Arnicolide D | CAS# 34532-68-8 | Anticancer activity

MedKoo Cat#: 112193 | Name: Arnicolide D

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Description:

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

Arnicolide D has anticancer activity and inhibits the proliferation of MDA-MB-231, MDA-MB-468, and MCF-7 human breast cancer cells.

Chemical Structure

Arnicolide D

CAS# 34532-68-8

Theoretical Analysis

MedKoo Cat#: 112193

Name: Arnicolide D

CAS#: 34532-68-8

Chemical Formula: C19H24O5

Exact Mass: 332.1624

Molecular Weight: 332.40

Elemental Analysis: C, 68.66; H, 7.28; O, 24.07

Price and Availability

Size	Price	Availability	Quantity
1mg	USD 350.00	2 Weeks
5mg	USD 850.00	2 Weeks

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Related CAS #

No Data

Synonym

Arnicolide D; ARD

IUPAC/Chemical Name

(3S,3aR,4S,4aR,7aR,8R,9aR)-3,4a,8-trimethyl-2,5-dioxo-2,3,3a,4,4a,5,7a,8,9,9a-decahydroazuleno[6,5-b]furan-4-yl methacrylate

InChi Key

NZESEVTYUVXOTC-APDQSUQKSA-N

InChi Code

InChI=1S/C19H24O5/c1-9(2)17(21)24-16-15-11(4)18(22)23-13(15)8-10(3)12-6-7-14(20)19(12,16)5/h6-7,10-13,15-16H,1,8H2,2-5H3/t10-,11+,12+,13-,15-,16+,19+/m1/s1

SMILES Code

CC(C(O[C@H]1[C@]2([C@@]([H])(C[C@@H](C)[C@]3([C@@]1(C)C(C=C3)=O)[H])OC([C@H]2C)=O)[H])=O)=C

Appearance

To be determined

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

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

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 332.40 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: Wen W, Jin K, Che Y, Du LY, Wang LN. Arnicolide D Inhibits Oxidative Stress- Induced Breast Cancer Cell Growth And Invasion Through Apoptosis, Ferroptosis, And Parthanatos. Anticancer Agents Med Chem. 2022 Dec 8. doi: 10.2174/1871520623666221208102021. Epub ahead of print. PMID: 36503456. 2: Zhu P, Zheng Z, Fu X, Li J, Yin C, Chou J, Wang Y, Liu Y, Chen Y, Bai J, Wu J, Chen S, Yu ZL. Arnicolide D exerts anti-melanoma effects and inhibits the NF- κB pathway. Phytomedicine. 2019 Nov;64:153065. doi: 10.1016/j.phymed.2019.153065. Epub 2019 Aug 2. PMID: 31408803. 3: Liu R, Dow Chan B, Mok DK, Lee CS, Tai WC, Chen S. Arnicolide D, from the herb Centipeda minima, Is a Therapeutic Candidate against Nasopharyngeal Carcinoma. Molecules. 2019 May 17;24(10):1908. doi: 10.3390/molecules24101908. PMID: 31108969; PMCID: PMC6571971. 4: Qu Z, Lin Y, Mok DK, Bian Q, Tai WC, Chen S. Arnicolide D Inhibits Triple Negative Breast Cancer Cell Proliferation by Suppression of Akt/mTOR and STAT3 Signaling Pathways. Int J Med Sci. 2020 Jun 15;17(11):1482-1490. doi: 10.7150/ijms.46925. PMID: 32669950; PMCID: PMC7359397. 5: Yao J, Shen Q, Huang M, Ding M, Guo Y, Chen W, Lin Y, Zheng Y, Yu S, Yan W, Su T, Liu Z, Lu L. Screening tumor specificity targeted by arnicolide D, the active compound of Centipeda minima and molecular mechanism underlying by integrative pharmacology. J Ethnopharmacol. 2022 Jan 10;282:114583. doi: 10.1016/j.jep.2021.114583. Epub 2021 Sep 4. PMID: 34487850. 6: Huang X, Awano Y, Maeda E, Asada Y, Takemoto H, Watanabe T, Kojima-Yuasa A, Kobayashi Y. Cytotoxic activity of two natural sesquiterpene lactones, isobutyroylplenolin and arnicolide D, on human colon cancer cell line HT-29. Nat Prod Res. 2014;28(12):914-6. doi: 10.1080/14786419.2014.889133. Epub 2014 Mar 3. PMID: 24588282. 7: Chan CO, Xie XJ, Wan SW, Zhou GL, Yuen AC, Mok DK, Chen SB. Qualitative and quantitative analysis of sesquiterpene lactones in Centipeda minima by UPLC- Orbitrap-MS & UPLC-QQQ-MS. J Pharm Biomed Anal. 2019 Sep 10;174:360-366. doi: 10.1016/j.jpba.2019.05.067. Epub 2019 May 30. PMID: 31202878. 8: Huang DN, Wang S, Sooranna SR, Miao JH. The Efficacy of Natural Bioactive Compounds for the Treatment of Nasopharyngeal Carcinoma. Mini Rev Med Chem. 2021;21(13):1679-1691. doi: 10.2174/1389557521666210105113831. PMID: 33402084. 9: Liu YQ, Zhou GB. Promising anticancer activities and mechanisms of action of active compounds from the medicinal herb Centipeda minima (L.) A. Braun & Asch. Phytomedicine. 2022 Nov;106:154397. doi: 10.1016/j.phymed.2022.154397. Epub 2022 Aug 19. Erratum in: Phytomedicine. 2023 Jan;108:154472. PMID: 36084403. 10: Liu M, Zhao X, Ma Z, Qiu Z, Sun L, Wang M, Ren X, Deng Y. Discovery of potential Q-marker of traditional Chinese medicine based on chemical profiling, chemometrics, network pharmacology, and molecular docking: Centipeda minima as an example. Phytochem Anal. 2022 Dec;33(8):1225-1234. doi: 10.1002/pca.3173. Epub 2022 Sep 18. PMID: 36117130. 11: Ma Y, Kim BH, Yun SK, Roh YS. Centipeda minima Extract Inhibits Inflammation and Cell Proliferation by Regulating JAK/STAT Signaling in Macrophages and Keratinocytes. Molecules. 2023 Feb 11;28(4):1723. doi: 10.3390/molecules28041723. PMID: 36838711; PMCID: PMC9963638. 12: Pu S, Guo Y, Gao W. [Chemical constituents from Centipeda minima]. Zhongguo Zhong Yao Za Zhi. 2009 Jun;34(12):1520-2. Chinese. PMID: 19777837. 13: Wang YJ, Wang XY, Hao XY, Yan YM, Hong M, Wei SF, Zhou YL, Wang Q, Cheng YX, Liu YQ. Ethanol Extract of Centipeda minima Exerts Antioxidant and Neuroprotective Effects via Activation of the Nrf2 Signaling Pathway. Oxid Med Cell Longev. 2019 Apr 3;2019:9421037. doi: 10.1155/2019/9421037. PMID: 31139305; PMCID: PMC6470452.