Compound Summary
1,4-Dicaffeoylquinic acid
Compound Information
1,4-Dicaffeoylquinic acid
Compound Name: | 1,4-Dicaffeoylquinic acid |
Compound CID: | 12358846 |
Synonyms: | 1,4-Dicaffeoylquinic acid 1182-34-9 1,4-Di-O-caffeoylquinic acid Dicaffeoylquinic acid NSC 91529 More... |
Iupac Name: | (3R,5R)-1,4-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-3,5-dihydroxycyclohexane-1-carboxylic acid |
InChI: | InChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(32)36-23-19(30)11-25(24(34)35,12-20(23)31)37-22(33)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-31H,11-12H2,(H,34,35)/b7-3+,8-4+/t19-,20-,23?,25?/m1/s1 |
InChIKey: | IYXQRCXQQWUFQV-RDJMKVHDSA-N |
Canonical Smiles: | C1C(C(C(CC1(C(=O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)OC(=O)C=CC3=CC(=C(C=C3)O)O)O |
Isomeric Smiles: | C1[C@H](C([C@@H](CC1(C(=O)O)OC(=O)/C=C/C2=CC(=C(C=C2)O)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
1,4-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: | 873 |
Synonyms
1,4-Dicaffeoylquinic acid
| 1,4-Dicaffeoylquinic acid | 1,4-Dicaffeoylquinic acid |
|---|---|
1,4-Dicaffeoylquinic acid |
1182-34-9 |
1,4-Di-O-caffeoylquinic acid |
Dicaffeoylquinic acid |
NSC 91529 |
1,4-Dicaffeylquinic acid |
Listrocol |
(3R,5R)-1,4-bis(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyloxy-3,5-dihydroxycyclohexane-1-carboxylic acid |
(3S,5S)-1,4-bis(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyloxy-3,5-dihydroxycyclohexane-1-carboxylic acid |
NSC-91529 |
CIN Italian |
1,4-Dicqa |
Acido, 1,4-dicaffeilchinico |
MEGxp0_000656 |
SCHEMBL16221619 |
SCHEMBL20883251 |
UNII-50048OZ68I |
ACon1_001889 |
CHEBI:176204 |
HY-N0358 |
EINECS 214-655-7 |
ZINC13597248 |
AKOS025402175 |
ZINC100158073 |
50048OZ68I |
AC-6034 |
Acido, 1,4-dicaffeilchinico Italian |
NCGC00180035-01 |
CS-0008910 |
N2814 |
1,4-Bis-(3,4-dihydroxycinnamoyl)quinic acid |
A803898 |
Q27260722 |
3,4-Dihydroxycinnamic acid 1-carboxy-3,5-dihydroxy-1,4-cyclohexylene ester |
Cinnamic acid, 3,4-dihydroxy-, 1-carboxy-3,5-dihydroxy-1,4-cyclohexylene ester |
(1S,2S,3S,4R)-1,4-Bis(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyloxy-2,3-dihydroxy-cyclohexanecarboxylic acid |
251320-68-0 |
Cyclohexanecarboxylic acid, 1,4-bis(((2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl)oxy)-3,5-dihydroxy-, (1alpha,3R,4alpha,5R)- |
Cyclohexanecarboxylic acid, 1,4-bis((3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl)oxy)-3,5-dihydroxy-, (1alpha,3alpha,4alpha,5beta)- (9CI) |
rel-(1alpha,3R,4alpha,5R)-1,4-Bis3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yloxy-3,5-dihydroxycyclohexanecarboxylic acid |
Experimental Data
1,4-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 | 20.070000000000000 | 7.840000000000000 | S | N2 | 34338272 | Active | ||||
| Caenorhabditis elegans | 100.000000000000000 | umol/L | 18.840000000000000 | 19.590000000000000 | 3.980000000000000 | NS | N2 | 34338272 | Inactive | ||||
| Caenorhabditis elegans | 50.000000000000000 | umol/L | 18.630000000000000 | 20.280000000000000 | 8.860000000000000 | S | N2 | 34338272 | Active | ||||
| Caenorhabditis elegans | 25.000000000000000 | umol/L | 18.610000000000000 | 20.870000000000000 | 12.140000000000000 | S | N2 | 34338272 | Active |
Experimental Data Visualization
1,4-Dicaffeoylquinic acid
Statistics Data
1,4-Dicaffeoylquinic acid
| Species | Avg/Med Lifespan Change(%) | Max Lifespan Change(%) | Count Reference | Count Data point |
|---|---|---|---|---|
| Caenorhabditis elegans | 12.140000000000000 | 1 | 4 |
Statistics Data Visualization
1,4-Dicaffeoylquinic acid
