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MedKoo Cat#: 540316 | Name: Solaniol

Description:

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

Solaniol, also called Neosolaniol, is a mycotoxin found in Fusarium. It is cytotoxic to dividing cells and increases large platelet counts.

Chemical Structure

Solaniol
Solaniol
CAS#36519-25-2

Theoretical Analysis

MedKoo Cat#: 540316

Name: Solaniol

CAS#: 36519-25-2

Chemical Formula: C19H26O8

Exact Mass: 382.1628

Molecular Weight: 382.40

Elemental Analysis: C, 59.68; H, 6.85; O, 33.47

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
Neosolaniol, Solaniol
IUPAC/Chemical Name
((2S,2'R,3'R,4'S,5'S,5a'R,7'S,9a'R)-4'-acetoxy-3',7'-dihydroxy-5',8'-dimethyl-2',3',4',5',7',9a'-hexahydrospiro[oxirane-2,10'-[2,5]methanobenzo[b]oxepin]-5a'(6'H)-yl)methyl acetate
InChi Key
TVZHDVCTOCZDNE-WVJYZQHISA-N
InChi Code
InChI=1S/C19H26O8/c1-9-5-13-18(6-12(9)22,7-24-10(2)20)17(4)15(26-11(3)21)14(23)16(27-13)19(17)8-25-19/h5,12-16,22-23H,6-8H2,1-4H3/t12-,13+,14+,15+,16+,17+,18+,19-/m0/s1
SMILES Code
C[C@@]12[C@H](OC(C)=O)[C@@H](O)[C@H]([C@@]23CO3)O[C@]4([H])C=C(C)[C@@H](O)C[C@]14COC(C)=O
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
>2 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 382.40 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: Tang Y, Xue H, Bi Y, Li Y, Wang Y, Zhao Y, Shen K. A method of analysis for T-2 toxin and neosolaniol by UPLC-MS/MS in apple fruit inoculated with Trichothecium roseum. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2015;32(4):480-7. doi: 10.1080/19440049.2014.968884. Epub 2014 Oct 31. PubMed PMID: 25254921. 2: Janse van Rensburg DF, Thiel PG, Jaskiewicz K. Short-term effects of two fusarium toxins, diacetoxyscirpenol and neosolaniol monoacetate, in male Wistar rats. Food Chem Toxicol. 1987 Oct;25(10):767-71. PubMed PMID: 3679023. 3: Altomare C, Ritieni A, Perrone G, Fogliano V, Mannina L, Logrieco A. Production of neosolaniol by Fusarium tumidum. Mycopathologia. 1995 Jun;130(3):179-84. PubMed PMID: 7566071. 4: Ueno Y, Sato N, Ishii K, Sakai K, Enomoto M. Toxicological approaches to the metabolites of Fusaria. V. Neosolaniol, T-2 toxin and butenolide, toxic metabolites of Fusarium sporotrichioides NRRL 3510 and Fusarium poae 3287. Jpn J Exp Med. 1972 Oct;42(5):461-72. PubMed PMID: 4539211. 5: Sydenham E, Thiel P, Marasas W, Lamprecht S. Production of neosolaniol monoacetate by an undescribedFusarium species resemblingF camptoceras. Mycotoxin Res. 1989 Mar;5(1):13-9. doi: 10.1007/BF03192112. PubMed PMID: 23605228. 6: Anderson DW, Black RM, Lee CG, Pottage C, Rickard RL, Sandford MS, Webber TD, Williams NE. Structure-activity studies of trichothecenes: cytotoxicity of analogues and reaction products derived from T-2 toxin and neosolaniol. J Med Chem. 1989 Mar;32(3):555-62. PubMed PMID: 2918501. 7: Schmidt R. HPLC of trichothecenes - Separation of neosolaniol, NT-1 toxin, and NT-2 toxin. Mycotoxin Res. 1986 Mar;2(1):39-43. doi: 10.1007/BF03191961. PubMed PMID: 23604835. 8: Lattanzio VM, Ciasca B, Terzi V, Ghizzoni R, McCormick SP, Pascale M. Study of the natural occurrence of T-2 and HT-2 toxins and their glucosyl derivatives from field barley to malt by high-resolution Orbitrap mass spectrometry. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2015;32(10):1647-55. doi: 10.1080/19440049.2015.1048750. Epub 2015 Jun 1. PubMed PMID: 25952699. 9: Pereira VL, Fernandes JO, Cunha SC. Comparative assessment of three cleanup procedures after QuEChERS extraction for determination of trichothecenes (type A and type B) in processed cereal-based baby foods by GC-MS. Food Chem. 2015 Sep 1;182:143-9. doi: 10.1016/j.foodchem.2015.01.047. Epub 2015 Feb 20. PubMed PMID: 25842320. 