NCBI Taxonomy: 54798

Calocedrus formosana (ncbi_taxid: 54798)

found 149 associated metabolites at species taxonomy rank level.

Ancestor: Calocedrus

Child Taxonomies: none taxonomy data.

4-Hydroxycinnamic acid

(E)-3-(4-hydroxyphenyl)prop-2-enoic acid

C9H8O3 (164.0473)


4-Hydroxycinnamic acid, also known as p-Coumaric acid, is a coumaric acid in which the hydroxy substituent is located at C-4 of the phenyl ring. It has a role as a plant metabolite. It is a conjugate acid of a 4-coumarate. p-coumaric acid is an organic compound that is a hydroxy derivative of cinnamic acid. There are three isomers of coumaric acid: o-coumaric acid, m-coumaric acid, and p-coumaric acid, that differ by the position of the hydroxy substitution of the phenyl group. p-Coumaric acid is the most abundant isomer of the three in nature. p-Coumaric acid exists in two forms trans-p-coumaric acid and cis-p-coumaric acid. It is a crystalline solid that is slightly soluble in water, but very soluble in ethanol and diethyl ether. 4-Hydroxycinnamic acid belongs to the class of organic compounds known as hydroxycinnamic acids. Hydroxycinnamic acids are compounds containing an cinnamic acid where the benzene ring is hydroxylated. 4-Hydroxycinnamic acid exists in all living species, ranging from bacteria to humans. Outside of the human body, 4-Hydroxycinnamic acid is found, on average, in the highest concentration within a few different foods, such as pepper (Capsicum frutescens), pineapples, and sunflowers and in a lower concentration in spinachs, kiwis, and sweet oranges. 4-Hydroxycinnamic acid has also been detected, but not quantified in several different foods, such as wild rices, soursops, garden onions, hyssops, and avocado. 4-coumaric acid is a coumaric acid in which the hydroxy substituent is located at C-4 of the phenyl ring. It has a role as a plant metabolite. It is a conjugate acid of a 4-coumarate. 4-Hydroxycinnamic acid is a natural product found in Ficus septica, Visnea mocanera, and other organisms with data available. trans-4-Coumaric acid is a metabolite found in or produced by Saccharomyces cerevisiae. See also: Black Cohosh (part of); Galium aparine whole (part of); Lycium barbarum fruit (part of) ... View More ... Coumaric acid is a hydroxycinnamic acid, an organic compound that is a hydroxy derivative of cinnamic acid. There are three isomers, o-coumaric acid, m-coumaric acid, and p-coumaric acid, that differ by the position of the hydroxy substitution of the phenyl group. p-Coumaric acid is the most abundant isomer of the three in nature. p-Coumaric acid is found in many foods, some of which are garden onion, turmeric, green bell pepper, and common thyme. D012102 - Reproductive Control Agents > D003270 - Contraceptive Agents D000975 - Antioxidants > D016166 - Free Radical Scavengers D020011 - Protective Agents > D000975 - Antioxidants The trans-isomer of 4-coumaric acid. D000890 - Anti-Infective Agents Acquisition and generation of the data is financially supported in part by CREST/JST. CONFIDENCE standard compound; INTERNAL_ID 168 KEIO_ID C024 p-Coumaric acid is the abundant isomer of cinnamic acid which has antitumor and anti-mutagenic activities. p-Coumaric acid is the abundant isomer of cinnamic acid which has antitumor and anti-mutagenic activities. p-Hydroxycinnamic acid, a common dietary phenol, could inhibit platelet activity, with IC50s of 371 μM, 126 μM for thromboxane B2 production and lipopolysaccharide-induced prostaglandin E2 generation, respectively. p-Hydroxycinnamic acid, a common dietary phenol, could inhibit platelet activity, with IC50s of 371 μM, 126 μM for thromboxane B2 production and lipopolysaccharide-induced prostaglandin E2 generation, respectively. p-Coumaric acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=7400-08-0 (retrieved 2024-09-04) (CAS RN: 7400-08-0). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

   

beta-Sitosterol

(3S,8S,9S,10R,13R,14S,17R)-17-((2R,5R)-5-ethyl-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol

C29H50O (414.3861)


beta-Sitosterol, a main dietary phytosterol found in plants, may have the potential for prevention and therapy for human cancer. Phytosterols are plant sterols found in foods such as oils, nuts, and vegetables. Phytosterols, in the same way as cholesterol, contain a double bond and are susceptible to oxidation, and are characterized by anti-carcinogenic and anti-atherogenic properties (PMID:13129445, 11432711). beta-Sitosterol is a phytopharmacological extract containing a mixture of phytosterols, with smaller amounts of other sterols, bonded with glucosides. These phytosterols are commonly derived from the South African star grass, Hypoxis rooperi, or from species of Pinus and Picea. The purported active constituent is termed beta-sitosterol. Additionally, the quantity of beta-sitosterol-beta-D-glucoside is often reported. Although the exact mechanism of action of beta-sitosterols is unknown, it may be related to cholesterol metabolism or anti-inflammatory effects (via interference with prostaglandin metabolism). Compared with placebo, beta-sitosterol improved urinary symptom scores and flow measures (PMID:10368239). A plant food-based diet modifies the serum beta-sitosterol concentration in hyperandrogenic postmenopausal women. This finding indicates that beta-sitosterol can be used as a biomarker of exposure in observational studies or as a compliance indicator in dietary intervention studies of cancer prevention (PMID:14652381). beta-Sitosterol induces apoptosis and activates key caspases in MDA-MB-231 human breast cancer cells (PMID:12579296). Sitosterol is a member of the class of phytosterols that is stigmast-5-ene substituted by a beta-hydroxy group at position 3. It has a role as a sterol methyltransferase inhibitor, an anticholesteremic drug, an antioxidant, a plant metabolite and a mouse metabolite. It is a 3beta-sterol, a stigmastane sterol, a 3beta-hydroxy-Delta(5)-steroid, a C29-steroid and a member of phytosterols. It derives from a hydride of a stigmastane. Active fraction of Solanum trilobatum; reduces side-effects of radiation-induced toxicity. Beta-Sitosterol is a natural product found in Elodea canadensis, Ophiopogon intermedius, and other organisms with data available. beta-Sitosterol is one of several phytosterols (plant sterols) with chemical structures similar to that of cholesterol. Sitosterols are white, waxy powders with a characteristic odor. They are hydrophobic and soluble in alcohols. beta-Sitosterol is found in many foods, some of which are ginseng, globe artichoke, sesbania flower, and common oregano. C1907 - Drug, Natural Product > C28178 - Phytosterol > C68437 - Unsaturated Phytosterol D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents D009676 - Noxae > D000963 - Antimetabolites Beta-Sitosterol (purity>98\\%) is a plant sterol. Beta-Sitosterol (purity>98\\%) interfere with multiple cell signaling pathways, including cell cycle, apoptosis, proliferation, survival, invasion, angiogenesis, metastasis and inflammation[1]. Beta-Sitosterol (purity>98\%) is a plant sterol. Beta-Sitosterol (purity>98\%) interfere with multiple cell signaling pathways, including cell cycle, apoptosis, proliferation, survival, invasion, angiogenesis, metastasis and inflammation[1].

   

beta-Thujaplicin

2-Hydroxy-4-(1-methylethyl)-2,4,6-cycloheptatrien-1-one

C10H12O2 (164.0837)


Beta-thujaplicin is a monoterpenoid that is cyclohepta-2,4,6-trien-1-one substituted by a hydroxy group at position 2 and an isopropyl group at position 4. Isolated from Thuja plicata and Chamaecyparis obtusa, it exhibits antimicrobial activities. It has a role as an antifungal agent, an antibacterial agent, an antiplasmodial drug, an antineoplastic agent and a plant metabolite. It is an enol, a cyclic ketone and a monoterpenoid. It derives from a hydride of a cyclohepta-1,3,5-triene. Hinokitiol is a natural product found in Chamaecyparis obtusa, Thujopsis dolabrata, and other organisms with data available. A monoterpenoid that is cyclohepta-2,4,6-trien-1-one substituted by a hydroxy group at position 2 and an isopropyl group at position 4. Isolated from Thuja plicata and Chamaecyparis obtusa, it exhibits antimicrobial activities. D064449 - Sequestering Agents > D002614 - Chelating Agents > D007502 - Iron Chelating Agents beta-Thujaplicin is found in fruits. beta-Thujaplicin occurs in Juniperus communis (juniper Occurs in Juniperus communis (juniper). beta-Thujaplicin is found in fruits. D000890 - Anti-Infective Agents D000970 - Antineoplastic Agents Acquisition and generation of the data is financially supported in part by CREST/JST. Hinokitiol is a component of essential oils isolated from Chymacyparis obtusa, reduces Nrf2 expression, and decreases DNMT1 and UHRF1 mRNA and protein expression, with anti-infective, anti-oxidative, and anti-tumor activities. Hinokitiol is a component of essential oils isolated from Chymacyparis obtusa, reduces Nrf2 expression, and decreases DNMT1 and UHRF1 mRNA and protein expression, with anti-infective, anti-oxidative, and anti-tumor activities.

   

Sugiol

9(1H)-Phenanthrenone, 2,3,4,4a,10,10a-hexahydro-6-hydroxy-1,1,4a-trimethyl-7-(1-methylethyl)-, (4aS-trans)-

C20H28O2 (300.2089)


Sugiol is an abietane diterpenoid that is ferruginol in which the methylene group para to the phenolic hydroxy group has been substituted by an oxo group. It has a role as a plant metabolite, an antiviral agent, an antineoplastic agent, an antioxidant and a radical scavenger. It is an abietane diterpenoid, a carbotricyclic compound, a meroterpenoid, a member of phenols and a cyclic terpene ketone. It is functionally related to a ferruginol. Sugiol is a natural product found in Austrocedrus chilensis, Libocedrus bidwillii, and other organisms with data available. An abietane diterpenoid that is ferruginol in which the methylene group para to the phenolic hydroxy group has been substituted by an oxo group.

