NCBI Taxonomy: 55067

Phaeosphaeria (ncbi_taxid: 55067)

found 57 associated metabolites at genus taxonomy rank level.

Ancestor: Phaeosphaeriaceae

Child Taxonomies: Phaeosphaeria lutea, Phaeosphaeria nardi, Phaeosphaeria musae, Phaeosphaeria ampeli, Phaeosphaeria oryzae, Phaeosphaeria halima, Phaeosphaeria lindii, Phaeosphaeria setosa, Phaeosphaeria vagans, Phaeosphaeria occulta, Phaeosphaeria parvula, Phaeosphaeria cycadis, Phaeosphaeria papayae, Phaeosphaeria eustoma, Phaeosphaeria acaciae, Phaeosphaeria poagena, Phaeosphaeria caricis, Phaeosphaeria juncina, Phaeosphaeria nigrans, Phaeosphaeria elongata, Phaeosphaeria lunariae, Phaeosphaeria anchiala, Phaeosphaeria olivacea, Phaeosphaeria sinensis, Phaeosphaeria sowerbyi, Phaeosphaeria berlesei, Phaeosphaeria culmorum, Phaeosphaeria fuckelii, Phaeosphaeria insignis, Phaeosphaeria luctuosa, Phaeosphaeria arenaria, Phaeosphaeria graminis, Phaeosphaeria scalesiae, Phaeosphaeria stonesiae, Phaeosphaeria fusispora, Phaeosphaeria spartinae, Phaeosphaeria hyphaenes, Phaeosphaeria podocarpi, Phaeosphaeria norfolcia, Phaeosphaeria chinensis, Phaeosphaeria juncicola, Phaeosphaeria penniseti, Phaeosphaeria silvatica, Phaeosphaeria epicalamia, Phaeosphaeria marciensis, Phaeosphaeria fructigena, Phaeosphaeria calamicola, Phaeosphaeria tofieldiae, Phaeosphaeria orae-maris, Phaeosphaeria caricicola, Phaeosphaeria dennisiana, Phaeosphaeria juncophila, Phaeosphaeria lycopodina, Phaeosphaeria ammophilae, Phaeosphaeria breonadiae, Phaeosphaeria blodgettiae, Phaeosphaeria rousseliana, Phaeosphaeria caricinella, Phaeosphaeria chiangraina, Phaeosphaeria pleurospora, Phaeosphaeria pontiformis, Phaeosphaeria volkartiana, unclassified Phaeosphaeria, Phaeosphaeria phoenicicola, Phaeosphaeria spartinicola, Phaeosphaeria cf. caricicola, Phaeosphaeria caricis-sectae, Phaeosphaeria herpotrichoides, Phaeosphaeria silenes-acaulis, Phaeosphaeria triglochinicola, Phaeosphaeria thysanolaenicola, Phaeosphaeria glyceriae-plicatae, Phaeosphaeria aff. nodorum ZL-2007a, Phaeosphaeria avenaria f. sp. tritici 1 MM-2012 x Phaeosphaeria nodorum

Ergosterol

(1R,3aR,7S,9aR,9bS,11aR)-1-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-9a,11a-dimethyl-1H,2H,3H,3aH,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-ol

C28H44O (396.3392)


Ergosterol is a phytosterol consisting of ergostane having double bonds at the 5,6-, 7,8- and 22,23-positions as well as a 3beta-hydroxy group. It has a role as a fungal metabolite and a Saccharomyces cerevisiae metabolite. It is a 3beta-sterol, an ergostanoid, a 3beta-hydroxy-Delta(5)-steroid and a member of phytosterols. A steroid of interest both because its biosynthesis in FUNGI is a target of ANTIFUNGAL AGENTS, notably AZOLES, and because when it is present in SKIN of animals, ULTRAVIOLET RAYS break a bond to result in ERGOCALCIFEROL. Ergosterol is a natural product found in Gladiolus italicus, Ramaria formosa, and other organisms with data available. ergosterol is a metabolite found in or produced by Saccharomyces cerevisiae. A steroid occurring in FUNGI. Irradiation with ULTRAVIOLET RAYS results in formation of ERGOCALCIFEROL (vitamin D2). See also: Reishi (part of). Ergosterol, also known as provitamin D2, belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Thus, ergosterol is considered to be a sterol lipid molecule. Ergosterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Ergosterol is the biological precursor to vitamin D2. It is turned into viosterol by ultraviolet light, and is then converted into ergocalciferol, which is a form of vitamin D. Ergosterol is a component of fungal cell membranes, serving the same function that cholesterol serves in animal cells. Ergosterol is not found in mammalian cell membranes. A phytosterol consisting of ergostane having double bonds at the 5,6-, 7,8- and 22,23-positions as well as a 3beta-hydroxy group. Ergosterol. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=57-87-4 (retrieved 2024-07-12) (CAS RN: 57-87-4). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Ergosterol is the primary sterol found in fungi, with antioxidative, anti-proliferative, and anti-inflammatory effects. Ergosterol is the primary sterol found in fungi, with antioxidative, anti-proliferative, and anti-inflammatory effects.

