Picrocrocin
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MedKoo CAT#: 330213

CAS#: 138-55-6

Description: Picrocrocin is a monoterpene glycoside precursor of safranal. Picrocrocin is found in the spice saffron, which comes from the crocus flower. Picrocrocin is a degradation product of the carotenoid zeaxanthin. Picrocrocin exhibits growth inhibitory effects against SKMEL- 2 human malignant melanoma cells by targeting JAK/ STAT5 signaling pathway, cell cycle arrest and mitochondrial mediated apoptosis.

Chemical Structure

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Picrocrocin
CAS# 138-55-6
Product data Instruction

Theoretical Analysis

MedKoo Cat#: 330213
Name: Picrocrocin
CAS#: 138-55-6
Chemical Formula: C16H26O7
Exact Mass: 330.17
Molecular Weight: 330.377
Elemental Analysis: C, 58.17; H, 7.93; O, 33.90

Price and Availability

Size Price Availability Quantity
100mg USD 2650
200mg USD 3250
500mg USD 4250
1g USD 5250
2g USD 8450
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Synonym: Picrocrocin; Picrocrocine; Saffron-bitter;

IUPAC/Chemical Name: (R)-2,6,6-trimethyl-4-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)cyclohex-1-ene-1-carbaldehyde

InChi Key: WMHJCSAICLADIN-WYWSWGBSSA-N

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

SMILES Code: O=CC1=C(C)C[C@@H](O[C@H]2[C@@H]([C@H]([C@@H]([C@@H](CO)O2)O)O)O)CC1(C)C

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >3 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

Product Data:
Product Data
Instruction:
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Biological target: Picrocrocin, an apocarotenoid found in Saffron. Picrocrocin is a degradation product of the carotenoid zeaxanthin. Picrocrocin exhibits growth inhibitory effects against SKMEL- 2 human malignant melanoma cells by targeting JAK/ STAT5 signaling pathway, cell cycle arrest and mitochondrial mediated apoptosis.
In vitro activity: Picrocrocin exerted growth inhibitory effects on the SK-MEL-2 melanoma cells. The IC50 of picrocrocin against the SK-MEL-2 cells was 20 μM at 24-h incubation. The antiproliferative activity of picrocrocin was due to apoptosis and cell cycle arrest. In addition, picrocrocin enhanced the ROS levels and decreased the MMP levels of SK-MEL-2 cells. Finally, picrocrocin inhibited the JAK/STAT5 signalling pathway in the SK-MEL-2 melanoma cells. Reference: J BUON. 2018 Jul-Aug;23(4):1163-1168. https://pubmed.ncbi.nlm.nih.gov/30358226/
In vivo activity: TBD

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 83.0 251.23

Preparing Stock Solutions

The following data is based on the product molecular weight 330.377000000000000000000000000000 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol: Yu L, Li J, Xiao M. Picrocrocin exhibits growth inhibitory effects against SKMEL- 2 human malignant melanoma cells by targeting JAK/ STAT5 signaling pathway, cell cycle arrest and mitochondrial mediated apoptosis. J BUON. 2018 Jul-Aug;23(4):1163-1168. PMID: 30358226.
In vitro protocol: Yu L, Li J, Xiao M. Picrocrocin exhibits growth inhibitory effects against SKMEL- 2 human malignant melanoma cells by targeting JAK/ STAT5 signaling pathway, cell cycle arrest and mitochondrial mediated apoptosis. J BUON. 2018 Jul-Aug;23(4):1163-1168. PMID: 30358226.
In vivo protocol: TBD

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J Pharm Bioallied Sci. 2018 Oct-Dec;10(4):173-180. doi: 10.4103/JPBS.JPBS_83_18. Review. PubMed PMID: 30568374; PubMed Central PMCID: PMC6266642. 11: Bhat NA, Hamdani AM, Masoodi FA. Development of functional cookies using saffron extract. J Food Sci Technol. 2018 Dec;55(12):4918-4927. doi: 10.1007/s13197-018-3426-1. Epub 2018 Oct 27. PubMed PMID: 30482987; PubMed Central PMCID: PMC6233447. 12: Kyriakoudi A, Tsimidou MZ. Properties of encapsulated saffron extracts in maltodextrin using the Büchi B-90 nano spray-dryer. Food Chem. 2018 Nov 15;266:458-465. doi: 10.1016/j.foodchem.2018.06.038. Epub 2018 Jun 14. PubMed PMID: 30381212. 13: Yu L, Li J, Xiao M. Picrocrocin exhibits growth inhibitory effects against SKMEL- 2 human malignant melanoma cells by targeting JAK/ STAT5 signaling pathway, cell cycle arrest and mitochondrial mediated apoptosis. J BUON. 2018 Jul-Aug;23(4):1163-1168. PubMed PMID: 30358226. 14: Karkoula E, Angelis A, Koulakiotis NS, Gikas E, Halabalaki M, Tsarbopoulos A, Skaltsounis AL. Rapid isolation and characterization of crocins, picrocrocin, and crocetin from saffron using centrifugal partition chromatography and LC-MS. J Sep Sci. 2018 Nov;41(22):4105-4114. doi: 10.1002/jssc.201800516. Epub 2018 Oct 10. PubMed PMID: 30232839. 15: Lamari FN, Papasotiropoulos V, Tsiris D, Bariamis SE, Sotirakis K, Pitsi E, Vogiatzoglou AP, Iatrou G. Phytochemical and genetic characterization of styles of wild Crocus species from the island of Crete, Greece and comparison to those of cultivated C. sativus. Fitoterapia. 2018 Oct;130:225-233. doi: 10.1016/j.fitote.2018.09.003. Epub 2018 Sep 10. PubMed PMID: 30213756. 16: Leone S, Recinella L, Chiavaroli A, Orlando G, Ferrante C, Leporini L, Brunetti L, Menghini L. Phytotherapic use of the Crocus sativus L. (Saffron) and its potential applications: A brief overview. 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