MedKoo Cat#: 462897 | Name: Ambroxide

Description:

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

Ambroxide is a naturally occurring terpenoid and one of the key constituents responsible for the odor of ambergris. It is an autoxidation product of ambrein.

Chemical Structure

Ambroxide
Ambroxide
CAS#6790-58-5

Theoretical Analysis

MedKoo Cat#: 462897

Name: Ambroxide

CAS#: 6790-58-5

Chemical Formula: C16H28O

Exact Mass: 236.2140

Molecular Weight: 236.40

Elemental Analysis: C, 81.29; H, 11.94; O, 6.77

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 #
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Synonym
Ambroxide; Ambroxan;
IUPAC/Chemical Name
(3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan
InChi Key
YPZUZOLGGMJZJO-LQKXBSAESA-N
InChi Code
InChI=1S/C16H28O/c1-14(2)8-5-9-15(3)12(14)6-10-16(4)13(15)7-11-17-16/h12-13H,5-11H2,1-4H3/t12-,13+,15-,16+/m0/s1
SMILES Code
CC1(CCC[C@]2([C@H]1CC[C@]3(OCC[C@H]23)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

Preparing Stock Solutions

The following data is based on the product molecular weight 236.40 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.

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: Thapa P, Hazoor S, Chouhan B, Vuong TT, Foss FW Jr. Flavin Nitroalkane Oxidase Mimics Compatibility with NOx/TEMPO Catalysis: Aerobic Oxidization of Alcohols, Diols, and Ethers. J Org Chem. 2020 Jul 17;85(14):9096-9105. doi: 10.1021/acs.joc.0c01013. Epub 2020 Jul 1. PMID: 32569467. 2: Wang X, Zhang X, Yao Q, Hua D, Qin J. Comparative proteomic analyses of Hyphozyma roseonigra ATCC 20624 in response to sclareol. Braz J Microbiol. 2019 Jan;50(1):79-84. doi: 10.1007/s42770-019-00040-2. Epub 2019 Jan 15. PMID: 30645731; PMCID: PMC6863283. 3: Zhang L, Si X, Yang Y, Zimmer M, Witzel S, Sekine K, Rudolph M, Hashmi ASK. The Combination of Benzaldehyde and Nickel-Catalyzed Photoredox C(sp3 )-H Alkylation/Arylation. Angew Chem Int Ed Engl. 2019 Feb 4;58(6):1823-1827. doi: 10.1002/anie.201810526. Epub 2019 Jan 9. PMID: 30417501. 4: Wang X, Zhang X, Yao Q, Hua D, Qin J. Comparative proteomic analyses of Hyphozyma roseonigra ATCC 20624 in response to sclareol. Braz J Microbiol. 2018 Nov;49 Suppl 1(Suppl 1):160-165. doi: 10.1016/j.bjm.2018.04.001. Epub 2018 Apr 24. PMID: 29773508; PMCID: PMC6328719. 5: Laudadio G, Govaerts S, Wang Y, Ravelli D, Koolman HF, Fagnoni M, Djuric SW, Noël T. Selective C(sp3 )-H Aerobic Oxidation Enabled by Decatungstate Photocatalysis in Flow. Angew Chem Int Ed Engl. 2018 Apr 3;57(15):4078-4082. doi: 10.1002/anie.201800818. Epub 2018 Mar 12. PMID: 29451725; PMCID: PMC5900731. 6: Pistelli L, Bandeira Reidel RV, Parri F, Morelli E, Pistelli L. Chemical composition of essential oil from plants of abandoned mining site of Elba island. Nat Prod Res. 2019 Jan;33(1):143-147. doi: 10.1080/14786419.2018.1437430. Epub 2018 Feb 8. PMID: 29417841. 7: Zerbe P, Bohlmann J. Enzymes for synthetic biology of ambroxide-related diterpenoid fragrance compounds. Adv Biochem Eng Biotechnol. 2015;148:427-47. doi: 10.1007/10_2015_308. PMID: 25846965. 8: Panten J, Surburg H, Hölscher B. Recent results in the search for new molecules with ambergris odor. Chem Biodivers. 2014 Oct;11(10):1639-50. doi: 10.1002/cbdv.201400153. PMID: 25329789. 9: Zerbe P, Hamberger B, Yuen MM, Chiang A, Sandhu HK, Madilao LL, Nguyen A, Hamberger B, Bach SS, Bohlmann J. Gene discovery of modular diterpene metabolism in nonmodel systems. Plant Physiol. 2013 Jun;162(2):1073-91. doi: 10.1104/pp.113.218347. Epub 2013 Apr 23. PMID: 23613273; PMCID: PMC3668041.