Tyrosol

4-hydroxy-Benzeneethanol;4-Hydroxyphenylethanol;beta-(4-Hydroxyphenyl)ethanol

C8H10O2 (138.0681)


Tyrosol is a phenolic compound present in two of the traditional components of the Mediterranean diet: wine and virgin olive oil. The presence of tyrosol has been described in red and white wines. Tyrosol is also present in vermouth and beer. Tyrosol has been shown to be able to exert antioxidant activity in vitro studies. Oxidation of low-density lipoprotein (LDL) appears to occur predominantly in arterial intimae in microdomains sequestered from antioxidants of plasma. The antioxidant content of the LDL particle is critical for its protection. The ability of tyrosol to bind human LDL has been reported. The bioavailability of tyrosol in humans from virgin olive oil in its natural form has been demonstrated. Urinary tyrosol increases, reaching a peak at 0-4 h after virgin olive oil administration. Men and women show a different pattern of urinary excretion of tyrosol. Moreover, tyrosol is absorbed in a dose-dependent manner after sustained and moderate doses of virgin olive oil. Tyrosol from wine or virgin olive oil could exert beneficial effects on human health in vivo if its biological properties are confirmed (PMID 15134375). Tyrosol is a microbial metabolite found in Bifidobacterium, Escherichia and Lactobacillus (PMID:28393285). 2-(4-hydroxyphenyl)ethanol is a phenol substituted at position 4 by a 2-hydroxyethyl group. It has a role as an anti-arrhythmia drug, an antioxidant, a cardiovascular drug, a protective agent, a fungal metabolite, a geroprotector and a plant metabolite. It is functionally related to a 2-phenylethanol. 2-(4-Hydroxyphenyl)ethanol is a natural product found in Thalictrum petaloideum, Casearia sylvestris, and other organisms with data available. Tyrosol is a metabolite found in or produced by Saccharomyces cerevisiae. See also: Sedum roseum root (part of); Rhodiola crenulata root (part of). D002317 - Cardiovascular Agents > D000889 - Anti-Arrhythmia Agents A phenol substituted at position 4 by a 2-hydroxyethyl group. D020011 - Protective Agents > D000975 - Antioxidants Tyrosol is a derivative of phenethyl alcohol. Tyrosol attenuates pro-inflammatory cytokines from cultured astrocytes and NF-κB activation. Anti-oxidative and anti-inflammatory effects[1]. Tyrosol is a derivative of phenethyl alcohol. Tyrosol attenuates pro-inflammatory cytokines from cultured astrocytes and NF-κB activation. Anti-oxidative and anti-inflammatory effects[1].

   
   
   

6-(1-Hydroxy-pentyl)-4-methoxy-5,6-dihydro-pyran-2-one

6-(1-Hydroxy-pentyl)-4-methoxy-5,6-dihydro-pyran-2-one

C11H18O4 (214.1205)


   

Tyrosol

InChI=1\C8H10O2\c9-6-5-7-1-3-8(10)4-2-7\h1-4,9-10H,5-6H

C8H10O2 (138.0681)


Tyrosol, also known as 4-hydroxyphenylethanol or 4-(2-hydroxyethyl)phenol, is a member of the class of compounds known as tyrosols. Tyrosols are organic aromatic compounds containing a phenethyl alcohol moiety that carries a hydroxyl group at the 4-position of the benzene group. Tyrosol is soluble (in water) and a very weakly acidic compound (based on its pKa). Tyrosol can be synthesized from 2-phenylethanol. Tyrosol is also a parent compound for other transformation products, including but not limited to, hydroxytyrosol, crosatoside B, and oleocanthal. Tyrosol is a mild, sweet, and floral tasting compound and can be found in a number of food items such as breadnut tree seed, sparkleberry, loquat, and savoy cabbage, which makes tyrosol a potential biomarker for the consumption of these food products. Tyrosol can be found primarily in feces and urine, as well as in human prostate tissue. Tyrosol exists in all eukaryotes, ranging from yeast to humans. Tyrosol present in wine is also shown to be cardioprotective. Samson et al. has shown that tyrosol-treated animals showed significant increase in the phosphorylation of Akt, eNOS and FOXO3a. In addition, tyrosol also induced the expression of longevity protein SIRT1 in the heart after myocardial infarction in a rat MI model. Hence tyrosols SIRT1, Akt and eNOS activating power adds another dimension to the wine research, because it adds a great link to the French paradox. In conclusion these findings suggest that tyrosol induces myocardial protection against ischemia related stress by inducing survival and longevity proteins that may be considered as anti-aging therapy for the heart . D002317 - Cardiovascular Agents > D000889 - Anti-Arrhythmia Agents D020011 - Protective Agents > D000975 - Antioxidants Tyrosol is a derivative of phenethyl alcohol. Tyrosol attenuates pro-inflammatory cytokines from cultured astrocytes and NF-κB activation. Anti-oxidative and anti-inflammatory effects[1]. Tyrosol is a derivative of phenethyl alcohol. Tyrosol attenuates pro-inflammatory cytokines from cultured astrocytes and NF-κB activation. Anti-oxidative and anti-inflammatory effects[1].

