NCBI Taxonomy: 5398

Bolbitiaceae (ncbi_taxid: 5398)

found 95 associated metabolites at family taxonomy rank level.

Ancestor: Agaricineae

Child Taxonomies: Bolbitius, Galera, Raddetes, Descolea, Conocybe, Pluteolus, Galerella, Timgrovea, Cyclocybe, Descomyces, Pholiotina, Gastrocybe, Tympanella, Rhodoarrhenia, Cyttarophyllum, Setchelliogaster, environmental samples, unclassified Bolbitiaceae

Tryptamine

2-(1H-indol-3-yl)ethan-1-amine

C10H12N2 (160.1)


Tryptamine, also known as TrpN, is a catabolite of tryptophan converted by the gut microbiota. After absorption through the intestinal epithelium, tryptophan catabolites enter the bloodstream and are later excreted in the urine. Both Clostridium sp. and Ruminococcus sp. have been found to convert tryptophan into tryptamine (PMID: 30120222). Tryptamine is a monoamine compound that is a common precursor molecule to many hormones and neurotransmitters. Biosynthesis generally proceeds from the amino acid tryptophan, with tryptamine acting as a precursor for other compounds. Substitutions to the tryptamine molecule give rise to a group of compounds collectively known as tryptamines. The most well-known tryptamines are serotonin, an important neurotransmitter, and melatonin, a hormone involved in regulating the sleep-wake cycle. Tryptamine has been detected, but not quantified in, several different foods, such as onion-family vegetables, acerola, Japanese walnuts, custard apples, and green zucchinis. This could make tryptamine a potential biomarker for the consumption of these foods. Tryptamine is an aminoalkylindole consisting of indole having a 2-aminoethyl group at the 3-position. It has a role as a human metabolite, a plant metabolite and a mouse metabolite. It is an aminoalkylindole, an indole alkaloid, an aralkylamino compound and a member of tryptamines. It is a conjugate base of a tryptaminium. Tryptamine is a natural product found in Mus musculus, Prosopis glandulosa, and other organisms with data available. Occurs widely in plants, especies Lens esculenta (lentil) and the fungi Coprinus micaceus (glistening ink cap) An aminoalkylindole consisting of indole having a 2-aminoethyl group at the 3-position. KEIO_ID T031

   

Serotonin

3-(b-Aminoethyl)-5-hydroxyindole

C10H12N2O (176.095)


Serotonin or 5-hydroxytryptamine (5-HT) is a molecule that belongs to the class of compounds known as indoleamines. An indoleamine consists of an indole ring that bears an amino group or an alkyl amino group attached to the indole ring. Serotonin has an aminoethyl at position 2 and a hydroxyl group at position 5 of the indole ring. Serotonin exists in all living organisms, ranging from bacteria to plants to humans. In mammals, serotonin functions as a monoamine neurotransmitter, a biochemical messenger and regulator. It is synthesized from the essential amino acid L-Tryptophan. Approximately 90\\\\% of the human bodys total serotonin is located in the enterochromaffin cells in the GI tract, where it regulates intestinal movements. About 8\\\\% is found in platelets and 1–2\\\\% in the CNS. Serotonin in the nervous system acts as a local transmitter at synapses, and as a paracrine or hormonal modulator of circuits upon diffusion, allowing a wide variety of "state-dependent" behavioral responses to different stimuli. Serotonin is widely distributed in the nervous system of vertebrates and invertebrates and some of its behavioral effects have been preserved along evolution. Such is the case of aggressive behavior and rhythmic motor patterns, including those responsible for feeding. In vertebrates, which display a wider and much more sophisticated behavioral repertoire, serotonin also modulates sleep, the arousal state, sexual behavior, and others. Deficiencies of the serotonergic system causes disorders such as depression, obsessive-compulsive disorder, phobias, posttraumatic stress disorder, epilepsy, and generalized anxiety disorder. Serotonin has three different modes of action in the nervous system: as transmitter, acting locally at synaptic boutons; upon diffusion at a distance from its release sites, producing paracrine (also called volume) effects, and by circulating in the blood stream, producing hormonal effects. The three modes can affect a single neuronal circuit. (PMID: 16047543). Serotonin is also a microbial metabolite that can be found in the feces and urine of mammals. Urinary serotonin is produced by Candida, Streptococcus, Escherichia, and Enterococcus (PMID: 24621061). In plants, serotonin was first found and reported in a legume called Mucuna pruriens. The greatest concentration of serotonin in plants has been found in walnuts and hickory. In pineapples, banana, kiwi fruit, plums and tomatoes the concentration of serotonin is around 3 to 30 mg/kg. Isolated from bananas and other fruitsand is also from cotton (Gossypium hirsutum) [DFC]. Serotonin is found in many foods, some of which are common pea, eggplant, swiss chard, and dill. Serotonin. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=50-67-9 (retrieved 2024-07-01) (CAS RN: 50-67-9). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

   

Psilocin

3-[2-(Dimethylamino)ethyl]-1H-indol-4-ol

C12H16N2O (204.1263)


