Sabinene | CAS#3387-41-5 | antifungal

MedKoo Cat#: 584638 | Name: Sabinene

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Description:

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

Sabinene is a bicyclic monoterpene found in a variety of plants that has antifungal and anti-inflammatory properties.

Chemical Structure

Sabinene

CAS#3387-41-5

Theoretical Analysis

MedKoo Cat#: 584638

Name: Sabinene

CAS#: 3387-41-5

Chemical Formula: C10H16

Exact Mass: 136.1252

Molecular Weight: 136.24

Elemental Analysis: C, 88.16; H, 11.84

Price and Availability

Size	Price	Availability	Quantity
25mg	USD 450.00
50mg	USD 600.00
100mg	USD 850.00

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Related CAS #

No Data

Synonym

Sabinene; NSC 407278

IUPAC/Chemical Name

4-methylene-1-(1-methylethyl)-bicyclo[3.1.0]hexane

InChi Key

NDVASEGYNIMXJL-UHFFFAOYSA-N

InChi Code

InChI=1S/C10H16/c1-7(2)10-5-4-8(3)9(10)6-10/h7,9H,3-6H2,1-2H3

SMILES Code

CC(C12CCC(C1C2)=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, DMF, and ethanol

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

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Sabinene has antifungal and anti-inflammatory properties. It inhibits the growth of various fungi in vitro, including several species of Candida, Trichophyton, and Aspergillus (MICs = 0.16-5 μl/ml). Sabinene prevents increases in nitrite production in RAW 264.7 macrophages stimulated by LPS and IFN-γ. It is cytotoxic to RAW 264.7 macrophages and HaCat keratinocytes when used at a concentration of 1.25 μl/ml. Formulations containing sabinene have been used as perfume additives.

In vitro activity:

Sabinene may have potential for therapeutic applications in managing dermatophytosis and inflammatory-related diseases. Sabinene exhibited significant antifungal activity against dermatophytes and Cryptococcus neoformans.Sabinene demonstrated strong anti-inflammatory effects by inhibiting NO production in macrophages stimulated with lipopolysaccharide and interferon gamma. It also exhibited NO scavenging properties and inhibited inducible NO synthase expression. Reference: Food Chem Toxicol. 2013 Dec;62:349-54. https://pubmed.ncbi.nlm.nih.gov/24012643/

In vivo activity:

Sabinene has potential for mitigating muscle atrophy by modulating ROS-mediated MAPK/MuRF-1 pathways, potentially leading to the restoration of muscle fiber size in fasted rats.Sabinene treatment led to a reduction in muscle fiber atrophy and a decrease in the expression of E3 ubiquitin ligase muscle ring-finger protein-1 (MuRF-1) in the gastrocnemius muscle of fasted rats. Reference: Int J Mol Sci. 2019 Oct 8;20(19):4955. https://pubmed.ncbi.nlm.nih.gov/31597276/

	Solvent	mg/mL	mM
Solubility
	DMF	20.0	146.80
	DMSO	20.0	146.80
	Ethanol	20.0	146.80

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 136.24 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

Formulation protocol:

1. Valente J, Zuzarte M, Gonçalves MJ, Lopes MC, Cavaleiro C, Salgueiro L, Cruz MT. Antifungal, antioxidant and anti-inflammatory activities of Oenanthe crocata L. essential oil. Food Chem Toxicol. 2013 Dec;62:349-54. doi: 10.1016/j.fct.2013.08.083. Epub 2013 Sep 5. PMID: 24012643. 2. Cao Y, Zhang H, Liu H, Liu W, Zhang R, Xian M, Liu H. Biosynthesis and production of sabinene: current state and perspectives. Appl Microbiol Biotechnol. 2018 Feb;102(4):1535-1544. doi: 10.1007/s00253-017-8695-5. Epub 2017 Dec 20. PMID: 29264773. 3. Ryu Y, Lee D, Jung SH, Lee KJ, Jin H, Kim SJ, Lee HM, Kim B, Won KJ. Sabinene Prevents Skeletal Muscle Atrophy by Inhibiting the MAPK-MuRF-1 Pathway in Rats. Int J Mol Sci. 2019 Oct 8;20(19):4955. doi: 10.3390/ijms20194955. PMID: 31597276; PMCID: PMC6801606.

