Chemical Formula: C16H16O4
Chemical Formula C16H16O4
Found 381 metabolite its formula value is C16H16O4
ARNEBIN-7
Deoxyshikonin is a hydroxy-1,4-naphthoquinone. Deoxyshikonin is a natural product found in Arnebia hispidissima, Alkanna cappadocica, and other organisms with data available. See also: Arnebia guttata root (part of); Arnebia euchroma root (part of); Lithospermum erythrorhizon root (part of). Deoxyshikonin is isolated from Arnebia euchroma with antitumor activity. Deoxyshikonin increases the expression of VEGF-C and VEGF-A mRNA in HMVEC-dLy, promotes HIF-1α and HIF-1β subunit interaction and binds to specific DNA sequences targeted by HIF, indicates a prolymphangiogenesis as well as a proangiogenesis effect in vitro[1]. Deoxyshikonin shows significant synergic antimicrobial activity against S. pneumonia (MIC=17 μg/mL), also shows significantly inhibitory activities against MRSA[2]. Deoxyshikonin increases the expression of VEGF-C and VEGF-A mRNA in HMVEC-dLy, promotes HIF-1α and HIF-1β subunit interaction and binds to specific DNA sequences targeted by HIF. Deoxyshikonin inhibited colorectal cancer (CRC) through the PI3K/Akt/mTOR pathway. Deoxyshikonin has proangiogenesis effect and antitumor activity. Deoxyshikonin is an antibacterial agent against methicillin-resistant S. aureus (MRSA) and S. pneumonia (MIC=17 μg/mL)[1][2][3]. Deoxyshikonin is isolated from Arnebia euchroma with antitumor activity. Deoxyshikonin increases the expression of VEGF-C and VEGF-A mRNA in HMVEC-dLy, promotes HIF-1α and HIF-1β subunit interaction and binds to specific DNA sequences targeted by HIF, indicates a prolymphangiogenesis as well as a proangiogenesis effect in vitro[1]. Deoxyshikonin shows significant synergic antimicrobial activity against S. pneumonia (MIC=17 μg/mL), also shows significantly inhibitory activities against MRSA[2].
3-HPT
(E)-4-(3,5-Dimethoxystyryl)benzene-1,2-diol is a natural product found in Sphaerophysa salsula with data available. 3'-Hydroxypterostilbene is a Pterostilbene (HY-N0828) analogue. 3'-Hydroxypterostilbene inhibits the growth of COLO 205, HCT-116 and HT-29 cells with IC50s of 9.0, 40.2 and 70.9 μM, respectively. 3'-Hydroxypterostilbene significantly down-regulates PI3K/Akt and MAPKs signaling pathways and effectively inhibits the growth of human colon cancer cells by inducing apoptosis and autophagy. 3'-Hydroxypterostilbene can be used for the research of cancer[1].
Eleutherin
D000970 - Antineoplastic Agents > D059003 - Topoisomerase Inhibitors > D059005 - Topoisomerase II Inhibitors D004791 - Enzyme Inhibitors [Raw Data] CBA06_Eleutherin_pos_20eV_000003.txt [Raw Data] CBA06_Eleutherin_pos_40eV_000003.txt [Raw Data] CBA06_Eleutherin_pos_50eV_000003.txt [Raw Data] CBA06_Eleutherin_pos_10eV_000003.txt [Raw Data] CBA06_Eleutherin_pos_30eV_000003.txt
1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone
1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone is isolated from Populus balsamifera (balsam poplar) oi Isolated from Populus balsamifera (balsam poplar) oil.
1,2-Bis(4-hydroxy-3-methoxyphenyl)ethylene
1,2-bis(4-hydroxy-3-methoxyphenyl)ethylene is found in fats and oils. 1,2-bis(4-hydroxy-3-methoxyphenyl)ethylene is a constituent of the leaves of Ginkgo biloba (ginkgo). Constituent of the leaves of Ginkgo biloba (ginkgo). 1,2-bis(4-hydroxy-3-methoxyphenyl)ethylene is found in fats and oils.
