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MedKoo Cat#: 112104 | Name: Roridin E
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Description:

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

Roridin E inhibits the receptor tyrosine kinases FGFR3, IGF-1R, PDGFRβ, and TrkB (IC50s = 0.4, 0.4, 1.4, and 1 μM, respectively) and induces cytotoxicity in multiple breast cancer cell lines (IC50s = 0.02-0.05 nM). It also inhibits proliferation in a panel of additional cancer cell lines (IC50s = <0.01 μM).

Chemical Structure

Roridin E
Roridin E
CAS#16891-85-3

Theoretical Analysis

MedKoo Cat#: 112104

Name: Roridin E

CAS#: 16891-85-3

Chemical Formula: C29H38O8

Exact Mass: 514.2567

Molecular Weight: 514.62

Elemental Analysis: C, 67.69; H, 7.44; O, 24.87

Price and Availability

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1mg USD 550.00 2 Weeks
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Related CAS #
No Data
Synonym
Roridin E
IUPAC/Chemical Name
(2S,4'E,9'R,10'E,12'Z,16a'S,18'R,19a'R,23a'R)-9'-((R)-1-hydroxyethyl)-5',16a',21'-trimethyl-6',7',16',16a',19a',22'-hexahydro-1'H,3'H,18'H,23'H-spiro[oxirane-2,17'-[16,18]methano[1,6,12]trioxacyclooctadecino[3,4-d]chromene]-3',14'(9'H)-dione
InChi Key
KEEQQEKLEZRLDS-ZOHHDLAGSA-N
InChi Code
InChI=1S/C29H38O8/c1-18-9-11-28-16-34-26(32)14-19(2)10-12-33-21(20(3)30)7-5-6-8-25(31)37-22-15-24(36-23(28)13-18)29(17-35-29)27(22,28)4/h5-8,13-14,20-24,30H,9-12,15-17H2,1-4H3/b7-5+,8-6-,19-14+/t20-,21-,22?,23-,24-,27-,28-,29+/m1/s1
SMILES Code
CC1=C[C@@]2([C@]3(CC1)[C@@]4([C@]5([C@]([H])(O2)CC4OC(/C=C\C=C\[C@]([H])([C@@H](C)O)OCC/C(C)=C/C(OC3)=O)=O)OC5)C)[H]
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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 514.62 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: Ulrich S, Gottschalk C, Biermaier B, Bahlinger E, Twarużek M, Asmussen S, Schollenberger M, Valenta H, Ebel F, Dänicke S. Occurrence of type A, B and D trichothecenes, zearalenone and stachybotrylactam in straw. Arch Anim Nutr. 2021 Apr;75(2):105-120. doi: 10.1080/1745039X.2021.1877075. Epub 2021 Feb 21. PMID: 33615927. 2: Ulrich S, Schäfer C. Toxin Production by Stachybotrys chartarum Genotype S on Different Culture Media. J Fungi (Basel). 2020 Sep 2;6(3):159. doi: 10.3390/jof6030159. PMID: 32887224; PMCID: PMC7559122. 3: Zhu M, Cen Y, Ye W, Li S, Zhang W. Recent Advances on Macrocyclic Trichothecenes, Their Bioactivities and Biosynthetic Pathway. Toxins (Basel). 2020 Jun 23;12(6):417. doi: 10.3390/toxins12060417. PMID: 32585939; PMCID: PMC7354583. 4: Lee SR, Park HB, Kim KH. Highly Sensitive, Simple, and Cost- and Time- Effective Method to Determine the Absolute Configuration of a Secondary Alcohol Using Competing Enantioselective Acylation Coupled with LC/MS. Anal Chem. 2018 Nov 20;90(22):13212-13216. doi: 10.1021/acs.analchem.8b03385. Epub 2018 Nov 1. PMID: 30352501. 5: Choe S, In S, Jeon Y, Choi H, Kim S. Identification of trichothecene-type mycotoxins in toxic mushroom Podostroma cornu-damae and biological specimens from a fatal case by LC-QTOF/MS. Forensic Sci Int. 2018 Oct;291:234-244. doi: 10.1016/j.forsciint.2018.08.043. Epub 2018 Sep 6. PMID: 30227371. 6: Liu Y, Zhou X, Naman CB, Lu Y, Ding L, He S. Preparative Separation and Purification of Trichothecene Mycotoxins from the Marine Fungus Fusarium sp. LS68 by High-Speed Countercurrent Chromatography in Stepwise Elution Mode. Mar Drugs. 2018 Feb 24;16(2):73. doi: 10.3390/md16020073. PMID: 29495262; PMCID: PMC5852501. 