Psilocin (4-OH-DMT), an aromatic compound, sometimes also spelled psilocine, psilocyn, or psilotsin, is a psychedelic mushroom alkaloid. It is found in most psychedelic mushrooms together with its phosphorylated counterpart psilocybin. Psilocin is a Schedule I drug under the Convention on Psychotropic Substances. The mind-altering effects of psilocin are highly variable and subjective, but resemble those caused by LSD and mescaline. The effects typically last anywhere from three to eight hours depending on certain variables (such as metabolism, food interaction); however the effects can seem to last much longer due to psilocins ability to distort the perception of time. Sulfur analogs are known with a benzothienyl replacement as well as 4-SH-DMT. N1-methylpsilocin is a functionally 5-HT2C receptor preferring agonists. 4-fluoro-N,N-dimethyltryptamine is known. O-Acetylpsilocin is an acetylized analog of psilocin, also known as 4-AcO-DMT. Additionally, substitution of a methyl group at the dimethylated nitrogen with an isopropyl or ethyl group yields 4-HO-MIPT (4-Hydroxy-N-Methyl-N-Isopropyltryptamine) and 4-HO-MET (4-Hydroxy-N-Methyl-N-Ethyltryptamine), respectively. D002491 - Central Nervous System Agents > D011619 - Psychotropic Drugs > D006213 - Hallucinogens

   

Baeocystin

Baeocystin

C11H15N2O4P (270.0769)


A tryptamine alkaloid that is N-methyltryptamine carrying an additional phosphoryloxy substituent at position 4.

   

Agrocybin

8-hydroxyocta-2,4,6-triynimidic acid

C8H5NO2 (147.032)


Agrocybin is found in mushrooms. Agrocybin is from Marasmius oreades (fairy ring mushroom

   

3-Formyl-6-hydroxyindole

6-hydroxy-1H-indole-3-carbaldehyde

C9H7NO2 (161.0477)


3-Formyl-6-hydroxyindole is found in mushrooms. 3-Formyl-6-hydroxyindole is an alkaloid from the edible mushroom Agrocybe cylindrace

   

Serotonin

5-Hydroxytryptamine

C10H12N2O (176.095)


D018377 - Neurotransmitter Agents > D018490 - Serotonin Agents > D017366 - Serotonin Receptor Agonists

   

2,3-dihydroxydodecane-4,7-dione

2,3-dihydroxydodecane-4,7-dione

C12H22O4 (230.1518)


   

2,4-Dihydroxy-6-methylbenzaldehyde

2,4-Dihydroxy-6-methylbenzaldehyde

C8H8O3 (152.0473)


A dihydroxybenzaldehyde that is 2,4-dihydroxybenzaldehyde in which the hydrogen at position 6 has been replaced by a methyl group. It is a fungal metabolite isolated from Grifola frondosa and Phlebiopsis gigantea.

   

1-hydroxydecane-2,5-dione

1-hydroxydecane-2,5-dione

C10H18O3 (186.1256)


   

Serotonin

5-Hydroxytryptamine

C10H12N2O (176.095)


D018377 - Neurotransmitter Agents > D018490 - Serotonin Agents > D017366 - Serotonin Receptor Agonists A primary amino compound that is the 5-hydroxy derivative of tryptamine. MS2 deconvoluted using MS2Dec from all ion fragmentation data, MetaboLights identifier MTBLS1040; QZAYGJVTTNCVMB_STSL_0135_Serotonin_8000fmol_180506_S2_LC02_MS02_147; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. MS2 deconvoluted using CorrDec from all ion fragmentation data, MetaboLights identifier MTBLS1040; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. relative retention time with respect to 9-anthracene Carboxylic Acid is 0.054 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.053

   

Tryptamine

5-22-10-00045 (Beilstein Handbook Reference)

C10H12N2 (160.1)


   

Dormin

(2E,4E)-5-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoic acid

C15H20O4 (264.1362)


D020011 - Protective Agents > D000975 - Antioxidants > D002338 - Carotenoids D006133 - Growth Substances > D010937 - Plant Growth Regulators (±)-Abscisic acid is an orally active plant hormone that is present also in animals. (±)-Abscisic acid (ABA) contributes to the regulation of glycemia in mammals[1]. (±)-Abscisic acid is an orally active plant hormone that is present also in animals. (±)-Abscisic acid (ABA) contributes to the regulation of glycemia in mammals[1]. Abscisic acid ((S)-(+)-Abscisic acid), an orally active phytohormone in fruits and vegetables, is an endogenously produced mammalian hormone. Abscisic acid is a growth inhibitor and can regulate many aspects of plant growth and development. Abscisic acid inhibits proton pump (H+-ATPase) and leads to the plasma membrane depolarization in a Ca2+-dependent manner. Abscisic acid, a LANCL2 natural ligand, is a potent insulin-sensitizing compound and has the potential for pre-diabetes, type 2 diabetes and metabolic syndrome[1][2]. Abscisic acid ((S)-(+)-Abscisic acid), an orally active phytohormone in fruits and vegetables, is an endogenously produced mammalian hormone. Abscisic acid is a growth inhibitor and can regulate many aspects of plant growth and development. Abscisic acid inhibits proton pump (H+-ATPase) and leads to the plasma membrane depolarization in a Ca2+-dependent manner. Abscisic acid, a LANCL2 natural ligand, is a potent insulin-sensitizing compound and has the potential for pre-diabetes, type 2 diabetes and metabolic syndrome[1][2].