   

Phytol

2-Hexadecen-1-ol, 3,7,11,15-tetramethyl-, (theta-(theta,theta-(E)))-

C20H40O (296.3079)


Phytol, also known as trans-phytol or 3,7,11,15-tetramethylhexadec-2-en-1-ol, is a member of the class of compounds known as acyclic diterpenoids. Acyclic diterpenoids are diterpenoids (compounds made of four consecutive isoprene units) that do not contain a cycle. Thus, phytol is considered to be an isoprenoid lipid molecule. Phytol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Phytol can be found in a number of food items such as salmonberry, rose hip, malus (crab apple), and black raspberry, which makes phytol a potential biomarker for the consumption of these food products. Phytol can be found primarily in human fibroblasts tissue. Phytol is an acyclic diterpene alcohol that can be used as a precursor for the manufacture of synthetic forms of vitamin E and vitamin K1. In ruminants, the gut fermentation of ingested plant materials liberates phytol, a constituent of chlorophyll, which is then converted to phytanic acid and stored in fats. In shark liver it yields pristane . Phytol is a diterpenoid that is hexadec-2-en-1-ol substituted by methyl groups at positions 3, 7, 11 and 15. It has a role as a plant metabolite, a schistosomicide drug and an algal metabolite. It is a diterpenoid and a long-chain primary fatty alcohol. Phytol is a natural product found in Elodea canadensis, Wendlandia formosana, and other organisms with data available. Phytol is an acyclic diterpene alcohol and a constituent of chlorophyll. Phytol is commonly used as a precursor for the manufacture of synthetic forms of vitamin E and vitamin K1. Furthermore, phytol also was shown to modulate transcription in cells via transcription factors PPAR-alpha and retinoid X receptor (RXR). Acyclic diterpene used in making synthetic forms of vitamin E and vitamin K1. Phytol is a natural linear diterpene alcohol which is used in the preparation of vitamins E and K1. It is also a decomposition product of chlorophyll. It is an oily liquid that is nearly insoluble in water, but soluble in most organic solvents. -- Wikipedia. A diterpenoid that is hexadec-2-en-1-ol substituted by methyl groups at positions 3, 7, 11 and 15. C1907 - Drug, Natural Product > C28269 - Phytochemical Acquisition and generation of the data is financially supported in part by CREST/JST. Phytol ((E)?-?Phytol), a diterpene alcohol from chlorophyll widely used as a food additive and in medicinal fields, possesses promising antischistosomal properties. Phytol has antinociceptive and antioxidant activitiesas well as anti-inflammatory and antiallergic effects. Phytol has antimicrobial activity against Mycobacterium tuberculosis and Staphylococcus aureus[1]. Phytol ((E)?-?Phytol), a diterpene alcohol from chlorophyll widely used as a food additive and in medicinal fields, possesses promising antischistosomal properties. Phytol has antinociceptive and antioxidant activitiesas well as anti-inflammatory and antiallergic effects. Phytol has antimicrobial activity against Mycobacterium tuberculosis and Staphylococcus aureus[1].

   

Ferruginol

3-PHENANTHRENOL, 4B,5,6,7,8,8A,9,10-OCTAHYDRO-4B,8,8-TRIMETHYL-2-(1-METHYLETHYL)-, (4BS-TRANS)-

C20H30O (286.2297)


Ferruginol is an abietane diterpenoid that is abieta-8,11,13-triene substituted by a hydroxy group at positions 12. It has a role as an antineoplastic agent, an antibacterial agent, a protective agent and a plant metabolite. It is an abietane diterpenoid, a member of phenols, a carbotricyclic compound and a meroterpenoid. Ferruginol is a natural product found in Calocedrus macrolepis, Teucrium polium, and other organisms with data available. An abietane diterpenoid that is abieta-8,11,13-triene substituted by a hydroxy group at positions 12.

   

(+)-Sesamin

1,3-BENZODIOXOLE, 5,5-(TETRAHYDRO-1H,3H-FURO(3,4-C)FURAN-1,4-DIYL)BIS-, (1S-(1.ALPHA.,3A .ALPHA.,4.ALPHA.,6A .ALPHA.))-

C20H18O6 (354.1103)


(+)-Sesamin, also known as fagarol or sezamin, belongs to the class of organic compounds known as furanoid lignans. These 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. (+)-Sesamin is an extremely weak basic (essentially neutral) compound (based on its pKa). (+)-Sesamin is found, on average, in the highest concentration within sesames. (+)-Sesamin has also been detected, but not quantified in, several different foods, such as fats and oils, flaxseeds, ginkgo nuts, and ucuhuba. This could make (+)-sesamin a potential biomarker for the consumption of these foods. (+)-sesamin is a lignan that consists of tetrahydro-1H,3H-furo[3,4-c]furan substituted by 1,3-benzodioxole groups at positions 1 and 4 (the 1S,3aR,4S,6aR stereoisomer). Isolated from Cinnamomum camphora, it exhibits cytotoxic activity. It has a role as an antineoplastic agent, a neuroprotective agent and a plant metabolite. It is a lignan, a member of benzodioxoles and a furofuran. Sesamin is a natural product found in Pandanus boninensis, Podolepis rugata, and other organisms with data available. See also: Sesame Oil (part of). A lignan that consists of tetrahydro-1H,3H-furo[3,4-c]furan substituted by 1,3-benzodioxole groups at positions 1 and 4 (the 1S,3aR,4S,6aR stereoisomer). Isolated from Cinnamomum camphora, it exhibits cytotoxic activity. Constituent of sesame oil. (+)-Sesamin is found in many foods, some of which are ginkgo nuts, sesame, flaxseed, and fats and oils. D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents > D000924 - Anticholesteremic Agents D002317 - Cardiovascular Agents > D000959 - Antihypertensive Agents D020011 - Protective Agents > D000975 - Antioxidants D009676 - Noxae > D000963 - Antimetabolites (-)-Asarinin is a extract lignan from Asarum sieboldii Miq., mainly produced in roots of this herb[1]. (-)-Asarinin is a extract lignan from Asarum sieboldii Miq., mainly produced in roots of this herb[1]. (-)-Asarinin is a extract lignan from Asarum sieboldii Miq., mainly produced in roots of this herb[1]. (-)-Asarinin is a extract lignan from Asarum sieboldii Miq., mainly produced in roots of this herb[1]. Sesamin, abundant lignan found in sesame oil, is a potent and selective delta 5 desaturase inhibitor in polyunsaturated fatty acid biosynthesis. Sesamin exerts effective neuroprotection against cerbral ischemia[1][2]. Sesamin, abundant lignan found in sesame oil, is a potent and selective delta 5 desaturase inhibitor in polyunsaturated fatty acid biosynthesis. Sesamin exerts effective neuroprotection against cerbral ischemia[1][2].

   

Matairesinol

(3R,4R)-Dihydro-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]-2(3H)-furanone; (-)-Matairesinol; (8R,8R)-(-)-Matairesinol

C20H22O6 (358.1416)


Matairesinol belongs to the class of organic compounds known as dibenzylbutyrolactone lignans. These are lignan compounds containing a 3,4-dibenzyloxolan-2-one moiety. Matairesinol is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, matairesinol is found, on average, in the highest concentration in a few different foods such as sesame, burdocks, and flaxseeds, and in a lower concentration in oats, asparagus, and poppies. Matairesinol has also been detected, but not quantified in, several different foods, such as silver lindens, tamarinds, cherry tomato, skunk currants, and fireweeds. This could make matairesinol a potential biomarker for the consumption of these foods. Matairesinol is composed of gamma-butyrolactone in which the 3 and 4 positions are substituted by 4-hydroxy-3-methoxybenzyl groups (the 3R,4R-diastereomer). (-)-matairesinol is a lignan that is gamma-butyrolactone in which the 3 and 4 positions are substituted by 4-hydroxy-3-methoxybenzyl groups (the 3R,4R-diastereomer). It has a role as a phytoestrogen, a plant metabolite, an angiogenesis inhibitor and an anti-asthmatic agent. It is a polyphenol, a lignan and a gamma-lactone. Matairesinol is a natural product found in Crossosoma bigelovii, Brassica oleracea var. sabauda, and other organisms with data available. See also: Arctium lappa fruit (part of); Pumpkin Seed (part of). Matairesinol is a plant lignan. It occurs with secoisolariciresinol in numerous foods such as oil seeds, whole grains, vegetables, and fruits. (-)-Matairesinol is found in many foods, some of which are caraway, pecan nut, cereals and cereal products, and longan. A lignan that is gamma-butyrolactone in which the 3 and 4 positions are substituted by 4-hydroxy-3-methoxybenzyl groups (the 3R,4R-diastereomer). Matairesinol confers anti-allergic effects in an allergic dermatitis mouse model. DfE-induced changes in IL-4 and IFN-γ mRNA expression in the ears of NC/Nga mice were reversed by matairesinol application[1]. Matairesinol confers anti-allergic effects in an allergic dermatitis mouse model. DfE-induced changes in IL-4 and IFN-γ mRNA expression in the ears of NC/Nga mice were reversed by matairesinol application[1].

