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Picrotin

Picrotin structure

CAS No:
21416-53-5
Formula:
C15H18O7
Chemical Name:
Picrotin
Synonyms:
3,6-Methano-8H-1,5,7-trioxacyclopenta[ij]cycloprop[a]azulene-4,8(3H)-dione,hexahydro-2a-hydroxy-9-(1-hydroxy-1-methylethyl)-8b-methyl-,(1aR,2aR,3S,6R,6aS,8aS,8bR,9S)-;Picrotin;3,6-Methano-8H-1,5,7-trioxacyclopenta[ij]cycloprop[a]azulene-4,8(3H)-dione,hexahydro-2a-hydroxy-9-(1-hydroxy-1-methylethyl)-8b-methyl-,[1aR-(1aα,2aβ,3β,6β,6aβ,8aS*,8bβ,9S*)]-;(1aR,2aR,3S,6R,6aS,8aS,8bR,9S)-Hexahydro-2a-hydroxy-9-(1-hydroxy-1-methylethyl)-8b-methyl-3,6-methano-8H-1,5,7-trioxacyclopenta[ij]cycloprop[a]azulene-4,8(3H)-dione;(-)-Picrotin;19914-79-5
Categories:
Biochemical Engineering > Plant Extracts

Description

Picrotin is an inhibitor of glycine receptors (GlyRs) which blocks α2 GlyR, α1 GlyR and α3 GlyR[1][2].

Picrotin is an organic heteropentacyclic compound that is picrotoxinin in which the olefinic double bond has undergone addition of water to give the corresponding tertiary alcohol. It is the less toxic component of picrotoxin, lacking GABA activity. It has a role as a plant metabolite. It is an organic heteropentacyclic compound, an epoxide, a tertiary alcohol, a gamma-lactone, a diol and a picrotoxane sesquiterpenoid. It derives from a picrotoxinin.

Picrotin Basic Attributes

Molecular Weight：

310.3

Exact Mass：

310.30

UNII：

U06Z6QD7N2

DSSTox ID：

DTXSID80274161

Characteristics

PSA：

105.59000

Density：

1.59g/cm3

Melting Point：

256-258°C

Boiling Point：

595.8ºC at 760 mmHg

Flash Point：

228.9ºC

Refractive Index：

1.637

Toxicity：

Peritoneal-mouse LD50: 135 mg/kg

Flammability characteristics：

Flammable, spicy and irritating smoke emitted from the fire

Specific rotation：

D -64.7° (c = 2.31 in abs alc)

Collision Cross Section：

173.7 Å² [M+Na]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

RTECS Number：

TJ8800000

Storage features：

Warehouse low temperature, ventilated, dry

Toxicity

Toxicity class：

moderately toxic

Drug Information

MeSH Entry Terms：

picrotin

Picrotin Use and Manufacturing

GABAa receptor antagonist

Computed Properties

Molecular Weight:310.30
XLogP3:-0.8
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:1
Exact Mass:310.10525291
Monoisotopic Mass:310.10525291
Topological Polar Surface Area:106
Heavy Atom Count:22
Complexity:644
Defined Atom Stereocenter Count:8
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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Guide of Picrotin

Description
Basic Attributes
Characteristics
Safety Information
Toxicity
Drug Information
Use and Manufacturing
Computed Properties
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Picrotin

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