NCBI Taxonomy: 2720874

Aspergillus subgen. Aspergillus (ncbi_taxid: 2720874)

found 180 associated metabolites at subgenus taxonomy rank level.

Ancestor: Aspergillus

Child Taxonomies: Aspergillus glaucus, Aspergillus restrictus, Aspergillus amstelodami, Aspergillus penicillioides

Parietin

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

C16H12O5 (284.0684702)


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

   

Emodin

1,3,8-trihydroxy-6-methyl-anthracene-9,10-dione;3-METHYL-1,6,8-TRIHYDROXYANTHRAQUINONE

C15H10O5 (270.052821)


Emodin appears as orange needles or powder. (NTP, 1992) Emodin is a trihydroxyanthraquinone that is 9,10-anthraquinone which is substituted by hydroxy groups at positions 1, 3, and 8 and by a methyl group at position 6. It is present in the roots and barks of numerous plants (particularly rhubarb and buckthorn), moulds, and lichens. It is an active ingredient of various Chinese herbs. It has a role as a tyrosine kinase inhibitor, an antineoplastic agent, a laxative and a plant metabolite. It is functionally related to an emodin anthrone. It is a conjugate acid of an emodin(1-). Emodin has been investigated for the treatment of Polycystic Kidney. Emodin is a natural product found in Rumex dentatus, Rhamnus davurica, and other organisms with data available. Emodin is found in dock. Emodin is present in Cascara sagrada.Emodin is a purgative resin from rhubarb, Polygonum cuspidatum, the buckthorn and Japanese Knotweed (Fallopia japonica). The term may also refer to any one of a series of principles isomeric with the emodin of rhubarb. (Wikipedia) Emodin has been shown to exhibit anti-inflammatory, signalling, antibiotic, muscle building and anti-angiogenic functions (A3049, A7853, A7854, A7855, A7857). Purgative anthraquinone found in several plants, especially RHAMNUS PURSHIANA. It was formerly used as a laxative, but is now used mainly as a tool in toxicity studies. See also: Reynoutria multiflora root (part of); Frangula purshiana Bark (part of). A trihydroxyanthraquinone that is 9,10-anthraquinone which is substituted by hydroxy groups at positions 1, 3, and 8 and by a methyl group at position 6. It is present in the roots and barks of numerous plants (particularly rhubarb and buckthorn), moulds, and lichens. It is an active ingredient of various Chinese herbs. Emodin is found in dock. Emodin is present in Cascara sagrada.Emodin is a purgative resin from rhubarb, Polygonum cuspidatum, the buckthorn and Japanese Knotweed (Fallopia japonica). The term may also refer to any one of a series of principles isomeric with the emodin of rhubarb. (Wikipedia C471 - Enzyme Inhibitor > C1404 - Protein Kinase Inhibitor > C1967 - Tyrosine Kinase Inhibitor D004791 - Enzyme Inhibitors > D047428 - Protein Kinase Inhibitors D005765 - Gastrointestinal Agents > D002400 - Cathartics Present in Cascara sagrada CONFIDENCE standard compound; INTERNAL_ID 999; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8540; ORIGINAL_PRECURSOR_SCAN_NO 8539 CONFIDENCE standard