Cyasterone | CAS#17086-76-9 | Anti-proliferation effect

MedKoo Cat#: 592177 | Name: Cyasterone

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Description:

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

Cyasterone was demonstrated potential inhibition effect in skin carcinoma cells.

Chemical Structure

Cyasterone

CAS#17086-76-9

Theoretical Analysis

MedKoo Cat#: 592177

Name: Cyasterone

CAS#: 17086-76-9

Chemical Formula: C29H44O8

Exact Mass: 520.3040

Molecular Weight: 520.66

Elemental Analysis: C, 66.90; H, 8.52; O, 24.58

Price and Availability

Size	Price	Availability	Quantity
5mg	USD 300.00	2 Weeks
10mg	USD 550.00	2 Weeks

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Related CAS #

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Synonym

Cyasterone; AI3-44890; AI3 44890; AI344890

IUPAC/Chemical Name

(3S,4S,5R)-4-((2R,3R)-2,3-dihydroxy-3-((2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,6,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)butyl)-3,5-dimethyldihydrofuran-2(3H)-one

InChi Key

NEFYSBQJYCICOG-YSEUJXISSA-N

InChi Code

InChI=1S/C29H44O8/c1-14-16(15(2)37-25(14)34)10-24(33)28(5,35)23-7-9-29(36)18-11-20(30)19-12-21(31)22(32)13-26(19,3)17(18)6-8-27(23,29)4/h11,14-17,19,21-24,31-33,35-36H,6-10,12-13H2,1-5H3/t14-,15+,16-,17-,19-,21+,22-,23-,24+,26+,27+,28+,29+/m0/s1

SMILES Code

C[C@@]12[C@]([C@](C)([C@H](O)C[C@@H]3[C@@H](C)OC([C@H]3C)=O)O)([H])CC[C@@]1(O)C4=CC([C@]5([H])C[C@@H](O)[C@@H](O)C[C@]5(C)[C@@]4([H])CC2)=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

>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

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Cyasterone, a natural EGFR inhibitor.

In vitro activity:

According to the results of CCK-8 assay, at 24 and 48 h, Cyasterone group could improve MSCs proliferation, particularly when cells were treated with 2.5–10 μg/ml Cyasterone (∗∗∗∗ p < 0.0001) (Fig. 2A). Reference: J Orthop Translat. 2021 May; 28: 28–38. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7905397/

In vivo activity:

Furthermore, cyasterone inhibited MGC823 cells xenografted tumor growth in vivo with few changes in mice body weights. Reference: Biomed Pharmacother. 2016 Dec;84:330-339. https://pubmed.ncbi.nlm.nih.gov/27668532/

	Solvent	mg/mL	mM
Solubility
	DMSO	100.0	186.34

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 520.66 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

Formulation protocol:

1. Zhu J, Liu Y, Chen C, Chen H, Huang J, Luo Y, Zhao K, Chen D, Xu Z, Li W, Zhang X, Xiong Y, Xu L, Wang B. Cyasterone accelerates fracture healing by promoting MSCs migration and osteogenesis. J Orthop Translat. 2021 Feb 19;28:28-38. doi: 10.1016/j.jot.2020.11.004. PMID: 33717979; PMCID: PMC7905397. 2. Lu X, Qiu H, Yang L, Zhang J, Ma S, Zhen L. Anti-proliferation effects, efficacy of cyasterone in vitro and in vivo and its mechanism. Biomed Pharmacother. 2016 Dec;84:330-339. doi: 10.1016/j.biopha.2016.09.041. Epub 2016 Sep 23. PMID: 27668532.

In vitro protocol:

In vivo protocol:

1: Lu X, Qiu H, Yang L, Zhang J, Ma S, Zhen L. Anti-proliferation effects, efficacy of cyasterone in vitro and in vivo and its mechanism. Biomed Pharmacother. 2016 Dec;84:330-339. doi: 10.1016/j.biopha.2016.09.041. Epub 2016 Sep 23. PubMed PMID: 27668532. 2: Li F, Li G, Zhao J, Xiao J, Liu Z, Su G. A simple LC-MS method for determination of cyasterone in rat plasma: application to a pilot pharmacokinetic study. Biomed Chromatogr. 2016 Jun;30(6):867-71. doi: 10.1002/bmc.3621. Epub 2015 Nov 17. PubMed PMID: 26390114. 3: Hirayama Y, Okuzumi K, Masubuti H, Uekusa H, Girault JP, Fujimoto Y. Stereochemical assignment of C-24 and C-25 of amarasterone A, a putative biosynthetic intermediate of cyasterone. J Org Chem. 2014 Jun 20;79(12):5471-7. doi: 10.1021/jo5005108. Epub 2014 Jun 4. PubMed PMID: 24824008. 4: Okuzumi K, Hara N, Uekusa H, Fujimoto Y. Structure elucidation of cyasterone stereoisomers isolated from Cyathula officinalis. Org Biomol Chem. 2005 Apr 7;3(7):1227-32. Epub 2005 Feb 24. PubMed PMID: 15785811. 5: Otaki T, Williams CM. Inactivation of alpha-ecdysone and cyasterone by larvae of the fleshfly, Sarcophaga peregrina, and pupae of the silkworm, Samia cynthia. Biol Bull. 1970 Jun;138(3):326-33. PubMed PMID: 5433302.