Isovestitol
Phytoalexin of Lablab niger (hyacinth bean). Isovestitol is found in hyacinth bean and pulses. Isovestitol is found in hyacinth bean. Phytoalexin of Lablab niger (hyacinth bean
1-(2,4-dihydroxy-3-methoxyphenyl)-3-phenylpropan-1-one
3'-O-Methylequol
3-O-Methylequol is a polyphenol metabolite detected in biological fluids (PMID: 20428313). A polyphenol metabolite detected in biological fluids [PhenolExplorer]
2,4,6-Trimethoxybenzophenone
2,4,6-Trimethoxybenzophenone is found in garden tomato. 2,4,6-Trimethoxybenzophenone is isolated from Cascara sagrada. Isolated from Cascara sagrada. 2,4,6-Trimethoxybenzophenone is found in garden tomato.
5C-aglycone
5C-aglycone is one of the two major aglycone urinary water-soluble metabolites of Phylloquinone (Vitamin K1) and menaquinones (vitamin K2), usually excreted as glucuronide conjugates; their structure suggests that they are formed by an oxidative degradation of the phytyl side chain involving enzymes of omega- and beta-oxidation. Newborn infants as a group, are known to have precariously low vitamin K stores and are routinely given vitamin K prophylaxis at birth. (PMIDs 7306367, 4833371, 15722567) [HMDB] 5C-aglycone is one of the two major aglycone urinary water-soluble metabolites of Phylloquinone (Vitamin K1) and menaquinones (vitamin K2), usually excreted as glucuronide conjugates; their structure suggests that they are formed by an oxidative degradation of the phytyl side chain involving enzymes of omega- and beta-oxidation. Newborn infants as a group, are known to have precariously low vitamin K stores and are routinely given vitamin K prophylaxis at birth. (PMIDs 7306367, 4833371, 15722567).
Marminal
Marminal is found in fruits. Marminal is a constituent of the roots of Aegle marmelos (bael) Constituent of the roots of Aegle marmelos (bael). Marminal is found in fruits.
4',7-Dihydroxy-3'-methoxyisoflavan
4,7-Dihydroxy-3-methoxyisoflavan is a polyphenol metabolite detected in biological fluids (PMID: 20428313). A polyphenol metabolite detected in biological fluids [PhenolExplorer]
4',7-Dihydroxy-6-methoxyisoflavan
4,7-Dihydroxy-6-methoxyisoflavan is a polyphenol metabolite detected in biological fluids (PMID: 20428313). A polyphenol metabolite detected in biological fluids [PhenolExplorer]
6-O-Methylequol
6-O-Methylequol is a polyphenol metabolite detected in biological fluids (PMID: 20428313). A polyphenol metabolite detected in biological fluids [PhenolExplorer]
Cannithrene 2
Cannithrene-2, is one of two isomers of cannithrene (the other being canninthrene-1). It belongs to the class of organic compounds known as hydrophenanthrenes. These are a phenanthrene derivatives where at least one ring carbon-carbon double bond has been reduced via hydrogenation. Phenanthrenes are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzenes. Hydrophenanthrenes in Cannabis are structurally derived from stilbenoids, which have undergone an additional cyclazation reaction to yield the phenanthrene skeleton. Cannithrene 1 and 2 were the first two dihydrophenanthrenes isolated from Cannabis (PMID: 28799497). Cannithrene 2 is a hydrophobic, neutral compound that is insoluble in water. So far, no biological activity has been associated with cannithrene 2. Cannithrene 2 is one of the non-cannabinoid compounds that have been identified in cannabis plants (https://doi.org/10.1007/978-1-59259-947-9_2). Cannithrene 2 is a member of the class of compounds known as hydrophenanthrenes. Hydrophenanthrenes are a phenanthrene derivative where at least one ring CC bond is substituted by hydrogenation. Cannithrene 2 is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Cannithrene 2 can be found in black crowberry, which makes cannithrene 2 a potential biomarker for the consumption of this food product.
