7.4.0.0³,⁷]trideca-1(13),9,11-trien-6-one

11-acetyl-7-[(3-acetyl-2,6-dihydroxy-5-methylphenyl)methyl]-3,10-dihydroxy-4,13-dimethyl-2,5-dioxatricyclo[7.4.0.0³,⁷]trideca-1(13),9,11-trien-6-one

C25H26O9 (470.1577)


   

(1r,3r,5s,6r)-5-hydroxy-3-methyl-7-oxabicyclo[4.1.0]heptan-2-one

(1r,3r,5s,6r)-5-hydroxy-3-methyl-7-oxabicyclo[4.1.0]heptan-2-one

C7H10O3 (142.063)


   

(4e)-1-[(1r,3s,7r,8r,10s,14r)-12-[(4e)-hex-4-enoyl]-1,6,8,13-tetrahydroxy-3,7,10,14-tetramethyl-2,9-dioxapentacyclo[8.4.0.0³,⁸.0⁴,¹⁴.0⁷,¹¹]tetradeca-5,12-dien-5-yl]hex-4-en-1-one

(4e)-1-[(1r,3s,7r,8r,10s,14r)-12-[(4e)-hex-4-enoyl]-1,6,8,13-tetrahydroxy-3,7,10,14-tetramethyl-2,9-dioxapentacyclo[8.4.0.0³,⁸.0⁴,¹⁴.0⁷,¹¹]tetradeca-5,12-dien-5-yl]hex-4-en-1-one

C28H36O8 (500.241)


   

(1s,3r,4r,8s,10r,11r)-13-[(4e)-hex-4-enoyl]-3,10,12-trihydroxy-6-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,4,8,11-tetramethyl-2,9-dioxapentacyclo[8.4.0.0³,⁸.0⁴,¹⁴.0⁷,¹¹]tetradec-12-en-5-one

(1s,3r,4r,8s,10r,11r)-13-[(4e)-hex-4-enoyl]-3,10,12-trihydroxy-6-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,4,8,11-tetramethyl-2,9-dioxapentacyclo[8.4.0.0³,⁸.0⁴,¹⁴.0⁷,¹¹]tetradec-12-en-5-one

C28H34O8 (498.2254)


   

(1r,2s,5r,6s,8r,9r,10r,12s,15r,16s,25s,27r,28s)-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19,21,29-tetraene-5,9,28-triol

(1r,2s,5r,6s,8r,9r,10r,12s,15r,16s,25s,27r,28s)-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19,21,29-tetraene-5,9,28-triol

C37H45NO6 (599.3247)


   

2-chloro-4,5-dihydroxy-6-methylcyclohex-2-en-1-one

2-chloro-4,5-dihydroxy-6-methylcyclohex-2-en-1-one

C7H9ClO3 (176.024)


   

[(3s,4s,7r)-11-acetyl-7-[(3-acetyl-2,6-dihydroxy-5-methylphenyl)methyl]-3,10-dihydroxy-13-methyl-6-oxo-2,5-dioxatricyclo[7.4.0.0³,⁷]trideca-1(13),9,11-trien-4-yl]acetic acid

[(3s,4s,7r)-11-acetyl-7-[(3-acetyl-2,6-dihydroxy-5-methylphenyl)methyl]-3,10-dihydroxy-13-methyl-6-oxo-2,5-dioxatricyclo[7.4.0.0³,⁷]trideca-1(13),9,11-trien-4-yl]acetic acid

C26H26O11 (514.1475)


   

(3s,6r)-1,4-dimethyl-3-({4-[(3-methylbut-2-en-1-yl)oxy]phenyl}methyl)-3,6-bis(methylsulfanyl)piperazine-2,5-dione

(3s,6r)-1,4-dimethyl-3-({4-[(3-methylbut-2-en-1-yl)oxy]phenyl}methyl)-3,6-bis(methylsulfanyl)piperazine-2,5-dione

C20H28N2O3S2 (408.1541)


   

4-hydroxy-3,5-dimethyl-6-(2-oxopropyl)cyclohexa-3,5-diene-1,2-dione

4-hydroxy-3,5-dimethyl-6-(2-oxopropyl)cyclohexa-3,5-diene-1,2-dione

C11H12O4 (208.0736)


   

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-2,5,8-triol

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-2,5,8-triol

C37H45NO5 (583.3298)


   

2-{1,2,10-trimethyl-6-oxa-23-azahexacyclo[12.10.0.0²,¹¹.0⁵,¹⁰.0¹⁶,²⁴.0¹⁷,²²]tetracosa-16(24),17,19,21-tetraen-7-yl}propan-2-ol

2-{1,2,10-trimethyl-6-oxa-23-azahexacyclo[12.10.0.0²,¹¹.0⁵,¹⁰.0¹⁶,²⁴.0¹⁷,²²]tetracosa-16(24),17,19,21-tetraen-7-yl}propan-2-ol

C28H39NO2 (421.2981)


   

4,13-bis(hex-4-enoyl)-3,6,7,10,12-pentahydroxy-2,6,9,11-tetramethyl-8-oxatricyclo[7.4.0.0²,⁷]trideca-3,10,12-trien-5-one

4,13-bis(hex-4-enoyl)-3,6,7,10,12-pentahydroxy-2,6,9,11-tetramethyl-8-oxatricyclo[7.4.0.0²,⁷]trideca-3,10,12-trien-5-one

C28H36O9 (516.2359)


   

(4s,5s,6r)-2-chloro-4,5-dihydroxy-6-methylcyclohex-2-en-1-one

(4s,5s,6r)-2-chloro-4,5-dihydroxy-6-methylcyclohex-2-en-1-one

C7H9ClO3 (176.024)


   

2-[(1s,2s,5s,7s,10s,11r,14s)-1,2,10-trimethyl-6-oxa-23-azahexacyclo[12.10.0.0²,¹¹.0⁵,¹⁰.0¹⁶,²⁴.0¹⁷,²²]tetracosa-16(24),17,19,21-tetraen-7-yl]propan-2-ol

2-[(1s,2s,5s,7s,10s,11r,14s)-1,2,10-trimethyl-6-oxa-23-azahexacyclo[12.10.0.0²,¹¹.0⁵,¹⁰.0¹⁶,²⁴.0¹⁷,²²]tetracosa-16(24),17,19,21-tetraen-7-yl]propan-2-ol

C28H39NO2 (421.2981)


   

(3s,6s)-1,4-dimethyl-3-({4-[(3-methylbut-2-en-1-yl)oxy]phenyl}methyl)-3,6-bis(methylsulfanyl)piperazine-2,5-dione

(3s,6s)-1,4-dimethyl-3-({4-[(3-methylbut-2-en-1-yl)oxy]phenyl}methyl)-3,6-bis(methylsulfanyl)piperazine-2,5-dione

C20H28N2O3S2 (408.1541)


   

(4r,6r)-4-hydroxy-6-[2-(2-methylnaphthalen-1-yl)ethyl]oxan-2-one

(4r,6r)-4-hydroxy-6-[2-(2-methylnaphthalen-1-yl)ethyl]oxan-2-one

C18H20O3 (284.1412)