CAS 159001-25-9

Dihydrocephalomannine

Description:

Dihydrocephalomannine is a chemical compound classified as an alkaloid, primarily derived from certain plant species. It is characterized by its complex molecular structure, which includes multiple rings and functional groups typical of alkaloids. This substance is known for its potential biological activities, including antimicrobial and anti-inflammatory properties, making it of interest in pharmaceutical research. Dihydrocephalomannine's solubility can vary depending on the solvent, and it may exhibit specific optical activity due to its chiral centers. The compound's stability and reactivity can be influenced by environmental factors such as pH and temperature. As with many alkaloids, it may also have implications for toxicity and pharmacology, necessitating careful study in drug development contexts. Overall, dihydrocephalomannine represents a fascinating area of study within natural product chemistry, with potential applications in medicine and agriculture.

Formula: C₄₅H₅₅NO₁₄

InChI: InChI=1S/C45H55NO14/c1-9-23(2)39(52)46-33(27-16-12-10-13-17-27)34(50)41(54)58-29-21-45(55)38(59-40(53)28-18-14-11-15-19-28)36-43(8,30(49)20-31-44(36,22-56-31)60-26(5)48)37(51)35(57-25(4)47)32(24(29)3)42(45,6)7/h10-19,23,29-31,33-36,38,49-50,55H,9,20-22H2,1-8H3,(H,46,52)

InChI key: InChIKey=OKEKLOJNCOIPIT-UHFFFAOYSA-N

SMILES: O(C(C)=O)C12C3C(OC(=O)C4=CC=CC=C4)C5(O)C(C)(C)C(C(OC(C)=O)C(=O)C3(C)C(O)CC1OC2)=C(C)C(OC(C(C(NC(C(CC)C)=O)C6=CC=CC=C6)O)=O)C5

Synonyms:

• N-Debenzoyl-N-α-methylbutyrylpaclitaxel
• Dihydrocephalomannine
• Benzenepropanoic acid, α-hydroxy-β-[(2-methyl-1-oxobutyl)amino]-, 6,12b-bis(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,11-dihydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl ester, [2aR-[2aα,4β,4aβ,6β,9α(αR*,βS*),11α,12α,12aα,12bα]]-
• Benzenepropanoic acid, α-hydroxy-β-[(2-methyl-1-oxobutyl)amino]-, (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-16,12b-bis(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,11-dihydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl ester, (αR,βS)-
• 7,11-Methano-1H-cyclodeca[3,4]benz[1,2-b]oxete, benzenepropanoic acid deriv.

DIHYDROCEPHALOMANNINE, 2",3"-(P)

CAS: 159001-25-9

Formula: C₄₅H₅₅NO₁₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 833.9165

Ref: IN-DA00ADH4

Dihydrocephalomannine

CAS: 159001-25-9

Dihydrocephalomannine

Purity: 98%

Ref: 54-OR1037140

Dihydrocephalomannine

CAS: 159001-25-9

Dihydrocephalomannine is similar to paclitaxel, showing reduced cytotoxicity and tubulin binding.

Formula: C₄₅H₅₅NO₁₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 833.928

Ref: TM-T13653

Dihydrocephalomannine

CAS: 159001-25-9

Molecular weight: 833.928

Ref: 10-F988049

Dihydrocephalomannin​e

Controlled Product

CAS: 159001-25-9

Impurity Paclitaxel - Impurity R
Applications Dihydrocephalomannine has been shown to reduce cytotoxicity and tubulin binding compared to Paclitaxel (P132500). Paclitaxel - Impurity R.
References Gabetta, B., et. al.: J. Nat. Prod., 62, 219 (1999)

Formula: C₄₅H₅₅NO₁₄

Color and Shape: Neat

Molecular weight: 833.92

Ref: TR-D448770

Dihydrocephalomannine

CAS: 159001-25-9

Dihydrocephalomannine is a natural product that is used as a reagent in the synthesis of other molecules. It can be found in plants such as Taxus brevifolia, which contains the molecule taxol. Dihydrocephalomannine is synthesized by benzoylation and hydroxylation of dihydrobenzofuran. The molecule has been shown to have cytotoxic activity against human ovarian cancer cells, but its mechanism of action is not yet known.

Formula: C₄₅H₅₅NO₁₄

Purity: Min. 95%

Molecular weight: 833.9 g/mol

Ref: 3D-JGA00125