Cypripedin

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 413432

CAS#: 8031-72-9

Description: Cypripedin is a phenanthrenequinone from Dendrobium densiflorum that sensitizes non-small cell lung cancer H460 cells to cisplatin-mediated apoptosis.

Chemical Structure

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Cypripedin
CAS# 8031-72-9
Instruction

Theoretical Analysis

MedKoo Cat#: 413432
Name: Cypripedin
CAS#: 8031-72-9
Chemical Formula: C16H12O5
Exact Mass: 284.07
Molecular Weight: 284.270
Elemental Analysis: C, 67.60; H, 4.26; O, 28.14

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Synonym: Cypripedin

IUPAC/Chemical Name: 2,8-Dimethoxy-7-hydroxy-1,4-phenanthraquinone

InChi Key: BMYGDZTYQFCHKI-UHFFFAOYSA-N

InChi Code: InChI=1S/C16H12O5/c1-20-13-7-12(18)14-8-5-6-11(17)16(21-2)9(8)3-4-10(14)15(13)19/h3-7,17H,1-2H3

SMILES Code: O=C(C1=C2C=CC3=C1C=CC(O)=C3OC)C=C(OC)C2=O

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: >2 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

More Info:

Biological target:
In vitro activity:
In vivo activity:

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
Soluble in DMSO 0.0 100.00

Preparing Stock Solutions

The following data is based on the product molecular weight 284.27 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:
In vitro protocol:
In vivo protocol:

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1: Wattanathamsan O, Treesuwan S, Sritularak B, Pongrakhananon V. Cypripedin, a phenanthrenequinone from Dendrobium densiflorum, sensitizes non-small cell lung cancer H460 cells to cisplatin-mediated apoptosis. J Nat Med. 2018 Mar;72(2):503-513. doi: 10.1007/s11418-018-1176-z. Epub 2018 Feb 9. Erratum in: J Nat Med. 2018 Mar 13;: PMID: 29426985.

2: Treesuwan S, Sritularak B, Chanvorachote P, Pongrakhananon V. Cypripedin diminishes an epithelial-to-mesenchymal transition in non-small cell lung cancer cells through suppression of Akt/GSK-3β signalling. Sci Rep. 2018 May 22;8(1):8009. doi: 10.1038/s41598-018-25657-5. PMID: 29789636; PMCID: PMC5964153.

3: Wattanathamsan O, Treesuwan S, Sritularak B, Pongrakhananon V. Correction to: Cypripedin, a phenanthrenequinone from Dendrobium densiflorum, sensitizes non- small cell lung cancer H460 cells to cisplatin-mediated apoptosis. J Nat Med. 2018 Jun;72(3):816. doi: 10.1007/s11418-018-1200-3. Erratum for: J Nat Med. 2018 Mar;72 (2):503-513. PMID: 29536249.

4: Khoonrit P, Mirdogan A, Dehlinger A, Mekboonsonglarp W, Likhitwitayawuid K, Priller J, Böttcher C, Sritularak B. Immune modulatory effect of a novel 4,5-dihydroxy-3,3´,4´-trimethoxybibenzyl from Dendrobium lindleyi. PLoS One. 2020 Sep 1;15(9):e0238509. doi: 10.1371/journal.pone.0238509. PMID: 32870935; PMCID: PMC7462310.

5: Hausen BM, Elsässer B, Krohn K, Loock U. Structure-activity relationships in allergic contact dermatitis. Part III. The sensitizing capacity of substituted phenanthrenequinones: a quantum-mechanical approach. Am J Contact Dermat. 2003 Jun;14(2):82-9. PMID: 14749026.