NCBI Taxonomy: 42361

Daldinia concentrica (ncbi_taxid: 42361)

found 109 associated metabolites at species taxonomy rank level.

Ancestor: Daldinia

Child Taxonomies: none taxonomy data.

Friedelin

3(2H)-PICENONE, EICOSAHYDRO-4,4A,6B,8A,11,11,12B,14A-OCTAMETHYL-, (4R-(4.ALPHA.,4A.ALPHA.,6A.BETA.,6B.ALPHA.,8A.ALPHA.,12A.ALPHA.,12B.BETA.,14A.ALPHA.,14B.BETA.))-

C30H50O (426.3861)


Friedelin is a pentacyclic triterpenoid that is perhydropicene which is substituted by an oxo group at position 3 and by methyl groups at the 4, 4a, 6b, 8a, 11, 11, 12b, and 14a-positions (the 4R,4aS,6aS,6bR,8aR,12aR,12bS,14aS,14bS-enantiomer). It is the major triterpenoid constituent of cork. It has a role as an anti-inflammatory drug, a non-narcotic analgesic, an antipyretic and a plant metabolite. It is a pentacyclic triterpenoid and a cyclic terpene ketone. Friedelin is a natural product found in Diospyros eriantha, Salacia chinensis, and other organisms with data available. A pentacyclic triterpenoid that is perhydropicene which is substituted by an oxo group at position 3 and by methyl groups at the 4, 4a, 6b, 8a, 11, 11, 12b, and 14a-positions (the 4R,4aS,6aS,6bR,8aR,12aR,12bS,14aS,14bS-enantiomer). It is the major triterpenoid constituent of cork. Friedelin is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Friedelin is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Friedelin can be found in a number of food items such as pomegranate, sugar apple, apple, and mammee apple, which makes friedelin a potential biomarker for the consumption of these food products. Friedelin is a triterpenoid chemical compound found in Azima tetracantha, Orostachys japonica, and Quercus stenophylla. Friedelin is also found in the roots of the Cannabis plant .

   

Pyroglutamic acid

(S)-(-)-gamma-Butyrolactam-gamma-carboxylic acid

C5H7NO3 (129.0426)


Pyroglutamic acid (5-oxoproline) is a cyclized derivative of L-glutamic acid. It is an uncommon amino acid derivative in which the free amino group of glutamic acid cyclizes to form a lactam. It is formed nonenzymatically from glutamate, glutamine, and gamma-glutamylated peptides, but it can also be produced by the action of gamma-glutamylcyclotransferase on an L-amino acid. Elevated blood levels may be associated with problems of glutamine or glutathione metabolism. This compound is found in substantial amounts in brain tissue and other tissues in bound form, especially skin. It is also present in plant tissues. It is sold, over the counter, as a "smart drug" for improving blood circulation in the brain. Pyroglutamate in the urine is a biomarker for the consumption of cheese. When present in sufficiently high levels, pyroglutamic acid can act as an acidogen and a metabotoxin. An acidogen is an acidic compound that induces acidosis, which has multiple adverse effects on many organ systems. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of pyroglutamic acid are associated with at least five inborn errors of metabolism including 5-oxoprolinuria, 5-oxoprolinase deficiency, glutathione synthetase deficiency, hawkinsinuria, and propionic acidemia. Pyroglutamic acid is an organic acid. Abnormally high levels of organic acids in the blood (organic acidemia), urine (organic aciduria), the brain, and other tissues lead to general metabolic acidosis. Acidosis typically occurs when arterial pH falls below 7.35. In infants with acidosis, the initial symptoms include poor feeding, vomiting, loss of appetite, weak muscle tone (hypotonia), and lack of energy (lethargy). These can progress to heart, liver, and kidney abnormalities, seizures, coma, and possibly death. These are also the characteristic symptoms of the untreated IEMs mentioned above. Many affected children with organic acidemias experience intellectual disability or delayed development. In adults, acidosis or acidemia is characterized by headaches, confusion, feeling tired, tremors, sleepiness, and seizures. It has been shown that pyroglutamic acid releases GABA from the cerebral cortex and displays anti-anxiety effects in a simple approach-avoidance conflict situation in the rat. In clinical pharmacology experiments, pyroglutamic acid significantly shortens the plasma half-life of ethanol during acute intoxication. Found in vegetables, fruits and molasses. A cyclized derivative of L-glutamic acid. It is an uncommon amino acid derivative in which the free amino group of glutamic acid cyclizes to form a lactam. Pyroglutamate in the urine is a biomarker for the consumption of cheese C78276 - Agent Affecting Digestive System or Metabolism > C29703 - Antilipidemic Agent

   

Orthosporin

3-(2-hydroxypropyl)-6,8-dihydroxy-1H-isochromen-1-one

C12H12O5 (236.0685)


   

Friedelin

4,4a,6b,8a,11,11,12b,14a-octamethyl-docosahydropicen-3-one

C30H50O (426.3861)


Friedelin is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Friedelin is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Friedelin can be found in a number of food items such as apple, pear, mammee apple, and sugar apple, which makes friedelin a potential biomarker for the consumption of these food products. Friedelin is a triterpenoid chemical compound found in Azima tetracantha, Orostachys japonica, and Quercus stenophylla. Friedelin is also found in the roots of the Cannabis plant .

