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MedKoo Cat#: 584621 | Name: Lucidone

Description:

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

Lucidone is a compound with antiinflammatory activity from fruits of Lindera erythrocarpa.

Chemical Structure

Lucidone
Lucidone
CAS#19956-53-7

Theoretical Analysis

MedKoo Cat#: 584621

Name: Lucidone

CAS#: 19956-53-7

Chemical Formula: C15H12O4

Exact Mass: 256.0736

Molecular Weight: 256.26

Elemental Analysis: C, 70.31; H, 4.72; O, 24.97

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
Lucidone
IUPAC/Chemical Name
4-Cyclopentene-1,3-dione, 2-(1-hydroxy-3-phenyl-2-propenylidene)-4-methoxy-, (Z,E)-
InChi Key
WVXIJNYYNKDLPE-UWWXTLEHSA-N
InChi Code
InChI=1S/C15H12O4/c1-19-13-9-12(17)14(15(13)18)11(16)8-7-10-5-3-2-4-6-10/h2-9,16H,1H3/b8-7+,14-11-
SMILES Code
O=C1/C(C(C(OC)=C1)=O)=C(O)\C=C\C2=CC=CC=C2
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 256.26 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: Chen WC, Wang SY, Chiu CC, Tseng CK, Lin CK, Wang HC, Lee JC. Lucidone suppresses hepatitis C virus replication by Nrf2-mediated heme oxygenase-1 induction. Antimicrob Agents Chemother. 2013 Mar;57(3):1180-91. doi: 10.1128/AAC.02053-12. Epub 2012 Dec 17. PubMed PMID: 23254429; PubMed Central PMCID: PMC3591928. 2: Kumar KJ, Yang HL, Tsai YC, Hung PC, Chang SH, Lo HW, Shen PC, Chen SC, Wang HM, Wang SY, Chou CW, Hseu YC. Lucidone protects human skin keratinocytes against free radical-induced oxidative damage and inflammation through the up-regulation of HO-1/Nrf2 antioxidant genes and down-regulation of NF-κB signaling pathway. Food Chem Toxicol. 2013 Sep;59:55-66. doi: 10.1016/j.fct.2013.04.055. Epub 2013 May 24. PubMed PMID: 23712098. 3: Hsieh YH, Wang SY. Lucidone from Lindera erythrocarpa Makino fruits suppresses adipogenesis in 3T3-L1 cells and attenuates obesity and consequent metabolic disorders in high-fat diet C57BL/6 mice. Phytomedicine. 2013 Mar 15;20(5):394-400. doi: 10.1016/j.phymed.2012.11.007. Epub 2012 Dec 21. PubMed PMID: 23265843. 4: Senthil Kumar KJ, Liao JW, Xiao JH, Gokila Vani M, Wang SY. Hepatoprotective effect of lucidone against alcohol-induced oxidative stress in human hepatic HepG2 cells through the up-regulation of HO-1/Nrf-2 antioxidant genes. Toxicol In Vitro. 2012 Aug;26(5):700-8. doi: 10.1016/j.tiv.2012.03.012. Epub 2012 Mar 30. PubMed PMID: 22484158. 5: Cui Y, Wu J, Jung SC, Kim GO, Kyeong Ko R, Lee HJ, Yoo ES, Kang HK, Suk K, Eun SY. Neuroprotective effect of methyl lucidone against microglia-mediated neurotoxicity. Eur J Pharmacol. 2012 Sep 5;690(1-3):4-12. doi: 10.1016/j.ejphar.2012.05.041. Epub 2012 Jun 7. PubMed PMID: 22683871. 6: Kumar KJ, Yang JC, Chu FH, Chang ST, Wang SY. Lucidone, a novel melanin inhibitor from the fruit of Lindera erythrocarpa Makino. Phytother Res. 2010 Aug;24(8):1158-65. doi: 10.1002/ptr.3018. PubMed PMID: 20077436. 7: Senthil Kumar KJ, Wang SY. Lucidone inhibits iNOS and COX-2 expression in LPS-induced RAW 264.7 murine macrophage cells via NF-kappaB and MAPKs signaling pathways. Planta Med. 2009 Apr;75(5):494-500. doi: 10.1055/s-0029-1185309. Epub 2009 Feb 4. PubMed PMID: 19194838. 