10: Ueno Y, Ishii K, Sakai K, Kanaeda S, Tsunoda H. Toxicological approaches to the metabolites of Fusaria. IV. Microbial survey on "bean-hulls poisoning of horses" with the isolation of toxic trichothecenes, neosolaniol and T-2 toxin of Fusarium solani M-1-1. Jpn J Exp Med. 1972 Jun;42(3):187-203. PubMed PMID: 4538152. 11: Zhang J, Jia H, Wang Q, Zhang Y, Wu W, Zhang H. Role of Peptide YY3-36 and Glucose-dependent Insulinotropic Polypeptide in Anorexia Induction by Trichothecences T-2 Toxin, HT-2 Toxin, Diacetoxyscirpenol and Neosolaniol. Toxicol Sci. 2017 Jun 28. doi: 10.1093/toxsci/kfx128. [Epub ahead of print] PubMed PMID: 28666375. 12: Rocha LO, Laurence MH, Proctor RH, McCormick SP, Summerell BA, Liew EC. Variation in type A trichothecene production and trichothecene biosynthetic genes in Fusarium goolgardi from natural ecosystems of Australia. Toxins (Basel). 2015 Nov 5;7(11):4577-94. doi: 10.3390/toxins7114577. PubMed PMID: 26556373; PubMed Central PMCID: PMC4663521. 13: García-Moraleja A, Font G, Mañes J, Ferrer E. Analysis of mycotoxins in coffee and risk assessment in Spanish adolescents and adults. Food Chem Toxicol. 2015 Dec;86:225-33. doi: 10.1016/j.fct.2015.10.014. Epub 2015 Oct 27. PubMed PMID: 26514696. 14: Nakagawa H, Sakamoto S, Sago Y, Kushiro M, Nagashima H. Detection of masked mycotoxins derived from type A trichothecenes in corn by high-resolution LC-Orbitrap mass spectrometer. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2013;30(8):1407-14. doi: 10.1080/19440049.2013.790087. Epub 2013 May 30. PubMed PMID: 23721119. 15: Mata AT, Ferreira JP, Oliveira BR, Batoréu MC, Barreto Crespo MT, Pereira VJ, Bronze MR. Bottled water: analysis of mycotoxins by LC-MS/MS. Food Chem. 2015 Jun 1;176:455-64. doi: 10.1016/j.foodchem.2014.12.088. Epub 2014 Dec 29. PubMed PMID: 25624256. 16: Escrivá L, Manyes L, Font G, Berrada H. Analysis of trichothecenes in laboratory rat feed by gas chromatography-tandem mass spectrometry. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2016;33(2):329-38. doi: 10.1080/19440049.2015.1124458. Epub 2015 Dec 24. PubMed PMID: 26616914. 17: Flores-Flores ME, González-Peñas E. Development and validation of a high performance liquid chromatographic-mass spectrometry method for the simultaneous quantification of 10 trichothecenes in ultra-high temperature processed cow milk. J Chromatogr A. 2015 Nov 6;1419:37-44. doi: 10.1016/j.chroma.2015.09.069. Epub 2015 Sep 26. PubMed PMID: 26431857. 18: Bernhardt K, Valenta H, Kersten S, Humpf HU, Dänicke S. Determination of T-2 toxin, HT-2 toxin, and three other type A trichothecenes in layer feed by high-performance liquid chromatography-tandem mass spectrometry (LC-MS/MS)--comparison of two sample preparation methods. Mycotoxin Res. 2016 May;32(2):89-97. doi: 10.1007/s12550-016-0244-z. Epub 2016 Mar 4. PubMed PMID: 26940912. 19: Barros G, Zanon MS, Palazzini JM, Haidukowski M, Pascale M, Chulze S. Trichothecenes and zearalenone production by Fusarium equiseti and Fusarium semitectum species isolated from Argentinean soybean. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2012;29(9):1436-42. doi: 10.1080/19440049.2012.698397. Epub 2012 Jul 25. PubMed PMID: 22830612. 20: Yang S, Wang Y, Beier RC, Zhang H, De Ruyck K, Sun F, Cao X, Shen J, Zhang S, Wang Z. Simultaneous Determination of Type A and B Trichothecenes and Their Main Metabolites in Food Animal Tissues by Ultraperformance Liquid Chromatography Coupled with Triple-Quadrupole Mass Spectrometry. J Agric Food Chem. 2015 Sep 30;63(38):8592-600. doi: 10.1021/acs.jafc.5b03281. Epub 2015 Sep 16. PubMed PMID: 26321427.

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