Classification Term: 1590

Melleolides and analogues (ontology term: CHEMONTID:0001776)

Compounds with a structure characterized by the presence of a 2-hydroxy-4-methoxy-6-methylbenzoic acid derivative linked to a 3,6,6,7b-tetramethyl-cyclobuta[e]indene moiety." []

found 40 associated metabolites at family metabolite taxonomy ontology rank level.

Ancestor: Illudanes and illudins

Child Taxonomies: There is no child term of current ontology term.

Oleuropein

Methyl (2S,4S,E)-4-(2-(3,4-dihydroxyphenethoxy)-2-oxoethyl)-3-ethylidene-2-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-3,4-dihydro-2H-pyran-5-carboxylate

C25H32O13 (540.1843)


Oleuropein is a secoiridoid glycoside that is the methyl ester of 3,4-dihydro-2H-pyran-5-carboxylic acid which is substituted at positions 2, 3, and 4 by hydroxy, ethylidene, and carboxymethyl groups, respectively and in which the anomeric hydroxy group at position 2 has been converted into its beta-D-glucoside and the carboxylic acid moiety of the carboxymethyl substituent has been converted to the corresponding 3,4-dihydroxyphenethyl ester (the 2S,3E,4S stereoisomer). The most important phenolic compound present in olive cultivars. It has a role as a plant metabolite, a radical scavenger, an anti-inflammatory agent, an antineoplastic agent, an antihypertensive agent, a NF-kappaB inhibitor, an apoptosis inducer, an antioxidant and a nutraceutical. It is a secoiridoid glycoside, a beta-D-glucoside, a methyl ester, a member of catechols, a diester and a member of pyrans. Oleuropein is a natural product found in Jasminum officinale, Olea capensis, and other organisms with data available. Oleuropein is found in fruits. Oleuropein is a bitter principle of olives. Nutriceutical with antioxidant properties.Oleuropein is a chemical compound found in olive leaf from the olive tree (and leaves of privet) together with other closely related compounds such as 10-hydroxyoleuropein, ligstroside, and 10-hydroxyligstroside. All these compounds are tyrosol esters of elenolic acid that are further hydroxylated and glycosylated. Oleuropein and its metabolite hydroxytyrosol have powerful antioxidant activity both in vivo and in vitro and give extra-virgin olive oil its bitter, pungent taste. Oleuropein preparations have been claimed to strengthen the immune system A secoiridoid glycoside that is the methyl ester of 3,4-dihydro-2H-pyran-5-carboxylic acid which is substituted at positions 2, 3, and 4 by hydroxy, ethylidene, and carboxymethyl groups, respectively and in which the anomeric hydroxy group at position 2 has been converted into its beta-D-glucoside and the carboxylic acid moiety of the carboxymethyl substituent has been converted to the corresponding 3,4-dihydroxyphenethyl ester (the 2S,3E,4S stereoisomer). The most important phenolic compound present in olive cultivars. D002317 - Cardiovascular Agents > D000959 - Antihypertensive Agents D002317 - Cardiovascular Agents > D014665 - Vasodilator Agents D000890 - Anti-Infective Agents Oleuropein, found in olive leaves and oil, exerts antioxidant, anti-inflammatory and anti-atherogenic effects through direct inhibition of PPARγ transcriptional activity[1]. Oleuropein induces apoptosis in breast cancer cells via the p53-dependent pathway and through the regulation of Bax and Bcl2 genes. Oleuropein also inhibits aromatase[2]. Oleuropein, found in olive leaves and oil, exerts antioxidant, anti-inflammatory and anti-atherogenic effects through direct inhibition of PPARγ transcriptional activity[1]. Oleuropein induces apoptosis in breast cancer cells via the p53-dependent pathway and through the regulation of Bax and Bcl2 genes. Oleuropein also inhibits aromatase[2]. Oleuropein, found in olive leaves and oil, exerts antioxidant, anti-inflammatory and anti-atherogenic effects through direct inhibition of PPARγ transcriptional activity[1]. Oleuropein induces apoptosis in breast cancer cells via the p53-dependent pathway and through the regulation of Bax and Bcl2 genes. Oleuropein also inhibits aromatase[2].

