UCSF

ZINC03995861

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
October 31st, 2005 22 No

Popular Name: PICROTIN PICROTIN

Find On: PubMed — Wikipedia — Google

CAS Numbers: 124-87-8 , 21416-53-5 , [21416-53-5]

Other Names:

(1aR,2aR,3S,6R,6aS,8aS,8bR,9S)-2a-Hydroxy-9-(2-hydroxypropan-2-yl)-8b-methylhexahydro-3,6-methano-1,5,7-trioxacyclopenta[ij]cyclopro

)-hexahydro-2a-hydroxy-8b-methyl-9-(1-methylethenyl)-3,6-methano-8H-1,5,7-trioxacyclopenta[ij]cycloprop[a]azulene-4,8(3H)-dione (1:1)

124-87-8

21416-53-5; C09528; 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,2aR,3S,6R,6aS,8aS,8bR,9S)-, compd. with (1aR,2aR,3S,6R,6aS,8aS,8bR,9R)-hexahydro-2a-hydroxy-8b-methyl-9-(1-methyl

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-(1aalpha,2abeta,3beta,6beta,6abeta,8aS*,8bbeta,9S*))-, compd with (1aR-(1aalpha,2abeta,3beta,6beta,6abeta,8aS*,8b

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-(1aalpha,2abeta,3beta,6beta,6abeta,8aS*,8bbeta,9S*))-, compd. with (1aR-(1aalpha,2abeta,3beta,6beta,6

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-(1aalpha,2abeta,3beta,6beta,6abeta,8aS*,8bbeta,9S*))-, compd. with (1aR-(1aalpha,2abeta,3beta,6beta,6abeta,8aS*,8

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)- & (1aR,2aR,3S,6R,6aS,8aS,8bR,9R

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-(1a.alpha.,2

407

80410_FLUKA

AC1L1LDB

AC1LAQW2

AI3-17689

Ambap124-87-8

C15H16O6.C15H18O7

Caswell No. 663A

CHEMBL506977

CID31304

CID518601

CID6473767

Cocculin

Cocculine

Cocculus

Coques du levant

Coques du levant [French]

CPD000469289

CPD000469289; Picrotin - Picrotoxinin

CPD000469289; Picrotin - Picrotoxinin; SAM001246993

CPD000469289; PICROTOXIN; Picrotin - Picrotoxinin; SAM001246993

DAP000676

DB00466

DNC014803

EINECS 204-716-6

EPA Pesticide Chemical Code 002301

EU-0100916

Fish berry

HMS2051E09

HSDB 6385

Indian berry

LS-109760

LS-187684

MFCD00074824

MFCD00868514

MLS001423995

MolPort-003-800-101

MolPort-003-894-698

NCGC00094227-01

NSC 403139

NSC403139

Oriental berry

P 1675

P1675_SIGMA

Picrotin [21416-53-5]

Picrotin - Picrotoxinin

Picrotin, compd. with picrotoxinin (1:1)

Picrotin, compound with picrotoxinin (1:1)

PICROTIN; [21416-53-5]

Picrotox

Picrotoxin

Picrotoxin (Compound of one mole Picrotoxinin and one mole Picrotin)

Picrotoxin, 98%

Picrotoxine

Picrotoxinin - picrotin

Picrotoxinin, compd. with picrotin (1:1)

Picrotoxinum

SAM001246993

Sesquiterpene

SMR000469289

Download: MOL2 SDF SMILES Flexibase

Physical Representations

Type pH range xlogP Des A‑Pol Apolar desolvation (kcal/mol) Des Pol Polar desolvation (kcal/mol) H Don H-bond donors H Acc H-bond acceptors Chg Net charge tPSA (Ų) MWT Molecular weight (g/mol) RB Rotatable bonds DL
Ref Reference (pH 7) -2.23 2.63 -18.59 2 7 0 106 310.302 1 ↓

Vendor Notes

Note Type Comments Provided By
Molecular_Solubility 3.268 Bitter DB
Mp [°C] 199 - 202 Acros Organics
M.P 256-258 C Indofine Natural Products
M.P 256-258°C Indofine Natural Products
SOLUBILITY From Anamirta cocculus seeds; Nontoxic component of picrotoxin Indofine Natural Products
Therapy GABAa receptor antagonist SMDC MicroSource
H phrase H300: Fatal if swallowed Acros Organics
PUBCHEM_SUBSTANCE_COMMENT NCC_SAMPLE_SUPPLIER : Tocris Cookson Ltd.; NCC_SUPPLIER_STRUCTURE_ID : 100596; 1 picrotoxinin NIH Clinical Collection via PubChem
P phrase P301 + P310: IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician Acros Organics
R phrase R28: Very toxic if swallowed. Acros Organics
S phrase S28A: After contact with skin, wash immediately with plenty of water. Acros Organics
S phrase S28A: After contact with skin, wash immediately with plenty of water.; S36/37: Wear suitable protective clothing and gloves.; S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label where possible). Acros Organics
PUBCHEM_SUBSTANCE_COMMENT SAMPLE_SUPPLIER: Tocris Bioscience; SUPPLIER_STRUCTURE_ID: 100596; SALT: 1 picrotoxinin NIH Clinical Collection via PubChem
Hazard T+: Very toxic Acros Organics

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
Z104301-2-O GABA-A Receptor; Anion Channel (cluster #2 Of 8), Other Other 1310 0.37 Binding ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
Z104301 Z104301 GABA-A Receptor; Anion Channel 1310 0.37 Binding ≤ 10μM

Analogs ( Draw Identity 99% 90% 80% 70% )