Loureirin C
Loureirin C is a member of dihydrochalcones. Loureirin C is a natural product found in Dracaena draco, Dracaena cinnabari, and other organisms with data available. Loureirin C has anti-bacterial, anti-spasmodic, anti-inflammatory, analgesic, anti-diabetic, and anti-tumor activities[1]. Loureirin C has anti-bacterial, anti-spasmodic, anti-inflammatory, analgesic, anti-diabetic, and anti-tumor activities[1].
Methyl 10-angeloyloxy-2Z,8Z-decadiene-4,6-dinynoate
2,4-dihydroxy-6-phenethyl-benzoic acid methyl ester
8-Hydroxy-6-methoxy-3,4,5-trimethylnaphtho[2,3-b]furan-9(4H)-one
1,7-Dihydroxy-2,5-dimethoxy-9,10-dihydrophenanthrene
4,7-Dihydroxy-2,6-dimethoxy-9,10-dihydrophenanthrene
Eulophiol
Eulophiol is a natural product found in Eulophia petersii and Pholidota chinensis with data available.
1-(4-Hydroxy-2-methoxyphenyl)-3-(4-hydroxyphenyl)-2-propanone
5,6-Dihydroxy-2,4-dimethoxy-9,10-dihydropenanthrene
2,7-Dihydroxy-1,5-dimethoxy-9,10-dihydrophenanthrene
trans-(E)-10-acetyloxy-2-(2,4-hexadiynylidene)-1,6-dioxaspiro<4.5>dec-3-ene
(R)-3-((4-S,9-S,Z)-4,9-dihydroxyundeca-2,10-dien-5,7-diynyl)-5-methylfuran-2(5H)-one|trocheliophorolide C
3,4,5-Trimethyl-7-methoxy-8-hydroxynaphtho[2,3-b]furan-9(4H)-one
2-Hydroxy-4,6-dimethoxy-3-methyl-benzophenon|2-hydroxy-4,6-dimethoxy-3-methyl-benzophenone
2-(2-Hydroxyphenyl)acetic acid 4-hydroxyphenethyl ester
2-(4-acetoxymethylfuryl)-4-vinylanisole|2-<4-acetoxymethylfuryl>-4-vinylanisole
3,4-dihydro-3,9-dihydroxy-8-methoxy-3-methyl-1(2h)-anthracenone
phoyunbene C|trans-3,3-dihydroxy-2,5-dimethoxystilbene
6,9-dihydroxy-5-methoxy-2-methyl-3,4-dihydroanthracen-1(2H)-one|menamesone B
(1S,5S,8S)-5-hydroxy-8-(4-hydroxyphenyl)-1-methylbicyclo[3.3.1]non-3-ene-2,9-dione|tazettone A
5aalpha,6,9,9abeta,10-pentahydro-10beta-hydroxy-7-methylanthra[1,2-d][1,3]dioxol-5-one
(+)-(alphaR)-alpha-methoxy-2?,4?-dihydroxydihydrochalcone
1alpha,3beta-dihydroxy-4alpha-(3?,4?-dihydroxyphenyl)-1,2,3,4-tetrahydronaphthalene|cyperotundol
11-methoxycarbonyl-guaia-1(10),5(6),7(11),8(9)-tetraene-6,12-olide
3,9-dihydroxy-6-methoxy-8-methyl-3,4-dihydro-2H-anthracen-1-one|aloespanol II
3-(1,1-dimethyl-allyl)-7-methoxy-2-oxo-2H-chromene-6-carbaldehyde|3-(1,1-Dimethylallyl)-6-formyl-7-methoxy-cumarin
(-)-elecanacin|(-)-elecanacinY(2R,3aR,4aR,10aR)-6-methoxy-2-methyl-1,2,4,4a-tetrahydro-10H-naphtho[2,3:2,3]cyclobuta[1,2-b]furan-5,10(3aH)-dione|elecanacin
4-Hydroxy-5-isopropyl-3-methoxy-7-methyl-2H-naphtho[1,8-bc]furan-2-one