   

Amentoflavone

4H-1-Benzopyran-4-one, 8-(5-(5,7-dihydroxy-4-oxo-4H-1-benzopyran-2-yl)-2-hydroxyphenyl)-5,7-dihydroxy-2-(4-hydroxyphenyl)-

C30H18O10 (538.09)


Amentoflavone is a biflavonoid that is obtained by oxidative coupling of two molecules of apigenin resulting in a bond between positions C-3 of the hydroxyphenyl ring and C-8 of the chromene ring. A natural product found particularly in Ginkgo biloba and Hypericum perforatum. It has a role as a cathepsin B inhibitor, an antiviral agent, an angiogenesis inhibitor, a P450 inhibitor and a plant metabolite. It is a biflavonoid, a hydroxyflavone and a ring assembly. Amentoflavone is a natural product found in Podocarpus elongatus, Austrocedrus chilensis, and other organisms with data available. A biflavonoid that is obtained by oxidative coupling of two molecules of apigenin resulting in a bond between positions C-3 of the hydroxyphenyl ring and C-8 of the chromene ring. A natural product found particularly in Ginkgo biloba and Hypericum perforatum. D004791 - Enzyme Inhibitors > D065607 - Cytochrome P-450 Enzyme Inhibitors > D065688 - Cytochrome P-450 CYP2C9 Inhibitors D004791 - Enzyme Inhibitors > D065607 - Cytochrome P-450 Enzyme Inhibitors > D065692 - Cytochrome P-450 CYP3A Inhibitors Amentoflavone is found in fruits. Amentoflavone is obtained from Viburnum prunifolium (black haw Amentoflavone (Didemethyl-ginkgetin) is a potent and orally active GABA(A) negative modulator. Amentoflavone also shows anti-inflammatory, antioxidative, anti-viral, anti-tumor, anti-radiation, anti-fungal, antibacterial activity. Amentoflavone induces apoptosis and cell cycle arrest at sub-G1 phase[1][2][3][4]. Amentoflavone (Didemethyl-ginkgetin) is a potent and orally active GABA(A) negative modulator. Amentoflavone also shows anti-inflammatory, antioxidative, anti-viral, anti-tumor, anti-radiation, anti-fungal, antibacterial activity. Amentoflavone induces apoptosis and cell cycle arrest at sub-G1 phase[1][2][3][4]. Amentoflavone (Didemethyl-ginkgetin) is a potent and orally active GABA(A) negative modulator. Amentoflavone also shows anti-inflammatory, antioxidative, anti-viral, anti-tumor, anti-radiation, anti-fungal, antibacterial activity. Amentoflavone induces apoptosis and cell cycle arrest at sub-G1 phase[1][2][3][4].

   

Astragalin

5,7-dihydroxy-2-(4-hydroxyphenyl)-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one

C21H20O11 (448.1006)


Kaempferol 3-O-beta-D-glucoside is a kaempferol O-glucoside in which a glucosyl residue is attached at position 3 of kaempferol via a beta-glycosidic linkage. It has a role as a trypanocidal drug and a plant metabolite. It is a kaempferol O-glucoside, a monosaccharide derivative, a trihydroxyflavone and a beta-D-glucoside. It is a conjugate acid of a kaempferol 3-O-beta-D-glucoside(1-). Astragalin is a natural product found in Xylopia aromatica, Ficus virens, and other organisms with data available. See also: Moringa oleifera leaf (has part). Astragalin is found in alcoholic beverages. Astragalin is present in red wine. It is isolated from many plant species.Astragalin is a 3-O-glucoside of kaempferol. Astragalin is a chemical compound. It can be isolated from Phytolacca americana (the American pokeweed). A kaempferol O-glucoside in which a glucosyl residue is attached at position 3 of kaempferol via a beta-glycosidic linkage. Present in red wine. Isolated from many plant subspecies Acquisition and generation of the data is financially supported in part by CREST/JST. CONFIDENCE standard compound; INTERNAL_ID 173 Astragalin (Astragaline) a flavonoid with anti-inflammatory, antioxidant, anticancer, bacteriostatic activity. Astragalin inhibits cancer cells proliferation and migration, induces apoptosis. Astragalin is orally active and provides nerve and heart protection, and resistance against and osteoporosis[1]. Astragalin (Astragaline) a flavonoid with anti-inflammatory, antioxidant, anticancer, bacteriostatic activity. Astragalin inhibits cancer cells proliferation and migration, induces apoptosis. Astragalin is orally active and provides nerve and heart protection, and resistance against and osteoporosis[1].

   

alpha-Cadinol

(1R,4S,4aR,8aR)-1,6-dimethyl-4-(propan-2-yl)-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-ol

C15H26O (222.1984)


alpha-Cadinol is found in cloves. alpha-Cadinol is a constituent of Juniperus communis (juniper)

   

Yatein

2(3H)-Furanone, 4-(1,3-benzodioxol-5-ylmethyl)dihydro-3-[(3,4,5-trimethoxyphenyl)methyl]-, (3R-trans)-

C22H24O7 (400.1522)


Dihydroanhydropodorhizol is a member of the class of butan-4-olides carrying 3,4,5-trimethoxybenzyl and (1,3-benzodioxol-5-yl)methyl substituents at positions 3 and 4 respectively. It has a role as a plant metabolite. It is a lignan, a butan-4-olide, a member of methoxybenzenes and a member of benzodioxoles. Yatein is a natural product found in Austrocedrus chilensis, Podolepis canescens, and other organisms with data available. A member of the class of butan-4-olides carrying 3,4,5-trimethoxybenzyl and (1,3-benzodioxol-5-yl)methyl substituents at positions 3 and 4 respectively.

   

3-(4-Hydroxyphenyl)-1-propanol

3-(4-Hydroxyphenyl)propan-1-ol

C9H12O2 (152.0837)


3-(4-Hydroxyphenyl)-1-propanol is a constituent of Pinus sylvestris (Scotch pine) 3-(4-Hydroxyphenyl)-1-propanol is used in the synthesis of (-)-centrolobine.

   

delta6-Dehydroferruginol

4b,8,8-trimethyl-2-(propan-2-yl)-4b,5,6,7,8,8a-hexahydrophenanthren-3-ol

C20H28O (284.214)


delta6-Dehydroferruginol is found in fruits. delta6-Dehydroferruginol is isolated from woods of Juniperus communis (juniper Isolated from woods of Juniperus communis (juniper). delta6-Dehydroferruginol is found in fruits.

   

Prexanthoperol

6-hydroxy-1,1,4a-trimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-9,10-dione

C20H26O3 (314.1882)


Xanthoperol is found in fruits. Xanthoperol is a constituent of Juniperus communis (juniper) Constituent of Juniperus communis (juniper). Xanthoperol is found in fruits.

   

Sugiol

6-hydroxy-1,1,4a-trimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthren-9-one

C20H28O2 (300.2089)


Sugiol is found in fruits. Sugiol is a constituent of Juniperus communis (juniper). Constituent of Juniperus communis (juniper). Sugiol is found in fruits.

   

methyl 3-(4-hydroxyphenyl)prop-2-enoate

methyl 3-(4-hydroxyphenyl)prop-2-enoate

C10H10O3 (178.063)


   

(1R,3As,4S,6aS)-1,4-di(benzo[d][1,3]dioxol-5-yl)hexahydrofuro[3,4-c]furan

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

C20H18O6 (354.1103)


Constituent of sesame oil. (+)-Sesamin is found in many foods, some of which are ginkgo nuts, sesame, flaxseed, and fats and oils. D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents > D000924 - Anticholesteremic Agents D002317 - Cardiovascular Agents > D000959 - Antihypertensive Agents D020011 - Protective Agents > D000975 - Antioxidants D009676 - Noxae > D000963 - Antimetabolites (-)-Asarinin is a extract lignan from Asarum sieboldii Miq., mainly produced in roots of this herb[1]. (-)-Asarinin is a extract lignan from Asarum sieboldii Miq., mainly produced in roots of this herb[1]. (-)-Asarinin is a extract lignan from Asarum sieboldii Miq., mainly produced in roots of this herb[1]. (-)-Asarinin is a extract lignan from Asarum sieboldii Miq., mainly produced in roots of this herb[1]. Sesamin, abundant lignan found in sesame oil, is a potent and selective delta 5 desaturase inhibitor in polyunsaturated fatty acid biosynthesis. Sesamin exerts effective neuroprotection against cerbral ischemia[1][2]. Sesamin, abundant lignan found in sesame oil, is a potent and selective delta 5 desaturase inhibitor in polyunsaturated fatty acid biosynthesis. Sesamin exerts effective neuroprotection against cerbral ischemia[1][2].

   

Isocupressic acid

5-(5-hydroxy-3-methylpent-3-en-1-yl)-1,4a-dimethyl-6-methylidene-hexahydro-2H-naphthalene-1-carboxylic acid

C20H32O3 (320.2351)


   

Methyl p-coumarate

4-coumaric acid methyl ester, (E)-isomer

C10H10O3 (178.063)


Methyl p-coumarate, also known as 4-coumaric acid methyl ester, is a member of the class of compounds known as coumaric acid esters. Coumaric acid esters are aromatic compounds containing an ester derivative of coumaric acid. Methyl p-coumarate is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Methyl p-coumarate can be found in bamboo shoots and garden onion, which makes methyl p-coumarate a potential biomarker for the consumption of these food products. Methyl p-coumarate (Methyl 4-hydroxycinnamate), an esterified derivative of p-Coumaric acid (pCA), is isolated from the flower of Trixis michuacana var longifolia. Methyl p-coumarate could inhibit the melanin formation in B16 mouse melanoma cells. Methyl p-coumarate also has strong in vitro inhibitory effect on A. alternata and other pathogens[1][2]. Methyl p-coumarate (Methyl 4-hydroxycinnamate), an esterified derivative of p-Coumaric acid (pCA), is isolated from the flower of Trixis michuacana var longifolia. Methyl p-coumarate could inhibit the melanin formation in B16 mouse melanoma cells. Methyl p-coumarate also has strong in vitro inhibitory effect on A. alternata and other pathogens[1][2].