   

3-Formyl-6-hydroxyindole

6-hydroxy-1H-indole-3-carbaldehyde

C9H7NO2 (161.0477)


   

PSILOCIN

PSILOCIN

C12H16N2O (204.1263)


A tryptamine alkaloid that is N,N-dimethyltryptamine carrying an additional hydroxy substituent at position 4. A hallucinogenic alkaloid isolated in trace amounts from Psilocybe mushrooms (also known as Teonanacatl or "magic mushrooms"). D002491 - Central Nervous System Agents > D011619 - Psychotropic Drugs > D006213 - Hallucinogens

   

6-hydroxy-1H-indole-3-carbaldehyde

6-hydroxy-1H-indole-3-carbaldehyde

C9H7NO2 (161.0477)


   

Psilocybin

Psilocybin

C12H17N2O4P (284.0926)


A tryptamine alkaloid that is N,N-dimethyltryptamine carrying an additional phosphoryloxy substituent at position 4. The major hallucinogenic alkaloid isolated from Psilocybe mushrooms (also known as Teonanacatl or "magic mushrooms").

   

1-(6-hydroxyhexyl)indole-3-carbaldehyde

1-(6-hydroxyhexyl)indole-3-carbaldehyde

C15H19NO2 (245.1416)


   

2-hydroxy-5,5-dimethyl-11,13-dioxatetracyclo[7.5.1.0¹,⁶.0¹²,¹⁵]pentadec-8-en-14-one

2-hydroxy-5,5-dimethyl-11,13-dioxatetracyclo[7.5.1.0¹,⁶.0¹²,¹⁵]pentadec-8-en-14-one

C15H20O4 (264.1362)


   

[4-(hydroxymethyl)-2,2,8-trimethyl-3,5,6,7,8,8a-hexahydro-1h-azulen-5-yl]methanol

[4-(hydroxymethyl)-2,2,8-trimethyl-3,5,6,7,8,8a-hexahydro-1h-azulen-5-yl]methanol

C15H26O2 (238.1933)


   

(4e)-5-[(1s)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid

(4e)-5-[(1s)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid

C15H20O4 (264.1362)


   

oct-6-en-2,4-diynimidic acid

oct-6-en-2,4-diynimidic acid

C8H7NO (133.0528)


   

(3'as,4's)-6'-(hydroxymethyl)-2',2',4'-trimethyl-3',3'a-dihydrospiro[cyclopropane-1,5'-inden]-4'-ol

(3'as,4's)-6'-(hydroxymethyl)-2',2',4'-trimethyl-3',3'a-dihydrospiro[cyclopropane-1,5'-inden]-4'-ol

C15H22O2 (234.162)


   

[(1r,7r,8r,9s,11r)-11-methoxy-5,5,8-trimethyl-10-oxatricyclo[7.2.1.0³,⁷]dodec-2-en-2-yl]methanol

[(1r,7r,8r,9s,11r)-11-methoxy-5,5,8-trimethyl-10-oxatricyclo[7.2.1.0³,⁷]dodec-2-en-2-yl]methanol

C16H26O3 (266.1882)


   

[(1s,7r,8s,9r)-9-methoxy-5,5,8-trimethyl-10-oxatricyclo[7.2.1.0³,⁷]dodec-2-en-2-yl]methanol

[(1s,7r,8s,9r)-9-methoxy-5,5,8-trimethyl-10-oxatricyclo[7.2.1.0³,⁷]dodec-2-en-2-yl]methanol

C16H26O3 (266.1882)


   

(4r)-5-[(1e,2s)-2-ethenyl-4,4-dimethylcyclopentylidene]-4-(hydroxymethyl)oxan-2-one

(4r)-5-[(1e,2s)-2-ethenyl-4,4-dimethylcyclopentylidene]-4-(hydroxymethyl)oxan-2-one

C15H22O3 (250.1569)


   

(2'r,4's,6'r,8''r)-5''-(2-hydroxyethyl)-2',8''-bis(hydroxymethyl)-4'-methoxy-2',4',6'',8''-tetramethyl-1',3',3'',4'',7'',9''-hexahydrodispiro[cyclopropane-1,5'-indene-6',2''-indeno[4,5-b]pyran]-7'-one

(2'r,4's,6'r,8''r)-5''-(2-hydroxyethyl)-2',8''-bis(hydroxymethyl)-4'-methoxy-2',4',6'',8''-tetramethyl-1',3',3'',4'',7'',9''-hexahydrodispiro[cyclopropane-1,5'-indene-6',2''-indeno[4,5-b]pyran]-7'-one

C31H42O6 (510.2981)


   

(2's,6's,7'as)-6'-hydroxy-2',4',6'-trimethyl-1',3',7',7'a-tetrahydrospiro[cyclopropane-1,5'-indene]-2'-carboxylic acid

(2's,6's,7'as)-6'-hydroxy-2',4',6'-trimethyl-1',3',7',7'a-tetrahydrospiro[cyclopropane-1,5'-indene]-2'-carboxylic acid

C15H22O3 (250.1569)


   

(2s,3r)-2,3-dihydroxydodecane-4,7-dione

(2s,3r)-2,3-dihydroxydodecane-4,7-dione

C12H22O4 (230.1518)