4-[2-(3,5-dimethoxyphenyl)ethenyl]benzene-1,2-diol
1-(4-hydroxy-2-methoxyphenyl)-3-(4-hydroxyphenyl)-1-propanone
2-(4-Hydroxyphenyl)-7-methoxy-3,4-dihydro-2H-1-benzopyran-6-ol
2,7-dihydroxy-4,8-dimethoxy-9,10-dihydrophenanthrene
1-[4-(benzyloxy)-2-hydroxy-3-methoxyphenyl]ethan-1-one
Isoeleutherin
[Raw Data] CBA07_Isoeleutherin_pos_50eV_000004.txt [Raw Data] CBA07_Isoeleutherin_pos_40eV_000004.txt [Raw Data] CBA07_Isoeleutherin_pos_30eV_000004.txt [Raw Data] CBA07_Isoeleutherin_pos_20eV_000004.txt [Raw Data] CBA07_Isoeleutherin_pos_10eV_000004.txt Isoeleutherin is a naphthopyran derivative isolated from E. americana Merr. Et Heyne with anti-fungal, anti-viral, and anti-tumor activities. Isoeleutherin plays an important role in selective modulation of T helper cell-mediated immune responses[1].
9JHS2AVR43
(-)-vestitol is a methoxyisoflavan that is (R)-isoflavan substituted by a methoxy group at position 4 and hydroxy groups at positions 7 and 2 respectively. It has a role as a plant metabolite. It is a member of hydroxyisoflavans and a methoxyisoflavan. It derives from a hydride of a (R)-isoflavan. (-)-Vestitol is a natural product found in Pterocarpus soyauxii, Dalbergia sissoo, and other organisms with data available. See also: Glycyrrhiza uralensis Root (part of). A methoxyisoflavan that is (R)-isoflavan substituted by a methoxy group at position 4 and hydroxy groups at positions 7 and 2 respectively.
4-Hydroxyphenethylanisate
4-methoxybenzoic acid 2-(4-hydroxyphenyl)ethyl ester is a methoxybenzoic acid. 2-(4-Hydroxyphenyl)ethyl 4-methoxybenzoate is a natural product found in Euphorbia micractina, Hansenia forbesii, and other organisms with data available.
Vestitol
The S-enantiomer of vestitol. Vestitol is a member of the class of hydroxyisoflavans that is isoflavan substituted by hydroxy groups at positions 7 and 2 and a methoxy group at position 4. Isolated from Glycyrrhiza uralensis, it exhibits anti-inflammatory activity. It has a role as an anti-inflammatory agent, a plant metabolite and a phytoalexin. It is an aromatic ether, a member of hydroxyisoflavans and a methoxyisoflavan. Vestitol is a natural product found in Lotus japonicus, Medicago rugosa, and other organisms with data available. A member of the class of hydroxyisoflavans that is isoflavan substituted by hydroxy groups at positions 7 and 2 and a methoxy group at position 4. Isolated from Glycyrrhiza uralensis, it exhibits anti-inflammatory activity.
