NCBI Taxonomy: 86725

Magnolia biondii (ncbi_taxid: 86725)

found 301 associated metabolites at species taxonomy rank level.

Ancestor: Magnolia

Child Taxonomies: none taxonomy data.

Scopoletin

7-hydroxy-6-methoxy-2H-chromen-2-one

C10H8O4 (192.0422568)


Scopoletin is a hydroxycoumarin that is umbelliferone bearing a methoxy substituent at position 6. It has a role as a plant growth regulator and a plant metabolite. It is functionally related to an umbelliferone. Scopoletin is a natural product found in Ficus auriculata, Haplophyllum cappadocicum, and other organisms with data available. Scopoletin is a coumarin compound found in several plants including those in the genus Scopolia and the genus Brunfelsia, as well as chicory (Cichorium), redstem wormwood (Artemisia scoparia), stinging nettle (Urtica dioica), passion flower (Passiflora), noni (Morinda citrifolia fruit) and European black nightshade (Solanum nigrum) that is comprised of umbelliferone with a methoxy group substituent at position 6. Scopoletin is used to standardize and establish pharmacokinetic properties for products derived from the plants that produce it, such as noni extract. Although the mechanism(s) of action have not yet been established, this agent has potential antineoplastic, antidopaminergic, antioxidant, anti-inflammatory and anticholinesterase effects. Plant growth factor derived from the root of Scopolia carniolica or Scopolia japonica. See also: Arnica montana Flower (part of); Lycium barbarum fruit (part of); Viburnum opulus root (part of). Isolated from Angelica acutiloba (Dong Dang Gui). Scopoletin is found in many foods, some of which are lambsquarters, lemon, sunflower, and sherry. Scopoletin is found in anise. Scopoletin is isolated from Angelica acutiloba (Dong Dang Gui A hydroxycoumarin that is umbelliferone bearing a methoxy substituent at position 6. Acquisition and generation of the data is financially supported in part by CREST/JST. [Raw Data] CBA72_Scopoletin_pos_20eV.txt [Raw Data] CBA72_Scopoletin_pos_40eV.txt [Raw Data] CBA72_Scopoletin_neg_30eV.txt [Raw Data] CBA72_Scopoletin_neg_50eV.txt [Raw Data] CBA72_Scopoletin_pos_50eV.txt [Raw Data] CBA72_Scopoletin_pos_10eV.txt [Raw Data] CBA72_Scopoletin_neg_40eV.txt [Raw Data] CBA72_Scopoletin_neg_10eV.txt [Raw Data] CBA72_Scopoletin_pos_30eV.txt [Raw Data] CBA72_Scopoletin_neg_20eV.txt Scopoletin. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=92-61-5 (retrieved 2024-07-12) (CAS RN: 92-61-5). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Scopoletin is an inhibitor of acetylcholinesterase (AChE). Scopoletin is an inhibitor of acetylcholinesterase (AChE).

   

Syringin

(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(4-((E)-3-hydroxyprop-1-en-1-yl)-2,6-dimethoxyphenoxy)tetrahydro-2H-pyran-3,4,5-triol

C17H24O9 (372.14202539999997)


Syringin is a monosaccharide derivative that is trans-sinapyl alcohol attached to a beta-D-glucopyranosyl residue at position 1 via a glycosidic linkage. It has a role as a hepatoprotective agent and a plant metabolite. It is a beta-D-glucoside, a monosaccharide derivative, a primary alcohol and a dimethoxybenzene. It is functionally related to a trans-sinapyl alcohol. Syringin is a natural product found in Salacia chinensis, Codonopsis lanceolata, and other organisms with data available. See also: Codonopsis pilosula root (part of). A monosaccharide derivative that is trans-sinapyl alcohol attached to a beta-D-glucopyranosyl residue at position 1 via a glycosidic linkage. Syringin is a main bioactive phenolic glycoside in Acanthopanax senticosus, with anti-osteoporosis activity. Syringin prevents cardiac hypertrophy induced by pressure overload through the attenuation of autophagy[1][2]. Syringin is a main bioactive phenolic glycoside in Acanthopanax senticosus, with anti-osteoporosis activity. Syringin prevents cardiac hypertrophy induced by pressure overload through the attenuation of autophagy[1][2].

   

Pinoresinol

PHENOL, 4,4-(TETRAHYDRO-1H,3H-FURO(3,4-C)FURAN-1,4-DIYL)BIS(2-METHOXY-, (1S-(1.ALPHA.,3A.ALPHA.,4.BETA.,6A.ALPHA.))-

C20H22O6 (358.1416312)


Epipinoresinol is an enantiomer of pinoresinol having (+)-(1R,3aR,4S,6aR)-configuration. It has a role as a plant metabolite and a marine metabolite. Epipinoresinol is a natural product found in Pandanus utilis, Abeliophyllum distichum, and other organisms with data available. An enantiomer of pinoresinol having (+)-(1R,3aR,4S,6aR)-configuration. (+)-pinoresinol is an enantiomer of pinoresinol having (+)-1S,3aR,4S,6aR-configuration. It has a role as a hypoglycemic agent, a plant metabolite and a phytoestrogen. Pinoresinol is a natural product found in Pandanus utilis, Zanthoxylum beecheyanum, and other organisms with data available. See also: Acai fruit pulp (part of). An enantiomer of pinoresinol having (+)-1S,3aR,4S,6aR-configuration. relative retention time with respect to 9-anthracene Carboxylic Acid is 0.907 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.905 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.897 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.895 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].

   

galbelgin

Furan, 2,4-bis(3,4-dimethoxyphenyl)tetrahydro-3,4-dimethyl-, (2alpha,3beta,4beta,5alpha)-

C22H28O5 (372.1936638)


Galgravin is a member of the class of aryltetrahydrofurans carrying two 3,4-dimethoxyphenyl substituents at positions 2 and 5 as well as two methyl groups at positions 3 and 4. It has a role as a bone density conservation agent, a neuroprotective agent, a platelet aggregation inhibitor and a plant metabolite. It is an aryltetrahydrofuran, a dimethoxybenzene, a ring assembly and a lignan. Galgravin is a natural product found in Schisandra propinqua, Piper mullesua, and other organisms with data available. A member of the class of aryltetrahydrofurans carrying two 3,4-dimethoxyphenyl substituents at positions 2 and 5 as well as two methyl groups at positions 3 and 4. Veraguensin is a lignan. It has a role as a metabolite. Veraguensin is a natural product found in Ocotea foetens, Illicium floridanum, and other organisms with data available. A natural product found in Acorus gramineus. Veraguensin is a lignan compound derived from Magnolia sp.. Veraguensin can inhibit bone resorption[1] Veraguensin is a lignan compound derived from Magnolia sp.. Veraguensin can inhibit bone resorption[1]

   

6'-O-p-Coumaroyltrifolin

((2R,3S,4S,5R,6S)-6-((5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl (E)-3-(4-hydroxyphenyl)acrylate

C30H26O13 (594.1373346)