   

Melleolide G

2a-Hydroxy-3,6-bis(hydroxymethyl)-6,7b-dimethyl-1H,2H,2ah,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl 2-hydroxy-4-methoxy-6-methylbenzoic acid

C24H32O7 (432.2148)


Melleolide G is found in mushrooms. Melleolide G is a metabolite of Armillaria mellea (honey mushroom). Metabolite of Armillaria mellea (honey mushroom). Melleolide G is found in mushrooms.

   

Melleolide C

2a,4a,7-Trihydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-1H,2H,2ah,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl 2-hydroxy-4-methoxy-6-methylbenzoic acid

C24H32O8 (448.2097)


Melleolide C is found in mushrooms. Melleolide C is produced by Armillaria mellea (honey mushroom). Production by Armillaria mellea (honey mushroom). Melleolide C is found in mushrooms.

   

Melleolide E

2a,7-Dihydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-1H,2H,2ah,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoic acid

C23H30O7 (418.1991)


Melleolide E is found in mushrooms. Melleolide E is a metabolite of Armillaria mellea (honey mushroom). Metabolite of Armillaria mellea (honey mushroom). Melleolide E is found in mushrooms.

   

Hebevinoside XII

4,5-Dihydroxy-6-{[9-hydroxy-1,6,6,11,15-pentamethyl-14-(6-methylhept-5-en-2-yl)-5-[(3,4,5-trihydroxyoxan-2-yl)oxy]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-13-yl]oxy}-2-(hydroxymethyl)oxan-3-yl acetic acid

C43H70O13 (794.4816)


Hebevinoside XII is found in mushrooms. Toxic constituent of the toxic mushroom Hebeloma vinosophyllu

   

Armillatin

2a-(Hexadecanoyloxy)-6,6,7b-trimethyl-1H,2H,2ah,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoic acid

C38H58O6 (610.4233)


Armillatin is found in mushrooms. Armillatin is a metabolite of Armillaria mellea (honey mushroom). Metabolite of Armillaria mellea (honey mushroom). Armillatin is found in mushrooms.

   

Armillasin

2a-Hydroxy-6,6,7b-trimethyl-1H,2H,2ah,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoic acid

C22H28O5 (372.1937)


Armillasin is found in mushrooms. Armillasin is a metabolite of Armillaria mellea (honey mushroom). Metabolite of Armillaria mellea (honey mushroom). Armillasin is found in mushrooms.

   

13-Hydroxy-5'-O-methylmelledonal

3-Formyl-2a,4a,7-trihydroxy-6-(hydroxymethyl)-6,7b-dimethyl-1H,2H,2ah,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl 2-hydroxy-4-methoxy-6-methylbenzoic acid

C24H30O9 (462.189)


13-Hydroxy-5-O-methylmelledonal is found in mushrooms. 13-Hydroxy-5-O-methylmelledonal is a metabolite of Armillaria mellea (honey mushroom Metabolite of Armillaria mellea (honey mushroom). 13-Hydroxy-5-O-methylmelledonal is found in mushrooms.

   

Armillarilin

3-Formyl-2a,4a-dihydroxy-6,6,7b-trimethyl-1H,2H,2ah,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl 2-hydroxy-4-methoxy-6-methylbenzoic acid

C24H30O7 (430.1991)


Armillarilin is found in mushrooms. Armillarilin is a metabolite of Armillaria mellea (honey mushroom Metabolite of Armillaria mellea (honey mushroom). Armillarilin is found in mushrooms.

   

4-O-Methylmelleolide

3-Formyl-2a-methoxy-6,6,7b-trimethyl-1H,2H,2ah,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoic acid

C24H30O6 (414.2042)


4-O-Methylmelleolide is from Armillaria mellea (honey mushroom). From Armillaria mellea (honey mushroom)

   

Melledonal A

3-Formyl-2a,4a,7-trihydroxy-6,6,7b-trimethyl-1H,2H,2ah,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoic acid

C23H28O8 (432.1784)


Melledonal A is found in mushrooms. Melledonal A is produced by Armillaria mellea (honey mushroom Production by Armillaria mellea (honey mushroom). Melledonal A is found in mushrooms.

