Exact Mass: 516.087086

Exact Mass Matches: 516.087086

Found 220 metabolites which its exact mass value is equals to given mass value 516.087086, within given mass tolerance error 0.05 dalton. Try search metabolite list with more accurate mass tolerance error 0.01 dalton.

3,4-Di-O-caffeoylquinic acid

(1S,3R,4R,5R)-3,4-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,5-dihydroxycyclohexane-1-carboxylic acid

C25H24O12 (516.1267703999999)


Isolated from coffee and maté. 3,4-Dicaffeoylquinic acid is found in many foods, some of which are robusta coffee, arabica coffee, coffee, and coffee and coffee products. 3,4-Di-O-caffeoylquinic acid is found in arabica coffee. 3,4-Di-O-caffeoylquinic acid is isolated from coffe 3,4-Dicaffeoylquinic acid (3,4-Di-O-caffeoylquinic acid), naturally isolated from Laggera alata, has antioxidative, DNA protective, neuroprotective and hepatoprotective properties. 3,4-Dicaffeoylquinic acid exerts apoptosis-mediated cytotoxicity and α-glucosidase inhibitory effects. 3,4-Dicaffeoylquinic acid possesses a unique mechanism of anti-influenza viral activity, that is, enhancing viral clearance by increasing TRAIL[1][2][3]. 3,4-Dicaffeoylquinic acid (3,4-Di-O-caffeoylquinic acid), naturally isolated from Laggera alata, has antioxidative, DNA protective, neuroprotective and hepatoprotective properties. 3,4-Dicaffeoylquinic acid exerts apoptosis-mediated cytotoxicity and α-glucosidase inhibitory effects. 3,4-Dicaffeoylquinic acid possesses a unique mechanism of anti-influenza viral activity, that is, enhancing viral clearance by increasing TRAIL[1][2][3].

   

Formononetin 7-(6'-malonylglucoside)

3-oxo-3-[(3,4,5-trihydroxy-6-{[3-(4-methoxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxan-2-yl)methoxy]propanoic acid

C25H24O12 (516.1267703999999)


Isolated from leaves of Trifolium pratense (red clover). Formononetin 7-(6-malonylglucoside) is found in many foods, some of which are herbs and spices, chickpea, pulses, and tea. Formononetin 7-(6-malonylglucoside) is found in chickpea. Formononetin 7-(6-malonylglucoside) is isolated from leaves of Trifolium pratense (red clover

   

1,5-Dicaffeoylquinic acid

(1R,3R,4S,5R)-1,3-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-4,5-dihydroxycyclohexane-1-carboxylic acid

C25H24O12 (516.1267703999999)


Cynarine is a hydroxycinnamic acid and a biologically active chemical constituent of artichoke. Chemically, it is an ester formed from quinic acid and two units of caffeic acid. 1,5-Dicaffeoylquinic acid is found in cardoon, globe artichoke, and fennel. 1,5-Dicaffeoylquinic acid is found in cardoon. Cynarine is a hydroxycinnamic acid and a biologically active chemical constituent of artichoke. Chemically, it is an ester formed from quinic acid and two units of caffeic acid. (Wikipedia C78276 - Agent Affecting Digestive System or Metabolism > C66913 - Cholagogues or Choleretic Agents D005765 - Gastrointestinal Agents > D002756 - Cholagogues and Choleretics [Raw Data] CBA70_Cynarin_neg_30eV.txt [Raw Data] CBA70_Cynarin_neg_20eV.txt [Raw Data] CBA70_Cynarin_pos_30eV.txt [Raw Data] CBA70_Cynarin_neg_50eV.txt [Raw Data] CBA70_Cynarin_pos_20eV.txt [Raw Data] CBA70_Cynarin_neg_40eV.txt [Raw Data] CBA70_Cynarin_neg_10eV.txt [Raw Data] CBA70_Cynarin_pos_10eV.txt [Raw Data] CBA70_Cynarin_pos_40eV.txt [Raw Data] CBA70_Cynarin_pos_50eV.txt Cynarin is an antichoke agent with a variety of biological activities including antioxidant, antihistamic and antiviral activities. Cynarin is an antichoke agent with a variety of biological activities including antioxidant, antihistamic and antiviral activities.

   
   

dTDP-4-oxo-2-deoxy-beta-L-xylose

dTDP-4-oxo-2-deoxy-beta-L-xylose; dTDP-4-keto-2-deoxy-beta-L-xylose; dTDP-4-dehydro-2-deoxy-beta-L-xylose

C15H22N2O14P2 (516.0546252)


   

Dexamethasone Sodium Phosphate

Dexamethasone 21-phosphate disodium salt

C22H28FNa2O8P (516.1301149999999)


D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D005938 - Glucocorticoids C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C1636 - Therapeutic Steroid Hormone C308 - Immunotherapeutic Agent > C574 - Immunosuppressant > C211 - Therapeutic Corticosteroid

   

Ixazomib Citrate

Ixazomib Citrate

C20H23BCl2N2O9 (516.0873598)


C274 - Antineoplastic Agent > C163758 - Targeted Therapy Agent > C2160 - Proteasome Inhibitor COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials D004791 - Enzyme Inhibitors > D011480 - Protease Inhibitors D000970 - Antineoplastic Agents C471 - Enzyme Inhibitor Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS

   

(2S,3R,4S,5R,6S)-6-[(2S,3R,4R,5R,6S)-2-[(2S,3R,4R,5R,6S)-2-carboxy-4,5,6-trihydroxyoxan-3-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid

(2S,3R,4S,5R,6S)-6-[(2S,3R,4R,5R,6S)-2-[(2S,3R,4R,5R,6S)-2-carboxy-4,5,6-trihydroxyoxan-3-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid

C18H28O17 (516.1326438000001)


   

Carindacillin sodium

CARBENICILLIN INDANYL SODIUM

C26H25N2O6S. Na (516.133095)


D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D047090 - beta-Lactams D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D010406 - Penicillins D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D007769 - Lactams C254 - Anti-Infective Agent > C258 - Antibiotic > C260 - Beta-Lactam Antibiotic Same as: D01283

   

4,5-Di-O-caffeoylquinic acid

Cyclohexanecarboxylic acid, 3,4-bis(((2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl)oxy)-1,5-dihydroxy-, (1R,3R,4S,5R)-

C25H24O12 (516.1267703999999)


4,5-di-O-caffeoylquinic acid is a quinic acid. 4,5-Dicaffeoylquinic acid is a natural product found in Centaurea bracteata, Strychnos axillaris, and other organisms with data available. See also: Lonicera japonica flower (part of); Stevia rebaudiuna Leaf (part of). Isolated from coffee, Brazilian propolis and maté. 4,5-Di-O-caffeoylquinic acid is found in many foods, some of which are carrot, robusta coffee, coffee, and coffee and coffee products. 4,5-Di-O-caffeoylquinic acid is found in arabica coffee. 4,5-Di-O-caffeoylquinic acid is isolated from coffee and Brazilian propoli 3,4-Dicaffeoylquinic acid (3,4-Di-O-caffeoylquinic acid), naturally isolated from Laggera alata, has antioxidative, DNA protective, neuroprotective and hepatoprotective properties. 3,4-Dicaffeoylquinic acid exerts apoptosis-mediated cytotoxicity and α-glucosidase inhibitory effects. 3,4-Dicaffeoylquinic acid possesses a unique mechanism of anti-influenza viral activity, that is, enhancing viral clearance by increasing TRAIL[1][2][3]. 3,4-Dicaffeoylquinic acid (3,4-Di-O-caffeoylquinic acid), naturally isolated from Laggera alata, has antioxidative, DNA protective, neuroprotective and hepatoprotective properties. 3,4-Dicaffeoylquinic acid exerts apoptosis-mediated cytotoxicity and α-glucosidase inhibitory effects. 3,4-Dicaffeoylquinic acid possesses a unique mechanism of anti-influenza viral activity, that is, enhancing viral clearance by increasing TRAIL[1][2][3]. 4,5-Dicaffeoylquinic acid (Isochlorogenic acid C) is an antioxidant, can be isolated from Gynura divaricata and Laggera alata. 4,5-Dicaffeoylquinic acid reduces islet cell apoptosis and improves pancreatic function in type 2 diabetic mice, and has obvious inhibitory activities against yeast α-glucosidase. 4,5-Dicaffeoylquinic acid inhibits prostate cancer cells through cell cycle arrest. 4,5-Dicaffeoylquinic acid also has anti-apoptotic, anti-injury and anti-hepatitis B virus effects[1][2][3]. 4,5-Dicaffeoylquinic acid (Isochlorogenic acid C) is an antioxidant, can be isolated from Gynura divaricata and Laggera alata. 4,5-Dicaffeoylquinic acid reduces islet cell apoptosis and improves pancreatic function in type 2 diabetic mice, and has obvious inhibitory activities against yeast α-glucosidase. 4,5-Dicaffeoylquinic acid inhibits prostate cancer cells through cell cycle arrest. 4,5-Dicaffeoylquinic acid also has anti-apoptotic, anti-injury and anti-hepatitis B virus effects[1][2][3].

   

1,3-Dicaffeoylquinic acid

(1S,3R,4R,5R)-1,3-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-4,5-dihydroxycyclohexane-1-carboxylic acid

C25H24O12 (516.1267703999999)


1,3-Dicaffeoylquinic acid is a polyphenol compound found in foods of plant origin (PMID: 20428313) D005765 - Gastrointestinal Agents > D002756 - Cholagogues and Choleretics 1,3-Dicaffeoylquinic acid is a caffeoylquinic acid derivative that exhibits antioxidant activity and radical scavenging activity. 1,3-Dicaffeoylquinic acid is a caffeoylquinic acid derivative that exhibits antioxidant activity and radical scavenging activity. 1,3-Dicaffeoylquinic acid is a caffeoylquinic acid derivative that exhibits antioxidant activity and radical scavenging activity. Cynarin is an antichoke agent with a variety of biological activities including antioxidant, antihistamic and antiviral activities. Cynarin is an antichoke agent with a variety of biological activities including antioxidant, antihistamic and antiviral activities.

