Harman

1-methyl-9H-pyrido[3,4-b]indole

C12H10N2 (182.0844)


Harman is an indole alkaloid fundamental parent with a structure of 9H-beta-carboline carrying a methyl substituent at C-1. It has been isolated from the bark of Sickingia rubra, Symplocus racemosa, Passiflora incarnata, Peganum harmala, Banisteriopsis caapi and Tribulus terrestris, as well as from tobacco smoke. It is a specific, reversible inhibitor of monoamine oxidase A. It has a role as an anti-HIV agent, a plant metabolite and an EC 1.4.3.4 (monoamine oxidase) inhibitor. It is an indole alkaloid, an indole alkaloid fundamental parent and a harmala alkaloid. Harman is a natural product found in Ophiopogon, Strychnos johnsonii, and other organisms with data available. An indole alkaloid fundamental parent with a structure of 9H-beta-carboline carrying a methyl substituent at C-1. It has been isolated from the bark of Sickingia rubra, Symplocus racemosa, Passiflora incarnata, Peganum harmala, Banisteriopsis caapi and Tribulus terrestris, as well as from tobacco smoke. It is a specific, reversible inhibitor of monoamine oxidase A. Isolated from roots of Panax ginseng and Codonopsis lanceolata (todok). Struct. has now been shown to be identical with 1-Acetyl-b-carboline CHK59-M Harman is found in chicory. Harman is an alkaloid from the may pop (Passiflora incarnata, Passifloraceae) and many other Passiflora sp [Raw Data] CB042_Harman_pos_30eV_CB000019.txt [Raw Data] CB042_Harman_pos_20eV_CB000019.txt [Raw Data] CB042_Harman_pos_40eV_CB000019.txt [Raw Data] CB042_Harman_pos_10eV_CB000019.txt [Raw Data] CB042_Harman_pos_50eV_CB000019.txt [Raw Data] CB042_Harman_neg_50eV_000012.txt [Raw Data] CB042_Harman_neg_30eV_000012.txt [Raw Data] CB042_Harman_neg_40eV_000012.txt [Raw Data] CB042_Harman_neg_20eV_000012.txt [Raw Data] CB042_Harman_neg_10eV_000012.txt Harman. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=486-84-0 (retrieved 2024-06-29) (CAS RN: 486-84-0). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Harmane, a β-Carboline alkaloid (BCA), is a potent neurotoxin that causes severe action tremors and psychiatric manifestations. Harmane shows 1000-fold selectivity for I1-Imidazoline receptor (IC50=30 nM) over α2-adrenoceptor (IC50=18 μM). Harmane is also a potent and selective inhibitor of monoamine oxidase (MAO) (IC50s=0.5 and 5 μM for human MAO A/B, respectively). Harmane exhibits comutagenic effect[1][2][3][4]. Harmane, a β-Carboline alkaloid (BCA), is a potent neurotoxin that causes severe action tremors and psychiatric manifestations. Harmane shows 1000-fold selectivity for I1-Imidazoline receptor (IC50=30 nM) over α2-adrenoceptor (IC50=18 μM). Harmane is also a potent and selective inhibitor of monoamine oxidase (MAO) (IC50s=0.5 and 5 μM for human MAO A/B, respectively). Harmane exhibits comutagenic effect[1][2][3][4]. Harmane, a β-Carboline alkaloid (BCA), is a potent neurotoxin that causes severe action tremors and psychiatric manifestations. Harmane shows 1000-fold selectivity for I1-Imidazoline receptor (IC50=30 nM) over α2-adrenoceptor (IC50=18 μM). Harmane is also a potent and selective inhibitor of monoamine oxidase (MAO) (IC50s=0.5 and 5 μM for human MAO A/B, respectively). Harmane exhibits comutagenic effect[1][2][3][4].