   

Melleolide

3-Formyl-2a-hydroxy-6,6,7b-trimethyl-1H,2H,2ah,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoic acid

C23H28O6 (400.1886)


Melleolide is found in mushrooms. Melleolide is isolated from Armillaria mellea (honey mushroom Isolated from Armillaria mellea (honey mushroom). Melleolide is found in mushrooms.

   

Arnamiol

4-Hydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-1H,2H,4H,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl 3-chloro-6-hydroxy-4-methoxy-2-methylbenzoic acid

C24H31ClO6 (450.1809)


Arnamiol is found in mushrooms. Arnamiol is from Armillaria mellea (honey mushroom From Armillaria mellea (honey mushroom). Arnamiol is found in mushrooms.

   

Melleolide F

2a-Hydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-1H,2H,2ah,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoic acid

C23H30O6 (402.2042)


Melleolide F is found in mushrooms. Melleolide F is a metabolite of Armillaria mellea (honey mushroom Metabolite of Armillaria mellea (honey mushroom). Melleolide F is found in mushrooms.

   

Melledonal C

3-Formyl-2a,4a,7-trihydroxy-6,6,7b-trimethyl-1H,2H,2ah,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl 3-chloro-6-hydroxy-4-methoxy-2-methylbenzoic acid

C24H29ClO8 (480.1551)


Melledonal C is a metabolite of Armillaria mellea (honey mushroom Metabolite of Armillaria mellea (honey mushroom)

   

13-Hydroxydihydromelleolide

2a,4a-Dihydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-1H,2H,2ah,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoic acid

C23H30O7 (418.1991)


13-Hydroxydihydromelleolide is found in mushrooms. 13-Hydroxydihydromelleolide is a metabolite of Armillaria mellea (honey mushroom). Metabolite of Armillaria mellea (honey mushroom). 13-Hydroxydihydromelleolide is found in mushrooms.

   

10-Hydroxymelleolide

3-Formyl-2a,7-dihydroxy-6,6,7b-trimethyl-1H,2H,2ah,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoic acid

C23H28O7 (416.1835)


10-Hydroxymelleolide is found in mushrooms. 10-Hydroxymelleolide is a metabolite of Armillariella mellea (honey mushroom). Metabolite of Armillariella mellea (honey mushroom). 10-Hydroxymelleolide is found in mushrooms.

   

Melledonal B

3-Formyl-2a,4a,7-trihydroxy-6,6,7b-trimethyl-1H,2H,2ah,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl 3-chloro-4,6-dihydroxy-2-methylbenzoic acid

C23H27ClO8 (466.1394)


Melledonal B is found in mushrooms. Melledonal B is from Armillaria mellea (honey mushroom). From Armillaria mellea (honey mushroom). Melledonal B is found in mushrooms.

   

Armillyl orsellinate

4-Hydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-1H,2H,4H,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoic acid

C23H30O6 (402.2042)


Armillyl orsellinate is found in mushrooms. Armillyl orsellinate is a metabolite of Armillaria mellea (honey mushroom Metabolite of Armillaria mellea (honey mushroom). Armillyl orsellinate is found in mushrooms.

   

6-O-Methylarmillaridin

3-Formyl-2a-methoxy-6,6,7b-trimethyl-1H,2H,2ah,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl 3-chloro-6-hydroxy-4-methoxy-2-methylbenzoic acid

C25H31ClO6 (462.1809)


6-O-Methylarmillaridin is found in mushrooms. 6-O-Methylarmillaridin is a metabolite of Armillaria mellea (honey mushroom Metabolite of Armillaria mellea (honey mushroom). 6-O-Methylarmillaridin is found in mushrooms.

