Compound Summary
Compound Information
Gentiopicroside
Compound Name: | Gentiopicroside |
Compound CID: | 88708 |
Synonyms: | Gentiopicroside Gentiopicrin 20831-76-9 UNII-0WE09Z21RC 0WE09Z21RC More... |
Iupac Name: | (3S,4R)-4-ethenyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,6-dihydro-3H-pyrano[3,4-c]pyran-8-one |
InChI: | InChI=1S/C16H20O9/c1-2-7-8-3-4-22-14(21)9(8)6-23-15(7)25-16-13(20)12(19)11(18)10(5-17)24-16/h2-3,6-7,10-13,15-20H,1,4-5H2/t7-,10-,11-,12+,13-,15+,16+/m1/s1 |
InChIKey: | DUAGQYUORDTXOR-GPQRQXLASA-N |
Canonical Smiles: | C=CC1C(OC=C2C1=CCOC2=O)OC3C(C(C(C(O3)CO)O)O)O |
Isomeric Smiles: | C=C[C@H]1[C@@H](OC=C2C1=CCOC2=O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O |
Molecular Weight: | 356.32 |
Molecular Formula: | C16H20O9 |
Compound Structure
2D Structure:
3D Structure:
Computed Properties
Gentiopicroside
Molecular Weight: | 356.32 |
Molecular Formula: | C16H20O9 |
Hydrogen Bond Donor Count: | 4 |
Hydrogen Bond Acceptor Count: | 9 |
Rotatable Bond Count: | 4 |
Heavy Atom Count: | 25 |
Complexity: | 598 |
Synonyms
Gentiopicroside
| Gentiopicroside | Gentiopicroside |
|---|---|
Gentiopicroside |
Gentiopicrin |
20831-76-9 |
UNII-0WE09Z21RC |
0WE09Z21RC |
CHEBI:5321 |
Gentiopicroside, >=98% (HPLC) |
Gentiopicrin,(S) |
(5R,6S)-6-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)-5-vinyl-5,6-dihydropyrano3,4-cpyran-1(3H)-one |
MLS002473254 |
SCHEMBL154304 |
CHEMBL508320 |
MEGxp0_000872 |
POLYPROPYLENEGLYCOL4000 |
ACon1_001284 |
DTXSID40878043 |
HMS2198G10 |
HY-N0494 |
ZINC4098340 |
EINECS 244-070-2 |
MFCD00075700 |
s3777 |
ZB1867 |
AKOS015896721 |
CCG-268110 |
LMPR0102070009 |
NSC 606402 |
NCGC00180669-01 |
1H,3H-Pyrano(3,4-c)pyran-1-one, 5-ethenyl-6-(beta-D-glucopyranosyloxy)-5,6-dihydro-, (5R-trans)- |
AC-20248 |
AC-33960 |
AS-74360 |
O673 |
SMR001397341 |
CS-0009015 |
N1898 |
C09782 |
831G769 |
A814958 |
BRD-K33131085-001-01-5 |
Q27106718 |
(5R-trans)-6-(b-D-glucopyranosyloxy)-5,6-dihydro-5-vinyl-1H,3H-pyrano3,4-cpyran-1-one |
(5beta-trans)-6-(beta-D-Glucopyranosyloxy)-5,6-dihydro-5-vinyl-1H,3H-pyrano3,4-cpyran-1-one |
(5R,6S)-5-ethenyl-6-{(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yloxy}-1H,3H,5H,6H-pyrano3,4-cpyran-1-one |
(5R,6S)-6-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-5-vinyl-5,6-dihydropyrano3,4-cpyran-1(3H)-one |
(5R-trans)-6-(??-D-glucopyranosyloxy)-5,6-dihydro-5-vinyl-1H,3H-pyrano3,4-cpyran-1-one |
(5R-trans)-6-(beta-D-Glucopyranosyloxy)-5,6-dihydro-5-vinyl-1H,3H-pyrano(3,4-c)pyran-1-one |
1H,3H-Pyrano3,4-cpyran-1-one, 5-ethenyl-6-(beta-D-glucopyranosyloxy)-5,6-dihydro-, (5R,6S)- |
Experimental Data
Gentiopicroside
| 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 |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Saccharomyces cerevisiae | 3 | umol/L | 8.05 | 10.25 | 0.27 | S | K6001 | 32832008 | Active | ||||
| Saccharomyces cerevisiae | 10 | umol/L | 8.05 | 10.48 | 0.3 | S | K6001 | 32832008 | Active | ||||
| Saccharomyces cerevisiae | 0.3 | umol/L | 8.05 | 8.08 | 0 | NS | K6001 | 32832008 | Inactive | ||||
| Saccharomyces cerevisiae | 30 | umol/L | 8.05 | 9.73 | 0.21 | NS | K6001 | 32832008 | Inactive | ||||
| Saccharomyces cerevisiae | 1 | umol/L | 8.05 | 11.35 | 0.41 | S | K6001 | 32832008 | Active |
Experimental Data Visualization
Gentiopicroside
Statistics Data
Gentiopicroside
| Species | Lifespan Change(AVG/MED%) | Lifespan Change(MAX%) | Count Reference | Count Data point |
|---|---|---|---|---|
| Saccharomyces cerevisiae | 0.41 | 1 | 5 |
Statistics Data Visualization
Gentiopicroside
