Compound Summary
3,4-Dicaffeoylquinic acid
Compound Information
3,4-Dicaffeoylquinic acid
Compound Name: | 3,4-Dicaffeoylquinic acid |
Compound CID: | 5281780 |
Synonyms: | 3,4-Dicaffeoylquinic acid Isochlorogenic acid b 14534-61-3 3,4-Di-O-Caffeoylquinic acid (1S,3R,4R,5R)-3,4-bis(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyloxy-1,5-dihydroxycyclohexane-1-carboxylic acid More... |
Iupac Name: | (1S,3R,4R,5R)-3,4-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,5-dihydroxycyclohexane-1-carboxylic acid |
InChI: | InChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(31)36-20-12-25(35,24(33)34)11-19(30)23(20)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-30,35H,11-12H2,(H,33,34)/b7-3+,8-4+/t19-,20-,23-,25+/m1/s1 |
InChIKey: | UFCLZKMFXSILNL-PSEXTPKNSA-N |
Canonical Smiles: | C1C(C(C(CC1(C(=O)O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)OC(=O)C=CC3=CC(=C(C=C3)O)O)O |
Isomeric Smiles: | C1[C@H]([C@H]([C@@H](C[C@@]1(C(=O)O)O)OC(=O)/C=C/C2=CC(=C(C=C2)O)O)OC(=O)/C=C/C3=CC(=C(C=C3)O)O)O |
Molecular Weight: | 516.4 |
Molecular Formula: | C25H24O12 |
Compound Structure
2D Structure:
3D Structure:
Computed Properties
3,4-Dicaffeoylquinic acid
Molecular Weight: | 516.4 |
Molecular Formula: | C25H24O12 |
Hydrogen Bond Donor Count: | 7 |
Hydrogen Bond Acceptor Count: | 12 |
Rotatable Bond Count: | 9 |
Heavy Atom Count: | 37 |
Complexity: | 887 |
Synonyms
3,4-Dicaffeoylquinic acid
| 3,4-Dicaffeoylquinic acid | 3,4-Dicaffeoylquinic acid |
|---|---|
3,4-Dicaffeoylquinic acid |
Isochlorogenic acid b |
14534-61-3 |
3,4-Di-O-Caffeoylquinic acid |
(1S,3R,4R,5R)-3,4-bis(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyloxy-1,5-dihydroxycyclohexane-1-carboxylic acid |
CHEBI:5995 |
CHEMBL249448 |
UNII-45777W94HK |
45777W94HK |
102851-07-0 |
89886-31-7 |
Cyclohexanecarboxylic acid, 3,4-bis((3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl)oxy)-1,5-dihydroxy-, (1S,3R,4R,5R)- |
Cyclohexanecarboxylic acid, 3,4-bis3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yloxy-1,5-dihydroxy-, (1R,3S,4S,5S)-rel- |
3,4-dicaffeoyl quinic acid |
IsochlorogenicacidB |
Cyclohexanecarboxylic acid, 3,4-bis3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyloxy-1,5-dihydroxy-, (1S,3R,4R,5R)- |
Isochlorogenic-acid-B |
3,4-dicaffeoylquinate |
4,5-Dicqa |
Rel-3,4-Dicaffeoylquinic Acid |
4,5-Di-O-caffeoylquinic acid? |
Quinic acid 3,4-di-O-caffeate |
SCHEMBL12246115 |
ACon1_002212 |
HY-N0057 |
ZINC4098735 |
BDBM50362838 |
MFCD22375481 |
s9274 |
AKOS026673963 |
CCG-269822 |
CS-3769 |
MCULE-2405701270 |
NCGC00179718-01 |
AS-74985 |
Cyclohexanecarboxylic acid, 3,4-bis(((2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl)oxy)-1,5-dihydroxy-, (1S,3R,4R,5R)- |
Q-100168 |
Q27106970 |
3,4-Di-O-caffeoylquinic acid, >=90% (LC/MS-ELSD) |
(1S,3R,4R,5R)-3,4-bis({(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyloxy})-1,5-dihydroxycyclohexane-1-carboxylic acid |
(1S,3R,4R,5R)-3,4-bis({3-(3,4-dihydroxyphenyl)prop-2-enoyloxy})-1,5-dihydroxycyclohexane-1-carboxylic acid |
(1S,3R,4R,5R)-3,4-bis(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyloxy-1,5-dihydroxy-cyclohexanecarboxylic acid |
NCGC00179718-03!(1S,3R,4R,5R)-3,4-bis(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyloxy-1,5-dihydroxycyclohexane-1-carboxylic acid |
Experimental Data
3,4-Dicaffeoylquinic acid
| Species | Dose | Unit | Control(Avg days) | Treatment(Avg days) | Avg/Med Lifespan Change(%) | Control(Max days) | Treatment(Max days) | Max Lifespan Change(%) | Significant | Strain | Gender | PubMed | Avg/Med Lifespan Change tab |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Caenorhabditis elegans | 25.000000000000000 | umol/L | 18.610000000000000 | 19.650000000000000 | 5.590000000000000 | NS | N2 | 34338272 | Inactive | ||||
| Caenorhabditis elegans | 50.000000000000000 | umol/L | 18.630000000000000 | 20.240000000000000 | 8.640000000000000 | S | N2 | 34338272 | Active | ||||
| Caenorhabditis elegans | 100.000000000000000 | umol/L | 18.840000000000000 | 20.790000000000000 | 10.350000000000000 | S | N2 | 34338272 | Active |
Experimental Data Visualization
3,4-Dicaffeoylquinic acid
Statistics Data
3,4-Dicaffeoylquinic acid
| Species | Avg/Med Lifespan Change(%) | Max Lifespan Change(%) | Count Reference | Count Data point |
|---|---|---|---|---|
| Caenorhabditis elegans | 10.350000000000000 | 1 | 3 |
Statistics Data Visualization
3,4-Dicaffeoylquinic acid
