Cyanogenic glycosides

Description:

Glycosides in which the aglycone moiety contains a cyanide group.

Ancestors:

Organic compounds ⮕ Organic oxygen compounds ⮕ Organooxygen compounds ⮕ Carbohydrates and carbohydrate conjugates ⮕ Glycosyl compounds ⮕ Cyanogenic glycosides

Popular Products

Linustatin
CAS: 72229-40-4 EC Number: 889-208-8 Formula: C₁₆H₂₇NO₁₁ Molecular Weight: 409.39

Solid Moligand™ ? ≥98%

Out of Stock Item #: L768357

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Technical Identifiers

IUPAC Name

2-methyl-2-[(2S,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]oxypropanenitrile

SMILES

CC(C)(C#N)OC1C(C(C(C(O1)COC2C(C(C(C(O2)CO)O)O)O)O)O)O

InChIKey
FERSMFQBWVBKQK-CXTTVELOSA-N

InChI

1S/C16H27NO11/c1-16(2,5-17)28-15-13(24)11(22)9(20)7(27-15)4-25-14-12(23)10(21)8(19)6(3-18)26-14/h6-15,18-24H,3-4H2,1-2H3/t6-,7-,8-,9-,10+,11+,12-,13-,show more

Synonyms
2-Methyl-2-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-...
Dhurrin
CAS: 499-20-7 EC Number: 207-878-6 PubChem CID: 161355 Formula: C₁₄H₁₇NO₇ Molecular Weight: 311.29

≥98%

Out of Stock Item #: D770790

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Technical Identifiers

IUPAC Name

(2S)-2-(4-hydroxyphenyl)-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyacetonitrile

SMILES

C1=CC(=CC=C1C(C#N)OC2C(C(C(C(O2)CO)O)O)O)O

InChIKey
NVLTYOJHPBMILU-YOVYLDAJSA-N

InChI

1S/C14H17NO7/c15-5-9(7-1-3-8(17)4-2-7)21-14-13(20)12(19)11(18)10(6-16)22-14/h1-4,9-14,16-20H,6H2/t9-,10-,11-,12+,13-,14-/m1/s1

Synonyms
(S)-(β-D-Glucopyranosyloxy)(4-hydroxyphenyl)acetonitrile, (S)-4-Hydroxymandelonitrile β-D-glucoside
Amygdalin
CAS: 29883-15-6 EC Number: 249-925-3 PubChem CID: 656516 Formula: C₂₀H₂₇NO₁₁ Molecular Weight: 457.43

Solid BioReagent ? ≥97%(HPLC)

In Stock Item #: A755605

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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]oxyacetonitrilshow more

SMILES

OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](OC(C#N)c3ccccc3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O

InChIKey
XUCIJNAGGSZNQT-JHSLDZJXSA-N

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+show more
Taxiphyllin
CAS: 21401-21-8 PubChem CID: 107721

≥98%

Out of Stock Item #: T695486

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IUPAC Name

(2R)-2-(4-hydroxyphenyl)-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyacetonitrile

SMILES

C1=CC(=CC=C1C(C#N)OC2C(C(C(C(O2)CO)O)O)O)O

InChIKey
NVLTYOJHPBMILU-GMDXDWKASA-N

InChI

1S/C14H17NO7/c15-5-9(7-1-3-8(17)4-2-7)21-14-13(20)12(19)11(18)10(6-16)22-14/h1-4,9-14,16-20H,6H2/t9-,10+,11+,12-,13+,14+/m0/s1
D-(-)-Amygdalin
Moligand™ ?