   

Grandisin

3,4-dimethyl-2,5-bis(3,4,5-trimethoxyphenyl)oxolane

C24H32O7 (432.2148)


   

6-Hydroxymellein

Isocoumarin, 3,4-dihydro-6,8-dihydroxy-3-methyl-

C10H10O4 (194.0579)


   

Oryzalexin A

(2R,4aR,4bS,7S,10aS)-7-ethenyl-2-hydroxy-1,1,4a,7-tetramethyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydrophenanthren-9-one

C20H30O2 (302.2246)


Oryzalexin a, also known as 3a,7-oxo-ent-sandaracopimaradiene, is a member of the class of compounds known as diterpenoids. Diterpenoids are terpene compounds formed by four isoprene units. Oryzalexin a is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Oryzalexin a can be found in rice, which makes oryzalexin a a potential biomarker for the consumption of this food product.

   

Pyriculol

Pyriculol

C14H16O4 (248.1049)


A benzaldehyde that is salicylaldehyde which is substituted at position 6 by a (3R,4S,5E)-3,4-dihydroxyhepta-1,5-dien-1-yl group. It is a phytotoxic metabolite, isolated from the rice blast fungi Magnaporthe oryzae and Magnaporthe grisea.

   

Pinoresinol

Phenol,4-(tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl)bis[2-methoxy-, [1S-(1.alpha.,3a.alpha.,4.alpha.,6a.alpha.)]-

C20H22O6 (358.1416)


4-[6-(4-Hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2-methoxyphenol is a natural product found in Zanthoxylum riedelianum, Forsythia suspensa, and other organisms with data available. Pinoresinol is a lignol of plant origin serving for defense in a caterpillar. Pinoresinol drastically sensitizes cancer cells against TNF-related apoptosis-inducing ligand (TRAIL) -induced apoptosis[1][2]. Pinoresinol is a lignol of plant origin serving for defense in a caterpillar. Pinoresinol drastically sensitizes cancer cells against TNF-related apoptosis-inducing ligand (TRAIL) -induced apoptosis[1][2].

   

Lirioresinol A

4-[6-(4-hydroxy-3,5-dimethoxy-phenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2,6-dimethoxy-phenol

C22H26O8 (418.1628)


Syringaresinol is a lignan that is 7,9:7,9-diepoxylignane substituted by hydroxy groups at positions 4 and 4 and methoxy groups at positions 3, 3, 5 and 5 respectively. It has a role as a plant metabolite. It is a lignan, a polyphenol, an aromatic ether, a furofuran and a polyether. Syringaresinol is a natural product found in Dracaena draco, Ficus septica, and other organisms with data available. A lignan that is 7,9:7,9-diepoxylignane substituted by hydroxy groups at positions 4 and 4 and methoxy groups at positions 3, 3, 5 and 5 respectively. Isolated from Artemisia absinthium (wormwood). Lirioresinol A is found in alcoholic beverages and herbs and spices. Lirioresinol A is found in alcoholic beverages. Lirioresinol A is isolated from Artemisia absinthium (wormwood).

   

Eugenitin

5-Hydroxy-7-methoxy-2,6-dimethyl-4H-1-benzopyran-4-one

C12H12O4 (220.0736)


From Eugenia caryophyllata (clove). Eugenitin is found in herbs and spices and cloves. Eugenitin is found in cloves. Eugenitin is from Eugenia caryophyllata (clove

   

4-hydroxy-3-nitrophenylacetate

2-(4-HYDROXY-3-nitrophenyl)acetIC ACID

C8H7NO5 (197.0324)


4-hydroxy-3-nitrophenylacetate, also known as 3-nitro-4-hydroxyphenylacetic acid, is slightly soluble (in water). It is a mildly acidic compound. This metabolite is a member of the class of compounds known as nitrophenols. Nitrophenols are compounds containing a nitrophenol moiety, which consists of a benzene ring bearing both a hydroxyl group and a nitro group on two different ring carbon atoms. Free nitrotyrosine undergoes metabolism to form 3-nitro-4-hydroxyphenylacetic acid (NHPA) which is excreted in the urine (Wikipedia). However, it is not known whether NHPA is derived exclusively from metabolism of nitrotyrosine, or whether it can be formed by nitration of circulating para -hydroxyphenylacetic acid (PHPA), a metabolite of tyrosine (PMID: 12797864). Since the plasma concentration of PHPA is markedly higher than free nitrotyrosine (approx. 400-fold), the nitration of high-circulating endogenous PHPA to form NHPA becomes very significant and accounts for the majority of NHPA excreted in urine (PMID: 12797864).