   

Obtusifoliol

(3S,4S,5S,10S,13R,14R,17R)-4,10,13,14-Tetramethyl-17-((R)-6-methyl-5-methyleneheptan-2-yl)-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol

C30H50O (426.3861)


Obtusifoliol belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Thus, obtusifoliol is considered to be a sterol lipid molecule. Obtusifoliol is found, on average, in the highest concentration within evening primroses. Obtusifoliol has also been detected, but not quantified in, several different foods, such as common chokecherries, jicama, pepper (C. frutescens), avocado, and pecan nuts. This could make obtusifoliol a potential biomarker for the consumption of these foods. Obtusifoliol is an intermediate in the biosynthesis of cholesterol: in a reaction catalyzed by the enzyme CYP51A1 (EC 1.14.13.70, sterol 14-demethylase) (PMID: 9559662). CYP51A1 is a housekeeping enzyme essential for the viability of mammals, an essential step in cholesterol biosynthesis. Sterol 14-demethylation occurs in all organisms exhibiting de novo sterol biosynthesis and CYP51A1 has been conserved throughout evolution (PMID: 8797093). Obtusifoliol is an intermediate in the biosynthesis of cholesterol, in a reaction catalyzed by the enzyme CYP51A1 (EC 1.14.13.70, sterol 14-demethylase). (PMID: 9559662); CYP51A1 is a housekeeping enzyme essential for viability of mammals, essential step in cholesterol biosynthesis; sterol 14-demethylation occurs in all organism exhibiting de novo sterol biosynthesis, and CYP51A1 has been conserved throughout evolution. (PMID: 8797093). Obtusifoliol is found in many foods, some of which are jews ear, mamey sapote, star fruit, and tinda. Obtusifoliol is a natural product found in Euphorbia chamaesyce, Euphorbia nicaeensis, and other organisms with data available. Obtusifoliol is a specific CYP51 inhibitor, Obtusifoliol shows the affinity with Kd values of 1.2 μM and 1.4 μM for Trypanosoma brucei (TB) and human CYP51, respectively[1]. Obtusifoliol is a specific CYP51 inhibitor, Obtusifoliol shows the affinity with Kd values of 1.2 μM and 1.4 μM for Trypanosoma brucei (TB) and human CYP51, respectively[1].

   

Gibberellin A4

NCGC00380182-01_C19H24O5_(1R,2R,5R,8R,9S,10R,12S)-12-Hydroxy-11-methyl-6-methylene-16-oxo-15-oxapentacyclo[9.3.2.1~5,8~.0~1,10~.0~2,8~]heptadecane-9-carboxylic acid

C19H24O5 (332.1624)


A C19-gibberellin, initially identified in Gibberella fujikuroi and differing from gibberellin A1 by the substitution of the OH at C-7 (gibbane numbering) by H. D006133 - Growth Substances > D010937 - Plant Growth Regulators > D005875 - Gibberellins Acquisition and generation of the data is financially supported in part by CREST/JST. CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 16

   

Geranylgeranyl-PP

{[hydroxy({[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy})phosphoryl]oxy}phosphonic acid

C20H36O7P2 (450.1936)


Geranylgeranyl pyrophosphate, also known as geranylgeranyl-PP or GGPP, is an intermediate in the HMG-CoA reductase pathway used by organisms in the biosynthesis of terpenes and terpenoids. This compound belongs to the family of acyclic diterpenes. These are diterpenes (compounds made of four consecutive isoprene units) that do not contain a cycle. Thus, GGPP is considered to be an isoprenoid lipid molecule. GGPP is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Geranylgeranyl pyrophosphate is an intermediate in the HMG-CoA reductase pathway used by organisms in the biosynthesis of terpenes and terpenoids. [HMDB]. Geranylgeranyl-PP is found in many foods, some of which are burdock, longan, calabash, and cloves.