Kaempferol 3-(6-p-coumaroylgalactoside) is a member of the class of compounds known as flavonoid 3-o-p-coumaroyl glycosides. Flavonoid 3-o-p-coumaroyl glycosides are flavonoid 3-O-glycosides where the carbohydrate moiety is esterified with a p-coumaric acid. P-coumaric acid is an organic derivative of cinnamic acid, that carries a hydroxyl group at the 4-position of the benzene ring. Kaempferol 3-(6-p-coumaroylgalactoside) is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Within the cell, kaempferol 3-(6-p-coumaroylgalactoside) is primarily located in the membrane (predicted from logP). Tribuloside is a glycosyloxyflavone that is kaempferol attached to a 6-O-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-beta-D-glucopyranosyl residue at position 3 via a glycosidic linkage. It has a role as a plant metabolite. It is a glycosyloxyflavone, a cinnamate ester, a trihydroxyflavone and a monosaccharide derivative. It is functionally related to a kaempferol and a trans-4-coumaric acid. Tiliroside is a natural product found in Phlomoides spectabilis, Anaphalis contorta, and other organisms with data available. 6-O-p-Coumaroyltrifolin is a constituent of Pinus sylvestris (Scotch pine). Tiliroside, a glycosidic flavonoid, possesses anti-diabetic activities. Tiliroside is a noncompetitive inhibitor of α-amylase with a Ki value of 84.2? μM. Tiliroside inhibits carbohydrate digestion and glucose absorption in the gastrointestinal tract[1]. Tiliroside, a glycosidic flavonoid, possesses anti-diabetic activities. Tiliroside is a noncompetitive inhibitor of α-amylase with a Ki value of 84.2? μM. Tiliroside inhibits carbohydrate digestion and glucose absorption in the gastrointestinal tract[1]. Tribuloside is a flavonoid that can be isolated from Tribulus terrestris L[1]. Tribuloside exhibits anti-mycobacterial activity against the non-pathogenic Mycobacterium species with a minimum inhibitory concentration (MIC) of 5.0 mg/mL. Tribuloside has 1,1-diphenyl-2-picrylhydrazyl radical scavenging activity[2]. Tribuloside is a flavonoid that can be isolated from Tribulus terrestris L[1]. Tribuloside exhibits anti-mycobacterial activity against the non-pathogenic Mycobacterium species with a minimum inhibitory concentration (MIC) of 5.0 mg/mL. Tribuloside has 1,1-diphenyl-2-picrylhydrazyl radical scavenging activity[2].

   

(+)-Fargesin

1,3-Benzodioxole, 5-(4-(3,4-dimethoxyphenyl)tetrahydro-1H,3H-furo(3,4-c)furan-1-yl)-, (1S-(1alpha,3aalpha,4beta,6aalpha))-

C21H22O6 (370.1416312)


Fargesin is a lignan. Planinin is a natural product found in Piper mullesua and Magnolia coco with data available. Constituent of Artemisia absinthium (wormwood). (+)-Fargesin is found in alcoholic beverages and herbs and spices. (+)-Spinescin is found in herbs and spices. (+)-Spinescin is a constituent of sassafras root. Fargesin is a bioactive neolignan isolated from magnolia plants, with antihypertensive and anti-inflammatory effects[1][2][3]. Fargesin is a bioactive neolignan isolated from magnolia plants, with antihypertensive and anti-inflammatory effects[1][2][3].

   

(S)-Reticuline

7-ISOQUINOLINOL, 1,2,3,4-TETRAHYDRO-1-((3-HYDROXY-4-METHOXYPHENYL)METHYL)-6-METHOXY-2-METHYL-, (1S)-

C19H23NO4 (329.16269980000004)


(S)-Reticuline is an endogenous precursor of morphine (PMID: 15383669). (S)-Reticuline is a key intermediate in the synthesis of morphine, the major active metabolite of the opium poppy. "Endogenous morphine" has been long isolated and authenticated by mass spectrometry in trace amounts from animal- and human-specific tissue or fluids (PMID: 15874902). Human neuroblastoma cells (SH-SY5Y) were shown capable of synthesizing morphine as well. (S)-Reticuline undergoes a change of configuration at C-1 during its transformation into salutaridinol and thebaine. From thebaine, there is a bifurcate pathway leading to morphine proceeding via codeine or oripavine, in both plants and mammals (PMID 15937106). (S)-reticuline is the (S)-enantiomer of reticuline. It has a role as an EC 2.1.1.116 [3-hydroxy-N-methyl-(S)-coclaurine 4-O-methyltransferase] inhibitor. It is a conjugate base of a (S)-reticulinium(1+). It is an enantiomer of a (R)-reticuline. Reticuline is a natural product found in Fumaria capreolata, Berberis integerrima, and other organisms with data available. See also: Peumus boldus leaf (part of). Alkaloid from Papaver somniferum (opium poppy) and Annona reticulata (custard apple) The (S)-enantiomer of reticuline.

   

Machiline

7-Isoquinolinol, 1,2,3,4-tetrahydro-1-[(4-hydroxyphenyl)methyl]-6-methoxy-, (1R)-

C17H19NO3 (285.13648639999997)


(R)-coclaurine is a coclaurine. It is an enantiomer of a (S)-coclaurine. (R)-Coclaurine is a natural product found in Mezilaurus synandra, Stephania excentrica, and other organisms with data available.

   

Fargesone A

(2S,3R,3aR,7S,7aS)-2-(1,3-benzodioxol-5-yl)-3a,4-dimethoxy-3-methyl-7-prop-2-enyl-2,3,7,7a-tetrahydro-1-benzofuran-6-one

C21H24O6 (372.1572804)


Fargesone A is a member of benzodioxoles. Fargesone A is a natural product found in Piper wightii, Piper hymenophyllum, and other organisms with data available.

   

Kobusin

(3abeta,6abeta)-1beta-(3,4-Dimethoxyphenyl)-4beta-(1,3-benzodioxole-5-yl)tetrahydro-1H,3H-furo[3,4-c]furan

C21H22O6 (370.1416312)


Demethoxyaschantin is a member of the class of furofurans that is tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-1,3-benzodioxole carrying an additional 3,4-dimethoxyphenyl substituent at position 4. It has a role as a plant metabolite. It is a furofuran, a lignan, a dimethoxybenzene and a member of benzodioxoles. Kobusin is a natural product found in Pandanus utilis, Pandanus boninensis, and other organisms with data available. Kobusin is a bisepoxylignan isolated from the Pnonobio biondii Pamp. Kobusin is an activator of CFTR and CaCCgie chloride channels and a inhibitor of ANO1/CaCC (calcium-activated chloride channel) channel[1][2]. Kobusin is a bisepoxylignan isolated from the Pnonobio biondii Pamp. Kobusin is an activator of CFTR and CaCCgie chloride channels and a inhibitor of ANO1/CaCC (calcium-activated chloride channel) channel[1][2].

   

Eugenol

Eugenol, Pharmaceutical Secondary Standard; Certified Reference Material

C10H12O2 (164.0837252)


