Compound Summary
Compound Information
Chicoric acid
Compound Name: | Chicoric acid |
Compound CID: | 5281764 |
Synonyms: | Chicoric acid Cichoric Acid L-Chicoric acid 70831-56-0 6537-80-0 More... |
Iupac Name: | (2R,3R)-2,3-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]butanedioic acid |
InChI: | InChI=1S/C22H18O12/c23-13-5-1-11(9-15(13)25)3-7-17(27)33-19(21(29)30)20(22(31)32)34-18(28)8-4-12-2-6-14(24)16(26)10-12/h1-10,19-20,23-26H,(H,29,30)(H,31,32)/b7-3+,8-4+/t19-,20-/m1/s1 |
InChIKey: | YDDGKXBLOXEEMN-IABMMNSOSA-N |
Canonical Smiles: | C1=CC(=C(C=C1C=CC(=O)OC(C(C(=O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)C(=O)O)O)O |
Isomeric Smiles: | C1=CC(=C(C=C1/C=C/C(=O)O[C@@H](C(=O)O)[C@@H](OC(=O)/C=C/C2=CC(=C(C=C2)O)O)C(=O)O)O)O |
Molecular Weight: | 474.4 |
Molecular Formula: | C22H18O12 |
Compound Structure
2D Structure:
3D Structure:
Computed Properties
Chicoric acid
Molecular Weight: | 474.4 |
Molecular Formula: | C22H18O12 |
Hydrogen Bond Donor Count: | 6 |
Hydrogen Bond Acceptor Count: | 12 |
Rotatable Bond Count: | 11 |
Heavy Atom Count: | 34 |
Complexity: | 740 |
Synonyms
Chicoric acid
| Chicoric acid | Chicoric acid |
|---|---|
Chicoric acid |
Cichoric Acid |
L-Chicoric acid |
70831-56-0 |
6537-80-0 |
(-)-Chicoric acid |
dicaffeoyltartaric acid |
L-Cichoric acid |
(2R,3R)-2,3-bis(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyloxybutanedioic acid |
UNII-S4YY3V8YHD |
NSC 699173 |
L-DCTA |
NSC699173 |
S4YY3V8YHD |
Dicaffeoyl-L-tartaric acid |
CHEBI:3594 |
CHEMBL282731 |
2,3-Bis((3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl)oxy)butanedioic acid |
(R-(R*,R*-(E,E)))-2,3-Bis((3-(3,4-dihydroxphenyl)-1-oxo-2-propenyl)oxy)butanedioic acid |
(2R,3R)-2,3-Bis(E)-3-(3,4-dihydroxyphenyl)acryloyloxysuccinic Acid |
(2R,3R)-2,3-bis(((E)-3-(3,4-dihydroxyphenyl)acryloyl)oxy)succinic acid |
(2R,3R)-2,3-bis{(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyloxy}butanedioic acid |
Butanedioic acid, 2,3-bis(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyloxy-, (2R,3R)- |
(-)-L-Chicoric acid |
ChicoricAcid |
1-chicoricacid |
Cichoric-Acid |
l-Chicoric-acid |
( ?)-Chicoric acid |
ECH PURPUREA PE |
Chicoric acid, (-)- |
Echinacea Purpurea powder |
L-CA |
ECH ANGUSTIFOLIA PE |
trans-Caffeoyltartaric acid |
DSSTox_CID_13332 |
DSSTox_RID_79064 |
DSSTox_GSID_33332 |
Echinacea Purpurea Root Extract |
DTXSID0033332 |
SCHEMBL15532218 |
2,3-Dicaffeoyl-L-tartaric acid |
Chicoric Acid, >=95% (HPLC) |
HY-N0457 |
ZINC4098726 |
Tox21_201055 |
BDBM50076273 |
MFCD00189418 |
s9133 |
AKOS000278435 |
CCG-269487 |
CS-4262 |
MCULE-6145113836 |
NSC-699173 |
Butanedioic acid, 2,3-bis(((2E)-3-(3,4-dihydroxphenyl)-1-oxo-2-propenyl)oxy)-, (2R,3R)- |
( -)-Chicoric acid, analytical standard |
NCGC00091914-01 |
NCGC00091914-02 |