compound; INTERNAL_ID 999; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8561; ORIGINAL_PRECURSOR_SCAN_NO 8559 CONFIDENCE standard compound; INTERNAL_ID 999; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5082; ORIGINAL_PRECURSOR_SCAN_NO 5079 CONFIDENCE standard compound; INTERNAL_ID 999; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8572; ORIGINAL_PRECURSOR_SCAN_NO 8570 CONFIDENCE standard compound; INTERNAL_ID 999; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5104; ORIGINAL_PRECURSOR_SCAN_NO 5099 CONFIDENCE standard compound; INTERNAL_ID 999; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8558; ORIGINAL_PRECURSOR_SCAN_NO 8556 ORIGINAL_PRECURSOR_SCAN_NO 5094; CONFIDENCE standard compound; INTERNAL_ID 999; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5097 CONFIDENCE standard compound; INTERNAL_ID 999; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8554; ORIGINAL_PRECURSOR_SCAN_NO 8550 CONFIDENCE standard compound; INTERNAL_ID 999; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5096; ORIGINAL_PRECURSOR_SCAN_NO 5093 CONFIDENCE standard compound; INTERNAL_ID 999; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8556; ORIGINAL_PRECURSOR_SCAN_NO 8554 CONFIDENCE standard compound; INTERNAL_ID 999; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5090; ORIGINAL_PRECURSOR_SCAN_NO 5089 CONFIDENCE standard compound; INTERNAL_ID 999; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5085; ORIGINAL_PRECURSOR_SCAN_NO 5082 CONFIDENCE standard compound; INTERNAL_ID 999; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5097; ORIGINAL_PRECURSOR_SCAN_NO 5094 [Raw Data] CB029_Emodin_pos_50eV_CB000015.txt [Raw Data] CB029_Emodin_pos_10eV_CB000015.txt [Raw Data] CB029_Emodin_pos_20eV_CB000015.txt [Raw Data] CB029_Emodin_pos_30eV_CB000015.txt [Raw Data] CB029_Emodin_pos_40eV_CB000015.txt [Raw Data] CB029_Emodin_neg_50eV_000008.txt [Raw Data] CB029_Emodin_neg_20eV_000008.txt [Raw Data] CB029_Emodin_neg_40eV_000008.txt [Raw Data] CB029_Emodin_neg_30eV_000008.txt [Raw Data] CB029_Emodin_neg_10eV_000008.txt CONFIDENCE standard compound; ML_ID 38 Emodin (Frangula emodin), an anthraquinone derivative, is an anti-SARS-CoV compound. Emodin blocks the SARS coronavirus spike protein and angiotensin-converting enzyme 2 (ACE2) interaction[1]. Emodin inhibits casein kinase-2 (CK2). Anti-inflammatory and anticancer effects[2]. Emodin is a potent selective 11β-HSD1 inhibitor with the IC50 of 186 and 86 nM for human and mouse 11β-HSD1, respectively. Emodin ameliorates metabolic disorder in diet-induced obese mice[3]. Emodin (Frangula emodin), an anthraquinone derivative, is an anti-SARS-CoV compound. Emodin blocks the SARS coronavirus spike protein and angiotensin-converting enzyme 2 (ACE2) interaction[1]. Emodin inhibits casein kinase-2 (CK2). Anti-inflammatory and anticancer effects[2]. Emodin is a potent selective 11β-HSD1 inhibitor with the IC50 of 186 and 86 nM for human and mouse 11β-HSD1, respectively. Emodin ameliorates metabolic disorder in diet-induced obese mice[3].

