MedKoo Cat#: 464012 | Name: Chaetoglobosin A Acetate
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Description:

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

19-O-Acetylchaetoglobosin A (Chaetoglobosin A Acetate) is a fungal metabolite originally isolated from C. globosum that has actin polymerization inhibitory and cytotoxic activities. It inhibits actin polymerization in a cell-free assay when used at a concentration of 2 µM. 19-O-Acetylchaetoglobosin A is cytotoxic to HeLa cervical cancer cells.

Chemical Structure

Chaetoglobosin A Acetate
Chaetoglobosin A Acetate
CAS#50939-69-0

Theoretical Analysis

MedKoo Cat#: 464012

Name: Chaetoglobosin A Acetate

CAS#: 50939-69-0

Chemical Formula: C34H38N2O6

Exact Mass: 570.2730

Molecular Weight: 570.69

Elemental Analysis: C, 71.56; H, 6.71; N, 4.91; O, 16.82

Price and Availability

Size Price Availability Quantity
1mg USD 350.00 2 Weeks
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Related CAS #
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Synonym
Chaetoglobosin A Acetate; Chaetoglobosin A-Acetate; Chaetoglobosin-A Acetate; Chaetoglobosin-A-Acetate; 19-O-Acetylchaetoglobosin A;
IUPAC/Chemical Name
(1E,4S,5E,7R,9E,11aR,14S,14aR,15S,15aR,16aS,16bR)-14-((1H-indol-3-yl)methyl)-4,6,15,15a-tetramethyl-8,11,12-trioxo-4,7,8,11,12,13,14,14a,15,15a,16a,16b-dodecahydro-3H-cyclotrideca[d]oxireno[2,3-f]isoindol-7-yl acetate
InChi Key
AZLAYOMQTNEYFJ-YZYWEBORSA-N
InChi Code
InChI=1S/C34H38N2O6/c1-18-9-8-11-24-31-33(5,42-31)20(3)29-26(16-22-17-35-25-12-7-6-10-23(22)25)36-32(40)34(24,29)28(39)14-13-27(38)30(19(2)15-18)41-21(4)37/h6-8,10-15,17-18,20,24,26,29-31,35H,9,16H2,1-5H3,(H,36,40)/b11-8+,14-13+,19-15+/t18-,20-,24-,26-,29-,30+,31-,33+,34+/m0/s1
SMILES Code
[H][C@@]1([C@@]2(O[C@]2(C)[C@@H](C)[C@@]3([H])[C@H](CC4=CNC5=C4C=CC=C5)NC([C@]31C(/C=C/C([C@@H]6OC(C)=O)=O)=O)=O)[H])/C=C/C[C@@H](/C=C6\C)C
Appearance
Solid powder
Purity
>95% (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
Solvent mg/mL mM comments
Solubility
Soluble in DMSO 0.0 100.00
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 570.69 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
1: Ashrafi S, Helaly S, Schroers HJ, Stadler M, Richert-Poeggeler KR, Dababat AA, Maier W. Ijuhya vitellina sp. nov., a novel source for chaetoglobosin A, is a destructive parasite of the cereal cyst nematode Heterodera filipjevi. PLoS One. 2017 Jul 12;12(7):e0180032. doi: 10.1371/journal.pone.0180032. PMID: 28700638; PMCID: PMC5507501. 2: Ratnayake R, Fremlin LJ, Lacey E, Gill JH, Capon RJ. Acremolides A-D, lipodepsipeptides from an Australian marine-derived fungus, Acremonium sp. J Nat Prod. 2008 Mar;71(3):403-8. doi: 10.1021/np070589g. Epub 2008 Feb 21. PMID: 18288804. 3: Von Wallbrunn C, Luftmann H, Bergander K, Meinhardt F. Phytotoxic chaetoglobosins are produced by the plant pathogen Calonectria morganii (anamorph Cylindrocladium scoparium). J Gen Appl Microbiol. 2001 Feb;47(1):33-38. doi: 10.2323/jgam.47.33. PMID: 12483566. 4: Bogyo D, Vaidya N, Flashner M, Tanenbaum SW. Photoaffinity labeling of plasma membrane receptors for cytochalasins in Ehrlich tumor cells. Biochimie. 1988 Feb;70(2):187-91. doi: 10.1016/0300-9084(88)90060-0. PMID: 3134942.