   

Gibberellin A9

Gibberellin A9

C19H24O4 (316.1675)


A C19-gibberellin that is a pentacyclic diterpenoid responsible for promoting growth and elongation of cells in plants. Initially identified in Gibberella fujikuroi it differs from gibberellin A1 in the absence of OH groups at C-2 and C-7 (gibbane numberings).

   

gibberellin A24

(1R,2S,3S,4R,8R,9R,12R)-8-formyl-4-methyl-13-methylidenetetracyclo[10.2.1.01,9.03,8]pentadecane-2,4-dicarboxylic acid

C20H26O5 (346.178)


A C20-gibberellin that consists of a tetracyclic skeleton bearing two carboxy and a formyl group. D006133 - Growth Substances > D010937 - Plant Growth Regulators > D005875 - Gibberellins

   

fecosterol

(2S,5S,7S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-ol

C28H46O (398.3548)


Fecosterol, also known as 24-methylene-5alpha-cholest-8-en-3beta-ol or delta-8(24),28-ergostadienol, belongs to ergosterols and derivatives class of compounds. Those are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Thus, fecosterol is considered to be a sterol lipid molecule. Fecosterol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Fecosterol can be synthesized from 5alpha-ergostane. Fecosterol can also be synthesized into fecosterol ester. Fecosterol can be found in a number of food items such as jews ear, lima bean, persimmon, and european plum, which makes fecosterol a potential biomarker for the consumption of these food products. Fecosterol may be a unique S.cerevisiae (yeast) metabolite. Fecosterol is a sterol made by certain fungi and lichens .

   

Methoxybrassinin

N-[(1-methoxy-1H-indol-3-yl)methyl](methylsulfanyl)carbothioamide

C12H14N2OS2 (266.0548)


Isolated from Brassica campestris sspecies pekinensis (Cruciferae) inoculated with Pseudomonas cichorii. Methoxybrassinin is found in many foods, some of which are turnip, chinese cabbage, brassicas, and swede. Methoxybrassinin is found in brassicas. Methoxybrassinin is isolated from Brassica campestris ssp. pekinensis (Cruciferae) inoculated with Pseudomonas cichorii.

   
   

4alpha-Methylfecosterol

(2S,5S,6S,7S,11R,14R,15R)-2,6,15-trimethyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-ol

C29H48O (412.3705)


4alpha-Methylfecosterol belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Thus, 4alpha-methylfecosterol is considered to be a sterol lipid molecule. 4alpha-Methylfecosterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 4alpha-Methylfecosterol is involved in the biosynthesis of steroids. 4alpha-Methylfecosterol is converted from delta8,14-sterol by delta14-sterol reductase (EC 1.3.1.70). 4alpha-Methylfecosterol is converted into 24-methylenelophenol by cholestenol delta-isomerase (EC 5.3.3.5). Minor constituent of yeast and constituent of wheat germ oil (Triticum aestivum)

   

Episterol

(1R,2S,5S,7S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-5-ol

C28H46O (398.3548)


Episterol belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Thus, episterol is considered to be a sterol lipid molecule. Episterol is involved in the biosynthesis of steroids. Episterol is converted from 24-methylenelophenol. Episterol is converted into 5-dehydroepisterol by lathosterol oxidase (EC 1.14.21.6). Episterol is involved in the biosynthesis of steroids. Episterol is converted from 24-Methylenelophenol. Episterol is converted to 5-Dehydroepisterol by lathosterol oxidase [EC:1.14.21.6]. [HMDB]. Episterol is found in many foods, some of which are common chokecherry, eggplant, wax gourd, and red huckleberry.

   

DL-Mevalonolactone

4-Hydroxy-4-methyltetrahydro-2H-pyran-2-one

C6H10O3 (130.063)


DL-Mevalonolactone ((±)-Mevalonolactone;Mevalolactone) is the δ-lactone form of mevalonic acid, a precursor in the mevalonate pathway. DL-Mevalonolactone (Mevalonolactone) decreases mitochondrial membrane potential (?Ψm), NAD(P)H content and the capacity to retain Ca2+ in the brain, besides inducing mitochondrial swelling[1][2].

