Compound Summary
Isochlorogenic acid A
Compound Information
Isochlorogenic acid A
Compound Name: | Isochlorogenic acid A |
Compound CID: | 6474310 |
Synonyms: | Isochlorogenic acid A 3,5-Dicaffeoylquinic acid 2450-53-5 3,5-Di-O-caffeoylquinic acid 89919-62-0 More... |
Iupac Name: | (3R,5R)-3,5-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,4-dihydroxycyclohexane-1-carboxylic acid |
InChI: | InChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(30)36-19-11-25(35,24(33)34)12-20(23(19)32)37-22(31)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-29,32,35H,11-12H2,(H,33,34)/b7-3+,8-4+/t19-,20-,23?,25?/m1/s1 |
InChIKey: | KRZBCHWVBQOTNZ-RDJMKVHDSA-N |
Canonical Smiles: | 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 |
Isomeric Smiles: | C1C(C[C@H](C([C@@H]1OC(=O)/C=C/C2=CC(=C(C=C2)O)O)O)OC(=O)/C=C/C3=CC(=C(C=C3)O)O)(O)C(=O)O |
Molecular Weight: | 516.4 |
Molecular Formula: | C25H24O12 |
Compound Structure
2D Structure:
3D Structure:
Computed Properties
Isochlorogenic acid A
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: | 825 |
Synonyms
Isochlorogenic acid A
| Isochlorogenic acid A | Isochlorogenic acid A |
|---|---|
Isochlorogenic acid A |
3,5-Dicaffeoylquinic acid |
2450-53-5 |
3,5-Di-O-caffeoylquinic acid |
89919-62-0 |
3,5-DCQA |
(1S,3R,4S,5R)-3,5-Bis(((E)-3-(3,4-dihydroxyphenyl)acryloyl)oxy)-1,4-dihydroxycyclohexanecarboxylic acid |
CHEMBL249447 |
(3R,5R)-3,5-bis(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyloxy-1,4-dihydroxycyclohexane-1-carboxylic acid |
3,5-di-O-caffeoyl quinic acid |
3,5-Dicaffeoyl-epi-quinic acid |
CHEMBL4289566 |
Quinic acid 3,5-di-O-caffeate |
CHEBI:65751 |
(-)-3,5-Dicaffeoyl quinic acid |
879305-14-3 |
(1S,3R,4S,5R)-1,3,4,5-tetrahydroxy-1-carboxycyclohexane3,5-di-3-(3,4-dihydroxyphenyl)propenoate |
(3R,5R)-3,5-bis(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyloxy-1,4-dihydroxy-cyclohexanecarboxylic acid |
(3R,5R)-3,5-bis{(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyloxy}-1,4-dihydroxycyclohexanecarboxylic acid |
3,5-dicaffeoyl quinic acid |
Isochlorogenic-acid-A |
Methylhydrogenphthalate |
3,5-dicaffeoylquinate |
CJ 4-16-4 |
3,5-Dicaffeoylquinic acids |
3,5-Dicaffeoylquininic acid |
UNII-ND94C5E75K |
3,5-DICQA |
3,5-Di-o-caffeoylquinic acid/Isochlorogenic acid A |
3,5-di-O-Aaffeoylquinic acid |
ND94C5E75K |
Rel-3,5-Dicaffeoylquinic Acid |
CHEMBL4466054 |
SCHEMBL13567304 |
SCHEMBL20339739 |
ACon1_002290 |
3,5-CQA |
3,5-DCQ |
DTXSID00424282 |
ZINC3919243 |
BDBM50362839 |
BDBM50466107 |
MFCD00951290 |
s9282 |
AKOS015903388 |
AKOS032948323 |
ZINC100037586 |
ZINC100051019 |
(E,E)-3,5-Di-O-caffeoylquinic acid |
ACN-035249 |
CCG-269821 |
MCULE-8096920379 |
NCGC00169984-01 |
NCGC00390251-01 |
BS-42212 |
AB0020622 |
V1570 |
450I535 |
A877898 |
Q-100315 |
3,5-Di-caffeoylquinic acid, >=95% (LC/MS-ELSD) |
Q27134233 |
(1R,3R,4S,5R)-3,5-Bis(e)-3-(3,4-dihydroxyphenyl)prop-2-enoyloxy-1,4-dihydroxycyclohexane-1-carboxylic acid |
(1S,3R,4R,5R)-3,5-Bis(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyloxy-1,4-dihydroxycyclohexanecarboxylic acid |
(1S,3R,4S,5R)-3,5-bis((E)-3-(3,4-dihydroxyphenyl)acryloyloxy)-1,4-dihydroxycyclohexanecarboxylic acid |
(3R,5R)-3,5-Bis{(2E)-3-(3,4-dihydroxyphenyl)-2-propenoyloxy}-1,4-dihydroxycyclohexanecarboxylic acid |
1,4alpha-Dihydroxy-3beta,5alpha-bis(3,4-dihydroxycinnamoyloxy)cyclohexane-1beta-carboxylic acid |
1,4beta-Dihydroxy-3beta,5alpha-bis3-(3,4-dihydroxyphenyl)acryloyloxycyclohexane-1beta-carboxylic acid |
NCGC00169984-03!(3R,5R)-3,5-bis(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyloxy-1,4-dihydroxycyclohexane-1-carboxylic acid |
Experimental Data
Isochlorogenic acid A
| 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 | 50.000000000000000 | umol/L | 18.630000000000000 | 21.730000000000000 | 16.640000000000000 | S | N2 | 34338272 | Active | ||||
| Caenorhabditis elegans | 25.000000000000000 | umol/L | 18.610000000000000 | 21.080000000000000 | 13.270000000000000 | S | N2 | 34338272 | Active | ||||
| Caenorhabditis elegans | 100.000000000000000 | umol/L | 18.840000000000000 | 21.010000000000000 | 11.520000000000000 | S | N2 | 34338272 | Active | ||||
| Caenorhabditis elegans | 25.000000000000000 | umol/L | 18.610000000000000 | 20.300000000000000 | 9.080000000000000 | S | N2 | 34338272 | Active |
Experimental Data Visualization
Isochlorogenic acid A
Statistics Data
Isochlorogenic acid A
| Species | Avg/Med Lifespan Change(%) | Max Lifespan Change(%) | Count Reference | Count Data point |
|---|---|---|---|---|
| Caenorhabditis elegans | 16.640000000000000 | 1 | 4 |
Statistics Data Visualization
Isochlorogenic acid A