   

1,4-Di-O-caffeoylquinic acid

(1S,3R,4S,5R)-1,4-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3,5-dihydroxycyclohexane-1-carboxylic acid

C25H24O12 (516.1267703999999)


1,4-Di-O-caffeoylquinic acid is found in herbs and spices. 1,4-Di-O-caffeoylquinic acid is isolated from flowers and leaves of Helichrysum italicum (curry plant Isolated from flowers and leaves of Helichrysum italicum (curry plant). 1,4-Di-O-caffeoylquinic acid is found in tea and herbs and spices. 1,4-Dicaffeoylquinic acid (1,4-DCQA) is a phenylpropanoid from Xanthii fructus, inhibits LPS-stimulated TNF-α production[1]. 1,4-Dicaffeoylquinic acid (1,4-DCQA) is a phenylpropanoid from Xanthii fructus, inhibits LPS-stimulated TNF-α production[1].

   

Dicaffeoylquinic acid

(1S,3R,4S,5R)-3,5-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,4-dihydroxycyclohexane-1-carboxylic acid

C25H24O12 (516.1267703999999)


Isolated from coffee and maté, globe artichoke (Cynara scolymus) and caucasian whortleberry (Vaccinium arctostaphylos). 3,5-Di-O-caffeoylquinic acid is found in many foods, some of which are potato, green vegetables, coffee and coffee products, and carrot. Dicaffeoylquinic acid is a polyphenol compound found in foods of plant origin (PMID: 20428313) Isochlorogenic acid A (3,5-Dicaffeoylquinic acid) is a natural phenolic acid with antioxidant and anti-inflammatory activities . Isochlorogenic acid A (3,5-Dicaffeoylquinic acid) is a natural phenolic acid with antioxidant and anti-inflammatory activities .

   

b-D-Glucuronopyranosyl-(1->3)-a-D-galacturonopyranosyl-(1->2)-L-rhamnose

4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-3,5-dihydroxy-6-[(2,4,5-trihydroxy-6-methyloxan-3-yl)oxy]oxane-2-carboxylic acid

C18H28O17 (516.1326438000001)


b-D-Glucuronopyranosyl-(1->3)-a-D-galacturonopyranosyl-(1->2)-L-rhamnose is found in coffee and coffee products. b-D-Glucuronopyranosyl-(1->3)-a-D-galacturonopyranosyl-(1->2)-L-rhamnose is isolated from the partial acid hydrolsates of the mucilage of Abelmoschus manihot (aibika) and Okra mucilage R in fruits and roots of Abelmoschus esculentus. Isolated from the partial acid hydrolsates of the mucilage of Abelmoschus manihot (aibika) and Okra mucilage R in fruits and roots of Abelmoschus esculentus. b-D-Glucuronopyranosyl-(1->3)-a-D-galacturonopyranosyl-(1->2)-L-rhamnose is found in many foods, some of which are coffee and coffee products, fruits, fats and oils, and green vegetables.

   

3',4'-Diacetylafzelin

3-(Acetyloxy)-6-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl]oxy}-5-hydroxy-2-methyloxan-4-yl acetic acid

C25H24O12 (516.1267703999999)


3,4-Diacetylafzelin is found in herbs and spices. 3,4-Diacetylafzelin is a constituent of Zingiber zerumbet (wild ginger). Constituent of Zingiber zerumbet (wild ginger). 3,4-Diacetylafzelin is found in herbs and spices. SL 0101-1 (SL0101), a kaempferol glycoside, isolated from the tropical plant F. refracta, is a cell-permeable, selective, reversible, ATP-competitive p90 Ribosomal S6 Kinase (RSK) inhibitor, with an IC50 of 89 nM[1]. SL 0101-1 (SL0101) is a selective RSK1/2 inhibitor, with a Ki of 1 μM[2]. SL 0101-1 (SL0101), a kaempferol glycoside, isolated from the tropical plant F. refracta, is a cell-permeable, selective, reversible, ATP-competitive p90 Ribosomal S6 Kinase (RSK) inhibitor, with an IC50 of 89 nM[1]. SL 0101-1 (SL0101) is a selective RSK1/2 inhibitor, with a Ki of 1 μM[2].

   

2',4'-Diacetylafzelin

5-(Acetyloxy)-2-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl]oxy}-4-hydroxy-6-methyloxan-3-yl acetic acid

C25H24O12 (516.1267703999999)


2,4-Diacetylafzelin is found in herbs and spices. 2,4-Diacetylafzelin is a constituent of Zingiber zerumbet (wild ginger). Constituent of Zingiber zerumbet (wild ginger). 2,4-Diacetylafzelin is found in herbs and spices.

   

Trisjuglone

5,15,25-trihydroxyheptacyclo[20.8.0.0²,¹¹.0⁴,⁹.0¹²,²¹.0¹⁴,¹⁹.0²⁴,²⁹]triaconta-1(22),2(11),4(9),5,7,12(21),14(19),15,17,24(29),25,27-dodecaene-3,10,13,20,23,30-hexone

C30H12O9 (516.0481302000001)


Trisjuglone is found in common walnut. Trisjuglone is a constituent of Juglans regia (walnut) roots

   

2',3'-Diacetylcosmosiin

4-(Acetyloxy)-5-hydroxy-2-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}-6-(hydroxymethyl)oxan-3-yl acetic acid

C25H24O12 (516.1267703999999)


2,3-Diacetylcosmosiin is found in german camomile. 2,3-Diacetylcosmosiin is isolated from Matricaria chamomilla (German chamomile). Isolated from Matricaria chamomilla (German chamomile). 2,3-Diacetylcosmosiin is found in german camomile and herbs and spices.

   

3',4'-Diacetylcosmosiin

3-(Acetyloxy)-5-hydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}-2-(hydroxymethyl)oxan-4-yl acetic acid

C25H24O12 (516.1267703999999)


3,4-Diacetylcosmosiin is found in german camomile. 3,4-Diacetylcosmosiin is isolated from Matricaria chamomilla (German chamomile). Isolated from Matricaria chamomilla (German chamomile). 3,4-Diacetylcosmosiin is found in german camomile and herbs and spices.

   

(1R)-1,3-Bis[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-4,5-dihydroxycyclohexane-1-carboxylic acid

(1R)-1,3-Bis[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-4,5-dihydroxycyclohexane-1-carboxylic acid

C25H24O12 (516.1267703999999)


   

Listrocol

1,4-bis({[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3,5-dihydroxycyclohexane-1-carboxylic acid

C25H24O12 (516.1267703999999)


   

Isochlorogenic acid b

3,4-bis({[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,5-dihydroxycyclohexane-1-carboxylic acid

C25H24O12 (516.1267703999999)


   

Nitrocefin

3-[2-(2,4-dinitrophenyl)ethenyl]-8-oxo-7-[2-(thiophen-2-yl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

C21H16N4O8S2 (516.0409536)


   

4,5-Dicaffeoylquinic acid

(1R,3R,4R,5S)-3,4-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,5-dihydroxycyclohexane-1-carboxylic acid

C25H24O12 (516.1267703999999)


   

3,4-Di-O-caffeoylquinic acid

Cyclohexanecarboxylic acid, 3,4-bis(((2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl)oxy)-1,5-dihydroxy-, (1S,3R,4R,5R)-

C25H24O12 (516.1267703999999)


Isochlorogenic acid b is a quinic acid. 3,4-Dicaffeoylquinic acid is a natural product found in Centaurea bracteata, Strychnos axillaris, and other organisms with data available. See also: Lonicera japonica flower (part of); Stevia rebaudiuna Leaf (part of). Isolated from coffee and maté. 3,4-Dicaffeoylquinic acid is found in many foods, some of which are robusta coffee, arabica coffee, coffee, and coffee and coffee products. 3,4-Di-O-caffeoylquinic acid is found in arabica coffee. 3,4-Di-O-caffeoylquinic acid is isolated from coffe 3,4-Dicaffeoylquinic acid (3,4-Di-O-caffeoylquinic acid), naturally isolated from Laggera alata, has antioxidative, DNA protective, neuroprotective and hepatoprotective properties. 3,4-Dicaffeoylquinic acid exerts apoptosis-mediated cytotoxicity and α-glucosidase inhibitory effects. 3,4-Dicaffeoylquinic acid possesses a unique mechanism of anti-influenza viral activity, that is, enhancing viral clearance by increasing TRAIL[1][2][3]. 3,4-Dicaffeoylquinic acid (3,4-Di-O-caffeoylquinic acid), naturally isolated from Laggera alata, has antioxidative, DNA protective, neuroprotective and hepatoprotective properties. 3,4-Dicaffeoylquinic acid exerts apoptosis-mediated cytotoxicity and α-glucosidase inhibitory effects. 3,4-Dicaffeoylquinic acid possesses a unique mechanism of anti-influenza viral activity, that is, enhancing viral clearance by increasing TRAIL[1][2][3].

   

1,5-Dicaffeoylquinic acid

1,3-Dicaffeoylquinic acid (constituent of echinacea angustifolia root, echinacea pallida root, echinacea purpurea root and echinacea purpurea aerial parts)

C25H24O12 (516.1267703999999)


1,3-dicaffeoylquinic acid is an alkyl caffeate ester obtained by the formal condensation of hydroxy groups at positions 1 and 3 of ()-quinic acid with two molecules of trans-caffeic acid. It has a role as a plant metabolite. It is a quinic acid and an alkyl caffeate ester. It is functionally related to a trans-caffeic acid and a (-)-quinic acid. It is a conjugate acid of a 1,3-dicaffeoylquinate. Cynarine is a natural product found in Saussurea involucrata, Helichrysum italicum, and other organisms with data available. See also: Cynara scolymus leaf (part of). Cynarine is a hydroxycinnamic acid and a biologically active chemical constituent of artichoke. Chemically, it is an ester formed from quinic acid and two units of caffeic acid. 1,5-Dicaffeoylquinic acid is found in cardoon, globe artichoke, and fennel. 1,5-Dicaffeoylquinic acid is found in cardoon. Cynarine is a hydroxycinnamic acid and a biologically active chemical constituent of artichoke. Chemically, it is an ester formed from quinic acid and two units of caffeic acid. (Wikipedia An alkyl caffeate ester obtained by the formal condensation of hydroxy groups at positions 1 and 3 of ()-quinic acid with two molecules of trans-caffeic acid. C78276 - Agent Affecting Digestive System or Metabolism > C66913 - Cholagogues or Choleretic Agents D005765 - Gastrointestinal Agents > D002756 - Cholagogues and Choleretics 1,3-Dicaffeoylquinic acid is a caffeoylquinic acid derivative that exhibits antioxidant activity and radical scavenging activity. 1,3-Dicaffeoylquinic acid is a caffeoylquinic acid derivative that exhibits antioxidant activity and radical scavenging activity. 1,3-Dicaffeoylquinic acid is a caffeoylquinic acid derivative that exhibits antioxidant activity and radical scavenging activity. Cynarin is an antichoke agent with a variety of biological activities including antioxidant, antihistamic and antiviral activities. Cynarin is an antichoke agent with a variety of biological activities including antioxidant, antihistamic and antiviral activities.

