Eudesmane | 473-11-0 | terpenes

MedKoo Cat#: 581704 | Name: Eudesmane

Description:

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

Eudesmane is a bicyclododecane terpenes.

Chemical Structure

Eudesmane

CAS#473-11-0

Theoretical Analysis

MedKoo Cat#: 581704

Name: Eudesmane

CAS#: 473-11-0

Chemical Formula: C15H28

Exact Mass: 208.2191

Molecular Weight: 208.39

Elemental Analysis: C, 86.46; H, 13.54

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

Eudesmane; Decahydro-1,4a-dimethyl-7(methylethyl)-naphthalene.

IUPAC/Chemical Name

(1R,4aS,7R,8aS)-7-isopropyl-1,4a-dimethyldecahydronaphthalene

InChi Key

DYEQPYSFRWUNNV-KBXIAJHMSA-N

InChi Code

InChI=1S/C15H28/c1-11(2)13-7-9-15(4)8-5-6-12(3)14(15)10-13/h11-14H,5-10H2,1-4H3/t12-,13-,14+,15+/m1/s1

SMILES Code

C1[C@H]([C@@H]2C[C@@H](CC[C@@]2(CC1)C)C(C)C)C

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

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 208.39 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: Yang P, Zhu W, Xu J, Liu W, Dong Z, Kikuchi T, Yamada T, Xie N, Feng F, Zhang J. Sesquiterpenoids and triterpenoids from Secamone lanceolata blume with inhibitory effects on nitric oxide production. Fitoterapia. 2018 Nov 27;133:5-11. doi: 10.1016/j.fitote.2018.11.016. [Epub ahead of print] PubMed PMID: 30496812. 2: Ma JH, Qi J, Liu FY, Lin SQ, Zhang CY, Xie WD, Zhang HY, Li X. Ivalin Inhibits Proliferation, Migration and Invasion by Suppressing Epithelial Mesenchymal Transition in Breast Cancer Cells. Nutr Cancer. 2018 Nov 21:1-9. doi: 10.1080/01635581.2018.1539185. [Epub ahead of print] PubMed PMID: 30463445. 3: Wen Q, Liu YP, Yan G, Yang S, Hu S, Hua J, Yin WQ, Chen GY, Fu YH. Bioactive Eudesmane sesquiterpenes from Artabotrys hongkongensis Hance. Nat Prod Res. 2018 Nov 17:1-7. doi: 10.1080/14786419.2018.1527834. [Epub ahead of print] PubMed PMID: 30449168. 4: Wu ZL, Wang Q, Wang JX, Dong HY, Xu XK, Shen YH, Li HL, Zhang WD. Vlasoulamine A, a Neuroprotective [3.2.2]Cyclazine Sesquiterpene Lactone Dimer from the Roots of Vladimiria souliei. Org Lett. 2018 Nov 13. doi: 10.1021/acs.orglett.8b03306. [Epub ahead of print] PubMed PMID: 30421929. 5: Oshima N, Yamashita T, Uchiyama N, Hyuga S, Hyuga M, Yang J, Hakamatsuka T, Hanawa T, Goda Y. Non-alkaloidal composition of Ephedra Herb is influenced by differences in habitats. J Nat Med. 2019 Jan;73(1):303-311. doi: 10.1007/s11418-018-1265-z. Epub 2018 Nov 7. PubMed PMID: 30406370. 6: Zhang Q, Ma L, Qu Z, Hou G, Wang Y, Wang C, Zhao F. Purification, characterization, crystal structure and NO production inhibitory activity of three new sesquiterpenoids from homalomena occulta. Acta Crystallogr C Struct Chem. 2018 Nov 1;74(Pt 11):1440-1446. doi: 10.1107/S2053229618013815. Epub 2018 Oct 23. PubMed PMID: 30398200. 7: Xiong J, Wang LJ, Qian J, Wang PP, Wang XJ, Ma GL, Zeng H, Li J, Hu JF. Structurally Diverse Sesquiterpenoids from the Endangered Ornamental Plant Michelia shiluensis. J Nat Prod. 2018 Oct 26;81(10):2195-2204. doi: 10.1021/acs.jnatprod.8b00386. Epub 2018 Oct 5. PubMed PMID: 30289713. 8: Xu HB, Yang TH, Xie P, Tang ZS, Song X, Xu HL, Li YH, Zhang DB, Liu YR, Liang YN, Zhang Y, Liu SJ, Wei SM, Sun C, Liu HB, Deng C, Wang W. LC-MS guided isolation of gracilistones A and B, a pair of diastereomeric sesquiterpenoids with an unusual tetrahydrofuran-fused tricyclic skeleton from Acanthopanax gracilistylus and their potential anti-inflammatory activities. Fitoterapia. 2018 Oct;130:265-271. doi: 10.1016/j.fitote.2018.09.012. Epub 2018 Sep 20. PubMed PMID: 30243779. 9: Moon PD, Han NR, Lee JS, Kim HY, Hong S, Kim HJ, Yoo MS, Kim HM, Jeong HJ. β-eudesmol inhibits thymic stromal lymphopoietin through blockade of caspase-1/NF-κB signal cascade in allergic rhinitis murine model. Chem Biol Interact. 