   

L-5-Oxoproline

L-Pyroglutamic acid

C5H7NO3 (129.0426)


C78276 - Agent Affecting Digestive System or Metabolism > C29703 - Antilipidemic Agent

   

Daldiniapyrone

Daldiniapyrone

C13H18O5 (254.1154)


   

2-(2,3-dimethoxy-5-methylbenzoyl)-4-hydroxy-6-methoxybenzaldehyde

2-(2,3-dimethoxy-5-methylbenzoyl)-4-hydroxy-6-methoxybenzaldehyde

C18H18O6 (330.1103)


   
   

2-(2-Hydroxy-3-methoxy-5-methylbenzoyl)-4-hydroxy-6-methoxybenzaldehyde

2-(2-Hydroxy-3-methoxy-5-methylbenzoyl)-4-hydroxy-6-methoxybenzaldehyde

C17H16O6 (316.0947)


   

3-Docosyl-2-methyl-5-methoxy-1,4-benzoquinone

3-Docosyl-2-methyl-5-methoxy-1,4-benzoquinone

C30H52O3 (460.3916)


   

5-hydroxy-2-methyl-4H-chromen-4-one

5-hydroxy-2-methyl-4H-chromen-4-one

C10H8O3 (176.0473)


   

3-Tricosyl-2-methyl-5-methoxy-1,4-benzoquinone

3-Tricosyl-2-methyl-5-methoxy-1,4-benzoquinone

C31H54O3 (474.4073)


   

CHEMBL497261

CHEMBL497261

C20H14O4 (318.0892)


   

3-Henicosyl-2-methyl-5-methoxy-1,4-benzoquinone

3-Henicosyl-2-methyl-5-methoxy-1,4-benzoquinone

C29H50O3 (446.376)


   

1-Isopropyl-2,7-dimethylnaphthalene

1-Isopropyl-2,7-dimethylnaphthalene

C15H18 (198.1408)


   

[1,1-Binaphthalene]-2,2,6,6-tetrol

[1,1-Binaphthalene]-2,2,6,6-tetrol

C20H14O4 (318.0892)


   

L-Pyroglutamicacid

L-Pyroglutamic acid

C5H7NO3 (129.0426)


C78276 - Agent Affecting Digestive System or Metabolism > C29703 - Antilipidemic Agent

   

Pyroglutamic acid

L-Pyroglutamicacid

C5H7NO3 (129.0426)


   

N-hexadecanoylphytosphingosine

N-hexadecanoylphytosphingosine

C34H69NO4 (555.5226)


A phytoceramide compound having a hexadecanoyl group attached to the nitrogen atom.

   

2,6,10,15,19,23-hexamethyltetracosa-2,10,14,22-tetraene-1,6,7,18,19,24-hexol

2,6,10,15,19,23-hexamethyltetracosa-2,10,14,22-tetraene-1,6,7,18,19,24-hexol

C30H54O6 (510.392)


   

5-methoxy-2-methyl-3-tricosylcyclohexa-2,5-diene-1,4-dione

5-methoxy-2-methyl-3-tricosylcyclohexa-2,5-diene-1,4-dione

C31H54O3 (474.4073)


   

5-[2,4-dimethyl-3-(7,8,13-trihydroxy-4,8,12-trimethyltrideca-3,11-dien-1-yl)-7-oxabicyclo[2.2.1]heptan-2-yl]-2-methylpent-2-en-1-yl acetate

5-[2,4-dimethyl-3-(7,8,13-trihydroxy-4,8,12-trimethyltrideca-3,11-dien-1-yl)-7-oxabicyclo[2.2.1]heptan-2-yl]-2-methylpent-2-en-1-yl acetate

C32H54O6 (534.392)


   

4'-hydroxy-5,5'-dimethoxy-[1,1'-binaphthalene]-3,4-dione

4'-hydroxy-5,5'-dimethoxy-[1,1'-binaphthalene]-3,4-dione

C22H16O5 (360.0998)


   

(2s)-5-hydroxy-2-methyl-2,3-dihydro-1-benzopyran-4-one

(2s)-5-hydroxy-2-methyl-2,3-dihydro-1-benzopyran-4-one

C10H10O3 (178.063)


   

3,4-diformyl-1,1,3,5-tetramethyl-2h-inden-2-yl acetate

3,4-diformyl-1,1,3,5-tetramethyl-2h-inden-2-yl acetate

C17H20O4 (288.1362)


   

(4s,6s,8r)-8,10,16,18-tetrahydroxy-5-oxahexacyclo[11.7.1.0²,¹².0³,⁹.0⁴,⁶.0¹⁷,²¹]henicosa-1(21),2,9,11,13,15,17,19-octaen-7-one

(4s,6s,8r)-8,10,16,18-tetrahydroxy-5-oxahexacyclo[11.7.1.0²,¹².0³,⁹.0⁴,⁶.0¹⁷,²¹]henicosa-1(21),2,9,11,13,15,17,19-octaen-7-one

C20H12O6 (348.0634)


   

(10s)-10-ethyl-3,11-dioxatricyclo[7.3.0.0²,⁶]dodeca-1,4,6,8-tetraen-12-one

(10s)-10-ethyl-3,11-dioxatricyclo[7.3.0.0²,⁶]dodeca-1,4,6,8-tetraen-12-one

C12H10O3 (202.063)


   

(1r,3ar,5as,9as,11ar)-1-[(2s,3r)-3-hydroxy-6-methylhept-5-en-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-7-one

(1r,3ar,5as,9as,11ar)-1-[(2s,3r)-3-hydroxy-6-methylhept-5-en-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-7-one

