Yuanhuadine | CAS#76402-66-9

MedKoo Cat#: 341277 | Name: Yuanhuadine

Description:

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

Yuanhuadine is a biochemical.

Chemical Structure

Yuanhuadine

CAS#76402-66-9

Theoretical Analysis

MedKoo Cat#: 341277

Name: Yuanhuadine

CAS#: 76402-66-9

Chemical Formula: C32H42O10

Exact Mass: 586.2778

Molecular Weight: 586.68

Elemental Analysis: C, 65.51; H, 7.22; O, 27.27

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

Yuanhuadine;

IUPAC/Chemical Name

Simplexin, 12-(acetyloxy)-22,23,24,25-tetradehydro-, (12-beta,22E,24E)-

InChi Key

NHELFTYSELEEFD-DDRSGVFGSA-N

InChi Code

InChI=1S/C32H42O10/c1-7-8-9-10-11-12-13-14-29-40-26-22-25-28(16-33,39-25)27(36)30(37)21(15-18(4)23(30)35)32(22,42-29)19(5)24(38-20(6)34)31(26,41-29)17(2)3/h11-15,19,21-22,24-27,33,36-37H,2,7-10,16H2,1,3-6H3/b12-11+,14-13+/t19-,21+,22+,24+,25-,26+,27-,28+,29-,30+,31+,32-/m1/s1

SMILES Code

O=C1C(C)=C[C@@H]2[C@@]3(O[C@@]4(/C=C/C=C/CCCCC)O[C@@](C(C)=C)([C@H]([C@H]3C)OC(C)=O)[C@H]5O4)[C@H]5[C@@H](O6)[C@@]6(CO)[C@@H](O)[C@@]12O

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 586.68 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: Han BS, Minh NV, Choi HY, Byun JS, Kim WG. Daphnane and Phorbol Diterpenes, Anti-neuroinflammatory Compounds with Nurr1 Activation from the Roots and Stems of Daphne genkwa. Biol Pharm Bull. 2017;40(12):2205-2211. doi: 10.1248/bpb.b17-00641. PubMed PMID: 29199243. 2: Bae SY, Park HJ, Hong JY, Lee HJ, Lee SK. Down-regulation of SerpinB2 is associated with gefitinib resistance in non-small cell lung cancer and enhances invadopodia-like structure protrusions. Sci Rep. 2016 Aug 25;6:32258. doi: 10.1038/srep32258. PubMed PMID: 27558531; PubMed Central PMCID: PMC4997607. 3: Bae SY, Hong JY, Lee HJ, Park HJ, Lee SK. Targeting the degradation of AXL receptor tyrosine kinase to overcome resistance in gefitinib-resistant non-small cell lung cancer. Oncotarget. 2015 Apr 30;6(12):10146-60. PubMed PMID: 25760142; PubMed Central PMCID: PMC4496346. 4: Bang KK, Yun CY, Lee C, Jin Q, Lee JW, Jung SH, Lee D, Lee MK, Hong JT, Kim Y, Hwang BY. Melanogenesis inhibitory daphnane diterpenoids from the flower buds of Daphne genkwa. Bioorg Med Chem Lett. 2013 Jun 1;23(11):3334-7. doi: 10.1016/j.bmcl.2013.03.096. Epub 2013 Apr 4. PubMed PMID: 23623417. 5: Chen YY, Qian DW, Shang EX, Qian YF, Liu P, Su SL, Guo JM, Tang YP, Duan JA. [The incompatibility mechanism based on the interaction of multiple-components for Flos Genkwa and Radix et Rhizoma Glycyrrhizae]. Yao Xue Xue Bao. 2012 Aug;47(8):1043-8. Chinese. PubMed PMID: 23162902. 6: Hong JY, Chung HJ, Lee HJ, Park HJ, Lee SK. Growth inhibition of human lung cancer cells via down-regulation of epidermal growth factor receptor signaling by yuanhuadine, a daphnane diterpene from Daphne genkwa. J Nat Prod. 2011 Oct 28;74(10):2102-8. doi: 10.1021/np2003512. Epub 2011 Sep 14. PubMed PMID: 21916433. 7: Hong JY, Nam JW, Seo EK, Lee SK. Daphnane diterpene esters with anti-proliferative activities against human lung cancer cells from Daphne genkwa. Chem Pharm Bull (Tokyo). 2010 Feb;58(2):234-7. PubMed PMID: 20118586. 8: Zhang S, Zhang F, Li X, Dong W, Wen L, Wang S. Evaluation of Daphne genkwa diterpenes: fingerprint and quantitative analysis by high performance liquid chromatography. Phytochem Anal. 2007 Mar-Apr;18(2):91-7. PubMed PMID: 17439007. 9: Zhang S, Li X, Zhang F, Yang P, Gao X, Song Q. Preparation of yuanhuacine and relative daphne diterpene esters from Daphne genkwa and structure-activity relationship of potent inhibitory activity against DNA topoisomerase I. Bioorg Med Chem. 2006 Jun 1;14(11):3888-95. Epub 2006 Feb 20. PubMed PMID: 16488610. 10: Ding GS. Important Chinese herbal remedies. Clin Ther. 1987;9(4):345-57. PubMed PMID: 3607815. 11: Wang QW. [Clinico-pathologic study on the action of yuanhuadine in mid-trimester abortion]. Zhonghua Fu Chan Ke Za Zhi. 1983 Jul;18(3):154-6. Chinese. PubMed PMID: 6653195.

View History

Description:

Chemical Structure

Theoretical Analysis

Price and Availability

Preparing Stock Solutions

View History

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