(+)-delta-Cadinene

Base Information

• Chemical Name: (+)-delta-Cadinene
• CAS No.: 483-76-1
• Molecular Formula: C₁₅H₂₄
• Molecular Weight: 204.356
• European Community (EC) Number: 866-559-5
• UNII: 7848KI47OS
• DSSTox Substance ID: DTXSID70858792
• Nikkaji Number: J12.841D
• Wikidata: Q27089406
• Metabolomics Workbench ID: 28311
• ChEMBL ID: CHEMBL445759
• Mol file: 483-76-1.mol

Synonyms:delta-cadinene

Chemical Property of (+)-delta-Cadinene

Chemical Property:

• Vapor Pressure: 0.00669mmHg at 25°C
• Refractive Index: n20/D 1.509
• Boiling Point: 279.7°Cat760mmHg
• Flash Point: 110.5°C
• PSA: 0.00000
• Density: 0.9g/cm³
• LogP: 4.72520
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 204.187800766
• Heavy Atom Count: 15
• Complexity: 304

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2C(CCC(=C2CC1)C)C(C)C
• Isomeric SMILES: CC1=C[C@H]2[C@@H](CCC(=C2CC1)C)C(C)C

Technology Process of (+)-delta-Cadinene

There total 57 articles about (+)-delta-Cadinene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 84.3%

Farnesol (106-28-5) → delta-cadinene (483-76-1,13061-82-0,16729-01-4,20085-20-5,60305-17-1,73365-79-4) + germacrene D (23986-74-5)

Guidance literature:

With sodium acetate; magnesium chloride; In terpene synthase buffer; at 25 ℃; for 18h; pH=5; Enzymatic reaction;

DOI:10.1002/cbic.200900671

Reference yield: 68.0%

phenoxycarbonyl 10ξ-cubebenyl sulfide (137918-15-1) → (±)-δ-cadinene (483-76-1,13061-82-0,16729-01-4,20085-20-5,60305-17-1,73365-79-4)

Guidance literature:

With W-2 Raney nickel; In methanol; acetone; for 1.5h; Heating;

Reference yield: 10.7%

Farnesol (106-28-5) → β-cubebene + cubebol + delta-cadinene (483-76-1,13061-82-0,16729-01-4,20085-20-5,60305-17-1,73365-79-4) + germacrene D (23986-74-5) + β-copaene

Guidance literature:

With potassium chloride; In terpene synthase buffer; at 25 ℃; for 18h; pH=8; Enzymatic reaction;

DOI:10.1002/cbic.200900671

upstream raw materials:

formic acid

(-)-germacra-1(10),5(E)-dien-4β-ol

α-copaene

4-epi-cubebil

Downstream raw materials:

Tetrahydrocadinen

(+)-γ-cadinene

γ-cadinene

(-)-Calamenene

Refernces

• 1、 Faraldos, Juan A.,Miller, David J.,Gonzalez, Veronica,Yoosuf-Aly, Zulfa,Cascon, Oscar,Li, Amang,Allemann, Rudolf K.. "A 1,6-ring closure mechanism for (+)-δ-cadinene synthase?". supporting information; experimental part. p. 5900 - 5908. Retrieved 2012/05/07.
• 2、 Lopez-Gallego, Fernando,Agger, Sean A.,Abate-Pella, Daniel,Distefano, Mark D.,Schmidt-Dannert, Claudia. "Sesquiterpene synthases Cop4 and Cop6 from Coprinus cinereus: Catalytic promiscuity and cyclization of farnesyl pyrophosphate geometric isomers". scheme or table. p. 1093 - 1106. Retrieved 2011/03/20.