Chemical Formula: C18H24O5

Chemical Formula C18H24O5

Found 58 metabolite its formula value is C18H24O5

alpha-Zearalenol

(3R,7R,11E)-7,14,16-Trihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecin-1-one

C18H24O5 (320.1623654)


Alpha-zearlenol is a nonsteroidal estrogen or mycoestrogen found in fungi belonging to the Fusarium genus including F. graminearum, F. culmorum, F. crookwellense, etc (PMID: 22095651), As a mycotoxin, alpha-zearalenol is a widely distributed compound that contaminates many crops, grains, and other commodities (PMID: 30830360). Alpha-zearalenol, is also a major hepatic metabolite of zearalenone (another mycotoxin). Zearalenone has two metabolites, alpha and beta zearalenol which are produced in the liver by 3α-hydroxisteroid dehydrogenase and 3β-hydroxisteroid dehydrogenase (PMID: 30830360). Like Alpha-zearlenol, zearalenone or F-2 mycotoxin is produced by certain Fusarium species. It causes infertility, abortion and other breeding problems in swine. Alpha-zearlenol is also produced synthetically and sold as Zeranol, which is used as an anabolic agent for cattle. Alpha-zearlenol exhibits strong growth-promoting properties, but its sale is restricted in Europe (PMID: 22095651). Alpha-zearalenol has three to four times the biological activity of zearalenone. Alpha-zearlenol contains a lactone ring in its structure and is structurally analogous to estrogen, thus it can bind to estrogen receptors, and causes hepatotoxic, hematotoxic, immunotoxic, genotoxic, teratogenic and carcinogenic effects on different animal species (PMID: 17045381).

   

Zearalanone

(S)-Zearalanone

C18H24O5 (320.1623654)


   

beta-Zearalenol

(3R,7R,11E)-7,14,16-Trihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecin-1-one

C18H24O5 (320.1623654)


Beta-zearalenol is a nonsteroidal estrogen or mycoestrogen found in fungi belonging to the Fusarium genus including F. graminearum, F. culmorum, F. crookwellense, etc (PMID: 22095651), As a mycotoxin, beta-zearalenol is a widely distributed compound that contaminates many crops, grains, and other commodities (PMID: 30830360). Beta-zearalenol is the beta epimer of alpha-zearalenol. It is also a major hepatic metabolite of zearalenone (another mycotoxin). Zearalenone has two major metabolites, alpha and beta zearalenol which are produced in the liver by 3α-hydroxisteroid dehydrogenase and 3β-hydroxisteroid dehydrogenase (PMID: 30830360). Beta-zearalenol is formed mainly in the liver but also to a lesser extent in the intestines during first-pass metabolism. It contains a lactone ring in its structure and is structurally analogous to estrogen, thus it can bind to estrogen receptors, and causes hepatotoxic, hematotoxic, immunotoxic, genotoxic, teratogenic and carcinogenic effects on different animal species (PMID: 17045381). However, beta-zearalenol is somewhat less active estrogenically than alpha-zearalenol. β-Zearalenol is a non-steroidal estrogenic mycotoxin synthesized by Fusarium species. β-Zearalenol potentially influences transcription and effects gene expression on translational level[1].

   

Bis(2-methylpropanoyloxy)-9,10-epoxy-p-mentha-1,3,5-triene

(2-{4-methyl-2-[(2-methylpropanoyl)oxy]phenyl}oxiran-2-yl)methyl 2-methylpropanoic acid

C18H24O5 (320.1623654)


Bis(2-methylpropanoyloxy)-9,10-epoxy-p-mentha-1,3,5-triene is a benzoate ester and a member of phenols. Bis(2-methylpropanoyloxy)-9,10-epoxy-p-mentha-1,3,5-triene is a natural product found in Ageratina glechonophylla, Arnica montana, and other organisms with data available. Bis(2-methylpropanoyloxy)-9,10-epoxy-p-mentha-1,3,5-triene is found in fats and oils. Bis(2-methylpropanoyloxy)-9,10-epoxy-p-mentha-1,3,5-triene is a constituent of various plant species including Madia sativa (Chile tarweed)

   

(4S,8R)-8,16,18-Trihydroxy-4-methyl-3-oxabicyclo[12.4.0]octadeca-1(14),12,15,17-tetraen-2-one