Eugenol appears as clear colorless pale yellow or amber-colored liquid. Odor of cloves. Spicy pungent taste. (NTP, 1992) Eugenol is a phenylpropanoid formally derived from guaiacol with an allyl chain substituted para to the hydroxy group. It is a major component of clove essential oil, and exhibits antibacterial, analgesic and antioxidant properties. It has been widely used in dentistry to treat toothache and pulpitis. It has a role as an allergen, a human blood serum metabolite, a sensitiser, a volatile oil component, a flavouring agent, an EC 1.4.3.4 (monoamine oxidase) inhibitor, a radical scavenger, an antibacterial agent, an antineoplastic agent, an apoptosis inducer, an anaesthetic, an analgesic, a voltage-gated sodium channel blocker, a NF-kappaB inhibitor and an anti-inflammatory agent. It is a phenylpropanoid, a monomethoxybenzene, a member of phenols and an alkenylbenzene. It is functionally related to a guaiacol. Eugenol is a naturally occurring phenolic molecule found in several plants such as cinnamon, clove, and bay leaves. It has been used as a topical antiseptic as a counter-irritant and in dental preparations with zinc oxide for root canal sealing and pain control. Although not currently available in any FDA-approved products (including OTC), eugenol has been found to have anti-inflammatory, neuroprotective, antipyretic, antioxidant, antifungal and analgesic properties. Its exact mechanism of action is unknown, however, it has been shown to interfere with action potential conduction. There are a number of unapproved OTC products available containing eugenol that advertise its use for the treatment of toothache. Eugenol is a Standardized Chemical Allergen. The physiologic effect of eugenol is by means of Increased Histamine Release, and Cell-mediated Immunity. Eugenol, also called clove oil, is an aromatic oil extracted from cloves that is used widely as a flavoring for foods and teas and as an herbal oil used topically to treat toothache and more rarely to be taken orally to treat gastrointestinal and respiratory complaints. Eugenol in therapeutic doses has not been implicated in causing serum enzyme elevations or clinically apparent liver injury, but ingestions of high doses, as with an overdose, can cause severe liver injury. Eugenol is a natural product found in Dahlia sherffii, Elettaria cardamomum, and other organisms with data available. Eugenol is an allyl chain-substituted guaiacol, i.e. 2-methoxy-4-(2-propenyl)phenol. Eugenol is a member of the allylbenzene class of chemical compounds. It is a clear to pale yellow oily liquid extracted from certain essential oils especially from clove oil, nutmeg, cinnamon, and bay leaf. It is slightly soluble in water and soluble in organic solvents. It has a pleasant, spicy, clove-like odor. Eugenol is used in perfumeries, flavorings, essential oils and in medicine as a local antiseptic and anaesthetic. It was used in the production of isoeugenol for the manufacture of vanillin, though most vanillin is now produced from petrochemicals or from by-products of paper manufacture (Wikipedia). 4-Allyl-2-methoxyphenol is a metabolite found in or produced by Saccharomyces cerevisiae. A cinnamate derivative of the shikimate pathway found in CLOVE OIL and other PLANTS. See also: Cinnamon (part of); Clove Oil (part of); Cinnamon Leaf Oil (part of) ... View More ... Eugenol is an allyl chain-substituted guaiacol. Eugenol is a member of the phenylpropanoids class of chemical compounds. It is a clear to pale yellow oily liquid extracted from certain essential oils especially from clove oil, nutmeg, cinnamon, and bay leaf. It is slightly soluble in water and soluble in organic solvents. It has a pleasant, spicy, clove-like aroma. Eugenol is an allyl chain-substituted guaiacol, i.e. 2-methoxy-4-(2-propenyl)phenol. It is a clear to pale yellow oily liquid extracted from certain essential oils especially from clove oil, nutmeg, cinnamon, and bay leaf. Eugenol is used in perfumeries, flavorings, essential oils and in medicine as a local antiseptic and anaesthetic. It was used in the production of isoeugenol for the manufacture of vanillin, though most vanillin is now produced from petrochemicals or from by-products of paper manufacture (Wikipedia). Eugenol is used in perfumeries, flavorings, essential oils and in medicine as a local antiseptic and anesthetic. It is a key ingredient in Indonesian kretek (clove) cigarettes. It was used in the production of isoeugenol for the manufacture of vanillin, though most vanillin is now produced from phenol or from lignin. It is one of many compounds that is attractive to males of various species of orchid bees, who apparently gather the chemical to synthesize pheromones; it is commonly used as bait to attract and collect these bees for study. Eugenol has a very widespread occurrence in essential oils. Major component of clove oil. Also found in citrus and thyme oils. It is found in foods such as apple, apricot, banana and cherry fruits. Eugenol or 4-allyl-2-methoxyphenol is classified as a phenylpropanoid, formally derived from guaiacol, with an allyl chain positioned para to the hydroxy group. It is soluble in water, alcohol, chloroform, ether and oils. Eugenol is a neutral compound. It is biosynthesized from tyrosine. Eugenol is widely distributed in plants. It is a clear to pale yellow oily liquid extracted from clove oil, nutmeg, cinnamon, basil and bay leaf. It has a pleasant, spicy, clove-like odor with a spicy pungent taste. Eugenol is found in highest concentrations in cloves, allspices, and carrots and in lower concentrations in walnuts, ceylon cinnamons, and wild carrots. Eugenol has also been detected in shea tree, passion fruits, winged beans, fireweeds, and gingers, making it a potential biomarker for the consumption of these foods. Eugenol is used in perfumeries, flavorings and essential oils. It was first used for the manufacture of vanillin (https://doi.org/10.1021/ed054p776), though most vanillin is now produced from petrochemicals or from by-products of paper manufacture. Eugenol is hepatotoxic, meaning it may cause damage to the liver, if consumed in high doses. Eugenol has local antiseptic and anaesthetic properties (PMID:15089054 ; PMID:935250 ) and acts as positive allosteric modulators of the GABA-A receptor. It has high antioxidant, anti-proliferative, and anti-inflammatory activities with potential roles in alleviating and preventing cancer and inflammatory reactions (PMID:27771920 ). A phenylpropanoid formally derived from guaiacol with an allyl chain substituted para to the hydroxy group. It is a major component of clove essential oil, and exhibits antibacterial, analgesic and antioxidant properties. It has been widely used in dentistry to treat toothache and pulpitis. C78272 - Agent Affecting Nervous System > C245 - Anesthetic Agent D000890 - Anti-Infective Agents D012997 - Solvents [Raw Data] CB226_Eugenol_pos_10eV_CB000079.txt [Raw Data] CB226_Eugenol_pos_20eV_CB000079.txt [Raw Data] CB226_Eugenol_pos_40eV_CB000079.txt [Raw Data] CB226_Eugenol_pos_50eV_CB000079.txt [Raw Data] CB226_Eugenol_pos_30eV_CB000079.txt Eugenol is an essential oil found in cloves with antibacterial, anthelmintic and antioxidant activity. Eugenol is shown to inhibit lipid peroxidation. Eugenol is an essential oil found in cloves with antibacterial, anthelmintic and antioxidant activity. Eugenol is shown to inhibit lipid peroxidation.

   

Yangambin

1H,3H-Furo(3,4-c)furan, tetrahydro-1,4-bis(3,4,5-trimethoxyphenyl)-, (1S-(1alpha,3aalpha,4beta,6aalpha))-

C24H30O8 (446.194058)


Epiyangambin is a natural product found in Hernandia ovigera, Achillea holosericea, and other organisms with data available.

   

(S)-N-Methylcoclaurine

(S)-1,2,3,4-Tetrahydro-1-[(4-hydroxyphenyl)methyl]-6-methoxy-2- methyl-7-isoquinolinol

C18H21NO3 (299.1521356)


This compound belongs to the family of Benzylisoquinolines. These are organic compounds containing an isoquinoline to which a benzyl group is attached.

   
   

Eudesmin

eudesmin;(1R,3aα,6aα)-1,4α-Bis(3,4-dimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan;(1R,3aα,6aα)-1α,4α-Bis(3,4-dimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan;(3aβ,6aβ)-3β,6β-Bis(3,4-dimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan;(+)-Pinoresinol dimethyl ether;(1S)-3aβ,4,6,6aβ-Tetrahydro-1β,4β-bis(3,4-dimethoxyphenyl)-1H,3H-furo[3,4-c]furan;Pinoresinol dimethyl ether;NSC 35476

C22H26O6 (386.17292960000003)


(+)-Eudesmin is a lignan. (+)-Eudesmin is a natural product found in Pandanus utilis, Zanthoxylum fagara, and other organisms with data available. Origin: Plant Eudesmin ((-)-Eudesmin) impairs adipogenic differentiation via inhibition of S6K1 signaling pathway. Eudesmin possesses diverse therapeutic effects, including anti-tumor, anti-inflammatory, and anti-bacterial activities[1]. Eudesmin ((-)-Eudesmin) impairs adipogenic differentiation via inhibition of S6K1 signaling pathway. Eudesmin possesses diverse therapeutic effects, including anti-tumor, anti-inflammatory, and anti-bacterial activities[1]. Pinoresinol dimethyl ether ((+)-Eudesmin) is a non-phenolic furofuran lignan isolated from Magnolia biondii with neuritogenic activity. Pinoresinol dimethyl ether ((+)-Eudesmin) can induce neuritis outgrowth from PC12 cells by stimulating up-stream MAPK, PKC and PKA pathways[1][2]. Pinoresinol dimethyl ether ((+)-Eudesmin) is a non-phenolic furofuran lignan isolated from Magnolia biondii with neuritogenic activity. Pinoresinol dimethyl ether ((+)-Eudesmin) can induce neuritis outgrowth from PC12 cells by stimulating up-stream MAPK, PKC and PKA pathways[1][2].

   

denudatin B

(2S,3R,3aR)-2-(3,4-dimethoxyphenyl)-3a-methoxy-3-methyl-5-prop-2-enyl-2,3-dihydro-1-benzofuran-6-one

C21H24O5 (356.1623654)


   
   
   

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 (358.1416312)


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].