   

(1'r,7'as)-4'-(hydroxymethyl)-2',2'-dimethyl-6'-methylidene-1',3',7',7'a-tetrahydrospiro[cyclopropane-1,5'-inden]-1'-ol

(1'r,7'as)-4'-(hydroxymethyl)-2',2'-dimethyl-6'-methylidene-1',3',7',7'a-tetrahydrospiro[cyclopropane-1,5'-inden]-1'-ol

C15H22O2 (234.162)


   

2'-(hydroxymethyl)-2',6'-dimethyl-4'-methylidene-3',6'-dihydro-1'h-spiro[cyclopropane-1,5'-inden]-7'-one

2'-(hydroxymethyl)-2',6'-dimethyl-4'-methylidene-3',6'-dihydro-1'h-spiro[cyclopropane-1,5'-inden]-7'-one

C15H20O2 (232.1463)


   

(4s)-4-{1-[(2r,5s)-5-ethenyl-2-hydroxy-3,3-dimethylcyclopentylidene]-2-hydroxyethyl}oxolan-2-one

(4s)-4-{1-[(2r,5s)-5-ethenyl-2-hydroxy-3,3-dimethylcyclopentylidene]-2-hydroxyethyl}oxolan-2-one

C15H22O4 (266.1518)


   

2-(6-hydroxy-1h-indol-3-yl)ethanimidic acid

2-(6-hydroxy-1h-indol-3-yl)ethanimidic acid

C10H10N2O2 (190.0742)


   

3,3,7,12-tetramethyl-10-oxatricyclo[6.4.0.0²,⁴]dodecane-7,9-diol

3,3,7,12-tetramethyl-10-oxatricyclo[6.4.0.0²,⁴]dodecane-7,9-diol

C15H26O3 (254.1882)


   

2,7,8-tris(hydroxymethyl)-2,4-dimethyl-3,3a,4,5,6,7-hexahydro-1h-azulen-5-ol

2,7,8-tris(hydroxymethyl)-2,4-dimethyl-3,3a,4,5,6,7-hexahydro-1h-azulen-5-ol

C15H26O4 (270.1831)


   

4-[1-(5-ethenyl-2-hydroxy-3,3-dimethylcyclopentylidene)-2-hydroxyethyl]oxolan-2-one

4-[1-(5-ethenyl-2-hydroxy-3,3-dimethylcyclopentylidene)-2-hydroxyethyl]oxolan-2-one

C15H22O4 (266.1518)


   

o-phosphoethanolamine; bis(nonane)

o-phosphoethanolamine; bis(nonane)

C20H48NO4P (397.3321)


   

{9-methoxy-5,5,8-trimethyl-10-oxatricyclo[7.2.1.0³,⁷]dodec-2-en-2-yl}methanol

{9-methoxy-5,5,8-trimethyl-10-oxatricyclo[7.2.1.0³,⁷]dodec-2-en-2-yl}methanol

C16H26O3 (266.1882)


   

(3ar,4s,7r)-7,8-bis(hydroxymethyl)-2,2,4-trimethyl-1,3,3a,4,6,7-hexahydroazulen-5-one

(3ar,4s,7r)-7,8-bis(hydroxymethyl)-2,2,4-trimethyl-1,3,3a,4,6,7-hexahydroazulen-5-one

C15H24O3 (252.1725)


   

5,5-dimethyl-11,13-dioxatetracyclo[7.6.0.0¹,¹².0²,⁷]pentadec-2(7)-ene-3,8,14-trione

5,5-dimethyl-11,13-dioxatetracyclo[7.6.0.0¹,¹².0²,⁷]pentadec-2(7)-ene-3,8,14-trione

C15H16O5 (276.0998)


   

(4s,4ar,7as,7br)-4-hydroxy-6,6,7b-trimethyl-1h,2h,4h,4ah,5h,7h,7ah-cyclobuta[e]indene-3-carboxylic acid

(4s,4ar,7as,7br)-4-hydroxy-6,6,7b-trimethyl-1h,2h,4h,4ah,5h,7h,7ah-cyclobuta[e]indene-3-carboxylic acid

C15H22O3 (250.1569)


   

7,8-bis(hydroxymethyl)-2,2,4-trimethyl-3,3a,4,5,6,7-hexahydro-1h-azulen-5-ol

7,8-bis(hydroxymethyl)-2,2,4-trimethyl-3,3a,4,5,6,7-hexahydro-1h-azulen-5-ol

C15H26O3 (254.1882)


   

(4s)-4-{1-[(1z,2r,5s)-5-ethenyl-2-hydroxy-3,3-dimethylcyclopentylidene]-2-hydroxyethyl}oxolan-2-one

(4s)-4-{1-[(1z,2r,5s)-5-ethenyl-2-hydroxy-3,3-dimethylcyclopentylidene]-2-hydroxyethyl}oxolan-2-one

C15H22O4 (266.1518)


   

5-(2-ethenyl-4,4-dimethylcyclopentylidene)-4-(hydroxymethyl)oxan-2-one

5-(2-ethenyl-4,4-dimethylcyclopentylidene)-4-(hydroxymethyl)oxan-2-one

C15H22O3 (250.1569)