   

Mevalonolactone

(+/-) tetrahydro-4-hydroxy-4-methyl-2H-pyran-2-one

C6H10O3 (130.063)


Mevalonolactone is a substance obtained by the dehydration of mevalonic acid and is rapidly converted back into mevalonic acid in water. Mevaolonic acid exists in equilibrium with mevalolactone, which is formed by internal condensation of mevalonic acids terminal alcohol and carboxylic acid functional groups. Mevalonic acid is a key intermediate in the biosynthesis of terpenes and steroids. Mevalonolactone is known ot inhibit HMG-CoA reductase activity. [HMDB] Mevalonolactone is a substance obtained by the dehydration of mevalonic acid and is rapidly converted back into mevalonic acid in water. Mevaolonic acid exists in equilibrium with mevalolactone, which is formed by internal condensation of mevalonic acids terminal alcohol and carboxylic acid functional groups. Mevalonic acid is a key intermediate in the biosynthesis of terpenes and steroids. Mevalonolactone is known ot inhibit HMG-CoA reductase activity. DL-Mevalonolactone ((±)-Mevalonolactone;Mevalolactone) is the δ-lactone form of mevalonic acid, a precursor in the mevalonate pathway. DL-Mevalonolactone (Mevalonolactone) decreases mitochondrial membrane potential (?Ψm), NAD(P)H content and the capacity to retain Ca2+ in the brain, besides inducing mitochondrial swelling[1][2].

   

Cyclobrassinin

4,9-dihydro-2-(methylthio)-1,3-thiazino[6,5-b]Indole, 9ci

C11H10N2S2 (234.0285)


Isolated from Chinese cabbage (Brassica campestris sspecies pekinensis)(Cruciferae) heads inoculated with Pseudomonas cichorii. Cyclobrassinin is found in many foods, some of which are chinese cabbage, brassicas, chinese mustard, and swede. Cyclobrassinin is found in brassicas. Cyclobrassinin is isolated from Chinese cabbage (Brassica campestris ssp. pekinensis)(Cruciferae) heads inoculated with Pseudomonas cichorii.

   

(3beta,5alpha)-4,4-Dimethylergosta-8,24(28)-dien-3-ol

2,6,6,15-tetramethyl-14-(6-methyl-5-methylideneheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-ol

C30H50O (426.3861)


(3beta,5alpha)-4,4-Dimethylergosta-8,24(28)-dien-3-ol is found in mushrooms. (3beta,5alpha)-4,4-Dimethylergosta-8,24(28)-dien-3-ol is a metabolite of Marasmius oreades (fairy ring mushroom Metabolite of Marasmius oreades (fairy ring mushroom). (3beta,5alpha)-4,4-Dimethylergosta-8,24(28)-dien-3-ol is found in mushrooms.

   

(3S,9S,10R,13R,17R)-17-((2R,5R,E)-5,6-Dimethylhept-3-en-2-yl)-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

14-(5,6-dimethylhept-3-en-2-yl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-7,9-dien-5-ol

C28H44O (396.3392)


   

Geranylgeraniol diphosphate

({hydroxy[(3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)oxy]phosphoryl}oxy)phosphonic acid

C20H36O7P2 (450.1936)


   

Gibberellin A4

4aalpha,4bbeta-Gibbane-1alpha,10beta-dicarboxylic acid, 2beta,4a-dihydroxy-1-methyl-8-methylene-, 1,4a-lactone

C19H24O5 (332.1624)


Gibberellin a4 is a member of the class of compounds known as c19-gibberellin 6-carboxylic acids. C19-gibberellin 6-carboxylic acids are c19-gibberellins with a carboxyl group at the 6-position. Gibberellin a4 is slightly soluble (in water) and a weakly acidic compound (based on its pKa). Gibberellin a4 can be found in a number of food items such as passion fruit, dandelion, mamey sapote, and vanilla, which makes gibberellin a4 a potential biomarker for the consumption of these food products. D006133 - Growth Substances > D010937 - Plant Growth Regulators > D005875 - Gibberellins

   

Gibberellin A9

11-Methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadecane-9-carboxylic acid

C19H24O4 (316.1675)


Gibberellin a9 is a member of the class of compounds known as c19-gibberellin 6-carboxylic acids. C19-gibberellin 6-carboxylic acids are c19-gibberellins with a carboxyl group at the 6-position. Gibberellin a9 is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Gibberellin a9 can be found in a number of food items such as black mulberry, saffron, pear, and winter squash, which makes gibberellin a9 a potential biomarker for the consumption of these food products.