   

Oryzalexin B

(4aS,4bS,7S,9S,10aS)-7-ethenyl-9-hydroxy-1,1,4a,7-tetramethyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydrophenanthren-2-one

C20H30O2 (302.2246)


Oryzalexin b is a member of the class of compounds known as diterpenoids. Diterpenoids are terpene compounds formed by four isoprene units. Oryzalexin b is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Oryzalexin b can be found in rice, which makes oryzalexin b a potential biomarker for the consumption of this food product.

   

Oryzalexin C

(4aR,4bS,7S,10aS)-7-ethenyl-1,1,4a,7-tetramethyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydrophenanthrene-2,9-dione

C20H28O2 (300.2089)


Oryzalexin c is a member of the class of compounds known as diterpenoids. Diterpenoids are terpene compounds formed by four isoprene units. Oryzalexin c is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Oryzalexin c can be found in rice, which makes oryzalexin c a potential biomarker for the consumption of this food product.

   

Ketovaline

3-Methyl-2-oxobutanoic acid

C5H8O3 (116.0473)


3-Methyl-2-oxobutanoic acid is a precursor of pantothenic acid in Escherichia coli.

   

2,4-Dihydroxy-6-(2-oxopropyl)benzoic acid

2,4-Dihydroxy-6-(2-oxopropyl)benzoic acid

C10H10O5 (210.0528)


   

Terrestric acid

Terrestric acid

C11H14O4 (210.0892)


   

oryzalexin B

oryzalexin B

C20H30O2 (302.2246)


   

Harmane

Harmane

C12H10N2 (182.0844)


Annotation level-1 Acquisition and generation of the data is financially supported by the Max-Planck-Society IPB_RECORD: 2281; CONFIDENCE confident structure IPB_RECORD: 2961; CONFIDENCE confident structure

   

(7R,8S)-7,8-dihydroxy-3,7-dimethyl-6-oxo-8H-isochromene-5-carbaldehyde

NCGC00380595-01!(7R,8S)-7,8-dihydroxy-3,7-dimethyl-6-oxo-8H-isochromene-5-carbaldehyde

C12H12O5 (236.0685)


   

α-Ketoisovaleric acid

3-Methyl-2-oxobutanoic acid

C5H8O3 (116.0473)


A 2-oxo monocarboxylic acid that is the 2-oxo derivative of isovaleric acid. 3-Methyl-2-oxobutanoic acid is a precursor of pantothenic acid in Escherichia coli.

   

syringaresinol

4-[4-(4-hydroxy-3,5-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2,6-dimethoxyphenol

C22H26O8 (418.1628)


   

eugenitin

4H-1-Benzopyran-4-one, 5-hydroxy-7-methoxy-2,6-dimethyl-

C12H12O4 (220.0736)


A natural product found in Cyperus teneriffae.

   

3-Methyl-2-oxobutanoic acid

3-Methyl-2-oxobutanoic acid

C5H8O3 (116.0473)


   

oryzalexin A

oryzalexin A

C20H30O2 (302.2246)


A tricyclic diterpenoid that is ent-sandaracopimaradiene bearing additional hydroxy and oxo substituents at the 3alpha- and 7-positions respectively.

   

7,8-dihydroxy-3,7-dimethyl-6-oxo-7,8-dihydro-6H-isochromene-5-carbaldehyde

7,8-dihydroxy-3,7-dimethyl-6-oxo-7,8-dihydro-6H-isochromene-5-carbaldehyde

C12H12O5 (236.0685)


   

2-[(1e,3e,5r,6s)-5,6-dihydroxyhepta-1,3-dien-1-yl]-6-hydroxybenzaldehyde

2-[(1e,3e,5r,6s)-5,6-dihydroxyhepta-1,3-dien-1-yl]-6-hydroxybenzaldehyde

C14H16O4 (248.1049)


   

3-{[(2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-1-hydroxy-8-methoxy-6-methylanthracene-9,10-dione

3-{[(2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-1-hydroxy-8-methoxy-6-methylanthracene-9,10-dione

C21H20O9 (416.1107)


   

