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MedKoo Cat#: 558341 | Name: Tetcyclacis

Description:

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

Tetcyclacis is a plant growth retardant and impacts the shoot growth of sunflower, soybean, and maize seedlings grown and treated in hydroculture.

Chemical Structure

Tetcyclacis
CAS#77788-21-7

Theoretical Analysis

MedKoo Cat#: 558341

Name: Tetcyclacis

CAS#: 77788-21-7

Chemical Formula: C13H12ClN5

Exact Mass: 273.0800

Molecular Weight: 273.72

Elemental Analysis: C, 57.04; H, 4.42; Cl, 12.95; N, 25.59

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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Synonym
Tetcyclacis; Tetracyclacis; KenBYO; Ken BYO; Ken-BYO;
IUPAC/Chemical Name
4,7-Methano-1H-(1,2)diazeto(3,4-f)benzotriazole, 1-(4-chlorophenyl)-3a,4,4a,6a,7,7a-hexadydro-, (3a-alpha,4-beta,4a-alpha,6a-alpha,7-beta,7a-alpha)-
InChi Key
DPOWHSMECVNHAT-WTHWOGDNSA-N
InChi Code
InChI=1S/C13H12ClN5/c14-6-1-3-7(4-2-6)19-13-9-5-8(12(13)17-18-19)10-11(9)16-15-10/h1-4,8-13H,5H2/t8-,9-,10+,11+,12+,13-/m0/s1
SMILES Code
ClC1=CC=C(N2N=N[C@@]3([H])[C@]2([H])[C@]4([H])[C@]5([H])[C@@](N=N5)([H])[C@]3([H])C4)C=C1
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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 273.72 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: Grossmann K, Schmidt HO, Jung J. Changes in membrane permeability and mineral, phytohormone and polypeptide composition in rice suspension cells during growth and under the influence of the growth retardant tetcyclacis. Plant Cell Rep. 1986 Oct;5(5):315-8. doi: 10.1007/BF00268589. PubMed PMID: 24248286. 2: Grossmann K, Weiler EW, Jung J. Effects of different sterols on the inhibition of cell culture growth caused by the growth retardant tetcyclacis. Planta. 1985 Jun;164(3):370-5. doi: 10.1007/BF00402948. PubMed PMID: 24249606. 3: Nitsche K, Grossmann K, Sauerbrey E, Jung J. Influence of the growth retardant tetcyclacis on cell division and cell elongation in plants and cell cultures of sunflower, soybean, and maize. J Plant Physiol. 1985 Mar;118(3):209-18. doi: 10.1016/S0176-1617(85)80222-4. Epub 2012 Jan 2. PubMed PMID: 23196005. 4: Zeevaart JA. Inhibition of stem growth and gibberellin production in Agrostemma githago L. by the growth retardant tetcyclacis. Planta. 1985 Oct;166(2):276-9. doi: 10.1007/BF00397360. PubMed PMID: 24241444. 5: Schwinn K, Miosic S, Davies K, Thill J, Gotame TP, Stich K, Halbwirth H. The B-ring hydroxylation pattern of anthocyanins can be determined through activity of the flavonoid 3'-hydroxylase on leucoanthocyanidins. Planta. 2014 Nov;240(5):1003-10. doi: 10.1007/s00425-014-2166-3. Epub 2014 Oct 2. PubMed PMID: 25269395. 6: Rademacher W. GROWTH RETARDANTS: Effects on Gibberellin Biosynthesis and Other Metabolic Pathways. Annu Rev Plant Physiol Plant Mol Biol. 2000 Jun;51:501-531. PubMed PMID: 15012200. 7: Bashandy H, Pietiäinen M, Carvalho E, Lim KJ, Elomaa P, Martens S, Teeri TH. Anthocyanin biosynthesis in gerbera cultivar 'Estelle' and its acyanic sport 'Ivory'. Planta. 2015 Sep;242(3):601-11. doi: 10.1007/s00425-015-2349-6. Epub 2015 Jun 21. PubMed PMID: 26093654. 