MedKoo Cat#: 598758 | Name: Sequoiaflavone

Description:

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

Sequoiaflavone is a biflavone isolated from Ginkgo biloba.

Chemical Structure

Sequoiaflavone
CAS#21763-71-3

Theoretical Analysis

MedKoo Cat#: 598758

Name: Sequoiaflavone

CAS#: 21763-71-3

Chemical Formula: C31H20O10

Exact Mass: 552.1056

Molecular Weight: 552.10

Elemental Analysis: C, 67.39; H, 3.65; O, 28.96

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
Brakerin; Sequoiaflavone; IdB-1028; IdB 1028; LF-2646; LF 2646; LF2646;
IUPAC/Chemical Name
5,7-dihydroxy-8-(2-hydroxy-5-(5-hydroxy-7-methoxy-4-oxo-4H-chromen-2-yl)phenyl)-2-(4-hydroxyphenyl)-4H-chromen-4-one
InChi Key
TYUMAYSMJLPFAN-UHFFFAOYSA-N
InChi Code
InChI=1S/C31H20O10/c1-39-17-9-20(34)29-23(37)12-26(40-27(29)10-17)15-4-7-19(33)18(8-15)28-21(35)11-22(36)30-24(38)13-25(41-31(28)30)14-2-5-16(32)6-3-14/h2-13,32-36H,1H3
SMILES Code
COc1cc2c(C(C=C(c3cc(c4c5c(C(C=C(c6ccc(O)cc6)O5)=O)c(O)cc4O)c(O)cc3)O2)=O)c(O)c1
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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 552.10 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
1: Cao Y, Wu Y, Zhou X, Qian F, Fan H, Wang Q. [Simultaneous determination of selaginellins and biflavones in Selaginella tamariscina and S. pulvinata by HPLC]. Zhongguo Zhong Yao Za Zhi. 2012 May;37(9):1254-8. Chinese. PubMed PMID: 22803371. 2: Fidelis QC, Castro RN, Guilhon GM, Rodrigues ST, de Salles CM, de Salles JB, de Carvalho MG. Flavonoids and other compounds from Ouratea ferruginea (Ochnaceae) as anticancer and chemopreventive agents. Molecules. 2012 Jul 3;17(7):7989-8000. doi: 10.3390/molecules17077989. PubMed PMID: 22759912. 3: Chaabi M, Antheaume C, Weniger B, Justiniano H, Lugnier C, Lobstein A. Biflavones of Decussocarpus rospigliosii as phosphodiesterases inhibitors. Planta Med. 2007 Oct;73(12):1284-6. Epub 2007 Sep 24. PubMed PMID: 17893835. 4: Miura H, Kawano N. [Sequoiaflavone in the leaves of Sequoia sempervirens and Cunninghamia lanceolata var. Konishii and its formation by partial demethylation]. Yakugaku Zasshi. 1968 Nov;88(11):1489-91. Japanese. PubMed PMID: 5752247. 5: Saponara R, Bosisio E. Inhibition of cAMP-phosphodiesterase by biflavones of Ginkgo biloba in rat adipose tissue. J Nat Prod. 1998 Nov;61(11):1386-7. PubMed PMID: 9834158. 6: Dell'Agli M, Galli GV, Bosisio E. Inhibition of cGMP-phosphodiesterase-5 by biflavones of Ginkgo biloba. Planta Med. 2006 Apr;72(5):468-70. PubMed PMID: 16557462. 7: Pattamadilok D, Suttisri R. Seco-terpenoids and other constituents from Elateriospermum tapos. J Nat Prod. 2008 Feb;71(2):292-4. doi: 10.1021/np070629g. Epub 2008 Jan 8. PubMed PMID: 18179177. 8: Li SH, Zhang HJ, Niu XM, Yao P, Sun HD, Fong HH. Chemical constituents from Amentotaxus yunnanensis and Torreyayunnanensis. J Nat Prod. 2003 Jul;66(7):1002-5. PubMed PMID: 12880325. 9: Dell'Agli M, Bosisio E. Biflavones of Ginkgo biloba stimulate lipolysis in 3T3-L1 adipocytes. Planta Med. 2002 Jan;68(1):76-9. PubMed PMID: 11842336. 10: Njock GBB, Grougnet R, Efstathiou A, Smirlis D, Genta-Jouve G, Michel S, Mbing JN, Kritsanida M. A Nitrile Glucoside and Biflavones from the Leaves of Campylospermum excavatum (Ochnaceae). Chem Biodivers. 2017 Nov;14(11). doi: 10.1002/cbdv.201700241. Epub 2017 Oct 21. PubMed PMID: 28695668.