C30H46O2 (438.3498)


   

n-[(2s,3s,4r)-1,3,4-trihydroxyoctadecan-2-yl]hexadecanimidic acid

n-[(2s,3s,4r)-1,3,4-trihydroxyoctadecan-2-yl]hexadecanimidic acid

C34H69NO4 (555.5226)


   

(3r,3'r,4r,6's,7s)-7-(acetyloxy)-3'-hydroxy-6',7-dimethyl-6,8-dioxo-4h-spiro[2-benzopyran-3,2'-oxan]-4-yl (2e)-2-methylbut-2-enoate

(3r,3'r,4r,6's,7s)-7-(acetyloxy)-3'-hydroxy-6',7-dimethyl-6,8-dioxo-4h-spiro[2-benzopyran-3,2'-oxan]-4-yl (2e)-2-methylbut-2-enoate

C22H26O9 (434.1577)


   

4-[6-hydroxy-1-(2-hydroxy-3-methoxy-5-methylphenyl)-4-methoxy-3-oxo-1h-isoindol-2-yl]butanoic acid

4-[6-hydroxy-1-(2-hydroxy-3-methoxy-5-methylphenyl)-4-methoxy-3-oxo-1h-isoindol-2-yl]butanoic acid

C21H23NO7 (401.1474)


   

7-formyl-2-hydroxy-1-(hydroxymethyl)-1,3,3,6-tetramethyl-3a,4,5,6-tetrahydro-2h-inden-4-yl acetate

7-formyl-2-hydroxy-1-(hydroxymethyl)-1,3,3,6-tetramethyl-3a,4,5,6-tetrahydro-2h-inden-4-yl acetate

C17H26O5 (310.178)


   

(2e,6r,7r,10e,14e,18s,19s,22e)-2,6,10,15,19,23-hexamethyltetracosa-2,10,14,22-tetraene-1,6,7,18,19,24-hexol

(2e,6r,7r,10e,14e,18s,19s,22e)-2,6,10,15,19,23-hexamethyltetracosa-2,10,14,22-tetraene-1,6,7,18,19,24-hexol

C30H54O6 (510.392)


   

(1r,9ar,9br,11ar)-1-[(2r,3e,5r)-5,6-dimethylhept-3-en-2-yl]-9a,11a-dimethyl-1h,2h,3h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

(1r,9ar,9br,11ar)-1-[(2r,3e,5r)-5,6-dimethylhept-3-en-2-yl]-9a,11a-dimethyl-1h,2h,3h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

C28H40O (392.3079)


   

(2e)-5-[(1s,2s,3s,4r)-2,4-dimethyl-3-[(3e,11e)-7,8,13-trihydroxy-4,8,12-trimethyltrideca-3,11-dien-1-yl]-7-oxabicyclo[2.2.1]heptan-2-yl]-2-methylpent-2-en-1-yl acetate

(2e)-5-[(1s,2s,3s,4r)-2,4-dimethyl-3-[(3e,11e)-7,8,13-trihydroxy-4,8,12-trimethyltrideca-3,11-dien-1-yl]-7-oxabicyclo[2.2.1]heptan-2-yl]-2-methylpent-2-en-1-yl acetate

C32H54O6 (534.392)


   

7,21-dihydroxy-19-[(4-methoxyphenyl)methyl]-7,9,16,17-tetramethyl-2,4,15-trioxa-20-azatetracyclo[11.8.0.0¹,¹⁸.0¹⁴,¹⁶]henicosa-5,11,20-triene-3,8-dione

7,21-dihydroxy-19-[(4-methoxyphenyl)methyl]-7,9,16,17-tetramethyl-2,4,15-trioxa-20-azatetracyclo[11.8.0.0¹,¹⁸.0¹⁴,¹⁶]henicosa-5,11,20-triene-3,8-dione

C29H35NO8 (525.2363)


   

(1r,3ar,5ar,9as,11ar)-1-[(2s,3r)-3-hydroxy-6-methylhept-5-en-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-7-one

(1r,3ar,5ar,9as,11ar)-1-[(2s,3r)-3-hydroxy-6-methylhept-5-en-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-7-one

C30H46O2 (438.3498)


   

(3s,3ar,4s,6s,6ar,10s,12s,13r,15as)-3-benzyl-1,6,12,13-tetrahydroxy-4,10,12-trimethyl-5-methylidene-3h,3ah,4h,6h,6ah,9h,10h,11h,13h,14h-cycloundeca[d]isoindol-15-one

(3s,3ar,4s,6s,6ar,10s,12s,13r,15as)-3-benzyl-1,6,12,13-tetrahydroxy-4,10,12-trimethyl-5-methylidene-3h,3ah,4h,6h,6ah,9h,10h,11h,13h,14h-cycloundeca[d]isoindol-15-one

C28H37NO5 (467.2672)


   

3-benzyl-1,5,7,8-tetrahydroxy-4,5,10,12-tetramethyl-3h,3ah,4h,7h,8h,9h,10h,11h,12h,15h-cycloundeca[d]isoindol-15-yl acetate

3-benzyl-1,5,7,8-tetrahydroxy-4,5,10,12-tetramethyl-3h,3ah,4h,7h,8h,9h,10h,11h,12h,15h-cycloundeca[d]isoindol-15-yl acetate

C30H41NO6 (511.2934)


   