   

Gibberellin A24

8-Formyl-4-methyl-13-methylidenetetracyclo[10.2.1.01,9.03,8]pentadecane-2,4-dicarboxylic acid

C20H26O5 (346.178)


Gibberellin a24 is a member of the class of compounds known as c20-gibberellin 6-carboxylic acids. C20-gibberellin 6-carboxylic acids are c20-gibberellins with a carboxyl group at the 6-position. Gibberellin a24 is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Gibberellin a24 can be found in a number of food items such as root vegetables, breadnut tree seed, lime, and carob, which makes gibberellin a24 a potential biomarker for the consumption of these food products. D006133 - Growth Substances > D010937 - Plant Growth Regulators > D005875 - Gibberellins

   

Phaeosphenone

Phaeosphenone

C30H26O10 (546.1526)


   

Rousselianone A

Rousselianone A

C19H18O7 (358.1052)


   

2,4-Dihydroxy-3,6-dimethylbenzaldehyde

2,4-Dihydroxy-3,6-dimethylbenzaldehyde

C9H10O3 (166.063)


   

Mevalonolactone

D-Mevalonolactone

C6H10O3 (130.063)


   

Divalonic acid

(±)-β-Hydroxy-β-methyl-δ-valerolactone

C6H10O3 (130.063)


DL-Mevalonolactone ((±)-Mevalonolactone;Mevalolactone) is the δ-lactone form of mevalonic acid, a precursor in the mevalonate pathway. DL-Mevalonolactone (Mevalonolactone) decreases mitochondrial membrane potential (?Ψm), NAD(P)H content and the capacity to retain Ca2+ in the brain, besides inducing mitochondrial swelling[1][2].

   

(3beta,5alpha)-4,4-Dimethylergosta-8,24(28)-dien-3-ol

2,6,6,15-tetramethyl-14-(6-methyl-5-methylideneheptan-2-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-ol

C30H50O (426.3861)


   

Triticusterol

2,6,15-trimethyl-14-(6-methyl-5-methylideneheptan-2-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-ol

C29H48O (412.3705)


   

CYCLOBRASSININ

4,9-dihydro-2-(methylthio)-1,3-thiazino[6,5-b]Indole, 9ci

C11H10N2S2 (234.0285)


   

FA 6:1;O

4-Hydroxy-4-methyltetrahydro-2H-pyran-2-one

C6H10O3 (130.063)


DL-Mevalonolactone ((±)-Mevalonolactone;Mevalolactone) is the δ-lactone form of mevalonic acid, a precursor in the mevalonate pathway. DL-Mevalonolactone (Mevalonolactone) decreases mitochondrial membrane potential (?Ψm), NAD(P)H content and the capacity to retain Ca2+ in the brain, besides inducing mitochondrial swelling[1][2].

   

Geranylgeranyl diphosphate

3,7,11,15-tetramethyl-2Z,6Z,10Z,14-hexadecatetraen-1-ol diphosphate

C20H36O7P2 (450.1936)


   

4-hydroxy-4-methyloxan-2-one

4-hydroxy-4-methyloxan-2-one

C6H10O3 (130.063)


A member of the class of 2-pyranones that is tetrahydro-2H-pyran-2-one substituted by a methyl and hydroxy group at position 4.

   

Methoxybrassinin

[(1-methoxy-3-indolyl)methylamino]methanedithioic acid methyl ester

C12H14N2OS2 (266.0548)


   

(5s,6s)-5,6-dihydroxy-3,6-dimethylcyclohex-2-en-1-one

(5s,6s)-5,6-dihydroxy-3,6-dimethylcyclohex-2-en-1-one

C8H12O3 (156.0786)


   

(1r,2r,21s,23s)-21-acetyl-3,18-dihydroxy-2,7,14,19-tetramethoxy-23-methyl-22,25-dioxaheptacyclo[19.3.1.0¹,¹⁰.0⁴,⁹.0⁸,¹³.0¹¹,²⁰.0¹²,¹⁷]pentacosa-3,6,8,10,12,14,17,19-octaene-5,16-dione