   

delta-Cadinol

(8R)-2,5-dimethyl-8-(propan-2-yl)-1,2,3,4,4a,7,8,8a-octahydronaphthalen-2-ol

C15H26O (222.1984)


Delta-cadinol, also known as delta-cadinol, is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Delta-cadinol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Delta-cadinol is a herbal tasting compound and can be found in a number of food items such as cloves, parsley, lemon balm, and common sage, which makes delta-cadinol a potential biomarker for the consumption of these food products. Delta-cadinol, also known as δ-cadinol, is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Delta-cadinol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Delta-cadinol is a herbal tasting compound and can be found in a number of food items such as cloves, parsley, lemon balm, and common sage, which makes delta-cadinol a potential biomarker for the consumption of these food products.

   

4,4'-Dihydroxy-3,3'-dimethoxy-9,9'-epoxylignan

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

C20H24O5 (344.1624)


4,4-dihydroxy-3,3-dimethoxy-9,9-epoxylignan, also known as 34-divanillyltetrahydrofuran or dv-tetrahydrofuran, is a member of the class of compounds known as 9,9-epoxylignans. 9,9-epoxylignans are lignans with a structure based on the 9,9-epoxylignan skeleton, which consists of a tetrahydrofuran that carries two benzyl groups at the 3- and 4-positions. Additionally they are oxygenated at the 2-position to form dibenzylbutyrolactones (oxo group) or a dibenzylbutyrolactols (hydroxyl group). 4,4-dihydroxy-3,3-dimethoxy-9,9-epoxylignan is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 4,4-dihydroxy-3,3-dimethoxy-9,9-epoxylignan can be found in sesame, which makes 4,4-dihydroxy-3,3-dimethoxy-9,9-epoxylignan a potential biomarker for the consumption of this food product. D001697 - Biomedical and Dental Materials

   

Myricetin 3-glucoside

5,7-dihydroxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one

C21H20O13 (480.0904)


Myricetin 3-glucoside is a member of the class of compounds known as flavonoid-3-o-glycosides. Flavonoid-3-o-glycosides are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position. Myricetin 3-glucoside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Myricetin 3-glucoside can be found in a number of food items such as blackcurrant, common grape, highbush blueberry, and tea, which makes myricetin 3-glucoside a potential biomarker for the consumption of these food products.

   

sesamin

1,3-Benzodioxole, 5,5-(tetrahydro-1H,3H-furo(3,4-c)furan-1,4-diyl)bis-, (1S-(1.alpha.,3a.alpha.,4.alpha.,6a.alpha.))-

C20H18O6 (354.1103)


D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents > D000924 - Anticholesteremic Agents D002317 - Cardiovascular Agents > D000959 - Antihypertensive Agents D020011 - Protective Agents > D000975 - Antioxidants D009676 - Noxae > D000963 - Antimetabolites relative retention time with respect to 9-anthracene Carboxylic Acid is 1.233 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.236 Asarinin is a natural product found in Piper mullesua, Machilus thunbergii, and other organisms with data available. (-)-Asarinin is a natural product found in Zanthoxylum austrosinense, Horsfieldia irya, and other organisms with data available. (-)-Asarinin is a extract lignan from Asarum sieboldii Miq., mainly produced in roots of this herb[1]. (-)-Asarinin is a extract lignan from Asarum sieboldii Miq., mainly produced in roots of this herb[1]. (-)-Asarinin is a extract lignan from Asarum sieboldii Miq., mainly produced in roots of this herb[1]. (-)-Asarinin is a extract lignan from Asarum sieboldii Miq., mainly produced in roots of this herb[1]. Sesamin, abundant lignan found in sesame oil, is a potent and selective delta 5 desaturase inhibitor in polyunsaturated fatty acid biosynthesis. Sesamin exerts effective neuroprotection against cerbral ischemia[1][2]. Sesamin, abundant lignan found in sesame oil, is a potent and selective delta 5 desaturase inhibitor in polyunsaturated fatty acid biosynthesis. Sesamin exerts effective neuroprotection against cerbral ischemia[1][2].

   

Astragalin

5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-tetrahydropyranyl]oxy]-4-chromenone

C21H20O11 (448.1006)


Astragalin (Astragaline) a flavonoid with anti-inflammatory, antioxidant, anticancer, bacteriostatic activity. Astragalin inhibits cancer cells proliferation and migration, induces apoptosis. Astragalin is orally active and provides nerve and heart protection, and resistance against and osteoporosis[1]. Astragalin (Astragaline) a flavonoid with anti-inflammatory, antioxidant, anticancer, bacteriostatic activity. Astragalin inhibits cancer cells proliferation and migration, induces apoptosis. Astragalin is orally active and provides nerve and heart protection, and resistance against and osteoporosis[1].

   

Isonerylgeraniol-18-oic acid

Isonerylgeraniol-18-oic acid

C20H32O3 (320.2351)


   

Sequoiaflavone

7-O-methylamentoflavone

C31H20O10 (552.1056)


   

Isocupressic acid

15-Hydroxy-8(17),13E-labdadien-15-oic acid

C20H32O3 (320.2351)


   

sitosterol

17-(5-ethyl-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

C29H50O (414.3861)


A member of the class of phytosterols that is stigmast-5-ene substituted by a beta-hydroxy group at position 3. C1907 - Drug, Natural Product > C28178 - Phytosterol > C68437 - Unsaturated Phytosterol D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents D009676 - Noxae > D000963 - Antimetabolites Beta-Sitosterol (purity>98\\%) is a plant sterol. Beta-Sitosterol (purity>98\\%) interfere with multiple cell signaling pathways, including cell cycle, apoptosis, proliferation, survival, invasion, angiogenesis, metastasis and inflammation[1]. Beta-Sitosterol (purity>98\%) is a plant sterol. Beta-Sitosterol (purity>98\%) interfere with multiple cell signaling pathways, including cell cycle, apoptosis, proliferation, survival, invasion, angiogenesis, metastasis and inflammation[1].

   

Thujic acid

Thujic acid

C10H12O2 (164.0837)


   

3,4-divanillyltetrahydrofuran

3,4-divanillyltetrahydrofuran

C20H24O5 (344.1624)


D001697 - Biomedical and Dental Materials

   

Amentoflavone

4H-1-Benzopyran-4-one, 8-(5-(5,7-dihydroxy-4-oxo-4H-1-benzopyran-2-yl)-2-hydroxyphenyl)-5,7-dihydroxy-2-(4-hydroxyphenyl)-

C30H18O10 (538.09)


D004791 - Enzyme Inhibitors > D065607 - Cytochrome P-450 Enzyme Inhibitors > D065688 - Cytochrome P-450 CYP2C9 Inhibitors D004791 - Enzyme Inhibitors > D065607 - Cytochrome P-450 Enzyme Inhibitors > D065692 - Cytochrome P-450 CYP3A Inhibitors Acquisition and generation of the data is financially supported by the Max-Planck-Society IPB_RECORD: 4341; CONFIDENCE confident structure Amentoflavone (Didemethyl-ginkgetin) is a potent and orally active GABA(A) negative modulator. Amentoflavone also shows anti-inflammatory, antioxidative, anti-viral, anti-tumor, anti-radiation, anti-fungal, antibacterial activity. Amentoflavone induces apoptosis and cell cycle arrest at sub-G1 phase[1][2][3][4]. Amentoflavone (Didemethyl-ginkgetin) is a potent and orally active GABA(A) negative modulator. Amentoflavone also shows anti-inflammatory, antioxidative, anti-viral, anti-tumor, anti-radiation, anti-fungal, antibacterial activity. Amentoflavone induces apoptosis and cell cycle arrest at sub-G1 phase[1][2][3][4]. Amentoflavone (Didemethyl-ginkgetin) is a potent and orally active GABA(A) negative modulator. Amentoflavone also shows anti-inflammatory, antioxidative, anti-viral, anti-tumor, anti-radiation, anti-fungal, antibacterial activity. Amentoflavone induces apoptosis and cell cycle arrest at sub-G1 phase[1][2][3][4].

   

4-(3-hydroxypropyl)benzene-1,2-diol

4-(3-hydroxypropyl)benzene-1,2-diol

C9H12O3 (168.0786)


   

3-(4-hydroxyphenyl)propyl Acetate

3-(4-hydroxyphenyl)propyl Acetate

C11H14O3 (194.0943)


   

alpha-Cadinol

alpha-Cadinol

C15H26O (222.1984)


A cadinane sesquiterpenoid that is cadin-4-ene carrying a hydroxy substituent at position 10.

   

Hinokinin

(3R,4R)-3,4-bis(benzo(d)(1,3)dioxol-5-ylmethyl)dihydrofuran-2(3H)-one

C20H18O6 (354.1103)


Hinokinin is a lignan that is dihydrofuran-2(3H)-one (gamma-butyrolactone) substituted by a 3,4-methylenedioxybenzyl group at positions 3 and 4 (the 3R,4R-diastereoisomer). It has a role as a trypanocidal drug. It is a lignan, a gamma-lactone and a member of benzodioxoles. Hinokinin is a natural product found in Piper nigrum, Chamaecyparis obtusa, and other organisms with data available. A lignan that is dihydrofuran-2(3H)-one (gamma-butyrolactone) substituted by a 3,4-methylenedioxybenzyl group at positions 3 and 4 (the 3R,4R-diastereoisomer). Hinokinin (Compound 1) is a compound isolated from the stems of Hypoestes aristate. Hinokinin exhibits moderate activity of HIV-1 protease enzyme[1]. Hinokinin (Compound 1) is a compound isolated from the stems of Hypoestes aristate. Hinokinin exhibits moderate activity of HIV-1 protease enzyme[1].

