35481-77-7

Basic information

• Product Name: corianin
• Synonyms: corianin;(2aR,8aα)-2aα,4aα-Dihydroxy-8bα-methyl-9α-isopropenyldecahydro-3α,4α-epoxy-5β,8β-methano-1,7-dioxacyclopenta[cd]azulene-6-one;(2aS,8R)-2aβ,3β,6β,6a,6bα,7aα,7b,7c-Octahydro-6aβ,7bβ-dihydroxy-7cβ-methyl-8-isopropenyl-3,6-methano-2,4,7-trioxacyclopenta[cd]cycloprop[a]azulen-5(1H)-one;3,6-Methano-2,4,7-trioxacyclopenta[cd]cycloprop- [a]azulen-5(1H)-one,octahydro-6a,7bdihydroxy- 7c-Methyl-8-(1-Methylethenyl)-,(2aS,3R,6S,6aR,6bS,7aR,7bR,7cS,8R)-
• CAS NO: 35481-77-7
• Molecular Formula: C15H18O6
• Molecular Weight: 294.2998
• Mol File: 35481-77-7.mol

Chemical Properties

• Melting Point: 216-217 °C
• Boiling Point: 541.5°Cat760mmHg
• Flash Point: 208.7°C
• Appearance: /
• Density: 1.583g/cm³
• Vapor Pressure: 5.54E-14mmHg at 25°C
• Refractive Index: 1.663
• PKA: 12.75±0.70(Predicted)
• CAS DataBase Reference: corianin(CAS DataBase Reference)
• NIST Chemistry Reference: corianin(35481-77-7)
• EPA Substance Registry System: corianin(35481-77-7)

Safety Data

• Hazardous Substances Data: 35481-77-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Corianin is used as a potential therapeutic agent for its anti-inflammatory and anti-cancer properties, as well as its ability to protect against oxidative stress. Its antioxidant nature makes it a candidate for the development of treatments for various health conditions, including cardiovascular diseases and neurodegenerative disorders.
Used in Nutraceutical Industry:
Corianin is used as a natural antioxidant supplement to support overall health and well-being. Its potential benefits in reducing inflammation and protecting against oxidative stress make it a valuable addition to dietary supplements and functional foods.
Used in Cosmetic Industry:
Corianin is used as an ingredient in skincare products for its antioxidant and anti-inflammatory properties. It may help protect the skin from environmental stressors and promote a healthy complexion.
Used in Agricultural Industry:
Corianin, derived from the plant Coronilla varia, can be used as a natural pesticide or growth promoter in sustainable agriculture practices, leveraging its potential anti-inflammatory and protective properties to enhance plant health and productivity.

InChI:InChI=1/C15H18O6/c1-5(2)6-7-12(16)20-8(6)9-13(3)14(17,4-19-9)10-11(21-10)15(7,13)18/h6-11,17-18H,1,4H2,2-3H3

Upstream product

• 172172-92-8 C₁₅H₁₈O₅ 
• 244171-02-6 C₁₉H₂₆O₇ 
• 244171-14-0 (3aR,3bR,6R,7S,7aR,8aR)-3a-Benzyloxymethyl-7a-hydroxy-6-isopropenyl-2,2,3b-trimethyl-3b,6,7,7a,8,8a-hexahydro-3aH-indeno[1,2-d][1,3]dioxole-7-carbaldehyde 
• 244171-03-7 C₁₉H₂₈O₇ 
• 244171-15-1 C₁₉H₂₈O₇ 
• 244171-00-4 C₁₈H₂₅BrO₇ 
• 244171-01-5 C₁₈H₂₆O₇ 
• 244171-04-8 (2aR,3R,4aR,5S,6R,7R,7aS,7bR)-7-Acetoxy-2a,3,4a-trihydroxy-6-isopropenyl-7b-methyl-decahydro-indeno[7,1-bc]furan-5-carboxylic acid methyl ester 
• 244170-93-2 (1R,4S,5S,6S,8S)-1-methyl-4-isopropenyl-5-<(4'-methoxybenzyloxy)methoxymethyl>-6,8-dihydroxy-9-methylene-cis-bicyclo<4.3.0^1,6>non-2-ene 
• 244170-94-3 (1R,4S,5S,6S,8R)-1-methyl-4-isopropenyl-5-<(4'-methoxybenzyloxy)methoxymethyl>-6,8-dihydroxy-9-methylene-cis-bicyclo<4.3.0^1,6>non-2-ene 
• 244170-99-8 (3aR,5aR,5bR,8aR,9aR,9bS)-5b-Benzyloxymethyl-3-bromomethyl-9a-hydroxy-3,5a,7,7-tetramethyl-3,3a,5a,5b,8a,9,9a,9b-octahydro-2,6,8-trioxa-cyclopenta[b]-as-indacen-1-one 
• 244171-09-3 C₂₁H₃₄O₅Si₂ 
• 244170-97-6 (3aR,3bR,6R,7R,7aR,8aR)-3a-Benzyloxymethyl-7-hydroxymethyl-6-isopropenyl-2,2,3b-trimethyl-3a,3b,6,7,8,8a-hexahydro-indeno[1,2-d][1,3]dioxol-7a-ol 
• 244171-06-0 C₂₄H₄₄O₆Si₃ 

Downstream Products

• 108887-44-1 acetylcorianin 

Relevant articles and documents

Palladium-catalyzed enyne cycloisomerization reaction in an asymmetric approach to the picrotoxane sesquiterpenes. 2. Second-generation total syntheses of corianin, picrotoxinin, picrotin, and methyl picrotoxate

An alternative, more efficient synthesis of the picrotoxane core by palladium-catalyzed cycloisomerization of an enyne requires the design of a new catalyst system based upon 1,3-bis(dibenzophospholyl)propane and 2- (diphenylphosphino)benzoic acid as liga

The palladium-catalyzed enyne cycloisomerization reaction in a general approach to the asymmetric syntheses of the picrotoxane sesquiterpenes. Part I. First-generation total synthesis of corianin and formal syntheses of picrotoxinin and picrotin

The palladium-catalyzed enyne cycloisomerization is used as a key ring-forming process for the obtention of the cis-fused hydrindane carbon skeleton characteristic of the picrotoxanes sesquiterpenes. The enyne cycloisomerization product is suitably functionalized so that each carbon of the hydrindane core can be modified to permit access to many members of the picrotoxane family, not only to picrotoxinin itself. Part I of this report describes our first-generation approach to the picrotoxane sesquiterpenes as illustrated by the asymmetric synthesis of corianin and the asymmetric formal syntheses of picrotoxinin and picrotin. A new catalyst system to effect the cycloisomerization emerged from this study. Subsequent work proved the generality of this catalyst system.

Transformations of the picrotoxanes: The synthesis of corianin and structural analogues from picrotoxinin

The neurochemically active picrotoxane sesquiterpene corianin and several structural analogues have been prepared from inexpensive, commercially available picrotoxin.