Compound Summary
Compound Information
amygdalin
Compound Name: | amygdalin |
Compound CID: | 656516 |
Synonyms: | amygdalin 29883-15-6 (R)-Amygdalin D-Amygdalin (R)-Laenitrile More... |
Iupac Name: | (2R)-2-phenyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyacetonitrile |
InChI: | InChI=1S/C20H27NO11/c21-6-10(9-4-2-1-3-5-9)30-20-18(28)16(26)14(24)12(32-20)8-29-19-17(27)15(25)13(23)11(7-22)31-19/h1-5,10-20,22-28H,7-8H2/t10-,11+,12+,13+,14+,15-,16-,17+,18+,19+,20+/m0/s1 |
InChIKey: | XUCIJNAGGSZNQT-JHSLDZJXSA-N |
Canonical Smiles: | C1=CC=C(C=C1)C(C#N)OC2C(C(C(C(O2)COC3C(C(C(C(O3)CO)O)O)O)O)O)O |
Isomeric Smiles: | C1=CC=C(C=C1)[C@H](C#N)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O)O |
Molecular Weight: | 457.4 |
Molecular Formula: | C20H27NO11 |
Compound Structure
2D Structure:
3D Structure:
Computed Properties
amygdalin
Molecular Weight: | 457.4 |
Molecular Formula: | C20H27NO11 |
Hydrogen Bond Donor Count: | 7 |
Hydrogen Bond Acceptor Count: | 12 |
Rotatable Bond Count: | 7 |
Heavy Atom Count: | 32 |
Complexity: | 638 |
Synonyms
amygdalin
| amygdalin | amygdalin |
|---|---|
amygdalin |
29883-15-6 |
(R)-Amygdalin |
D-Amygdalin |
(R)-Laenitrile |
(R)-Amygdaloside |
Amygdaloside |
UNII-214UUQ9N0H |
D(-)-Mandelonitrile-beta-D-gentiobioside |
D-Mandelonitrile-beta-D-glucosido-6-beta-D-glucoside |
Vitamin B17 |
Mandelonitrile-beta-gentiobioside |
214UUQ9N0H |
CHEBI:17019 |
(2R)-(6-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl)oxy(phenyl)acetonitrile |
Glucoprunasin |
R-Amygdalin |
NSC 15780 |
NSC-15780 |
6-O-BETA-D-GLUCOSIDO-BETA-D-GLUCOSIDE |
Mandelonitrile gentiobioside |
HSDB 3559 |
(-)-D-mandelonitrile beta-D-gentiobioside |
EINECS 249-925-3 |
BRN 0066856 |
bmse000139 |
Amygdalin (Vitamin B17) |
Benzeneacetonitrile, alpha-((6-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl)oxy)-, (R)- |
5-17-08-00118 (Beilstein Handbook Reference) |
MLS002473175 |
SCHEMBL131406 |
CHEMBL461727 |
DTXSID00897159 |
HMS2205O07 |
AMY33421 |
HY-N0190 |
ZINC8214484 |
CA0136 |
s2260 |
AKOS016034288 |
CCG-269308 |
CS-6162 |
DS-7377 |
MCULE-7746424275 |
(R)-alpha-((6-O-beta-D-Glucopyranosyl-beta-D-glucopyranosyl)oxy)benzeneacetonitrile |
Benzeneacetonitrile,a-(6-O-b-D-glucopyranosyl-b-D-glucopyranosyl)oxy-, (aR)- |
SMP1_000103 |
(2R)-2-phenyl-2-(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yloxymethyloxan-2-yloxyacetonitrile |
(R)-2-phenyl-2-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)acetonitrile |
AC-27315 |
SMR001397267 |
D-(-)-mandelonitrile-beta-D-gentiobioside |
C08325 |
A820093 |
Q410215 |
(R)-alpha-((6-O-beta-D-glucopyranosyl-beta-D- glucopyranosyl)oxy)benzeneacetonitrile |
Benzeneacetonitrile, alpha-((6-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl)oxy)-, (R)- (9CI) |
Experimental Data
amygdalin
| 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 |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Lutzomyia longipalpis | 2.2 | mM | 17 | 17 | 0 | NS | MALES | 30501613 | Inactive | ||||
| Lutzomyia longipalpis | 2.2 | mM | 15 | 13 | -13 | NS | FEMALES | 30501613 | Inactive |
Experimental Data Visualization
amygdalin
Statistics Data
amygdalin
| Species | Lifespan Change(AVG/MED%) | Lifespan Change(MAX%) | Count Reference | Count Data point |
|---|---|---|---|---|
| Lutzomyia longipalpis | 0 | 1 | 2 |
Statistics Data Visualization
amygdalin
