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MedKoo Cat#: 146111 | Name: Solavetivone

Description:

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

Solavetivone is a naturally occurring sesquiterpene isolated from plants such as Solanum nigrum and Solanum torvum, known for its potent antimicrobial, anti-inflammatory, and antioxidant properties. It exerts its effects by interacting with cellular signaling pathways, including inhibition of pro-inflammatory cytokines and reducing oxidative stress. Solavetivone has been studied for its potential applications in treating infections, inflammation-related disorders, and as a natural preservative in food and cosmetic industries.

Chemical Structure

Solavetivone
Solavetivone
CAS#54878-25-0

Theoretical Analysis

MedKoo Cat#: 146111

Name: Solavetivone

CAS#: 54878-25-0

Chemical Formula: C15H22O

Exact Mass: 218.1671

Molecular Weight: 218.34

Elemental Analysis: C, 82.52; H, 10.16; O, 7.33

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
Solavetivone; Katahdinone;
IUPAC/Chemical Name
(2R,5S,10R)-6,10-dimethyl-2-(prop-1-en-2-yl)spiro[4.5]dec-6-en-8-one
InChi Key
FGCUSSRGQNHZRW-UMVBOHGHSA-N
InChi Code
1S/C15H22O/c1-10(2)13-5-6-15(9-13)11(3)7-14(16)8-12(15)4/h7,12-13H,1,5-6,8-9H2,2-4H3/t12-,13-,15-/m1/s1
SMILES Code
C[C@@H]1CC(=O)C=C(C)[C@]12CC[C@H](C2)C(C)=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