   

Matairesinol

NCGC00169701-03_C20H22O6_2(3H)-Furanone, dihydro-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]-, (3R,4R)-

C20H22O6 (358.1416)


Annotation level-1 CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 17 INTERNAL_ID 17; CONFIDENCE Reference Standard (Level 1) relative retention time with respect to 9-anthracene Carboxylic Acid is 0.920 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.921 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.910 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.909 Matairesinol confers anti-allergic effects in an allergic dermatitis mouse model. DfE-induced changes in IL-4 and IFN-γ mRNA expression in the ears of NC/Nga mice were reversed by matairesinol application[1]. Matairesinol confers anti-allergic effects in an allergic dermatitis mouse model. DfE-induced changes in IL-4 and IFN-γ mRNA expression in the ears of NC/Nga mice were reversed by matairesinol application[1].

   

Phytol

2-Hexadecen-1-ol, 3,7,11,15-tetramethyl-, (theta-(theta,theta-(E)))-

C20H40O (296.3079)


Phytol is a key acyclic diterpene alcohol that is a precursor for vitamins E and K1. Phytol is an extremely common terpenoid, found in all plants esterified to Chlorophyll to confer lipid solubility[citation needed].; Phytol is a natural linear diterpene alcohol which is used in the preparation of vitamins E and K1. It is also a decomposition product of chlorophyll. It is an oily liquid that is nearly insoluble in water, but soluble in most organic solvents. -- Wikipedia C1907 - Drug, Natural Product > C28269 - Phytochemical Phytol ((E)?-?Phytol), a diterpene alcohol from chlorophyll widely used as a food additive and in medicinal fields, possesses promising antischistosomal properties. Phytol has antinociceptive and antioxidant activitiesas well as anti-inflammatory and antiallergic effects. Phytol has antimicrobial activity against Mycobacterium tuberculosis and Staphylococcus aureus[1]. Phytol ((E)?-?Phytol), a diterpene alcohol from chlorophyll widely used as a food additive and in medicinal fields, possesses promising antischistosomal properties. Phytol has antinociceptive and antioxidant activitiesas well as anti-inflammatory and antiallergic effects. Phytol has antimicrobial activity against Mycobacterium tuberculosis and Staphylococcus aureus[1].

   

Hinokitiol

beta-thujaplicin

C10H12O2 (164.0837)


Origin: Plant; Formula(Parent): C10H12O2; Bottle Name:Hinokitiol; PRIME Parent Name:Hinokitiol; PRIME in-house No.:S0323; SubCategory_DNP: Monoterpenoids, Tropolone monoterpenoids D064449 - Sequestering Agents > D002614 - Chelating Agents > D007502 - Iron Chelating Agents D000890 - Anti-Infective Agents D000970 - Antineoplastic Agents Hinokitiol is a component of essential oils isolated from Chymacyparis obtusa, reduces Nrf2 expression, and decreases DNMT1 and UHRF1 mRNA and protein expression, with anti-infective, anti-oxidative, and anti-tumor activities. Hinokitiol is a component of essential oils isolated from Chymacyparis obtusa, reduces Nrf2 expression, and decreases DNMT1 and UHRF1 mRNA and protein expression, with anti-infective, anti-oxidative, and anti-tumor activities.

   

3-(4-Hydroxyphenyl)-1-propanol

3-(4-Hydroxyphenyl)-1-propanol

C9H12O2 (152.0837)


3-(4-Hydroxyphenyl)-1-propanol is used in the synthesis of (-)-centrolobine.

   

4-g-Hydroxypropylphenol

3-(4-Hydroxyphenyl)propan-1-ol

C9H12O2 (152.0837)


3-(4-Hydroxyphenyl)-1-propanol is used in the synthesis of (-)-centrolobine.

   

Hypargenin C

6-hydroxy-1,1,4a-trimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-9,10-dione

C20H26O3 (314.1882)


   

D6-Dehydroferruginol

4b,8,8-trimethyl-2-(propan-2-yl)-4b,5,6,7,8,8a-hexahydrophenanthren-3-ol

C20H28O (284.214)


   

Hydroxycinnamic acid

Hydroxycinnamic acid

C9H8O3 (164.0473)


The cis-stereoisomer of 3-coumaric acid.

   

4-Isopropyl-1,6-dimethyl-1,2,3,4,4a,7,8,8a-octahydro-1-naphthalenol

4-Isopropyl-1,6-dimethyl-1,2,3,4,4a,7,8,8a-octahydro-1-naphthalenol

C15H26O (222.1984)


   

Harzol

(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methyl-heptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

C29H50O (414.3861)


C1907 - Drug, Natural Product > C28178 - Phytosterol > C68437 - Unsaturated Phytosterol D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents D009676 - Noxae > D000963 - Antimetabolites Beta-Sitosterol (purity>98\\%) is a plant sterol. Beta-Sitosterol (purity>98\\%) interfere with multiple cell signaling pathways, including cell cycle, apoptosis, proliferation, survival, invasion, angiogenesis, metastasis and inflammation[1]. Beta-Sitosterol (purity>98\%) is a plant sterol. Beta-Sitosterol (purity>98\%) interfere with multiple cell signaling pathways, including cell cycle, apoptosis, proliferation, survival, invasion, angiogenesis, metastasis and inflammation[1].

   

Coumarate

InChI=1\C9H8O3\c10-8-4-1-7(2-5-8)3-6-9(11)12\h1-6,10H,(H,11,12)\b6-3

C9H8O3 (164.0473)


D012102 - Reproductive Control Agents > D003270 - Contraceptive Agents D000975 - Antioxidants > D016166 - Free Radical Scavengers D020011 - Protective Agents > D000975 - Antioxidants D000890 - Anti-Infective Agents p-Coumaric acid is the abundant isomer of cinnamic acid which has antitumor and anti-mutagenic activities. p-Coumaric acid is the abundant isomer of cinnamic acid which has antitumor and anti-mutagenic activities. p-Hydroxycinnamic acid, a common dietary phenol, could inhibit platelet activity, with IC50s of 371 μM, 126 μM for thromboxane B2 production and lipopolysaccharide-induced prostaglandin E2 generation, respectively. p-Hydroxycinnamic acid, a common dietary phenol, could inhibit platelet activity, with IC50s of 371 μM, 126 μM for thromboxane B2 production and lipopolysaccharide-induced prostaglandin E2 generation, respectively.

   

AI3-12108

InChI=1\C9H12O2\c10-7-1-2-8-3-5-9(11)6-4-8\h3-6,10-11H,1-2,7H

C9H12O2 (152.0837)


3-(4-Hydroxyphenyl)-1-propanol is used in the synthesis of (-)-centrolobine.

   

Caryophyllene oxide

Caryophyllene alpha-oxide

C15H24O (220.1827)


Constituent of oil of cloves (Eugenia caryophyllata)and is) also in oils of Betula alba, Mentha piperita (peppermint) and others. Caryophyllene alpha-oxide is found in many foods, some of which are spearmint, cloves, ceylon cinnamon, and herbs and spices. Caryophyllene beta-oxide is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Caryophyllene beta-oxide is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Within the cell, caryophyllene beta-oxide is primarily located in the membrane (predicted from logP). It can also be found in the extracellular space. Caryophyllene oxide, isolated from from Hymenaea courbaril, possesses analgesic and anti-inflammatory activity[1]. Caryophyllene oxide, isolated from from Hymenaea courbaril, possesses analgesic and anti-inflammatory activity[1].

   

15,16-bisnor-13-oxo-8(17),11Elabdadien-19-oic acid

15,16-bisnor-13-oxo-8(17),11Elabdadien-19-oic acid

C18H26O3 (290.1882)


A natural product found in Metasequoia glyptostroboides.