   

Lucidone A

14-acetyl-5,9-dihydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-ene-12,17-dione

C24H34O5 (402.2406)


Lucidone A is found in mushrooms. Lucidone A is a constituent of Ganoderma lucidum (reishi)

   

Armillaricin

3-Formyl-6,6,7b-trimethyl-1H,2H,4H,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl 3-chloro-6-hydroxy-4-methoxy-2-methylbenzoic acid

C24H29ClO5 (432.1703)


Armillaricin is found in mushrooms. Armillaricin is a metabolite of Armillaria mellea (honey mushroom). Metabolite of Armillaria mellea (honey mushroom). Armillaricin is found in mushrooms.

   

Melledonol

2a,4a,7-Trihydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-1H,2H,2ah,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoic acid

C23H30O8 (434.1941)


Melledonol is found in mushrooms. Melledonol is produced by Armillaria mellea (honey mushroom Production by Armillaria mellea (honey mushroom). Melledonol is found in mushrooms.

   

Armillarinin

3-Formyl-2a,4a-dihydroxy-6,6,7b-trimethyl-1H,2H,2ah,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl 3-chloro-6-hydroxy-4-methoxy-2-methylbenzoic acid

C24H29ClO7 (464.1602)


Armillarinin is found in mushrooms. Armillarinin is a metabolite of Armillaria mellea (honey mushroom Metabolite of Armillaria mellea (honey mushroom). Armillarinin is found in mushrooms.

   

Melleolide H

3-Formyl-2a,7-dihydroxy-6,6,7b-trimethyl-1H,2H,2ah,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl 2-hydroxy-4-methoxy-6-methylbenzoic acid

C24H30O7 (430.1991)


Melleolide H is found in mushrooms. Melleolide H is a metabolite of Armillariella mellea (honey mushroom). Metabolite of Armillariella mellea (honey mushroom). Melleolide H is found in mushrooms.

   

Isoglabrolide

9-hydroxy-6,10,10,14,15,18,21-heptamethyl-23-oxahexacyclo[19.2.1.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]tetracos-2-ene-4,22-dione

C30H44O4 (468.3239)


Isoglabrolide is found in herbs and spices. Isoglabrolide is a constituent of Glycyrrhiza glabra (licorice)

   

Melleolide M

2a,7-Dihydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-1H,2H,2ah,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl 3-chloro-4,6-dihydroxy-2-methylbenzoic acid

C23H29ClO7 (452.1602)


Melleolide M is found in mushrooms. Melleolide M is a metabolite of Armillariella mellea (honey mushroom Metabolite of Armillariella mellea (honey mushroom). Melleolide M is found in mushrooms.

   

Melleolide L

3-Formyl-2a,7-dihydroxy-6,6,7b-trimethyl-1H,2H,2ah,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl 3-chloro-4,6-dihydroxy-2-methylbenzoic acid

C23H27ClO7 (450.1445)


Melleolide L is found in mushrooms. Melleolide L is a metabolite of Armillariella mellea (honey mushroom Metabolite of Armillariella mellea (honey mushroom). Melleolide L is found in mushrooms.

   

Melleolide D

2a,4a,7-Trihydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-1H,2H,2ah,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl 3-chloro-6-hydroxy-4-methoxy-2-methylbenzoic acid

C24H31ClO8 (482.1707)


Melleolide D is found in mushrooms. Melleolide D is from Armillaria mellea (honey mushroom). From Armillaria mellea (honey mushroom). Melleolide D is found in mushrooms.

   

Melleolide B

2a,7-Dihydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-1H,2H,2ah,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl 2-hydroxy-4-methoxy-6-methylbenzoic acid

C24H32O7 (432.2148)


Melleolide B is found in mushrooms. Melleolide B is a metabolite of Armillaria mellea (honey mushroom). Metabolite of Armillaria mellea (honey mushroom). Melleolide B is found in mushrooms.