   

3,5-CQA

CYCLOHEXANECARBOXYLIC ACID, 3,5-BIS((3-(3,4-DIHYDROXYPHENYL)-1-OXO-2-PROPENYL)OXY)-1,4-DIHYDROXY-, (1R-(1.ALPHA.,3.ALPHA.(E),4.ALPHA.,5.BETA.(E)))-

C25H24O12 (516.1267703999999)


3,5-di-O-caffeoyl quinic acid is a carboxylic ester that is the diester obtained by the condensation of the hydroxy groups at positions 3 and 5 of (-)-quinic acid with the carboxy group of trans-caffeic acid. Isolated from Brazilian propolis and Suaeda glauca, it exhibits hepatoprotective and cytotoxic activities. It has a role as a metabolite, a hepatoprotective agent and an antineoplastic agent. It is a cyclitol carboxylic acid and a carboxylic ester. It is functionally related to a (-)-quinic acid and a trans-caffeic acid. Isochlorogenic acid A is a natural product found in Psiadia viscosa, Dipsacus inermis, and other organisms with data available. A carboxylic ester that is the diester obtained by the condensation of the hydroxy groups at positions 3 and 5 of (-)-quinic acid with the carboxy group of trans-caffeic acid. Isolated from Brazilian propolis and Suaeda glauca, it exhibits hepatoprotective and cytotoxic activities. D004791 - Enzyme Inhibitors > D019429 - Integrase Inhibitors > D019428 - HIV Integrase Inhibitors D000890 - Anti-Infective Agents > D000998 - Antiviral Agents > D044966 - Anti-Retroviral Agents 3,5-O-Dicaffeoylquinic acid reverses Trimethyltin-induced learning and memory deficits[1]. 3,5-O-Dicaffeoylquinic acid reverses Trimethyltin-induced learning and memory deficits[1]. Isochlorogenic acid A (3,5-Dicaffeoylquinic acid) is a natural phenolic acid with antioxidant and anti-inflammatory activities . Isochlorogenic acid A (3,5-Dicaffeoylquinic acid) is a natural phenolic acid with antioxidant and anti-inflammatory activities .

   

3,4-Di-O-caffeoylquinic acid

Cyclohexanecarboxylic acid, 3,4-bis(((2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl)oxy)-1,5-dihydroxy-, (1S,3R,4R,5R)-

C25H24O12 (516.1267703999999)


Isochlorogenic acid b is a quinic acid. 3,4-Dicaffeoylquinic acid is a natural product found in Centaurea bracteata, Strychnos axillaris, and other organisms with data available. See also: Lonicera japonica flower (part of); Stevia rebaudiuna Leaf (part of). Isolated from coffee and maté. 3,4-Dicaffeoylquinic acid is found in many foods, some of which are robusta coffee, arabica coffee, coffee, and coffee and coffee products. 3,4-Di-O-caffeoylquinic acid is found in arabica coffee. 3,4-Di-O-caffeoylquinic acid is isolated from coffe 3,4-Dicaffeoylquinic acid (3,4-Di-O-caffeoylquinic acid), naturally isolated from Laggera alata, has antioxidative, DNA protective, neuroprotective and hepatoprotective properties. 3,4-Dicaffeoylquinic acid exerts apoptosis-mediated cytotoxicity and α-glucosidase inhibitory effects. 3,4-Dicaffeoylquinic acid possesses a unique mechanism of anti-influenza viral activity, that is, enhancing viral clearance by increasing TRAIL[1][2][3]. 3,4-Dicaffeoylquinic acid (3,4-Di-O-caffeoylquinic acid), naturally isolated from Laggera alata, has antioxidative, DNA protective, neuroprotective and hepatoprotective properties. 3,4-Dicaffeoylquinic acid exerts apoptosis-mediated cytotoxicity and α-glucosidase inhibitory effects. 3,4-Dicaffeoylquinic acid possesses a unique mechanism of anti-influenza viral activity, that is, enhancing viral clearance by increasing TRAIL[1][2][3].

   
   
   

6‘-succinyl daidzin

7,4-Dihydroxyisoflavone 7-O-(6-succinylglucoside)

C25H24O12 (516.1267703999999)


   

3,5-Caffeoyl quinic acid

(-)-3,5-Dicaffeoyl quinic acid

C25H24O12 (516.1267703999999)


3,5-O-Dicaffeoylquinic acid reverses Trimethyltin-induced learning and memory deficits[1]. 3,5-O-Dicaffeoylquinic acid reverses Trimethyltin-induced learning and memory deficits[1].

   

2)-6-deoxy-L-mannose

3)-alpha-D-galactopyranuronosyl-(1-

C18H28O17 (516.1326438000001)


   

2',6'-Di-O-Acetyl isovitexin

5,7,4-Trihydroxyflavone 6-C- (2",6"-di-O-acetylglucoside)

C25H24O12 (516.1267703999999)


   

Apigenin 7-(2,3-diacetylglucoside)

7- [ (2-O,3-O-Diacetyl-beta-D-glucopyranosyl) oxy ] -5-hydroxy-2- (4-hydroxyphenyl) -4H-1-benzopyran-4-one

C25H24O12 (516.1267703999999)


   

Kaempferol 3-(2,4-diacetylrhamnoside)

3,5,7,4-Tetrahydroxyflavone 3- (2",4"-diacetylrhamnoside)

C25H24O12 (516.1267703999999)


   
   

3,4,5,6-Tetra-Me ether,tri-Ac-3,3,4,5,5,6,7-Heptahydroxyflavone

3,4,5,6-Tetra-Me ether,tri-Ac-3,3,4,5,5,6,7-Heptahydroxyflavone

C25H24O12 (516.1267703999999)


   

cyclo-Trijuglon|cyclotrijuglone

cyclo-Trijuglon|cyclotrijuglone

C30H12O9 (516.0481302000001)


   

4,6,7,8-Tetra-Me ether,Tri-Ac-3,4,5,5,6,7,8-Heptahdroxyflavone|4,6,7,8-Tetra-Me ether,Tri-Ac-3,4,5,5,6,7,8-Heptahydroxyflavone

4,6,7,8-Tetra-Me ether,Tri-Ac-3,4,5,5,6,7,8-Heptahdroxyflavone|4,6,7,8-Tetra-Me ether,Tri-Ac-3,4,5,5,6,7,8-Heptahydroxyflavone

C25H24O12 (516.1267703999999)


   
   

Kaempferol-3-O-(2,3-di-O-acetyl-??-L-rhamnopyranoside)

Kaempferol-3-O-(2,3-di-O-acetyl-??-L-rhamnopyranoside)

C25H24O12 (516.1267703999999)


   

4,5,6,8-Tetra-Me ether,Tri-Ac-3,4,5,5,6,7,8-Heptahydroxyflavone|4,5,6,8-Tetra-Me ether-3,4,5,5,6,7,8-Heptahdroxyflavone

4,5,6,8-Tetra-Me ether,Tri-Ac-3,4,5,5,6,7,8-Heptahydroxyflavone|4,5,6,8-Tetra-Me ether-3,4,5,5,6,7,8-Heptahdroxyflavone

C25H24O12 (516.1267703999999)


   
   
   
   

daphgilin-7-O-beta-D-glucopyranoside

daphgilin-7-O-beta-D-glucopyranoside

C24H20O13 (516.090387)


   

7-(beta-D-glucopyranosyloxy)-5-[(2-oxo-2H-1-benzopyran-8-yl)oxy]-7,8-dihydroxy-2H-1-benzopyran-2-one|daphgilin-7-O-beta-D-glucopyranoside

7-(beta-D-glucopyranosyloxy)-5-[(2-oxo-2H-1-benzopyran-8-yl)oxy]-7,8-dihydroxy-2H-1-benzopyran-2-one|daphgilin-7-O-beta-D-glucopyranoside

C24H20O13 (516.090387)


   
   

beta-D-GpA1 -> 3 D-GalpA1 -> 2L-Rha

beta-D-GpA1 -> 3 D-GalpA1 -> 2L-Rha

C18H28O17 (516.1326438000001)


   

(3a,6a-cis)-3-(3,5-dihydroxyphenyl)-4-(3,5-dihydroxy-E-styryl)-6a-hydroxy-2-(3,4,5-trihydroxyphenyl)pentalene-1,6(3aH,6aH)-dione|syagrusin B

(3a,6a-cis)-3-(3,5-dihydroxyphenyl)-4-(3,5-dihydroxy-E-styryl)-6a-hydroxy-2-(3,4,5-trihydroxyphenyl)pentalene-1,6(3aH,6aH)-dione|syagrusin B

C28H20O10 (516.105642)


   

O-(D-Galaktopyranosyluronsaeure)-(1->4)-O-(D-galactopyranosyluronsaeure)-(1->2)-L-rhamnose|O-alpha-4-D-Galacturonosyl-(1->4)-O-alpha-D-galacturonosyl-(1->2)-O-L-rhamnose

O-(D-Galaktopyranosyluronsaeure)-(1->4)-O-(D-galactopyranosyluronsaeure)-(1->2)-L-rhamnose|O-alpha-4-D-Galacturonosyl-(1->4)-O-alpha-D-galacturonosyl-(1->2)-O-L-rhamnose

C18H28O17 (516.1326438000001)


   

O-(beta-D-Glucopyranosyluronsaeure)-(1->3)-O-(alpha-D-galactopyranosyluronsaeure)-(1->3)-L-rhamnose

O-(beta-D-Glucopyranosyluronsaeure)-(1->3)-O-(alpha-D-galactopyranosyluronsaeure)-(1->3)-L-rhamnose

C18H28O17 (516.1326438000001)


   

5-Carboxypyranocyanidin 3-O-beta-glucopyranoside

5-Carboxypyranocyanidin 3-O-beta-glucopyranoside

C24H20O13 (516.090387)


   

SL 0101-1

(2S,3S,4S,5R,6S)-6-((5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl)oxy)-5-hydroxy-2-methyltetrahydro-2H-pyran-3,4-diyl diacetate

C25H24O12 (516.1267703999999)


5,7-Dihydroxy-2-(4-Hydroxyphenyl)-4-Oxo-4h-Chromen-3-Yl 3,4-Di-O-Acetyl-6-Deoxy-Alpha-L-Mannopyranoside is a natural product found in Zingiber spectabile, Zingiber zerumbet, and Zingiber officinale with data available. SL 0101-1 (SL0101), a kaempferol glycoside, isolated from the tropical plant F. refracta, is a cell-permeable, selective, reversible, ATP-competitive p90 Ribosomal S6 Kinase (RSK) inhibitor, with an IC50 of 89 nM[1]. SL 0101-1 (SL0101) is a selective RSK1/2 inhibitor, with a Ki of 1 μM[2]. SL 0101-1 (SL0101), a kaempferol glycoside, isolated from the tropical plant F. refracta, is a cell-permeable, selective, reversible, ATP-competitive p90 Ribosomal S6 Kinase (RSK) inhibitor, with an IC50 of 89 nM[1]. SL 0101-1 (SL0101) is a selective RSK1/2 inhibitor, with a Ki of 1 μM[2].