(4S,8R)-8,16,18-Trihydroxy-4-methyl-3-oxabicyclo[12.4.0]octadeca-1(14),12,15,17-tetraen-2-one

C18H24O5 (320.1623654)


   

Zearalanone

1H-2-Benzoxacyclotetradecin-1,7(8H)-dione, 3,4,5,6,9,10,11,12-octahydro-14,16-dihydroxy-3-methyl-, (3S)-

C18H24O5 (320.1623654)


   

9-Propanoyl-10-hydroxy-3,11(13)-guaiadien-12,6-olide

9-Propanoyl-10-hydroxy-3,11(13)-guaiadien-12,6-olide

C18H24O5 (320.1623654)


   

Diester with 4-(1,2-epoxy-1-methylethyl)-3-hydroxybenzyl alc. isobutyric acid

Diester with 4-(1,2-epoxy-1-methylethyl)-3-hydroxybenzyl alc. isobutyric acid

C18H24O5 (320.1623654)


   
   
   

Debromohamigeran E

Debromohamigeran E

C18H24O5 (320.1623654)


   

deoxodihydroepiheveadride

deoxodihydroepiheveadride

C18H24O5 (320.1623654)


   

Isobutyric acid 1-[3-methoxy-4-(isobutyryloxy)phenyl]-2-propenyl ester

Isobutyric acid 1-[3-methoxy-4-(isobutyryloxy)phenyl]-2-propenyl ester

C18H24O5 (320.1623654)


   

8,9-Dehydro-9,10-isobutyryloxythymol

8,9-Dehydro-9,10-isobutyryloxythymol

C18H24O5 (320.1623654)


   

rel-2R-Methyl-5S-acetoxy-4R-furanogermacr-1(10)Z-en-6-one

rel-2R-Methyl-5S-acetoxy-4R-furanogermacr-1(10)Z-en-6-one

C18H24O5 (320.1623654)


   

4-methoxy-3,5-bis-((E)-3-hydroxy-3-methyl-1-butenyl)benzoate

4-methoxy-3,5-bis-((E)-3-hydroxy-3-methyl-1-butenyl)benzoate

C18H24O5 (320.1623654)


   

1-[2-[(3,7-dimethyl-2,6-octadienyl)oxy]-4,6-dihydroxyphenyl]-2-hydroxyethanone

1-[2-[(3,7-dimethyl-2,6-octadienyl)oxy]-4,6-dihydroxyphenyl]-2-hydroxyethanone

C18H24O5 (320.1623654)


   
   

1-[4-[(3,7-dimethyl-2,6-octadienyl)oxy]-2,6-dihydroxyphenyl]-2-hydroxyethanone

1-[4-[(3,7-dimethyl-2,6-octadienyl)oxy]-2,6-dihydroxyphenyl]-2-hydroxyethanone

C18H24O5 (320.1623654)


   
   

(5R)-5-(4-{(1S,5E)-5-{[(2S,3S)-3-ethyloxiran-2-yl]methylidene}-1-hydroxy-4-oxocyclopent-2-en-1-yl)butyl}dihydrofuran-2(3H)-one

(5R)-5-(4-{(1S,5E)-5-{[(2S,3S)-3-ethyloxiran-2-yl]methylidene}-1-hydroxy-4-oxocyclopent-2-en-1-yl)butyl}dihydrofuran-2(3H)-one

C18H24O5 (320.1623654)


   
   

11,13-dehydro-onopordopicrin

11,13-dehydro-onopordopicrin

C18H24O5 (320.1623654)


   

1beta,14,15-trihydroxy-13-methoxy-8,11,13-podocarpatrien-7-one

1beta,14,15-trihydroxy-13-methoxy-8,11,13-podocarpatrien-7-one

C18H24O5 (320.1623654)


   
   

(10alphaH)-1alpha-hydroxy-6beta-(propanoyloxy)furanoeremophilan-9-one|1alpha-hydroxy-6beta-propionyloxy-10alphaH-9-oxofuranoeremophilane

(10alphaH)-1alpha-hydroxy-6beta-(propanoyloxy)furanoeremophilan-9-one|1alpha-hydroxy-6beta-propionyloxy-10alphaH-9-oxofuranoeremophilane

C18H24O5 (320.1623654)


   
   

