Cas no 86390-77-4 (1-Oleoyl-2-acetyl-sn-glycerol)

1-Oleoyl-2-acetyl-sn-glycerol structure
1-Oleoyl-2-acetyl-sn-glycerol structure
Product Name:1-Oleoyl-2-acetyl-sn-glycerol
CAS No:86390-77-4
MF:C23H42O5
MW:398.576588153839
MDL:MFCD00166985
CID:723515
PubChem ID:24898039
Update Time:2024-10-26

1-Oleoyl-2-acetyl-sn-glycerol Chemical and Physical Properties

Names and Identifiers

    • 9-Octadecenoic acid(9Z)-, (2S)-2-(acetyloxy)-3-hydroxypropyl ester
    • 1-Oleoyl-2-acetyl-sn-glycerol
    • 1-Oleoyl-2-acetyl-sn
    • (9Z)-9-Octadecenoic acid (2S)-2-(acetyloxy)-3-hydroxypropyl ester
    • OAG
    • 1--(9Z-octadecenoyl)-2-acetoyl-sn-glycerol
    • 2:0
    • DG(18:1(9Z)
    • DG(18:1(9Z)/2:0/0:0)
    • 1--(9Z-octadecenoyl)-2-acetoyl-sn-glycerol; DG(18:1(9Z)/2:0/0:0); OAG
    • (2S)-2-(Acetyloxy)-3-hydroxypropyl (9Z)-9-octadecenoate (ACI)
    • 9-Octadecenoic acid (Z)-, 2-(acetyloxy)-3-hydroxypropyl ester, (S)- (ZCI)
    • 2-Acetyl-1-oleoyl-sn-glycerol
    • sn-1-Oleoyl-2-acetylglycerol
    • 1-Oleoyl-2-acetyl-sn-glycerol (OAG)
    • CHEMBL1591456
    • 86390-77-4
    • (S)-2-Acetoxy-3-hydroxypropyl oleate
    • NCGC00161334-03
    • SR-01000946570-1
    • 1-O-9Z-Octadecenoyl-2-O-acetyl-sn-glycerol
    • NCGC00161334-01
    • HMS1791G05
    • BP-29900
    • HY-131648
    • BSPBio_001403
    • Oleoylacetylglycerol
    • DA-59950
    • 1-Olein-2-acetyl-sn-glycerol
    • HMS3649G05
    • AKOS027257477
    • 9-Octadecenoic acid (Z)-, 2-(acetyloxy)-3-hydroxypropyl ester, (S)-
    • 1-O-Octadecenoyl-2-O-acetylglycerol
    • BML2-F08
    • CS-0138170
    • SR-01000946570
    • IDI1_033873
    • 1-(cis-9-Octadecenoyl)-2-acetyl-sn-glycerol
    • 1-oleoyl-2-acetylglycerol
    • [(2S)-2-acetyloxy-3-hydroxypropyl] (Z)-octadec-9-enoate
    • SCHEMBL1002909
    • 1-Oleoyl-2-acetyl-rac-glycerol
    • HMS3402G05
    • CHEBI:188094
    • MFCD00166985
    • HMS1989G05
    • HMS1361G05
    • 1-oleoyl-2-acetyl-glycerol
    • 9-Octadecenoic acid (9Z)-, (2S)-2-(acetyloxy)-3-hydroxypropyl ester
    • NCGC00161334-02
    • PD020881
    • oleyl acetyl glycerol
    • G90898
    • 1-Oleoyl-2-acetyl-sn-glycerol - CAS 86390-77-4
    • 1-Oleyl-2-acetylglycerol
    • MDL： MFCD00166985
    • Inchi： 1S/C23H42O5/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23(26)27-20-22(19-24)28-21(2)25/h10-11,22,24H,3-9,12-20H2,1-2H3/b11-10-/t22-/m0/s1
    • InChI Key： PWTCCMJTPHCGMS-YRBAHSOBSA-N
    • SMILES： [C@@H](CO)(OC(=O)C)COC(=O)CCCCCCC/C=C\CCCCCCCC

Computed Properties

  • Exact Mass: 398.30300
  • Monoisotopic Mass: 398.303
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 28
  • Rotatable Bond Count: 21
  • Complexity: 406
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 1
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 6.9
  • Topological Polar Surface Area: 72.8A^2

Experimental Properties

  • Color/Form: Colorless viscous liquid
  • Density: 1.0±0.1 g/cm3
  • Melting Point: No data available
  • Boiling Point: 490.0±15.0 °C at 760 mmHg
  • Flash Point: 152.3±13.9 °C
  • Refractive Index: 1.471
  • Solubility: ethanol: 20?mg/mL
  • Stability/Shelf Life: Temperature Sensitive. This compound can rearrange to the 1,3-isomer in solution or during prolonged storage.
  • PSA: 72.83000
  • LogP: 5.49110
  • Color/Form: 2?mg/mL (800100C-10mg)
    5?mg/mL (800100C-25mg)
  • Solubility: Ethanol: 20 mg/ml
  • Vapor Pressure: 0.0±2.8 mmHg at 25°C