   

cynarin

CYCLOHEXANECARBOXYLIC ACID, 1,4-BIS(((2E)-3-(3,4-DIHYDROXYPHENYL)-1-OXO-2-PROPEN-1-YL)OXY)-3,5-DIHYDROXY-, (1.ALPHA.,3R,4.ALPHA.,5R)-

C25H24O12 (516.1267703999999)


1,4-Di-O-caffeoylquinic acid is a quinic acid. 1,4-Dicaffeoylquinic acid is a natural product found in Urospermum dalechampii, Helminthotheca echioides, and other organisms with data available. Annotation level-1 1,4-Dicaffeoylquinic acid (1,4-DCQA) is a phenylpropanoid from Xanthii fructus, inhibits LPS-stimulated TNF-α production[1]. 1,4-Dicaffeoylquinic acid (1,4-DCQA) is a phenylpropanoid from Xanthii fructus, inhibits LPS-stimulated TNF-α production[1]. Cynarin is an antichoke agent with a variety of biological activities including antioxidant, antihistamic and antiviral activities. Cynarin is an antichoke agent with a variety of biological activities including antioxidant, antihistamic and antiviral activities.

   

3,5-Dicaffeoylquininic acid

3,5-Dicaffeoylquininic acid

C25H24O12 (516.1267703999999)


3,5-O-Dicaffeoylquinic acid reverses Trimethyltin-induced learning and memory deficits[1]. 3,5-O-Dicaffeoylquinic acid reverses Trimethyltin-induced learning and memory deficits[1].

   
   

6-Malonyl Ononin

6-Malonyl Ononin

C25H24O12 (516.1267703999999)


Dimer of m/z 516 + 515

   
   

(1S,3R,4R,5R)-3,4-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,5-dihydroxycyclohexane-1-carboxylic acid

NCGC00179718-03!(1S,3R,4R,5R)-3,4-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,5-dihydroxycyclohexane-1-carboxylic acid

C25H24O12 (516.1267703999999)


   

(1R,3R,4S,5R)-3,4-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,5-dihydroxycyclohexane-1-carboxylic acid

NCGC00180681-02!(1R,3R,4S,5R)-3,4-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,5-dihydroxycyclohexane-1-carboxylic acid

C25H24O12 (516.1267703999999)


   

(1S,3R,4R,5R)-1,3-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-4,5-dihydroxycyclohexane-1-carboxylic acid

NCGC00380583-01!(1S,3R,4R,5R)-1,3-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-4,5-dihydroxycyclohexane-1-carboxylic acid

C25H24O12 (516.1267703999999)


   

3-oxo-3-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[3-(4-methoxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methoxy]propanoic acid

NCGC00384716-01!3-oxo-3-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[3-(4-methoxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methoxy]propanoic acid

C25H24O12 (516.1267703999999)


   

(3R,5R)-3,5-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,4-dihydroxycyclohexane-1-carboxylic acid

NCGC00169984-03!(3R,5R)-3,5-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,4-dihydroxycyclohexane-1-carboxylic acid

C25H24O12 (516.1267703999999)


   
   
   

1,3-Dicaffeoylquinic acid

1,3-Di-O-caffeoylquinic acid

C25H24O12 (516.1267703999999)


1,3-Dicaffeoylquinic acid is a caffeoylquinic acid derivative that exhibits antioxidant activity and radical scavenging activity. 1,3-Dicaffeoylquinic acid is a caffeoylquinic acid derivative that exhibits antioxidant activity and radical scavenging activity. 1,3-Dicaffeoylquinic acid is a caffeoylquinic acid derivative that exhibits antioxidant activity and radical scavenging activity.

   
   

Isochlorogenic acid C

4,5-Dicaffeoylquinic acids

C25H24O12 (516.1267703999999)


4,5-Dicaffeoylquinic acid (Isochlorogenic acid C) is an antioxidant, can be isolated from Gynura divaricata and Laggera alata. 4,5-Dicaffeoylquinic acid reduces islet cell apoptosis and improves pancreatic function in type 2 diabetic mice, and has obvious inhibitory activities against yeast α-glucosidase. 4,5-Dicaffeoylquinic acid inhibits prostate cancer cells through cell cycle arrest. 4,5-Dicaffeoylquinic acid also has anti-apoptotic, anti-injury and anti-hepatitis B virus effects[1][2][3]. 4,5-Dicaffeoylquinic acid (Isochlorogenic acid C) is an antioxidant, can be isolated from Gynura divaricata and Laggera alata. 4,5-Dicaffeoylquinic acid reduces islet cell apoptosis and improves pancreatic function in type 2 diabetic mice, and has obvious inhibitory activities against yeast α-glucosidase. 4,5-Dicaffeoylquinic acid inhibits prostate cancer cells through cell cycle arrest. 4,5-Dicaffeoylquinic acid also has anti-apoptotic, anti-injury and anti-hepatitis B virus effects[1][2][3].

   

Isochlorogenic acid A

3,5-Dicaffeoylquinic acids

C25H24O12 (516.1267703999999)


Isochlorogenic acid A (3,5-Dicaffeoylquinic acid) is a natural phenolic acid with antioxidant and anti-inflammatory activities . Isochlorogenic acid A (3,5-Dicaffeoylquinic acid) is a natural phenolic acid with antioxidant and anti-inflammatory activities .

   

isochlorogenic acid B

3,4-Dicaffeoylquinic acids

C25H24O12 (516.1267703999999)


3,4-Dicaffeoylquinic acid (3,4-Di-O-caffeoylquinic acid), naturally isolated from Laggera alata, has antioxidative, DNA protective, neuroprotective and hepatoprotective properties. 3,4-Dicaffeoylquinic acid exerts apoptosis-mediated cytotoxicity and α-glucosidase inhibitory effects. 3,4-Dicaffeoylquinic acid possesses a unique mechanism of anti-influenza viral activity, that is, enhancing viral clearance by increasing TRAIL[1][2][3]. 3,4-Dicaffeoylquinic acid (3,4-Di-O-caffeoylquinic acid), naturally isolated from Laggera alata, has antioxidative, DNA protective, neuroprotective and hepatoprotective properties. 3,4-Dicaffeoylquinic acid exerts apoptosis-mediated cytotoxicity and α-glucosidase inhibitory effects. 3,4-Dicaffeoylquinic acid possesses a unique mechanism of anti-influenza viral activity, that is, enhancing viral clearance by increasing TRAIL[1][2][3].

   
   
   
   
   
   
   

3,5-O-dicaffeoylquinic acid

3,5-di-O-Aaffeoylquinic acid

C25H24O12 (516.1267703999999)


3,5-O-Dicaffeoylquinic acid reverses Trimethyltin-induced learning and memory deficits[1]. 3,5-O-Dicaffeoylquinic acid reverses Trimethyltin-induced learning and memory deficits[1].

   
   

(1S,3R,4S,5R)-3,5-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,4-dihydroxycyclohexane-1-carboxylic acid

(1S,3R,4S,5R)-3,5-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,4-dihydroxycyclohexane-1-carboxylic acid

C25H24O12 (516.1267703999999)


   

Dicaffeoyl quinic acid

Dicaffeoyl quinic acid

C25H24O12 (516.1267703999999)


Annotation level-2 Annotation level-1

   

Isoflavone base + 1O, 1MeO, O-MalonylHex

Isoflavone base + 1O, 1MeO, O-MalonylHex

C25H24O12 (516.1267703999999)


Annotation level-3

   

Isoflavone base + 1O + 1MeO, O-MalonylHex

Isoflavone base + 1O + 1MeO, O-MalonylHex

C25H24O12 (516.1267703999999)


Annotation level-3

   

(3R,5R)-3,5-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,4-dihydroxycyclohexane-1-carboxylic acid [IIN-based on: CCMSLIB00000847509]

NCGC00169984-03!(3R,5R)-3,5-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,4-dihydroxycyclohexane-1-carboxylic acid [IIN-based on: CCMSLIB00000847509]

C25H24O12 (516.1267703999999)


   

(3R,5R)-3,5-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,4-dihydroxycyclohexane-1-carboxylic acid [IIN-based: Match]

NCGC00169984-03!(3R,5R)-3,5-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,4-dihydroxycyclohexane-1-carboxylic acid [IIN-based: Match]

C25H24O12 (516.1267703999999)


   

(1R,3R,4S,5R)-3,4-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,5-dihydroxycyclohexane-1-carboxylic acid [IIN-based: Match]

NCGC00180681-02!(1R,3R,4S,5R)-3,4-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,5-dihydroxycyclohexane-1-carboxylic acid [IIN-based: Match]

C25H24O12 (516.1267703999999)


   

(1S,3R,4S,5R)-3,5-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,4-dihydroxycyclohexane-1-carboxylic acid_minor

(1S,3R,4S,5R)-3,5-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,4-dihydroxycyclohexane-1-carboxylic acid_minor

C25H24O12 (516.1267703999999)


   

(1S,3R,4S,5R)-3,5-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,4-dihydroxycyclohexane-1-carboxylic acid_major

(1S,3R,4S,5R)-3,5-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,4-dihydroxycyclohexane-1-carboxylic acid_major

C25H24O12 (516.1267703999999)


   

Cys Cys Glu Tyr

(4S)-4-[(2R)-2-[(2R)-2-amino-3-sulfanylpropanamido]-3-sulfanylpropanamido]-4-{[(1S)-1-carboxy-2-(4-hydroxyphenyl)ethyl]carbamoyl}butanoic acid

C20H28N4O8S2 (516.1348488)


   