   

Denudatin B

2-(3,4-dimethoxyphenyl)-3a-methoxy-3-methyl-5-(prop-2-en-1-yl)-2,3,3a,6-tetrahydro-1-benzofuran-6-one

C21H24O5 (356.1623654)


   

Epimagnolin

1-(3,4-dimethoxyphenyl)-4-(3,4,5-trimethoxyphenyl)-hexahydrofuro[3,4-c]furan

C23H28O7 (416.1834938)


   

Epipinoresinol

4-[4-(4-hydroxy-3-methoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2-methoxyphenol

C20H22O6 (358.1416312)


(+)-pinoresinol is a member of the class of compounds known as furanoid lignans. Furanoid lignans are lignans with a structure that contains either a tetrahydrofuran ring, a furan ring, or a furofuan ring system, that arises from the joining of the two phenylpropanoid units (+)-pinoresinol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). (+)-pinoresinol can be found in a number of food items such as chanterelle, pecan nut, pine nut, and common hazelnut, which makes (+)-pinoresinol a potential biomarker for the consumption of these food products. 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].

   

Sylvatesmin

4-[4-(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2-methoxyphenol

C21H24O6 (372.1572804)


   

Sylvatesmin

Phenol, 4-(4-(3,4-dimethoxyphenyl)tetrahydro-1H,3H-furo(3,4-c)furan-1-yl)-2-methoxy-, (1S-(1alpha,3aalpha,4beta,6aalpha))-

C21H24O6 (372.1572804)


Sylvatesmin is a natural product found in Forsythia suspensa, Lindera praecox, and other organisms with data available. Phillygenin (Phillygenol) is an active ingredient from Forsythia with many medicinal properties, such as antioxidant, reducing blood lipid, inhibition of low density lipoprotein oxidation. Phillygenin (Phillygenol) is an active ingredient from Forsythia with many medicinal properties, such as antioxidant, reducing blood lipid, inhibition of low density lipoprotein oxidation.

   

Fargesin

1H,3H-FURO(3,4-C)FURAN, 1.ALPHA.-(3,4-DIMETHOXYPHENYL)-3A.BETA.,4,6,6A.BETA.-TETRAHYDRO-4.BETA.-((3,4-METHYLENEDIOXY)PHENYL)-

C21H22O6 (370.1416312)


Fargesin is a lignan. Planinin is a natural product found in Piper mullesua and Magnolia coco with data available. (+/-)-Fargesin is a natural product found in Piper mullesua, Aristolochia cymbifera, and other organisms with data available. Fargesin is a bioactive neolignan isolated from magnolia plants, with antihypertensive and anti-inflammatory effects[1][2][3]. Fargesin is a bioactive neolignan isolated from magnolia plants, with antihypertensive and anti-inflammatory effects[1][2][3].

   

Magnolin

(1S-(1.ALPHA.,3A.ALPHA.,4.ALPHA.,6A.ALPHA.))-1H,3H-FURO(3,4-C)FURAN, 1.ALPHA.-(3,4-DIMETHOXYPHENYL)-3A.ALPHA.,4,6,6A.ALPHA.-TETRAHYDRO-4.ALPHA.-(3,4,5-TRIMETHOXYPHENYL)-, (+)-

C23H28O7 (416.1834938)


Magnolin is a natural product found in Geranium platyanthum, Licaria armeniaca, and other organisms with data available. See also: Centipeda minima flowering top (part of). 3-(3,4-Dimethoxyphenyl)-6-(3,4,5-trimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan is a natural product found in Hernandia nymphaeifolia, Hernandia sonora, and Magnolia biondii with data available. Magnolin, a major component of Magnolia liliiflora, inhibits the Ras/ERKs/RSK2 signaling axis by targeting the active pocket of ERK1 and ERK2 with IC50s of 87 nM and 16.5 nM, respectively. Magnolin, a major component of Magnolia liliiflora, inhibits the Ras/ERKs/RSK2 signaling axis by targeting the active pocket of ERK1 and ERK2 with IC50s of 87 nM and 16.5 nM, respectively. Magnolin, a major component of Magnolia liliiflora, inhibits the Ras/ERKs/RSK2 signaling axis by targeting the active pocket of ERK1 and ERK2 with IC50s of 87 nM and 16.5 nM, respectively.

   

Yangabin

1H,3H-Furo(3,4-c)furan, tetrahydro-1,4-bis(3,4,5)-trimethoxyphenyl)-, 1alpha,3aalpha,4alpha,6aalpha)-

C24H30O8 (446.194058)


Yangambin is a lignan. Yangambin is a natural product found in Cassytha filiformis, Hernandia ovigera, and other organisms with data available.

   

Thalictrine Iodide

4H-Dibenzo[de,g]quinolinium,5,6,6a,7-tetrahydro-1,11-dihydroxy-2,10-dimethoxy-6,6-dimethyl-, iodide (1:1),(6aS)-

C20H24NO4+.I- (469.0750014)


(+)-Magnoflorine iodide (Magnoflorine iodide), an aporphine alkaloid found in Acoruscalamus, reduces the formation of C. albicans biofilm[1]. (+)-Magnoflorine iodide has anti-fungal, anti-antidiabetic and anti-oxidative activity[2]. (+)-Magnoflorine iodide (Magnoflorine iodide), an aporphine alkaloid found in Acoruscalamus, reduces the formation of C. albicans biofilm[1]. (+)-Magnoflorine iodide has anti-fungal, anti-antidiabetic and anti-oxidative activity[2].

   

Oplodiol

[1S-(1alpha,4alpha,4aalpha,8abeta)]-1,2,3,4,4a,5,8,8a-octahydro-1,4a-dimethyl-7-(1-methylethyl)-1,4-naphthalenediol

C15H26O2 (238.1932696)


Oplodiol is a carbobicyclic compound that is 1,2,3,4,4a,5,8,8a-octahydronaphthalene which is substituted by hydroxy groups at positions 1 and 4, an isoopropyl group at position 7, and by methyl groups at positions 1 and 4a (the 1S,4R,4aR,8aR isomer). A sesquiterpenoid plant metabolite. It has a role as a plant metabolite. It is a tertiary alcohol, a secondary alcohol, a carbobicyclic compound, a sesquiterpenoid and a member of octahydronaphthalenes. Oplodiol is a natural product found in Hedychium spicatum, Schisandra plena, and other organisms with data available. A carbobicyclic compound that is 1,2,3,4,4a,5,8,8a-octahydronaphthalene which is substituted by hydroxy groups at positions 1 and 4, an isoopropyl group at position 7, and by methyl groups at positions 1 and 4a (the 1S,4R,4aR,8aR isomer). A sesquiterpenoid plant metabolite.

   

Tiliroside

(E)-3-(4-hydroxyphenyl)prop-2-enoic acid [(2R,3S,4S,5R,6S)-6-[[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-3-chromenyl]oxy]-3,4,5-trihydroxy-2-tetrahydropyranyl]methyl ester

C30H26O13 (594.1373346)


Acquisition and generation of the data is financially supported in part by CREST/JST. Tiliroside, a glycosidic flavonoid, possesses anti-diabetic activities. Tiliroside is a noncompetitive inhibitor of α-amylase with a Ki value of 84.2? μM. Tiliroside inhibits carbohydrate digestion and glucose absorption in the gastrointestinal tract[1]. Tiliroside, a glycosidic flavonoid, possesses anti-diabetic activities. Tiliroside is a noncompetitive inhibitor of α-amylase with a Ki value of 84.2? μM. Tiliroside inhibits carbohydrate digestion and glucose absorption in the gastrointestinal tract[1]. Tribuloside is a flavonoid that can be isolated from Tribulus terrestris L[1]. Tribuloside exhibits anti-mycobacterial activity against the non-pathogenic Mycobacterium species with a minimum inhibitory concentration (MIC) of 5.0 mg/mL. Tribuloside has 1,1-diphenyl-2-picrylhydrazyl radical scavenging activity[2]. Tribuloside is a flavonoid that can be isolated from Tribulus terrestris L[1]. Tribuloside exhibits anti-mycobacterial activity against the non-pathogenic Mycobacterium species with a minimum inhibitory concentration (MIC) of 5.0 mg/mL. Tribuloside has 1,1-diphenyl-2-picrylhydrazyl radical scavenging activity[2].