In vitro protocol:

In vivo protocol:

1. Ryu Y, Lee D, Jung SH, Lee KJ, Jin H, Kim SJ, Lee HM, Kim B, Won KJ. Sabinene Prevents Skeletal Muscle Atrophy by Inhibiting the MAPK-MuRF-1 Pathway in Rats. Int J Mol Sci. 2019 Oct 8;20(19):4955. doi: 10.3390/ijms20194955. PMID: 31597276; PMCID: PMC6801606.

1: Malti CEW, Bekhechi C, Salhi K, Babali B, Paoli M, Casanova J, Tomi F. Chemical Variability of the Leaf Essential Oil of Two Subspecies of Juniperus oxycedrus L. from Northwestern Algeria. Chem Biodivers. 2024 Oct 7:e202401584. doi: 10.1002/cbdv.202401584. Epub ahead of print. PMID: 39373014. 2: Chen X, Gong D, Liu S, Meng X, Li Z, Lin Y, Li Q, Xu R, Chen S, Chang Q, Ma F, Ding X, Deng S, Zhang C, Wang H, Wang B. In-situ online investigation of biogenic volatile organic compounds emissions from tropical rainforests in Hainan, China. Sci Total Environ. 2024 Oct 5;954:176668. doi: 10.1016/j.scitotenv.2024.176668. Epub ahead of print. PMID: 39370005. 3: Bakó E, Böszörményi A, Vargáné Szabó B, Engh MA, Hegyi P, Ványolós A, Csupor D. Chemometric analysis of monoterpenes and sesquiterpenes of conifers. Front Plant Sci. 2024 Sep 4;15:1392539. doi: 10.3389/fpls.2024.1392539. PMID: 39297010; PMCID: PMC11408196. 4: Sgadari F, Vaglica A, Porrello A, Crisafulli A, Schicchi R, Bruno M. Cachrys pungens Jan ex Guss.: the essential oil chemical composition of the accession growing wild in Sicily (Italy). Nat Prod Res. 2024 Sep 17:1-6. doi: 10.1080/14786419.2024.2403031. Epub ahead of print. PMID: 39285749. 5: Judžentienė A, Pečiulytė D, Nedveckytė I. In Situ Antimicrobial Properties of Sabinene Hydrate, a Secondary Plant Metabolite. Molecules. 2024 Sep 7;29(17):4252. doi: 10.3390/molecules29174252. PMID: 39275100; PMCID: PMC11396819. 6: Zhao Z, Fang Y, Zhang D, Wang J, Huang Y, Hao C, Fan R. Wild Pepper (Piper laetispicum) Fruit Quality Traits at Different Developmental Stages. Molecules. 2024 Aug 24;29(17):4008. doi: 10.3390/molecules29174008. PMID: 39274856; PMCID: PMC11396435. 7: Kosmalski T, Kołodziejska R, Przybysz M, Szeleszczuk Ł, Pawluk H, Mądra- Gackowska K, Studzińska R. The Application of Green Solvents in the Synthesis of S-Heterocyclic Compounds-A Review. Int J Mol Sci. 2024 Aug 31;25(17):9474. doi: 10.3390/ijms25179474. PMID: 39273421; PMCID: PMC11395059. 8: Yin X, Yang H, Ding K, Luo Y, Deng W, Liao J, Pan Y, Jiang B, Yong X, Jia Y. PfERF106, a novel key transcription factor regulating the biosynthesis of floral terpenoids in Primula forbesii Franch. BMC Plant Biol. 2024 Sep 10;24(1):851. doi: 10.1186/s12870-024-05567-7. PMID: 39256664; PMCID: PMC11385529. 9: Khairunnisa NA, Yuandani YA, Nasution HR, Utami DS, Frimayanti N, Jantan I, Nirmal N, Septama AW. A synergistic interaction between Citrus hystrix peel essential oil and tetracycline and evaluation of their antibacterial mechanism of action in vitro and in silico against Escherichia coli. Chem Biodivers. 2024 Sep 9:e202401291. doi: 10.1002/cbdv.202401291. Epub ahead of print. PMID: 39246102. 