   

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 (324.06338519999997)


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

   

Questin

1,6-dihydroxy-3-methyl-8-(methyloxy)anthracene-9,10-dione

C16H12O5 (284.0684702)


Questin is an antibacterial agent isolated from marine Aspergillus flavipes. Questin exhibits antibacterial activity against V. harveyi, V. anguillarum, V. cholerae, and V. parahemolyticus with MIC values of 31.25 μg/mL, 62.5 μg/mL, 62.5 μg/mL, and 125 μg/mL[1]. Questin is an antibacterial agent isolated from marine Aspergillus flavipes. Questin exhibits antibacterial activity against V. harveyi, V. anguillarum, V. cholerae, and V. parahemolyticus with MIC values of 31.25 μg/mL, 62.5 μg/mL, 62.5 μg/mL, and 125 μg/mL[1].

   

Asperflavin

(+)-3,4-Dihydro-3,6,9-trihydroxy-8-methoxy-3-methylanthracen-1(2H)-one

C16H16O5 (288.0997686)


   

2,5-Piperazinedione, 3-[[2-(1,1-dimethyl-2-propenyl)-5,7-bis(3-methyl-2-butenyl)-1H-indol-3-yl]methyl]-6-methyl-, (3S,6S)-

2,5-Piperazinedione, 3-[[2-(1,1-dimethyl-2-propenyl)-5,7-bis(3-methyl-2-butenyl)-1H-indol-3-yl]methyl]-6-methyl-, (3S,6S)-

C29H39N3O2 (461.3042114)


   
   

physcion

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

C16H12O5 (284.0684702)


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 .

   

4-hydroxy-5-methoxy-2-methyl-naphthalene

4-hydroxy-5-methoxy-2-methyl-naphthalene

C12H12O2 (188.0837252)


   

Flavoglaucin

Flavoglaucin

C19H28O3 (304.2038338)


D000893 - Anti-Inflammatory Agents > D000894 - Anti-Inflammatory Agents, Non-Steroidal > D012459 - Salicylates A natural product found in Eurotium repens.

   
   

Endocrocin

Endocrocin

C16H10O7 (314.042651)


A trihydroxyanthraquinone that is 9,10-anthraquinone which is substituted by a carboxy group at position 2, a methyl group at position 3, and hydroxy groups at positions 1, 6, and 8.

   
   

Sterigmatocystin

Sterigmatocystine

C18H12O6 (324.06338519999997)


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)

   

2Z6NA534YE

[(2S)-2-[(2-benzamido-3-phenylpropanoyl)amino]-3-phenylpropyl] acetate

C27H28N2O4 (444.20489680000003)


Aurantiamide acetate is a member of amphetamines. Aurantiamide acetate is a natural product found in Pteris multifida, Orthosiphon aristatus, and other organisms with data available. Aurantiamide acetate (TMC-58A) is a selective and orally active cathepsin inhibitor isolated from?Portulaca oleracea L. Aurantiamide acetate has anti-inflammatory activities and can be used for the study of ?inflammatory?diseases[1][2]. Aurantiamide acetate (TMC-58A) is a selective and orally active cathepsin inhibitor isolated from?Portulaca oleracea L. Aurantiamide acetate has anti-inflammatory activities and can be used for the study of ?inflammatory?diseases[1][2].

   

Emodin

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

C15H10O5 (270.052821)


C471 - Enzyme Inhibitor > C1404 - Protein Kinase Inhibitor > C1967 - Tyrosine Kinase Inhibitor D004791 - Enzyme Inhibitors > D047428 - Protein Kinase Inhibitors D005765 - Gastrointestinal Agents > D002400 - Cathartics CONFIDENCE isolated standard relative retention time with respect to 9-anthracene Carboxylic Acid is 1.288 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.291 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.286 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.293 Emodin (Frangula emodin), an anthraquinone derivative, is an anti-SARS-CoV compound. Emodin blocks the SARS coronavirus spike protein and angiotensin-converting enzyme 2 (ACE2) interaction[1]. Emodin inhibits casein kinase-2 (CK2). Anti-inflammatory and anticancer effects[2]. Emodin is a potent selective 11β-HSD1 inhibitor with the IC50 of 186 and 86 nM for human and mouse 11β-HSD1, respectively. Emodin ameliorates metabolic disorder in diet-induced obese mice[3]. Emodin (Frangula emodin), an anthraquinone derivative, is an anti-SARS-CoV compound. Emodin blocks the SARS coronavirus spike protein and angiotensin-converting enzyme 2 (ACE2) interaction[1]. Emodin inhibits casein kinase-2 (CK2). Anti-inflammatory and anticancer effects[2]. Emodin is a potent selective 11β-HSD1 inhibitor with the IC50 of 186 and 86 nM for human and mouse 11β-HSD1, respectively. Emodin ameliorates metabolic disorder in diet-induced obese mice[3].