Cys Cys Tyr Glu

(2S)-2-[(2S)-2-[(2R)-2-[(2R)-2-amino-3-sulfanylpropanamido]-3-sulfanylpropanamido]-3-(4-hydroxyphenyl)propanamido]pentanedioic acid

C20H28N4O8S2 (516.1348488)


   

Cys Glu Cys Tyr

(4S)-4-[(2R)-2-amino-3-sulfanylpropanamido]-4-{[(1R)-1-{[(1S)-1-carboxy-2-(4-hydroxyphenyl)ethyl]carbamoyl}-2-sulfanylethyl]carbamoyl}butanoic acid

C20H28N4O8S2 (516.1348488)


   

Cys Glu Tyr Cys

(4S)-4-[(2R)-2-amino-3-sulfanylpropanamido]-4-{[(1S)-1-{[(1R)-1-carboxy-2-sulfanylethyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl]carbamoyl}butanoic acid

C20H28N4O8S2 (516.1348488)


   

Cys Tyr Cys Glu

(2S)-2-[(2R)-2-[(2S)-2-[(2R)-2-amino-3-sulfanylpropanamido]-3-(4-hydroxyphenyl)propanamido]-3-sulfanylpropanamido]pentanedioic acid

C20H28N4O8S2 (516.1348488)


   

Cys Tyr Glu Cys

(4S)-4-[(2S)-2-[(2R)-2-amino-3-sulfanylpropanamido]-3-(4-hydroxyphenyl)propanamido]-4-{[(1R)-1-carboxy-2-sulfanylethyl]carbamoyl}butanoic acid

C20H28N4O8S2 (516.1348488)


   

Glu Cys Cys Tyr

(4S)-4-amino-4-{[(1R)-1-{[(1R)-1-{[(1S)-1-carboxy-2-(4-hydroxyphenyl)ethyl]carbamoyl}-2-sulfanylethyl]carbamoyl}-2-sulfanylethyl]carbamoyl}butanoic acid

C20H28N4O8S2 (516.1348488)


   

Glu Cys Tyr Cys

(4S)-4-amino-4-{[(1R)-1-{[(1S)-1-{[(1R)-1-carboxy-2-sulfanylethyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl]carbamoyl}-2-sulfanylethyl]carbamoyl}butanoic acid

C20H28N4O8S2 (516.1348488)


   

Glu Tyr Cys Cys

(4S)-4-amino-4-{[(1S)-1-{[(1R)-1-{[(1R)-1-carboxy-2-sulfanylethyl]carbamoyl}-2-sulfanylethyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl]carbamoyl}butanoic acid

C20H28N4O8S2 (516.1348488)


   

Tyr Cys Cys Glu

(2S)-2-[(2R)-2-[(2R)-2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]-3-sulfanylpropanamido]-3-sulfanylpropanamido]pentanedioic acid

C20H28N4O8S2 (516.1348488)


   

Tyr Cys Glu Cys

(4S)-4-[(2R)-2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]-3-sulfanylpropanamido]-4-{[(1R)-1-carboxy-2-sulfanylethyl]carbamoyl}butanoic acid

C20H28N4O8S2 (516.1348488)


   

Tyr Glu Cys Cys

(4S)-4-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]-4-{[(1R)-1-{[(1R)-1-carboxy-2-sulfanylethyl]carbamoyl}-2-sulfanylethyl]carbamoyl}butanoic acid

C20H28N4O8S2 (516.1348488)


   
   

malvidin-3-O-glucoside-acetaldehyde

malvidin-3-O-glucoside-acetaldehyde

C25H24O12 (516.1267703999999)


   

Formononetin 7-O-glucoside-6-malonate

3-oxo-3-[(3,4,5-trihydroxy-6-{[3-(4-methoxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxan-2-yl)methoxy]propanoic acid

C25H24O12 (516.1267703999999)


   

Apigenin 7-(3,4-diacetylglucoside)

Apigenin 7-(3,4-diacetylglucoside)

C25H24O12 (516.1267703999999)


   

Kaempferol 3-(3,4-diacetylrhamnoside)

Kaempferol 3-(3,4-diacetylrhamnoside)

C25H24O12 (516.1267703999999)


   

Trisjuglone

5,15,25-trihydroxyheptacyclo[20.8.0.0^{2,11}.0^{4,9}.0^{12,21}.0^{14,19}.0^{24,29}]triaconta-1,4,6,8,11,14,16,18,21,24,26,28-dodecaene-3,10,13,20,23,30-hexone

C30H12O9 (516.0481302000001)


   

3,5-DCQA

(1S,3R,5R)-3,5-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,4-dihydroxycyclohexane-1-carboxylic acid

C25H24O12 (516.1267703999999)


Isochlorogenic acid A (3,5-Dicaffeoylquinic acid) is a natural phenolic acid with antioxidant and anti-inflammatory activities . Isochlorogenic acid A (3,5-Dicaffeoylquinic acid) is a natural phenolic acid with antioxidant and anti-inflammatory activities .

   

4,5-DCQA

(1R,3R,4S,5R)-3,4-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,5-dihydroxycyclohexane-1-carboxylic acid

C25H24O12 (516.1267703999999)


3,4-Dicaffeoylquinic acid (3,4-Di-O-caffeoylquinic acid), naturally isolated from Laggera alata, has antioxidative, DNA protective, neuroprotective and hepatoprotective properties. 3,4-Dicaffeoylquinic acid exerts apoptosis-mediated cytotoxicity and α-glucosidase inhibitory effects. 3,4-Dicaffeoylquinic acid possesses a unique mechanism of anti-influenza viral activity, that is, enhancing viral clearance by increasing TRAIL[1][2][3]. 3,4-Dicaffeoylquinic acid (3,4-Di-O-caffeoylquinic acid), naturally isolated from Laggera alata, has antioxidative, DNA protective, neuroprotective and hepatoprotective properties. 3,4-Dicaffeoylquinic acid exerts apoptosis-mediated cytotoxicity and α-glucosidase inhibitory effects. 3,4-Dicaffeoylquinic acid possesses a unique mechanism of anti-influenza viral activity, that is, enhancing viral clearance by increasing TRAIL[1][2][3]. 4,5-Dicaffeoylquinic acid (Isochlorogenic acid C) is an antioxidant, can be isolated from Gynura divaricata and Laggera alata. 4,5-Dicaffeoylquinic acid reduces islet cell apoptosis and improves pancreatic function in type 2 diabetic mice, and has obvious inhibitory activities against yeast α-glucosidase. 4,5-Dicaffeoylquinic acid inhibits prostate cancer cells through cell cycle arrest. 4,5-Dicaffeoylquinic acid also has anti-apoptotic, anti-injury and anti-hepatitis B virus effects[1][2][3]. 4,5-Dicaffeoylquinic acid (Isochlorogenic acid C) is an antioxidant, can be isolated from Gynura divaricata and Laggera alata. 4,5-Dicaffeoylquinic acid reduces islet cell apoptosis and improves pancreatic function in type 2 diabetic mice, and has obvious inhibitory activities against yeast α-glucosidase. 4,5-Dicaffeoylquinic acid inhibits prostate cancer cells through cell cycle arrest. 4,5-Dicaffeoylquinic acid also has anti-apoptotic, anti-injury and anti-hepatitis B virus effects[1][2][3].

   

Ketoconazole Metabolite (2,3-Piperazinedione, 1-[4-[[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethy

Ketoconazole Metabolite (2,3-Piperazinedione, 1-[4-[[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethy

C24H22Cl2N4O5 (516.0967181999999)


   

Ketoconazole Metabolite (1-Piperazinecarboxaldehyde, 4-[4-[[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-

Ketoconazole Metabolite (1-Piperazinecarboxaldehyde, 4-[4-[[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-

C25H26Cl2N4O4 (516.1331016)


   

2'',3''-Diacetylcosmosiin

4-(acetyloxy)-5-hydroxy-2-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}-6-(hydroxymethyl)oxan-3-yl acetate

C25H24O12 (516.1267703999999)


   

3'',4''-Diacetylcosmosiin

3-(acetyloxy)-5-hydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}-2-(hydroxymethyl)oxan-4-yl acetate

C25H24O12 (516.1267703999999)


   

b-D-Glucuronopyranosyl-(1->3)-a-D-galacturonopyranosyl-(1->2)-L-rhamnose

4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-3,5-dihydroxy-6-[(2,4,5-trihydroxy-6-methyloxan-3-yl)oxy]oxane-2-carboxylic acid

C18H28O17 (516.1326438000001)


   

2'',4''-Diacetylafzelin

5-(acetyloxy)-2-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl]oxy}-4-hydroxy-6-methyloxan-3-yl acetate

C25H24O12 (516.1267703999999)


   
   

3,3-DIETHYLTHIATRICARBOCYANINE PERCHLORATE

3,3-DIETHYLTHIATRICARBOCYANINE PERCHLORATE

C25H25ClN2O4S2 (516.09442)


   

[1,1-Biphenyl]-4-carboxylic acid [3aR-[3aa,4a(E),5b,6aa]]-4-[4-(3-chlorophenoxy)-3-oxo-1-butenyl]hexahydro-2-oxo-2H-cyclopenta[b]furan-5-yl ester

[1,1-Biphenyl]-4-carboxylic acid [3aR-[3aa,4a(E),5b,6aa]]-4-[4-(3-chlorophenoxy)-3-oxo-1-butenyl]hexahydro-2-oxo-2H-cyclopenta[b]furan-5-yl ester

C30H25ClO6 (516.133958)


   

Z-L-TRYPTOPHAN 2,4,5-TRICHLOROPHENYL ESTER

Z-L-TRYPTOPHAN 2,4,5-TRICHLOROPHENYL ESTER

C25H19Cl3N2O4 (516.0410344000001)


   

4-METHYL-2-(3-(3-BENZYL-2-BENZOXOZOLINYLIDENE)-1-PROPENYL)-3-BENZYL THIAZOLINIUM BROMIDE

4-METHYL-2-(3-(3-BENZYL-2-BENZOXOZOLINYLIDENE)-1-PROPENYL)-3-BENZYL THIAZOLINIUM BROMIDE

C28H25BrN2OS (516.087086)


   

sodium 4-hydroxy-5-[(2-methoxy-4-nitrophenyl)azo]-6-(phenylamino)naphthalene-2-sulphonate

sodium 4-hydroxy-5-[(2-methoxy-4-nitrophenyl)azo]-6-(phenylamino)naphthalene-2-sulphonate

C23H17N4NaO7S (516.0715612)