NCGC00091914-04 |
NCGC00258608-01 |
AC-34315 |
AS-56447 |
Butanedioic acid, 2,3-bis((3-(3,4-dihydroxphenyl)-1-oxo-2-propenyl)oxy)-, (R-(R*,R*-(E,E)))- |
CAS-70831-56-0 |
C3450 |
831C560 |
A914269 |
Q5119402 |
Chicoric Acid, United States Pharmacopeia (USP) Reference Standard |
(2R,3R)-2,3-bis((E)-3-(3,4-dihydroxyphenyl)acryloyloxy)succinic acid |
(2R,3R)-2,3-Bis-(E)-3-(3,4-dihydroxy-phenyl)-acryloyloxy-succinic acid |
(2R,3R)-2,3-Bis3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyloxybutanedioic acid |
(2R,3R)-2,3-bis{(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyloxy}succinic acid |
(2R,3R)-2,3-bis{3-(3,4-Dihydroxyphenyl)prop-2-enoyloxy}butanedioic acid |
S-(R*,R*)-2,3-Bis3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyloxybutanedioic acid |
Butanedioic acid, 2,3-bis((3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl)oxy)-, (R-(R*,R*))- |
Butanedioic acid, 2,3-bis(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyloxy-, (2R,3R)- (9CI) |
Butanedioic acid, 2,3-bis3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyloxy-, R-R*,R*-(E,E)- |
GKP |
NCGC00091914-04!(2R,3R)-2,3-bis(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyloxybutanedioic acid |
Experimental Data
Chicoric acid
| Species | Dosage | Unit | CG Lifespan(AVG/MED days) | TG Lifespan(AVG/MED days) | Lifespan Change(AVG/MED%) | CG Lifespan(MAX days) | TG Lifespan(MAX days) | Lifespan Change(MAX%) | Significant | Strain | Gender | PubMed | Active Label |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Caenorhabditis elegans | 25 | umol/L | Unclear | N2 | 33683565 | ||||||||
| Caenorhabditis elegans | 12.5 | umol/L | Unclear | N2 | 33683565 | ||||||||
| Caenorhabditis elegans | 50 | umol/L | Unclear | N2 | 33683565 | ||||||||
| Caenorhabditis elegans | 25 | umol/L | 17.94 | 18.73 | 0.04 | 24 | 24 | 0 | S | N2 | 24244361 | Active | |
| Caenorhabditis elegans | 10 | umol/L | 17.94 | 18.52 | 0.03 | 24 | 25 | 0.04 | S | N2 | 24244361 | Active | |
| Caenorhabditis elegans | 5 | umol/L | 17.94 | 18.6 | 0.04 | 24 | 24 | 0 | S | N2 | 24244361 | Active | |
| Caenorhabditis elegans | 50 | umol/L | 19 | 22 | 0.16 | S | N2 | 30835107 | Active | ||||
| Caenorhabditis elegans | 100 | umol/L | 17.94 | 21.64 | 0.21 | 24 | 26 | 0.08 | S | N2 | 24244361 | Active | |
| Caenorhabditis elegans | 50 | umol/L | 17.94 | 20.16 | 0.12 | 24 | 26 | 0.08 | S | N2 | 24244361 | Active | |
| Caenorhabditis elegans | 25 | umol/L | 19 | 23 | 0.21 | S | N2 | 30835107 | Active |
Experimental Data Visualization
Chicoric acid
Statistics Data
Chicoric acid
| Species | Lifespan Change(AVG/MED%) | Lifespan Change(MAX%) | Count Reference | Count Data point |
|---|---|---|---|---|
| Caenorhabditis elegans | 0.21 | 0.08 | 3 | 10 |
Statistics Data Visualization
Chicoric acid
