Synonym
Trichodermol; Roridin C;
IUPAC/Chemical Name
(2S,2'R,4'R,5'S,5a'R,9a'R)-5',5a',8'-trimethyl-2',3',4',5',5a',6',7',9a'-octahydrospiro[oxirane-2,10'-[2,5]methanobenzo[b]oxepin]-4'-ol
InChi Key
XSUVNTHNQMGPIL-LACSLYJWSA-N
InChi Code
InChI=1S/C15H22O3/c1-9-4-5-13(2)11(6-9)18-12-7-10(16)14(13,3)15(12)8-17-15/h6,10-12,16H,4-5,7-8H2,1-3H3/t10-,11-,12-,13+,14-,15+/m1/s1
SMILES Code
C[C@@]12[C@H](O)C[C@H]([C@@]23CO3)O[C@]4([H])C=C(C)CC[C@]14C
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
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
250.33
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 |
1: Sharma S, Kumari I, Hussain R, Ahmed M, Akhter Y. Species specific substrates and products choices of 4-O-acetyltransferase from Trichoderma brevicompactum. Enzyme Microb Technol. 2017 Sep;104:29-36. doi: 10.1016/j.enzmictec.2017.05.009. Epub 2017 Jun 3. PubMed PMID: 28648177.
2: Cheng JL, Zhou Y, Lin FC, Zhao JH, Zhu GN. Trichodermol (4α-hydr-oxy-12,13-epoxy-trichothec-9-ene). Acta Crystallogr Sect E Struct Rep Online. 2009 Oct 28;65(Pt 11):o2879. doi: 10.1107/S1600536809044080. PubMed PMID: 21578465; PubMed Central PMCID: PMC2971347.
3: Kralj A, Gurgui M, König GM, van Echten-Deckert G. Trichothecenes induce accumulation of glucosylceramide in neural cells by interfering with lactosylceramide synthase activity. Toxicol Appl Pharmacol. 2007 Nov 15;225(1):113-22. Epub 2007 Aug 19. PubMed PMID: 17889095.
4: Fonzi WA, Sypherd PS. Trichodermin esterase activity and trichodermin resistance in Mucor racemosus. Antimicrob Agents Chemother. 1986 Apr;29(4):570-5. PubMed PMID: 3707105; PubMed Central PMCID: PMC180443.
5: Hernández F, Cannon M. Inhibition of protein synthesis in Saccharomyces cerevisiae by the 12,13-epoxytrichothecenes trichodermol, diacetoxyscirpenol and verrucarin A. Reversibility of the effects. J Antibiot (Tokyo). 1982 Jul;35(7):875-81. PubMed PMID: 6757231.
6: Cannon M, Jimenez A, Vazquez D. Competition between trichodermin and several other sesquiterpene antibiotics for binding to their receptor site(s) on eukaryotic ribosomes. Biochem J. 1976 Nov 15;160(2):137-45. PubMed PMID: 795427; PubMed Central PMCID: PMC1164215.
7: Barbacid M, Fresno M, Vazquez D. Inhibitors of polypeptide elongation on yeast polysomes. J Antibiot (Tokyo). 1975 Jun;28(6):453-62. PubMed PMID: 1097384.
