Also known as: Glucorapiferin, 585-95-5, 2(r)-hydroxy-3-butenyl glucosinolate, S27t66w417, [(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (3r)-3-hydroxy-n-sulfooxypent-4-enimidothioate, 2(r)-2-hydroxy-3-butenyl glucosinolate

Molecular Formula

C₁₁H₁₉NO₁₀S₂

Molecular Weight

389.4 g/mol

InChI Key

MYHSVHWQEVDFQT-ILPXZUKPSA-N

FDA UNII

S27T66W417

glucorapiferin is a natural product found in Isatis tinctoria and Brassica oleracea with data available.

1 2D Structure

2D Structure

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (3R)-3-hydroxy-N-sulfooxypent-4-enimidothioate

2.1.2 InChI

InChI=1S/C11H19NO10S2/c1-2-5(14)3-7(12-22-24(18,19)20)23-11-10(17)9(16)8(15)6(4-13)21-11/h2,5-6,8-11,13-17H,1,3-4H2,(H,18,19,20)/t5-,6+,8+,9-,10+,11-/m0/s1

2.1.3 InChI Key

MYHSVHWQEVDFQT-ILPXZUKPSA-N

2.1.4 Canonical SMILES

C=CC(CC(=NOS(=O)(=O)O)SC1C(C(C(C(O1)CO)O)O)O)O

2.1.5 Isomeric SMILES

C=C[C@@H](CC(=NOS(=O)(=O)O)S[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O

2.2 Other Identifiers

2.2.1 UNII

S27T66W417

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Epi-progoitrin

2. Epiprogoitrin

3. Progoitrin, (s)-isomer

4. Progoitrin, Monopotassium Salt

2.3.2 Depositor-Supplied Synonyms

1. Glucorapiferin

2. 585-95-5

3. 2(r)-hydroxy-3-butenyl Glucosinolate

4. S27t66w417

5. [(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (3r)-3-hydroxy-n-sulfooxypent-4-enimidothioate

6. 2(r)-2-hydroxy-3-butenyl Glucosinolate

7. Unii-s27t66w417

8. (r)-progoitrin

9. Chebi:79352

10. Dtxsid20974057

11. C08425

12. Q27288480

13. 1-s-[3-hydroxy-n-(sulfooxy)pent-4-enimidoyl]-1-thiohexopyranose

14. .beta.-d-glucopyranose, 1-thio-, 1-((3r)-3-hydroxy-n-(sulfooxy)-4-pentenimidate)

15. 1-s-[(3r)-3-hydroxy-n-(sulfooxy)pent-4-enimidoyl]-1-thio-beta-d-glucopyranose

16. Beta-d-glucopyranose, 1-thio-, 1-((3r)-3-hydroxy-n-(sulfooxy)-4-pentenimidate

17. Beta-d-glucopyranose, 1-thio-, 1-(3-hydroxy-n-(sulfooxy)-4-pentenimidate), (r)-

18. [(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl] (3r)-3-hydroxy-n-sulfooxy-pent-4-enimidothioate

19. Glucopyranose, 1-thio-, 1-((r)-3-hydroxy-4-pentenohydroximate) No-(hydrogen Sulfate), Beta-d-

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₁₁H₁₉NO₁₀S₂
Molecular Weight	389.4 g/mol
XLogP3	-1.9
Hydrogen Bond Donor Count	6
Hydrogen Bond Acceptor Count	12
Rotatable Bond Count	8
Exact Mass	389.04503815 g/mol
Monoisotopic Mass	389.04503815 g/mol
Topological Polar Surface Area	220 Å²
Heavy Atom Count	24
Formal Charge	0
Complexity	548
Isotope Atom Count	0
Defined Atom Stereocenter Count	6
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	1
Covalently Bonded Unit Count	1

Glucorapiferin

Glucorapiferin

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