(2r,3e,5s)-2-[(1r,11ar)-11a-methyl-1h,2h,10h,11h-cyclopenta[a]phenanthren-1-yl]-5,6-dimethylhept-3-ene

(2r,3e,5s)-2-[(1r,11ar)-11a-methyl-1h,2h,10h,11h-cyclopenta[a]phenanthren-1-yl]-5,6-dimethylhept-3-ene

C27H34 (358.266)


   

(1r,3ar,5ar,7s,9as,11ar)-1-[(2s,3r)-3-hydroxy-6-methylhept-5-en-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-7-ol

(1r,3ar,5ar,7s,9as,11ar)-1-[(2s,3r)-3-hydroxy-6-methylhept-5-en-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-7-ol

C30H48O2 (440.3654)


   

2-butanoyl-3,5-dihydroxycyclohex-2-en-1-one

2-butanoyl-3,5-dihydroxycyclohex-2-en-1-one

C10H14O4 (198.0892)


   

8,10,16,18-tetrahydroxy-5-oxahexacyclo[11.7.1.0²,¹².0³,⁹.0⁴,⁶.0¹⁷,²¹]henicosa-1(20),2,9,11,13(21),14,16,18-octaen-7-one

8,10,16,18-tetrahydroxy-5-oxahexacyclo[11.7.1.0²,¹².0³,⁹.0⁴,⁶.0¹⁷,²¹]henicosa-1(20),2,9,11,13(21),14,16,18-octaen-7-one

C20H12O6 (348.0634)


   

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

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

C28H40O (392.3079)


   

n-(1,3,4-trihydroxyoctadecan-2-yl)hexadecanimidic acid

n-(1,3,4-trihydroxyoctadecan-2-yl)hexadecanimidic acid

C34H69NO4 (555.5226)


   

(3s,3ar,4s,6s,6ar,10s,12s,13r,15as)-3-benzyl-1,6,12-trihydroxy-13-methoxy-4,10,12-trimethyl-5-methylidene-3h,3ah,4h,6h,6ah,9h,10h,11h,13h,14h-cycloundeca[d]isoindol-15-one

(3s,3ar,4s,6s,6ar,10s,12s,13r,15as)-3-benzyl-1,6,12-trihydroxy-13-methoxy-4,10,12-trimethyl-5-methylidene-3h,3ah,4h,6h,6ah,9h,10h,11h,13h,14h-cycloundeca[d]isoindol-15-one

C29H39NO5 (481.2828)


   

methyl (2r,3s,3as,4s,5r,7s,7ar)-2-(acetyloxy)-3a,7-dihydroxy-3-(hydroxymethyl)-1,1,3,5-tetramethyl-hexahydroindene-4-carboxylate

methyl (2r,3s,3as,4s,5r,7s,7ar)-2-(acetyloxy)-3a,7-dihydroxy-3-(hydroxymethyl)-1,1,3,5-tetramethyl-hexahydroindene-4-carboxylate

C18H30O7 (358.1991)


   

5,5'-dimethoxy-[1,1'-binaphthalene]-4,4'-diol

5,5'-dimethoxy-[1,1'-binaphthalene]-4,4'-diol

C22H18O4 (346.1205)


   

hept-6-ene-2,4,5-triol

hept-6-ene-2,4,5-triol

C7H14O3 (146.0943)


   

(2r,3e,5s)-2-[(1r,11ar)-9,11a-dimethyl-1h,2h,10h,11h-cyclopenta[a]phenanthren-1-yl]-5,6-dimethylhept-3-ene

(2r,3e,5s)-2-[(1r,11ar)-9,11a-dimethyl-1h,2h,10h,11h-cyclopenta[a]phenanthren-1-yl]-5,6-dimethylhept-3-ene

C28H36 (372.2817)


   

(2e)-5-[(1r,2r,3r,4s)-2,4-dimethyl-3-[(3e,7s,8r,11e)-7,8,13-trihydroxy-4,8,12-trimethyltrideca-3,11-dien-1-yl]-7-oxabicyclo[2.2.1]heptan-2-yl]-2-methylpent-2-en-1-yl acetate

(2e)-5-[(1r,2r,3r,4s)-2,4-dimethyl-3-[(3e,7s,8r,11e)-7,8,13-trihydroxy-4,8,12-trimethyltrideca-3,11-dien-1-yl]-7-oxabicyclo[2.2.1]heptan-2-yl]-2-methylpent-2-en-1-yl acetate

C32H54O6 (534.392)


   

9a,11a-dimethyl-1-(6-methylhept-3-en-2-yl)-1h,2h,3h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

9a,11a-dimethyl-1-(6-methylhept-3-en-2-yl)-1h,2h,3h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

C27H38O (378.2922)


   

(5r,7s,7as)-7-hydroxy-1,1,3,5-tetramethyl-5,6,7,7a-tetrahydroindene-4-carbaldehyde

(5r,7s,7as)-7-hydroxy-1,1,3,5-tetramethyl-5,6,7,7a-tetrahydroindene-4-carbaldehyde

C14H20O2 (220.1463)


   

6,8-dihydroxy-3-(2-hydroxypropyl)isochromen-1-one

6,8-dihydroxy-3-(2-hydroxypropyl)isochromen-1-one

C12H12O5 (236.0685)


   

3,4-diformyl-7-hydroxy-1,1,3,5-tetramethyl-5,6,7,7a-tetrahydro-2h-inden-2-yl acetate