(1r,2r,21s,23s)-21-acetyl-3,18-dihydroxy-2,7,14,19-tetramethoxy-23-methyl-22,25-dioxaheptacyclo[19.3.1.0¹,¹⁰.0⁴,⁹.0⁸,¹³.0¹¹,²⁰.0¹²,¹⁷]pentacosa-3,6,8,10,12,14,17,19-octaene-5,16-dione

C30H26O11 (562.1475)


   

3,4,8-trihydroxy-6-methoxy-3,4-dihydro-2h-naphthalen-1-one

3,4,8-trihydroxy-6-methoxy-3,4-dihydro-2h-naphthalen-1-one

C11H12O5 (224.0685)


   

1,1',4',5,5',8'-hexahydroxy-3,7-dimethyl-1',2',3',4',5',6',7',8'-octahydro-[2,2'-bianthracene]-9,9',10,10'-tetrone

1,1',4',5,5',8'-hexahydroxy-3,7-dimethyl-1',2',3',4',5',6',7',8'-octahydro-[2,2'-bianthracene]-9,9',10,10'-tetrone

C30H26O10 (546.1526)


   

(3s,4s)-3,4,8-trihydroxy-6-methoxy-3,4-dihydro-2h-naphthalen-1-one

(3s,4s)-3,4,8-trihydroxy-6-methoxy-3,4-dihydro-2h-naphthalen-1-one

C11H12O5 (224.0685)


   

2-({3-ethenyl-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-10-yl}oxy)-6-(hydroxymethyl)oxane-3,4,5-triol

2-({3-ethenyl-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-10-yl}oxy)-6-(hydroxymethyl)oxane-3,4,5-triol

C26H44O7 (468.3087)


   

12-acetyl-9,15-dihydroxy-13-(2-hydroxypropyl)-5,10,14,19-tetramethoxyhexacyclo[11.8.0.0²,¹¹.0³,⁸.0⁴,²⁰.0¹⁶,²¹]henicosa-1,3,5,8,10,15,18,20-octaene-7,17-dione

12-acetyl-9,15-dihydroxy-13-(2-hydroxypropyl)-5,10,14,19-tetramethoxyhexacyclo[11.8.0.0²,¹¹.0³,⁸.0⁴,²⁰.0¹⁶,²¹]henicosa-1,3,5,8,10,15,18,20-octaene-7,17-dione

C30H28O10 (548.1682)


   

(12s,13r,14s)-12-acetyl-9,15-dihydroxy-13-(2-hydroxypropyl)-5,10,14,19-tetramethoxyhexacyclo[11.8.0.0²,¹¹.0³,⁸.0⁴,²⁰.0¹⁶,²¹]henicosa-1,3,5,8,10,15,18,20-octaene-7,17-dione

(12s,13r,14s)-12-acetyl-9,15-dihydroxy-13-(2-hydroxypropyl)-5,10,14,19-tetramethoxyhexacyclo[11.8.0.0²,¹¹.0³,⁸.0⁴,²⁰.0¹⁶,²¹]henicosa-1,3,5,8,10,15,18,20-octaene-7,17-dione

C30H28O10 (548.1682)


   

3,18,21,25-tetrahydroxy-2,7,14,19-tetramethoxy-23,25-dimethyl-22-oxaheptacyclo[19.3.1.0¹,¹⁰.0⁴,⁹.0⁸,¹³.0¹¹,²⁰.0¹²,¹⁷]pentacosa-3,6,8,10,12,14,17,19-octaene-5,16-dione

3,18,21,25-tetrahydroxy-2,7,14,19-tetramethoxy-23,25-dimethyl-22-oxaheptacyclo[19.3.1.0¹,¹⁰.0⁴,⁹.0⁸,¹³.0¹¹,²⁰.0¹²,¹⁷]pentacosa-3,6,8,10,12,14,17,19-octaene-5,16-dione

C30H28O11 (564.1632)


   

5-acetyl-8,23-dihydroxy-7,12,19,24-tetramethoxy-3-methyl-4-oxaheptacyclo[14.8.0.0¹,⁵.0⁶,¹⁵.0⁹,¹⁴.0¹³,¹⁸.0¹⁷,²²]tetracosa-6,8,11,13,15,17,19,22-octaene-10,21-dione

5-acetyl-8,23-dihydroxy-7,12,19,24-tetramethoxy-3-methyl-4-oxaheptacyclo[14.8.0.0¹,⁵.0⁶,¹⁵.0⁹,¹⁴.0¹³,¹⁸.0¹⁷,²²]tetracosa-6,8,11,13,15,17,19,22-octaene-10,21-dione