(2s,4r)-4-acetyl-5-hydroxy-2-isopropyl-2,4-dihydropyrrol-3-one

(2s,4r)-4-acetyl-5-hydroxy-2-isopropyl-2,4-dihydropyrrol-3-one

C9H13NO3 (183.0895)


   

3-(penta-1,3-dien-1-yl)-3,4-dihydro-1h-2-benzopyran-4,8-diol

3-(penta-1,3-dien-1-yl)-3,4-dihydro-1h-2-benzopyran-4,8-diol

C14H16O3 (232.1099)


   

2-[(1e,3s,4s,5e)-3,4-dihydroxyhepta-1,5-dien-1-yl]-6-hydroxybenzaldehyde

2-[(1e,3s,4s,5e)-3,4-dihydroxyhepta-1,5-dien-1-yl]-6-hydroxybenzaldehyde

C14H16O4 (248.1049)


   

2-amino-4-methylpentanoyl pyrrolidine-2-carboxylate

2-amino-4-methylpentanoyl pyrrolidine-2-carboxylate

C11H20N2O3 (228.1474)


   

(1e,3s,4s,5e)-1-[3-hydroxy-2-(hydroxymethyl)phenyl]hepta-1,5-diene-3,4-diol

(1e,3s,4s,5e)-1-[3-hydroxy-2-(hydroxymethyl)phenyl]hepta-1,5-diene-3,4-diol

C14H18O4 (250.1205)


   

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

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

C10H10O4 (194.0579)


   

7-ethenyl-1,1,4a,7-tetramethyl-4,4b,5,6,10,10a-hexahydro-3h-phenanthrene-2,9-dione

7-ethenyl-1,1,4a,7-tetramethyl-4,4b,5,6,10,10a-hexahydro-3h-phenanthrene-2,9-dione

C20H28O2 (300.2089)


   

1-[2,4-dihydroxy-5-(sec-butyl)-5h-pyrrol-3-yl]ethanone

1-[2,4-dihydroxy-5-(sec-butyl)-5h-pyrrol-3-yl]ethanone

C10H15NO3 (197.1052)


   

11-hydroxy-2,6,6,10-tetramethyl-15-azapentacyclo[11.6.1.0²,¹¹.0⁵,¹⁰.0¹⁶,²⁰]icosa-1(19),13,16(20)-triene-17,18-dione

11-hydroxy-2,6,6,10-tetramethyl-15-azapentacyclo[11.6.1.0²,¹¹.0⁵,¹⁰.0¹⁶,²⁰]icosa-1(19),13,16(20)-triene-17,18-dione

C23H29NO3 (367.2147)


   

(4s,5z)-4-[(1s,2e)-1-hydroxybut-2-en-1-yl]-1,4-dihydro-2,3-benzodioxocin-10-ol

(4s,5z)-4-[(1s,2e)-1-hydroxybut-2-en-1-yl]-1,4-dihydro-2,3-benzodioxocin-10-ol

C14H16O4 (248.1049)


   

(2r,5s,10s,11r)-2,6,6,10-tetramethyl-15-azapentacyclo[11.6.1.0²,¹¹.0⁵,¹⁰.0¹⁶,²⁰]icosa-1(19),13,16(20)-triene-17,18-dione

(2r,5s,10s,11r)-2,6,6,10-tetramethyl-15-azapentacyclo[11.6.1.0²,¹¹.0⁵,¹⁰.0¹⁶,²⁰]icosa-1(19),13,16(20)-triene-17,18-dione

C23H29NO2 (351.2198)


   

5-[(6,8-dihydroxy-3,5-dimethyl-1-oxo-3,4-dihydro-2-benzopyran-7-yl)methyl]-7,8-dihydroxy-3,7-dimethyl-8h-isochromen-6-one

5-[(6,8-dihydroxy-3,5-dimethyl-1-oxo-3,4-dihydro-2-benzopyran-7-yl)methyl]-7,8-dihydroxy-3,7-dimethyl-8h-isochromen-6-one

C23H24O8 (428.1471)


   

2-hydroxy-6-[(1e,3s)-4-hydroxy-3-[(1e)-prop-1-en-1-yl]but-1-en-1-yl]benzaldehyde

2-hydroxy-6-[(1e,3s)-4-hydroxy-3-[(1e)-prop-1-en-1-yl]but-1-en-1-yl]benzaldehyde

C14H16O3 (232.1099)