3,4-diformyl-7-hydroxy-1,1,3,5-tetramethyl-5,6,7,7a-tetrahydro-2h-inden-2-yl acetate

C17H24O5 (308.1624)


   

3-benzyl-1,6,12-trihydroxy-4,10,12-trimethyl-5-methylidene-3h,3ah,4h,6h,6ah,9h,10h,11h,13h,14h-cycloundeca[d]isoindol-15-one

3-benzyl-1,6,12-trihydroxy-4,10,12-trimethyl-5-methylidene-3h,3ah,4h,6h,6ah,9h,10h,11h,13h,14h-cycloundeca[d]isoindol-15-one

C28H37NO4 (451.2722)


   

4-hydroxy-2-(2-hydroxy-3-methoxy-5-methylbenzoyl)-6-methoxybenzaldehyde

4-hydroxy-2-(2-hydroxy-3-methoxy-5-methylbenzoyl)-6-methoxybenzaldehyde

C17H16O6 (316.0947)


   

6,7,18,19,24-pentahydroxy-2,6,10,15,19,23-hexamethyltetracosa-2,10,14,22-tetraenoic acid

6,7,18,19,24-pentahydroxy-2,6,10,15,19,23-hexamethyltetracosa-2,10,14,22-tetraenoic acid

C30H52O7 (524.3713)


   

(2e,10e,14e,22e)-2,6,10,15,19,23-hexamethyltetracosa-2,10,14,22-tetraene-1,6,7,18,19,24-hexol

(2e,10e,14e,22e)-2,6,10,15,19,23-hexamethyltetracosa-2,10,14,22-tetraene-1,6,7,18,19,24-hexol

C30H54O6 (510.392)


   

(6ar,6bs,12br)-3,9,12b-trihydroxy-5h,6h,6ah,6bh,7h-benzo[j]fluoranthene-4,8-dione

(6ar,6bs,12br)-3,9,12b-trihydroxy-5h,6h,6ah,6bh,7h-benzo[j]fluoranthene-4,8-dione

C20H16O5 (336.0998)


   

(3s,3ar,4s,6s,6ar,10s,12s,13r,15as)-3-benzyl-1,6-dihydroxy-13-methoxy-4,10,12-trimethyl-5-methylidene-15-oxo-3h,3ah,4h,6h,6ah,9h,10h,11h,13h,14h-cycloundeca[d]isoindol-12-yl acetate

(3s,3ar,4s,6s,6ar,10s,12s,13r,15as)-3-benzyl-1,6-dihydroxy-13-methoxy-4,10,12-trimethyl-5-methylidene-15-oxo-3h,3ah,4h,6h,6ah,9h,10h,11h,13h,14h-cycloundeca[d]isoindol-12-yl acetate

C31H41NO6 (523.2934)


   

methyl 4-methoxy-6-oxo-2-pentylpyran-3-carboxylate

methyl 4-methoxy-6-oxo-2-pentylpyran-3-carboxylate

C13H18O5 (254.1154)


   

11,12-dihydroxy-5,7-dimethoxy-2,2,4,9-tetramethyl-6-oxatricyclo[6.3.1.0⁴,¹²]dodecan-3-yl acetate

11,12-dihydroxy-5,7-dimethoxy-2,2,4,9-tetramethyl-6-oxatricyclo[6.3.1.0⁴,¹²]dodecan-3-yl acetate

C19H32O7 (372.2148)


   

(2r,3r)-3,4-diformyl-1,1,3,5-tetramethyl-2h-inden-2-yl acetate

(2r,3r)-3,4-diformyl-1,1,3,5-tetramethyl-2h-inden-2-yl acetate

C17H20O4 (288.1362)


   

(1r,5e,7s,9r,11e,13r,14r,16s,17r,18r,19r)-7,21-dihydroxy-19-[(4-methoxyphenyl)methyl]-7,9,16,17-tetramethyl-2,4,15-trioxa-20-azatetracyclo[11.8.0.0¹,¹⁸.0¹⁴,¹⁶]henicosa-5,11,20-triene-3,8-dione

(1r,5e,7s,9r,11e,13r,14r,16s,17r,18r,19r)-7,21-dihydroxy-19-[(4-methoxyphenyl)methyl]-7,9,16,17-tetramethyl-2,4,15-trioxa-20-azatetracyclo[11.8.0.0¹,¹⁸.0¹⁴,¹⁶]henicosa-5,11,20-triene-3,8-dione

C29H35NO8 (525.2363)


   

(2e)-5-[(1r,2r,3r,4s)-2,4-dimethyl-3-[(3e,7s,8s,11e)-7,8,13-trihydroxy-4,8,12-trimethyltrideca-3,11-dien-1-yl]-7-oxabicyclo[2.2.1]heptan-2-yl]-2-methylpent-2-en-1-yl acetate

(2e)-5-[(1r,2r,3r,4s)-2,4-dimethyl-3-[(3e,7s,8s,11e)-7,8,13-trihydroxy-4,8,12-trimethyltrideca-3,11-dien-1-yl]-7-oxabicyclo[2.2.1]heptan-2-yl]-2-methylpent-2-en-1-yl acetate

C32H54O6 (534.392)


   

10-ethyl-5-hydroxy-4-(2-hydroxypropan-2-yl)-3,11-dioxatricyclo[7.3.0.0²,⁶]dodeca-1(9),2(6),7-trien-12-one

