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MedKoo Cat#: 463024 | Name: Amorphadiene

Description:

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

Amorphadiene is a natural product involved in the biosynthesis of the antimalarial drug artemisinin.

Chemical Structure

Amorphadiene
Amorphadiene
CAS#92692-39-2

Theoretical Analysis

MedKoo Cat#: 463024

Name: Amorphadiene

CAS#: 92692-39-2

Chemical Formula: C15H24

Exact Mass: 204.1878

Molecular Weight: 204.36

Elemental Analysis: C, 88.16; H, 11.84

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
Amorpha-4,11-diene;
IUPAC/Chemical Name
(1R,4R,4aS,8aR)-4,7-dimethyl-1-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,8a-octahydronaphthalene
InChi Key
HMTAHNDPLDKYJT-CBBWQLFWSA-N
InChi Code
InChI=1S/C15H24/c1-10(2)13-8-6-12(4)14-7-5-11(3)9-15(13)14/h9,12-15H,1,5-8H2,2-4H3/t12-,13+,14+,15-/m1/s1
SMILES Code
C[C@@H]1CC[C@@H](C(C)=C)[C@H]2C=C(CC[C@@H]12)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

Preparing Stock Solutions

The following data is based on the product molecular weight 204.36 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: Orsi E, Mougiakos I, Post W, Beekwilder J, Dompè M, Eggink G, van der Oost J, Kengen SWM, Weusthuis RA. Growth-uncoupled isoprenoid synthesis in Rhodobacter sphaeroides. Biotechnol Biofuels. 2020 Jul 13;13:123. doi: 10.1186/s13068-020-01765-1. PMID: 32684976; PMCID: PMC7359475. 2: Elfahmi E, Cahyani FM, Kristianti T, Suhandono S. Transformation of Amorphadiene Synthase and Antisilencing P19 Genes into Artemisia annua L. and its Effect on Antimalarial Artemisinin Production. Adv Pharm Bull. 2020 Jul;10(3):464-471. doi: 10.34172/apb.2020.057. Epub 2020 May 11. PMID: 32665907; PMCID: PMC7335994. 3: Schwertz G, Zanetti A, de Oliveira MN, Fernandez MAG, Amara Z, Cossy J. Chemo- and Diastereoselective Hydrosilylation of Amorphadiene toward the Synthesis of Artemisinin. J Org Chem. 2020 Aug 7;85(15):9607-9613. doi: 10.1021/acs.joc.0c00617. Epub 2020 Jul 9. PMID: 32643937; PMCID: PMC7418106. 4: Mishra S, Pandey P, Dubey AP, Zehra A, Chanotiya CS, Tripathi AK, Mishra MN. Engineering a Carotenoid-Overproducing Strain of Azospirillum brasilense for Heterologous Production of Geraniol and Amorphadiene. Appl Environ Microbiol. 2020 Aug 18;86(17):e00414-20. doi: 10.1128/AEM.00414-20. PMID: 32591387; PMCID: PMC7440786. 5: Fu X, He Y, Li L, Zhao L, Wang Y, Qian H, Sun X, Tang K, Zhao J. Overexpression of blue light receptor AaCRY1 improves artemisinin content in Artemisia annua L. . Biotechnol Appl Biochem. 2020 Apr 27. doi: 10.1002/bab.1931. Epub ahead of print. PMID: 32339306. 6: Elsherbini M, Huynh F, Dunbabin A, Allemann RK, Wirth T. Selective Hydroboration-Oxidation of Terminal Alkenes under Flow Conditions. Chemistry. 2020 Apr 24. doi: 10.1002/chem.202001650. Epub ahead of print. PMID: 32329919. 7: Firsov A, Mitiouchkina T, Shaloiko L, Pushin A, Vainstein A, Dolgov S. Agrobacterium-Mediated Transformation of Chrysanthemum with Artemisinin Biosynthesis Pathway Genes. Plants (Basel). 2020 Apr 21;9(4):537. doi: 10.3390/plants9040537. PMID: 32326167; PMCID: PMC7238074. 8: Zeng BX, Yao MD, Wang Y, Xiao WH, Yuan YJ. Metabolic Engineering of Saccharomyces cerevisiae for Enhanced Dihydroartemisinic Acid Production. Front Bioeng Biotechnol. 2020 Mar 17;8:152. doi: 10.3389/fbioe.2020.00152. PMID: 32258005; PMCID: PMC7090239. 