   

4-hydroxy-7,10,11-trimethyl-2,5-dioxatetracyclo[8.4.0.0¹,³.0⁴,⁸]tetradecan-14-yl 3-hydroxy-6-(hydroxymethyl)-2,4-dimethyldodec-4-enoate

4-hydroxy-7,10,11-trimethyl-2,5-dioxatetracyclo[8.4.0.0¹,³.0⁴,⁸]tetradecan-14-yl 3-hydroxy-6-(hydroxymethyl)-2,4-dimethyldodec-4-enoate

C30H50O7 (522.3556)


   

(1r,3s,4r,7s,8s,10r,11s,14r)-4-hydroxy-7,10,11-trimethyl-2,5-dioxatetracyclo[8.4.0.0¹,³.0⁴,⁸]tetradecan-14-yl (2r,3s,4e)-3-hydroxy-6-(hydroxymethyl)-2,4-dimethyldodec-4-enoate

(1r,3s,4r,7s,8s,10r,11s,14r)-4-hydroxy-7,10,11-trimethyl-2,5-dioxatetracyclo[8.4.0.0¹,³.0⁴,⁸]tetradecan-14-yl (2r,3s,4e)-3-hydroxy-6-(hydroxymethyl)-2,4-dimethyldodec-4-enoate

C30H50O7 (522.3556)


   

7-methoxy-6-methyl-5-[(3-methylbut-2-en-1-yl)oxy]-3h-2-benzofuran-1-one

7-methoxy-6-methyl-5-[(3-methylbut-2-en-1-yl)oxy]-3h-2-benzofuran-1-one

C15H18O4 (262.1205)


   

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

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

C30H39NO5 (493.2828)


   

2-hydroxy-3-methoxy-4-methyl-5-(3-methylbut-2-en-1-yl)benzoic acid

2-hydroxy-3-methoxy-4-methyl-5-(3-methylbut-2-en-1-yl)benzoic acid

C14H18O4 (250.1205)


   

(3s)-3-[(1r)-1-hydroxyethyl]-6-(3-methylbut-2-en-1-yl)-1,3,4,5-tetrahydro-2-benzoxepin-9-ol

(3s)-3-[(1r)-1-hydroxyethyl]-6-(3-methylbut-2-en-1-yl)-1,3,4,5-tetrahydro-2-benzoxepin-9-ol

C17H24O3 (276.1725)


   

(2r,3's)-3'-ethyl-4-methoxy-3'-[(2r,3r)-3-methyl-5-oxooxolan-2-yl]spiro[1-benzofuran-2,2'-oxiran]-3-one

(2r,3's)-3'-ethyl-4-methoxy-3'-[(2r,3r)-3-methyl-5-oxooxolan-2-yl]spiro[1-benzofuran-2,2'-oxiran]-3-one

C17H18O6 (318.1103)


   

3-methoxy-4-methyl-5-[(3-methylbut-2-en-1-yl)oxy]benzene-1,2-dicarboxylic acid

3-methoxy-4-methyl-5-[(3-methylbut-2-en-1-yl)oxy]benzene-1,2-dicarboxylic acid

C15H18O6 (294.1103)


   