2018 Oct 1;294:101-106. doi: 10.1016/j.cbi.2018.08.026. Epub 2018 Aug 24. PubMed PMID: 30148989. 10: Li X, Lu C, Liu S, Shuaishuai Liu, Su C, Xiao T, Bi Z, Sheng P, Huang M, Liu X, Wei Y, Zhao L, Miao S, Mao J, Huang K, Gao S, Liu N, Qi M, Liu T, Qin S, Wei L, Sun T, Ning W, Yang G, Zhou H, Yang C. Synthesis and discovery of a drug candidate for treatment of idiopathic pulmonary fibrosis through inhibition of TGF-β1 pathway. Eur J Med Chem. 2018 Sep 5;157:229-247. doi: 10.1016/j.ejmech.2018.07.074. Epub 2018 Aug 3. Erratum in: Eur J Med Chem. 2019 Feb 1;163:403. PubMed PMID: 30096654. 11: Tong YR, Su P, Guan HY, Hu TY, Chen JL, Zhang YF, Zhao YJ, Gao LH, Zhang XN, Huang LQ, Gao W. Eudesmane-type sesquiterpene diols directly synthesized by a sesquiterpene cyclase in Tripterygium wilfordii. Biochem J. 2018 Sep 5;475(17):2713-2725. doi: 10.1042/BCJ20180353. PubMed PMID: 30049895. 12: Liu J, Liu M, Wang S, He Y, Huo Y, Yang Z, Cao X. Alantolactone induces apoptosis and suppresses migration in MCF 7 human breast cancer cells via the p38 MAPK, NF κB and Nrf2 signaling pathways. Int J Mol Med. 2018 Oct;42(4):1847-1856. doi: 10.3892/ijmm.2018.3751. Epub 2018 Jul 4. PubMed PMID: 30015828; PubMed Central PMCID: PMC6108867. 13: Saito Y, Shiosaki Y, Fujiwara M, Mihara K, Nakamizo H, Otose K, Okamoto Y, Nakashima K, Hanai R, Kuroda C, Gong X, Matsuo Y, Tanaka T, Tori M. Eremophilanes from Ligularia hookeri Collected in China and Structural Revision of 3β-Acyloxyfuranoeremophilan-15,6-olide. Chem Pharm Bull (Tokyo). 2018;66(6):668-673. doi: 10.1248/cpb.c18-00191. PubMed PMID: 29863069. 14: Qiu L, Wang P, Liao G, Zeng Y, Cai C, Kong F, Guo Z, Proksch P, Dai H, Mei W. New Eudesmane-Type Sesquiterpenoids from the Mangrove-Derived Endophytic Fungus Penicillium sp. J-54. Mar Drugs. 2018 Mar 28;16(4). pii: E108. doi: 10.3390/md16040108. PubMed PMID: 29597304; PubMed Central PMCID: PMC5923395. 15: Liang J, Liu J, Brown R, Jia M, Zhou K, Peters RJ, Wang Q. Direct production of dihydroxylated sesquiterpenoids by a maize terpene synthase. Plant J. 2018 Jun;94(5):847-856. doi: 10.1111/tpj.13901. Epub 2018 Apr 17. PubMed PMID: 29570233; PubMed Central PMCID: PMC6020683. 16: Yang M, Zhao H, Ai H, Zhu H, Wang S, Bao Y, Li Y. Alantolactone suppresses APOC3 expression and alters lipid homeostasis in L02 liver cells. Eur J Pharmacol. 2018 Jun 5;828:60-66. doi: 10.1016/j.ejphar.2018.03.021. Epub 2018 Mar 16. PubMed PMID: 29555504. 17: Yang S, Li Z, Wang J, Ruan J, Zheng C, Huang P, Han L, Zhang Y, Wang T. Eudesmane-Type Sesquiterpene Glycosides from Dictamnus dasycarpus Turcz. Molecules. 2018 Mar 13;23(3). pii: E642. doi: 10.3390/molecules23030642. PubMed PMID: 29533968; PubMed Central PMCID: PMC6017781. 18: Kotawong K, Chaijaroenkul W, Muhamad P, Na-Bangchang K. Cytotoxic activities and effects of atractylodin and β-eudesmol on the cell cycle arrest and apoptosis on cholangiocarcinoma cell line. J Pharmacol Sci. 2018 Feb;136(2):51-56. doi: 10.1016/j.jphs.2017.09.033. Epub 2018 Jan 12. PubMed PMID: 29525035. 19: Ramseyer J, Thuerig B, De Mieri M, Schärer HJ, Oberhänsli T, Gupta MP, Tamm L, Hamburger M, Potterat O. Correction to Eudesmane Sesquiterpenes from Verbesina lanata with Inhibitory Activity against Grapevine Downy Mildew. J Nat Prod. 2018 Apr 27;81(4):1130. doi: 10.1021/acs.jnatprod.8b00140. Epub 2018 Feb 16. PubMed PMID: 29451791. 20: Liu F, Dong B, Yang X, Yang Y, Zhang J, Jin DQ, Ohizumi Y, Lee D, Xu J, Guo Y. NO inhibitors function as potential anti-neuroinflammatory agents for AD from the flowers of Inula japonica. Bioorg Chem. 2018 Apr;77:168-175. doi: 10.1016/j.bioorg.2018.01.009. Epub 2018 Jan 4. PubMed PMID: 29421695.