Compound Summary
Orientin
Compound Information
Orientin
Compound Name: | Orientin |
Compound CID: | 5281675 |
Synonyms: | Orientin 28608-75-5 Lutexin Luteolin 8-C-glucoside Orientine More... |
Iupac Name: | 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one |
InChI: | InChI=1S/C21H20O11/c22-6-14-17(28)18(29)19(30)21(32-14)16-11(26)4-10(25)15-12(27)5-13(31-20(15)16)7-1-2-8(23)9(24)3-7/h1-5,14,17-19,21-26,28-30H,6H2/t14-,17-,18+,19-,21+/m1/s1 |
InChIKey: | PLAPMLGJVGLZOV-VPRICQMDSA-N |
Canonical Smiles: | C1=CC(=C(C=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)C4C(C(C(C(O4)CO)O)O)O)O)O |
Isomeric Smiles: | C1=CC(=C(C=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O |
Molecular Weight: | 448.4 |
Molecular Formula: | C21H20O11 |
Compound Structure
2D Structure:
3D Structure:
Computed Properties
Orientin
Molecular Weight: | 448.4 |
Molecular Formula: | C21H20O11 |
Hydrogen Bond Donor Count: | 8 |
Hydrogen Bond Acceptor Count: | 11 |
Rotatable Bond Count: | 3 |
Heavy Atom Count: | 32 |
Complexity: | 729 |
Synonyms
Orientin
| Orientin | Orientin |
|---|---|
Orientin |
28608-75-5 |
Lutexin |
Luteolin 8-C-glucoside |
Orientine |
Luteolin-8-glucoside |
4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-8-beta-D-glucopyranosyl-5,7-dihydroxy- |
8-beta-D-glucosylluteolin |
IAX93XCW6C |
Luteolin 8-glucoside |
CHEBI:7781 |
2-(3,4-Dihydroxyphenyl)-8-beta-D-glucopyranosyl-5,7-dihydroxy-4H-1-benzopyran-4-one |
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-4H-chromen-4-one |
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-ylchromen-4-one |
C10114 |
Orientin (Flavone) |
8-glucosylluteolin |
Luteolin-8-C-glucoside |
2-(3,4-dihydroxyphenyl)-8-beta-D-glucopyranosyl-5,7-dihydroxy-4H-chromen-4-one |
4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-8-.beta.-D-glucopyranosyl-5,7-dihydroxy- |
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl-4H-chromen-4-one |
UNII-IAX93XCW6C |
NSC-133101 |
USE |
MFCD00017432 |
8-.beta.-D-Glucopyranosyl-3,4,5,7-tetrahydroxyflavone |
SCHEMBL25942 |
Orientin, analytical standard |
MASSBANK PR020063 |
CHEMBL520866 |
Orientin, >=97% (HPLC) |
BDBM84982 |
DTXSID60182790 |
Luteolin 8-C-b-D-glucopyranoside |
NIAID AIDS# 026706 |
HMS3886J16 |
HY-N0405 |
ZINC4098560 |
8-.BETA.-D-GLUCOSYLLUTEOLIN |
s9099 |
AKOS015896746 |
CCG-269214 |
NCGC00482848-01 |
AC-34280 |
AS-73888 |
J17.734B |
LUTEOLIN 8-C-.BETA.-GLUCOPYRANOSIDE |
CS-0008937 |
O0503 |
LUTEOLIN 8-C-.BETA.-D-GLUCOPYRANOSIDE |
Orientin 100 microg/mL in Acetonitrile:Water |
608O755 |
A819507 |
EN300-19631775 |
Orientin, primary pharmaceutical reference standard |
Q421676 |
8-b-D-Glucopyranosyl-3,4,7-tetrahydroxyflavone |
Q-100362 |
2-(3,4-DIHYDROXYPHENYL)-8-.BETA.-D-GLUCOPYRANOSYL-5,7-DIHYDROXY-4H-CHROMEN-4-ONE |
(1S)-1,5-ANHYDRO-1-(2-(3,4-DIHYDROXYPHENYL)-5,7-DIHYDROXY-4-OXO-4H-CHROMEN-8-YL)-D-GLUCITOL |
2-(3,4-DIHYDROXYPHENYL)-5,7-DIHYDROXY-8-(.BETA.-D-GLUCOPYRANOSYL)-4H-1-BENZOPYRAN-4-ONE |
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-ylchromen-4-one |
2-(3,4-DIHYDROXYPHENYL)-8-.BETA.-D-GLUCOPYRANOSYL-5,7-DIHYDROXY-4H-1-BENZOPYRAN-4-ONE |
8-(.BETA.-D-GLUCOPYRANOSYL)-2-(3,4-DIHYDROXYPHENYL)-5,7-DIHYDROXY-4H-1-BENZOPYRAN-4-ONE |
D-GLUCITOL, 1,5-ANHYDRO-1-C-(2-(3,4-DIHYDROXYPHENYL)-5,7-DIHYDROXY-4-OXO-4H-1-BENZOPYRAN-8-YL)-, (1S)- |
Experimental Data
Orientin
| 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 | 100.000000000000000 | umol/L | 20.851000000000000 | 25.704000000000000 | 23.274000000000000 | S | N2 | 35237385 | Active | ||||
| Caenorhabditis elegans | 50.000000000000000 | umol/L | 20.189000000000000 | 24.789000000000000 | 22.784000000000000 | S | N2 | 35237385 | Active | ||||
| Caenorhabditis elegans | 200.000000000000000 | umol/L | 20.851000000000000 | 25.449000000000000 | 22.051000000000000 | S | N2 | 35237385 | Active | ||||
| Caenorhabditis elegans | 50.000000000000000 | umol/L | 20.851000000000000 | 23.473000000000000 | 12.575000000000000 | S | N2 | 35237385 | Active | ||||
| Caenorhabditis elegans | 50.000000000000000 | umol/L | 20.484000000000000 | 24.241000000000000 | 18.341000000000000 | S | N2 | 35237385 | Active | ||||
| Caenorhabditis elegans | 25.000000000000000 | umol/L | 20.851000000000000 | 21.933000000000000 | 5.189000000000000 | NS | N2 | 35237385 | Inactive | ||||
| Caenorhabditis elegans | 200.000000000000000 | umol/L | 20.189000000000000 | 24.270000000000000 | 20.213000000000000 | S | N2 | 35237385 | Active | ||||
| Caenorhabditis elegans | 25.000000000000000 | umol/L | 20.189000000000000 | 23.411000000000000 | 15.959000000000000 | S | N2 | 35237385 | Active | ||||
| Caenorhabditis elegans | 25.000000000000000 | umol/L | 20.484000000000000 | 22.533000000000000 | 10.003000000000000 | S | N2 | 35237385 | Active | ||||
| Caenorhabditis elegans | 100.000000000000000 | umol/L | 20.189000000000000 | 25.070000000000000 | 24.176000000000000 | S | N2 | 35237385 | Active | ||||
| Caenorhabditis elegans | 100.000000000000000 | umol/L | 20.484000000000000 | 25.028000000000000 | 22.183000000000000 | S | N2 | 35237385 | Active | ||||
| Caenorhabditis elegans | 200.000000000000000 | umol/L | 20.484000000000000 | 23.926000000000000 | 16.803000000000000 | S | N2 | 35237385 | Active |
Experimental Data Visualization
Orientin
Statistics Data
Orientin
| Species | Avg/Med Lifespan Change(%) | Max Lifespan Change(%) | Count Reference | Count Data point |
|---|---|---|---|---|
| Caenorhabditis elegans | 24.176000000000000 | 1 | 12 |
Statistics Data Visualization
Orientin