(3s,3ar,4s,6ar,15r)-3-benzyl-4,10,12-trimethyl-5-methylidene-3h,3ah,4h,6h,6ah,9h,10h,11h,15h-cycloundeca[d]isoindole-1,6,12,15-tetrol

(3s,3ar,4s,6ar,15r)-3-benzyl-4,10,12-trimethyl-5-methylidene-3h,3ah,4h,6h,6ah,9h,10h,11h,15h-cycloundeca[d]isoindole-1,6,12,15-tetrol

C28H37NO4 (451.2722)


   

3-(1-hydroxyethyl)-6-(3-methylbut-2-en-1-yl)-1,3-dihydro-2-benzoxepin-9-ol

3-(1-hydroxyethyl)-6-(3-methylbut-2-en-1-yl)-1,3-dihydro-2-benzoxepin-9-ol

C17H22O3 (274.1569)


   

(2e)-4-hydroxy-2-{2-hydroxy-1-[(2r,3r)-3-methyl-5-oxooxolan-2-yl]ethylidene}-1-benzofuran-3-one

(2e)-4-hydroxy-2-{2-hydroxy-1-[(2r,3r)-3-methyl-5-oxooxolan-2-yl]ethylidene}-1-benzofuran-3-one

C15H14O6 (290.079)


   

[(3r,4r)-4,8-dihydroxy-3,4-dimethyl-1-oxo-3h-2-benzopyran-7-yl]methyl acetate

[(3r,4r)-4,8-dihydroxy-3,4-dimethyl-1-oxo-3h-2-benzopyran-7-yl]methyl acetate

C14H16O6 (280.0947)


   

2-(3,5-dichloro-2-hydroxy-6-methoxy-4-methylbenzoyl)-4,6-dihydroxy-3-(3-methylbut-2-en-1-yl)benzaldehyde

2-(3,5-dichloro-2-hydroxy-6-methoxy-4-methylbenzoyl)-4,6-dihydroxy-3-(3-methylbut-2-en-1-yl)benzaldehyde

C21H20Cl2O6 (438.0637)


   

5-methoxy-4,6-dimethyl-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3h-2-benzofuran-1-one

5-methoxy-4,6-dimethyl-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3h-2-benzofuran-1-one

C17H22O9 (370.1264)


   

8a-hydroxy-3,4a,5-trimethyl-2-oxo-4h,5h,6h,7h,8h-naphtho[2,3-b]furan-8-yl 6-[(acetyloxy)methyl]-3-hydroxy-2,4-dimethyldodec-4-enoate

8a-hydroxy-3,4a,5-trimethyl-2-oxo-4h,5h,6h,7h,8h-naphtho[2,3-b]furan-8-yl 6-[(acetyloxy)methyl]-3-hydroxy-2,4-dimethyldodec-4-enoate

C32H48O8 (560.3349)


   

3-benzyl-1,12-dihydroxy-5-(hydroxymethyl)-4,10,12-trimethyl-3h,3ah,4h,6ah,9h,10h,11h,15h-cycloundeca[d]isoindol-15-yl acetate

3-benzyl-1,12-dihydroxy-5-(hydroxymethyl)-4,10,12-trimethyl-3h,3ah,4h,6ah,9h,10h,11h,15h-cycloundeca[d]isoindol-15-yl acetate

C30H39NO5 (493.2828)


   

2-(3,4-dihydroxypentyl)-6-hydroxybenzaldehyde

2-(3,4-dihydroxypentyl)-6-hydroxybenzaldehyde

C12H16O4 (224.1049)


   

(2z)-2-{2-hydroxy-1-[(2r,3r)-3-methyl-5-oxooxolan-2-yl]ethylidene}-4-methoxy-1-benzofuran-3-one

(2z)-2-{2-hydroxy-1-[(2r,3r)-3-methyl-5-oxooxolan-2-yl]ethylidene}-4-methoxy-1-benzofuran-3-one

C16H16O6 (304.0947)


   

2-(3,4-dihydroxypentyl)-6-hydroxy-3-(3-methylbut-2-en-1-yl)benzaldehyde

2-(3,4-dihydroxypentyl)-6-hydroxy-3-(3-methylbut-2-en-1-yl)benzaldehyde

C17H24O4 (292.1675)