   

(2s,3r,4s,5s,6r)-2-(3-butyl-2,4-dihydroxy-6-pentylphenyl)-6-methyloxane-3,4,5-triol

(2s,3r,4s,5s,6r)-2-(3-butyl-2,4-dihydroxy-6-pentylphenyl)-6-methyloxane-3,4,5-triol

C21H34O6 (382.2355)


   

(4z)-5-hydroxy-4-(1-hydroxyethylidene)-2-(sec-butyl)-2h-pyrrol-3-one; 1-[2,4-dihydroxy-5-(sec-butyl)-5h-pyrrol-3-yl]ethanone

(4z)-5-hydroxy-4-(1-hydroxyethylidene)-2-(sec-butyl)-2h-pyrrol-3-one; 1-[2,4-dihydroxy-5-(sec-butyl)-5h-pyrrol-3-yl]ethanone

C20H30N2O6 (394.2104)


   

(z,5s,5'r)-5-ethyl-5'-methyl-4,5-dihydro-3h,5'h-[2,3'-bioxolylidene]-2',4'-dione

(z,5s,5'r)-5-ethyl-5'-methyl-4,5-dihydro-3h,5'h-[2,3'-bioxolylidene]-2',4'-dione

C11H14O4 (210.0892)


   

7-ethenyl-9-hydroxy-1,1,4a,7-tetramethyl-3,4,4b,5,6,9,10,10a-octahydrophenanthren-2-one

7-ethenyl-9-hydroxy-1,1,4a,7-tetramethyl-3,4,4b,5,6,9,10,10a-octahydrophenanthren-2-one

C20H30O2 (302.2246)


   

2-hydroxy-6-[4-hydroxy-3-(prop-1-en-1-yl)but-1-en-1-yl]benzaldehyde

2-hydroxy-6-[4-hydroxy-3-(prop-1-en-1-yl)but-1-en-1-yl]benzaldehyde

C14H16O3 (232.1099)


   

2-hydroxy-6-[(1e,3r)-4-hydroxy-3-[(1e)-prop-1-en-1-yl]but-1-en-1-yl]benzaldehyde

2-hydroxy-6-[(1e,3r)-4-hydroxy-3-[(1e)-prop-1-en-1-yl]but-1-en-1-yl]benzaldehyde

C14H16O3 (232.1099)


   

(2r,4e)-2-[(2r)-butan-2-yl]-5-hydroxy-4-(1-hydroxyethylidene)-2h-pyrrol-3-one

(2r,4e)-2-[(2r)-butan-2-yl]-5-hydroxy-4-(1-hydroxyethylidene)-2h-pyrrol-3-one

C10H15NO3 (197.1052)


   

(1e,3r,4s,5e)-1-[3-hydroxy-2-(hydroxymethyl)phenyl]hepta-1,5-diene-3,4-diol

(1e,3r,4s,5e)-1-[3-hydroxy-2-(hydroxymethyl)phenyl]hepta-1,5-diene-3,4-diol

C14H18O4 (250.1205)


   

5-[(7,8-dihydroxy-3,7-dimethyl-6-oxo-8h-isochromen-5-yl)methyl]-7,8-dihydroxy-3,7-dimethyl-8h-isochromen-6-one

5-[(7,8-dihydroxy-3,7-dimethyl-6-oxo-8h-isochromen-5-yl)methyl]-7,8-dihydroxy-3,7-dimethyl-8h-isochromen-6-one

C23H24O8 (428.1471)


   

mycoleptone a

mycoleptone a

C23H24O8 (428.1471)


   

(1s,2r,6r,9s,10s,13r,14r)-6-hydroxy-13-[(2r,5e)-5-isopropylhept-5-en-2-yl]-2,14-dimethyl-5-oxatetracyclo[7.7.0.0²,⁶.0¹⁰,¹⁴]hexadecan-4-one

(1s,2r,6r,9s,10s,13r,14r)-6-hydroxy-13-[(2r,5e)-5-isopropylhept-5-en-2-yl]-2,14-dimethyl-5-oxatetracyclo[7.7.0.0²,⁶.0¹⁰,¹⁴]hexadecan-4-one