   

delta-Cadinol

delta-Cadinol

C15H26O (222.1984)


   

12-hydroxy-6,10-dimethyl-2-(4-methylpent-3-en-1-yl)dodeca-2,6,10-trienal

12-hydroxy-6,10-dimethyl-2-(4-methylpent-3-en-1-yl)dodeca-2,6,10-trienal

C20H32O2 (304.2402)


   

(3e)-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-[(3-hydroxy-4,5-dimethoxyphenyl)methylidene]oxolan-2-one

(3e)-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-[(3-hydroxy-4,5-dimethoxyphenyl)methylidene]oxolan-2-one

C21H22O7 (386.1365)


   

2-isopropyl-9-[(2-isopropyl-4b,8,8-trimethyl-5,6,7,8a-tetrahydrophenanthren-3-yl)oxy]-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthrene-3,10-diol

2-isopropyl-9-[(2-isopropyl-4b,8,8-trimethyl-5,6,7,8a-tetrahydrophenanthren-3-yl)oxy]-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthrene-3,10-diol

C40H56O3 (584.4229)


   

(4as,10ar)-6-hydroxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,10a-tetrahydrophenanthrene-9,10-dione

(4as,10ar)-6-hydroxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,10a-tetrahydrophenanthrene-9,10-dione

C20H26O3 (314.1882)


   

(1r,2r,4s,6s)-6-{[(4bs,8as)-2-isopropyl-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-3-yl]oxy}-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol

(1r,2r,4s,6s)-6-{[(4bs,8as)-2-isopropyl-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-3-yl]oxy}-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol

C30H46O2 (438.3498)


   

(1r,4r,6s,10s)-4,12,12-trimethyl-9-methylidene-5-oxatricyclo[8.2.0.0⁴,⁶]dodecane

(1r,4r,6s,10s)-4,12,12-trimethyl-9-methylidene-5-oxatricyclo[8.2.0.0⁴,⁶]dodecane

C15H24O (220.1827)


   

6-hydroxy-1,4a,6-trimethyl-5-(3-methylidenepent-4-en-1-yl)-hexahydro-2h-naphthalene-1-carbonyl 3-(4-hydroxyphenyl)prop-2-enoate

6-hydroxy-1,4a,6-trimethyl-5-(3-methylidenepent-4-en-1-yl)-hexahydro-2h-naphthalene-1-carbonyl 3-(4-hydroxyphenyl)prop-2-enoate

C29H38O5 (466.2719)


   

(1s,4ar,8ar)-5-(5-hydroxy-3-methylpent-3-en-1-yl)-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carbaldehyde

(1s,4ar,8ar)-5-(5-hydroxy-3-methylpent-3-en-1-yl)-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carbaldehyde

C20H32O2 (304.2402)


   

(1r,4s,4as,8ar)-4-isopropyl-1,6-dimethyl-3,4,4a,7,8,8a-hexahydro-2h-naphthalen-1-ol

(1r,4s,4as,8ar)-4-isopropyl-1,6-dimethyl-3,4,4a,7,8,8a-hexahydro-2h-naphthalen-1-ol

C15H26O (222.1984)


   

[5-(3-hydroxy-3-methylpent-4-en-1-yl)-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalen-1-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate

[5-(3-hydroxy-3-methylpent-4-en-1-yl)-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalen-1-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate

C29H40O4 (452.2926)


   

6-hydroxy-8-isopropyl-1,1,4a-trimethyl-10,10a-dihydro-9h-phenanthren-2-one

6-hydroxy-8-isopropyl-1,1,4a-trimethyl-10,10a-dihydro-9h-phenanthren-2-one

C20H26O2 (298.1933)


   

2-hydroxyethyl 3-(4-hydroxyphenyl)prop-2-enoate

2-hydroxyethyl 3-(4-hydroxyphenyl)prop-2-enoate

C11H12O4 (208.0736)


   

4,4-dimethylcyclohepta-2,5-diene-1-carboxylic acid

4,4-dimethylcyclohepta-2,5-diene-1-carboxylic acid

C10H14O2 (166.0994)


   

methyl 8-isopropyl-5-methyl-3,4-dihydronaphthalene-2-carboxylate

methyl 8-isopropyl-5-methyl-3,4-dihydronaphthalene-2-carboxylate

C16H20O2 (244.1463)


   

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

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

C20H18O6 (354.1103)


   

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

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

C20H24O5 (344.1624)


   

2-hydroxyethyl (2e)-3-(4-hydroxyphenyl)prop-2-enoate

2-hydroxyethyl (2e)-3-(4-hydroxyphenyl)prop-2-enoate

C11H12O4 (208.0736)


   

(4as,10as)-6-{[(1r,4s,4ar,8ar)-4-isopropyl-1,6-dimethyl-3,4,4a,7,8,8a-hexahydro-2h-naphthalen-1-yl]oxy}-7-isopropyl-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthrene

(4as,10as)-6-{[(1r,4s,4ar,8ar)-4-isopropyl-1,6-dimethyl-3,4,4a,7,8,8a-hexahydro-2h-naphthalen-1-yl]oxy}-7-isopropyl-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthrene

C35H54O (490.4174)


   

(1s,4ar,5s,8ar)-5-[(3e)-5-hydroxy-3-methylpent-3-en-1-yl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carbaldehyde

(1s,4ar,5s,8ar)-5-[(3e)-5-hydroxy-3-methylpent-3-en-1-yl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carbaldehyde

C20H32O2 (304.2402)


   

(1s,4ar,5s,8ar)-1,4a-dimethyl-6-methylidene-5-[(2e)-3-methylpenta-2,4-dien-1-yl]-hexahydro-2h-naphthalene-1-carbaldehyde

(1s,4ar,5s,8ar)-1,4a-dimethyl-6-methylidene-5-[(2e)-3-methylpenta-2,4-dien-1-yl]-hexahydro-2h-naphthalene-1-carbaldehyde

C20H30O (286.2297)


   

(1s,4s,9s,10s,13r,14r)-5,5,9,14-tetramethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-14-ol

(1s,4s,9s,10s,13r,14r)-5,5,9,14-tetramethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-14-ol

C20H34O (290.261)


   

(1r,3ar,3br,7s,9ar,9bs,11ar)-1-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

(1r,3ar,3br,7s,9ar,9bs,11ar)-1-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

C29H50O (414.3861)


   

3,7-dimethylocta-2,6-dien-1-yl 3-(4-hydroxyphenyl)prop-2-enoate

3,7-dimethylocta-2,6-dien-1-yl 3-(4-hydroxyphenyl)prop-2-enoate

C19H24O3 (300.1725)


   

6-hydroxy-7-isopropyl-1,1,4a-trimethyl-10,10a-dihydro-9h-phenanthren-4-one

6-hydroxy-7-isopropyl-1,1,4a-trimethyl-10,10a-dihydro-9h-phenanthren-4-one

C20H26O2 (298.1933)


   

(4bs,8as,10s)-10-{[(4ar,5r,8s,8ar)-5-hydroxy-8-isopropyl-5-methyl-4,4a,6,7,8,8a-hexahydro-3h-naphthalen-2-yl]methyl}-2-isopropyl-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-3-ol

(4bs,8as,10s)-10-{[(4ar,5r,8s,8ar)-5-hydroxy-8-isopropyl-5-methyl-4,4a,6,7,8,8a-hexahydro-3h-naphthalen-2-yl]methyl}-2-isopropyl-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-3-ol

C35H54O2 (506.4124)


   

1,4a-dimethyl-6-methylidene-5-(3-oxobut-1-en-1-yl)-hexahydro-2h-naphthalene-1-carboxylic acid

1,4a-dimethyl-6-methylidene-5-(3-oxobut-1-en-1-yl)-hexahydro-2h-naphthalene-1-carboxylic acid

C18H26O3 (290.1882)


   

2-isopropyl-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-3-ol

2-isopropyl-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-3-ol

C20H30O (286.2297)


   

(1s,4ar,5s,8ar)-5-[2-(furan-3-yl)ethyl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylic acid

(1s,4ar,5s,8ar)-5-[2-(furan-3-yl)ethyl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylic acid

C20H28O3 (316.2038)


   

o-phosphoethanolamine; bis(nonane)

o-phosphoethanolamine; bis(nonane)

C20H48NO4P (397.3321)


   

(1s,4as,5s,8ar)-1,4a-dimethyl-6-methylidene-5-[(1e)-3-oxobut-1-en-1-yl]-hexahydro-2h-naphthalene-1-carboxylic acid

(1s,4as,5s,8ar)-1,4a-dimethyl-6-methylidene-5-[(1e)-3-oxobut-1-en-1-yl]-hexahydro-2h-naphthalene-1-carboxylic acid

C18H26O3 (290.1882)


   

5-[5-(acetyloxy)-3-methylpent-3-en-1-yl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylic acid

5-[5-(acetyloxy)-3-methylpent-3-en-1-yl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylic acid

C22H34O4 (362.2457)


   

methyl (1s,4ar,5r,8ar)-1,4a-dimethyl-6-methylidene-5-[(2e)-3-methylpenta-2,4-dien-1-yl]-hexahydro-2h-naphthalene-1-carboxylate

methyl (1s,4ar,5r,8ar)-1,4a-dimethyl-6-methylidene-5-[(2e)-3-methylpenta-2,4-dien-1-yl]-hexahydro-2h-naphthalene-1-carboxylate

C21H32O2 (316.2402)


   

2-isopropyl-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-3-yl acetate

2-isopropyl-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-3-yl acetate

C22H32O2 (328.2402)


   

1,4a-dimethyl-6-methylidene-5-(3-methylpenta-2,4-dien-1-yl)-hexahydro-2h-naphthalene-1-carbaldehyde

1,4a-dimethyl-6-methylidene-5-(3-methylpenta-2,4-dien-1-yl)-hexahydro-2h-naphthalene-1-carbaldehyde

C20H30O (286.2297)


   

(3e,4r)-3-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-4-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one

(3e,4r)-3-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-4-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one

C21H22O7 (386.1365)


   

4-(2h-1,3-benzodioxol-5-ylmethyl)-3-(2h-1,3-benzodioxole-5-carbonyl)oxolan-2-one

4-(2h-1,3-benzodioxol-5-ylmethyl)-3-(2h-1,3-benzodioxole-5-carbonyl)oxolan-2-one

C20H16O7 (368.0896)


   

(3r,4s)-4-(2h-1,3-benzodioxol-5-ylmethyl)-3-(2h-1,3-benzodioxole-5-carbonyl)oxolan-2-one

(3r,4s)-4-(2h-1,3-benzodioxol-5-ylmethyl)-3-(2h-1,3-benzodioxole-5-carbonyl)oxolan-2-one

C20H16O7 (368.0896)


   

(4bs,8as)-2-isopropyl-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-3-yl acetate

(4bs,8as)-2-isopropyl-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-3-yl acetate

C22H32O2 (328.2402)