   

echinulin

echinuline

C29H39N3O2 (461.3042114)


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

   

Aurantiamide acetate

NCGC00169629-02_C27H28N2O4_Benzenepropanamide, N-[2-(acetyloxy)-1-(phenylmethyl)ethyl]-alpha-(benzoylamino)-

C27H28N2O4 (444.20489680000003)


CONFIDENCE Culture of Penicillium eurotium strain Aurantiamide acetate (TMC-58A) is a selective and orally active cathepsin inhibitor isolated from?Portulaca oleracea L. Aurantiamide acetate has anti-inflammatory activities and can be used for the study of ?inflammatory?diseases[1][2]. Aurantiamide acetate (TMC-58A) is a selective and orally active cathepsin inhibitor isolated from?Portulaca oleracea L. Aurantiamide acetate has anti-inflammatory activities and can be used for the study of ?inflammatory?diseases[1][2].

   

dihydroauroglaucin

dihydroauroglaucin

C19H24O3 (300.1725354)


A natural product found in Eurotium repens.

   

Auroglaucin

Auroglaucin

C19H22O3 (298.15688620000003)


A natural product found in Eurotium repens.

   

Tetrahydroauroglaucin

Tetrahydroauroglaucin

C19H26O3 (302.1881846)


A natural product found in Eurotium repens.

   

(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 (461.3042114)


   

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

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

C19H19N3O2 (321.14771939999997)


   

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

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

C29H37N3O2 (459.2885622)


   

(3r,4s)-4,6,9-trihydroxy-8-methoxy-3-methyl-3,4-dihydro-2h-anthracen-1-one

(3r,4s)-4,6,9-trihydroxy-8-methoxy-3-methyl-3,4-dihydro-2h-anthracen-1-one

C16H16O5 (288.0997686)


   

2-[(1e)-2-[(3z,6r,8r,11s)-2,5-dihydroxy-11-methyl-3-{[2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methylidene}-1,4-diazaspiro[5.5]undeca-1,4,9-trien-8-yl]ethenyl]-3,6-dihydroxy-5-(3-methylbut-2-en-1-yl)benzaldehyde

2-[(1e)-2-[(3z,6r,8r,11s)-2,5-dihydroxy-11-methyl-3-{[2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methylidene}-1,4-diazaspiro[5.5]undeca-1,4,9-trien-8-yl]ethenyl]-3,6-dihydroxy-5-(3-methylbut-2-en-1-yl)benzaldehyde

C38H41N3O5 (619.3046056)


   

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

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

C19H19N3O2 (321.14771939999997)


   

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

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

C19H23N3O2 (325.1790178)


   

2-(hept-1-en-1-yl)-3,6-dihydroxy-5-(3-methylbut-2-en-1-yl)benzaldehyde

2-(hept-1-en-1-yl)-3,6-dihydroxy-5-(3-methylbut-2-en-1-yl)benzaldehyde

C19H26O3 (302.1881846)


   

8-methoxy-3-methylnaphthalen-1-ol

8-methoxy-3-methylnaphthalen-1-ol

C12H12O2 (188.0837252)


   

4,4',5,5'-tetrahydroxy-2,2'-dimethoxy-7,7'-dimethyl-9h,9'h-[9,9'-bianthracene]-10,10'-dione

4,4',5,5'-tetrahydroxy-2,2'-dimethoxy-7,7'-dimethyl-9h,9'h-[9,9'-bianthracene]-10,10'-dione

C32H26O8 (538.1627596000001)


   

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 (323.1633686)


   

1-(6-{[(2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-1-hydroxy-8-methoxy-3-methylnaphthalen-2-yl)ethanone

1-(6-{[(2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-1-hydroxy-8-methoxy-3-methylnaphthalen-2-yl)ethanone

C19H22O8 (378.1314612)


   

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

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

C18H17N3O3 (323.12698520000004)


   

(2s)-n-[(2s)-1-(acetyloxy)-3-phenylpropan-2-yl]-2-{[hydroxy(phenyl)methylidene]amino}-3-phenylpropanimidic acid