C27H44O3 (416.329)


   

8-(acetyloxy)-5-{[7,8-bis(acetyloxy)-3,7-dimethyl-6-oxo-8h-isochromen-5-yl]methyl}-3,7-dimethyl-6-oxo-8h-isochromen-7-yl acetate

8-(acetyloxy)-5-{[7,8-bis(acetyloxy)-3,7-dimethyl-6-oxo-8h-isochromen-5-yl]methyl}-3,7-dimethyl-6-oxo-8h-isochromen-7-yl acetate

C31H32O12 (596.1894)


   

1-[3-hydroxy-2-(hydroxymethyl)phenyl]hepta-1,5-diene-3,4-diol

1-[3-hydroxy-2-(hydroxymethyl)phenyl]hepta-1,5-diene-3,4-diol

C14H18O4 (250.1205)


   

8-(acetyloxy)-5-formyl-3,7-dimethyl-6-oxo-8h-isochromen-7-yl acetate

8-(acetyloxy)-5-formyl-3,7-dimethyl-6-oxo-8h-isochromen-7-yl acetate

C16H16O7 (320.0896)


   

2-(3-butyl-2,4-dihydroxy-6-pentylphenyl)-6-methyloxane-3,4,5-triol

2-(3-butyl-2,4-dihydroxy-6-pentylphenyl)-6-methyloxane-3,4,5-triol

C21H34O6 (382.2355)


   

3-[(1e,3e)-penta-1,3-dien-1-yl]-3,4-dihydro-1h-2-benzopyran-4,8-diol

3-[(1e,3e)-penta-1,3-dien-1-yl]-3,4-dihydro-1h-2-benzopyran-4,8-diol

C14H16O3 (232.1099)


   

(7r,8s)-8-(acetyloxy)-5-formyl-3,7-dimethyl-6-oxo-8h-isochromen-7-yl acetate

(7r,8s)-8-(acetyloxy)-5-formyl-3,7-dimethyl-6-oxo-8h-isochromen-7-yl acetate

C16H16O7 (320.0896)


   

2,6,6,10-tetramethyl-15-azapentacyclo[11.6.1.0²,¹¹.0⁵,¹⁰.0¹⁶,²⁰]icosa-1(19),13,16(20)-triene-17,18-dione

2,6,6,10-tetramethyl-15-azapentacyclo[11.6.1.0²,¹¹.0⁵,¹⁰.0¹⁶,²⁰]icosa-1(19),13,16(20)-triene-17,18-dione

C23H29NO2 (351.2198)


   

5-hydroxy-4-(1-hydroxyethylidene)-2-(sec-butyl)-2h-pyrrol-3-one

5-hydroxy-4-(1-hydroxyethylidene)-2-(sec-butyl)-2h-pyrrol-3-one

C10H15NO3 (197.1052)


   

(3s,4r)-3-[(1e,3e)-penta-1,3-dien-1-yl]-3,4-dihydro-1h-2-benzopyran-4,8-diol

(3s,4r)-3-[(1e,3e)-penta-1,3-dien-1-yl]-3,4-dihydro-1h-2-benzopyran-4,8-diol

C14H16O3 (232.1099)


   

4-[(2e)-1-hydroxybut-2-en-1-yl]-1,4-dihydro-2,3-benzodioxocin-10-ol

4-[(2e)-1-hydroxybut-2-en-1-yl]-1,4-dihydro-2,3-benzodioxocin-10-ol

C14H16O4 (248.1049)


   

4-(1-hydroxybut-2-en-1-yl)-1,4-dihydro-2,3-benzodioxocin-10-ol

4-(1-hydroxybut-2-en-1-yl)-1,4-dihydro-2,3-benzodioxocin-10-ol

C14H16O4 (248.1049)


   

stellatin (c12)

stellatin (c12)

C12H12O5 (236.0685)


   

6-[(7,8-dihydroxy-3,7-dimethyl-6-oxo-8h-isochromen-5-yl)methyl]-5,7-dihydroxy-2,8-dimethylchromen-4-one