2-ethyl-10-hydroxy-2,3,4,5,6,7-hexahydro-7-oxobenzoxonin-8-acetic acid ethyl ester|phomopsin A

2-ethyl-10-hydroxy-2,3,4,5,6,7-hexahydro-7-oxobenzoxonin-8-acetic acid ethyl ester|phomopsin A

C18H24O5 (320.1623654)


   

1beta-hydroxy-6alpha-isobutyryloxy-9-noreremophil-7(11),8(10)-dien-8(12)-olide

1beta-hydroxy-6alpha-isobutyryloxy-9-noreremophil-7(11),8(10)-dien-8(12)-olide

C18H24O5 (320.1623654)


   
   
   

(4S,4aR,5S,9aR)-2,4,4a,5,6,7,9,9a-octahydro-9a-methoxy-3,4a,5-trimethyl-2-oxonaphtho[2,3-b]furan-4-yl acetate

(4S,4aR,5S,9aR)-2,4,4a,5,6,7,9,9a-octahydro-9a-methoxy-3,4a,5-trimethyl-2-oxonaphtho[2,3-b]furan-4-yl acetate

C18H24O5 (320.1623654)


   

capillofuranocarboxylate

capillofuranocarboxylate

C18H24O5 (320.1623654)


   

(4S,4aR,5R,6S,9aR)-6-(acetyloxy)-4a,5,6,7,8,9a-hexahydro-4-methoxy-3,4a,5-trimethylnaphtho[2,3-b]furan-2(4H)-one|3beta-acetoxy-6beta-methoxyeremophila-7(11),9(10)-dien-12,8beta-olide

(4S,4aR,5R,6S,9aR)-6-(acetyloxy)-4a,5,6,7,8,9a-hexahydro-4-methoxy-3,4a,5-trimethylnaphtho[2,3-b]furan-2(4H)-one|3beta-acetoxy-6beta-methoxyeremophila-7(11),9(10)-dien-12,8beta-olide

C18H24O5 (320.1623654)


   

(5R)-5-(4-{(1S,5R)-1-hydroxy-4-oxo-5-[(3E)-2-oxopent-3-en-1-yl]cyclopent-2-en-1-yl}butyl)dihydrofuran-2(3H)-one

(5R)-5-(4-{(1S,5R)-1-hydroxy-4-oxo-5-[(3E)-2-oxopent-3-en-1-yl]cyclopent-2-en-1-yl}butyl)dihydrofuran-2(3H)-one

C18H24O5 (320.1623654)


   

9beta-propionyloxy-1alpha,10beta-epoxyhaageanolide

9beta-propionyloxy-1alpha,10beta-epoxyhaageanolide

C18H24O5 (320.1623654)


   

7-Methoxy-8-(2-ethoxy-3-hydroxy-3-methylbutyl)coumarin

7-Methoxy-8-(2-ethoxy-3-hydroxy-3-methylbutyl)coumarin

C18H24O5 (320.1623654)


   

plagiochilin M|plagiochiline M

plagiochilin M|plagiochiline M

C18H24O5 (320.1623654)


   

4-[(3aS,7S,9aR)-3,3a,5,6,7,8,9,9a-octahydro-7-hydroxy-3a-methyl-8-oxocyclopenta[b]chromen-1-yl]pentanoic acid|TCA A

4-[(3aS,7S,9aR)-3,3a,5,6,7,8,9,9a-octahydro-7-hydroxy-3a-methyl-8-oxocyclopenta[b]chromen-1-yl]pentanoic acid|TCA A

C18H24O5 (320.1623654)


   

(+)-miliusane X/XI|9beta-hydroxy-1beta-[4-(3,3-dimethyl-1beta,2beta/1alpha,2beta-oxiranyl)-2-methyl-but-1-enyl]-2-oxa-spiro[4.5]dec-7-ene-3,6-dione

(+)-miliusane X/XI|9beta-hydroxy-1beta-[4-(3,3-dimethyl-1beta,2beta/1alpha,2beta-oxiranyl)-2-methyl-but-1-enyl]-2-oxa-spiro[4.5]dec-7-ene-3,6-dione

C18H24O5 (320.1623654)


   

2,3-Dihydro-2,3-Dihydroxy-5-Acetyl-2-(2-hydroxyisopropyl)-7-prenylbenzofuran|5-acetyl-2-(2-hydroxyisopropyl)-7-(2,3-dihydroxy-3-methyl-n-butyl)-benzofuran

