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50335-03-0

50335-03-0 Structure

50335-03-0 Structure
IdentificationBack Directory
[Name]

CHAETOGLOBOSIN A
[CAS]

50335-03-0
[Synonyms]

CHAETOGLOBOSIN
CHAETOGLOBOSINB
CHAETOGLOBOSINM
CHAETOGLOBOSINE
CHAETOGLOBOSINL
chaetoglobosins
CHAETOGLOBOSIN A
CHAETOGLOBOSIN A, B, C, D, E, F, K, Q, R, T
18-dimethyl-,(7s,13e,16s,17e,19r,21e)-ol-3-yl)-1
3H-Cyclotridec[d]oxireno[f]isoindole-8,11,12(13H)-trione
(13)cytochalasa-13,17,21-triene-1,20,23-trione,6,7-epoxy-19-hydroxy-10-(1h-ind
4,7,14,14a,15,15a,16a,16b-Octahydro-7-hydroxy-14-(1H-indol-3-ylmethyl)-4,6,15,15a-tetramethyl-
(1E,4S,5E,7R,9E,11aR,14S,14aR,15S,15aR,16aS,16bR)-4,7,14,14a,15,15a,16a,16b-Octahydro-7-hydroxy-14-(1H-indol-3-ylmethyl)-4,6,15,15a-tetramethyl-3H-cyclotridec[d]oxireno[f]isoindole-8,11,12(13H)-trione
3H-Cyclotridec[d]oxireno[f]isoindole-8,11,12(13H)-trione, 4,7,14,14a,15,15a,16a,16b-octahydro-7-hydroxy-14-(1H-indol-3-ylmethyl)-4,6,15,15a-tetramethyl-, (1E,4S,5E,7R,9E,11aR,14S,14aR,15S,15aR,16aS,16bR)-
[Molecular Formula]

C32H36N2O5
[MDL Number]

MFCD08273781
[MOL File]

50335-03-0.mol
[Molecular Weight]

528.64
Chemical PropertiesBack Directory
[Occurrence]

A complex macrocyclic alkaloid, this base has been isolated from Diplodia rnacrospora. Chaetoglobosin A possesses the property of inhibiting growth in wheat coleoptiles.
[Melting point ]

188°C
[Boiling point ]

608.81°C (rough estimate)
[density ]

1.1705 (rough estimate)
[refractive index ]

1.5800 (estimate)
[storage temp. ]

?20°C
[solubility ]

DMSO: soluble10mg/mL
[form ]

solid
[pka]

17.32±0.30(Predicted)
[color ]

Yellow
[biological source]

Chaetomium globosum
[Stability:]

Stable for 1 year as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month.
Hazard InformationBack Directory
[Definition]

ChEBI: A cytochalasan alkaloid isolated from Chaetomium globosum and Calonectria morganii.
[Description]

Chaetoglobosin A (50335-03-0) is a cytochalasin analog which targets filamentous actin. Displays cytotoxic effects against human colorectal HCT116 cells, IC50=3.15 μM.1 Preferentially induces apoptosis in chronic lymphocytic leukemia cells via targeting the cytoskeleton.2 Enhances the fibrinolytic activity of vascular endothelial cells.3
[Uses]

Chaetoglobosin A is a mycotoxic cytochalasan compound.
[storage]

+4°C
[References]

1) Li et al. (2014), Chaetoglobosins from Chaetomium globosum, an endophytic fungus in Ginkgo biloba, and their phytotoxic and cytotoxic activities; J. Agric. Food Chem., 62 3734 2) Knudsen et al. (2014), Chaetoglobosin A preferentially induces apoptosis in chronic lymphocytic leukemia cells by targeting the cytoskeleton; Leukemia, 28 1289 3) Shinohara et al. (2000), Enhancement of fibrinolytic activity of vascular endothelial cells by chaetoglobosin A, crinipellin B, geodin and triticone B; J. Antibiot. (Tokyo), 53 262
Safety DataBack Directory
[WGK Germany ]

3
[HS Code ]

2941900000
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