Basic information
- CAS
21416-53-5- Standard SMILES
CC(C)(O)C1C2OC(=O)C1C1(O)CC3OC34C(=O)OC2C14C- InChIKey
RYEFFICCPKWYML-UHFFFAOYSA-N- Molecular formula
- C15H18O7
- Average molar mass
- 310.3 g/mol
- Monoisotopic mass
- 310.10525291
Overview
Picrotin, analytical standard is a furopyran.
Names & identifiers
- Preferred name
- Picrotin, analytical standard
- IUPAC
- 1-hydroxy-14-(2-hydroxypropan-2-yl)-13-methyl-4,7,10-trioxapentacyclo[6.4.1.19,12.03,5.05,13]tetradecane-6,11-dione
- English name
- PICROTIN
- Molecular formula
- C15H18O7
- Molecular weight
- 310.3
Names & synonyms
Picrotin, analytical standardMLS002707384NSC129536NSC 129536Picrotin (from Anamirta cocculus seed)BRN 53025521-Hydroxy-14-(2-hydroxypropan-2-yl)-13-methyl-4,7,10-trioxapentacyclo[6.4.1.19,12.03,5.05,13]tetradecane-6,11-dioneSMR001306771AI3-41570UNII-U06Z6QD7N2C15H18O7NCGC00017246-02
Show more names
PICROTINPicrotin CRSPicrotin, 10 mM in DMSO(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)-dione3,6-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)-(1aR,8aS,9S)-1aβ,2,2a,6,6aα,8b-Hexahydro-2aα-hydroxy-9-(1-hydroxy-1-methylethyl)-8bα-methyl-3α,6α-methano-8H-1,5,7-trioxacyclopenta[ij]cycloprop[a]azulene-4,8(3H)-dione
Picrotin (VAN) (8CI)MLS002207223CHEMBL1881068BDBM81474CHEBI:1817583,6-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)-NSC_5311359NCGC00181138-01
Properties
Computed structural properties
- XLogP
- -0.8
- Topological polar surface area
- 106 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 1
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 644
Physicochemical properties
- Melting point
- 256 · 256-258°C
- alpha
- -64.7 ° · D -64.7° (c = 2.31 in abs alc)
- Boiling point
- 595.8 · 595.8±50.0 °C(Predicted)
- Density
- 1.59 · 1.59
- storage temp.
- 2 · 2-8°C
- solubility
- 30 mg/ml; · DMF: 30 mg/ml; DMSO: 30 mg/ml; DMSO:PBS (pH 7.2)(1:9): 0.1 mg/ml
- pka
- 13.28 · 13.28±0.60(Predicted)
- form
- Solid
- color
- White to off-white
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 6 Z6QD7N2 · U06Z6QD7N2
- EPA Substance Registry System
- Picrotin (21416-53-5)
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 24 · NA.24
- WGK Germany
- 3 · 3
- RTECS
- 8800000 · TJ8800000
- Toxicity
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- 3
- rtecs
- TJ8800000
- Toxicity
- LD50 i.p. in mice: 135 mg/kg (Jarboe)
Chemistry & industry
Applications
DescriptionPicrotin is a natural picrotoxane that antagonizes glycine receptors (GlyRs; IC50s = 57 and 117 μM for α1 and α2 homodimeric GlyRs, respectively). It also inhibits α3 homodimeric GlyRs. Picrotin is inactive in inhibiting γ-aminobutyric acid (GABA) type A and type C receptors. Picrotin occurs in the natural plant-derived poison picrotoxin , equimolar with picrotoxinin.
UsesGABAa receptor antagonist
Suppliers32 total
陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]
南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]
武汉众志诚生物技术有限公司13628624121 13628604890 · [email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
佛山宝诺生物科技有限公司0757-85921206 18520245316 · [email protected]
成都锦然生物科技有限公司028-83311324 1278112614 · [email protected]
上海陶素生化科技有限公司021-33632979 · [email protected]
南京世洲生物科技有限公司13675144456 · [email protected]
四川省维克奇生物科技有限公司028-81700200 18116577057 · [email protected]
雷丁试剂0510-85629785 18013409632 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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