Paxilline

Modify Date: 2025-08-25 18:21:46

Paxilline structure	Common Name	Paxilline
	CAS Number	57186-25-1	Molecular Weight	435.555
	Density	1.3±0.1 g/cm3	Boiling Point	648.8±55.0 °C at 760 mmHg
	Molecular Formula	C₂₇H₃₃NO₄	Melting Point	252ºC
	MSDS	Chinese USA	Flash Point	346.2±31.5 °C
	Symbol	GHS05, GHS06	Signal Word	Danger

Use of Paxilline

Paxilline is an indole alkaloid mycotoxin from Penicillium paxilli, acts as a potent BK channels inhibitor by an almost exclusively closed-channel block mechanism. Paxilline also inhibits the sarco/endoplasmic reticulum Ca2+ ATPase (SERCA) with IC50s between 5μM and 50μM for differing isoforms. Paxilline possesses significant anticonvulsant activity[1][2][3].

Name	Paxilline,(2R,4bS,6aS,12bS,12cR,14aS)-5,6,6a,7,12,12b,12c,13,14,14a-Decahydro-4b-hydroxy-2-(1-hydroxy-1-methylethyl)-12b,12c-dimethyl-2H-pyrano[2'',3'':5',6']benz[1',2':6,7]indeno[1,2-b]indol-3(4bH)-one
Synonym	More Synonyms

Description	Paxilline is an indole alkaloid mycotoxin from Penicillium paxilli, acts as a potent BK channels inhibitor by an almost exclusively closed-channel block mechanism. Paxilline also inhibits the sarco/endoplasmic reticulum Ca2+ ATPase (SERCA) with IC50s between 5μM and 50μM for differing isoforms. Paxilline possesses significant anticonvulsant activity[1][2][3].
Related Catalog	Signaling Pathways >> Membrane Transporter/Ion Channel >> Calcium Channel Research Areas >> Neurological Disease
Target	IC50: 5-50 μM (SERCA)[2], BK channel[1]
References	[1]. Zhou Y, et al. Paxilline inhibits BK channels by an almost exclusively closed-channel block mechanism. J Gen Physiol. 2014 Nov;144(5):415-40. [2]. Bilmen JG, et al. The mechanism of inhibition of the sarco/endoplasmic reticulum Ca2+ ATPase by paxilline. Arch Biochem Biophys. 2002 Oct 1;406(1):55-64. [3]. Sheehan JJ, et al. Anticonvulsant effects of the BK-channel antagonist paxilline. Epilepsia. 2009 Apr;50(4):711-20.

Density	1.3±0.1 g/cm3
Boiling Point	648.8±55.0 °C at 760 mmHg
Melting Point	252ºC
Molecular Formula	C₂₇H₃₃NO₄
Molecular Weight	435.555
Flash Point	346.2±31.5 °C
Exact Mass	435.240967
PSA	82.55000
LogP	3.77
Vapour Pressure	0.0±2.0 mmHg at 25°C
Index of Refraction	1.661
Storage condition	2-8°C
Water Solubility	Soluble in DMSO, acetone or chloroform.

Paxilline MSDS(Chinese)

CHEMICAL IDENTIFICATION

RTECS NUMBER :: DJ2830000

CAS REGISTRY NUMBER :: 57186-25-1

LAST UPDATED :: 199612

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C27-H33-N-O4

MOLECULAR WEIGHT :: 435.61

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD - Lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >227 mg/kg

TOXIC EFFECTS :: Behavioral - tremor

REFERENCE :: JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 41,1868,1988

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 150 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: 41KEAL "Toxicology, Biochemistry and Pathology of Mycotoxins," Uraguchi, K. and M. Yamazaki, eds., New York, John Wiley & Sons, Inc., 1978 Volume(issue)/page/year: -,108,1978

TYPE OF TEST :: LD - Lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Bird - chicken

DOSE/DURATION :: >100 mg/kg

TOXIC EFFECTS :: Behavioral - tremor

REFERENCE :: JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 41,1868,1988

Symbol	GHS05, GHS06
Signal Word	Danger
Hazard Statements	H301-H311-H315-H318-H331-H335
Precautionary Statements	P261-P280-P301 + P310-P305 + P351 + P338-P311
Personal Protective Equipment	Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges
Hazard Codes	T: Toxic;
Risk Phrases	R23/24/25
Safety Phrases	26-36/37/39-45
RIDADR	UN 2811 6
WGK Germany	3
RTECS	DJ2830000
Packaging Group	III
Hazard Class	6.1(b)
HS Code	29419090

Precursor 0
DownStream 2
CAS#:12627-35-9 PENITREM A CAS#:121998-08-1 1'-O-Acetylpaxilline

Large-conductance calcium-activated potassium current modulates excitability in isolated canine intracardiac neurons.