C30H26O10 (546.1526)


   

(1r,2s,21s,23s)-2-acetyl-5,20-dihydroxy-4,9,16,21-tetramethoxy-23-methyl-22-oxaheptacyclo[11.11.0.0¹,²¹.0³,¹².0⁶,¹¹.0¹⁰,¹⁵.0¹⁴,¹⁹]tetracosa-3,5,8,10,12,14,16,19-octaene-7,18-dione

(1r,2s,21s,23s)-2-acetyl-5,20-dihydroxy-4,9,16,21-tetramethoxy-23-methyl-22-oxaheptacyclo[11.11.0.0¹,²¹.0³,¹².0⁶,¹¹.0¹⁰,¹⁵.0¹⁴,¹⁹]tetracosa-3,5,8,10,12,14,16,19-octaene-7,18-dione

C30H26O10 (546.1526)


   

(1s,2s,21r,23s)-21-acetyl-3,18-dihydroxy-2,7,14,19-tetramethoxy-23-methyl-22,25-dioxaheptacyclo[19.3.1.0¹,¹⁰.0⁴,⁹.0⁸,¹³.0¹¹,²⁰.0¹²,¹⁷]pentacosa-3,6,8,10,12,14,17,19-octaene-5,16-dione

(1s,2s,21r,23s)-21-acetyl-3,18-dihydroxy-2,7,14,19-tetramethoxy-23-methyl-22,25-dioxaheptacyclo[19.3.1.0¹,¹⁰.0⁴,⁹.0⁸,¹³.0¹¹,²⁰.0¹²,¹⁷]pentacosa-3,6,8,10,12,14,17,19-octaene-5,16-dione

C30H26O11 (562.1475)


   

[(3r,6r,9r,12s,15r,18r,21s)-5,8,11,14,17,20,23-heptahydroxy-3-[(1r)-1-hydroxyethyl]-6,9,21-tris(hydroxymethyl)-25-(2-hydroxytetradecan-2-yl)-12,18-dimethyl-2-oxo-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,13,16,19,22-heptaen-15-yl]acetic acid

[(3r,6r,9r,12s,15r,18r,21s)-5,8,11,14,17,20,23-heptahydroxy-3-[(1r)-1-hydroxyethyl]-6,9,21-tris(hydroxymethyl)-25-(2-hydroxytetradecan-2-yl)-12,18-dimethyl-2-oxo-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,13,16,19,22-heptaen-15-yl]acetic acid

C40H69N7O16 (903.4801)


   

2-acetyl-5,20-dihydroxy-4,9,16,21-tetramethoxy-23-methyl-22-oxaheptacyclo[11.11.0.0¹,²¹.0³,¹².0⁶,¹¹.0¹⁰,¹⁵.0¹⁴,¹⁹]tetracosa-3,5,8,10,12,14,16,19-octaene-7,18-dione

2-acetyl-5,20-dihydroxy-4,9,16,21-tetramethoxy-23-methyl-22-oxaheptacyclo[11.11.0.0¹,²¹.0³,¹².0⁶,¹¹.0¹⁰,¹⁵.0¹⁴,¹⁹]tetracosa-3,5,8,10,12,14,16,19-octaene-7,18-dione

C30H26O10 (546.1526)


   

(1'r,2's,4's,5'r,8'r)-1,1',4',5,5',8'-hexahydroxy-3,7-dimethyl-1',2',3',4',5',6',7',8'-octahydro-[2,2'-bianthracene]-9,9',10,10'-tetrone

(1'r,2's,4's,5'r,8'r)-1,1',4',5,5',8'-hexahydroxy-3,7-dimethyl-1',2',3',4',5',6',7',8'-octahydro-[2,2'-bianthracene]-9,9',10,10'-tetrone

C30H26O10 (546.1526)


   

(1r,3s,5r,24s)-5-acetyl-8,23-dihydroxy-7,12,19,24-tetramethoxy-3-methyl-4-oxaheptacyclo[14.8.0.0¹,⁵.0⁶,¹⁵.0⁹,¹⁴.0¹³,¹⁸.0¹⁷,²²]tetracosa-6,8,11,13,15,17,19,22-octaene-10,21-dione