2,3-Dihydro-2,3-Dihydroxy-5-Acetyl-2-(2-hydroxyisopropyl)-7-prenylbenzofuran|5-acetyl-2-(2-hydroxyisopropyl)-7-(2,3-dihydroxy-3-methyl-n-butyl)-benzofuran

C18H24O5 (320.1623654)


   

8beta-propionylinusoniolide

8beta-propionylinusoniolide

C18H24O5 (320.1623654)


   

2-Methoxy-5-acetoxy-furanogermacr-1(10)-en-6-one

2-Methoxy-5-acetoxy-fruranogermacr-1(10)-en-6-one

C18H24O5 (320.1623654)


   

C18H24O5_Propanoic acid, 2-methyl-, 5-methyl-2-[2-[(2-methyl-1-oxopropoxy)methyl]oxiranyl]phenyl ester

NCGC00169578-03_C18H24O5_Propanoic acid, 2-methyl-, 5-methyl-2-[2-[(2-methyl-1-oxopropoxy)methyl]oxiranyl]phenyl ester

C18H24O5 (320.1623654)


   

C18H24O5

NCGC00385918-01_C18H24O5_

C18H24O5 (320.1623654)


   

[2-[4-methyl-2-(2-methylpropanoyloxy)phenyl]oxiran-2-yl]methyl 2-methylpropanoate

[2-[4-methyl-2-(2-methylpropanoyloxy)phenyl]oxiran-2-yl]methyl 2-methylpropanoate

C18H24O5 (320.1623654)


   

Zearalenol

Zearalenol

C18H24O5 (320.1623654)


Origin: Microbe, Resorcinols, Lactones

   

α-Zearalenol

alpha-Zearalenol

C18H24O5 (320.1623654)


   

beta-zearalenol

beta-trans-Zearalenol

C18H24O5 (320.1623654)


β-Zearalenol is a non-steroidal estrogenic mycotoxin synthesized by Fusarium species. β-Zearalenol potentially influences transcription and effects gene expression on translational level[1].

   

h_136_a_Zearalenol_ni

h_136_a_Zearalenol_ni

C18H24O5 (320.1623654)


   

MESTRANOL BICARBONATE

(2-{4-methyl-2-[(2-methylpropanoyl)oxy]phenyl}oxiran-2-yl)methyl 2-methylpropanoate

C18H24O5 (320.1623654)


   

(3S,11E)-7,14,16-trihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecin-1-one

(3S,11E)-7,14,16-trihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecin-1-one

C18H24O5 (320.1623654)


   

14-Hydroxyplatensic Acid Methyl Ester

14-Hydroxyplatensic Acid Methyl Ester

C18H24O5 (320.1623654)


A polycyclic cage that is the methyl ester derivative of 14-hydroxyplatensic acid. It is isolated from Streptomyces platensis.

   

(2S,4S)-4-tert-butyl-2-[[4-(hydroxymethyl)phenyl]methoxy]-3,4-dihydro-2H-pyran-6-carboxylic acid

(2S,4S)-4-tert-butyl-2-[[4-(hydroxymethyl)phenyl]methoxy]-3,4-dihydro-2H-pyran-6-carboxylic acid

C18H24O5 (320.1623654)


   

6-[1-oxo-3(R)-methoxy-butyl]-5,7-dimethoxy-2,2-dimethyl-2H-1-benzopyran

6-[1-oxo-3(R)-methoxy-butyl]-5,7-dimethoxy-2,2-dimethyl-2H-1-benzopyran

C18H24O5 (320.1623654)


A member of the class of chromenes that is 2H-chromene substituted by geminal methyl groups at position 2, methoxy groups at positions 5 and 7 and a (3R)-3-methoxybutanoyl group at position 6. Isolated from the leaves of Mallotus apelta, it exhibits antineoplastic activity.

   

3,4,5,6,7,8,9,10-Octahydro-7,14,16-trihydroxy-3-methyl-1H-2-benzoxacyclotetradecin-1-one

3,4,5,6,7,8,9,10-Octahydro-7,14,16-trihydroxy-3-methyl-1H-2-benzoxacyclotetradecin-1-one

C18H24O5 (320.1623654)