   
   

Tetraphenyllead

Tetraphenylplumbane

C24H20Pb (516.133133)


   

Diphenyl[(phenylthio)phenyl]sulfonium hexafluorophosphate

Diphenyl[(phenylthio)phenyl]sulfonium hexafluorophosphate

C24H19F6PS2 (516.0569936)


   
   

phenolphthalein glucuronic acid sodium salt

phenolphthalein glucuronic acid sodium salt

C26H21NaO10 (516.1032366000001)


   

nitrocefin

nitrocefin

C21H16N4O8S2 (516.0409536)


D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D002511 - Cephalosporins D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D047090 - beta-Lactams D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D007769 - Lactams C254 - Anti-Infective Agent > C258 - Antibiotic > C260 - Beta-Lactam Antibiotic D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents

   

Naphthofluorescein diacetate

Naphthofluorescein diacetate

C32H20O7 (516.120897)


   

[(2R,5R)-3-acetyloxy-5-[[5-cyano-6-(4-fluorophenyl)sulfanylpyridine-3-carbonyl]carbamoylamino]oxolan-2-yl]methyl acetate

[(2R,5R)-3-acetyloxy-5-[[5-cyano-6-(4-fluorophenyl)sulfanylpyridine-3-carbonyl]carbamoylamino]oxolan-2-yl]methyl acetate

C23H21FN4O7S (516.1114928)


   

Betamethasone sodium phosphate

Betamethasone disodium phosphate

C22H28FNa2O8P (516.1301149999999)


D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D005938 - Glucocorticoids C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C1636 - Therapeutic Steroid Hormone C308 - Immunotherapeutic Agent > C574 - Immunosuppressant > C211 - Therapeutic Corticosteroid

   
   

hydrogen [3,4-bis[[(2-hydroxy-1-naphthyl)methylene]amino]benzoato(3-)-N3,N4,O3,O4]nickelate(1-)

hydrogen [3,4-bis[[(2-hydroxy-1-naphthyl)methylene]amino]benzoato(3-)-N3,N4,O3,O4]nickelate(1-)

C29H17N2NiO4.H (516.0619978)


   

Zirconium, 2,2-bis(2-propenyloxy-.kappa.O)methyl-1-butanolato-.kappa.Otris(2-propenoato-.kappa.O)-

Zirconium, 2,2-bis(2-propenyloxy-.kappa.O)methyl-1-butanolato-.kappa.Otris(2-propenoato-.kappa.O)-

C21H30O9Zr (516.0936810000001)


   

sodium 4-hydroxy-3-[(2-methoxy-5-nitrophenyl)azo]-6-(phenylamino)naphthalene-2-sulphonate

sodium 4-hydroxy-3-[(2-methoxy-5-nitrophenyl)azo]-6-(phenylamino)naphthalene-2-sulphonate

C23H17N4NaO7S (516.0715612)


   

CARBENICILLIN INDANYL SODIUM

CARBENICILLIN INDANYL SODIUM

C26H25N2NaO6S (516.133095)


D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D047090 - beta-Lactams D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D010406 - Penicillins D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D007769 - Lactams C254 - Anti-Infective Agent > C258 - Antibiotic > C260 - Beta-Lactam Antibiotic

   

1,1-Distyrylpyrylethan

1,1-Distyrylpyrylethan

C28H20O10-2 (516.105642)


   
   
   

6-O-malonylsophoricoside

6-O-malonylsophoricoside

C24H20O13-2 (516.090387)


   

7-[[(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-methoxyiminoacetyl]amino]-3-(imidazo[1,2-b]pyridazin-1-ium-1-ylmethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

7-[[(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-methoxyiminoacetyl]amino]-3-(imidazo[1,2-b]pyridazin-1-ium-1-ylmethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

C19H18N9O5S2+ (516.0872278)


   

7-(3,4-dihydroxyphenyl)-11-oxo-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,8-dioxatricyclo[7.3.1.05,13]trideca-1(12),3,5(13),6,9-pentaene-3-carboxylic acid

7-(3,4-dihydroxyphenyl)-11-oxo-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,8-dioxatricyclo[7.3.1.05,13]trideca-1(12),3,5(13),6,9-pentaene-3-carboxylic acid

C24H20O13 (516.090387)


   

3-(4-Hydroxy-3,5-dimethoxyphenyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,8-dioxatricyclo[7.3.1.05,13]trideca-1(12),3,5(13),6,9-pentaen-11-one

3-(4-Hydroxy-3,5-dimethoxyphenyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,8-dioxatricyclo[7.3.1.05,13]trideca-1(12),3,5(13),6,9-pentaen-11-one

C25H24O12 (516.1267703999999)


   

3,5-di-O-caffeoyl-muco-quinic acid

3,5-di-O-caffeoyl-muco-quinic acid

C25H24O12 (516.1267703999999)


   

apigenin 7-O-(6-O-malonyl-beta-D-glucoside)

apigenin 7-O-(6-O-malonyl-beta-D-glucoside)

C24H20O13-2 (516.090387)


   

beta-D-glucuronosyl-(1->3)-alpha-D-galacturonosyl-(1->2)-L-rhamnose

beta-D-glucuronosyl-(1->3)-alpha-D-galacturonosyl-(1->2)-L-rhamnose

C18H28O17 (516.1326438000001)


   

2-(1-Adamantyl)acetic acid 2-[3-[2-(4-bromophenyl)-2-oxoethyl]-4-methyl-5-thiazol-3-iumyl]ethyl ester

2-(1-Adamantyl)acetic acid 2-[3-[2-(4-bromophenyl)-2-oxoethyl]-4-methyl-5-thiazol-3-iumyl]ethyl ester

C26H31BrNO3S+ (516.1207896000001)


   

7-(3-Amino-3-carboxypropyl)wyosine 5-monophosphate

7-(3-Amino-3-carboxypropyl)wyosine 5-monophosphate

C18H25N6O10P (516.136972)


A ribonucleoside 5-monophosphate that is wyosine 5-monophosphate substituted at position 7 by a 3-amino-3-carboxypropyl group.

   

alpha-D-Glcp6S-(1->4)-beta-D-Glcp6SOMe

alpha-D-Glcp6S-(1->4)-beta-D-Glcp6SOMe

C13H24O17S2 (516.0454894000001)


   

(6R,7R)-7-[[(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-methoxyiminoacetyl]amino]-3-(imidazo[1,2-b]pyridazin-1-ium-1-ylmethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

(6R,7R)-7-[[(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-methoxyiminoacetyl]amino]-3-(imidazo[1,2-b]pyridazin-1-ium-1-ylmethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

C19H18N9O5S2+ (516.0872278)


   

6-[1-(1,3-Benzodioxol-5-yl)-3-(4-methoxy-1-benzouran-5-yl)-3-oxopropoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

6-[1-(1,3-Benzodioxol-5-yl)-3-(4-methoxy-1-benzouran-5-yl)-3-oxopropoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

C25H24O12 (516.1267703999999)


   

3-(4-hydroxy-3,5-dimethoxyphenyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,8-dioxatricyclo[7.3.1.05,13]trideca-1(12),3,5(13),6,9-pentaen-11-one

3-(4-hydroxy-3,5-dimethoxyphenyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,8-dioxatricyclo[7.3.1.05,13]trideca-1(12),3,5(13),6,9-pentaen-11-one

C25H24O12 (516.1267703999999)


   

7-(3,4-dihydroxyphenyl)-11-oxo-6-[(2S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,8-dioxatricyclo[7.3.1.05,13]trideca-1(12),3,5(13),6,9-pentaene-3-carboxylic acid

7-(3,4-dihydroxyphenyl)-11-oxo-6-[(2S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,8-dioxatricyclo[7.3.1.05,13]trideca-1(12),3,5(13),6,9-pentaene-3-carboxylic acid

C24H20O13 (516.090387)


   

(3R,4R,5R)-3,4-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,5-dihydroxycyclohexane-1-carboxylic acid

(3R,4R,5R)-3,4-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,5-dihydroxycyclohexane-1-carboxylic acid

C25H24O12 (516.1267703999999)


   

formononetin 7-O-glucoside-6-O-malonate

Formononetin 7-O-(6-O-malonyl-beta-D-glucoside)

C25H24O12 (516.1267703999999)


A glycosyloxyisoflavone that is formononetin attached to a 6-O-(carboxyacetyl)-beta-D-glucopyranosyl residue at position 7 via a glycosidic linkage.

   
   
   
   

Formononetin 7-(6-malonylglucoside)

Formononetin 7-(6-malonylglucoside)

C25H24O12 (516.1267703999999)


   
   

(2s,3r,4r,5r,6s)-3-{[(2r,3r,4s,5s,6s)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]oxy}-4,5-dihydroxy-6-{[(2r,3s,4r,5r)-3,4,5-trihydroxy-1-oxohexan-2-yl]oxy}oxane-2-carboxylic acid

(2s,3r,4r,5r,6s)-3-{[(2r,3r,4s,5s,6s)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]oxy}-4,5-dihydroxy-6-{[(2r,3s,4r,5r)-3,4,5-trihydroxy-1-oxohexan-2-yl]oxy}oxane-2-carboxylic acid

C18H28O17 (516.1326438000001)


   

(1r,2s,3s,4r)-2,4-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,3-dihydroxycyclohexane-1-carboxylic acid

(1r,2s,3s,4r)-2,4-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,3-dihydroxycyclohexane-1-carboxylic acid

C25H24O12 (516.1267703999999)


   

(1r,3s,4s,5s)-3,4-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,5-dihydroxycyclohexane-1-carboxylic acid

(1r,3s,4s,5s)-3,4-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,5-dihydroxycyclohexane-1-carboxylic acid

C25H24O12 (516.1267703999999)


   

(1r,3s,4r,5s)-3,5-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,4-dihydroxycyclohexane-1-carboxylic acid

(1r,3s,4r,5s)-3,5-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,4-dihydroxycyclohexane-1-carboxylic acid

C25H24O12 (516.1267703999999)


   

5,15,25-trihydroxyheptacyclo[20.8.0.0²,¹¹.0⁴,⁹.0¹²,²¹.0¹⁴,¹⁹.0²⁴,²⁹]triaconta-1(22),2(11),4,6,8,12(21),14,16,18,24,26,28-dodecaene-3,10,13,20,23,30-hexone