1-(2,6-dihydroxy-4-methoxyphenyl)-3-phenylpropan-1-one
C16H16O4_2H-1-Benzopyran-7-ol, 3,4-dihydro-3-(2-hydroxy-4-methoxyphenyl)
C16H16O4_Benzoic acid, 2-hydroxy-4-methoxy-6-(2-phenylethyl)
3-methoxy-2-[(3-methoxyphenyl)methoxy]benzaldehyde
2,3,6,7-tetramethylnaphthalene-1,4-dicarboxylic acid
(s)-2-(2-naphthylmethyl)succinic acid-1-methyl ester
(S)-2-(1-NAPHTHYLMETHYL)SUCCINIC ACID-1-METHYL ESTER
3-(furan-2-ylmethyl)-7,7-dimethyl-6,8-dihydrochromene-2,5-dione
Phoyunbene C
A stilbenoid that is trans-stilbene substituted by hydroxy groups at positions 3 and 3 and methoxy groups at positions 2 and 5. Isolated from Pholidota yunnanensis, it exhibits inhibitory activity on nitric oxide production.
1-[2-Hydroxy-4-(4-methoxy-benzyloxy)-phenyl]ethanone
(2r)-1-(2,4-Dihydroxyphenyl)-2-(4-methoxyphenyl)propan-1-one
1-(4-Hydroxy-3-methoxyphenyl)-3-(2-hydroxyphenyl)propan-1-one
(1R)-9-methoxy-1,3-dimethyl-3,4-dihydro-1H-benzo[g]isochromene-5,10-dione
1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenylpropan-1-one
7-methoxy-14-methyl-13-oxatetracyclo[8.5.0.0¹,¹².0³,⁸]pentadeca-3(8),4,6-triene-2,9-dione
(4as)-5,8-dihydroxy-1,4a-dimethyl-4,10-dihydro-3h-anthracene-2,9-dione
(2e,5r,8s)-2-(hexa-2,4-diyn-1-ylidene)-1,6-dioxaspiro[4.5]dec-3-en-8-yl acetate
(3r,4r)-4-ethenyl-3-[(2z)-3-hydroxy-3-phenylprop-2-enoyl]-4-methyloxolan-2-one
(2z,5r,8s)-2-(hexa-2,4-diyn-1-ylidene)-1,6-dioxaspiro[4.5]dec-3-en-8-yl acetate
(4s)-4-hydroxy-6-methoxy-3,4,5-trimethylnaphtho[2,3-b]furan-9-one
4-ethenyl-3-(3-hydroxy-3-phenylprop-2-enoyl)-4-methyloxolan-2-one
3-[2-(4-hydroxy-3-methoxyphenyl)ethenyl]-5-methoxyphenol
methyl (2e,8e)-10-{[(2e)-2-methylbut-2-enoyl]oxy}deca-2,8-dien-4,6-diynoate
(2e)-1-(2,6-dihydroxy-4-methoxycyclohexa-2,4-dien-1-yl)-3-phenylprop-2-en-1-one
(5s,7r)-9-methoxy-3,5-dimethyl-8-oxo-5h,6h,7h-naphtho[2,3-b]furan-7-carbaldehyde
4-[2-(7-methoxy-2h-1,3-benzodioxol-5-yl)ethyl]phenol
(2s)-2-(4-methoxyphenyl)-3,4-dihydro-2h-1-benzopyran-5,7-diol
4-ethenyl-6,9-dihydroxy-4-methyl-3-methylidene-2h,3ah,9bh-naphtho[1,2-b]furan-5-one
8-hydroxy-7-methoxy-3,4,5-trimethyl-4h-naphtho[2,3-b]furan-9-one
2-(2,3-dihydro-1-benzofuran-2-yl)-4,6-dimethoxyphenol
2',7-dihydroxy-4'-methoxyisoflavan; (±)-form
{"Ingredient_id": "HBIN005019","Ingredient_name": "2',7-dihydroxy-4'-methoxyisoflavan; (±)-form","Alias": "NA","Ingredient_formula": "C16H16O4","Ingredient_Smile": "NA","Ingredient_weight": "272.3","OB_score": "NA","CAS_id": "52305-03-0","SymMap_id": "NA","TCMID_id": "NA","TCMSP_id": "NA","TCM_ID_id": "8806","PubChem_id": "NA","DrugBank_id": "NA"}
2, 7-dihyoxy-3, 4-dimethoxy-9, 10- dihydrophenanthrene
{"Ingredient_id": "HBIN005022","Ingredient_name": "2, 7-dihyoxy-3, 4-dimethoxy-9, 10- dihydrophenanthrene","Alias": "NA","Ingredient_formula": "C16H16O4","Ingredient_Smile": "COC1=C(C=C2CCC3=C(C2=C1OC)C=CC(=C3)O)O","Ingredient_weight": "NA","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "41951","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "NA","DrugBank_id": "NA"}
