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- 8 of 8 defined stereocentres

COCCULIN

ChemSpider ID: 16736444
Molecular Formula: C₃₀H₃₄O₁₃
Average mass: 602.583191 Da
Monoisotopic mass: 602.199951 Da
Systematic name
SMILES and InChIs

SMILES:

CC(=C)[C@H]1[C@@H]2C(=O)O[C@H]1[C@H]3OC(=O)[C@@]54O[C@@H]5C[C@]2(O)[C@@]34C.CC(C)(O)[C@H]5[C@@H]1C(=O)O[C@H]5[C@H]2OC(=O)[C@@]43O[C@@H]4C[C@]1(O)[C@@]23C Copied

Std. InChI:

InChI=1S/C15H18O7.C15H16O6/c1-12(2,18)6-7-10(16)20-8(6)9-13(3)14(7,19)4-5-15(13,22-5)11(17)21-9;1-5(2)7-8-11(16)19-9(7)10-13(3)14(8,18)4-6-15(13,21-6)12(17)20-10/h5-9,18-19H,4H2,1-3H3;6-10,18H,1,4H2,2-3H3/t5-,6+,7-,8-,9-,13-,14-,15+;6-,7+,8-,9-,10-,13-,14-,15+/m11/s1 Copied

Std. InChIKey:

VJKUPQSHOVKBCO-AHMKVGDJSA-N Copied
Cite this record
CSID:16736444, http://www.chemspider.com/Chemical-Structure.16736444.html (accessed 14:20, May 20, 2013) Copied

Validated by Experts, Validated by Users, Non-Validated, Removed by Users, Redirected by Users, Redirect Approved by Experts

(1R,3R,5S,8S,9R,12S,13R,14R)-1-Hydroxy-13-méthyl-14-(1-propèn-2-yl)-4,7,10-trioxapentacyclo[6.4.1.1^9,12.0^3,5.0^5,13]tétradécane-6,11-dione - (1R,3R,5S,8S,9R,12S,13R,14S)-1-hydroxy-14-(2-hydroxy-2-propanyl)-13-méthyl-4,7,10-trioxapentacyclo[6.4.1.1^9,12.0^3,5.0^5,13]tétradécane-6,11-dione (1:1)

(1R,3R,5S,8S,9R,12S,13R,14R)-1-Hydroxy-13-methyl-14-(prop-1-en-2-yl)-4,7,10-trioxapentacyclo[6.4.1.1^9,12.0^3,5.0^5,13]tetradecane-6,11-dione - (1R,3R,5S,8S,9R,12S,13R,14S)-1-hydroxy-14-(2-hydroxypropan-2-yl)-13-methyl-4,7,10-trioxapentacyclo[6.4.1.1^9,12.0^3,5.0^5,13]tetradecane-6,11-dione (1:1)

(1R,3R,5S,8S,9R,12S,13R,14R)-1-Hydroxy-14-isopropenyl-13-methyl-4,7,10-trioxapentacyclo[6.4.1.1^9,12.0^3,5.0^5,13]tetradecan-6,11-dion--(1R,3R,5S,8S,9R,12S,13R,14S)-1-hydroxy-14-(2-hydroxy-2-propanyl)-13-methyl-4,7,10-trioxapentacyclo[6.4.1.1^9,12.0^3,5.0^5,13]tetradecan-6,11-dion(1:1)

(1R,3R,5S,8S,9R,12S,13R,14R)-1-Hydroxy-14-isopropenyl-13-methyl-4,7,10-trioxapentacyclo[6.4.1.1^9,12.0^3,5.0^5,13]tetradecane-6,11-dione - (1R,3R,5S,8S,9R,12S,13R,14S)-1-hydroxy-14-(2-hydroxy-2-propanyl)-13-methyl-4,7,10-trioxapentacyclo[6.4.1.1^9,12.0^3,5.0^5,13]tetradecane-6,11-dione (1:1)

124-87-8 [RN]

3,6-Methano-8H-1,5,7-trioxacyclopenta[ij]cycloprop[a]azulene-4,8(3H)-dione, hexahydro-2a-hydroxy-8b-methyl-9-(1-methylethenyl)-, (1aR,2aR,3S,6R,6aS,8aS,8bR,9R)-, compd. with (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 (1:1)

COCCULIN [Wiki]

Picrotox

124-87-8

(1aR,2aR,3S,6R,6aS,8aS,8bR,9R)-2a-hydroxy-8b-methyl-9-(prop-1-en-2-yl)hexahydro-3,6-methano-1,5,7-trioxacyclopenta[ij]cyclopropa[a]azulene-4,8(3H)-dione - (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]cyclopropa[a]azulene-4,8(3H)-dione (1:1)

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Validated by Experts, Validated by Users, Non-Validated, Removed by Users, Redirected by Users, Redirect Approved by Experts

Caswell No. 663A [DBID]

HSDB 6385 [DBID]

AI3-17689 [DBID]

NSC 403139 [DBID]

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Properties

Experimental data
Predicted - ACD/Labs
Predicted - ChemAxon

Data supplied by datasources and users.

Experimental Physico-chemical Properties
- Experimental Solubility:
  
  Soluble to 50 mM in ethanol and to 100 mM in DMSO Tocris Bioscience
Miscellaneous
- Chemical Class:
  
  GABA (EU-OpenScreen [P 1675])

Predicted data is generated using the ACD/Labs’ ACD/PhysChem Suite, for more information see their website.

ACD/LogP:		# of Rule of 5 Violations:	2
ACD/LogD (pH 5.5):		ACD/LogD (pH 7.4):
ACD/BCF (pH 5.5):	1.00	ACD/BCF (pH 7.4):	1.00
ACD/KOC (pH 5.5):	4.18	ACD/KOC (pH 7.4):	4.18
#H bond acceptors:	13	#H bond donors:	3
#Freely Rotating Bonds:	5	Polar Surface Area:	190.95 Å²
Index of Refraction:		Molar Refractivity:	cm³
Molar Volume:	cm³	Polarizability:	10^-24cm³
Surface Tension:	dyne/cm	Density:	g/cm³
Flash Point:	°C	Enthalpy of Vaporization:	kJ/mol
Boiling Point:	°C at 760 mmHg	Vapour Pressure:	mmHg at 25°C

Click to predict properties on the Chemicalize site

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COCCULIN

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COCCULIN

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