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MedKoo Cat#: 412787 | Name: Chaetoglobosin J

Description:

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

Chaetoglobosin J is a cytochalasan alkaloid found in Chaetomium globosum. It has a role as an antineoplastic agent and a Chaetomium metabolite. It is a cytochalasan alkaloid, a member of indoles, a macrocycle and a secondary alpha-hydroxy ketone.

Chemical Structure

Chaetoglobosin J
Chaetoglobosin J
CAS#65745-47-3

Theoretical Analysis

MedKoo Cat#: 412787

Name: Chaetoglobosin J

CAS#: 65745-47-3

Chemical Formula: C32H36N2O4

Exact Mass: 512.2675

Molecular Weight: 512.65

Elemental Analysis: C, 74.97; H, 7.08; N, 5.46; O, 12.48

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 #
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Synonym
Chaetoglobosin J; ChaetoglobosinJ; Chaetoglobosin-J
IUPAC/Chemical Name
(7E,11Z,15E)-3-((1H-indol-3-yl)methyl)-13-hydroxy-4,5,10,12-tetramethyl-2,3,3a,4,6a,9,10,13-octahydro-1H-cyclotrideca[d]isoindole-1,14,17-trione
InChi Key
XSYISNGSIFFBMR-ONBSBEMVSA-N
InChi Code
InChI=1S/C32H36N2O4/c1-18-8-7-9-23-15-19(2)21(4)29-26(16-22-17-33-25-11-6-5-10-24(22)25)34-31(38)32(23,29)28(36)13-12-27(35)30(37)20(3)14-18/h5-7,9-15,17-18,21,23,26,29-30,33,37H,8,16H2,1-4H3,(H,34,38)/b9-7+,13-12+,20-14-
SMILES Code
CC1C/C=C/C2C=C(C(C3C(NC(C23C(/C=C/C(C(/C(C)=C\1)O)=O)=O)=O)Cc(c[nH]4)c5c4cccc5)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
>2 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 512.65 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: Jiang C, Song J, Zhang J, Yang Q. New production process of the antifungal chaetoglobosin A using cornstalks. Braz J Microbiol. 2017 Jul-Sep;48(3):410-418. doi: 10.1016/j.bjm.2016.11.008. Epub 2017 Feb 4. PMID: 28223029; PMCID: PMC5498411. 2: Maruyama K, Oosawa M, Tashiro A, Suzuki T, Tanikawa M, Kikuchi M, Sekita S, Natori S. Effects of chaetoglobosin J on the G-F transformation of actin. Biochim Biophys Acta. 1986 Nov 21;874(2):137-43. doi: 10.1016/0167-4838(86)90110-x. PMID: 3778915. 3: Jiang T, Wang M, Li L, Si J, Song B, Zhou C, Yu M, Wang X, Zhang Y, Ding G, Zou Z. Overexpression of the Global Regulator LaeA in Chaetomium globosum Leads to the Biosynthesis of Chaetoglobosin Z. J Nat Prod. 2016 Oct 28;79(10):2487-2494. doi: 10.1021/acs.jnatprod.6b00333. Epub 2016 Oct 19. PMID: 27759375. 4: Wang Z, Cui J, Gao W, Yang Q, Chen L, Yang L, Sun Q, Zhang H. Effects of rice straw structure on chaetoglobosin A production by Chaetomium globosum CGMCC 6882. Int J Biol Macromol. 2020 May 1;150:1223-1228. doi: 10.1016/j.ijbiomac.2019.10.132. Epub 2019 Nov 16. PMID: 31743701. 5: Gao W, Sun W, Li F, Chai C, He Y, Wang J, Xue Y, Chen C, Zhu H, Hu Z, Zhang Y. Armochaetoglasins A-I: Cytochalasan alkaloids from fermentation broth of Chaetomium globosum TW1-1 by feeding L-tyrosine. Phytochemistry. 2018 Dec;156:106-115. doi: 10.1016/j.phytochem.2018.09.004. Epub 2018 Sep 27. PMID: 30268043. 6: Huang S, Chen H, Li W, Zhu X, Ding W, Li C. Bioactive Chaetoglobosins from the Mangrove Endophytic Fungus Penicillium chrysogenum. Mar Drugs. 2016 Sep 27;14(10):172. doi: 10.3390/md14100172. PMID: 27690061; PMCID: PMC5082320. 7: Ding G, Song YC, Chen JR, Xu C, Ge HM, Wang XT, Tan RX. Chaetoglobosin U, a cytochalasan alkaloid from endophytic Chaetomium globosum IFB-E019. J Nat Prod. 2006 Feb;69(2):302-4. doi: 10.1021/np050515+. PMID: 16499339. 8: Ohtsubo K, Saito M, Sekita S, Yoshihira K, Natori S. Acute toxic effects of chaetoglobosin A, a new cytochalasan compound produced by Chaetomium globosum, on mice and rats. Jpn J Exp Med. 1978 Apr;48(2):105-10. PMID: 713122. 9: Kawahara T, Itoh M, Izumikawa M, Sakata N, Tsuchida T, Shin-ya K. New chaetoglobosin derivatives, MBJ-0038, MBJ-0039 and MBJ-0040, isolated from the fungus Chaetomium sp. f24230. J Antibiot (Tokyo). 2013 Dec;66(12):727-30. doi: 10.1038/ja.2013.75. Epub 2013 Jul 24. PMID: 23881215. 10: Jiang C, Song J, Zhang J, Yang Q. Identification and characterization of the major antifungal substance against Fusarium Sporotrichioides from Chaetomium globosum. World J Microbiol Biotechnol. 2017 Jun;33(6):108. doi: 10.1007/s11274-017-2274-x. Epub 2017 May 2. PMID: 28466302.