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Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
XI GE MA AO DE LI QI （ SHANG HAI ） MAO YI Co., Ltd.
800100C-10MG
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 86390-77-4
10mg
 ￥1124.64 2023-11-02
XI GE MA AO DE LI QI （ SHANG HAI ） MAO YI Co., Ltd.
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XI GE MA AO DE LI QI （ SHANG HAI ） MAO YI Co., Ltd.
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XI GE MA AO DE LI QI （ SHANG HAI ） MAO YI Co., Ltd.
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XI GE MA AO DE LI QI （ SHANG HAI ） MAO YI Co., Ltd.
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TRC
O526000-10mg
1-Oleoyl-2-acetyl-sn-glycerol
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10mg
 $98.00 2023-05-17
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O526000-25mg
1-Oleoyl-2-acetyl-sn-glycerol
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1-Oleoyl-2-acetyl-sn-glycerol
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1-Oleoyl-2-acetyl-sn-glycerol Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Pyridine Solvents: Methanol ,  Tetrahydrofuran ;  3 h, rt; 50 °C
Reference
Regioselective and stereospecific acylation across oxirane- and silyloxy systems as a novel strategy to the synthesis of enantiomerically pure mono-, di- and triglycerides
Stamatov, Stephan D.; et al, Organic & Biomolecular Chemistry, 2007, 5(23), 3787-3800

Production Method 2

Reaction Conditions
1.1 Reagents: Triethylamine trihydrofluoride ;  2 h, 80 °C
2.1 Reagents: Methanol ,  Pyridine Solvents: Tetrahydrofuran ;  2 h, rt
Reference
O-Silylated C3-halohydrins as a novel class of protected building blocks for total, regio- and stereocontrolled synthesis of glycerolipid frameworks
Stamatov, Stephan D.; et al, Organic & Biomolecular Chemistry, 2010, 8(2), 463-477

Production Method 3

Reaction Conditions
1.1 Reagents: Triethylamine trihydrofluoride ;  2 h, 80 °C
2.1 Reagents: Pyridine Solvents: Methanol ,  Tetrahydrofuran ;  3 h, rt
Reference
A direct transformation of O-silyl groups into O-trichloroacetates. A novel synthetic approach to protein kinase C ligands: 1-oleoyl-2-acetyl- and 1-hexadecyl-2-acetyl-sn-glycerols
Stamatov, Stephan D.; et al, Tetrahedron Letters, 2005, 46(40), 6855-6859

Production Method 4

Reaction Conditions
1.1 Reagents: Trifluoroacetic acid ,  Tetrabutylammonium iodide Solvents: Chloroform ;  5 min, rt
1.2 5 min, rt
1.3 Reagents: Pyridine Solvents: Chloroform ;  1.5 h, rt
2.1 Solvents: Toluene ;  1.5 h, 80 °C
3.1 Reagents: Triethylamine trihydrofluoride ;  2 h, 80 °C
4.1 Reagents: Methanol ,  Pyridine Solvents: Tetrahydrofuran ;  2 h, rt
Reference
O-Silylated C3-halohydrins as a novel class of protected building blocks for total, regio- and stereocontrolled synthesis of glycerolipid frameworks
Stamatov, Stephan D.; et al, Organic & Biomolecular Chemistry, 2010, 8(2), 463-477

Production Method 5

Reaction Conditions
1.1 Reagents: 1-Butanaminium, N,N,N-tributyl-, 2,2,2-trifluoroacetate (1:1) Solvents: Dichloromethane ,  Tetrahydrofuran ;  5 h, 80 °C
2.1 Reagents: Pyridine Solvents: Methanol ,  Dichloromethane ,  Pentane ;  0 °C; 20 min, rt
2.2 Reagents: Imidazole Solvents: Tetrahydrofuran ;  18 h, rt
3.1 Reagents: Pyridine Solvents: Dichloromethane ;  -20 °C; 2 h, rt
4.1 Reagents: Triethylamine trihydrofluoride ;  2 h, 80 °C
5.1 Reagents: Pyridine Solvents: Methanol ,  Tetrahydrofuran ;  3 h, rt; 50 °C
Reference
Regioselective and stereospecific acylation across oxirane- and silyloxy systems as a novel strategy to the synthesis of enantiomerically pure mono-, di- and triglycerides
Stamatov, Stephan D.; et al, Organic & Biomolecular Chemistry, 2007, 5(23), 3787-3800

Production Method 6

Reaction Conditions
1.1 Reagents: Methanol ,  Pyridine Solvents: Tetrahydrofuran ;  2 h, rt
Reference
O-Silylated C3-halohydrins as a novel class of protected building blocks for total, regio- and stereocontrolled synthesis of glycerolipid frameworks
Stamatov, Stephan D.; et al, Organic & Biomolecular Chemistry, 2010, 8(2), 463-477

Production Method 7

Reaction Conditions
1.1 Reagents: Pyridine Solvents: Methanol ,  Tetrahydrofuran ;  3 h, rt
Reference
A direct transformation of O-silyl groups into O-trichloroacetates. A novel synthetic approach to protein kinase C ligands: 1-oleoyl-2-acetyl- and 1-hexadecyl-2-acetyl-sn-glycerols
Stamatov, Stephan D.; et al, Tetrahedron Letters, 2005, 46(40), 6855-6859