   

(+)-Fargesin

2-(3,4-Dimethoxyphenyl)-6-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo(3,3,0)octane

C21H22O6 (370.1416312)


Constituent of Artemisia absinthium (wormwood). (+)-Fargesin is found in alcoholic beverages and herbs and spices. (+)-Spinescin is found in herbs and spices. (+)-Spinescin is a constituent of sassafras root. Kobusin is a bisepoxylignan isolated from the Pnonobio biondii Pamp. Kobusin is an activator of CFTR and CaCCgie chloride channels and a inhibitor of ANO1/CaCC (calcium-activated chloride channel) channel[1][2]. Kobusin is a bisepoxylignan isolated from the Pnonobio biondii Pamp. Kobusin is an activator of CFTR and CaCCgie chloride channels and a inhibitor of ANO1/CaCC (calcium-activated chloride channel) channel[1][2].

   

Thalictrine Iodide

4H-Dibenzo(de,g)quinolinium, 5,6,6a,7-tetrahydro-1,11-dihydroxy-2,10-dimethoxy-6,6-dimethyl-, iodide, (S)-

C20H24INO4 (469.0750014)


(+)-Magnoflorine iodide (Magnoflorine iodide), an aporphine alkaloid found in Acoruscalamus, reduces the formation of C. albicans biofilm[1]. (+)-Magnoflorine iodide has anti-fungal, anti-antidiabetic and anti-oxidative activity[2]. (+)-Magnoflorine iodide (Magnoflorine iodide), an aporphine alkaloid found in Acoruscalamus, reduces the formation of C. albicans biofilm[1]. (+)-Magnoflorine iodide has anti-fungal, anti-antidiabetic and anti-oxidative activity[2].

   

Escholine chloride

(6aS)-2,10-dimethoxy-6,6-dimethyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-6-ium-1,11-diol;chloride

C20H24ClNO4 (377.13937740000006)


Magnoflorine chloride (Magnoflorine chloride), an aporphine alkaloid found in Magnolia or Aristolochia, reduces the formation of C. albicans biofilm[1]. Magnoflorine chloride has anti-fungal, anti-antidiabetic and anti-oxidative activity[2]. Magnoflorine chloride (Magnoflorine chloride), an aporphine alkaloid found in Magnolia or Aristolochia, reduces the formation of C. albicans biofilm[1]. Magnoflorine chloride has anti-fungal, anti-antidiabetic and anti-oxidative activity[2].

   

AC1L9DHB

(2S,3R,3aR)-2-(3,4-dimethoxyphenyl)-3a-methoxy-3-methyl-5-prop-2-enyl-2,3-dihydro-1-benzofuran-6-one

C21H24O5 (356.1623654)


Denudatin B is a member of benzofurans. Denudatin B is a natural product found in Nectandra amazonum, Piper pedicellatum, and other organisms with data available.

   

Scopoletin

Scopoletin

C10H8O4 (192.0422568)


relative retention time with respect to 9-anthracene Carboxylic Acid is 0.636 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.637 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.629 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.631 IPB_RECORD: 1582; CONFIDENCE confident structure Scopoletin is an inhibitor of acetylcholinesterase (AChE). Scopoletin is an inhibitor of acetylcholinesterase (AChE).

   

syringin

Eleutheroside B

C17H24O9 (372.14202539999997)


Syringin, also known as eleutheroside b or beta-terpineol, is a member of the class of compounds known as phenolic glycosides. Phenolic glycosides are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. Syringin is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Syringin can be found in caraway, fennel, and lemon, which makes syringin a potential biomarker for the consumption of these food products. Syringin is a natural chemical compound first isolated from the bark of lilac (Syringa vulgaris) by Meillet in 1841. It has since been found to be distributed widely throughout many types of plants. It is also called eleutheroside B, and is found in Eleutherococcus senticosus (Siberian ginseng). It is also found in dandelion coffee . Syringin is a main bioactive phenolic glycoside in Acanthopanax senticosus, with anti-osteoporosis activity. Syringin prevents cardiac hypertrophy induced by pressure overload through the attenuation of autophagy[1][2]. Syringin is a main bioactive phenolic glycoside in Acanthopanax senticosus, with anti-osteoporosis activity. Syringin prevents cardiac hypertrophy induced by pressure overload through the attenuation of autophagy[1][2].

   

Eugenol

Eugenol

C10H12O2 (164.0837252)


C78272 - Agent Affecting Nervous System > C245 - Anesthetic Agent D000890 - Anti-Infective Agents D012997 - Solvents Eugenol is an essential oil found in cloves with antibacterial, anthelmintic and antioxidant activity. Eugenol is shown to inhibit lipid peroxidation. Eugenol is an essential oil found in cloves with antibacterial, anthelmintic and antioxidant activity. Eugenol is shown to inhibit lipid peroxidation.

   

Veraguensin

(2S,3S,4S,5R)-2,5-bis(3,4-dimethoxyphenyl)-3,4-dimethyl-tetrahydrofuran

C22H28O5 (372.1936638)


Veraguensin is a lignan compound derived from Magnolia sp.. Veraguensin can inhibit bone resorption[1] Veraguensin is a lignan compound derived from Magnolia sp.. Veraguensin can inhibit bone resorption[1]

   

Planinin

5-[4-(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2H-1,3-benzodioxole

C21H22O6 (370.1416312)


   

1,4-Bis(3,4,5-trimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan

1,4-Bis(3,4,5-trimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan

C24H30O8 (446.194058)


   

Scopoletol

2H-1-Benzopyran-2-one, 7-hydroxy-6-methoxy- (9CI)

C10H8O4 (192.0422568)


Scopoletin is an inhibitor of acetylcholinesterase (AChE). Scopoletin is an inhibitor of acetylcholinesterase (AChE).

   

Engenol

InChI=1\C10H12O2\c1-3-4-8-5-6-9(11)10(7-8)12-2\h3,5-7,11H,1,4H2,2H

C10H12O2 (164.0837252)


C78272 - Agent Affecting Nervous System > C245 - Anesthetic Agent D000890 - Anti-Infective Agents D012997 - Solvents Eugenol is an essential oil found in cloves with antibacterial, anthelmintic and antioxidant activity. Eugenol is shown to inhibit lipid peroxidation. Eugenol is an essential oil found in cloves with antibacterial, anthelmintic and antioxidant activity. Eugenol is shown to inhibit lipid peroxidation.

   

3,4-Dihydro-7-hydroxy-6-methoxy-1(2H)-isoquinolinone

3,4-Dihydro-7-hydroxy-6-methoxy-1(2H)-isoquinolinone

C10H11NO3 (193.0738896)


   

Tanegool

Tanegool

C20H24O7 (376.1521954)


A lignan that consists of tetrahydrofuran ring substituted by a 4-hydroxy-3-methoxyphenyl group at position 5, a hydroxyphenyl group at position 4 and a hydroxy(4-hydroxy-3-methoxyphenyl)methyl group at position 3. It has been isolated from Taxus yunnanensis.

   

Tiliroside

((2R,3S,4S,5R,6S)-6-((5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl (E)-3-(4-hydroxyphenyl)acrylate

C30H26O13 (594.1373346)


Tribuloside is a glycosyloxyflavone that is kaempferol attached to a 6-O-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-beta-D-glucopyranosyl residue at position 3 via a glycosidic linkage. It has a role as a plant metabolite. It is a glycosyloxyflavone, a cinnamate ester, a trihydroxyflavone and a monosaccharide derivative. It is functionally related to a kaempferol and a trans-4-coumaric acid. Tiliroside is a natural product found in Phlomoides spectabilis, Anaphalis contorta, and other organisms with data available. A glycosyloxyflavone that is kaempferol attached to a 6-O-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-beta-D-glucopyranosyl residue at position 3 via a glycosidic linkage. Tiliroside, a glycosidic flavonoid, possesses anti-diabetic activities. Tiliroside is a noncompetitive inhibitor of α-amylase with a Ki value of 84.2? μM. Tiliroside inhibits carbohydrate digestion and glucose absorption in the gastrointestinal tract[1]. Tiliroside, a glycosidic flavonoid, possesses anti-diabetic activities. Tiliroside is a noncompetitive inhibitor of α-amylase with a Ki value of 84.2? μM. Tiliroside inhibits carbohydrate digestion and glucose absorption in the gastrointestinal tract[1]. Tribuloside is a flavonoid that can be isolated from Tribulus terrestris L[1]. Tribuloside exhibits anti-mycobacterial activity against the non-pathogenic Mycobacterium species with a minimum inhibitory concentration (MIC) of 5.0 mg/mL. Tribuloside has 1,1-diphenyl-2-picrylhydrazyl radical scavenging activity[2]. Tribuloside is a flavonoid that can be isolated from Tribulus terrestris L[1]. Tribuloside exhibits anti-mycobacterial activity against the non-pathogenic Mycobacterium species with a minimum inhibitory concentration (MIC) of 5.0 mg/mL. Tribuloside has 1,1-diphenyl-2-picrylhydrazyl radical scavenging activity[2].