   

(2r,3's)-3'-(hydroxymethyl)-4-methoxy-3'-[(2r,3r)-3-methyl-5-oxooxolan-2-yl]spiro[1-benzofuran-2,2'-oxiran]-3-one

(2r,3's)-3'-(hydroxymethyl)-4-methoxy-3'-[(2r,3r)-3-methyl-5-oxooxolan-2-yl]spiro[1-benzofuran-2,2'-oxiran]-3-one

C16H16O7 (320.0896)


   

2-hydroxy-6-(hydroxymethyl)-4-methylphenyl 2-hydroxy-3-(3-methylbut-2-en-1-yl)benzoate

2-hydroxy-6-(hydroxymethyl)-4-methylphenyl 2-hydroxy-3-(3-methylbut-2-en-1-yl)benzoate

C20H22O5 (342.1467)


   

2-[(3r,4r)-3,4-dihydroxypentyl]-6-hydroxybenzaldehyde

2-[(3r,4r)-3,4-dihydroxypentyl]-6-hydroxybenzaldehyde

C12H16O4 (224.1049)


   

(2z)-4-hydroxy-2-{2-hydroxy-1-[(2r,3r)-3-methyl-5-oxooxolan-2-yl]ethylidene}-1-benzofuran-3-one

(2z)-4-hydroxy-2-{2-hydroxy-1-[(2r,3r)-3-methyl-5-oxooxolan-2-yl]ethylidene}-1-benzofuran-3-one

C15H14O6 (290.079)


   

(2r,3s)-1-[(1s)-4-hydroxy-7-(3-methylbut-2-en-1-yl)-1,3-dihydro-2-benzofuran-1-yl]butane-2,3-diol

(2r,3s)-1-[(1s)-4-hydroxy-7-(3-methylbut-2-en-1-yl)-1,3-dihydro-2-benzofuran-1-yl]butane-2,3-diol

C17H24O4 (292.1675)


   

(4ar,5s,8r,8ar)-8a-hydroxy-3,4a,5-trimethyl-2-oxo-4h,5h,6h,7h,8h-naphtho[2,3-b]furan-8-yl (2r,3s,4e,6r)-3-hydroxy-6-(hydroxymethyl)-2,4-dimethyldodec-4-enoate

(4ar,5s,8r,8ar)-8a-hydroxy-3,4a,5-trimethyl-2-oxo-4h,5h,6h,7h,8h-naphtho[2,3-b]furan-8-yl (2r,3s,4e,6r)-3-hydroxy-6-(hydroxymethyl)-2,4-dimethyldodec-4-enoate

C30H46O7 (518.3243)


   

(2e)-2-{2-hydroxy-1-[(2r,3r)-3-methyl-5-oxooxolan-2-yl]ethylidene}-4-methoxy-1-benzofuran-3-one

(2e)-2-{2-hydroxy-1-[(2r,3r)-3-methyl-5-oxooxolan-2-yl]ethylidene}-4-methoxy-1-benzofuran-3-one

C16H16O6 (304.0947)


   

2-[2-hydroxy-1-(3-methyl-5-oxooxolan-2-yl)ethylidene]-4-methoxy-1-benzofuran-3-one

2-[2-hydroxy-1-(3-methyl-5-oxooxolan-2-yl)ethylidene]-4-methoxy-1-benzofuran-3-one

C16H16O6 (304.0947)


   

2-[(3r,4r)-3,4-dihydroxypentyl]-6-hydroxy-3-(3-methylbut-2-en-1-yl)benzaldehyde

2-[(3r,4r)-3,4-dihydroxypentyl]-6-hydroxy-3-(3-methylbut-2-en-1-yl)benzaldehyde

C17H24O4 (292.1675)


   

(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,15h-cycloundeca[d]isoindol-15-yl acetate

(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,15h-cycloundeca[d]isoindol-15-yl acetate

C30H39NO5 (493.2828)


   

4-hydroxy-2-[2-hydroxy-1-(3-methyl-5-oxooxolan-2-yl)ethylidene]-1-benzofuran-3-one