   

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

C21H20O12 (464.0955)


   

6,10-dihydroxy-7-isopropyl-1,1,4a-trimethyl-3,4,10,10a-tetrahydro-2h-phenanthren-9-one

6,10-dihydroxy-7-isopropyl-1,1,4a-trimethyl-3,4,10,10a-tetrahydro-2h-phenanthren-9-one

C20H28O3 (316.2038)


   

8-isopropyl-5-methylnaphthalene-2-carbaldehyde

8-isopropyl-5-methylnaphthalene-2-carbaldehyde

C15H16O (212.1201)


   

(1s,4ar,5s,8ar)-1,4a-dimethyl-6-methylidene-5-[(2e)-3-methylpenta-2,4-dien-1-yl]-hexahydro-2h-naphthalene-1-carboxylic acid

(1s,4ar,5s,8ar)-1,4a-dimethyl-6-methylidene-5-[(2e)-3-methylpenta-2,4-dien-1-yl]-hexahydro-2h-naphthalene-1-carboxylic acid

C20H30O2 (302.2246)


   

4-(2h-1,3-benzodioxol-5-ylmethyl)-3-(2h-1,3-benzodioxol-5-ylmethylidene)-5-hydroxyoxolan-2-one

4-(2h-1,3-benzodioxol-5-ylmethyl)-3-(2h-1,3-benzodioxol-5-ylmethylidene)-5-hydroxyoxolan-2-one

C20H16O7 (368.0896)


   

3-[5-(5,7-dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one

3-[5-(5,7-dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one

C30H18O10 (538.09)


   

(4as,10as)-6-hydroxy-7-isopropyl-1,1,4a-trimethyl-10,10a-dihydro-9h-phenanthren-4-one

(4as,10as)-6-hydroxy-7-isopropyl-1,1,4a-trimethyl-10,10a-dihydro-9h-phenanthren-4-one

C20H26O2 (298.1933)


   

8-isopropyl-5-methylnaphthalene-2-carboxylic acid

8-isopropyl-5-methylnaphthalene-2-carboxylic acid

C15H16O2 (228.115)


   

(3e)-4-(2h-1,3-benzodioxol-5-ylmethyl)-3-(2h-1,3-benzodioxol-5-ylmethylidene)oxolan-2-one

(3e)-4-(2h-1,3-benzodioxol-5-ylmethyl)-3-(2h-1,3-benzodioxol-5-ylmethylidene)oxolan-2-one

C20H16O6 (352.0947)


   

7,7-dimethylbicyclo[4.1.0]hept-3-ene-3-carboxylic acid

7,7-dimethylbicyclo[4.1.0]hept-3-ene-3-carboxylic acid

C10H14O2 (166.0994)


   

5-[2-(2-hydroxy-5-oxo-2h-furan-3-yl)ethyl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylic acid

5-[2-(2-hydroxy-5-oxo-2h-furan-3-yl)ethyl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylic acid

C20H28O5 (348.1937)


   

(2e)-5-[(1s,4ar,5s,8ar)-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]-3-methylpent-2-en-1-ol

(2e)-5-[(1s,4ar,5s,8ar)-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]-3-methylpent-2-en-1-ol

C20H34O2 (306.2559)


   

(4bs,8as,9r,10s)-10-(acetyloxy)-9-{[(4bs,8as)-2-isopropyl-4b,8,8-trimethyl-5,6,7,8a-tetrahydrophenanthren-3-yl]oxy}-2-isopropyl-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-3-yl acetate

(4bs,8as,9r,10s)-10-(acetyloxy)-9-{[(4bs,8as)-2-isopropyl-4b,8,8-trimethyl-5,6,7,8a-tetrahydrophenanthren-3-yl]oxy}-2-isopropyl-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-3-yl acetate

C44H60O5 (668.4441)


   

(4as,10as)-6-{[(1r,4r,4as,8as)-4-isopropyl-1,6-dimethyl-3,4,4a,7,8,8a-hexahydro-2h-naphthalen-1-yl]oxy}-7-isopropyl-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthrene

(4as,10as)-6-{[(1r,4r,4as,8as)-4-isopropyl-1,6-dimethyl-3,4,4a,7,8,8a-hexahydro-2h-naphthalen-1-yl]oxy}-7-isopropyl-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthrene

C35H54O (490.4174)


   

(4as,10as)-6-hydroxy-8-isopropyl-1,1,4a-trimethyl-10,10a-dihydro-9h-phenanthren-2-one

(4as,10as)-6-hydroxy-8-isopropyl-1,1,4a-trimethyl-10,10a-dihydro-9h-phenanthren-2-one

C20H26O2 (298.1933)


   

(4bs,8as,9r,10s)-9-{[(4bs,8as)-2-isopropyl-4b,8,8-trimethyl-5,6,7,8a-tetrahydrophenanthren-3-yl]oxy}-2-isopropyl-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthrene-3,10-diol

(4bs,8as,9r,10s)-9-{[(4bs,8as)-2-isopropyl-4b,8,8-trimethyl-5,6,7,8a-tetrahydrophenanthren-3-yl]oxy}-2-isopropyl-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthrene-3,10-diol

C40H56O3 (584.4229)


   

5-[2-(5-hydroxy-2-oxo-5h-furan-3-yl)ethyl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylic acid

5-[2-(5-hydroxy-2-oxo-5h-furan-3-yl)ethyl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylic acid

C20H28O5 (348.1937)


   

(1s,2r,4r,6s)-1,7,7-trimethylbicyclo[2.2.1]heptane-2,6-diol

(1s,2r,4r,6s)-1,7,7-trimethylbicyclo[2.2.1]heptane-2,6-diol

C10H18O2 (170.1307)


   

(3e,4r,5r)-4-(2h-1,3-benzodioxol-5-ylmethyl)-3-(2h-1,3-benzodioxol-5-ylmethylidene)-5-hydroxyoxolan-2-one

(3e,4r,5r)-4-(2h-1,3-benzodioxol-5-ylmethyl)-3-(2h-1,3-benzodioxol-5-ylmethylidene)-5-hydroxyoxolan-2-one

C20H16O7 (368.0896)


   

methyl 8-isopropyl-5-methylnaphthalene-2-carboxylate

methyl 8-isopropyl-5-methylnaphthalene-2-carboxylate

C16H18O2 (242.1307)


   

(4bs,8as)-2-isopropyl-4b,8,8-trimethyl-5,6,7,8a-tetrahydrophenanthren-3-ol

(4bs,8as)-2-isopropyl-4b,8,8-trimethyl-5,6,7,8a-tetrahydrophenanthren-3-ol

C20H28O (284.214)


   

(z)-(1s,4as,5r,6r,8ar)-6-hydroxy-1,4a,6-trimethyl-5-(3-methylidenepent-4-en-1-yl)-hexahydro-2h-naphthalene-1-carbonyl (2z)-3-(4-hydroxyphenyl)prop-2-enoate

(z)-(1s,4as,5r,6r,8ar)-6-hydroxy-1,4a,6-trimethyl-5-(3-methylidenepent-4-en-1-yl)-hexahydro-2h-naphthalene-1-carbonyl (2z)-3-(4-hydroxyphenyl)prop-2-enoate

C29H38O5 (466.2719)


   

(1r)-4,4-dimethylcyclohepta-2,5-diene-1-carboxylic acid

(1r)-4,4-dimethylcyclohepta-2,5-diene-1-carboxylic acid

C10H14O2 (166.0994)


   

8-isopropyl-5-methyl-3,4-dihydronaphthalene-2-carbaldehyde

8-isopropyl-5-methyl-3,4-dihydronaphthalene-2-carbaldehyde

C15H18O (214.1358)


   

5-[5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]-3-methylpent-2-en-1-ol

5-[5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]-3-methylpent-2-en-1-ol

C20H34O2 (306.2559)


   

(1s,4ar,5s,8ar)-1,4a-dimethyl-6-methylidene-5-[2-(2-oxo-5h-furan-3-yl)ethyl]-hexahydro-2h-naphthalene-1-carboxylic acid

(1s,4ar,5s,8ar)-1,4a-dimethyl-6-methylidene-5-[2-(2-oxo-5h-furan-3-yl)ethyl]-hexahydro-2h-naphthalene-1-carboxylic acid

C20H28O4 (332.1987)


   

(4bs,8as,10r)-10-[(1s,4as,6r,8as)-6-(2-hydroxypropan-2-yl)-8a-methyl-4-methylidene-octahydronaphthalen-1-yl]-2-isopropyl-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-3-ol

(4bs,8as,10r)-10-[(1s,4as,6r,8as)-6-(2-hydroxypropan-2-yl)-8a-methyl-4-methylidene-octahydronaphthalen-1-yl]-2-isopropyl-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-3-ol

C35H54O2 (506.4124)


   

5-[2-(furan-3-yl)ethyl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylic acid

5-[2-(furan-3-yl)ethyl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylic acid

C20H28O3 (316.2038)


   

(1s,4ar,5s,8ar)-5-{2-[(5s)-5-hydroxy-2-oxo-5h-furan-3-yl]ethyl}-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylic acid

(1s,4ar,5s,8ar)-5-{2-[(5s)-5-hydroxy-2-oxo-5h-furan-3-yl]ethyl}-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylic acid

C20H28O5 (348.1937)


   

5-(5-hydroxy-3-methylpent-3-en-1-yl)-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carbaldehyde

5-(5-hydroxy-3-methylpent-3-en-1-yl)-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carbaldehyde

C20H32O2 (304.2402)


   

