MedKoo Cat#: 462738 | Name: Typhasterol

Description:

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

Typhasterol is a brassinosteroid that is ergostan-6-one bearing three additional hydroxy substituents at positions 3alpha, 22R and 23R. It has a role as a plant metabolite.

Chemical Structure

Typhasterol
Typhasterol
CAS#87734-68-7

Theoretical Analysis

MedKoo Cat#: 462738

Name: Typhasterol

CAS#: 87734-68-7

Chemical Formula: C28H48O4

Exact Mass: 448.3553

Molecular Weight: 448.69

Elemental Analysis: C, 74.95; H, 10.78; O, 14.26

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
2-Deoxycastasterone;
IUPAC/Chemical Name
(3R,5S,8S,9S,10R,13S,14S,17R)-17-((2S,3R,4R,5S)-3,4-dihydroxy-5,6-dimethylheptan-2-yl)-3-hydroxy-10,13-dimethylhexadecahydro-6H-cyclopenta[a]phenanthren-6-one
InChi Key
SBSXXCCMIWEPEE-SELDZKRUSA-N
InChi Code
InChI=1S/C28H48O4/c1-15(2)16(3)25(31)26(32)17(4)20-7-8-21-19-14-24(30)23-13-18(29)9-11-28(23,6)22(19)10-12-27(20,21)5/h15-23,25-26,29,31-32H,7-14H2,1-6H3/t16-,17-,18+,19-,20+,21-,22-,23+,25+,26+,27+,28+/m0/s1
SMILES Code
CC([C@@H]([C@H]([C@@H]([C@H]([C@H]1CC[C@H]2[C@@H]3CC([C@H]4C[C@@H](CC[C@@]4([C@H]3CC[C@]12C)C)O)=O)C)O)O)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
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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 448.69 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
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Correlations between Phytohormones and Drought Tolerance in Selected Brassica Crops: Chinese Cabbage, White Cabbage and Kale. Int J Mol Sci. 2018 Sep 21;19(10):2866. doi: 10.3390/ijms19102866. PMID: 30241414; PMCID: PMC6213169. 5: Bajguz A, Orczyk W, Gołębiewska A, Chmur M, Piotrowska-Niczyporuk A. Occurrence of brassinosteroids and influence of 24-epibrassinolide with brassinazole on their content in the leaves and roots of Hordeum vulgare L. cv. Golden Promise. Planta. 2019 Jan;249(1):123-137. doi: 10.1007/s00425-018-03081-3. Epub 2018 Dec 29. PMID: 30594955. 6: Pavlović I, Mlinarić S, Tarkowská D, Oklestkova J, Novák O, Lepeduš H, Bok VV, Brkanac SR, Strnad M, Salopek-Sondi B. Early Brassica Crops Responses to Salinity Stress: A Comparative Analysis Between Chinese Cabbage, White Cabbage, and Kale. Front Plant Sci. 2019 Apr 11;10:450. doi: 10.3389/fpls.2019.00450. PMID: 31031786; PMCID: PMC6470637. 7: Katsumata T, Hasegawa A, Fujiwara T, Komatsu T, Notomi M, Abe H, Natsume M, Kawaide H. Arabidopsis CYP85A2 catalyzes lactonization reactions in the biosynthesis of 2-deoxy-7-oxalactone brassinosteroids. Biosci Biotechnol Biochem. 2008 Aug;72(8):2110-7. doi: 10.1271/bbb.80192. Epub 2008 Aug 7. PMID: 18685225. 8: Kanwar MK, Poonam, Bhardwaj R. Arsenic induced modulation of antioxidative defense system and brassinosteroids in Brassica juncea L. Ecotoxicol Environ Saf. 2015 May;115:119-25. doi: 10.1016/j.ecoenv.2015.02.016. Epub 2015 Feb 18. PMID: 25700090. 9: Joo SH, Jang MS, Kim MK, Lee JE, Kim SK. Biosynthetic relationship between C₂₈-brassinosteroids and C₂₉-brassinosteroids in rice (Oryza sativa) seedlings. Phytochemistry. 