10: Cardeal Dos Santos AN, da Cruz Freire JE, Rodrigues BF, Ferreira-da-Silva FW, Júnior JERH, Leal Cardoso JH, de Souza ANC. Translational Perspectives on the Therapeutic Potential of Hyptis Crenata Essential Oil Terpenes in Smooth Muscle Function. Planta Med. 2024 Sep 23. doi: 10.1055/a-2409-3735. Epub ahead of print. Erratum in: Planta Med. 2024 Oct 08. doi: 10.1055/a-2426-9835. PMID: 39227040. 11: Bar E, Davidovich-Rikanati R, Saini S, Inbar M, Lewinsohn E. Chiral Chemopolymorphism in the Monoterpenes of Pistacia palaestina Leaves and Galls. Chirality. 2024 Aug;36(8):e23702. doi: 10.1002/chir.23702. PMID: 39138008. 12: Berteina-Raboin S, Messire G, Adolf C. Synthesis of 4-(Phenylamino)quinazoline-2(1H)-thiones Using Green Solvents. Chemistry. 2024 Aug 12:e202402136. doi: 10.1002/chem.202402136. Epub ahead of print. PMID: 39132938. 13: Xie Q, Liu Z. Chemometrics of the composition and antioxidant capacity of essential oils obtained from six Cupressaceae taxa. Sci Rep. 2024 Aug 10;14(1):18612. doi: 10.1038/s41598-024-69600-3. PMID: 39127791; PMCID: PMC11316816. 14: Schepetkin IA, Özek G, Özek T, Kirpotina LN, Khlebnikov AI, Ayçiçek K, Lavin M, Quinn MT. Phytochemical Composition and Biological Activity of the Essential Oil from Ericameria nauseosa Collected in Southwestern Montana, United States. Plants (Basel). 2024 Jul 26;13(15):2063. doi: 10.3390/plants13152063. PMID: 39124181; PMCID: PMC11314070. 15: Zhang Y, Yu P, Wei L, Zhang B, Shen D, Zhao Z, Guo X. Impact of Mechanical and Manual Peeling on the Volatile Profile of White Pepper (Piper nigrum L.). Foods. 2024 Aug 3;13(15):2458. doi: 10.3390/foods13152458. PMID: 39123649; PMCID: PMC11311442. 16: Haikal A, Ali AR. Chemical composition and toxicity studies on Lantana camara L. flower essential oil and its in silico binding and pharmacokinetics to superoxide dismutase 1 for amyotrophic lateral sclerosis (ALS) therapy. RSC Adv. 2024 Aug 5;14(33):24250-24264. doi: 10.1039/d4ra04281f. PMID: 39104562; PMCID: PMC11299056. 17: Šunić L, Ilić ZS, Stanojević L, Milenković L, Lalević D, Stanojević J, Milenković A, Cvetković D. Essential Oil Content, Composition and Free Radical Scavenging Activity from Different Plant Parts of Wild Sea Fennel (Crithmum maritimum L.) in Montenegro. Plants (Basel). 2024 Jul 22;13(14):2003. doi: 10.3390/plants13142003. PMID: 39065529; PMCID: PMC11280542. 18: Fantasma F, Samukha V, Aliberti M, Colarusso E, Chini MG, Saviano G, De Felice V, Lauro G, Casapullo A, Bifulco G, Iorizzi M. Essential Oils of Laurus nobilis L.: From Chemical Analysis to In Silico Investigation of Anti-Inflammatory Activity by Soluble Epoxide Hydrolase (sEH) Inhibition. Foods. 2024 Jul 20;13(14):2282. doi: 10.3390/foods13142282. PMID: 39063366; PMCID: PMC11276180. 19: Tawfik NF, Abdel-Rashid RS, El-Sayed EK, Abdel-Moneum R, Khattab MA, Ahmed AA, Lai KH, Hashad N, Moharram FA. Artemisia monosperma essential oil nanoformulations alleviate imiquimod-induced psoriasis-like dermatitis in mice. Int Immunopharmacol. 2024 Sep 30;139:112733. doi: 10.1016/j.intimp.2024.112733. Epub 2024 Jul 22. PMID: 39043105. 20: Zhang Y, Gong Z, Zhu Z, Sun J, Guo W, Zhang J, Ding P, Liu M, Gao Z. Identification of floral aroma components and molecular regulation mechanism of floral aroma formation in Phalaenopsis. J Sci Food Agric. 2024 Jul 15. doi: 10.1002/jsfa.13742. Epub ahead of print. PMID: 39007364.