Production Method 8

Reaction Conditions
1.1 Reagents: Triethylamine trihydrofluoride ;  2 h, 80 °C
2.1 Reagents: Pyridine Solvents: Methanol ,  Tetrahydrofuran ;  3 h, rt; 50 °C
Reference
Regioselective and stereospecific acylation across oxirane- and silyloxy systems as a novel strategy to the synthesis of enantiomerically pure mono-, di- and triglycerides
Stamatov, Stephan D.; et al, Organic & Biomolecular Chemistry, 2007, 5(23), 3787-3800

Production Method 9

Reaction Conditions
1.1 Reagents: Triethylamine trihydrofluoride ;  2 h, 80 °C
2.1 Reagents: Pyridine Solvents: Methanol ,  Tetrahydrofuran ;  3 h, rt
Reference
A direct transformation of O-silyl groups into O-trichloroacetates. A novel synthetic approach to protein kinase C ligands: 1-oleoyl-2-acetyl- and 1-hexadecyl-2-acetyl-sn-glycerols
Stamatov, Stephan D.; et al, Tetrahedron Letters, 2005, 46(40), 6855-6859

Production Method 10

Reaction Conditions
1.1 Reagents: Pyridine Solvents: Dichloromethane ;  -20 °C; 2 h, rt
2.1 Reagents: Triethylamine trihydrofluoride ;  2 h, 80 °C
3.1 Reagents: Pyridine Solvents: Methanol ,  Tetrahydrofuran ;  3 h, rt; 50 °C
Reference
Regioselective and stereospecific acylation across oxirane- and silyloxy systems as a novel strategy to the synthesis of enantiomerically pure mono-, di- and triglycerides
Stamatov, Stephan D.; et al, Organic & Biomolecular Chemistry, 2007, 5(23), 3787-3800

Production Method 11

Reaction Conditions
1.1 Solvents: Toluene ;  1.5 h, 80 °C
2.1 Reagents: Triethylamine trihydrofluoride ;  2 h, 80 °C
3.1 Reagents: Methanol ,  Pyridine Solvents: Tetrahydrofuran ;  2 h, rt
Reference
O-Silylated C3-halohydrins as a novel class of protected building blocks for total, regio- and stereocontrolled synthesis of glycerolipid frameworks
Stamatov, Stephan D.; et al, Organic & Biomolecular Chemistry, 2010, 8(2), 463-477

Production Method 12

Reaction Conditions
1.1 Reagents: Pyridine Solvents: Methanol ,  Dichloromethane ,  Pentane ;  0 °C; 20 min, rt
1.2 Reagents: Imidazole Solvents: Tetrahydrofuran ;  18 h, rt
2.1 Reagents: Pyridine Solvents: Dichloromethane ;  -20 °C; 2 h, rt
3.1 Reagents: Triethylamine trihydrofluoride ;  2 h, 80 °C
4.1 Reagents: Pyridine Solvents: Methanol ,  Tetrahydrofuran ;  3 h, rt; 50 °C
Reference
Regioselective and stereospecific acylation across oxirane- and silyloxy systems as a novel strategy to the synthesis of enantiomerically pure mono-, di- and triglycerides
Stamatov, Stephan D.; et al, Organic & Biomolecular Chemistry, 2007, 5(23), 3787-3800

Production Method 13

Reaction Conditions
1.1 Reagents: 1-Butanaminium, N,N,N-tributyl-, 2,2,2-trifluoroacetate (1:1) Solvents: Dichloromethane ,  Tetrahydrofuran ;  5 h, 80 °C
2.1 Reagents: Pyridine Solvents: Methanol ,  Dichloromethane ,  Pentane ;  0 °C; 20 min, rt
2.2 Reagents: Imidazole Solvents: Tetrahydrofuran ;  18 h, rt
3.1 Reagents: Pyridine Solvents: Dichloromethane ;  -20 °C; 2 h, rt
4.1 Reagents: Triethylamine trihydrofluoride ;  2 h, 80 °C
5.1 Reagents: Pyridine Solvents: Methanol ,  Tetrahydrofuran ;  3 h, rt; 50 °C
Reference
Regioselective and stereospecific acylation across oxirane- and silyloxy systems as a novel strategy to the synthesis of enantiomerically pure mono-, di- and triglycerides
Stamatov, Stephan D.; et al, Organic & Biomolecular Chemistry, 2007, 5(23), 3787-3800

1-Oleoyl-2-acetyl-sn-glycerol Raw materials

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Amadis Chemical Company Limited
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(CAS:86390-77-4)1-Oleoyl-2-acetyl-sn-glycerol
Order Number:A960933
Stock Status:in Stock
Quantity:1g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 16:12
Price ($):783.0

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Amadis Chemical Company Limited
(CAS:86390-77-4)1-Oleoyl-2-acetyl-sn-glycerol
A960933
Purity:99%
Quantity:1g
Price ($):783.0
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