(2s),3',4'-dihydroxy-7-methoxy flavan
{"Ingredient_id": "HBIN006615","Ingredient_name": "(2s),3',4'-dihydroxy-7-methoxy flavan","Alias": "NA","Ingredient_formula": "C16H16O4","Ingredient_Smile": "COC1=CC2=C(CCC(O2)C3=CC(=C(C=C3)O)O)C=C1","Ingredient_weight": "NA","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "5977","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "NA","DrugBank_id": "NA"}
(2s)-4',7-dihydroxy-3'-methoxyflavan
{"Ingredient_id": "HBIN006736","Ingredient_name": "(2s)-4',7-dihydroxy-3'-methoxyflavan","Alias": "NA","Ingredient_formula": "C16H16O4","Ingredient_Smile": "COC1=C(C=CC(=C1)C2CCC3=C(O2)C=C(C=C3)O)O","Ingredient_weight": "NA","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "5978","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "NA","DrugBank_id": "NA"}
(2S)- 7,3＇- dihydroxy- 4＇- methoxyflavan
{"Ingredient_id": "HBIN006783","Ingredient_name": "(2S)- 7,3\uff07- dihydroxy- 4\uff07- methoxyflavan","Alias": "NA","Ingredient_formula": "C16H16O4","Ingredient_Smile": "COC1=C(C=C(C=C1)C2CCC3=C(O2)C=C(C=C3)O)O","Ingredient_weight": "NA","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "42861","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "NA","DrugBank_id": "NA"}
(3S)-isovestitol
{"Ingredient_id": "HBIN009723","Ingredient_name": "(3S)-isovestitol","Alias": "NA","Ingredient_formula": "C16H16O4","Ingredient_Smile": "COC1=C(C=CC(=C1)O)C2CC3=C(C=C(C=C3)O)OC2","Ingredient_weight": "272.29 g/mol","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "35700","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "44446907","DrugBank_id": "NA"}
4'-hydroxy-7-methoxyflavan-3-ol
{"Ingredient_id": "HBIN010498","Ingredient_name": "4'-hydroxy-7-methoxyflavan-3-ol","Alias": "NA","Ingredient_formula": "C16H16O4","Ingredient_Smile": "COC1=CC2=C(CC(C(O2)C3=CC=C(C=C3)O)O)C=C1","Ingredient_weight": "NA","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "10403","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "NA","DrugBank_id": "NA"}
6''-hydroxyechinofuran b
{"Ingredient_id": "HBIN012431","Ingredient_name": "6''-hydroxyechinofuran b","Alias": "NA","Ingredient_formula": "C16H16O4","Ingredient_Smile": "NA","Ingredient_weight": "272.3","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "NA","TCMSP_id": "NA","TCM_ID_id": "7544","PubChem_id": "NA","DrugBank_id": "NA"}
8-acetoxy-2-(2,4-hexadiynylidene)-1,6-dioxaspiro[4.5]dec-3-ene
{"Ingredient_id": "HBIN013602","Ingredient_name": "8-acetoxy-2-(2,4-hexadiynylidene)-1,6-dioxaspiro[4.5]dec-3-ene","Alias": "NA","Ingredient_formula": "C16H16O4","Ingredient_Smile": "NA","Ingredient_weight": "272.3","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "NA","TCMSP_id": "NA","TCM_ID_id": "7384","PubChem_id": "NA","DrugBank_id": "NA"}