5,15,25-trihydroxyheptacyclo[20.8.0.0²,¹¹.0⁴,⁹.0¹²,²¹.0¹⁴,¹⁹.0²⁴,²⁹]triaconta-1(22),2(11),4,6,8,12(21),14,16,18,24,26,28-dodecaene-3,10,13,20,23,30-hexone

C30H12O9 (516.0481302000001)


   

1,3-dicaffeoylquinic acid

NA

C25H24O12 (516.1267703999999)


{"Ingredient_id": "HBIN001168","Ingredient_name": "1,3-dicaffeoylquinic acid","Alias": "NA","Ingredient_formula": "C25H24O12","Ingredient_Smile": "C1C(C(C(CC1(C(=O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)OC(=O)C=CC3=CC(=C(C=C3)O)O)O)O","Ingredient_weight": "516.4 g/mol","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "42875","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "134688153","DrugBank_id": "NA"}

   

1,3- two coffee acid

NA

C25H24O12 (516.1267703999999)


{"Ingredient_id": "HBIN001309","Ingredient_name": "1,3- two coffee acid","Alias": "NA","Ingredient_formula": "C25H24O12","Ingredient_Smile": "C1C(C(C(CC1(C(=O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)OC(=O)C=CC3=CC(=C(C=C3)O)O)O)O","Ingredient_weight": "NA","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "41428","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "NA","DrugBank_id": "NA"}

   

1,5-dicaffeoylquinic acid

NA

C25H24O12 (516.1267703999999)


{"Ingredient_id": "HBIN001653","Ingredient_name": "1,5-dicaffeoylquinic acid","Alias": "NA","Ingredient_formula": "C25H24O12","Ingredient_Smile": "C1C(C(C(CC1(C(=O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)OC(=O)C=CC3=CC(=C(C=C3)O)O)O)O","Ingredient_weight": "516.4 g/mol","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "42874","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "129316856","DrugBank_id": "NA"}

   

1,5- two coffee acid

NA

C25H24O12 (516.1267703999999)


{"Ingredient_id": "HBIN001726","Ingredient_name": "1,5- two coffee acid","Alias": "NA","Ingredient_formula": "C25H24O12","Ingredient_Smile": "C1C(C(C(CC1(C(=O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)OC(=O)C=CC3=CC(=C(C=C3)O)O)O)O","Ingredient_weight": "NA","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "41430","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "NA","DrugBank_id": "NA"}

   

2'-O-p-Coumaroylaloesin

NA

C25H24O12 (516.1267703999999)


{"Ingredient_id": "HBIN006259","Ingredient_name": "2'-O-p-Coumaroylaloesin","Alias": "NA","Ingredient_formula": "C25H24O12","Ingredient_Smile": "CC1=CC(=C(C2=C1C(=O)C=C(O2)CC(=O)C)C3C(C(C(C(O3)CO)O)O)OC(=O)C4=COC(=O)C=C4)O","Ingredient_weight": "516.4 g/mol","OB_score": "3.425090096","CAS_id": "NA","SymMap_id": "SMIT06852","TCMID_id": "NA","TCMSP_id": "MOL005033","TCM_ID_id": "NA","PubChem_id": "101615763","DrugBank_id": "NA"}

   

3,4-di-o-caffeoylquinic,acid

NA

C25H24O12 (516.1267703999999)


{"Ingredient_id": "HBIN007461","Ingredient_name": "3,4-di-o-caffeoylquinic,acid","Alias": "NA","Ingredient_formula": "C25H24O12","Ingredient_Smile": "NA","Ingredient_weight": "544.55","OB_score": "3.611303593","CAS_id": "NA","SymMap_id": "SMIT00888","TCMID_id": "NA","TCMSP_id": "MOL007304","TCM_ID_id": "NA","PubChem_id": "NA","DrugBank_id": "NA"}

   

3,5 Dicaffeoylquinic acid

NA

C25H24O12 (516.1267703999999)


{"Ingredient_id": "HBIN007601","Ingredient_name": "3,5 Dicaffeoylquinic acid","Alias": "NA","Ingredient_formula": "C25H24O12","Ingredient_Smile": "C1C(C(C(CC1(C(=O)O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)OC(=O)C=CC3=CC(=C(C=C3)O)O","Ingredient_weight": "516.4 g/mol","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "41069","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "13604688","DrugBank_id": "NA"}

   

3,5-dicaffeoylquinic acid

NA

C25H24O12 (516.1267703999999)


{"Ingredient_id": "HBIN007602","Ingredient_name": "3,5-dicaffeoylquinic acid","Alias": "NA","Ingredient_formula": "C25H24O12","Ingredient_Smile": "C1C(C(C(CC1(C(=O)O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)OC(=O)C=CC3=CC(=C(C=C3)O)O","Ingredient_weight": "516.4 g/mol","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "41070","TCMSP_id": "NA","TCM_ID_id": "21406","PubChem_id": "13604688","DrugBank_id": "NA"}

   

beta-d-glucopyranuronosyl-(1→3)-alpha-d-galactopyranuronosyl-(1→2)-l-rhamnose

NA

C18H28O17 (516.1326438000001)


{"Ingredient_id": "HBIN018079","Ingredient_name": "beta-d-glucopyranuronosyl-(1\u21923)-alpha-d-galactopyranuronosyl-(1\u21922)-l-rhamnose","Alias": "NA","Ingredient_formula": "C18H28O17","Ingredient_Smile": "NA","Ingredient_weight": "0","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "NA","TCMSP_id": "NA","TCM_ID_id": "4","PubChem_id": "NA","DrugBank_id": "NA"}

   

3,4-bis({[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,2-dihydroxycyclohexane-1-carboxylic acid

3,4-bis({[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,2-dihydroxycyclohexane-1-carboxylic acid

C25H24O12 (516.1267703999999)


   

3,5-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,4-dihydroxycyclohexane-1-carboxylic acid

3,5-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,4-dihydroxycyclohexane-1-carboxylic acid

C25H24O12 (516.1267703999999)


   

(1r,2s,3s,4r)-2,3-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,4-dihydroxycyclohexane-1-carboxylic acid

(1r,2s,3s,4r)-2,3-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,4-dihydroxycyclohexane-1-carboxylic acid

C25H24O12 (516.1267703999999)


   

5-[5,6-bis(acetyloxy)-3,7-dimethoxy-4-oxochromen-2-yl]-2,3-dimethoxyphenyl acetate

5-[5,6-bis(acetyloxy)-3,7-dimethoxy-4-oxochromen-2-yl]-2,3-dimethoxyphenyl acetate

C25H24O12 (516.1267703999999)


   

(1r)-1,3-bis({[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-4,5-dihydroxycyclohexane-1-carboxylic acid

(1r)-1,3-bis({[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-4,5-dihydroxycyclohexane-1-carboxylic acid

C25H24O12 (516.1267703999999)


   

(3as,6as)-3-(3,5-dihydroxyphenyl)-4-[(1e)-2-(3,5-dihydroxyphenyl)ethenyl]-6a-hydroxy-2-(3,4,5-trihydroxyphenyl)-3ah-pentalene-1,6-dione

(3as,6as)-3-(3,5-dihydroxyphenyl)-4-[(1e)-2-(3,5-dihydroxyphenyl)ethenyl]-6a-hydroxy-2-(3,4,5-trihydroxyphenyl)-3ah-pentalene-1,6-dione

C28H20O10 (516.105642)


   

(1s)-3,4-bis({[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,5-dihydroxycyclohexane-1-carboxylic acid

(1s)-3,4-bis({[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,5-dihydroxycyclohexane-1-carboxylic acid

C25H24O12 (516.1267703999999)


   

(1s,3r,4r,5s)-3,5-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,4-dihydroxycyclohexane-1-carboxylic acid

(1s,3r,4r,5s)-3,5-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,4-dihydroxycyclohexane-1-carboxylic acid

C25H24O12 (516.1267703999999)


   

(1s,3s,4r,5s)-3,4-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,5-dihydroxycyclohexane-1-carboxylic acid

(1s,3s,4r,5s)-3,4-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,5-dihydroxycyclohexane-1-carboxylic acid

C25H24O12 (516.1267703999999)


   

(2s,3r,4r,5s,6s)-3-(acetyloxy)-2-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-5-hydroxy-6-methyloxan-4-yl acetate

(2s,3r,4r,5s,6s)-3-(acetyloxy)-2-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-5-hydroxy-6-methyloxan-4-yl acetate

C25H24O12 (516.1267703999999)


   

3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4,5-dihydroxy-6-[(3,4,5-trihydroxy-1-oxohexan-2-yl)oxy]oxane-2-carboxylic acid

3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4,5-dihydroxy-6-[(3,4,5-trihydroxy-1-oxohexan-2-yl)oxy]oxane-2-carboxylic acid

C18H28O17 (516.1326438000001)


   

(1s,14r,24s)-3,9,19-trihydroxy-11,17-dimethyl-7,15,21-trioxo-6,22-dioxaheptacyclo[12.9.1.1¹,¹⁶.1⁴,⁸.0²,¹³.0¹²,²⁶.0²⁰,²⁵]hexacosa-2(13),3,8(26),9,11,16,18,20(25)-octaen-24-yl acetate

(1s,14r,24s)-3,9,19-trihydroxy-11,17-dimethyl-7,15,21-trioxo-6,22-dioxaheptacyclo[12.9.1.1¹,¹⁶.1⁴,⁸.0²,¹³.0¹²,²⁶.0²⁰,²⁵]hexacosa-2(13),3,8(26),9,11,16,18,20(25)-octaen-24-yl acetate

C28H20O10 (516.105642)


   

3-oxo-3-{[(2r,3s,4s,5r,6s)-3,4,5-trihydroxy-6-{[3-(4-methoxyphenyl)-4-oxochromen-7-yl]oxy}oxan-2-yl]methoxy}propanoic acid

3-oxo-3-{[(2r,3s,4s,5r,6s)-3,4,5-trihydroxy-6-{[3-(4-methoxyphenyl)-4-oxochromen-7-yl]oxy}oxan-2-yl]methoxy}propanoic acid

C25H24O12 (516.1267703999999)


   

3-(3,5-dihydroxyphenyl)-4-[2-(3,5-dihydroxyphenyl)ethenyl]-6a-hydroxy-2-(3,4,5-trihydroxyphenyl)-3ah-pentalene-1,6-dione

3-(3,5-dihydroxyphenyl)-4-[2-(3,5-dihydroxyphenyl)ethenyl]-6a-hydroxy-2-(3,4,5-trihydroxyphenyl)-3ah-pentalene-1,6-dione

C28H20O10 (516.105642)