(2s)-n-[(2s)-1-(acetyloxy)-3-phenylpropan-2-yl]-2-{[hydroxy(phenyl)methylidene]amino}-3-phenylpropanimidic acid

C27H28N2O4 (444.20489680000003)


   

(2r,3r,4s,5r)-2-[(5-hydroxy-4-methoxy-7-methylnaphthalen-2-yl)oxy]-5-(hydroxymethyl)oxolane-3,4-diol

(2r,3r,4s,5r)-2-[(5-hydroxy-4-methoxy-7-methylnaphthalen-2-yl)oxy]-5-(hydroxymethyl)oxolane-3,4-diol

C17H20O7 (336.120897)


   
   

6-{[6-(3-methylbut-2-en-1-yl)-2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methylidene}piperazine-2,3,5-trione

6-{[6-(3-methylbut-2-en-1-yl)-2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methylidene}piperazine-2,3,5-trione

C23H25N3O3 (391.189582)


   

2,3-dihydroxypropyl 1,6-dihydroxy-8-methoxy-3-methyl-9,10-dioxoanthracene-2-carboxylate

2,3-dihydroxypropyl 1,6-dihydroxy-8-methoxy-3-methyl-9,10-dioxoanthracene-2-carboxylate

C20H18O9 (402.0950778)


   

3,6,9-trihydroxy-8-methoxy-3-methyl-2,4-dihydroanthracen-1-one

3,6,9-trihydroxy-8-methoxy-3-methyl-2,4-dihydroanthracen-1-one

C16H16O5 (288.0997686)


   

(9s,9'r)-2,4,4',5,5'-pentahydroxy-2'-methoxy-7,7'-dimethyl-9h,9'h-[9,9'-bianthracene]-10,10'-dione

(9s,9'r)-2,4,4',5,5'-pentahydroxy-2'-methoxy-7,7'-dimethyl-9h,9'h-[9,9'-bianthracene]-10,10'-dione

C31H24O8 (524.1471104)


   

2-(hepta-1,3-dien-1-yl)-3,6-dihydroxy-5-(3-methylbut-2-en-1-yl)benzaldehyde

2-(hepta-1,3-dien-1-yl)-3,6-dihydroxy-5-(3-methylbut-2-en-1-yl)benzaldehyde

C19H24O3 (300.1725354)


   

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

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

C24H27N3O2 (389.2103162)


   

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

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

C29H39N3O3 (477.2991264)


   

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

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

C24H29N3O2 (391.2259654)


   

2,4,4',5,5'-pentahydroxy-2'-methoxy-7,7'-dimethyl-9h,9'h-[9,9'-bianthracene]-10,10'-dione

2,4,4',5,5'-pentahydroxy-2'-methoxy-7,7'-dimethyl-9h,9'h-[9,9'-bianthracene]-10,10'-dione

C31H24O8 (524.1471104)


   

3-{[6,7-bis(3-methylbut-2-en-1-yl)-2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methylidene}-5-hydroxy-6-methyl-1,6-dihydropyrazin-2-one

3-{[6,7-bis(3-methylbut-2-en-1-yl)-2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methylidene}-5-hydroxy-6-methyl-1,6-dihydropyrazin-2-one

C29H37N3O2 (459.2885622)


   

16-(2,4-dihydroxy-6-methylbenzoyl)-4,10-dihydroxy-6-methoxy-12-methyl-14-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2(7),3,5,9(17),10,12-heptaene-8,15-dione

16-(2,4-dihydroxy-6-methylbenzoyl)-4,10-dihydroxy-6-methoxy-12-methyl-14-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2(7),3,5,9(17),10,12-heptaene-8,15-dione

C26H18O9 (474.0950778)


   

2-[(1e)-2-[(3z,6r,8r,11s)-2,5-dihydroxy-11-methyl-3-{[6-(3-methylbut-2-en-1-yl)-2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methylidene}-1,4-diazaspiro[5.5]undeca-1,4,9-trien-8-yl]ethenyl]-3,6-dihydroxy-5-(3-methylbut-2-en-1-yl)benzaldehyde

