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Merck
CN

V119

Verruculogen

powder

Synonym(s):

1,10,10a,14,14a,15b-Hexahydro-10,10a-dihydroxy-7-methoxy-2,2-dimethyl-5-(2-methyl-1-propenyl)-5H,12H-3,4-dioxa-5a,11a,15a-triazacyclooct[1m]indeno[5,6-b]fluorene-11,15(2H,13H)-dione, TR 1

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About This Item

UNSPSC Code:
41116107
PubChem Substance ID:
329829027
MDL number:
MFCD00079645

Key Documents

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InChI

1S/C27H33N3O7/c1-14(2)11-20-29-18-12-15(35-5)8-9-16(18)21-22(29)19(13-26(3,4)37-36-20)30-24(32)17-7-6-10-28(17)25(33)27(30,34)23(21)31/h8-9,11-12,17,19-20,23,31,34H,6-7,10,13H2,1-5H3/t17-,19-,20+,23-,27+/m0/s1

SMILES string

COc1ccc2c3[C@H](O)[C@]4(O)N([C@H]5CC(C)(C)OO[C@H](\C=C(\C)C)n(c35)c2c1)C(=O)[C@@H]6CCCN6C4=O

InChI key

LRXYHMMJJCTUMY-GWXUGYLUSA-N

form

powder

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

color

white

solubility

chloroform: 20 mg/mL

format

neat

storage temp.

−20°C

Application

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Biochem/physiol Actions

Selective blocker of high conductance Ca2+-activated (Maxi-K) potassium channels.

Disclaimer

Photosensitive

Regulatory Information

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Certificates of Analysis (COA)

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M I Selala et al.
Journal of natural products, 54(1), 207-212 (1991-01-01)
Paxilline was isolated from Penicillium paxilli (NRRL 6110). It was studied together with penitrem B and verruculogen in the electrically stimulated guinea pig ileum. All three mycotoxins enhanced the electrically induced twitch contractions, without influencing the contractions provoked by exogenous
H G Knaus et al.
Biochemistry, 33(19), 5819-5828 (1994-05-17)
Tremorgenic indole alkaloids produce neurological disorders (e.g., staggers syndromes) in ruminants. The mode of action of these fungal mycotoxins is not understood but may be related to their known effects on neurotransmitter release. To determine whether these effects could be

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