Out of Stock Item #: D609729

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Technical Identifiers

IUPAC Name

2-phenyl-2-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyacetonitrile

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

InChIKey
XUCIJNAGGSZNQT-UHFFFAOYSA-N

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

Synonyms
2-phenyl-2-(3,4,5-trihydroxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)(2H-3,4,5,6 -tetrahydropyran-2-yloxy)]methyl}(2H-3...
Cyanomethyl 2,3,4,6-tetra-O-acetyl-1-thio-alpha-D-mannopyranoside
CAS: 61145-39-9 Formula: C₁₆H₂₁NO₉S Molecular Weight: 403.40

≥98%

In Stock Item #: C399720

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Technical Identifiers

IUPAC Name

[3,4,5-triacetyloxy-6-(cyanomethylsulfanyl)oxan-2-yl]methyl acetate

SMILES

CC(=O)OCC1C(C(C(C(O1)SCC#N)OC(=O)C)OC(=O)C)OC(=O)C

InChIKey
ZNQCXCWNORCJGV-UHFFFAOYSA-N

InChI

1S/C16H21NO9S/c1-8(18)22-7-12-13(23-9(2)19)14(24-10(3)20)15(25-11(4)21)16(26-12)27-6-5-17/h12-16H,6-7H2,1-4H3

Synonyms
[3,4,5-triacetyloxy-6-(cyanomethylsulfanyl)oxan-2-yl]methyl Acetate|[(2R,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-(cyanometh...
Amygdalin
CAS: 29883-15-6 EC Number: 249-925-3 PubChem CID: 656516 Formula: C₂₀H₂₇NO₁₁ Molecular Weight: 457.43

Analytical standard ? ≥98%

In Stock Item #: A107073

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Technical Identifiers

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]oxyacetonitrilshow more

SMILES

OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](OC(C#N)c3ccccc3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O

InChIKey
XUCIJNAGGSZNQT-JHSLDZJXSA-N

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+show more

Synonyms
(R)-Amygdalin | AMYGDALIN [MI] | 214UUQ9N0H | XUCIJNAGGSZNQT-JHSLDZJXSA-N | Vitamin B17 | amygdalin | HSDB 3559 | bms...
Prunasin
CAS: 99-18-3 Formula: C₁₄H₁₇NO₆ Molecular Weight: 295.29

≥95%

In Stock Item #: D139515

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Technical Identifiers

IUPAC Name

(2R)-2-phenyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyacetonitrile

SMILES

C1=CC=C(C=C1)C(C#N)OC2C(C(C(C(O2)CO)O)O)O

InChIKey
ZKSZEJFBGODIJW-GMDXDWKASA-N

InChI

1S/C14H17NO6/c15-6-9(8-4-2-1-3-5-8)20-14-13(19)12(18)11(17)10(7-16)21-14/h1-5,9-14,16-19H,7H2/t9-,10+,11+,12-,13+,14+/m0/s1

Synonyms
MANDELONITRILE GLUCOSIDE D-FORM | (R)-mandelonitrile beta-D-glucoside | (2R)-(beta-D-glucosyloxy)(phenyl)acetonitrile...
Amygdalin
CAS: 29883-15-6 EC Number: 249-925-3 PubChem CID: 656516 Formula: C₂₀H₂₇NO₁₁ Molecular Weight: 457.43

≥97%

In Stock Item #: A107072

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Technical Identifiers

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]oxyacetonitrilshow more

SMILES

OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](OC(C#N)c3ccccc3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O

InChIKey
XUCIJNAGGSZNQT-JHSLDZJXSA-N

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+show more

Synonyms
(R)-Amygdalin | AMYGDALIN [MI] | 214UUQ9N0H | XUCIJNAGGSZNQT-JHSLDZJXSA-N | Vitamin B17 | amygdalin | HSDB 3559 | bms...
Cyanomethyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside
CAS: 61145-33-3 Formula: C₁₆H₂₁NO₉S Molecular Weight: 403.4

Solid

In Stock Item #: C342379

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Technical Identifiers

IUPAC Name

[(2R,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-(cyanomethylsulfanyl)oxan-2-yl]methyl acetate

SMILES

CC(=O)OCC1C(C(C(C(O1)SCC#N)OC(=O)C)OC(=O)C)OC(=O)C

InChIKey
ZNQCXCWNORCJGV-CWVYHPPDSA-N

InChI

1S/C16H21NO9S/c1-8(18)22-7-12-13(23-9(2)19)14(24-10(3)20)15(25-11(4)21)16(26-12)27-6-5-17/h12-16H,6-7H2,1-4H3/t12-,13+,14+,15-,16+/m1/s1

Synonyms
[(2,3,4,6-Tetra-O-acetyl-β-D-galactopyranosyl)thio]acetonitrile

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