   

3-hydroxy-6,8,8-trimethyl-1h,3h,3ah,4h,6h,6ah,7h,9h-azuleno[4,5-c]furan-5-one

3-hydroxy-6,8,8-trimethyl-1h,3h,3ah,4h,6h,6ah,7h,9h-azuleno[4,5-c]furan-5-one

C15H22O3 (250.1569)


   

2',8'-dimethyl-4'-methylidene-10'-oxaspiro[cyclopropane-1,3'-tricyclo[6.2.1.0¹,⁶]undecan]-6'-ene-2',5'-diol

2',8'-dimethyl-4'-methylidene-10'-oxaspiro[cyclopropane-1,3'-tricyclo[6.2.1.0¹,⁶]undecan]-6'-ene-2',5'-diol

C15H20O3 (248.1412)


   

(4e)-oct-4-en-2-ynimidic acid

(4e)-oct-4-en-2-ynimidic acid

C8H11NO (137.0841)


   

{11-methoxy-5,5,8-trimethyl-10-oxatricyclo[7.2.1.0³,⁷]dodec-2-en-2-yl}methanol

{11-methoxy-5,5,8-trimethyl-10-oxatricyclo[7.2.1.0³,⁷]dodec-2-en-2-yl}methanol

C16H26O3 (266.1882)


   

(2r,3as,4r,5s,7s)-2,7,8-tris(hydroxymethyl)-2,4-dimethyl-3,3a,4,5,6,7-hexahydro-1h-azulen-5-ol

(2r,3as,4r,5s,7s)-2,7,8-tris(hydroxymethyl)-2,4-dimethyl-3,3a,4,5,6,7-hexahydro-1h-azulen-5-ol

C15H26O4 (270.1831)


   

octa-2,4-diynimidic acid

octa-2,4-diynimidic acid

C8H9NO (135.0684)


   

(2s,5s,6s,8s,8as)-2,4,5-tris(hydroxymethyl)-2,8-dimethyl-3,5,6,7,8,8a-hexahydro-1h-azulen-6-ol

(2s,5s,6s,8s,8as)-2,4,5-tris(hydroxymethyl)-2,8-dimethyl-3,5,6,7,8,8a-hexahydro-1h-azulen-6-ol

C15H26O4 (270.1831)


   

8-(acetyloxy)octa-2,4-diynimidic acid

8-(acetyloxy)octa-2,4-diynimidic acid

C10H11NO3 (193.0739)


   

4-[1-(2-ethenyl-4,4-dimethylcyclopentylidene)-2-hydroxyethyl]oxolan-2-one

4-[1-(2-ethenyl-4,4-dimethylcyclopentylidene)-2-hydroxyethyl]oxolan-2-one

C15H22O3 (250.1569)


   

oct-4-en-2-ynimidic acid

oct-4-en-2-ynimidic acid

C8H11NO (137.0841)


   

[(2r,5s,8s,8as)-4,5-bis(hydroxymethyl)-2,8-dimethyl-3,5,6,7,8,8a-hexahydro-1h-azulen-2-yl]methanol

[(2r,5s,8s,8as)-4,5-bis(hydroxymethyl)-2,8-dimethyl-3,5,6,7,8,8a-hexahydro-1h-azulen-2-yl]methanol

C15H26O3 (254.1882)


   

(2s,6r,7ar)-6-acetyl-2,4,6-trimethyl-5-oxo-1,3,7,7a-tetrahydroindene-2-carboxylic acid

(2s,6r,7ar)-6-acetyl-2,4,6-trimethyl-5-oxo-1,3,7,7a-tetrahydroindene-2-carboxylic acid

C15H20O4 (264.1362)


   

1-methyl-2-oxocyclohex-3-en-1-yl 2-[(1r,3ar,4z,7ar)-1-[(3e)-5,6-dimethylhept-3-en-2-yl]-7a-methyl-5-oxo-hexahydroinden-4-ylidene]acetate

1-methyl-2-oxocyclohex-3-en-1-yl 2-[(1r,3ar,4z,7ar)-1-[(3e)-5,6-dimethylhept-3-en-2-yl]-7a-methyl-5-oxo-hexahydroinden-4-ylidene]acetate

C28H40O4 (440.2926)


   

1-methyl-2-oxocyclohex-3-en-1-yl 2-[1-(5,6-dimethylheptan-2-yl)-7a-methyl-5-oxo-hexahydroinden-4-ylidene]acetate

1-methyl-2-oxocyclohex-3-en-1-yl 2-[1-(5,6-dimethylheptan-2-yl)-7a-methyl-5-oxo-hexahydroinden-4-ylidene]acetate

C28H42O4 (442.3083)


   

(1r,2s,4r,7r,8s,9s,12s)-3,3,7,12-tetramethyl-10-oxatricyclo[6.4.0.0²,⁴]dodecane-7,9-diol

(1r,2s,4r,7r,8s,9s,12s)-3,3,7,12-tetramethyl-10-oxatricyclo[6.4.0.0²,⁴]dodecane-7,9-diol

C15H26O3 (254.1882)


   

4-hydroxy-1-methyl-2-oxocyclohexyl 2-[1-(5,6-dimethylhept-3-en-2-yl)-7a-methyl-5-oxo-hexahydroinden-4-ylidene]acetate