   

(1r,2s,3r,4r)-3,4-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,2-dihydroxycyclohexane-1-carboxylic acid

(1r,2s,3r,4r)-3,4-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,2-dihydroxycyclohexane-1-carboxylic acid

C25H24O12 (516.1267703999999)


   

12-hydroxy-3-methyl-1,11-dioxo-8-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,6-dioxatetracene-10-carboxylic acid

12-hydroxy-3-methyl-1,11-dioxo-8-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,6-dioxatetracene-10-carboxylic acid

C24H20O13 (516.090387)


   

(1r,3r,4r,5r)-3,5-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,4-dihydroxycyclohexane-1-carboxylic acid

(1r,3r,4r,5r)-3,5-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,4-dihydroxycyclohexane-1-carboxylic acid

C25H24O12 (516.1267703999999)


   

(1r,2s,3r,4r)-2,3-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,4-dihydroxycyclohexane-1-carboxylic acid

(1r,2s,3r,4r)-2,3-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,4-dihydroxycyclohexane-1-carboxylic acid

C25H24O12 (516.1267703999999)


   

4-(acetyloxy)-2-[5-(acetyloxy)-3,6,7-trimethoxy-4-oxochromen-2-yl]-5-methoxyphenyl acetate

4-(acetyloxy)-2-[5-(acetyloxy)-3,6,7-trimethoxy-4-oxochromen-2-yl]-5-methoxyphenyl acetate

C25H24O12 (516.1267703999999)


   

4,5,6-trihydroxy-2-methyl-9-{5,6,8-trihydroxy-2-methyl-4-oxo-2h,3h-naphtho[2,3-b]pyran-9-yl}cyclohexa[g]chromen-8-one

4,5,6-trihydroxy-2-methyl-9-{5,6,8-trihydroxy-2-methyl-4-oxo-2h,3h-naphtho[2,3-b]pyran-9-yl}cyclohexa[g]chromen-8-one

C28H20O10 (516.105642)


   

2,4-bis({[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,3-dihydroxycyclohexane-1-carboxylic acid

2,4-bis({[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,3-dihydroxycyclohexane-1-carboxylic acid

C25H24O12 (516.1267703999999)


   

(1s,3r,4s,5r)-3,4-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,5-dihydroxycyclohexane-1-carboxylic acid

(1s,3r,4s,5r)-3,4-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,5-dihydroxycyclohexane-1-carboxylic acid

C25H24O12 (516.1267703999999)


   

(2s,3s,4s,5r,6s)-3-(acetyloxy)-6-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-5-hydroxy-2-methyloxan-4-yl acetate

(2s,3s,4s,5r,6s)-3-(acetyloxy)-6-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-5-hydroxy-2-methyloxan-4-yl acetate

C25H24O12 (516.1267703999999)


   

4-oxo-4-{[(2r,3s,4s,5r,6s)-3,4,5-trihydroxy-6-{[3-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}oxan-2-yl]methoxy}butanoic acid

4-oxo-4-{[(2r,3s,4s,5r,6s)-3,4,5-trihydroxy-6-{[3-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}oxan-2-yl]methoxy}butanoic acid

C25H24O12 (516.1267703999999)


   

(3r,5r)-1,4-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3,5-dihydroxycyclohexane-1-carboxylic acid

(3r,5r)-1,4-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3,5-dihydroxycyclohexane-1-carboxylic acid

C25H24O12 (516.1267703999999)


   

5,6,8-trihydroxy-2-methyl-9-{5,6,8-trihydroxy-2-methyl-4-oxo-2h,3h-naphtho[2,3-b]pyran-9-yl}benzo[g]chromen-4-one

5,6,8-trihydroxy-2-methyl-9-{5,6,8-trihydroxy-2-methyl-4-oxo-2h,3h-naphtho[2,3-b]pyran-9-yl}benzo[g]chromen-4-one

C28H20O10 (516.105642)


   

2-{[3,4-dihydroxy-6-(methoxycarbonyl)-3,4-dihydro-2h-pyran-2-yl]oxy}-2-[5-(4-hydroxy-2-oxopyrimidin-1-yl)-4-(c-hydroxycarbonimidoyloxy)-3-methoxyoxolan-2-yl]ethanimidic acid

2-{[3,4-dihydroxy-6-(methoxycarbonyl)-3,4-dihydro-2h-pyran-2-yl]oxy}-2-[5-(4-hydroxy-2-oxopyrimidin-1-yl)-4-(c-hydroxycarbonimidoyloxy)-3-methoxyoxolan-2-yl]ethanimidic acid

C19H24N4O13 (516.1339814)


   

6-[2-(6-chloroquinolin-2-yl)-1,3-thiazol-4-yl]-n-(2-hydroxyethyl)-5-methoxy-1-methyl-3-(methylsulfanyl)-4-oxopyridine-2-carboximidic acid

6-[2-(6-chloroquinolin-2-yl)-1,3-thiazol-4-yl]-n-(2-hydroxyethyl)-5-methoxy-1-methyl-3-(methylsulfanyl)-4-oxopyridine-2-carboximidic acid

C23H21ClN4O4S2 (516.0692696000001)


   

(2s,3r,4s,5r,6r)-4-(acetyloxy)-5-hydroxy-2-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}-6-(hydroxymethyl)oxan-3-yl acetate

(2s,3r,4s,5r,6r)-4-(acetyloxy)-5-hydroxy-2-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}-6-(hydroxymethyl)oxan-3-yl acetate

C25H24O12 (516.1267703999999)


   

3,9,19-trihydroxy-11,17-dimethyl-7,15,21-trioxo-6,22-dioxaheptacyclo[12.9.1.1¹,¹⁶.1⁴,⁸.0²,¹³.0¹²,²⁶.0²⁰,²⁵]hexacosa-2(13),3,8(26),9,11,16,18,20(25)-octaen-24-yl acetate

3,9,19-trihydroxy-11,17-dimethyl-7,15,21-trioxo-6,22-dioxaheptacyclo[12.9.1.1¹,¹⁶.1⁴,⁸.0²,¹³.0¹²,²⁶.0²⁰,²⁵]hexacosa-2(13),3,8(26),9,11,16,18,20(25)-octaen-24-yl acetate

C28H20O10 (516.105642)


   

1,4-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3,5-dihydroxycyclohexane-1-carboxylic acid

1,4-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3,5-dihydroxycyclohexane-1-carboxylic acid

C25H24O12 (516.1267703999999)


   

(1r,3s,4r,5s)-1,4-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3,5-dihydroxycyclohexane-1-carboxylic acid

(1r,3s,4r,5s)-1,4-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3,5-dihydroxycyclohexane-1-carboxylic acid

C25H24O12 (516.1267703999999)


   

(2s,3r,4r,5r,6s)-5-(acetyloxy)-2-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-4-hydroxy-6-methyloxan-3-yl acetate

(2s,3r,4r,5r,6s)-5-(acetyloxy)-2-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-4-hydroxy-6-methyloxan-3-yl acetate

C25H24O12 (516.1267703999999)


   

3,5-bis({[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,4-dihydroxycyclohexane-1-carboxylic acid

3,5-bis({[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,4-dihydroxycyclohexane-1-carboxylic acid

C25H24O12 (516.1267703999999)


   

(1s,14r,24r)-3,9,19-trihydroxy-11,17-dimethyl-7,15,21-trioxo-6,22-dioxaheptacyclo[12.9.1.1¹,¹⁶.1⁴,⁸.0²,¹³.0¹²,²⁶.0²⁰,²⁵]hexacosa-2(13),3,8(26),9,11,16,18,20(25)-octaen-24-yl acetate

(1s,14r,24r)-3,9,19-trihydroxy-11,17-dimethyl-7,15,21-trioxo-6,22-dioxaheptacyclo[12.9.1.1¹,¹⁶.1⁴,⁸.0²,¹³.0¹²,²⁶.0²⁰,²⁵]hexacosa-2(13),3,8(26),9,11,16,18,20(25)-octaen-24-yl acetate

C28H20O10 (516.105642)


   

5,6,8-trihydroxy-2-methyl-9-[(2r)-5,6,8-trihydroxy-2-methyl-4-oxo-2h,3h-naphtho[2,3-b]pyran-9-yl]benzo[g]chromen-4-one

5,6,8-trihydroxy-2-methyl-9-[(2r)-5,6,8-trihydroxy-2-methyl-4-oxo-2h,3h-naphtho[2,3-b]pyran-9-yl]benzo[g]chromen-4-one

C28H20O10 (516.105642)


   

12-hydroxy-3-methyl-1,11-dioxo-8-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,6-dioxatetracene-10-carboxylic acid

12-hydroxy-3-methyl-1,11-dioxo-8-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,6-dioxatetracene-10-carboxylic acid

C24H20O13 (516.090387)


   

(1r,2r,4r)-4-bromo-2-{2-[(2s,3r,6s)-3-bromo-6-[(1s)-2-chloro-1-hydroxyethyl]-2,6-dimethyloxan-2-yl]ethyl}-1,3,3-trimethylcyclohexan-1-ol

(1r,2r,4r)-4-bromo-2-{2-[(2s,3r,6s)-3-bromo-6-[(1s)-2-chloro-1-hydroxyethyl]-2,6-dimethyloxan-2-yl]ethyl}-1,3,3-trimethylcyclohexan-1-ol

C20H35Br2ClO3 (516.0641310000001)


   

2,3-bis({[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,4-dihydroxycyclohexane-1-carboxylic acid

2,3-bis({[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,4-dihydroxycyclohexane-1-carboxylic acid

C25H24O12 (516.1267703999999)


   

(2r,3r,4r,5r,6s)-3-(acetyloxy)-5-hydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}-2-(hydroxymethyl)oxan-4-yl acetate

(2r,3r,4r,5r,6s)-3-(acetyloxy)-5-hydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}-2-(hydroxymethyl)oxan-4-yl acetate

C25H24O12 (516.1267703999999)


   

(1s,3s,4r,5s)-1-{[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3-{[(2z)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-4,5-dihydroxycyclohexane-1-carboxylic acid

(1s,3s,4r,5s)-1-{[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3-{[(2z)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-4,5-dihydroxycyclohexane-1-carboxylic acid

C25H24O12 (516.1267703999999)


   

(3r,5r)-3,5-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,4-dihydroxycyclohexane-1-carboxylic acid

(3r,5r)-3,5-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,4-dihydroxycyclohexane-1-carboxylic acid

C25H24O12 (516.1267703999999)