6-[(7,8-dihydroxy-3,7-dimethyl-6-oxo-8h-isochromen-5-yl)methyl]-5,7-dihydroxy-2,8-dimethylchromen-4-one

C23H22O8 (426.1315)


   

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

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

C10H10O3 (178.063)


   

4-(2-hydroxyethyl)-2-nitrophenol

4-(2-hydroxyethyl)-2-nitrophenol

C8H9NO4 (183.0532)


   

(2s,5s,10s,11s)-11-hydroxy-2,6,6,10-tetramethyl-15-azapentacyclo[11.6.1.0²,¹¹.0⁵,¹⁰.0¹⁶,²⁰]icosa-1(19),13,16(20)-triene-17,18-dione

(2s,5s,10s,11s)-11-hydroxy-2,6,6,10-tetramethyl-15-azapentacyclo[11.6.1.0²,¹¹.0⁵,¹⁰.0¹⁶,²⁰]icosa-1(19),13,16(20)-triene-17,18-dione

C23H29NO3 (367.2147)


   

methyl 5-(3-methyloxiran-2-yl)pyridine-2-carboxylate

methyl 5-(3-methyloxiran-2-yl)pyridine-2-carboxylate

C10H11NO3 (193.0739)


   

5-hydroxy-2-(hydroxymethyl)-7-methoxy-6-methylchromen-4-one

5-hydroxy-2-(hydroxymethyl)-7-methoxy-6-methylchromen-4-one

C12H12O5 (236.0685)


   

1-[(5s)-5-[(2r)-butan-2-yl]-2,4-dihydroxy-5h-pyrrol-3-yl]ethanone

1-[(5s)-5-[(2r)-butan-2-yl]-2,4-dihydroxy-5h-pyrrol-3-yl]ethanone

C10H15NO3 (197.1052)


   

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

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

C10H10O4 (194.0579)


   

(2s)-2-amino-4-methylpentanoyl (2s)-pyrrolidine-2-carboxylate

(2s)-2-amino-4-methylpentanoyl (2s)-pyrrolidine-2-carboxylate

C11H20N2O3 (228.1474)


   

(e,5s,5'r)-5-ethyl-5'-methyl-4,5-dihydro-3h,5'h-[2,3'-bioxolylidene]-2',4'-dione

(e,5s,5'r)-5-ethyl-5'-methyl-4,5-dihydro-3h,5'h-[2,3'-bioxolylidene]-2',4'-dione

C11H14O4 (210.0892)


   

(7r,8s)-8-(acetyloxy)-5-{[(7r,8s)-7,8-bis(acetyloxy)-3,7-dimethyl-6-oxo-8h-isochromen-5-yl]methyl}-3,7-dimethyl-6-oxo-8h-isochromen-7-yl acetate

(7r,8s)-8-(acetyloxy)-5-{[(7r,8s)-7,8-bis(acetyloxy)-3,7-dimethyl-6-oxo-8h-isochromen-5-yl]methyl}-3,7-dimethyl-6-oxo-8h-isochromen-7-yl acetate

C31H32O12 (596.1894)


   

7-ethenyl-2-hydroxy-1,1,4a,7-tetramethyl-2,3,4,4b,5,6,10,10a-octahydrophenanthren-9-one

7-ethenyl-2-hydroxy-1,1,4a,7-tetramethyl-2,3,4,4b,5,6,10,10a-octahydrophenanthren-9-one

C20H30O2 (302.2246)


   

(2r,3s,4e)-1-[(1r)-1,3-dihydro-2-benzofuran-1-yl]hex-4-ene-2,3-diol

(2r,3s,4e)-1-[(1r)-1,3-dihydro-2-benzofuran-1-yl]hex-4-ene-2,3-diol

C14H18O3 (234.1256)


   

2-(3,4-dihydroxyhepta-1,5-dien-1-yl)-6-hydroxybenzaldehyde

2-(3,4-dihydroxyhepta-1,5-dien-1-yl)-6-hydroxybenzaldehyde

C14H16O4 (248.1049)


   

(7s,8s)-7-ethyl-8-hydroxy-4,7-dimethyl-3-[(1e)-prop-1-en-1-yl]-8h-isochromen-6-one