4-hydroxy-1-methyl-2-oxocyclohexyl 2-[1-(5,6-dimethylhept-3-en-2-yl)-7a-methyl-5-oxo-hexahydroinden-4-ylidene]acetate

C28H42O5 (458.3032)


   

(1r,2r,7s,8r,9r)-2-hydroxy-2-(hydroxymethyl)-5,5,8-trimethyl-10-oxatricyclo[7.2.1.0³,⁷]dodec-3-en-11-one

(1r,2r,7s,8r,9r)-2-hydroxy-2-(hydroxymethyl)-5,5,8-trimethyl-10-oxatricyclo[7.2.1.0³,⁷]dodec-3-en-11-one

C15H22O4 (266.1518)


   

conocenolide a

conocenolide a

C15H22O3 (250.1569)


   

(6z)-oct-6-en-2,4-diynimidic acid

(6z)-oct-6-en-2,4-diynimidic acid

C8H7NO (133.0528)


   

1-methyl-2-oxocyclohex-3-en-1-yl 2-[1-(5,6-dimethylhept-3-en-2-yl)-7a-methyl-5-oxo-hexahydroinden-4-ylidene]acetate

1-methyl-2-oxocyclohex-3-en-1-yl 2-[1-(5,6-dimethylhept-3-en-2-yl)-7a-methyl-5-oxo-hexahydroinden-4-ylidene]acetate

C28H40O4 (440.2926)


   

2,4,5-tris(hydroxymethyl)-2,8-dimethyl-3,5,6,7,8,8a-hexahydro-1h-azulen-6-ol

2,4,5-tris(hydroxymethyl)-2,8-dimethyl-3,5,6,7,8,8a-hexahydro-1h-azulen-6-ol

C15H26O4 (270.1831)


   

(2-formyl-3,5-dihydroxyphenyl)methyl acetate

(2-formyl-3,5-dihydroxyphenyl)methyl acetate

C10H10O5 (210.0528)


   

[(5s,8s,8as)-4-(hydroxymethyl)-2,2,8-trimethyl-3,5,6,7,8,8a-hexahydro-1h-azulen-5-yl]methanol

[(5s,8s,8as)-4-(hydroxymethyl)-2,2,8-trimethyl-3,5,6,7,8,8a-hexahydro-1h-azulen-5-yl]methanol

C15H26O2 (238.1933)


   

2-hydroxy-2-(hydroxymethyl)-5,5,8-trimethyl-10-oxatricyclo[7.2.1.0³,⁷]dodec-3-en-11-one

2-hydroxy-2-(hydroxymethyl)-5,5,8-trimethyl-10-oxatricyclo[7.2.1.0³,⁷]dodec-3-en-11-one

C15H22O4 (266.1518)


   

[7-hydroxy-5-(hydroxymethyl)-2,2,8-trimethyl-3,5,6,7,8,8a-hexahydro-1h-azulen-4-yl]methyl 5-hydroxy-3,4-dihydro-2h-pyrrole-2-carboxylate

[7-hydroxy-5-(hydroxymethyl)-2,2,8-trimethyl-3,5,6,7,8,8a-hexahydro-1h-azulen-4-yl]methyl 5-hydroxy-3,4-dihydro-2h-pyrrole-2-carboxylate

C20H31NO5 (365.2202)


   

(3as,4r,5s,7s)-7,8-bis(hydroxymethyl)-2,2,4-trimethyl-3,3a,4,5,6,7-hexahydro-1h-azulen-5-ol

(3as,4r,5s,7s)-7,8-bis(hydroxymethyl)-2,2,4-trimethyl-3,3a,4,5,6,7-hexahydro-1h-azulen-5-ol

C15H26O3 (254.1882)


   

(1r,2s,6s,12r,15s)-2-hydroxy-5,5-dimethyl-11,13-dioxatetracyclo[7.5.1.0¹,⁶.0¹²,¹⁵]pentadec-8-en-14-one

(1r,2s,6s,12r,15s)-2-hydroxy-5,5-dimethyl-11,13-dioxatetracyclo[7.5.1.0¹,⁶.0¹²,¹⁵]pentadec-8-en-14-one

C15H20O4 (264.1362)


   

6-acetyl-2,4,6-trimethyl-5-oxo-1,3,7,7a-tetrahydroindene-2-carboxylic acid

6-acetyl-2,4,6-trimethyl-5-oxo-1,3,7,7a-tetrahydroindene-2-carboxylic acid

C15H20O4 (264.1362)


   

(6e)-oct-6-en-2,4-diynimidic acid

(6e)-oct-6-en-2,4-diynimidic acid

C8H7NO (133.0528)


   

[4,5-bis(hydroxymethyl)-2,8-dimethyl-3,5,6,7,8,8a-hexahydro-1h-azulen-2-yl]methanol

[4,5-bis(hydroxymethyl)-2,8-dimethyl-3,5,6,7,8,8a-hexahydro-1h-azulen-2-yl]methanol

C15H26O3 (254.1882)


   

(2r,2as,3s,4ar,6s,7ar,7br)-3-hydroxy-6-(hydroxymethyl)-3,6,7b-trimethyl-octahydrocyclobuta[e]inden-2-yl acetate

