(4R)-2,6,6-trimethyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexene-1-carbaldehyde, CAS No. 138-55-6

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138-55-6

Catalog No. EBD114027

CAS 138-55-6

Name (4R)-2,6,6-trimethyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexene-1-carbaldehyde

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Basic Information

Synonyms: (4R)-2,6,6-trimethyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-cyclohexene-1-carbaldehyde (4R)-2,6,6-trimethyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexene-1-carbaldehyde picrocrocin (r)-4-(β-d-glucopyranosiloxy)-2,6,6-trimethyl-1-cyclohexene-1-carbaldehyde (r)-4-(β-d-glucopyranosyloxy)-2,6,6-trimethyl-1-cyclohexene-1-carbaldehyde saffron-bitter picrocrocine 1-cyclohexene-1-carboxaldehyde,4-(b-d-glucopyranosyloxy)-2,6,6-trimethyl-,(4r)- safranbitter 3-formyl-3,5,5-trimethyl-beta-D-glucopyranoside (1R)-4-formyl-3,5,5-trimethylcyclohex-3-en-1-ylbeta-D-glucopyranoside (4S)-2,6,6-trimethyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-cyclohexene-1-carbaldehyde

Molecular Formula: C16H26O7

Molecular Weight: 330.38

Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Phytochemicals and Natural Products Medicinal Chemistry > APIs and Their Salts > Antineoplastic Agents

Product Description:

Picrocrocin is a monoterpene glycoside and the primary bitter-tasting compound found in saffron (*Crocus sativus* L.). It is a colorless compound that serves as the direct precursor to safranal, the main volatile component responsible for saffron's characteristic aroma, which is formed via enzymatic hydrolysis during the drying process. Extensive research has identified picrocrocin as a key bioactive constituent of saffron, contributing significantly to its pharmacological profile. It exhibits notable antioxidant, anti-inflammatory, and neuroprotective properties. Most prominently, picrocrocin has demonstrated potent anticancer activity in various *in vitro* and *in vivo* studies. Its mechanisms of action include the induction of apoptosis, inhibition of cell proliferation, and suppression of angiogenesis in cancer cell lines, positioning it as a promising natural lead compound for anticancer drug development. Beyond its therapeutic potential, picrocrocin is a critical quality marker for saffron. Its concentration is directly correlated with saffron's sensory quality (bitterness) and is used in official ISO standards for saffron grading and authentication to detect adulteration.

Physical Properties

Boiling Point: 520.4°Cat760mmHg

Flash Point: 187.1°C

Density: 1.31g/cm3