(7s,8s)-7-ethyl-8-hydroxy-4,7-dimethyl-3-[(1e)-prop-1-en-1-yl]-8h-isochromen-6-one

C16H20O3 (260.1412)


   

2-hydroxy-6-[(1e)-4-hydroxy-3-[(1e)-prop-1-en-1-yl]but-1-en-1-yl]benzaldehyde

2-hydroxy-6-[(1e)-4-hydroxy-3-[(1e)-prop-1-en-1-yl]but-1-en-1-yl]benzaldehyde

C14H16O3 (232.1099)


   

cis-4-hydroxyscytalone

cis-4-hydroxyscytalone

C10H10O5 (210.0528)


   

4-(1-hydroxyethyl)-2-nitrophenol

4-(1-hydroxyethyl)-2-nitrophenol

C8H9NO4 (183.0532)


   

(2s)-4-acetyl-2-[(2s)-butan-2-yl]-5-hydroxy-2,4-dihydropyrrol-3-one

(2s)-4-acetyl-2-[(2s)-butan-2-yl]-5-hydroxy-2,4-dihydropyrrol-3-one

C10H15NO3 (197.1052)


   

7-ethyl-8-hydroxy-4,7-dimethyl-3-(prop-1-en-1-yl)-8h-isochromen-6-one

7-ethyl-8-hydroxy-4,7-dimethyl-3-(prop-1-en-1-yl)-8h-isochromen-6-one

C16H20O3 (260.1412)


   

6-{[(7r,8s)-7,8-dihydroxy-3,7-dimethyl-6-oxo-8h-isochromen-5-yl]methyl}-5,7-dihydroxy-2,8-dimethylchromen-4-one

6-{[(7r,8s)-7,8-dihydroxy-3,7-dimethyl-6-oxo-8h-isochromen-5-yl]methyl}-5,7-dihydroxy-2,8-dimethylchromen-4-one

C23H22O8 (426.1315)


   

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

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

C10H10O4 (194.0579)


   

1-(1,3-dihydro-2-benzofuran-1-yl)hex-4-ene-2,3-diol

1-(1,3-dihydro-2-benzofuran-1-yl)hex-4-ene-2,3-diol

C14H18O3 (234.1256)


   

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

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

C10H10O4 (194.0579)


   

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

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

C10H10O4 (194.0579)


   

(2s,3r,4r,5r,6s)-2-(3-butyl-2,4-dihydroxy-6-pentylphenyl)-6-methyloxane-3,4,5-triol

(2s,3r,4r,5r,6s)-2-(3-butyl-2,4-dihydroxy-6-pentylphenyl)-6-methyloxane-3,4,5-triol

C21H34O6 (382.2355)


   

(3s)-6,8-dihydroxy-3-methyl-3,4-dihydro-2-benzopyran-1-one

(3s)-6,8-dihydroxy-3-methyl-3,4-dihydro-2-benzopyran-1-one

C10H10O4 (194.0579)


   

3-{[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-1-hydroxy-8-methoxy-6-methylanthracene-9,10-dione

3-{[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-1-hydroxy-8-methoxy-6-methylanthracene-9,10-dione

C21H20O9 (416.1107)


   

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

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

C10H10O5 (210.0528)


   

4-acetyl-5-hydroxy-2-isopropyl-2,4-dihydropyrrol-3-one

4-acetyl-5-hydroxy-2-isopropyl-2,4-dihydropyrrol-3-one

C9H13NO3 (183.0895)


   

(7r,8s)-5-[(6,8-dihydroxy-3,5-dimethyl-1-oxo-3,4-dihydro-2-benzopyran-7-yl)methyl]-7,8-dihydroxy-3,7-dimethyl-8h-isochromen-6-one

(7r,8s)-5-[(6,8-dihydroxy-3,5-dimethyl-1-oxo-3,4-dihydro-2-benzopyran-7-yl)methyl]-7,8-dihydroxy-3,7-dimethyl-8h-isochromen-6-one

C23H24O8 (428.1471)


   

4-(hydroxymethyl)-2-nitrophenol

4-(hydroxymethyl)-2-nitrophenol

C7H7NO4 (169.0375)