(2r,2as,3s,4ar,6s,7ar,7br)-3-hydroxy-6-(hydroxymethyl)-3,6,7b-trimethyl-octahydrocyclobuta[e]inden-2-yl acetate

C17H28O4 (296.1987)


   

3-(hydroxymethyl)-3,7,11,11,14-pentamethyl-10,12-dioxatetracyclo[6.6.0.0²,⁴.0⁹,¹³]tetradecan-7-ol

3-(hydroxymethyl)-3,7,11,11,14-pentamethyl-10,12-dioxatetracyclo[6.6.0.0²,⁴.0⁹,¹³]tetradecan-7-ol

C18H30O4 (310.2144)


   

(1'r,2's,5'r,8's)-2',8'-dimethyl-4'-methylidene-10'-oxaspiro[cyclopropane-1,3'-tricyclo[6.2.1.0¹,⁶]undecan]-6'-ene-2',5'-diol

(1'r,2's,5'r,8's)-2',8'-dimethyl-4'-methylidene-10'-oxaspiro[cyclopropane-1,3'-tricyclo[6.2.1.0¹,⁶]undecan]-6'-ene-2',5'-diol

C15H20O3 (248.1412)


   

(3s,3ar,6s,6ar)-3-hydroxy-6,8,8-trimethyl-1h,3h,3ah,4h,6h,6ah,7h,9h-azuleno[4,5-c]furan-5-one

(3s,3ar,6s,6ar)-3-hydroxy-6,8,8-trimethyl-1h,3h,3ah,4h,6h,6ah,7h,9h-azuleno[4,5-c]furan-5-one

C15H22O3 (250.1569)


   

4'-(hydroxymethyl)-2',2'-dimethyl-6'-methylidene-1',3',7',7'a-tetrahydrospiro[cyclopropane-1,5'-inden]-1'-ol

4'-(hydroxymethyl)-2',2'-dimethyl-6'-methylidene-1',3',7',7'a-tetrahydrospiro[cyclopropane-1,5'-inden]-1'-ol

C15H22O2 (234.162)


   

(4s)-4-{1-[(1z,2s)-2-ethenyl-4,4-dimethylcyclopentylidene]-2-hydroxyethyl}oxolan-2-one

(4s)-4-{1-[(1z,2s)-2-ethenyl-4,4-dimethylcyclopentylidene]-2-hydroxyethyl}oxolan-2-one

C15H22O3 (250.1569)


   

3-hydroxy-6-(hydroxymethyl)-3,6,7b-trimethyl-octahydrocyclobuta[e]inden-2-yl acetate

3-hydroxy-6-(hydroxymethyl)-3,6,7b-trimethyl-octahydrocyclobuta[e]inden-2-yl acetate

C17H28O4 (296.1987)


   

6'-(hydroxymethyl)-2',2',4'-trimethyl-3',3'a-dihydrospiro[cyclopropane-1,5'-inden]-4'-ol

6'-(hydroxymethyl)-2',2',4'-trimethyl-3',3'a-dihydrospiro[cyclopropane-1,5'-inden]-4'-ol

C15H22O2 (234.162)


   

6'-hydroxy-2',4',6'-trimethyl-1',3',7',7'a-tetrahydrospiro[cyclopropane-1,5'-indene]-2'-carboxylic acid

6'-hydroxy-2',4',6'-trimethyl-1',3',7',7'a-tetrahydrospiro[cyclopropane-1,5'-indene]-2'-carboxylic acid

C15H22O3 (250.1569)


   

[(5r,7r,8s,8ar)-7-hydroxy-5-(hydroxymethyl)-2,2,8-trimethyl-3,5,6,7,8,8a-hexahydro-1h-azulen-4-yl]methyl (2r)-5-hydroxy-3,4-dihydro-2h-pyrrole-2-carboxylate

[(5r,7r,8s,8ar)-7-hydroxy-5-(hydroxymethyl)-2,2,8-trimethyl-3,5,6,7,8,8a-hexahydro-1h-azulen-4-yl]methyl (2r)-5-hydroxy-3,4-dihydro-2h-pyrrole-2-carboxylate

C20H31NO5 (365.2202)


   

7,8-bis(hydroxymethyl)-2,2,4-trimethyl-1,3,3a,4,6,7-hexahydroazulen-5-one

7,8-bis(hydroxymethyl)-2,2,4-trimethyl-1,3,3a,4,6,7-hexahydroazulen-5-one

C15H24O3 (252.1725)


   

4-hydroxy-1-methyl-2-oxocyclohexyl 2-[(1r,3ar,4z,7ar)-1-(5,6-dimethylheptan-2-yl)-7a-methyl-5-oxo-hexahydroinden-4-ylidene]acetate

4-hydroxy-1-methyl-2-oxocyclohexyl 2-[(1r,3ar,4z,7ar)-1-(5,6-dimethylheptan-2-yl)-7a-methyl-5-oxo-hexahydroinden-4-ylidene]acetate

C28H44O5 (460.3189)


   