Preparing Stock Solutions

The following data is based on the product molecular weight 218.34 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: Camagna M, Ojika M, Takemoto D. Detoxification of the solanaceous phytoalexins rishitin, lubimin, oxylubimin and solavetivone via a cytochrome P450 oxygenase. Plant Signal Behav. 2020;15(2):1707348. doi: 10.1080/15592324.2019.1707348. Epub 2019 Dec 28. PMID: 31884882; PMCID: PMC7053949. 2: Yao MK, Désilets H, Charles MT, Boulanger R, Tweddell RJ. Effect of mycorrhization on the accumulation of rishitin and solavetivone in potato plantlets challenged with Rhizoctonia solani. Mycorrhiza. 2003 Dec;13(6):333-6. doi: 10.1007/s00572-003-0267-0. Epub 2003 Sep 20. PMID: 14505123. 3: Corry JP, Reed WL, Curtis WR. Enhanced recovery of solavetivone from Agrobacterium transformed root cultures of Hyoscyamus muticus using integrated product extraction. Biotechnol Bioeng. 1993 Aug 5;42(4):503-8. doi: 10.1002/bit.260420414. PMID: 18613055. 4: Zacharius RM, Kalan EB. Biotransformation of the potato stress metabolite, solavetivone, by cell suspension cultures of two solanaceous and three non- solanaceous species. Plant Cell Rep. 1984 Oct;3(5):189-92. doi: 10.1007/BF00270197. PMID: 24253513. 5: Kawauchi M, Arima T, Shirota O, Sekita S, Nakane T, Takase Y, Kuroyanagi M. Production of sesquiterpene-type phytoalexins by hairy roots of Hyoscyamus albus co-treated with cupper sulfate and methyl jasmonate. Chem Pharm Bull (Tokyo). 2010 Jul;58(7):934-8. doi: 10.1248/cpb.58.934. Erratum in: Chem Pharm Bull (Tokyo). 2010;58(9):1281. Kawauchi, Morihiro [corrected to Kawauchi, Moriyuki]. PMID: 20606340. 6: Priya Rani M, Padmakumari KP. HPTLC and reverse phase HPLC methods for the simultaneous quantification and in vitro screening of antioxidant potential of isolated sesquiterpenoids from the rhizomes of Cyperus rotundus. J Chromatogr B Analyt Technol Biomed Life Sci. 2012 Sep 1;904:22-8. doi: 10.1016/j.jchromb.2012.05.042. Epub 2012 Jun 12. PMID: 22877740. 7: Tugizimana F, Steenkamp PA, Piater LA, Dubery IA. Ergosterol-induced sesquiterpenoid synthesis in tobacco cells. Molecules. 2012 Feb 9;17(2):1698-715. doi: 10.3390/molecules17021698. PMID: 22322447; PMCID: PMC6268458. 8: Syu WJ, Don MJ, Lee GH, Sun CM. Cytotoxic and novel compounds from Solanum indicum. J Nat Prod. 2001 Sep;64(9):1232-3. doi: 10.1021/np010186v. PMID: 11575964. 9: Nagase H, Nagaoka T, Watanabe A, Sakata Y, Yoshihara T. Sesquiterpenoids from the roots of Solanum aethiopicum. Z Naturforsch C J Biosci. 2001 Mar- Apr;56(3-4):181-7. doi: 10.1515/znc-2001-3-403. PMID: 11371006. 10: Zhu Z, Huang R, Huang A, Wang J, Liu W, Wu S, Chen M, Chen M, Xie Y, Jiao C, Zhang J, Wu Q, Ding Y. Polysaccharide from Agrocybe cylindracea prevents diet- induced obesity through inhibiting inflammation mediated by gut microbiota and associated metabolites. Int J Biol Macromol. 2022 Jun 1;209(Pt A):1430-1438. doi: 10.1016/j.ijbiomac.2022.04.107. Epub 2022 Apr 21. PMID: 35460750. 11: Kuroyanagi M, Arakawa T, Mikami Y, Yoshida K, Kawahar N, Hayashi T, Ishimaru H. Phytoalexins from hairy roots of Hyoscyamus albus treated with methyl jasmonate. J Nat Prod. 1998 Dec;61(12):1516-9. doi: 10.1021/np980214i. PMID: 9868154. 12: Zou D, Li X, Zhou X, Luo B, Faruque MO, Hu S, Chen J, Hu X. The interaction of anti-inflammatory and anti-tumor components in the traditional Chinese medicine Solanum lyratum Thunb. Nat Prod Res. 2023 Nov- Dec;37(24):4239-4243. doi: 10.1080/14786419.2023.2174538. Epub 2023 Feb 16. PMID: 36794855. 13: Chen YC, Lee HZ, Chen HC, Wen CL, Kuo YH, Wang GJ. Anti-inflammatory components from the root of Solanum erianthum. Int J Mol Sci. 2013 Jun 14;14(6):12581-92. doi: 10.3390/ijms140612581. PMID: 23771024; PMCID: PMC3709801. 14: Meziani S, Oomah BD, Zaidi F, Simon-Levert A, Bertrand C, Zaidi-Yahiaoui R. Antibacterial activity of carob (Ceratonia siliqua L.) extracts against phytopathogenic bacteria Pectobacterium atrosepticum. Microb Pathog. 2015 Jan;78:95-102. doi: 10.1016/j.micpath.2014.12.001. Epub 2014 Dec 6. PMID: 25489722. 15: Ma L, Song N, Duan Q, Du W, Li X, Jia W, Cui G, Wang J, Wu J. Jasmonate/ethylene- and NaWRKY6/3-regulated Alternaria resistance depends on ethylene response factor 1B-like in Nicotiana attenuata. J Exp Bot. 2024 Oct 30;75(20):6593-6608. doi: 10.1093/jxb/erae320. PMID: 39046351. 16: Tugizimana F, Steenkamp PA, Piater LA, Dubery IA. Multi-platform metabolomic analyses of ergosterol-induced dynamic changes in Nicotiana tabacum cells. PLoS One. 2014 Jan 31;9(1):e87846. doi: 10.1371/journal.pone.0087846. PMID: 24498209; PMCID: PMC3909234. 17: Sabater-Jara AB, Almagro L, Belchí-Navarro S, Ferrer MA, Barceló AR, Pedreño MA. Induction of sesquiterpenes, phytoesterols and extracellular pathogenesis- related proteins in elicited cell cultures of Capsicum annuum. J Plant Physiol. 2010 Oct 15;167(15):1273-81. doi: 10.1016/j.jplph.2010.04.015. Epub 2010 Jul 1. PMID: 20594613. 18: Takahashi S, Yeo YS, Zhao Y, O'Maille PE, Greenhagen BT, Noel JP, Coates RM, Chappell J. Functional characterization of premnaspirodiene oxygenase, a cytochrome P450 catalyzing regio- and stereo-specific hydroxylations of diverse sesquiterpene substrates. J Biol Chem. 2007 Oct 26;282(43):31744-54. doi: 10.1074/jbc.M703378200. Epub 2007 Aug 22. PMID: 17715131; PMCID: PMC2695360. 19: Nagaoka T, Goto K, Watanabe A, Sakata Y, Yoshihara T. Sesquiterpenoids in root exudates of Solanum aethiopicum. Z Naturforsch C J Biosci. 2001 Sep- Oct;56(9-10):707-13. doi: 10.1515/znc-2001-9-1007. PMID: 11724373. 20: Singh G, Gavrieli J, Oakey JS, Curtis WR. Interaction of methyl jasmonate, wounding and fungal elicitation during sesquiterpene induction in Hyoscyamus muticus in root cultures. Plant Cell Rep. 1998 Mar;17(5):391-395. doi: 10.1007/s002990050412. PMID: 30736577.

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