(1r,3s,5r,24s)-5-acetyl-8,23-dihydroxy-7,12,19,24-tetramethoxy-3-methyl-4-oxaheptacyclo[14.8.0.0¹,⁵.0⁶,¹⁵.0⁹,¹⁴.0¹³,¹⁸.0¹⁷,²²]tetracosa-6,8,11,13,15,17,19,22-octaene-10,21-dione

C30H26O10 (546.1526)


   

(1r,2s,21s,23s,25r)-3,18,21,25-tetrahydroxy-2,7,14,19-tetramethoxy-23,25-dimethyl-22-oxaheptacyclo[19.3.1.0¹,¹⁰.0⁴,⁹.0⁸,¹³.0¹¹,²⁰.0¹²,¹⁷]pentacosa-3,6,8,10,12,14,17,19-octaene-5,16-dione

(1r,2s,21s,23s,25r)-3,18,21,25-tetrahydroxy-2,7,14,19-tetramethoxy-23,25-dimethyl-22-oxaheptacyclo[19.3.1.0¹,¹⁰.0⁴,⁹.0⁸,¹³.0¹¹,²⁰.0¹²,¹⁷]pentacosa-3,6,8,10,12,14,17,19-octaene-5,16-dione

C30H28O11 (564.1632)


   

21-acetyl-3,18-dihydroxy-2,7,14,19-tetramethoxy-23-methyl-22,25-dioxaheptacyclo[19.3.1.0¹,¹⁰.0⁴,⁹.0⁸,¹³.0¹¹,²⁰.0¹²,¹⁷]pentacosa-3,6,8,10,12,14,17,19-octaene-5,16-dione

21-acetyl-3,18-dihydroxy-2,7,14,19-tetramethoxy-23-methyl-22,25-dioxaheptacyclo[19.3.1.0¹,¹⁰.0⁴,⁹.0⁸,¹³.0¹¹,²⁰.0¹²,¹⁷]pentacosa-3,6,8,10,12,14,17,19-octaene-5,16-dione

C30H26O11 (562.1475)


   

{[(2e)-5-[(1s,4ar,8as)-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]-3-methylpent-2-en-1-yl]oxy(hydroxy)phosphoryl}oxyphosphonic acid

{[(2e)-5-[(1s,4ar,8as)-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]-3-methylpent-2-en-1-yl]oxy(hydroxy)phosphoryl}oxyphosphonic acid

C20H36O7P2 (450.1936)


   

2,2,4,9-tetrahydroxy-6-methyl-7-[(3-methylbut-2-en-1-yl)oxy]phenalene-1,3-dione

2,2,4,9-tetrahydroxy-6-methyl-7-[(3-methylbut-2-en-1-yl)oxy]phenalene-1,3-dione

C19H18O7 (358.1052)


   

4,8-dihydroxy-3-methoxy-3,4-dihydro-2h-naphthalen-1-one

4,8-dihydroxy-3-methoxy-3,4-dihydro-2h-naphthalen-1-one

C11H12O4 (208.0736)


   

(2r,3r,4s,5r,6r)-2-{[(3r,4as,6ar,10s,10ar,10bs)-3-ethenyl-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-10-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

(2r,3r,4s,5r,6r)-2-{[(3r,4as,6ar,10s,10ar,10bs)-3-ethenyl-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-10-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

C26H44O7 (468.3087)


   

[5,8,11,14,17,20,23-heptahydroxy-3-(1-hydroxyethyl)-6,9,21-tris(hydroxymethyl)-25-(2-hydroxytetradecan-2-yl)-12,18-dimethyl-2-oxo-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,13,16,19,22-heptaen-15-yl]acetic acid

[5,8,11,14,17,20,23-heptahydroxy-3-(1-hydroxyethyl)-6,9,21-tris(hydroxymethyl)-25-(2-hydroxytetradecan-2-yl)-12,18-dimethyl-2-oxo-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,13,16,19,22-heptaen-15-yl]acetic acid

C40H69N7O16 (903.4801)


   

5,6-dihydroxy-3,6-dimethylcyclohex-2-en-1-one

5,6-dihydroxy-3,6-dimethylcyclohex-2-en-1-one

C8H12O3 (156.0786)


   

(3s,4r)-4,8-dihydroxy-3-methoxy-3,4-dihydro-2h-naphthalen-1-one

(3s,4r)-4,8-dihydroxy-3-methoxy-3,4-dihydro-2h-naphthalen-1-one

C11H12O4 (208.0736)