   

Armillaritin

3-Formyl-4a-hydroxy-6,6,7b-trimethyl-1H,2H,2ah,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoic acid

C23H28O6 (400.1886)


Armillaritin is found in mushrooms. Armillaritin is a metabolite of Armillaria mellea (honey mushroom). Metabolite of Armillaria mellea (honey mushroom). Armillaritin is found in mushrooms.

   

Armillaripin

3-Formyl-4a-hydroxy-6,6,7b-trimethyl-1H,2H,2ah,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl 2-hydroxy-4-methoxy-6-methylbenzoic acid

C24H30O6 (414.2042)


Armillaripin is found in mushrooms. Armillaripin is a constituent of Armillaria mellea (honey mushroom) Constituent of Armillaria mellea (honey mushroom). Armillaripin is found in mushrooms.

   

Armillaridin

3-Formyl-2a-hydroxy-6,6,7b-trimethyl-1H,2H,2ah,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl 3-chloro-6-hydroxy-4-methoxy-2-methylbenzoic acid

C24H29ClO6 (448.1653)


Armillaridin is found in mushrooms. Armillaridin is from Armillaria mellea (honey mushroom From Armillaria mellea (honey mushroom). Armillaridin is found in mushrooms.

   

Armillarivin

3-Formyl-6,6,7b-trimethyl-1H,2H,2ah,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoic acid

C23H28O5 (384.1937)


Armillarivin is found in mushrooms. Armillarivin is a metabolite of Armillaria mellea (honey mushroom). Metabolite of Armillaria mellea (honey mushroom). Armillarivin is found in mushrooms.

   

Melleolide K

3-Formyl-2a-hydroxy-6,6,7b-trimethyl-1H,2H,2ah,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl 3-chloro-4,6-dihydroxy-2-methylbenzoic acid

C23H27ClO6 (434.1496)


Melleolide K is found in mushrooms. Melleolide K is isolated from Armillariella mellea (honey mushroom Isolated from Armillariella mellea (honey mushroom). Melleolide K is found in mushrooms.

   

5'-O-Methylmelledonal

3-Formyl-2a,4a,7-trihydroxy-6,6,7b-trimethyl-1H,2H,2ah,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl 2-hydroxy-4-methoxy-6-methylbenzoic acid

C24H30O8 (446.1941)


5-O-Methylmelledonal is found in mushrooms. 5-O-Methylmelledonal is a metabolite of Armillaria mellea (honey mushroom Metabolite of Armillaria mellea (honey mushroom). 5-O-Methylmelledonal is found in mushrooms.

   

Armillaric acid

2-[(2,4-dihydroxy-6-methylphenyl)carbonyloxy]-2a-hydroxy-6,6,7b-trimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]indene-3-carboxylic acid

C23H28O7 (416.1835)


Armillaric acid is found in mushrooms. Armillaric acid is isolated from Armillaria mellea (honey mushroom). Isolated from Armillaria mellea (honey mushroom). Armillaric acid is found in mushrooms.

   

Armillyl everninate

4-Hydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-1H,2H,4H,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl 2-hydroxy-4-methoxy-6-methylbenzoic acid

C24H32O6 (416.2199)


Armillyl everninate is found in mushrooms. Armillyl everninate is produced by Armillaria mellea (honey mushroom Production by Armillaria mellea (honey mushroom). Armillyl everninate is found in mushrooms.

   

Armillaribin

3-Formyl-6,6,7b-trimethyl-1H,2H,4H,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl 2-hydroxy-4-methoxy-6-methylbenzoic acid

C24H30O5 (398.2093)


Armillaribin is found in mushrooms. Armillaribin is a metabolite of Armillaria mellea (honey mushroom Metabolite of Armillaria mellea (honey mushroom). Armillaribin is found in mushrooms.

   

Judeol

(2R,4S,4AR,7as,7BR)-4-hydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-1H,2H,4H,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl 2,3,4-trihydroxy-6-methylbenzoic acid

C23H30O7 (418.1991)


Judeol is found in mushrooms. Judeol is a metabolite of Armillaria mellea (honey mushroom Metabolite of Armillaria mellea (honey mushroom). Judeol is found in mushrooms.