CAS No 21416-53-5 , 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)-

Name: 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)-
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 (6CI,7CI,8CI);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-(1aa,2ab,3b,6b,6ab,8aS*,8bb,9S*)]-;
CAS Registry Number:21416-53-5
Melting Point: 256-258°C
Flash Point: 228.9°C
Boiling Point: 595.8°C at 760 mmHg
Density: 1.59g/cm³
Refractive index: 1.637
Safety Statements: WGK Germany 3 RTECS TJ8800000
Flash Point: 228.9°C
EINECS: 204-716-6
Molecular Weight: 310.3
InchiKey: RYEFFICCPKWYML-UHFFFAOYSA-N
InChI: InChI=1S/C15H18O7/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/h5-9,18-19H,4H2,1-3H3
Molecular Formula: C15H18O7
Molecular Structure:

Related products

Search by region :

Select to

          
           21416-53-5 PICROTIN
           
             ABCR GmbH & Co KG
             
              [Manufacturer]
Tel:  +49 721 95061-0
Fax:  +49 721 95061-80
Address: Im Schlehert 10 
76187 Karlsruhe 
Germany null,nullGermany

           21416-53-5 PICROTIN(RG)
           
             ChromaDex Inc.
             
              [Manufacturer]
Tel:  949-419-0288
Fax:  949-419-0294
Address: ChromaDex Inc. 
10005 Muirlands Blvd. Suite G - First Floor
Irvine, CA 92618 null,nullUnited States

           21416-53-5 PICROTIN
           
             Nanjing Chemlin Chemical Industry Co.,Ltd.
             
              [Manufacturer]
Tel:  +86 25 8369-7070/ +86 138 51816776 (Mobile)
Fax:  +86 25 8345-3275
Address: Rm.902 Longyin Plaza,
No. 217 Zhongshan Rd.
(N)Nanjing 210009,China null,nullChina

Select to

1/1

References of 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)-

Title: Picrotin
CAS Registry Number: 21416-53-5
CAS Name: (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
Molecular Formula: C15H18O7
Molecular Weight: 310.30
Percent Composition: C 58.06%, H 5.85%, O 36.09%
Literature References: Nontoxic component of picrotoxin. Prepn from picrotoxin: Meyer, Bruges, Ber. 31, 2958 (1898). Structure studies: Bensted et al., J. Chem. Soc. 1952, 1042; Slater, Wilson, ibid. 1597; Holker et al., ibid. 1958, 2987. Total synthesis: E. J. Corey, H. L. Pearce, Tetrahedron Lett. 21, 1823 (1980). Toxicity data: C. H. Jarboe et al., J. Med. Chem. 11, 729 (1968). Review: Porter, Chem. Rev. 67, 441 (1967).
Properties: Fine needles from water; thick, shiny prisms from aq alc soln, mp 248-250°. [a]D -64.7° (c = 2.31 in abs alc). Freely sol in abs alc, acetic acid, boiling water. Slightly sol in cold water. Practically insol in ether, chloroform, benzene. LD50 i.p. in mice: 135 mg/kg (Jarboe).
Melting point: mp 248-250°
Optical Rotation: [a]D -64.7° (c = 2.31 in abs alc)
Toxicity data: LD50 i.p. in mice: 135 mg/kg (Jarboe)