| Identification | Back Directory | [Name]
territrem B | [CAS]
70407-20-4 | [Synonyms]
territrem B
TERRITREM B(RG)
PubChem ID: 114734
(4aR)-4a,6,6a,12,12a,12b-Hexahydro-4aβ,12aβ-dihydroxy-4,4,6aα,12bα-tetramethyl-9-(3,4,5-trimethoxyphenyl)-4H,11H-naphtho[2,1-b]pyrano[3,4-e]pyran-1,11(5H)-dione
4H,11H-Naphtho[2,1-b]pyrano[3,4-e]pyran-1,11(5H)-dione, 4a,6,6a,12,12a,12b-hexahydro-4a,12a-dihydroxy-4,4,6a,12b-tetramethyl-9-(3,4,5-trimethoxyphenyl)-, (4aR,6aR,12aS,12bS)- | [Molecular Formula]
C29H34O9 | [MDL Number]
MFCD00869655 | [MOL File]
70407-20-4.mol | [Molecular Weight]
526.57 |
| Chemical Properties | Back Directory | [Melting point ]
200～203℃ | [Boiling point ]
693.0±55.0 °C(Predicted) | [density ]
1.35±0.1 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
DMSO: soluble | [form ]
A solid | [pka]
12.11±0.70(Predicted) | [color ]
White to off-white |
| Hazard Information | Back Directory | [Description]
Territrem B (TRB) is a fungal metabolite isolated from Aspergillus terreus shown previously to be a potent and irreversible inhibitor of acetylcholinesterase (AChE). | [Description]
Territrem B is a mycotoxin originally isolated from A. terreus that irreversibly inhibits acetylcholinesterase (AChE; IC50 = 19 nM for the electric eel enzyme). It is toxic to mice, inducing tremors with a median tremulous dose of 0.21 mg/kg, and has an LD50 value of 9.06 mg/kg. | [Uses]
Territrem B is a potent and irreversible inhibitor of acetylcholinesterase. | [Uses]
Territrem B is an α-pyrone tremorgenic mycotoxin first identified from an Aspergillus terreus strain by Ling and colleagues at Taiwan National University in 1979. Territrem B is a potent insecticide acting via irreversible inhibition of acetylcholinesterase (AChE). The binding mechanism is very different from typical irreversible AChE inhibitors like neostigmine and the organophospates. | [Biological Activity]
Territrem B is a mycotoxin originally isolated from A. terreus that irreversibly inhibits acetylcholinesterase (AChE; IC50 = 19 nM for the electric eel enzyme). It is toxic to mice, inducing tremors with a median tremulous dose of 0.21 mg/kg, and has an LD50 value of 9.06 mg/kg. | [References]
Territrems, tremorgenic mycotoxins of Aspergillus terreus. Ling K.L. et al., Appl. Env. Microbiol. 1979, 37, 355.
Toxicity and anticholinesterase activity of the fungal metabolites territrems to the corn earworm, Helicoverpa zea. Dowd P.F. et al., Entomol. Exp. Appl. 1992, 65, 57.
Territrem B, a tremorgenic mycotoxin that inhibits acetylcholinesterase with a noncovalent yet irreversible binding mechanism. Jen-Wei Chen J-W. et al., J. Biol. Chem. 1999, 274, 34916. |
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