2-[(1e)-2-[(3z,6r,8r,11s)-2,5-dihydroxy-11-methyl-3-{[6-(3-methylbut-2-en-1-yl)-2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methylidene}-1,4-diazaspiro[5.5]undeca-1,4,9-trien-8-yl]ethenyl]-3,6-dihydroxy-5-(3-methylbut-2-en-1-yl)benzaldehyde

C43H49N3O5 (687.3672024)


   

4,7-dihydroxy-3,5-dimethylnaphthalene-1,2-dione

4,7-dihydroxy-3,5-dimethylnaphthalene-1,2-dione

C12H10O4 (218.057906)


   

1,4,5,7-tetrahydroxy-2-methylanthracene-9,10-dione

1,4,5,7-tetrahydroxy-2-methylanthracene-9,10-dione

C15H10O6 (286.047736)


   

2,5-dihydroxy-6-[2-(5-hydroxy-11-methyl-3-{[6-(3-methylbut-2-en-1-yl)-2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methylidene}-2-oxo-1,4-diazaspiro[5.5]undeca-4,9-dien-8-yl)ethenyl]-3-(3-methylbut-2-en-1-yl)benzaldehyde

2,5-dihydroxy-6-[2-(5-hydroxy-11-methyl-3-{[6-(3-methylbut-2-en-1-yl)-2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methylidene}-2-oxo-1,4-diazaspiro[5.5]undeca-4,9-dien-8-yl)ethenyl]-3-(3-methylbut-2-en-1-yl)benzaldehyde

C43H49N3O5 (687.3672024)


   

(2s)-n-[(2r)-3-(acetyloxy)-2-benzylpropyl]-2-{[hydroxy(phenyl)methylidene]amino}-3-phenylpropanimidic acid

(2s)-n-[(2r)-3-(acetyloxy)-2-benzylpropyl]-2-{[hydroxy(phenyl)methylidene]amino}-3-phenylpropanimidic acid

C28H30N2O4 (458.220546)


   

2-[(5-hydroxy-4-methoxy-7-methylnaphthalen-2-yl)oxy]-5-(hydroxymethyl)oxolane-3,4-diol

2-[(5-hydroxy-4-methoxy-7-methylnaphthalen-2-yl)oxy]-5-(hydroxymethyl)oxolane-3,4-diol

C17H20O7 (336.120897)


   

n-[(2s)-1-(acetyloxy)-3-phenylpropan-2-yl]-2-{[hydroxy(phenyl)methylidene]amino}-3-phenylpropanimidic acid

n-[(2s)-1-(acetyloxy)-3-phenylpropan-2-yl]-2-{[hydroxy(phenyl)methylidene]amino}-3-phenylpropanimidic acid

C27H28N2O4 (444.20489680000003)


   

16-(2,4-dihydroxy-6-methylbenzoyl)-4,6,10-trihydroxy-12-methyl-14-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2,4,6,9(17),10,12-heptaene-8,15-dione

16-(2,4-dihydroxy-6-methylbenzoyl)-4,6,10-trihydroxy-12-methyl-14-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2,4,6,9(17),10,12-heptaene-8,15-dione

C25H16O9 (460.0794286)


   

n-[1-(acetyloxy)-3-phenylpropan-2-yl]-2-{[hydroxy(phenyl)methylidene]amino}-3-phenylpropanimidic acid

n-[1-(acetyloxy)-3-phenylpropan-2-yl]-2-{[hydroxy(phenyl)methylidene]amino}-3-phenylpropanimidic acid

C27H28N2O4 (444.20489680000003)


   

2,5-dihydroxy-6-[2-(5-hydroxy-11-methyl-3-{[2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methylidene}-2-oxo-1,4-diazaspiro[5.5]undeca-4,9-dien-8-yl)ethenyl]-3-(3-methylbut-2-en-1-yl)benzaldehyde