10-ethyl-5-hydroxy-4-(2-hydroxypropan-2-yl)-3,11-dioxatricyclo[7.3.0.0²,⁶]dodeca-1(9),2(6),7-trien-12-one

C15H18O5 (278.1154)


   

6,7,18,19,24-pentahydroxy-2,6,10,15,19,23-hexamethyltetracosa-2,10,14,22-tetraen-1-yl acetate

6,7,18,19,24-pentahydroxy-2,6,10,15,19,23-hexamethyltetracosa-2,10,14,22-tetraen-1-yl acetate

C32H56O7 (552.4026)


   

(5r)-2-butanoyl-3,5-dihydroxycyclohex-2-en-1-one

(5r)-2-butanoyl-3,5-dihydroxycyclohex-2-en-1-one

C10H14O4 (198.0892)


   

3-benzyl-1,6,12,13-tetrahydroxy-4,10,12-trimethyl-5-methylidene-3h,3ah,4h,6h,6ah,9h,10h,11h,13h,14h-cycloundeca[d]isoindol-15-one

3-benzyl-1,6,12,13-tetrahydroxy-4,10,12-trimethyl-5-methylidene-3h,3ah,4h,6h,6ah,9h,10h,11h,13h,14h-cycloundeca[d]isoindol-15-one

C28H37NO5 (467.2672)


   

[1,1'-binaphthalene]-2,2',6,6'-tetrol

[1,1'-binaphthalene]-2,2',6,6'-tetrol

C20H14O4 (318.0892)


   

(2e,6s,7s,10e,14e,18s,19s,22e)-6,7,18,19,24-pentahydroxy-2,6,10,15,19,23-hexamethyltetracosa-2,10,14,22-tetraenoic acid

(2e,6s,7s,10e,14e,18s,19s,22e)-6,7,18,19,24-pentahydroxy-2,6,10,15,19,23-hexamethyltetracosa-2,10,14,22-tetraenoic acid

C30H52O7 (524.3713)


   

(2e)-5-[(1s,2s,3s,4r)-2,4-dimethyl-3-[(3e,7s,8s,11e)-7,8,13-trihydroxy-4,8,12-trimethyltrideca-3,11-dien-1-yl]-7-oxabicyclo[2.2.1]heptan-2-yl]-2-methylpent-2-en-1-yl acetate

(2e)-5-[(1s,2s,3s,4r)-2,4-dimethyl-3-[(3e,7s,8s,11e)-7,8,13-trihydroxy-4,8,12-trimethyltrideca-3,11-dien-1-yl]-7-oxabicyclo[2.2.1]heptan-2-yl]-2-methylpent-2-en-1-yl acetate

C32H54O6 (534.392)


   

(3s,3ar,4s,6s,6ar,10s,12r,15as)-3-benzyl-1,6,12-trihydroxy-4,10,12-trimethyl-5-methylidene-3h,3ah,4h,6h,6ah,9h,10h,11h,13h,14h-cycloundeca[d]isoindol-15-one

(3s,3ar,4s,6s,6ar,10s,12r,15as)-3-benzyl-1,6,12-trihydroxy-4,10,12-trimethyl-5-methylidene-3h,3ah,4h,6h,6ah,9h,10h,11h,13h,14h-cycloundeca[d]isoindol-15-one

C28H37NO4 (451.2722)


   

4-(4-hydroxy-3,5-dimethoxyphenyl)-tetrahydro-3h-furo[3,4-c]furan-1-one

4-(4-hydroxy-3,5-dimethoxyphenyl)-tetrahydro-3h-furo[3,4-c]furan-1-one

C14H16O6 (280.0947)


   

(1s,2r,3ar,4s,6r)-7-formyl-2-hydroxy-1-(hydroxymethyl)-1,3,3,6-tetramethyl-3a,4,5,6-tetrahydro-2h-inden-4-yl acetate

(1s,2r,3ar,4s,6r)-7-formyl-2-hydroxy-1-(hydroxymethyl)-1,3,3,6-tetramethyl-3a,4,5,6-tetrahydro-2h-inden-4-yl acetate

C17H26O5 (310.178)


   

(3s,3ar,4s,5r,7r,8s,10s,12s,15r,15ar)-3-benzyl-1,5,7,8-tetrahydroxy-4,5,10,12-tetramethyl-3h,3ah,4h,7h,8h,9h,10h,11h,12h,15h-cycloundeca[d]isoindol-15-yl acetate

(3s,3ar,4s,5r,7r,8s,10s,12s,15r,15ar)-3-benzyl-1,5,7,8-tetrahydroxy-4,5,10,12-tetramethyl-3h,3ah,4h,7h,8h,9h,10h,11h,12h,15h-cycloundeca[d]isoindol-15-yl acetate

C30H41NO6 (511.2934)


   

7-(acetyloxy)-3'-hydroxy-6',7-dimethyl-6,8-dioxo-4h-spiro[2-benzopyran-3,2'-oxan]-4-yl 2-methylbut-2-enoate

7-(acetyloxy)-3'-hydroxy-6',7-dimethyl-6,8-dioxo-4h-spiro[2-benzopyran-3,2'-oxan]-4-yl 2-methylbut-2-enoate

C22H26O9 (434.1577)


   

5-hydroxy-2-methyl-2,3-dihydro-1-benzopyran-4-one

5-hydroxy-2-methyl-2,3-dihydro-1-benzopyran-4-one

C10H10O3 (178.063)


   