7: Siciliano I, Bosio P, Gilardi G, Gullino ML, Garibaldi A. Verrucarin A and roridin E produced on spinach by Myrothecium verrucaria under different temperatures and CO2 levels. Mycotoxin Res. 2017 May;33(2):139-146. doi: 10.1007/s12550-017-0273-2. Epub 2017 Mar 9. PMID: 28281009. 8: Ridge CD, Mazzola EP, Coles MP, Hinkley SF. Isolation and characterization of roridin E. Magn Reson Chem. 2017 Apr;55(4):337-340. doi: 10.1002/mrc.4539. Epub 2016 Nov 10. PMID: 27737497. 9: Došen I, Andersen B, Phippen CB, Clausen G, Nielsen KF. Stachybotrys mycotoxins: from culture extracts to dust samples. Anal Bioanal Chem. 2016 Aug;408(20):5513-26. doi: 10.1007/s00216-016-9649-y. Epub 2016 Jun 2. PMID: 27255106; PMCID: PMC4939167. 10: Piao MZ, Shen L, Wang FW. A new trichothecene from Myrothecium roridum QDFE005, a symbiotic fungus isolated from Mactra chinensis. J Asian Nat Prod Res. 2013;15(12):1284-9. doi: 10.1080/10286020.2013.841141. Epub 2013 Oct 24. PMID: 24152038. 11: Zhao L, Liu L, Wang N, Wang SJ, Hu JC, Gao JM. Potent toxic macrocyclic trichothecenes from the marine-derived fungus Myrothecium verrucaria Hmp-F73. Nat Prod Commun. 2011 Dec;6(12):1915-6. PMID: 22312738. 12: Polizzi V, Delmulle B, Adams A, Moretti A, Susca A, Picco AM, Rosseel Y, Kindt R, Van Bocxlaer J, De Kimpe N, Van Peteghem C, De Saeger S. JEM Spotlight: Fungi, mycotoxins and microbial volatile organic compounds in mouldy interiors from water-damaged buildings. J Environ Monit. 2009 Oct;11(10):1849-58. doi: 10.1039/b906856b. Epub 2009 Jul 20. PMID: 19809708. 13: Zhang HJ, Tamez PA, Aydogmus Z, Tan GT, Saikawa Y, Hashimoto K, Nakata M, Hung NV, Xuan le T, Cuong NM, Soejarto DD, Pezzuto JM, Fong HH. Antimalarial agents from plants. III. Trichothecenes from Ficus fistulosa and Rhaphidophora decursiva. Planta Med. 2002 Dec;68(12):1088-91. doi: 10.1055/s-2002-36350. PMID: 12494335. 14: García CC, Rosso ML, Bertoni MD, Maier MS, Damonte EB. Evaluation of the antiviral activity against Junin virus of macrocyclic trichothecenes produced by the hypocrealean epibiont of Baccharis coridifolia. Planta Med. 2002 Mar;68(3):209-12. doi: 10.1055/s-2002-23134. PMID: 11914955. 15: Abbas HK, Johnson BB, Shier WT, Tak H, Jarvis BB, Boyette CD. Phytotoxicity and mammalian cytotoxicity of macrocyclic trichothecene mycotoxins from Myrothecium verrucaria. Phytochemistry. 2002 Feb;59(3):309-13. doi: 10.1016/s0031-9422(01)00464-2. PMID: 11830139. 16: Rubezhniak IG. Izmenenie komponentnogo sostava dendrodokhinov v dinamike kul'tivirovaniia Dendrodochium toxicum 100115 [Changes in the composition of dendrochines in the cultivation dynamics of Dendrodochium toxicum 100115]. Mikrobiol Z. 2001 Jul-Aug;63(4):37-44. Russian. PMID: 11692676. 17: Abbas HK, Tak H, Boyette CD, Shier WT, Jarvis BB. Macrocyclic trichothecenes are undetectable in kudzu (Pueraria montana) plants treated with a high- producing isolate of Myrothecium verrucaria. Phytochemistry. 2001 Sep;58(2):269-76. doi: 10.1016/s0031-9422(01)00214-x. PMID: 11551550. 18: Namikoshi M, Akano K, Meguro S, Kasuga I, Mine Y, Takahashi T, Kobayashi H. A new macrocyclic trichothecene, 12,13-deoxyroridin E, produced by the marine- derived fungus Myrothecium roridum collected in Palau. J Nat Prod. 2001 Mar;64(3):396-8. doi: 10.1021/np000443g. PMID: 11277768. 19: Jarvis BB, Wang S. Stereochemistry of the roridins. Diastereomers of roridin E. J Nat Prod. 1999 Sep;62(9):1284-9. doi: 10.1021/np990272j. PMID: 10514314. 20: Isaka M, Punya J, Lertwerawat Y, Tanticharoen M, Thebtaranonth Y. Antimalarial activity of macrocyclic trichothecenes isolated from the fungus Myrothecium verrucaria. J Nat Prod. 1999 Feb;62(2):329-31. doi: 10.1021/np980323x. PMID: 10075777.

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