Am. J. Physiol. Cell Physiol. 304(3) , C280-6, (2013)

We studied principal neurons from canine intracardiac (IC) ganglia to determine whether large-conductance calcium-activated potassium (BK) channels play a role in their excitability. We performed whol...

Mitochondrial K+ channels are involved in ischemic postconditioning in rat hearts.

J. Physiol. Sci. 62(4) , 325-32, (2012)

The mitochondrial calcium-activated potassium channel (mitoK(Ca)) and the mitochondrial ATP-sensitive potassium channel (mitoK(ATP)) are both involved in cardiac preconditioning. Here, we examined whe...

Methamphetamine inhibits voltage-gated potassium currents in NG108-15 cells: possible contribution of large-conductance calcium-activated potassium channels.

Toxicol. Lett. 223(2) , 139-45, (2013)

Methamphetamine (MA), a highly abused amphetamine-like psychostimulant, has surged in popularity worldwide in the last decade. Repeated MA exposure has been shown to affect the alternative splice vari...

2H-Pyrano(2'',3'':5',6')benz(1',2':6,7)indeno(1,2-b)indol-3(4bH)-one, 5,6,6a,7,12,12b,12c,13,14,14a-decahydro-4b-hydroxy-2-(1-hydroxy-1-methylethyl)-12b,12c-dimethyl-, (2R,4bS,6aS,12bS,12cR,14aS)-

PAXILINE

2H-1-Benzopyrano[5',6':6,7]indeno[1,2-b]indol-3(4bH)-one, 5,6,6a,7,12,12b,12c,13,14,14a-decahydro-4b-hydroxy-2-(1-hydroxy-1-methylethyl)-12b,12c-dimethyl-, (2R,4bS,6aS,12bS,12cR,14aS)-

PAXILLINE,PENICILLIUM PAXILLI

DPNI-caged-GABA

(2R,4bS,6aS,12bS,12cR,14aS)-4b-Hydroxy-2-(2-hydroxy-2-propanyl)-12b,12c-dimethyl-5,6,6a,7,12,12b,12c,13,14,14a-decahydro-2H-chromeno[5',6':6,7]indeno[1,2-b]indol-3(4bH)-one

MFCD00083464

(2R,4bS,6aS,12bS,12cR,14aS)-4b-Hydroxy-2-(2-hydroxypropan-2-yl)-12b,12c-dimethyl-5,6,6a,7,12,12b,12c,13,14,14a-decahydro-2H-chromeno[5',6':6,7]indeno[1,2-b]indol-3(4bH)-one

paxilline from penicillium paxilli

Paxilline 1

Paxilline

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Shanghai Nianxing Industrial Co., Ltd
China
Product Name: Paxilline
Price: Check
Purity: 98.0%
Delivery: 10 Day
Contact: Yang
Email: sales@echemcloud.com

DC Chemicals Limited
China
Product Name: Paxilline
Price: $1860.0/100mg
Purity: 98.0%
Delivery: 3 Day
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ShangHai DC Chemicals Co.,Ltd
China
Product Name: Paxilline
Price: ￥Inquiry/1g
Purity: 98.9%
Delivery: 1 Day
Contact: Tony Lai
Email: order@dcchemicals.com

Dayang Chem (Hangzhou) Co., Ltd.
China
Product Name: PAXILLINE
Price: $Inquiry/100g $Inquiry/1kg $Inquiry/100kg $Inquiry/1000kg
Purity: 98.0%
Delivery: Inquiry
Contact: Ms Wang
Email: enquiry@dycnchem.com

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Paxilline

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Synonyms

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