(1s,4ar,5s,8ar)-5-[(3e)-5-(acetyloxy)-3-methylpent-3-en-1-yl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylic acid

(1s,4ar,5s,8ar)-5-[(3e)-5-(acetyloxy)-3-methylpent-3-en-1-yl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylic acid

C22H34O4 (362.2457)


   

1,7,7-trimethylbicyclo[2.2.1]heptane-2,6-diol

1,7,7-trimethylbicyclo[2.2.1]heptane-2,6-diol

C10H18O2 (170.1307)


   

10-[(5-hydroxy-8-isopropyl-5-methyl-4,4a,6,7,8,8a-hexahydro-3h-naphthalen-2-yl)methyl]-2-isopropyl-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-3-ol

10-[(5-hydroxy-8-isopropyl-5-methyl-4,4a,6,7,8,8a-hexahydro-3h-naphthalen-2-yl)methyl]-2-isopropyl-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-3-ol

C35H54O2 (506.4124)


   

4-(2h-1,3-benzodioxol-5-ylmethyl)-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-one

4-(2h-1,3-benzodioxol-5-ylmethyl)-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-one

C22H24O7 (400.1522)


   

stigmast-5-en-3-ol, (3β)-

stigmast-5-en-3-ol, (3β)-

C29H50O (414.3861)


   

(1s,4ar,5s,8ar)-5-{2-[(2s)-2-hydroxy-5-oxo-2h-furan-3-yl]ethyl}-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylic acid

(1s,4ar,5s,8ar)-5-{2-[(2s)-2-hydroxy-5-oxo-2h-furan-3-yl]ethyl}-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylic acid

C20H28O5 (348.1937)


   

(3s,4r)-4-(2h-1,3-benzodioxol-5-ylmethyl)-3-(2h-1,3-benzodioxole-5-carbonyl)oxolan-2-one

(3s,4r)-4-(2h-1,3-benzodioxol-5-ylmethyl)-3-(2h-1,3-benzodioxole-5-carbonyl)oxolan-2-one

C20H16O7 (368.0896)


   

10-[6-(2-hydroxypropan-2-yl)-8a-methyl-4-methylidene-octahydronaphthalen-1-yl]-2-isopropyl-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-3-ol

10-[6-(2-hydroxypropan-2-yl)-8a-methyl-4-methylidene-octahydronaphthalen-1-yl]-2-isopropyl-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-3-ol

C35H54O2 (506.4124)


   

[(1s,4ar,5s,8ar)-5-[(3r)-3-hydroxy-3-methylpent-4-en-1-yl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalen-1-yl]methyl (2z)-3-(4-hydroxyphenyl)prop-2-enoate

[(1s,4ar,5s,8ar)-5-[(3r)-3-hydroxy-3-methylpent-4-en-1-yl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalen-1-yl]methyl (2z)-3-(4-hydroxyphenyl)prop-2-enoate

C29H40O4 (452.2926)


   

1,4a-dimethyl-6-methylidene-5-[2-(2-oxo-5h-furan-3-yl)ethyl]-hexahydro-2h-naphthalene-1-carboxylic acid

1,4a-dimethyl-6-methylidene-5-[2-(2-oxo-5h-furan-3-yl)ethyl]-hexahydro-2h-naphthalene-1-carboxylic acid

C20H28O4 (332.1987)


   

1,4a-dimethyl-6-methylidene-5-(3-methylpenta-2,4-dien-1-yl)-hexahydro-2h-naphthalene-1-carboxylic acid

1,4a-dimethyl-6-methylidene-5-(3-methylpenta-2,4-dien-1-yl)-hexahydro-2h-naphthalene-1-carboxylic acid

C20H30O2 (302.2246)


   

(3e,4r)-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-[(3-hydroxy-4,5-dimethoxyphenyl)methylidene]oxolan-2-one

(3e,4r)-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-[(3-hydroxy-4,5-dimethoxyphenyl)methylidene]oxolan-2-one

C21H22O7 (386.1365)


   

7-isopropyl-6-[(4-isopropyl-1,6-dimethyl-3,4,4a,7,8,8a-hexahydro-2h-naphthalen-1-yl)oxy]-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthrene

7-isopropyl-6-[(4-isopropyl-1,6-dimethyl-3,4,4a,7,8,8a-hexahydro-2h-naphthalen-1-yl)oxy]-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthrene

C35H54O (490.4174)


   

(1s,4as,5s,8ar)-5-{2-[(5r)-5-methoxy-2-oxo-5h-furan-3-yl]ethyl}-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylic acid

(1s,4as,5s,8ar)-5-{2-[(5r)-5-methoxy-2-oxo-5h-furan-3-yl]ethyl}-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylic acid

C21H30O5 (362.2093)


   

5-[7-(acetyloxy)-6-isopropyl-2-methylnaphthalen-1-yl]-2-methylpentan-2-yl acetate

5-[7-(acetyloxy)-6-isopropyl-2-methylnaphthalen-1-yl]-2-methylpentan-2-yl acetate

C24H32O4 (384.23)


   

(2z,6e,10e)-12-hydroxy-6,10-dimethyl-2-(4-methylpent-3-en-1-yl)dodeca-2,6,10-trienal

(2z,6e,10e)-12-hydroxy-6,10-dimethyl-2-(4-methylpent-3-en-1-yl)dodeca-2,6,10-trienal

C20H32O2 (304.2402)


   

7-isopropyl-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-2,6-diol

7-isopropyl-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-2,6-diol

C20H30O2 (302.2246)


   

(e)-(1s,4as,5r,6r,8ar)-6-hydroxy-1,4a,6-trimethyl-5-(3-methylidenepent-4-en-1-yl)-hexahydro-2h-naphthalene-1-carbonyl (2e)-3-(4-hydroxyphenyl)prop-2-enoate

(e)-(1s,4as,5r,6r,8ar)-6-hydroxy-1,4a,6-trimethyl-5-(3-methylidenepent-4-en-1-yl)-hexahydro-2h-naphthalene-1-carbonyl (2e)-3-(4-hydroxyphenyl)prop-2-enoate

C29H38O5 (466.2719)


   

(1s,2r,4r,6s)-6-{[(4bs,8as)-2-isopropyl-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-3-yl]oxy}-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol

(1s,2r,4r,6s)-6-{[(4bs,8as)-2-isopropyl-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-3-yl]oxy}-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol

C30H46O2 (438.3498)


   

(3s)-5-(7-hydroxy-6-isopropyl-2-methylnaphthalen-1-yl)-2-methylpentane-2,3-diol

(3s)-5-(7-hydroxy-6-isopropyl-2-methylnaphthalen-1-yl)-2-methylpentane-2,3-diol

C20H28O3 (316.2038)


   

6-[(2-isopropyl-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-3-yl)oxy]-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol

6-[(2-isopropyl-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-3-yl)oxy]-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol

C30H46O2 (438.3498)


   

7-hydroxy-8-isopropyl-1,1,4a-trimethyl-4,9,10,10a-tetrahydro-3h-phenanthren-2-one

7-hydroxy-8-isopropyl-1,1,4a-trimethyl-4,9,10,10a-tetrahydro-3h-phenanthren-2-one

C20H28O2 (300.2089)


   

(1s,6r)-7,7-dimethylbicyclo[4.1.0]hept-3-ene-3-carboxylic acid

(1s,6r)-7,7-dimethylbicyclo[4.1.0]hept-3-ene-3-carboxylic acid

C10H14O2 (166.0994)


   

(4bs,8as,10s)-10-{[4-(2-hydroxypropan-2-yl)phenyl]methyl}-2-isopropyl-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-3-ol

(4bs,8as,10s)-10-{[4-(2-hydroxypropan-2-yl)phenyl]methyl}-2-isopropyl-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-3-ol

C30H42O2 (434.3185)


   

10-(acetyloxy)-2-isopropyl-9-[(2-isopropyl-4b,8,8-trimethyl-5,6,7,8a-tetrahydrophenanthren-3-yl)oxy]-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-3-yl acetate

10-(acetyloxy)-2-isopropyl-9-[(2-isopropyl-4b,8,8-trimethyl-5,6,7,8a-tetrahydrophenanthren-3-yl)oxy]-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-3-yl acetate

C44H60O5 (668.4441)


   

(2z,6e,10e)-12-hydroxy-6,10-dimethyl-2-(4-methylpent-3-en-1-yl)dodeca-2,6,10-trienoic acid

(2z,6e,10e)-12-hydroxy-6,10-dimethyl-2-(4-methylpent-3-en-1-yl)dodeca-2,6,10-trienoic acid

C20H32O3 (320.2351)


   

(3e)-3-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-4-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one

(3e)-3-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-4-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one

C21H22O7 (386.1365)


   

(2e)-3,7-dimethylocta-2,6-dien-1-yl (2e)-3-(4-hydroxyphenyl)prop-2-enoate

(2e)-3,7-dimethylocta-2,6-dien-1-yl (2e)-3-(4-hydroxyphenyl)prop-2-enoate

C19H24O3 (300.1725)


   

(4as,10s,10as)-6,10-dihydroxy-7-isopropyl-1,1,4a-trimethyl-3,4,10,10a-tetrahydro-2h-phenanthren-9-one

(4as,10s,10as)-6,10-dihydroxy-7-isopropyl-1,1,4a-trimethyl-3,4,10,10a-tetrahydro-2h-phenanthren-9-one

C20H28O3 (316.2038)


   

(3s,4s)-4-(2h-1,3-benzodioxol-5-ylmethyl)-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-one

(3s,4s)-4-(2h-1,3-benzodioxol-5-ylmethyl)-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-one

C22H24O7 (400.1522)