(4r,6r,8s)-8,10,16,18-tetrahydroxy-5-oxahexacyclo[11.7.1.0²,¹².0³,⁹.0⁴,⁶.0¹⁷,²¹]henicosa-1(20),2,9,11,13(21),14,16,18-octaen-7-one

(4r,6r,8s)-8,10,16,18-tetrahydroxy-5-oxahexacyclo[11.7.1.0²,¹².0³,⁹.0⁴,⁶.0¹⁷,²¹]henicosa-1(20),2,9,11,13(21),14,16,18-octaen-7-one

C20H12O6 (348.0634)


   

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

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

C24H28O10 (476.1682)


   

3-(2,3-dimethoxy-5-methylphenyl)-3,5-dihydroxy-7-methoxy-2-benzofuran-1-one

3-(2,3-dimethoxy-5-methylphenyl)-3,5-dihydroxy-7-methoxy-2-benzofuran-1-one

C18H18O7 (346.1052)


   

10-ethyl-4-(2-hydroxypropan-2-yl)-3,11-dioxatricyclo[7.3.0.0²,⁶]dodeca-1(9),2(6),7-trien-12-one

10-ethyl-4-(2-hydroxypropan-2-yl)-3,11-dioxatricyclo[7.3.0.0²,⁶]dodeca-1(9),2(6),7-trien-12-one

C15H18O4 (262.1205)


   

7-hydroxy-1,1,3,5-tetramethyl-5,6,7,7a-tetrahydroindene-4-carbaldehyde

7-hydroxy-1,1,3,5-tetramethyl-5,6,7,7a-tetrahydroindene-4-carbaldehyde

C14H20O2 (220.1463)


   

(2r,3r,5r,7s,7ar)-3,4-diformyl-7-hydroxy-1,1,3,5-tetramethyl-5,6,7,7a-tetrahydro-2h-inden-2-yl acetate

(2r,3r,5r,7s,7ar)-3,4-diformyl-7-hydroxy-1,1,3,5-tetramethyl-5,6,7,7a-tetrahydro-2h-inden-2-yl acetate

C17H24O5 (308.1624)


   

(4r,5s,10r)-10-ethyl-5-hydroxy-4-(2-hydroxypropan-2-yl)-3,11-dioxatricyclo[7.3.0.0²,⁶]dodeca-1(9),2(6),7-trien-12-one

(4r,5s,10r)-10-ethyl-5-hydroxy-4-(2-hydroxypropan-2-yl)-3,11-dioxatricyclo[7.3.0.0²,⁶]dodeca-1(9),2(6),7-trien-12-one

C15H18O5 (278.1154)


   

(1r,3r,4s,5r,7s,8s,9r,11s,12s)-11,12-dihydroxy-5,7-dimethoxy-2,2,4,9-tetramethyl-6-oxatricyclo[6.3.1.0⁴,¹²]dodecan-3-yl acetate

(1r,3r,4s,5r,7s,8s,9r,11s,12s)-11,12-dihydroxy-5,7-dimethoxy-2,2,4,9-tetramethyl-6-oxatricyclo[6.3.1.0⁴,¹²]dodecan-3-yl acetate

C19H32O7 (372.2148)


   

2-{9,11a-dimethyl-1h,2h,10h,11h-cyclopenta[a]phenanthren-1-yl}-5,6-dimethylhept-3-ene

2-{9,11a-dimethyl-1h,2h,10h,11h-cyclopenta[a]phenanthren-1-yl}-5,6-dimethylhept-3-ene

C28H36 (372.2817)


   

3,5-dihydroxy-3-(2-hydroxy-3-methoxy-5-methylphenyl)-7-methoxy-2-benzofuran-1-one

3,5-dihydroxy-3-(2-hydroxy-3-methoxy-5-methylphenyl)-7-methoxy-2-benzofuran-1-one

C17H16O7 (332.0896)


   

(2s,4s,5s)-hept-6-ene-2,4,5-triol

(2s,4s,5s)-hept-6-ene-2,4,5-triol

C7H14O3 (146.0943)


   

1-(3-hydroxy-6-methylhept-5-en-2-yl)-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-7-ol

1-(3-hydroxy-6-methylhept-5-en-2-yl)-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-7-ol

C30H48O2 (440.3654)


   

[6-hydroxy-1-(2-hydroxy-3-methoxy-5-methylphenyl)-4-methoxy-3-oxo-1h-isoindol-2-yl]acetic acid

[6-hydroxy-1-(2-hydroxy-3-methoxy-5-methylphenyl)-4-methoxy-3-oxo-1h-isoindol-2-yl]acetic acid

C19H19NO7 (373.1161)


   

3-benzyl-1,6,12-trihydroxy-13-methoxy-4,10,12-trimethyl-5-methylidene-3h,3ah,4h,6h,6ah,9h,10h,11h,13h,14h-cycloundeca[d]isoindol-15-one

3-benzyl-1,6,12-trihydroxy-13-methoxy-4,10,12-trimethyl-5-methylidene-3h,3ah,4h,6h,6ah,9h,10h,11h,13h,14h-cycloundeca[d]isoindol-15-one

C29H39NO5 (481.2828)


   

methyl 2-(acetyloxy)-3a,7-dihydroxy-3-(hydroxymethyl)-1,1,3,5-tetramethyl-hexahydroindene-4-carboxylate

methyl 2-(acetyloxy)-3a,7-dihydroxy-3-(hydroxymethyl)-1,1,3,5-tetramethyl-hexahydroindene-4-carboxylate

