Chaetoglobosin B

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

MedKoo CAT#: 412783

CAS#: 50335-04-1

Description: Chaetoglobosin B is a natural product found in Chaetomium globosum and Chaetomium subaffine. 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

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Chaetoglobosin B
CAS# 50335-04-1

Theoretical Analysis

MedKoo Cat#: 412783
Name: Chaetoglobosin B
CAS#: 50335-04-1
Chemical Formula: C32H36N2O5
Exact Mass: 528.26
Molecular Weight: 528.650
Elemental Analysis: C, 72.70; H, 6.86; N, 5.30; O, 15.13

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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Synonym: Chaetoglobosin B; ChaetoglobosinB; Chaetoglobosin-B

IUPAC/Chemical Name: 1H-Cyclotridec(d)isoindole-1,14,17-trione, 2,3,3a,6,6a,9,10,13-octahydro-6,13-dihydroxy-3-(1H-indol-3-ylmethyl)-4,5,10,12-tetramethyl-, (3S,3aR,6S,6aR,7E,10S,11E,13R,17aR)-

InChi Key: VUEFRYQBOMQOMV-OEENLJKSSA-N

InChi Code: InChI=1S/C32H36N2O5/c1-17-8-7-10-23-30(38)20(4)19(3)28-25(15-21-16-33-24-11-6-5-9-22(21)24)34-31(39)32(23,28)27(36)13-12-26(35)29(37)18(2)14-17/h5-7,9-14,16-17,23,25,28-30,33,37-38H,8,15H2,1-4H3,(H,34,39)/b10-7+,13-12-,18-14+/t17-,23-,25-,28-,29+,30+,32+/m0/s1

SMILES Code: O=C1N[C@@H](CC2=CNC3=C2C=CC=C3)[C@]4([H])C(C)=C(C)[C@@H](O)[C@@](/C=C/C[C@H](C)/C=C(C)/[C@@H](O)C(/C=C\5)=O)([H])[C@]14C5=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: >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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 528.65 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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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: Zheng QC, Kong MZ, Zhao Q, Chen GD, Tian HY, Li XX, Guo LD, Li J, Zheng YZ, Gao H. Chaetoglobosin Y, a new cytochalasan from Chaetomium globosum. Fitoterapia. 2014 Mar;93:126-31. doi: 10.1016/j.fitote.2013.12.022. Epub 2014 Jan 11. PMID: 24418656.

3: Zhu X, Zhou D, Liang F, Wu Z, She Z, Li C. Penochalasin K, a new unusual chaetoglobosin from the mangrove endophytic fungus Penicillium chrysogenum V11 and its effective semi-synthesis. Fitoterapia. 2017 Nov;123:23-28. doi: 10.1016/j.fitote.2017.09.016. Epub 2017 Sep 27. PMID: 28958956.

4: 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.

5: Xue M, Zhang Q, Gao JM, Li H, Tian JM, Pescitelli G. Chaetoglobosin Vb from endophytic Chaetomium globosum: absolute configuration of chaetoglobosins. Chirality. 2012 Aug;24(8):668-74. doi: 10.1002/chir.22068. Epub 2012 May 17. PMID: 22593034.

6: 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.

7: 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.

8: Yang MH, Gu ML, Han C, Guo XJ, Yin GP, Yu P, Kong LY. Aureochaeglobosins A-C, Three [4 + 2] Adducts of Chaetoglobosin and Aureonitol Derivatives from Chaetomium globosum. Org Lett. 2018 Jun 1;20(11):3345-3348. doi: 10.1021/acs.orglett.8b01243. Epub 2018 May 17. PMID: 29771535.

9: Hu Y, Hao X, Chen L, Akhberdi O, Yu X, Liu Y, Zhu X. Gα-cAMP/PKA pathway positively regulates pigmentation, chaetoglobosin A biosynthesis and sexual development in Chaetomium globosum. PLoS One. 2018 Apr 13;13(4):e0195553. doi: 10.1371/journal.pone.0195553. PMID: 29652900; PMCID: PMC5898716.

10: Hu Y, Hao X, Lou J, Zhang P, Pan J, Zhu X. A PKS gene, pks-1, is involved in chaetoglobosin biosynthesis, pigmentation and sporulation in Chaetomium globosum. Sci China Life Sci. 2012 Dec;55(12):1100-8. doi: 10.1007/s11427-012-4409-5. Epub 2012 Dec 12. PMID: 23233225.