2015 Mar;111:84-90. doi: 10.1016/j.phytochem.2014.11.006. Epub 2014 Nov 26. PMID: 25433632. 10: Joo SH, Kim TW, Son SH, Lee WS, Yokota T, Kim SK. Biosynthesis of a cholesterol-derived brassinosteroid, 28-norcastasterone, in Arabidopsis thaliana. J Exp Bot. 2012 Mar;63(5):1823-33. doi: 10.1093/jxb/err354. Epub 2011 Dec 13. PMID: 22170941; PMCID: PMC3295382. 11: Han YJ, Kim YS, Hwang OJ, Roh J, Ganguly K, Kim SK, Hwang I, Kim JI. Overexpression of Arabidopsis thaliana brassinosteroid-related acyltransferase 1 gene induces brassinosteroid-deficient phenotypes in creeping bentgrass. PLoS One. 2017 Oct 30;12(10):e0187378. doi: 10.1371/journal.pone.0187378. PMID: 29084267; PMCID: PMC5662239. 12: Fujioka S, Noguchi T, Yokota T, Takatsuto S, Yoshida S. Brassinosteroids in Arabidopsis thaliana. Phytochemistry. 1998 Jun;48(4):595-9. doi: 10.1016/s0031-9422(98)00065-x. PMID: 9664702. 13: Zhu W, Wang H, Fujioka S, Zhou T, Tian H, Tian W, Wang X. Homeostasis of brassinosteroids regulated by DRL1, a putative acyltransferase in Arabidopsis. Mol Plant. 2013 Mar;6(2):546-58. doi: 10.1093/mp/sss144. Epub 2012 Nov 30. PMID: 23204503. 14: Noguchi T, Fujioka S, Choe S, Takatsuto S, Yoshida S, Yuan H, Feldmann KA, Tax FE. Brassinosteroid-insensitive dwarf mutants of Arabidopsis accumulate brassinosteroids. Plant Physiol. 1999 Nov;121(3):743-52. doi: 10.1104/pp.121.3.743. PMID: 10557222; PMCID: PMC59436. 15: Antonchick AP, Schneider B, Zhabinskii VN, Konstantinova OV, Khripach VA. Biosynthesis of 2,3-epoxybrassinosteroids in seedlings of Secale cereale. Phytochemistry. 2003 Aug;63(7):771-6. doi: 10.1016/s0031-9422(03)00354-6. PMID: 12877917. 16: Rozhon W, Mayerhofer J, Petutschnig E, Fujioka S, Jonak C. ASKtheta, a group-III Arabidopsis GSK3, functions in the brassinosteroid signalling pathway. Plant J. 2010 Apr;62(2):215-23. doi: 10.1111/j.1365-313X.2010.04145.x. Epub 2010 Jan 27. PMID: 20128883; PMCID: PMC2881309. 17: Kim GT, Fujioka S, Kozuka T, Tax FE, Takatsuto S, Yoshida S, Tsukaya H. CYP90C1 and CYP90D1 are involved in different steps in the brassinosteroid biosynthesis pathway in Arabidopsis thaliana. Plant J. 2005 Mar;41(5):710-21. doi: 10.1111/j.1365-313X.2004.02330.x. PMID: 15703058. 18: Kim TW, Chang SC, Lee JS, Hwang B, Takatsuto S, Yokota T, Kim SK. Cytochrome P450-catalyzed brassinosteroid pathway activation through synthesis of castasterone and brassinolide in Phaseolus vulgaris. Phytochemistry. 2004 Mar;65(6):679-89. doi: 10.1016/j.phytochem.2004.01.007. PMID: 15016564. 19: Choi S, Cho YH, Kim K, Matsui M, Son SH, Kim SK, Fujioka S, Hwang I. BAT1, a putative acyltransferase, modulates brassinosteroid levels in Arabidopsis. Plant J. 2013 Feb;73(3):380-91. doi: 10.1111/tpj.12036. Epub 2012 Dec 31. PMID: 23020607. 20: Noguchi T, Fujioka S, Choe S, Takatsuto S, Tax FE, Yoshida S, Feldmann KA. Biosynthetic pathways of brassinolide in Arabidopsis. Plant Physiol. 2000 Sep;124(1):201-9. doi: 10.1104/pp.124.1.201. Erratum in: Plant Physiol 2000 Oct;124(2):920. PMID: 10982435; PMCID: PMC59135.