4-hydroxy-2-[2-hydroxy-1-(3-methyl-5-oxooxolan-2-yl)ethylidene]-1-benzofuran-3-one

C15H14O6 (290.079)


   

(2e)-4-[(3s)-7-hydroxy-3-(2-hydroxy-3-oxobutyl)-1,3-dihydro-2-benzofuran-4-yl]-2-methylbut-2-en-1-yl acetate

(2e)-4-[(3s)-7-hydroxy-3-(2-hydroxy-3-oxobutyl)-1,3-dihydro-2-benzofuran-4-yl]-2-methylbut-2-en-1-yl acetate

C19H24O6 (348.1573)


   

(1r)-1-(2-hydroxyethyl)-7-(3-methylbut-2-en-1-yl)-1,3-dihydro-2-benzofuran-4-ol

(1r)-1-(2-hydroxyethyl)-7-(3-methylbut-2-en-1-yl)-1,3-dihydro-2-benzofuran-4-ol

C15H20O3 (248.1412)


   

(2e)-4-[(7-methoxy-6-methyl-3-oxo-1h-2-benzofuran-5-yl)oxy]-2-methylbut-2-enoic acid

(2e)-4-[(7-methoxy-6-methyl-3-oxo-1h-2-benzofuran-5-yl)oxy]-2-methylbut-2-enoic acid

C15H16O6 (292.0947)


   

9-hydroxy-3-(1-hydroxyethyl)-3h-2-benzoxepin-1-one

9-hydroxy-3-(1-hydroxyethyl)-3h-2-benzoxepin-1-one

C12H12O4 (220.0736)


   

(2r,3's)-4-hydroxy-3'-(hydroxymethyl)-3'-[(2r,3r)-3-methyl-5-oxooxolan-2-yl]spiro[1-benzofuran-2,2'-oxiran]-3-one

(2r,3's)-4-hydroxy-3'-(hydroxymethyl)-3'-[(2r,3r)-3-methyl-5-oxooxolan-2-yl]spiro[1-benzofuran-2,2'-oxiran]-3-one

C15H14O7 (306.0739)


   

3,3-bis[(1s)-1-hydroxyethyl]-1h-2-benzoxepin-9-ol

3,3-bis[(1s)-1-hydroxyethyl]-1h-2-benzoxepin-9-ol

C14H18O4 (250.1205)


   

5-methoxy-4,6-dimethyl-7-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-3h-2-benzofuran-1-one

5-methoxy-4,6-dimethyl-7-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-3h-2-benzofuran-1-one

C17H22O8 (354.1315)


   

(2s,3r,4s,5r)-4-(hydroxymethyl)-4-methyl-5-[(1e)-prop-1-en-1-yl]-2-propyloxolan-3-ol

(2s,3r,4s,5r)-4-(hydroxymethyl)-4-methyl-5-[(1e)-prop-1-en-1-yl]-2-propyloxolan-3-ol

C12H22O3 (214.1569)


   

(12s)-12-(1-hydroxyethyl)-3-methyl-4,13-dioxatricyclo[7.4.1.0⁵,¹⁴]tetradeca-5(14),6,8,10-tetraen-3-ol

(12s)-12-(1-hydroxyethyl)-3-methyl-4,13-dioxatricyclo[7.4.1.0⁵,¹⁴]tetradeca-5(14),6,8,10-tetraen-3-ol

C15H18O4 (262.1205)


   

3-methoxy-2-(methoxycarbonyl)-4-methyl-5-[(3-methylbut-2-en-1-yl)oxy]benzoic acid

3-methoxy-2-(methoxycarbonyl)-4-methyl-5-[(3-methylbut-2-en-1-yl)oxy]benzoic acid

C16H20O6 (308.126)


   

(2s,3s)-1-[(1r)-4-hydroxy-7-(3-methylbut-2-en-1-yl)-1,3-dihydro-2-benzofuran-1-yl]butane-2,3-diol

(2s,3s)-1-[(1r)-4-hydroxy-7-(3-methylbut-2-en-1-yl)-1,3-dihydro-2-benzofuran-1-yl]butane-2,3-diol

C17H24O4 (292.1675)


   