   
   

[(2s,3r,4r)-2-(3,4-dimethoxyphenyl)-4-[(r)-(3,4-dimethoxyphenyl)(methoxy)methyl]oxolan-3-yl]methanol

[(2s,3r,4r)-2-(3,4-dimethoxyphenyl)-4-[(r)-(3,4-dimethoxyphenyl)(methoxy)methyl]oxolan-3-yl]methanol

C23H30O7 (418.199143)


   

(1r,3as,4s,6as)-1,4-bis(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan

(1r,3as,4s,6as)-1,4-bis(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan

C22H26O6 (386.17292960000003)


   

[(3s,4r)-4-(3,4-dimethoxyphenyl)-3-(hydroxymethyl)-5,6,7-trimethoxy-3,4-dihydronaphthalen-2-yl]methanol

[(3s,4r)-4-(3,4-dimethoxyphenyl)-3-(hydroxymethyl)-5,6,7-trimethoxy-3,4-dihydronaphthalen-2-yl]methanol

C23H28O7 (416.1834938)


   

(2s,3s,3ar)-2-(3,4-dimethoxyphenyl)-3a-methoxy-3-methyl-5-(prop-2-en-1-yl)-2,3-dihydro-1-benzofuran-6-one

(2s,3s,3ar)-2-(3,4-dimethoxyphenyl)-3a-methoxy-3-methyl-5-(prop-2-en-1-yl)-2,3-dihydro-1-benzofuran-6-one

C21H24O5 (356.1623654)


   

5-[(1s,3ar,4s,6ar)-4-(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2h-1,3-benzodioxole

5-[(1s,3ar,4s,6ar)-4-(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2h-1,3-benzodioxole

C21H22O6 (370.1416312)


   

4-{4-[hydroxy(4-hydroxy-3-methoxyphenyl)methyl]-3-(hydroxymethyl)oxolan-2-yl}-2-methoxyphenol

4-{4-[hydroxy(4-hydroxy-3-methoxyphenyl)methyl]-3-(hydroxymethyl)oxolan-2-yl}-2-methoxyphenol

C20H24O7 (376.1521954)


   

[4-(3,4-dimethoxybenzoyl)-2-(3,4,5-trimethoxyphenyl)oxolan-3-yl]methanol

[4-(3,4-dimethoxybenzoyl)-2-(3,4,5-trimethoxyphenyl)oxolan-3-yl]methanol

C23H28O8 (432.1784088)


   

2-methoxy-4-[4-(3,4,5-trimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]phenol

2-methoxy-4-[4-(3,4,5-trimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]phenol

C22H26O7 (402.1678446)


   

[2-(3,4-dimethoxyphenyl)-4-[(3,4-dimethoxyphenyl)methyl]oxolan-3-yl]methanol

[2-(3,4-dimethoxyphenyl)-4-[(3,4-dimethoxyphenyl)methyl]oxolan-3-yl]methanol

C22H28O6 (388.1885788)


   

β-sitostenone

NA

C29H48O (412.37049579999996)


{"Ingredient_id": "HBIN018272","Ingredient_name": "\u03b2-sitostenone","Alias": "NA","Ingredient_formula": "C29H48O","Ingredient_Smile": "CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(=O)C4)C)C)C(C)C","Ingredient_weight": "NA","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "19965","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "NA","DrugBank_id": "NA"}

   

5-[(3s,3as,6r,6as)-6-(3,4,5-trimethoxyphenyl)-hexahydrofuro[3,4-b]furan-3-yl]-2h-1,3-benzodioxole

5-[(3s,3as,6r,6as)-6-(3,4,5-trimethoxyphenyl)-hexahydrofuro[3,4-b]furan-3-yl]-2h-1,3-benzodioxole

C22H24O7 (400.1521954)


   

[4-hydroxy-2-(3,4,5-trimethoxyphenyl)oxolan-3-yl]methyl 3,4-dimethoxybenzoate

[4-hydroxy-2-(3,4,5-trimethoxyphenyl)oxolan-3-yl]methyl 3,4-dimethoxybenzoate

C23H28O9 (448.17332380000005)


   

(3,4-dimethoxyphenyl)[5-(3,4-dimethoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methanol

(3,4-dimethoxyphenyl)[5-(3,4-dimethoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methanol

C22H28O7 (404.1834938)


   

(1r,2s)-2-(3,4-dimethoxyphenyl)-1-(hydroxymethyl)-8-methoxy-2,4,5,6-tetrahydro-1h-3-benzoxocin-9-ol

(1r,2s)-2-(3,4-dimethoxyphenyl)-1-(hydroxymethyl)-8-methoxy-2,4,5,6-tetrahydro-1h-3-benzoxocin-9-ol

C21H26O6 (374.17292960000003)


   

(s)-(3,4-dimethoxyphenyl)[(3r,4r,5s)-5-(3,4-dimethoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methanol

(s)-(3,4-dimethoxyphenyl)[(3r,4r,5s)-5-(3,4-dimethoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methanol

C22H28O7 (404.1834938)


   

(1r,3ar,4r,7s,7ar)-3a,7-dimethyl-1-(2-methylprop-1-en-1-yl)-hexahydro-1h-indene-4,7-diol

(1r,3ar,4r,7s,7ar)-3a,7-dimethyl-1-(2-methylprop-1-en-1-yl)-hexahydro-1h-indene-4,7-diol

C15H26O2 (238.1932696)


   

(s)-(3,4-dimethoxyphenyl)[(3s,4r,5s)-5-(3,4-dimethoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methanol

(s)-(3,4-dimethoxyphenyl)[(3s,4r,5s)-5-(3,4-dimethoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methanol

C22H28O7 (404.1834938)


   

5-[(4r)-4-(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2h-1,3-benzodioxole

5-[(4r)-4-(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2h-1,3-benzodioxole

C21H22O6 (370.1416312)


   

[4-(3,4-dimethoxybenzoyl)-2-(3,4-dimethoxyphenyl)oxolan-3-yl]methanol

[4-(3,4-dimethoxybenzoyl)-2-(3,4-dimethoxyphenyl)oxolan-3-yl]methanol

C22H26O7 (402.1678446)


   

[(2s,3r,4r)-2-(3,4-dimethoxyphenyl)-4-[(3,4-dimethoxyphenyl)methyl]oxolan-3-yl]methanol

[(2s,3r,4r)-2-(3,4-dimethoxyphenyl)-4-[(3,4-dimethoxyphenyl)methyl]oxolan-3-yl]methanol

C22H28O6 (388.1885788)


   

[2-(3,4-dimethoxyphenyl)-4-[(3,4-dimethoxyphenyl)(methoxy)methyl]oxolan-3-yl]methanol

[2-(3,4-dimethoxyphenyl)-4-[(3,4-dimethoxyphenyl)(methoxy)methyl]oxolan-3-yl]methanol

C23H30O7 (418.199143)


   

(1s)-1-{[4-hydroxy-3-(4-{[(1r)-7-hydroxy-6-methoxy-2-methyl-3,4-dihydro-1h-isoquinolin-1-yl]methyl}phenoxy)phenyl]methyl}-6-methoxy-2-methyl-3,4-dihydro-1h-isoquinolin-7-ol

