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
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
|
Solvent |
mg/mL |
mM |
comments |
| Solubility |
| Soluble in DMSO |
0.0 |
100.00 |
|
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.
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.
| 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 |
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.