(5r)-5-[(1r,5s)-5-hydroxy-1,4-dimethylcyclohex-3-en-1-yl]-5-methyloxolan-2-one

(5r)-5-[(1r,5s)-5-hydroxy-1,4-dimethylcyclohex-3-en-1-yl]-5-methyloxolan-2-one

C13H20O3 (224.1412)


   

2-[(1e,3r,4s)-3,4-dihydroxyhept-1-en-1-yl]-6-hydroxybenzaldehyde

2-[(1e,3r,4s)-3,4-dihydroxyhept-1-en-1-yl]-6-hydroxybenzaldehyde

C14H18O4 (250.1205)


   

(2s,3's)-3'-(hydroxymethyl)-4-methoxy-3'-[(2r,3r)-3-methyl-5-oxooxolan-2-yl]spiro[1-benzofuran-2,2'-oxiran]-3-one

(2s,3's)-3'-(hydroxymethyl)-4-methoxy-3'-[(2r,3r)-3-methyl-5-oxooxolan-2-yl]spiro[1-benzofuran-2,2'-oxiran]-3-one

C16H16O7 (320.0896)


   

(12r)-12-(1-hydroxyethyl)-3-methyl-4,13-dioxatricyclo[7.4.1.0⁵,¹⁴]tetradeca-5(14),6,8,10-tetraen-3-ol

(12r)-12-(1-hydroxyethyl)-3-methyl-4,13-dioxatricyclo[7.4.1.0⁵,¹⁴]tetradeca-5(14),6,8,10-tetraen-3-ol

C15H18O4 (262.1205)


   

(1r,2r,3z,5r,7s,9z,11r,12s,14r,15s,16r,17s)-17-benzyl-5,19-dihydroxy-5,7,14,15-tetramethyl-13-oxa-18-azatetracyclo[9.8.0.0¹,¹⁶.0¹²,¹⁴]nonadeca-3,9,18-trien-2-yl acetate

(1r,2r,3z,5r,7s,9z,11r,12s,14r,15s,16r,17s)-17-benzyl-5,19-dihydroxy-5,7,14,15-tetramethyl-13-oxa-18-azatetracyclo[9.8.0.0¹,¹⁶.0¹²,¹⁴]nonadeca-3,9,18-trien-2-yl acetate

C30H39NO5 (493.2828)


   

4-[(7-methoxy-6-methyl-3-oxo-1h-2-benzofuran-5-yl)oxy]-2-methylbut-2-enoic acid

4-[(7-methoxy-6-methyl-3-oxo-1h-2-benzofuran-5-yl)oxy]-2-methylbut-2-enoic acid

C15H16O6 (292.0947)


   

(3s,3ar,4s,6s,6ar,10s,12r,15r,15as)-3-benzyl-4,10,12-trimethyl-5-methylidene-3h,3ah,4h,6h,6ah,9h,10h,11h,15h-cycloundeca[d]isoindole-1,6,12,15-tetrol

(3s,3ar,4s,6s,6ar,10s,12r,15r,15as)-3-benzyl-4,10,12-trimethyl-5-methylidene-3h,3ah,4h,6h,6ah,9h,10h,11h,15h-cycloundeca[d]isoindole-1,6,12,15-tetrol

C28H37NO4 (451.2722)


   

7-hydroxy-5-methoxy-4,6-dimethyl-3h-2-benzofuran-1-one

7-hydroxy-5-methoxy-4,6-dimethyl-3h-2-benzofuran-1-one

C11H12O4 (208.0736)


   

3-(1-hydroxyethyl)-1,3-dihydro-2-benzoxepin-9-ol

3-(1-hydroxyethyl)-1,3-dihydro-2-benzoxepin-9-ol

C12H14O3 (206.0943)


   

(4,8-dihydroxy-3,4-dimethyl-1-oxo-3h-2-benzopyran-7-yl)methyl acetate

(4,8-dihydroxy-3,4-dimethyl-1-oxo-3h-2-benzopyran-7-yl)methyl acetate

C14H16O6 (280.0947)


   

4,6-dihydroxy-7-(hydroxymethyl)-3-methylchromen-2-one

4,6-dihydroxy-7-(hydroxymethyl)-3-methylchromen-2-one

C11H10O5 (222.0528)


