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MedKoo Cat#: 598860 | Name: Senkyunolide I

Description:

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

Senkyunolide I has antioxidant and anti-migraine activities; isolated from Ligusticum chuanxiong.

Chemical Structure

Senkyunolide I
CAS#94596-28-8

Theoretical Analysis

MedKoo Cat#: 598860

Name: Senkyunolide I

CAS#: 94596-28-8

Chemical Formula: C12H16O4

Exact Mass: 224.1049

Molecular Weight: 224.25

Elemental Analysis: C, 64.27; H, 7.19; O, 28.54

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 #
No Data
Synonym
Senkyunolide I; Ligustilidiol, (Z)-; Trans-6,7-dihydroxyligustilide; Ligustilidiol;
IUPAC/Chemical Name
(6R,7R,Z)-3-butylidene-6,7-dihydroxy-4,5,6,7-tetrahydroisobenzofuran-1(3H)-one
InChi Key
DQNGMIQSXNGHOA-BVVGKJRVSA-N
InChi Code
InChI=1S/C12H16O4/c1-2-3-4-9-7-5-6-8(13)11(14)10(7)12(15)16-9/h4,8,11,13-14H,2-3,5-6H2,1H3/b9-4-/t8-,11+/m1/s1
SMILES Code
O=C1O/C(C2=C1[C@@H](O)[C@H](O)CC2)=C\CCC
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 224.25 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: Xiong YK, Liang S, Hong YL, Yang XJ, Shen L, Du Y, Feng Y. [Preparation of ferulic acid, senkyunolide I and senkyunolide H from Ligusticum chuanxiong by preparative HPLC]. Zhongguo Zhong Yao Za Zhi. 2013 Jun;38(12):1947-50. Chinese. PubMed PMID: 24066590. 2: Xiong YK, Lin X, Liang S, Hong YL, Shen L, Feng Y. Identification of senkyunolide I metabolites in rats using ultra performance liquid chromatography/quadrupole-time-of-flight tandem mass spectrometry. J Pharm Biomed Anal. 2013 Jul-Aug;81-82:178-86. doi: 10.1016/j.jpba.2013.04.012. Epub 2013 Apr 19. PubMed PMID: 23666254. 3: Zhao X, Ma T, Zhang C, Shi S, Cui S, Bi K, Jia Y. Simultaneous determination of senkyunolide I and senkyunolide H in rat plasma by LC-MS: application to a comparative pharmacokinetic study in normal and migrainous rats after oral administration of Chuanxiong Rhizoma extract. Biomed Chromatogr. 2015 Sep;29(9):1297-303. doi: 10.1002/bmc.3420. Epub 2015 Jan 26. PubMed PMID: 25620053. 4: Hu Y, Duan M, Liang S, Wang Y, Feng Y. Senkyunolide I protects rat brain against focal cerebral ischemia-reperfusion injury by up-regulating p-Erk1/2, Nrf2/HO-1 and inhibiting caspase 3. Brain Res. 2015 Apr 24;1605:39-48. doi: 10.1016/j.brainres.2015.02.015. Epub 2015 Feb 16. PubMed PMID: 25698615. 5: Huang X, Su S, Cui W, Liu P, Duan JA, Guo J, Li Z, Shang E, Qian D, Huang Z. Simultaneous determination of paeoniflorin, albiflorin, ferulic acid, tetrahydropalmatine, protopine, typhaneoside, senkyunolide I in Beagle dogs plasma by UPLC-MS/MS and its application to a pharmacokinetic study after Oral Administration of Shaofu Zhuyu Decoction. J Chromatogr B Analyt Technol Biomed Life Sci. 2014 Jul 1;962:75-81. doi: 10.1016/j.jchromb.2014.05.032. Epub 2014 May 24. PubMed PMID: 24907546. 6: Gao WJ, Wang X, Ma CJ, Dai RH, Bi KS, Chen XH. [Comparative study on pharmacokinetics of senkyunolide I after administration of simple recipe and compound recipe in rats]. Zhongguo Zhong Yao Za Zhi. 2013 Feb;38(3):427-31. Chinese. PubMed PMID: 23668023. 7: Wang YH, Hong YL, Feng Y, Xu DS, Liang S, Lin X, Shen L. Comparative pharmacokinetics of senkyunolide I in a rat model of migraine versus normal controls. Eur J Drug Metab Pharmacokinet. 2012 Jun;37(2):91-7. doi: 10.1007/s13318-011-0073-6. Epub 2012 Feb 10. PubMed PMID: 22322984. 8: Wang YH, Liang S, Xu DS, Lin X, He CY, Feng Y, Hong YL. Effect and mechanism of senkyunolide I as an anti-migraine compound from Ligusticum chuanxiong. J Pharm Pharmacol. 2011 Feb;63(2):261-6. doi: 10.1111/j.2042-7158.2010.01191.x. PubMed PMID: 21235591. 