8: Senthil Kumar KJ, Hsieh HW, Wang SY. Anti-inflammatory effect of lucidone in mice via inhibition of NF-kappaB/MAP kinase pathway. Int Immunopharmacol. 2010 Apr;10(4):385-92. doi: 10.1016/j.intimp.2009.12.013. Epub 2010 Jan 15. PubMed PMID: 20079881. 9: Wang SY, Lan XY, Xiao JH, Yang JC, Kao YT, Chang ST. Antiinflammatory activity of Lindera erythrocarpa fruits. Phytother Res. 2008 Feb;22(2):213-6. PubMed PMID: 17726736. 10: Liu LY, Kang J, Wu CH, Li Y, Chen RY. [Triterpenoids from Ganoderma theaecolum]. Zhongguo Zhong Yao Za Zhi. 2016 Mar;41(6):1075-1080. doi: 10.4268/cjcmm20160617. Chinese. PubMed PMID: 28875673. 11: Chen XQ, Chen LX, Zhao J, Tang YP, Li SP. Nortriterpenoids from the Fruiting Bodies of the Mushroom Ganoderma resinaceum. Molecules. 2017 Jun 28;22(7). pii: E1073. doi: 10.3390/molecules22071073. PubMed PMID: 28657576. 12: Yang HL, Tsai YC, Korivi M, Chang CT, Hseu YC. Lucidone Promotes the Cutaneous Wound Healing Process via Activation of the PI(3)K/AKT, Wnt/β-catenin and NF-κB Signaling Pathways. Biochim Biophys Acta Mol Cell Res. 2017 Jan;1864(1):151-168. doi: 10.1016/j.bbamcr.2016.10.021. Epub 2016 Nov 2. PubMed PMID: 27816443. 13: Peng XR, Liu JQ, Han ZH, Yuan XX, Luo HR, Qiu MH. Protective effects of triterpenoids from Ganoderma resinaceum on H₂O₂-induced toxicity in HepG2 cells. Food Chem. 2013 Nov 15;141(2):920-6. doi: 10.1016/j.foodchem.2013.03.071. Epub 2013 Mar 27. PubMed PMID: 23790868. 14: Zhang SS, Ma QY, Huang SZ, Dai HF, Guo ZK, Yu ZF, Zhao YX. Lanostanoids with acetylcholinesterase inhibitory activity from the mushroom Haddowia longipes. Phytochemistry. 2015 Feb;110:133-9. doi: 10.1016/j.phytochem.2014.12.012. Epub 2015 Jan 7. PubMed PMID: 25577284. 15: Sevcíková Z, Pour M, Novák D, Ulrichová J, Vacek J. Chemical properties and biological activities of cyclopentenediones: a review. Mini Rev Med Chem. 2014 Apr;14(4):322-31. Review. PubMed PMID: 24605879. 16: Liu C, Li BM, Kang J, Wang HQ, Chen RY. [A new terpenoid from Ganoderma lucidum]. Yao Xue Xue Bao. 2013 Sep;48(9):1450-2. Chinese. PubMed PMID: 24358779. 17: Chen WC, Tseng CK, Lin CK, Wang SN, Wang WH, Hsu SH, Wu YH, Hung LC, Chen YH, Lee JC. Lucidone suppresses dengue viral replication through the induction of heme oxygenase-1. Virulence. 2018 Jan 1;9(1):588-603. doi: 10.1080/21505594.2017.1421893. PubMed PMID: 29338543; PubMed Central PMCID: PMC5955471. 18: Oh HM, Choi SK, Lee JM, Lee SK, Kim HY, Han DC, Kim HM, Son KH, Kwon BM. Cyclopentenediones, inhibitors of farnesyl protein transferase and anti-tumor compounds, isolated from the fruit of Lindera erythrocarpa Makino. Bioorg Med Chem. 2005 Nov 15;13(22):6182-7. Epub 2005 Aug 1. PubMed PMID: 16055336. 19: Shin SW, Jeon JH, Jeong SA, Kim JA, Park DS, Shin Y, Oh HW. A plant diterpene counteracts juvenile hormone-mediated gene regulation during Drosophila melanogaster larval development. PLoS One. 2018 Jul 16;13(7):e0200706. doi: 10.1371/journal.pone.0200706. eCollection 2018. PubMed PMID: 30011330; PubMed Central PMCID: PMC6047816.