21'-(hydroxymethyl)-6',9',9',18',21'-pentamethyl-2',24'-dioxaspiro[cyclopropane-1,17'-heptacyclo[14.6.1.1³,⁶.0¹,¹⁹.0⁴,¹⁶.0⁵,¹³.0⁷,¹¹]tetracosane]-5'(13'),10',18'-triene-12',23'-dione

21'-(hydroxymethyl)-6',9',9',18',21'-pentamethyl-2',24'-dioxaspiro[cyclopropane-1,17'-heptacyclo[14.6.1.1³,⁶.0¹,¹⁹.0⁴,¹⁶.0⁵,¹³.0⁷,¹¹]tetracosane]-5'(13'),10',18'-triene-12',23'-dione

C30H36O5 (476.2563)


   

(1'r,3's,4'r,6'r,7'r,16'r,21'r)-21'-(hydroxymethyl)-6',9',9',18',21'-pentamethyl-2',24'-dioxaspiro[cyclopropane-1,17'-heptacyclo[14.6.1.1³,⁶.0¹,¹⁹.0⁴,¹⁶.0⁵,¹³.0⁷,¹¹]tetracosane]-5'(13'),10',18'-triene-12',23'-dione

(1'r,3's,4'r,6'r,7'r,16'r,21'r)-21'-(hydroxymethyl)-6',9',9',18',21'-pentamethyl-2',24'-dioxaspiro[cyclopropane-1,17'-heptacyclo[14.6.1.1³,⁶.0¹,¹⁹.0⁴,¹⁶.0⁵,¹³.0⁷,¹¹]tetracosane]-5'(13'),10',18'-triene-12',23'-dione

C30H36O5 (476.2563)


   

4-hydroxy-1-methyl-2-oxocyclohexyl 2-[1-(5,6-dimethylheptan-2-yl)-7a-methyl-5-oxo-hexahydroinden-4-ylidene]acetate

4-hydroxy-1-methyl-2-oxocyclohexyl 2-[1-(5,6-dimethylheptan-2-yl)-7a-methyl-5-oxo-hexahydroinden-4-ylidene]acetate

C28H44O5 (460.3189)


   

1-methyl-2-oxocyclohex-3-en-1-yl 2-[(1r,3ar,4z,7ar)-1-(5,6-dimethylheptan-2-yl)-7a-methyl-5-oxo-hexahydroinden-4-ylidene]acetate

1-methyl-2-oxocyclohex-3-en-1-yl 2-[(1r,3ar,4z,7ar)-1-(5,6-dimethylheptan-2-yl)-7a-methyl-5-oxo-hexahydroinden-4-ylidene]acetate

C28H42O4 (442.3083)


   

(2'r,6'r,8''r)-5''-(2-hydroxyethyl)-2',8''-bis(hydroxymethyl)-2',6'',8''-trimethyl-4'-methylidene-1',3',3'',4'',7'',9''-hexahydrodispiro[cyclopropane-1,5'-indene-6',2''-indeno[4,5-b]pyran]-7'-one

(2'r,6'r,8''r)-5''-(2-hydroxyethyl)-2',8''-bis(hydroxymethyl)-2',6'',8''-trimethyl-4'-methylidene-1',3',3'',4'',7'',9''-hexahydrodispiro[cyclopropane-1,5'-indene-6',2''-indeno[4,5-b]pyran]-7'-one

C30H38O5 (478.2719)


   

(1s,9s,12s)-5,5-dimethyl-11,13-dioxatetracyclo[7.6.0.0¹,¹².0²,⁷]pentadec-2(7)-ene-3,8,14-trione

(1s,9s,12s)-5,5-dimethyl-11,13-dioxatetracyclo[7.6.0.0¹,¹².0²,⁷]pentadec-2(7)-ene-3,8,14-trione

C15H16O5 (276.0998)


   

(1r,2s,3s,4r,7r,8r,9s,13r,14s)-3-(hydroxymethyl)-3,7,11,11,14-pentamethyl-10,12-dioxatetracyclo[6.6.0.0²,⁴.0⁹,¹³]tetradecan-7-ol

(1r,2s,3s,4r,7r,8r,9s,13r,14s)-3-(hydroxymethyl)-3,7,11,11,14-pentamethyl-10,12-dioxatetracyclo[6.6.0.0²,⁴.0⁹,¹³]tetradecan-7-ol

C18H30O4 (310.2144)


   

4-hydroxy-1-methyl-2-oxocyclohexyl 2-[(1r,3ar,4z,7ar)-1-[(3e)-5,6-dimethylhept-3-en-2-yl]-7a-methyl-5-oxo-hexahydroinden-4-ylidene]acetate

4-hydroxy-1-methyl-2-oxocyclohexyl 2-[(1r,3ar,4z,7ar)-1-[(3e)-5,6-dimethylhept-3-en-2-yl]-7a-methyl-5-oxo-hexahydroinden-4-ylidene]acetate

C28H42O5 (458.3032)


   

(2's,6'r)-2'-(hydroxymethyl)-2',6'-dimethyl-4'-methylidene-3',6'-dihydro-1'h-spiro[cyclopropane-1,5'-inden]-7'-one

(2's,6'r)-2'-(hydroxymethyl)-2',6'-dimethyl-4'-methylidene-3',6'-dihydro-1'h-spiro[cyclopropane-1,5'-inden]-7'-one

C15H20O2 (232.1463)