   

4-(hydroxymethyl)-4-methyl-5-(prop-1-en-1-yl)-2-propyloxolan-3-ol

4-(hydroxymethyl)-4-methyl-5-(prop-1-en-1-yl)-2-propyloxolan-3-ol

C12H22O3 (214.1569)


   

methyl (2r)-3'-amino-5-hydroxy-4'-methoxy-7-methyl-4,6'-dioxospiro[1,3-benzodioxine-2,1'-cyclohexane]-2',4'-diene-2'-carboxylate

methyl (2r)-3'-amino-5-hydroxy-4'-methoxy-7-methyl-4,6'-dioxospiro[1,3-benzodioxine-2,1'-cyclohexane]-2',4'-diene-2'-carboxylate

C17H15NO8 (361.0798)


   

(2r,3's)-3'-(hydroxymethyl)-4-methoxy-3'-[(3r)-3-methyl-5-oxooxolan-2-yl]spiro[1-benzofuran-2,2'-oxiran]-3-one

(2r,3's)-3'-(hydroxymethyl)-4-methoxy-3'-[(3r)-3-methyl-5-oxooxolan-2-yl]spiro[1-benzofuran-2,2'-oxiran]-3-one

C16H16O7 (320.0896)


   

2-(3,4-dihydroxyhept-1-en-1-yl)-6-hydroxybenzaldehyde

2-(3,4-dihydroxyhept-1-en-1-yl)-6-hydroxybenzaldehyde

C14H18O4 (250.1205)


   

1-[4-hydroxy-7-(3-methylbut-2-en-1-yl)-1,3-dihydro-2-benzofuran-1-yl]butane-2,3-diol

1-[4-hydroxy-7-(3-methylbut-2-en-1-yl)-1,3-dihydro-2-benzofuran-1-yl]butane-2,3-diol

C17H24O4 (292.1675)


   

methyl (2r)-5'-amino-5-hydroxy-2'-methoxy-7-methyl-4,4'-dioxospiro[1,3-benzodioxine-2,1'-cyclohexane]-2',5'-diene-6'-carboxylate

methyl (2r)-5'-amino-5-hydroxy-2'-methoxy-7-methyl-4,4'-dioxospiro[1,3-benzodioxine-2,1'-cyclohexane]-2',5'-diene-6'-carboxylate

C17H15NO8 (361.0798)


   

6-hydroxy-4-methoxy-5-methyl-3h-2-benzofuran-1-one

6-hydroxy-4-methoxy-5-methyl-3h-2-benzofuran-1-one

C10H10O4 (194.0579)


   

4-methoxy-5-methyl-6-[(3-methylbut-2-en-1-yl)oxy]-3h-2-benzofuran-1-one

4-methoxy-5-methyl-6-[(3-methylbut-2-en-1-yl)oxy]-3h-2-benzofuran-1-one

C15H18O4 (262.1205)


   

4-methoxy-5-methyl-6-[(3-methylbut-2-en-1-yl)oxy]-2-benzofuran-1,3-dione

4-methoxy-5-methyl-6-[(3-methylbut-2-en-1-yl)oxy]-2-benzofuran-1,3-dione

C15H16O5 (276.0998)


   

4,6-dihydroxy-3,7-dimethylchromen-2-one

4,6-dihydroxy-3,7-dimethylchromen-2-one

C11H10O4 (206.0579)


   

(1s,10r,11s)-11-methyl-12,13-dioxatricyclo[8.2.1.0²,⁷]trideca-2,4,6-trien-3-ol

(1s,10r,11s)-11-methyl-12,13-dioxatricyclo[8.2.1.0²,⁷]trideca-2,4,6-trien-3-ol

C12H14O3 (206.0943)


   

11-methyl-12,13-dioxatricyclo[8.2.1.0²,⁷]trideca-2,4,6-trien-3-ol

11-methyl-12,13-dioxatricyclo[8.2.1.0²,⁷]trideca-2,4,6-trien-3-ol

C12H14O3 (206.0943)


   

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

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

C30H39NO5 (493.2828)


   