9: Orsi E, Beekwilder J, van Gelder D, van Houwelingen A, Eggink G, Kengen SWM, Weusthuis RA. Functional replacement of isoprenoid pathways in Rhodobacter sphaeroides. Microb Biotechnol. 2020 Jul;13(4):1082-1093. doi: 10.1111/1751-7915.13562. Epub 2020 Mar 24. PMID: 32207882; PMCID: PMC7264872. 10: Marsafari M, Xu P. Debottlenecking mevalonate pathway for antimalarial drug precursor amorphadiene biosynthesis in Yarrowia lipolytica. Metab Eng Commun. 2020 Jan 2;10:e00121. doi: 10.1016/j.mec.2019.e00121. PMID: 31956504; PMCID: PMC6957783. 11: Orsi E, Beekwilder J, Peek S, Eggink G, Kengen SWM, Weusthuis RA. Metabolic flux ratio analysis by parallel 13C labeling of isoprenoid biosynthesis in Rhodobacter sphaeroides. Metab Eng. 2020 Jan;57:228-238. doi: 10.1016/j.ymben.2019.12.004. Epub 2019 Dec 13. PMID: 31843486. 12: Ikram NKK, Kashkooli AB, Peramuna A, Krol ARV, Bouwmeester H, Simonsen HT. Insights into Heterologous Biosynthesis of Arteannuin B and Artemisinin in Physcomitrella patens. Molecules. 2019 Oct 23;24(21):3822. doi: 10.3390/molecules24213822. PMID: 31652784; PMCID: PMC6864739. 13: Demiray M, Miller DJ, Allemann RK. Harnessing enzyme plasticity for the synthesis of oxygenated sesquiterpenoids. Beilstein J Org Chem. 2019 Sep 17;15:2184-2190. doi: 10.3762/bjoc.15.215. PMID: 31598175; PMCID: PMC6774066. 14: Lopes EM, Guimarães-Dias F, Gama TDSS, Macedo AL, Valverde AL, de Moraes MC, de Aguiar-Dias ACA, Bizzo HR, Alves-Ferreira M, Tavares ES, Macedo AF. Artemisia annua L. and photoresponse: from artemisinin accumulation, volatile profile and anatomical modifications to gene expression. Plant Cell Rep. 2020 Jan;39(1):101-117. doi: 10.1007/s00299-019-02476-0. Epub 2019 Oct 1. PMID: 31576412. 15: Kayani SI, Shen Q, Ma Y, Fu X, Xie L, Zhong Y, Tiantian C, Pan Q, Li L, Rahman SU, Sun X, Tang K. The YABBY Family Transcription Factor AaYABBY5 Directly Targets Cytochrome P450 Monooxygenase (CYP71AV1) and Double-Bond Reductase 2 (DBR2) Involved in Artemisinin Biosynthesis in Artemisia Annua. Front Plant Sci. 2019 Sep 10;10:1084. doi: 10.3389/fpls.2019.01084. PMID: 31552076; PMCID: PMC6746943. 16: Nguyen TD, Kwon M, Kim SU, Fischer C, Ro DK. Catalytic Plasticity of Germacrene A Oxidase Underlies Sesquiterpene Lactone Diversification. Plant Physiol. 2019 Nov;181(3):945-960. doi: 10.1104/pp.19.00629. Epub 2019 Sep 18. PMID: 31534022; PMCID: PMC6836840. 17: Kwak S, Yun EJ, Lane S, Oh EJ, Kim KH, Jin YS. Redirection of the Glycolytic Flux Enhances Isoprenoid Production in Saccharomyces cerevisiae. Biotechnol J. 2020 Feb;15(2):e1900173. doi: 10.1002/biot.201900173. Epub 2019 Sep 17. PMID: 31466140. 18: Czechowski T, Rinaldi MA, Famodimu MT, Van Veelen M, Larson TR, Winzer T, Rathbone DA, Harvey D, Horrocks P, Graham IA. Flavonoid Versus Artemisinin Anti- malarial Activity in Artemisia annua Whole-Leaf Extracts. Front Plant Sci. 2019 Jul 30;10:984. doi: 10.3389/fpls.2019.00984. PMID: 31417596; PMCID: PMC6683762. 19: Shukal S, Chen X, Zhang C. Systematic engineering for high-yield production of viridiflorol and amorphadiene in auxotrophic Escherichia coli. Metab Eng. 2019 Sep;55:170-178. doi: 10.1016/j.ymben.2019.07.007. Epub 2019 Jul 19. PMID: 31326469. 20: Orsi E, Folch PL, Monje-López VT, Fernhout BM, Turcato A, Kengen SWM, Eggink G, Weusthuis RA. Characterization of heterotrophic growth and sesquiterpene production by Rhodobacter sphaeroides on a defined medium. J Ind Microbiol Biotechnol. 2019 Aug;46(8):1179-1190. doi: 10.1007/s10295-019-02201-6. Epub 2019 Jun 11. PMID: 31187318; PMCID: PMC6697705.