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Brc1cnc(nc1)C
Pyrimidine, 5-bromo-2-methyl-
CCCP1(=O)OP(=O)(CCC)OP(=O)(O1)CCC
1,3,5,2,4,6-Trioxatriphosphorinane, 2,4,6-tripropyl-, 2,4,6-trioxide
CC1(C)OB(OC1(C)C)B1OC(C(O1)(C)C)(C)C
2,2'-Bi-1,3,2-dioxaborolane, 4,4,4',4',5,5,5',5'-octamethyl-
O=C(C=Cc1ccccc1)C=Cc1ccccc1.O=C(C=Cc1ccccc1)C=Cc1ccccc1.O=C(C=Cc1ccccc1)C=Cc1ccccc1.[Pd].[Pd]
Tris(dibenzylideneacetone)dipalladium
C1CCC(CC1)P(C1CCCCC1)C1CCCCC1.Cc1cc(C)c(c(c1)C)N1CCN(C1=[Ru](=Cc1ccccc1)(Cl)Cl)c1c(C)cc(cc1C)C
Ruthenium,[1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(phenylmethylene)(tricyclohexylphosphine)-, (SP-5-41)-

2H-Pyran-5-carboxylic acid,3-ethenyl-2-(b-D-glucopyranosyloxy)-3,4-dihydro-4-(2-oxoethyl)-, methylester, (2S,3R,4S)-

O=CC[C@H]1[C@@H](C=C)[C@@H](OC=C1C(=O)OC)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O Request for Quotation
Chemical Name: 2H-Pyran-5-carboxylic acid,3-ethenyl-2-(b-D-glucopyranosyloxy)-3,4-dihydro-4-(2-oxoethyl)-, methylester, (2S,3R,4S)-
CAS Number: 19351-63-4
Product Number: AG00APG6(AGN-PC-0QM5OB)
Synonyms:
MDL No:
Molecular Formula: C17H24O10
Molecular Weight: 388.3665

Identification/Properties

Computed Properties
Molecular Weight:
388.369g/mol
XLogP3:
-1.6
Hydrogen Bond Donor Count:
4
Hydrogen Bond Acceptor Count:
10
Rotatable Bond Count:
8
Exact Mass:
388.137g/mol
Monoisotopic Mass:
388.137g/mol
Topological Polar Surface Area:
152A^2
Heavy Atom Count:
27
Formal Charge:
0
Complexity:
576
Isotope Atom Count:
0
Defined Atom Stereocenter Count:
8
Undefined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
Covalently-Bonded Unit Count:
1
Compound Is Canonicalized:
Yes

Safety Information

NMR Spectrum

Other Analytical Data

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Chemical Structure


Secologanin is a natural product isolated from certain plant species that is commonly utilized in chemical synthesis as a key intermediate in the production of numerous biologically active compounds. Its unique structure and functional groups make it a valuable building block for the synthesis of various pharmaceuticals, particularly those with medicinal properties.In the field of organic chemistry, Secologanin is prized for its ability to serve as a precursor in the synthesis of complex molecules such as indole alkaloids, iridoids, and terpenoid indole alkaloids. By functionalizing its reactive sites through established chemical transformations, chemists are able to modify its structure and create diverse compounds with potential therapeutic effects.One notable application of Secologanin is its role in the semi-synthesis of the chemotherapy drug vincristine, which is derived from the vinca alkaloids found in the Madagascar periwinkle plant. Through a series of chemical reactions involving Secologanin as a starting material, researchers can streamline the production of vincristine and other related compounds with improved efficiency and purity.Furthermore, Secologanin's versatility extends to the synthesis of natural products like ajmalicine, a compound with antiarrhythmic and antihypertensive properties, as well as strictosidine, a precursor to various alkaloids with diverse biological activities. Its strategic incorporation into synthetic pathways enhances the accessibility and scalability of these valuable molecules for research and pharmaceutical development.Overall, Secologanin plays a crucial role in organic synthesis by providing chemists with a reliable platform for constructing intricate chemical structures with potential therapeutic benefits. Its broad applicability and contribution to the advancement of medicinal chemistry underscore its significance in the pursuit of novel drug discovery and synthesis.