6-[8-(3,4-Dihydroxy-2,4,5-trimethyloxolan-2-yl)-7-methylocta-1,3,5,7-tetraenyl]-4-methoxy-5-methylpyran-2-one

Base Information

Chemical Name:6-[8-(3,4-Dihydroxy-2,4,5-trimethyloxolan-2-yl)-7-methylocta-1,3,5,7-tetraenyl]-4-methoxy-5-methylpyran-2-one
CAS No.:25425-12-1
Molecular Formula:C₂₃H₃₀O₆
Molecular Weight:402.488
Hs Code.:29322090
European Community (EC) Number:636-737-5
Wikipedia:Citreoviridin
Wikidata:Q104169659,Q105131060
Mol file:25425-12-1.mol

Synonyms:citreoviridin

Suppliers and Price of 6-[8-(3,4-Dihydroxy-2,4,5-trimethyloxolan-2-yl)-7-methylocta-1,3,5,7-tetraenyl]-4-methoxy-5-methylpyran-2-one

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Usbiological
Citreoviridin
1mg
$ 327.00

TRC
Citreoviridin(80%,ContainIsocitreoviridin)
5mg
$ 245.00

Medical Isotopes, Inc.
Citreoviridin(80%,ContainIsocitreoviridin)
1 mg
$ 350.00

Chemenu
6-[(1E,3E,5E,7E)-8-[(2S,3R,4R,5R)-3,4-dihydroxy-2,4,5-trimethyloxolan-2-yl]-7-methylocta-1,3,5,7-tetraenyl]-4-methoxy-5-methylpyran-2-one 95%+
10mg
$ 2510.00

Cayman Chemical
Citreoviridin ≥95%
1mg
$ 48.00

Cayman Chemical
Citreoviridin ≥95%
500μg
$ 28.00

Cayman Chemical
Citreoviridin ≥95%
5mg
$ 182.00

Biorbyt Ltd
Citreoviridin >98%
1 mg
$ 154.70

Biorbyt Ltd
Citreoviridin >98%
5 mg
$ 389.30

Apolloscientific
Citreoviridin
5mg
$ 464.00

Total 14 raw suppliers

Chemical Property of 6-[8-(3,4-Dihydroxy-2,4,5-trimethyloxolan-2-yl)-7-methylocta-1,3,5,7-tetraenyl]-4-methoxy-5-methylpyran-2-one

Chemical Property:

Vapor Pressure:3.97E-16mmHg at 25°C
Melting Point:107-111℃
Refractive Index:1.4593 (estimate)
Boiling Point:585.1°Cat760mmHg
PKA:13.67±0.70(Predicted)
Flash Point:197.7°C
PSA：89.13000
Density:1.18g/cm³
LogP:3.31800
Storage Temp.:2-8°C
XLogP3:2.6
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:6
Exact Mass:402.20423867
Heavy Atom Count:29
Complexity:828

Purity/Quality:

97% ^*data from raw suppliers

Citreoviridin ^*data from reagent suppliers

Safty Information:

Pictogram(s): T
Hazard Codes:T
Statements: 63-23/24/25-36/37/38
Safety Statements: 22-26-36/37/39-45

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1C(C(C(O1)(C)C=C(C)C=CC=CC=CC2=C(C(=CC(=O)O2)OC)C)O)(C)O
Uses Citreoviridin is the dominant analogue of a family of tetraene mycotoxins with potent neurotoxic effects, produced by several species of Aspergillus and Penicillium. Citreoviridin inhibits mitochondrial ATPase and is a causative agent of cardiac beriberi. Citreoviridin is a mycotoxin isolated from several Penicillium species that has been shown to inhibit the mitochondrial ATP synthetase system. It inhibits soluble ATPase (KD = 4.1 μM), ADP-stimulated respiration in isolated rat liver mitochondria (KD = 0.15 μM), and ATP-driven reduction of NAD+ by succinate (KD = 2 μM). Citreoviridin has been used to target ectopic ATPase activity in cancer cells in order to modulate the metabolic activity associated with tumorigenesis.[Cayman Chemical]

Technology Process of 6-[8-(3,4-Dihydroxy-2,4,5-trimethyloxolan-2-yl)-7-methylocta-1,3,5,7-tetraenyl]-4-methoxy-5-methylpyran-2-one

There total 10 articles about 6-[8-(3,4-Dihydroxy-2,4,5-trimethyloxolan-2-yl)-7-methylocta-1,3,5,7-tetraenyl]-4-methoxy-5-methylpyran-2-one 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: 95.0%

: 6-{(1E,3E,5E,7E)-8-[(2S,3S,4S,5R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-2,4,5-trimethyl-tetrahydro-furan-2-yl]-7-methyl-octa-1,3,5,7-tetraenyl}-4-methoxy-5-methyl-pyran-2-one

: 25425-12-1
(-)-citreoviridin

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 0.333333h;
DOI:10.1021/jo00025a042

Reference yield: 35.0%

: 111905-16-9
6-<(1E,3E,5E,7E)-8-<(2S,3R,4S,5R)-3-(tert-butyldimethylsiloxy)tetrahydro-4-hydroxy-2,4,5-trimethyl-2-furyl>-7-methyl-1,3,5,7-octatetraenyl>-4-methoxy-5-methyl-2H-pyran-2-one

: 25425-12-1
(-)-citreoviridin

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 0.5h; in red light;
DOI:10.1021/ja00210a026

Reference yield: 16.0%

: 111957-25-6
(2E,4E,6E)-6-methyl-7-<(2S,3R,4R,5R)-tetrahydro-3,4-dihydroxy-2,4,5-trimethyl-2-furyl>-2,4,6-heptatrienal

: 111905-08-9
dimethyl <(4-methoxy-5-methyl-2-oxo-2H-pyran-6-yl)methyl>phosphonate

: 25425-12-1
(-)-citreoviridin

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; -78 deg C then 23 deg C;
DOI:10.1021/ja00210a026