5-methoxy-4,6-dimethyl-7-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-3h-2-benzofuran-1-one

5-methoxy-4,6-dimethyl-7-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-3h-2-benzofuran-1-one

C17H22O8 (354.1315)


   

5-methoxy-4,6-dimethyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3h-2-benzofuran-1-one

5-methoxy-4,6-dimethyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3h-2-benzofuran-1-one

C17H22O9 (370.1264)


   

8a-hydroxy-3,4a,5-trimethyl-2-oxo-4h,5h,6h,7h,8h-naphtho[2,3-b]furan-8-yl 3-hydroxy-6-(hydroxymethyl)-2,4-dimethyldodec-4-enoate

8a-hydroxy-3,4a,5-trimethyl-2-oxo-4h,5h,6h,7h,8h-naphtho[2,3-b]furan-8-yl 3-hydroxy-6-(hydroxymethyl)-2,4-dimethyldodec-4-enoate

C30H46O7 (518.3243)


   

3'-(hydroxymethyl)-4-methoxy-3'-(3-methyl-5-oxooxolan-2-yl)spiro[1-benzofuran-2,2'-oxiran]-3-one

3'-(hydroxymethyl)-4-methoxy-3'-(3-methyl-5-oxooxolan-2-yl)spiro[1-benzofuran-2,2'-oxiran]-3-one

C16H16O7 (320.0896)


   

(2s,3s)-1-[(1s)-4-hydroxy-7-(3-methylbut-2-en-1-yl)-1,3-dihydro-2-benzofuran-1-yl]butane-2,3-diol

(2s,3s)-1-[(1s)-4-hydroxy-7-(3-methylbut-2-en-1-yl)-1,3-dihydro-2-benzofuran-1-yl]butane-2,3-diol

C17H24O4 (292.1675)


   

4-[7-hydroxy-3-(2-hydroxy-3-oxobutyl)-1,3-dihydro-2-benzofuran-4-yl]-2-methylbut-2-en-1-yl acetate

4-[7-hydroxy-3-(2-hydroxy-3-oxobutyl)-1,3-dihydro-2-benzofuran-4-yl]-2-methylbut-2-en-1-yl acetate

C19H24O6 (348.1573)


   

(3r,4s)-4,8-dihydroxy-4-(hydroxymethyl)-3,7-dimethyl-3h-2-benzopyran-1-one

(3r,4s)-4,8-dihydroxy-4-(hydroxymethyl)-3,7-dimethyl-3h-2-benzopyran-1-one

C12H14O5 (238.0841)


   

3-(1-hydroxyethyl)-6-(3-methylbut-2-en-1-yl)-1,3,4,5-tetrahydro-2-benzoxepin-9-ol

3-(1-hydroxyethyl)-6-(3-methylbut-2-en-1-yl)-1,3,4,5-tetrahydro-2-benzoxepin-9-ol

C17H24O3 (276.1725)


   

(4ar,5s,8r,8ar)-8a-hydroxy-3,4a,5-trimethyl-2-oxo-4h,5h,6h,7h,8h-naphtho[2,3-b]furan-8-yl (2r,3s,4e)-6-[(acetyloxy)methyl]-3-hydroxy-2,4-dimethyldodec-4-enoate

(4ar,5s,8r,8ar)-8a-hydroxy-3,4a,5-trimethyl-2-oxo-4h,5h,6h,7h,8h-naphtho[2,3-b]furan-8-yl (2r,3s,4e)-6-[(acetyloxy)methyl]-3-hydroxy-2,4-dimethyldodec-4-enoate

C32H48O8 (560.3349)


   

4,8-dihydroxy-4-(hydroxymethyl)-3,7-dimethyl-3h-2-benzopyran-1-one

4,8-dihydroxy-4-(hydroxymethyl)-3,7-dimethyl-3h-2-benzopyran-1-one

C12H14O5 (238.0841)


   

5-(5-hydroxy-1,4-dimethylcyclohex-3-en-1-yl)-5-methyloxolan-2-one

5-(5-hydroxy-1,4-dimethylcyclohex-3-en-1-yl)-5-methyloxolan-2-one

C13H20O3 (224.1412)