A monoterpene glycoside with anticancer activity
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Picrocrocin

Item No. 39914

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4R-(β-D-glucopyranosyloxy)-2,6,6-trimethyl-1-cyclohexene-1-carboxaldehyde
CAS Number
138-55-6
Molecular Formula
C16H26O7
Formula Weight
330.4
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Acetonitrile: Slightly SolubleMethanol: SolubleWater: Slightly Soluble
SMILES
OC[C@H]([C@H]([C@@H]([C@H]1O)O)O)O[C@H]1O[C@H]2CC(C)(C(C=O)=C(C2)C)C
InChi Code
InChI=1S/C16H26O7/c1-8-4-9(5-16(2,3)10(8)6-17)22-15-14(21)13(20)12(19)11(7-18)23-15/h6,9,11-15,18-21H,4-5,7H2,1-3H3/t9-,11-,12-,13+,14-,15-/m1/s1
InChi Key
WMHJCSAICLADIN-WYWSWGBSSA-N
Origin
Plant/Crocus sativus
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $303

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    10 mg

    $545

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    50 mg

    $1,513

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    100 mg

    $2,723

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    Product Description

    Picrocrocin is a monoterpene glycoside that has been found in C. sativus and has anticancer activity.1,2 It is also a biosynthetic precursor of the monoterpenoid safranal (Item No. 31399).3 Picrocrocin inhibits the growth of HeLa cervical cancer cells (IC50 = 3 mM).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Spinelli, M., Biancolillo, A., Battaglia, G., et al. Saffron characterization by a multidisciplinary approach. Molecules 28(1), 42 (2022).

    2. Diretto, G., Ahrazem, O., Rubio-Moraga, Á., et al. UGT709G1: A novel uridine diphosphate glycosyltransferase involved in the biosynthesis of picrocrocin, the precursor of safranal in saffron (Crocus sativus). New Phytol. 224(2), 725-740 (2019).

    3. Escribano, J., Alonso, G.-L., Coca-Prados, M., et al. Crocin, safranal and picrocrocin from saffron (Crocus sativus L.) inhibit the growth of human cancer cells in vitro. Cancer Lett. 100(1-2), 23-30 (1996).