(1s)-1-{[4-hydroxy-3-(4-{[(1r)-7-hydroxy-6-methoxy-2-methyl-3,4-dihydro-1h-isoquinolin-1-yl]methyl}phenoxy)phenyl]methyl}-6-methoxy-2-methyl-3,4-dihydro-1h-isoquinolin-7-ol

C36H40N2O6 (596.288622)


   

(2r,3s,4s,5r,6r)-2-(hydroxymethyl)-6-{4-[(1e)-3-hydroxyprop-1-en-1-yl]-2,6-dimethoxyphenoxy}oxane-3,4,5-triol

(2r,3s,4s,5r,6r)-2-(hydroxymethyl)-6-{4-[(1e)-3-hydroxyprop-1-en-1-yl]-2,6-dimethoxyphenoxy}oxane-3,4,5-triol

C17H24O9 (372.14202539999997)


   

1-(5-ethyl-6-methylheptan-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,5h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

1-(5-ethyl-6-methylheptan-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,5h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

C29H48O (412.37049579999996)


   

(3ar,7ar)-2-(2h-1,3-benzodioxol-5-yl)-3a,4-dimethoxy-3-methyl-7-(prop-2-en-1-yl)-2,3,7,7a-tetrahydro-1-benzofuran-6-one

(3ar,7ar)-2-(2h-1,3-benzodioxol-5-yl)-3a,4-dimethoxy-3-methyl-7-(prop-2-en-1-yl)-2,3,7,7a-tetrahydro-1-benzofuran-6-one

C21H24O6 (372.1572804)


   

5-[4-(3,4,5-trimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2h-1,3-benzodioxole

5-[4-(3,4,5-trimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2h-1,3-benzodioxole

C22H24O7 (400.1521954)


   

(1s,3ar,4s,6ar)-1-(3,4-dimethoxyphenyl)-4-(3,4,5-trimethoxy-2-methylphenyl)-hexahydrofuro[3,4-c]furan

(1s,3ar,4s,6ar)-1-(3,4-dimethoxyphenyl)-4-(3,4,5-trimethoxy-2-methylphenyl)-hexahydrofuro[3,4-c]furan

C24H30O7 (430.199143)


   

(1s,4r,4ar,8ar)-7-isopropyl-1,4a-dimethyl-2,3,4,5,8,8a-hexahydronaphthalene-1,4-diol

(1s,4r,4ar,8ar)-7-isopropyl-1,4a-dimethyl-2,3,4,5,8,8a-hexahydronaphthalene-1,4-diol

C15H26O2 (238.1932696)


   

(s)-(3,4-dimethoxyphenyl)[(3r,4s,5r)-5-(3,4-dimethoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methanol

(s)-(3,4-dimethoxyphenyl)[(3r,4s,5r)-5-(3,4-dimethoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methanol

C22H28O7 (404.1834938)


   

1-(3,4-dimethoxyphenyl)-2-[4-(3-hydroxyprop-1-en-1-yl)-2-methoxyphenoxy]propane-1,3-diol

1-(3,4-dimethoxyphenyl)-2-[4-(3-hydroxyprop-1-en-1-yl)-2-methoxyphenoxy]propane-1,3-diol

C21H26O7 (390.1678446)


   

(1r,1ar,1br,2s,5r,5ar,6ar)-1-isopropyl-2,5a-dimethyl-octahydrocyclopropa[a]indene-2,5-diol

(1r,1ar,1br,2s,5r,5ar,6ar)-1-isopropyl-2,5a-dimethyl-octahydrocyclopropa[a]indene-2,5-diol

C15H26O2 (238.1932696)


   
   

1-[(1s,3ar,4r,7s,7as)-4-hydroxy-7-isopropyl-4-methyl-octahydroinden-1-yl]ethanone

1-[(1s,3ar,4r,7s,7as)-4-hydroxy-7-isopropyl-4-methyl-octahydroinden-1-yl]ethanone

C15H26O2 (238.1932696)


   

(1r,2r)-2-(3,4-dimethoxyphenyl)-1,8-dimethoxy-2,4,5,6-tetrahydro-1h-3-benzoxocin-9-ol

(1r,2r)-2-(3,4-dimethoxyphenyl)-1,8-dimethoxy-2,4,5,6-tetrahydro-1h-3-benzoxocin-9-ol

C21H26O6 (374.17292960000003)


   

(3,4-dimethoxyphenyl)[5-(3,4-dimethoxyphenyl)-4-methyloxolan-3-yl]methanol

(3,4-dimethoxyphenyl)[5-(3,4-dimethoxyphenyl)-4-methyloxolan-3-yl]methanol

C22H28O6 (388.1885788)


   

5-[(1s,3ar,4s,6ar)-4-(3,4,5-trimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2h-1,3-benzodioxole

5-[(1s,3ar,4s,6ar)-4-(3,4,5-trimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2h-1,3-benzodioxole

C22H24O7 (400.1521954)


   

2-(hydroxymethyl)-4-[(2s,3r)-3-(hydroxymethyl)-5-[(1e)-3-hydroxyprop-1-en-1-yl]-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]phenol

2-(hydroxymethyl)-4-[(2s,3r)-3-(hydroxymethyl)-5-[(1e)-3-hydroxyprop-1-en-1-yl]-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]phenol

C20H22O6 (358.1416312)


   

(r)-(3,4-dimethoxyphenyl)[(3r,4s,5s)-5-(3,4-dimethoxyphenyl)-4-methyloxolan-3-yl]methanol

(r)-(3,4-dimethoxyphenyl)[(3r,4s,5s)-5-(3,4-dimethoxyphenyl)-4-methyloxolan-3-yl]methanol

C22H28O6 (388.1885788)


   

5-[(1r,3ar,4r,6ar)-4-(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2h-1,3-benzodioxole

5-[(1r,3ar,4r,6ar)-4-(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2h-1,3-benzodioxole

C21H22O6 (370.1416312)


   

(4s)-4-[(2r)-1-(2h-1,3-benzodioxol-5-yl)-1-oxopropan-2-yl]-4,5-dimethoxy-2-(prop-2-en-1-yl)cyclohexa-2,5-dien-1-one

(4s)-4-[(2r)-1-(2h-1,3-benzodioxol-5-yl)-1-oxopropan-2-yl]-4,5-dimethoxy-2-(prop-2-en-1-yl)cyclohexa-2,5-dien-1-one

C21H22O6 (370.1416312)


   

1-(4-hydroxy-7-isopropyl-4-methyl-octahydroinden-1-yl)ethanone

1-(4-hydroxy-7-isopropyl-4-methyl-octahydroinden-1-yl)ethanone

C15H26O2 (238.1932696)


   

[(2s,3r,4z)-4-[(3,4-dimethoxyphenyl)methylidene]-2-(3,4,5-trimethoxyphenyl)oxolan-3-yl]methanol

[(2s,3r,4z)-4-[(3,4-dimethoxyphenyl)methylidene]-2-(3,4,5-trimethoxyphenyl)oxolan-3-yl]methanol

C23H28O7 (416.1834938)


   

(1r,2s)-1-(3,4-dimethoxyphenyl)-2-{4-[(1e)-3-hydroxyprop-1-en-1-yl]-2-methoxyphenoxy}propane-1,3-diol

(1r,2s)-1-(3,4-dimethoxyphenyl)-2-{4-[(1e)-3-hydroxyprop-1-en-1-yl]-2-methoxyphenoxy}propane-1,3-diol

C21H26O7 (390.1678446)


   

[(2s,3r,4r)-4-(3,4-dimethoxybenzoyl)-2-(3,4,5-trimethoxyphenyl)oxolan-3-yl]methanol

[(2s,3r,4r)-4-(3,4-dimethoxybenzoyl)-2-(3,4,5-trimethoxyphenyl)oxolan-3-yl]methanol

C23H28O8 (432.1784088)


   

4-[(1e)-3-hydroxyprop-1-en-1-yl]-6-methoxycyclohexa-1,3,5-trien-2-yn-1-ol

4-[(1e)-3-hydroxyprop-1-en-1-yl]-6-methoxycyclohexa-1,3,5-trien-2-yn-1-ol

C10H10O3 (178.062991)