9: Hu YY, Wang Y, Liang S, Yu XL, Zhang L, Feng LY, Feng Y. Senkyunolide I attenuates oxygen-glucose deprivation/reoxygenation-induced inflammation in microglial cells. Brain Res. 2016 Oct 15;1649(Pt A):123-131. doi: 10.1016/j.brainres.2016.08.012. Epub 2016 Aug 11. PubMed PMID: 27524398. 10: Wei Y, Hu J, Li H, Liu J. Preparative isolation and purification of senkyunolide-I, senkyunolide-H and ferulic acid from Rhizoma Chuanxiong using counter-current chromatography. J Sep Sci. 2011 Dec;34(23):3426-32. doi: 10.1002/jssc.201100547. Epub 2011 Nov 3. PubMed PMID: 22052814. 11: He CY, Wang S, Feng Y, Liang S, Lin X, Xu DS, Ruan KF. Pharmacokinetics, tissue distribution and metabolism of senkyunolide I, a major bioactive component in Ligusticum chuanxiong Hort. (Umbelliferae). J Ethnopharmacol. 2012 Aug 1;142(3):706-13. doi: 10.1016/j.jep.2012.05.047. Epub 2012 Jun 2. PubMed PMID: 22668502. 12: Zhang X, Xu Q, Xiao H, Liang X. [Preparation of senkyunolide I by reversed-phase high performance liquid chromatography]. Se Pu. 2004 Jan;22(1):41-3. Chinese. PubMed PMID: 15712944. 13: Hu PY, Liu D, Zheng Q, Wu Q, Tang Y, Yang M. Elucidation of Transport Mechanism of Paeoniflorin and the Influence of Ligustilide, Senkyunolide I and Senkyunolide A on Paeoniflorin Transport through Mdck-Mdr1 Cells as Blood-Brain Barrier in Vitro Model. Molecules. 2016 Mar 2;21(3):300. doi: 10.3390/molecules21030300. PubMed PMID: 26950101. 14: Zhu M, Tang Y, Duan JA, Guo J, Guo S, Su S, Shang E, Qian D, Ding A. Roles of paeoniflorin and senkyunolide I in SiWu decoction on antiplatelet and anticoagulation activities. J Sep Sci. 2010 Nov;33(21):3335-40. doi: 10.1002/jssc.201000340. PubMed PMID: 20878657. 15: Ma Q, Ma C, Wu F, Xiong YK, Feng Y, Liang S. Preparation and structural determination of four metabolites of senkyunolide I in rats using ultra performance liquid chromatography/quadrupole-time-of-flight tandem mass and nuclear magnetic resonance spectra. BMC Complement Altern Med. 2016 Dec 5;16(1):504. PubMed PMID: 27919258; PubMed Central PMCID: PMC5139061. 16: Liu JL, Fan QJ, Zheng SL, Tan J, Zhou J, Yuan JC, Yang SM, Kong FL. [Quantitative determination of 5 active ingredients in different harvest periods of Ligusticum chuanxiong by HPLC]. Zhongguo Zhong Yao Za Zhi. 2014 May;39(9):1650-5. Chinese. PubMed PMID: 25095378. 17: Zhang XL, Liu LF, Zhu LY, Bai YJ, Mao Q, Li SL, Chen SL, Xu HX. A high performance liquid chromatography fingerprinting and ultra high performance liquid chromatography coupled with quadrupole time-of-flight mass spectrometry chemical profiling approach to rapidly find characteristic chemical markers for quality evaluation of dispensing granules, a case study on Chuanxiong Rhizoma. J Pharm Biomed Anal. 2014 Jan;88:391-400. doi: 10.1016/j.jpba.2013.09.023. Epub 2013 Oct 6. PubMed PMID: 24176743. 18: Hu LC, Wu X, Yang XD. [Optimization of supercritical fluid extraction of bioactive components in Ligusticum chuanxiong by orthogonal array design]. Zhongguo Zhong Yao Za Zhi. 2013 Oct;38(20):3484-8. Chinese. PubMed PMID: 24490558. 19: Liu Y, Luo ZQ, Lv BR, Zhao HY, Dong L. [Absorption and metabolism of Chuanxiong Rhizoma decoction with multi-component sequential metabolism method]. Zhongguo Zhong Yao Za Zhi. 2016 Apr;41(7):1178-1182. doi: 10.4268/cjcmm20160703. Chinese. PubMed PMID: 28879727. 20: Liu JL, Zheng SL, Fan QJ, Yuan JC, Yang SM, Kong FL. Optimization of high-pressure ultrasonic-assisted simultaneous extraction of six major constituents from Ligusticum chuanxiong rhizome using response surface methodology. Molecules. 2014 Feb 10;19(2):1887-911. doi: 10.3390/molecules19021887. PubMed PMID: 24518807.