2,5-dihydroxy-6-[2-(5-hydroxy-11-methyl-3-{[2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methylidene}-2-oxo-1,4-diazaspiro[5.5]undeca-4,9-dien-8-yl)ethenyl]-3-(3-methylbut-2-en-1-yl)benzaldehyde

C38H41N3O5 (619.3046056)


   

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

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

C29H39N3O3 (477.2991264)


   

2-(hepta-3,5-dien-1-yl)-3-(hydroxymethyl)benzene-1,4-diol

2-(hepta-3,5-dien-1-yl)-3-(hydroxymethyl)benzene-1,4-diol

C14H18O3 (234.1255878)


   

2-[(3e,5e)-hepta-3,5-dien-1-yl]-3,6-dihydroxy-5-(3-methylbut-2-en-1-yl)benzaldehyde

2-[(3e,5e)-hepta-3,5-dien-1-yl]-3,6-dihydroxy-5-(3-methylbut-2-en-1-yl)benzaldehyde

C19H24O3 (300.1725354)


   

(2r,3r,4s,5r)-2-[(5-hydroxy-4-methoxynaphthalen-2-yl)oxy]-5-(hydroxymethyl)oxolane-3,4-diol

(2r,3r,4s,5r)-2-[(5-hydroxy-4-methoxynaphthalen-2-yl)oxy]-5-(hydroxymethyl)oxolane-3,4-diol

C16H18O7 (322.10524780000003)


   

(9r,9's)-2,4,4',5,5'-pentahydroxy-2'-methoxy-7,7'-dimethyl-9h,9'h-[9,9'-bianthracene]-10,10'-dione

(9r,9's)-2,4,4',5,5'-pentahydroxy-2'-methoxy-7,7'-dimethyl-9h,9'h-[9,9'-bianthracene]-10,10'-dione

C31H24O8 (524.1471104)


   

(3s,6s)-3-{[6,7-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-{[6,7-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 (461.3042114)


   

2-(hepta-1,3,5-trien-1-yl)-3,6-dihydroxy-5-(3-methylbut-2-en-1-yl)benzaldehyde

2-(hepta-1,3,5-trien-1-yl)-3,6-dihydroxy-5-(3-methylbut-2-en-1-yl)benzaldehyde

C19H22O3 (298.15688620000003)


   

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

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

C24H27N3O2 (389.2103162)


   

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

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

C24H29N3O2 (391.2259654)


   

(9r,9's)-4,4',5,5'-tetrahydroxy-2,2'-dimethoxy-7,7'-dimethyl-9h,9'h-[9,9'-bianthracene]-10,10'-dione

(9r,9's)-4,4',5,5'-tetrahydroxy-2,2'-dimethoxy-7,7'-dimethyl-9h,9'h-[9,9'-bianthracene]-10,10'-dione

C32H26O8 (538.1627596000001)


   

1-(6-{[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-1-hydroxy-8-methoxy-3-methylnaphthalen-2-yl)ethanone

1-(6-{[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-1-hydroxy-8-methoxy-3-methylnaphthalen-2-yl)ethanone

C19H22O8 (378.1314612)


   

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

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

C24H29N3O2 (391.2259654)


   

(2r)-2,3-dihydroxypropyl 1,6-dihydroxy-8-methoxy-3-methyl-9,10-dioxoanthracene-2-carboxylate

(2r)-2,3-dihydroxypropyl 1,6-dihydroxy-8-methoxy-3-methyl-9,10-dioxoanthracene-2-carboxylate

C20H18O9 (402.0950778)


   

1,4,7-trihydroxy-5-methoxy-2-methylanthracene-9,10-dione

1,4,7-trihydroxy-5-methoxy-2-methylanthracene-9,10-dione

C16H12O6 (300.06338519999997)


   

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

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 (461.3042114)


   

3-{[6,7-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

3-{[6,7-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 (461.3042114)


   

