Lycoxanthin

Base Information

• Chemical Name: Lycoxanthin
• CAS No.: 19891-74-8
• Molecular Formula: C₄₀H₅₆O
• Molecular Weight: 552.884
• UNII: Z178H2XR4Q
• DSSTox Substance ID: DTXSID00415094
• Metabolomics Workbench ID: 28999
• Nikkaji Number: J15.176I
• Wikidata: Q27107265
• Mol file: 19891-74-8.mol

Synonyms:Lycoxanthin;all-trans-Lycoxanthin;Lycoxanthin, all-trans-;Lycoxanthin [MI];Lycopen-16-ol, all-trans-;19891-74-8;omega,omega-Caroten-16-ol;UNII-Z178H2XR4Q;Lycopen-16-ol;Z178H2XR4Q;.psi.,.psi.-Caroten-16-ol;psi,psi-caroten-1-ol;(1E)-Psi,psi-carotene #;SCHEMBL115941;CHEBI:6602;DTXSID00415094;LMPR01070276;.OMEGA.,.OMEGA.-CAROTEN-16-OL;(2E,6E,8E,10E,12E,14E,16E,18E,20E,22E,24E,26E)-2,6,10,14,19,23,27,31-octamethyldotriaconta-2,6,8,10,12,14,16,18,20,22,24,26,30-tridecaen-1-ol;C08603;Q27107265

Chemical Property of Lycoxanthin

Chemical Property:

• Vapor Pressure: 2.93E-22mmHg at 25°C
• Melting Point: 168°
• Refractive Index: 1.4800 (estimate)
• Boiling Point: 693.7°C at 760 mmHg
• PKA: 14.68±0.10(Predicted)
• Flash Point: 170.3°C
• PSA: 20.23000
• Density: 0.918g/cm³
• LogP: 11.91040
• XLogP3: 14.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 17
• Exact Mass: 552.433116406
• Heavy Atom Count: 41
• Complexity: 1170

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCCC(=CC=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC=C(C)CCC=C(C)CO)C)C)C)C
• Isomeric SMILES: CC(=CCC/C(=C/C=C/C(=C/C=C/C(=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C=C(\C)/CC/C=C(\C)/CO)/C)/C)/C)C

Technology Process of Lycoxanthin

There total 8 articles about Lycoxanthin 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: 80.0%

methyl Ψ,Ψ-carotene-16-oate → lycoxanthin (19891-74-8)

Guidance literature:

methyl Ψ,Ψ-carotene-16-oate; With diisobutylaluminium hydride; In tetrahydrofuran; toluene; at 0 ℃; for 1h;

With water; rochelle salt; In tetrahydrofuran; toluene;

Reference yield:

3-methyl-6-oxohex-2-enyl acetate (27872-59-9,35334-60-2,37905-00-3) → lycoxanthin (19891-74-8)

Guidance literature:

Multi-step reaction with 5 steps

1: benzene / Heating

2: KOH / methanol

3: (i) nBuLi, Ph₃P*HBr (ii) /BRN= 1713035/

4: (i) nBuLi, (ii) /BRN= 6087132/

5: LiAlH₄

With potassium hydroxide; lithium aluminium tetrahydride; In methanol; benzene;

Reference yield:

(2E,6E)-8-Acetoxy-2,6-dimethyl-octa-2,6-dienoic acid methyl ester (40772-82-5,109585-75-3) → lycoxanthin (19891-74-8)

Guidance literature:

Multi-step reaction with 4 steps

1: KOH / methanol

2: (i) nBuLi, Ph₃P*HBr (ii) /BRN= 1713035/

3: (i) nBuLi, (ii) /BRN= 6087132/

4: LiAlH₄

With potassium hydroxide; lithium aluminium tetrahydride; In methanol;

upstream raw materials:

(1Ξ,5Ξ)-ψ,ψ-caroten-16-oic acid methyl ester

crocetindial

3-methyl-6-oxohex-2-enyl acetate

7-Carbomethoxy-3-methyloctadien-1-ol

Refernces

• 1、 Kjosen,Liaaen-Jensen. "Carotenoids of higher plants. 6. Total synthesis of lycoxanthin and lycophyll.". . p. 4121 - 4129. Retrieved 2007/10/12.