C18H30O7 (358.1991)


   

2-{11a-methyl-1h,2h,10h,11h-cyclopenta[a]phenanthren-1-yl}-5,6-dimethylhept-3-ene

2-{11a-methyl-1h,2h,10h,11h-cyclopenta[a]phenanthren-1-yl}-5,6-dimethylhept-3-ene

C27H34 (358.266)


   

(2e)-5-[(1r,2r,3r,4s)-2,4-dimethyl-3-[(3e,7r,8r,11e)-7,8,13-trihydroxy-4,8,12-trimethyltrideca-3,11-dien-1-yl]-7-oxabicyclo[2.2.1]heptan-2-yl]-2-methylpent-2-en-1-yl acetate

(2e)-5-[(1r,2r,3r,4s)-2,4-dimethyl-3-[(3e,7r,8r,11e)-7,8,13-trihydroxy-4,8,12-trimethyltrideca-3,11-dien-1-yl]-7-oxabicyclo[2.2.1]heptan-2-yl]-2-methylpent-2-en-1-yl acetate

C32H54O6 (534.392)


   

(1r,9ar,9br,11ar)-9a,11a-dimethyl-1-[(2s,3e)-6-methylhept-3-en-2-yl]-1h,2h,3h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

(1r,9ar,9br,11ar)-9a,11a-dimethyl-1-[(2s,3e)-6-methylhept-3-en-2-yl]-1h,2h,3h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

C27H38O (378.2922)


   

(10r)-10-ethyl-3,11-dioxatricyclo[7.3.0.0²,⁶]dodeca-1,4,6,8-tetraen-12-one

(10r)-10-ethyl-3,11-dioxatricyclo[7.3.0.0²,⁶]dodeca-1,4,6,8-tetraen-12-one

C12H10O3 (202.063)


   

(3ar,4r,6ar)-4-(4-hydroxy-3,5-dimethoxyphenyl)-tetrahydro-3h-furo[3,4-c]furan-1-one

(3ar,4r,6ar)-4-(4-hydroxy-3,5-dimethoxyphenyl)-tetrahydro-3h-furo[3,4-c]furan-1-one

C14H16O6 (280.0947)


   

(2e,6s,7s,10e,14e,18s,19s,22e)-6,7,18,19,24-pentahydroxy-2,6,10,15,19,23-hexamethyltetracosa-2,10,14,22-tetraen-1-yl acetate

(2e,6s,7s,10e,14e,18s,19s,22e)-6,7,18,19,24-pentahydroxy-2,6,10,15,19,23-hexamethyltetracosa-2,10,14,22-tetraen-1-yl acetate

C32H56O7 (552.4026)


   

[1,1'-binaphthalene]-4,4',5,5'-tetrol

[1,1'-binaphthalene]-4,4',5,5'-tetrol

C20H14O4 (318.0892)


   

(2e,6r,7s,10e,14e,18r,19s,22e)-2,6,10,15,19,23-hexamethyltetracosa-2,10,14,22-tetraene-1,6,7,18,19,24-hexol

(2e,6r,7s,10e,14e,18r,19s,22e)-2,6,10,15,19,23-hexamethyltetracosa-2,10,14,22-tetraene-1,6,7,18,19,24-hexol

C30H54O6 (510.392)


   

10-ethyl-3,11-dioxatricyclo[7.3.0.0²,⁶]dodeca-1,4,6,8-tetraen-12-one

10-ethyl-3,11-dioxatricyclo[7.3.0.0²,⁶]dodeca-1,4,6,8-tetraen-12-one

C12H10O3 (202.063)


   

3,9,12b-trihydroxy-5h,6h,6ah,6bh,7h-benzo[j]fluoranthene-4,8-dione

3,9,12b-trihydroxy-5h,6h,6ah,6bh,7h-benzo[j]fluoranthene-4,8-dione

C20H16O5 (336.0998)


   

1-(3-hydroxy-6-methylhept-5-en-2-yl)-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-7-one

1-(3-hydroxy-6-methylhept-5-en-2-yl)-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-7-one

C30H46O2 (438.3498)


   

3-docosyl-5-methoxy-2-methylcyclohexa-2,5-diene-1,4-dione

3-docosyl-5-methoxy-2-methylcyclohexa-2,5-diene-1,4-dione

C30H52O3 (460.3916)


   

(1r,9ar,9br,11ar)-9a,11a-dimethyl-1-[(2r,3e)-6-methylhept-3-en-2-yl]-1h,2h,3h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

(1r,9ar,9br,11ar)-9a,11a-dimethyl-1-[(2r,3e)-6-methylhept-3-en-2-yl]-1h,2h,3h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

C27H38O (378.2922)


   

3-henicosyl-5-methoxy-2-methylcyclohexa-2,5-diene-1,4-dione

3-henicosyl-5-methoxy-2-methylcyclohexa-2,5-diene-1,4-dione

C29H50O3 (446.376)


   

(4r,10r)-10-ethyl-4-(2-hydroxypropan-2-yl)-3,11-dioxatricyclo[7.3.0.0²,⁶]dodeca-1(9),2(6),7-trien-12-one

(4r,10r)-10-ethyl-4-(2-hydroxypropan-2-yl)-3,11-dioxatricyclo[7.3.0.0²,⁶]dodeca-1(9),2(6),7-trien-12-one

C15H18O4 (262.1205)