21764-32-9

Basic information

• Product Name: (1aR)-2,2aβ,6,6aβ-Tetrahydro-6α-hydroxy-1a-methyl-5-(4-methyl-3-pentenyl)oxireno[f]benzofuran-4(1aH)-one
• Synonyms: (1aR)-2,2aβ,6,6aβ-Tetrahydro-6α-hydroxy-1a-methyl-5-(4-methyl-3-pentenyl)oxireno[f]benzofuran-4(1aH)-one;Paniculide A
• CAS NO: 21764-32-9
• Molecular Formula: C15H20O4
• Molecular Weight: 264.3169
• Mol File: 21764-32-9.mol
• Article Data: 3

Chemical Properties

• Melting Point: 120-121 °C
• Boiling Point: 457.8±45.0 °C(Predicted)
• Appearance: /
• Density: 1.22±0.1 g/cm3(Predicted)
• PKA: 12.98±0.60(Predicted)
• CAS DataBase Reference: (1aR)-2,2aβ,6,6aβ-Tetrahydro-6α-hydroxy-1a-methyl-5-(4-methyl-3-pentenyl)oxireno[f]benzofuran-4(1aH)-one(CAS DataBase Reference)
• NIST Chemistry Reference: (1aR)-2,2aβ,6,6aβ-Tetrahydro-6α-hydroxy-1a-methyl-5-(4-methyl-3-pentenyl)oxireno[f]benzofuran-4(1aH)-one(21764-32-9)
• EPA Substance Registry System: (1aR)-2,2aβ,6,6aβ-Tetrahydro-6α-hydroxy-1a-methyl-5-(4-methyl-3-pentenyl)oxireno[f]benzofuran-4(1aH)-one(21764-32-9)

Safety Data

• Hazardous Substances Data: 21764-32-9(Hazardous Substances Data)

Upstream product

• 65792-32-7 (2RS)-<2-13C>-leucine 
• 72904-78-0 methyl 3-deoxy-4,6-O-phenylmethylene-α-D-arabinohexopyranoside 
• 226886-02-8 (3S,3aR,4S,6R,7aS)-6-<(methanesulfonyl)oxy>-4-<(4-methoxybenzyl)oxy>-3-(4-methyl-3-pentenyl)-3a,4,5,6,7,7a-hexahydrobenzofuran-2(3H)-one 
• 226886-00-6 (3S,3aR,4S,6R,7aR)-4-<(4-methoxybenzyl)oxy>-6-<(methoxymethyl)oxy>-3-(4-methyl-3-pentenyl)-3a,4,5,6,7,7a-hexahydrobenzofuran-2(3H)-one 
• 226886-01-7 (3S,3aR,4S,6R,7aS)-6-hydroxy-4-<(4-methoxybenzyl)oxy>-3-(4-methyl-3-pentenyl)-3a,4,5,6,7,7a-hexahydrobenzofuran-2(3H)-one 
• 226885-97-8 (3aR,4S,6R,7S,7aR)-7-iodo-4-<(methoxybenzyl)oxy>-6-<(methoxymethyl)oxy>-3a,4,5,6,7,7a-hexahydrobenzofuran-2(3H)-one 
• 226885-87-6 methyl 4,6-O-benzylidene-3-deoxy-2-O-(4-methoxybenzyl)-α-D-arabinopyranoside 
• 226885-99-0 (3aR,4S,6R,7S,7aR)-4-<(4-methoxybenzyl)oxy>-6-<(methoxymethyl)oxy>-3a,4,5,6,7,7a-hexahydrobenzofuran-2(3H)-one 
• 226886-03-9 (3S,3aR,4S,6R,7aS)-4-hydroxy-6-<(methanesulfonyl)oxy>-3-(4-methyl-3-pentenyl)-3a,4,5,6,7,7a-hexahydrobenzofuran-2(3H)-one 
• 226885-96-7 (3S,4S,6R)-3-<(N,N-dimethylaminocarbonyl)methyl>-4-<(4-methoxybenzyl)oxy>-6-<(methoxymethyl)oxy>-cyclohexene 
• 226885-89-8 methyl 3,6-dideoxy-6-iodo-2-O-(4-methoxybenzyl)-4-O-methoxymethyl-α-D-arabinopyranoside 
• 226885-90-1 methyl 3,6-dideoxy-2-O-(4-methoxybenzyl)-4-O-methoxymethyl-α-D-threo-hex-5-enopyranoside 
• 748154-80-5 (2S,4S)-5-Hydroxy-4-(4-methoxy-benzyloxy)-2-methoxymethoxy-cyclohexanone 
• 226885-88-7 methyl 3-deoxy-2-O-(4-methoxybenzyl)-α-D-arabinopyranoside 

Relevant articles and documents

Total synthesis of paniculide a from D-glucose

The chiral total synthesis of paniculide A (1), a highly oxygenated sesquiterpene possessing a bisabolane skeleton, starting from D-glucose is described. The two different approaches, both involved Ferrier's carbocyclization reaction to construct the cycl

On the Role of Leucine in Terpenoid Metabolism

Incorporation of -, -, (4R)-- and (4S)--leucines into paniculide by tissue cultures of Andrographis paniculata shows that (a) (3S)-3-hydroxy-3-methylglutaryl-CoA (HMG-CoA) from leucine breakdown is not incorporated direct into