4',6,8,14'-tetrahydroxy-2'-methoxy-3,12'-dimethyl-10'-oxaspiro[naphthalene-2,6'-pentacyclo[13.3.1.0⁵,¹⁸.0⁸,¹⁷.0¹¹,¹⁶]nonadecane]-1'(18'),2',4',8'(17'),11',13',15'-heptaene-1,7',9',19'-tetrone

4',6,8,14'-tetrahydroxy-2'-methoxy-3,12'-dimethyl-10'-oxaspiro[naphthalene-2,6'-pentacyclo[13.3.1.0⁵,¹⁸.0⁸,¹⁷.0¹¹,¹⁶]nonadecane]-1'(18'),2',4',8'(17'),11',13',15'-heptaene-1,7',9',19'-tetrone

C30H18O10 (538.0899928)


   

4,6,9-trihydroxy-8-methoxy-3-methyl-3,4-dihydro-2h-anthracen-1-one

4,6,9-trihydroxy-8-methoxy-3-methyl-3,4-dihydro-2h-anthracen-1-one

C16H16O5 (288.0997686)


   

2-(hepta-3,5-dien-1-yl)-3,6-dihydroxy-5-(3-methylbut-2-en-1-yl)benzaldehyde

2-(hepta-3,5-dien-1-yl)-3,6-dihydroxy-5-(3-methylbut-2-en-1-yl)benzaldehyde

C19H24O3 (300.1725354)


   

2-(hepta-3,5-dien-1-yl)-3-(methoxymethyl)benzene-1,4-diol

2-(hepta-3,5-dien-1-yl)-3-(methoxymethyl)benzene-1,4-diol

C15H20O3 (248.14123700000002)


   

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

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

C23H25N3O3 (391.189582)


   

2-[(5-hydroxy-4-methoxynaphthalen-2-yl)oxy]-5-(hydroxymethyl)oxolane-3,4-diol

2-[(5-hydroxy-4-methoxynaphthalen-2-yl)oxy]-5-(hydroxymethyl)oxolane-3,4-diol

C16H18O7 (322.10524780000003)


   

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

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

C19H23N3O2 (325.1790178)


   

(2r,3r,4s,5r)-2-(3,4-dimethoxyphenoxy)-5-(hydroxymethyl)oxolane-3,4-diol

(2r,3r,4s,5r)-2-(3,4-dimethoxyphenoxy)-5-(hydroxymethyl)oxolane-3,4-diol

C13H18O7 (286.10524780000003)


   

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

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

C19H21N3O2 (323.1633686)


   

1-(1,6-dihydroxy-8-methoxy-3-methylnaphthalen-2-yl)ethanone

1-(1,6-dihydroxy-8-methoxy-3-methylnaphthalen-2-yl)ethanone

C14H14O4 (246.0892044)


   

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

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

C29H39N3O3 (477.2991264)


   

2',4',6,8,14'-pentahydroxy-3,12'-dimethyl-10'-oxaspiro[naphthalene-2,6'-pentacyclo[13.3.1.0⁵,¹⁸.0⁸,¹⁷.0¹¹,¹⁶]nonadecane]-1',3',5'(18'),8'(17'),11',13',15'-heptaene-1,7',9',19'-tetrone

2',4',6,8,14'-pentahydroxy-3,12'-dimethyl-10'-oxaspiro[naphthalene-2,6'-pentacyclo[13.3.1.0⁵,¹⁸.0⁸,¹⁷.0¹¹,¹⁶]nonadecane]-1',3',5'(18'),8'(17'),11',13',15'-heptaene-1,7',9',19'-tetrone

C29H16O10 (524.0743436)


   

(2s,4ar,6as,6br,8ar,9s,10s,12ar,12br,14bs)-2,6a,6b,9,12a-pentamethyl-10-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-2,4a,9-tricarboxylic acid

(2s,4ar,6as,6br,8ar,9s,10s,12ar,12br,14bs)-2,6a,6b,9,12a-pentamethyl-10-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-2,4a,9-tricarboxylic acid

C36H54O12 (678.3615084)