   

(1r,4s,4as,8as)-7-isopropyl-1,4a-dimethyl-2,3,4,5,8,8a-hexahydronaphthalene-1,4-diol

(1r,4s,4as,8as)-7-isopropyl-1,4a-dimethyl-2,3,4,5,8,8a-hexahydronaphthalene-1,4-diol

C15H26O2 (238.1932696)


   

2-(hydroxymethyl)-4-[3-(hydroxymethyl)-5-(3-hydroxyprop-1-en-1-yl)-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]phenol

2-(hydroxymethyl)-4-[3-(hydroxymethyl)-5-(3-hydroxyprop-1-en-1-yl)-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]phenol

C20H22O6 (358.1416312)


   

(2s,3r,3ar,7r,7as)-2-(2h-1,3-benzodioxol-5-yl)-3a,4-dimethoxy-3-methyl-7-(prop-2-en-1-yl)-2,3,7,7a-tetrahydro-1-benzofuran-6-one

(2s,3r,3ar,7r,7as)-2-(2h-1,3-benzodioxol-5-yl)-3a,4-dimethoxy-3-methyl-7-(prop-2-en-1-yl)-2,3,7,7a-tetrahydro-1-benzofuran-6-one

C21H24O6 (372.1572804)


   

2-(3,4-dimethoxyphenyl)-1,8-dimethoxy-2,4,5,6-tetrahydro-1h-3-benzoxocin-9-ol

2-(3,4-dimethoxyphenyl)-1,8-dimethoxy-2,4,5,6-tetrahydro-1h-3-benzoxocin-9-ol

C21H26O6 (374.17292960000003)


   

1-isopropyl-2,5a-dimethyl-octahydrocyclopropa[a]indene-2,5-diol

1-isopropyl-2,5a-dimethyl-octahydrocyclopropa[a]indene-2,5-diol

C15H26O2 (238.1932696)


   

5-[(1s,3ar,4r,6ar)-4-(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2h-1,3-benzodioxole

5-[(1s,3ar,4r,6ar)-4-(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2h-1,3-benzodioxole

C21H22O6 (370.1416312)


   

2-(3,4-dimethoxyphenyl)-1-(hydroxymethyl)-8-methoxy-2,4,5,6-tetrahydro-1h-3-benzoxocin-9-ol

2-(3,4-dimethoxyphenyl)-1-(hydroxymethyl)-8-methoxy-2,4,5,6-tetrahydro-1h-3-benzoxocin-9-ol

C21H26O6 (374.17292960000003)


   

(3as,6as)-1,4-bis(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan

(3as,6as)-1,4-bis(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan

C22H26O6 (386.17292960000003)


   

{4-[(3,4-dimethoxyphenyl)methylidene]-2-(3,4,5-trimethoxyphenyl)oxolan-3-yl}methanol

{4-[(3,4-dimethoxyphenyl)methylidene]-2-(3,4,5-trimethoxyphenyl)oxolan-3-yl}methanol

C23H28O7 (416.1834938)


   

(1r,3ar,4s,6ar)-1-(3,4-dimethoxyphenyl)-4-(3,4,5-trimethoxyphenyl)-hexahydrofuro[3,4-c]furan

(1r,3ar,4s,6ar)-1-(3,4-dimethoxyphenyl)-4-(3,4,5-trimethoxyphenyl)-hexahydrofuro[3,4-c]furan

C23H28O7 (416.1834938)


   

6-methoxy-3,4-dihydroisoquinoline-1,7-diol

6-methoxy-3,4-dihydroisoquinoline-1,7-diol

C10H11NO3 (193.0738896)


   

[(2s,3s,4s)-4-hydroxy-2-(3,4,5-trimethoxyphenyl)oxolan-3-yl]methyl 3,4-dimethoxybenzoate

[(2s,3s,4s)-4-hydroxy-2-(3,4,5-trimethoxyphenyl)oxolan-3-yl]methyl 3,4-dimethoxybenzoate

C23H28O9 (448.17332380000005)


   

(1s,3ar,6ar)-1,4-bis(3,4,5-trimethoxyphenyl)-hexahydrofuro[3,4-c]furan

(1s,3ar,6ar)-1,4-bis(3,4,5-trimethoxyphenyl)-hexahydrofuro[3,4-c]furan

C24H30O8 (446.194058)


   

2-(2h-1,3-benzodioxol-5-yl)-3a,4-dimethoxy-3-methyl-7-(prop-2-en-1-yl)-2,3,7,7a-tetrahydro-1-benzofuran-6-one

2-(2h-1,3-benzodioxol-5-yl)-3a,4-dimethoxy-3-methyl-7-(prop-2-en-1-yl)-2,3,7,7a-tetrahydro-1-benzofuran-6-one

C21H24O6 (372.1572804)


   

[4-(3,4-dimethoxyphenyl)-3-(hydroxymethyl)-5,6,7-trimethoxy-3,4-dihydronaphthalen-2-yl]methanol

[4-(3,4-dimethoxyphenyl)-3-(hydroxymethyl)-5,6,7-trimethoxy-3,4-dihydronaphthalen-2-yl]methanol

C23H28O7 (416.1834938)


   

(1s,3ar,4r,6ar)-1-(3,4-dimethoxyphenyl)-4-(3,4,5-trimethoxyphenyl)-hexahydrofuro[3,4-c]furan

(1s,3ar,4r,6ar)-1-(3,4-dimethoxyphenyl)-4-(3,4,5-trimethoxyphenyl)-hexahydrofuro[3,4-c]furan

C23H28O7 (416.1834938)


   

1-(3,4-dimethoxyphenyl)-4-(3,4,5-trimethoxy-2-methylphenyl)-hexahydrofuro[3,4-c]furan

1-(3,4-dimethoxyphenyl)-4-(3,4,5-trimethoxy-2-methylphenyl)-hexahydrofuro[3,4-c]furan

C24H30O7 (430.199143)


   

5-[(3ar,6ar)-4-(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2h-1,3-benzodioxole

5-[(3ar,6ar)-4-(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2h-1,3-benzodioxole

C21H22O6 (370.1416312)


   

5-[(1r,3ar,4s,6as)-4-(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2h-1,3-benzodioxole

5-[(1r,3ar,4s,6as)-4-(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2h-1,3-benzodioxole

C21H22O6 (370.1416312)


   

(1r,3as,4s,6as)-1-(3,4-dimethoxyphenyl)-4-(3,4,5-trimethoxyphenyl)-hexahydrofuro[3,4-c]furan

(1r,3as,4s,6as)-1-(3,4-dimethoxyphenyl)-4-(3,4,5-trimethoxyphenyl)-hexahydrofuro[3,4-c]furan

C23H28O7 (416.1834938)


   

4-[1-(2h-1,3-benzodioxol-5-yl)-1-oxopropan-2-yl]-4,5-dimethoxy-2-(prop-2-en-1-yl)cyclohexa-2,5-dien-1-one

4-[1-(2h-1,3-benzodioxol-5-yl)-1-oxopropan-2-yl]-4,5-dimethoxy-2-(prop-2-en-1-yl)cyclohexa-2,5-dien-1-one

C21H22O6 (370.1416312)


   

[(2s,3r,4r)-4-(3,4-dimethoxybenzoyl)-2-(3,4-dimethoxyphenyl)oxolan-3-yl]methanol

[(2s,3r,4r)-4-(3,4-dimethoxybenzoyl)-2-(3,4-dimethoxyphenyl)oxolan-3-yl]methanol

C22H26O7 (402.1678446)


   

1-[(4-hydroxyphenyl)methyl]-6-methoxy-2-methyl-3,4-dihydro-1h-isoquinolin-7-ol

1-[(4-hydroxyphenyl)methyl]-6-methoxy-2-methyl-3,4-dihydro-1h-isoquinolin-7-ol

C18H21NO3 (299.1521356)


   

4-[(1s,3ar,4s,6ar)-4-(3,4,5-trimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2-methoxyphenol

4-[(1s,3ar,4s,6ar)-4-(3,4,5-trimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2-methoxyphenol

C22H26O7 (402.1678446)