8: Cooke DT, Munkonge FM, Burden RS, James CS. Fluidity and lipid composition of oat and rye shoot plasma membrane: effect of sterol perturbation by xenobiotics. Biochim Biophys Acta. 1991 Jan 30;1061(2):156-62. PubMed PMID: 1998689. 9: Saito S, Okamoto M, Shinoda S, Kushiro T, Koshiba T, Kamiya Y, Hirai N, Todoroki Y, Sakata K, Nambara E, Mizutani M. A plant growth retardant, uniconazole, is a potent inhibitor of ABA catabolism in Arabidopsis. Biosci Biotechnol Biochem. 2006 Jul;70(7):1731-9. Epub 2006 Jul 1. PubMed PMID: 16819156. 10: Rademacher W. Inhibition of Gibberellin Production in the Fungi Gibberella fujikuroi and Sphaceloma manihoticola by Plant Growth Retardants. Plant Physiol. 1992 Oct;100(2):625-9. PubMed PMID: 16653038; PubMed Central PMCID: PMC1075604. 11: Beardmore T, Whittle CA. Induction of tolerance to desiccation and cryopreservation in silver maple (Acer saccharinum) embryonic axes. Tree Physiol. 2005 Aug;25(8):965-72. PubMed PMID: 15929927. 12: Aghofack-Nguemezi J, Fuchs C, Yeh SY, Huang FC, Hoffmann T, Schwab W. An oxygenase inhibitor study in Solanum lycopersicum combined with metabolite profiling analysis revealed a potent peroxygenase inactivator. J Exp Bot. 2011 Jan;62(3):1313-23. doi: 10.1093/jxb/erq368. Epub 2010 Nov 29. PubMed PMID: 21115664. 13: Moreland DE, Corbin FT, Novitzky WP, Parker CE, Tomer KB. Metabolism of metolachlor by a microsomal fraction isolated from grain sorghum (Sorghum bicolor) shoots. Z Naturforsch C. 1990 May;45(5):558-64. PubMed PMID: 2378670. 14: Zeevaart JA, Gage DA. ent-kaurene biosynthesis is enhanced by long photoperiods in the long-day plants Spinacia oleracea L. and Agrostemma githago L. Plant Physiol. 1993 Jan;101(1):25-9. PubMed PMID: 8278497; PubMed Central PMCID: PMC158643. 15: Kühnl T, Koch U, Heller W, Wellmann E. Chlorogenic acid biosynthesis: characterization of a light-induced microsomal 5-O-(4-coumaroyl)-D-quinate/shikimate 3'-hydroxylase from carrot (Daucus carota L.) cell suspension cultures. Arch Biochem Biophys. 1987 Oct;258(1):226-32. PubMed PMID: 2821918. 16: Feng PC, Solsten RT. In vitro biotransformation of thiazopyr by rat liver microsomes: oxidative cleavage of a carboxylic methylester by monooxygenases. Xenobiotica. 1994 Aug;24(8):729-34. PubMed PMID: 7839696. 17: Trejo CL, Davies WJ, Ruiz L. Sensitivity of Stomata to Abscisic Acid (An Effect of the Mesophyll). Plant Physiol. 1993 Jun;102(2):497-502. PubMed PMID: 12231838; PubMed Central PMCID: PMC158804. 18: Konjević R, Grubisić D, Nesković M. Growth Retardant-Induced Changes in Phototropic Reaction of Vigna radiata Seedlings. Plant Physiol. 1989 Apr;89(4):1085-7. PubMed PMID: 16666668; PubMed Central PMCID: PMC1055979. 19: Ma R, Kaundun SS, Tranel PJ, Riggins CW, McGinness DL, Hager AG, Hawkes T, McIndoe E, Riechers DE. Distinct detoxification mechanisms confer resistance to mesotrione and atrazine in a population of waterhemp. Plant Physiol. 2013 Sep;163(1):363-77. doi: 10.1104/pp.113.223156. Epub 2013 Jul 19. PubMed PMID: 23872617; PubMed Central PMCID: PMC3762656. 20: Debeaujon I, Koornneef M. Gibberellin requirement for Arabidopsis seed germination is determined both by testa characteristics and embryonic abscisic acid. Plant Physiol. 2000 Feb;122(2):415-24. PubMed PMID: 10677434; PubMed Central PMCID: PMC58878.

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