Compound Summary
Compound Information
Echinacoside
Compound Name: | Echinacoside |
Compound CID: | 5281771 |
Synonyms: | Echinacoside 82854-37-3 UNII-I04O1DT48T DSSTox_CID_13469 CHEBI:4745 More... |
Iupac Name: | [(2R,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate |
InChI: | InChI=1S/C35H46O20/c1-14-24(42)26(44)29(47)35(51-14)55-32-30(48)34(49-9-8-16-3-6-18(38)20(40)11-16)53-22(13-50-33-28(46)27(45)25(43)21(12-36)52-33)31(32)54-23(41)7-4-15-2-5-17(37)19(39)10-15/h2-7,10-11,14,21-22,24-40,42-48H,8-9,12-13H2,1H3/b7-4+/t14-,21+,22+,24-,25+,26+,27-,28+,29+,30+,31+,32+,33+,34+,35-/m0/s1 |
InChIKey: | FSBUXLDOLNLABB-ISAKITKMSA-N |
Canonical Smiles: | CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC(=C(C=C3)O)O)COC4C(C(C(C(O4)CO)O)O)O)OCCC5=CC(=C(C=C5)O)O)O)O)O)O |
Isomeric Smiles: | C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H](O[C@@H]([C@H]2OC(=O)/C=C/C3=CC(=C(C=C3)O)O)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)OCCC5=CC(=C(C=C5)O)O)O)O)O)O |
Molecular Weight: | 786.7 |
Molecular Formula: | C35H46O20 |
Compound Structure
2D Structure:
3D Structure:
Computed Properties
Echinacoside
Molecular Weight: | 786.7 |
Molecular Formula: | C35H46O20 |
Hydrogen Bond Donor Count: | 12 |
Hydrogen Bond Acceptor Count: | 20 |
Rotatable Bond Count: | 14 |
Heavy Atom Count: | 55 |
Complexity: | 1230 |
Synonyms
Echinacoside
| Echinacoside | Echinacoside |
|---|---|
Echinacoside |
82854-37-3 |
UNII-I04O1DT48T |
DSSTox_CID_13469 |
CHEBI:4745 |
I04O1DT48T |
MFCD00075695 |
(2R,3R,4R,5R,6R)-6-2-(3,4-dihydroxyphenyl)ethoxy-5-hydroxy-2-(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yloxymethyl-4-(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yloxyoxan-3-yl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate |
AC1NQZ1Q |
Echinacoside; |
Echinacoside,(S) |
SureCN525502 |
DSSTox_RID_79077 |
DSSTox_GSID_33469 |
Echinacoside, 98% (HPLC) |
SCHEMBL525502 |
CHEMBL510539 |
MEGxp0_001773 |
DTXSID0033469 |
Echinacoside, analytical standard |
HMS3885K04 |
HY-N0020 |
Tox21_200945 |
C35H46O20 |
s3783 |
ZINC85504689 |
AKOS015897141 |
CCG-270479 |
CS-3400 |
DB15488 |
MCULE-8160546274 |
NCGC00091915-01 |
NCGC00091915-02 |
NCGC00258498-01 |
AC-34699 |
AS-56376 |
Glucopyranoside, 2-(3,4-dihydroxyphenyl)ethyl O-6-deoxy-alpha-L-mannopyranosyl-(1-3)-O-(beta-D-glucopyranosyl-(1-6))-, 4-(3-(3,4-dihydroxyphenyl)-2-propenoate), beta-D- |
CAS-82854-37-3 |
V1513 |
A12039 |
854E373 |
Q475631 |
Echinacoside, primary pharmaceutical reference standard |
Echinacoside, United States Pharmacopeia (USP) Reference Standard |
(2R,3R,4R,5R,6R)-6-(3,4-Dihydroxyphenethoxy)-5-hydroxy-2-((((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)methyl)-4-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-3-yl 3-(3,4-dihydroxyphenyl)acrylate |
(2R,3R,4R,5R,6R)-6-2-(3,4-dihydroxyphenyl)ethoxy-5-hydroxy-2-(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yloxymethyl-4-(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yloxy-tetrahydropyran-3-yl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate |
2-(3,4-dihydroxyphenyl)ethyl 6-deoxy-alpha-L-mannopyranosyl-(1-3)-beta-D-glucopyranosyl-(1-6)-4-O-(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl-beta-D-glucopyranoside |
3,4-Dihydroxyphenethyl 3-O-(alpha-L-rhamnopyranosyl)-4-O-(3,4-dihydroxycinnamoyl)-6-O-(beta-D-glucopyranosyl)-beta-D-glucopyranoside |
NCGC00091915-03!(2R,3R,4R,5R,6R)-6-2-(3,4-dihydroxyphenyl)ethoxy-5-hydroxy-2-(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yloxymethyl-4-(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yloxyoxan-3-yl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate |
Experimental Data
Echinacoside
| 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 | 300 | umol/L | Unclear | N2 | 33683565 | ||||||||
| Caenorhabditis elegans | 150 | umol/L | 18.42 | 19.57 | 6.24 | NS | N2 | 26027643 | Inactive | ||||
| Caenorhabditis elegans | 150 | umol/L | 7.6 | S | N2 | 33683565 | Active | ||||||
| Caenorhabditis elegans | 50 | umol/L | 17.75 | 18.3 | 3.1 | NS | N2 | 26027643 | Inactive | ||||
| Caenorhabditis elegans | 600 | umol/L | 18.42 | 20.2 | 9.66 | S | N2 | 26027643 | Active | ||||
| Caenorhabditis elegans | 50 | umol/L | 16.58 | 17.11 | 3.2 | NS | N2 | 26027643 | Inactive | ||||
| Caenorhabditis elegans | 300 | umol/L | 18.42 | 21.18 | 14.98 | S | N2 | 26027643 | Active | ||||
| Caenorhabditis elegans | 50 | umol/L | 3.2 | NS | N2 | 33683565 | Inactive | ||||||
| Caenorhabditis elegans | 600 | umol/L | 9.5 | S | N2 | 33683565 | Active | ||||||
| Caenorhabditis elegans | 150 | umol/L | 17.75 | 19.17 | 8 | NS | N2 | 26027643 | Inactive | ||||
| Caenorhabditis elegans | 600 | umol/L | 16.58 | 17.48 | 5.43 | NS | N2 | 26027643 | Inactive | ||||
| Caenorhabditis elegans | 50 | umol/L | 18.42 | 18.92 | 2.71 | NS | N2 | 26027643 | Inactive | ||||
| Caenorhabditis elegans | 300 | umol/L | 15.8 | S | N2 | 33683565 | Active | ||||||
| Caenorhabditis elegans | 300 | umol/L | 16.58 | 19.03 | 14.78 | S | N2 | 26027643 | Active | ||||
| Caenorhabditis elegans | 600 | umol/L | 17.75 | 19.94 | 12.34 | S | N2 | 26027643 | Active | ||||
| Caenorhabditis elegans | 150 | umol/L | 16.58 | 18 | 8.56 | NS | N2 | 26027643 | Inactive | ||||
| Caenorhabditis elegans | 300 | umol/L | 17.75 | 20.87 | 17.58 | S | N2 | 26027643 | Active |
Experimental Data Visualization
Echinacoside
Statistics Data
Echinacoside
| Species | Lifespan Change(AVG/MED%) | Lifespan Change(MAX%) | Count Reference | Count Data point |
|---|---|---|---|---|
| Caenorhabditis elegans | 17.58 | 2 | 17 |
Statistics Data Visualization
Echinacoside
