ACCESSION: MSBNK-MSSJ-MSJ02055
RECORD_TITLE: (2E,4S,5S)-(-)-4,5-epoxy-(E)-2-decenal; GC-EI-TOF; MS; POSITIVE; EI; 70 V
DATE: 2023.03.27
AUTHORS: Eiyu Imai, Takemichi Nakamura, Molecular Structure Characterization Unit, RIKEN
LICENSE: CC BY
COPYRIGHT: Eiyu Imai, Takemichi Nakamura, Molecular Structure Characterization Unit, RIKEN
PUBLICATION: Mori K, Osada K, Amaike M. Mammalian blood odorant and chirality: synthesis and sensory evaluation by humans and mice of the racemate and enantiomers of trans-4,5-epoxy-(E)-2-decenal. Tetrahedron: Asymmetry. 2015 August 31;26(15-16):861-67. doi: 10.1016/j.tetasy.2015.06.011
COMMENT: This record was created by the financial support of MEXT/JSPS KAKENHI Grant Number 22HP8019 to the Mass Spectrometry Society of Japan.
COMMENT: Original ID of the mass spectral data was KM150205_ei.xlsx.
COMMENT: JMS-T100GCV (JEOL, Akishima, Japan) is a reflectron time-of-flight (reTOF) mass spectrometer. Temperature of the ion-source and GC-transfer line were 200 C and 200 C, respectively. Resolving power (FWHM, nominal) was 7000.
COMMENT: EI voltage was 70 V. Typical accuracy level expected was 5 ppm. Postrun m/z adjustment with known mass was 68.02621.

CH$NAME: (2E,4S,5S)-(-)-4,5-epoxy-(E)-2-decenal
CH$COMPOUND_CLASS: Non-natural compound
CH$FORMULA: C₁₀H₁₆O₂
CH$EXACT_MASS: 168.11503
CH$SMILES: CCCCC[C@@H]1O[C@H]1/C=C/C=O
CH$IUPAC: InChI=1S/C10H16O2/c1-2-3-4-6-9-10(12-9)7-5-8-11/h5,7-10H,2-4,6H2,1H3/b7-5+/t9-,10-/m0/s1
CH$LINK: CHEMSPIDER 19079332
CH$LINK: INCHIKEY HIOMEXREAUSUBP-MLXLLJIISA-N
CH$LINK: PUBCHEM CID:15825667

AC$INSTRUMENT: JMS-T100GCV (JEOL, Akishima, Japan) coupled to Agilent 7890A gas chromatograph.
AC$INSTRUMENT_TYPE: GC-EI-TOF
AC$MASS_SPECTROMETRY: MS_TYPE MS
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION EI
AC$CHROMATOGRAPHY: CARRIER_GAS He, flow rate 1.5 ml/min.
AC$CHROMATOGRAPHY: COLUMN_NAME HP-5 19091J-413 USD364547H (Agilent), length 30.0 m, I.D. 0.32 mm, thickness 0.25 micrometer.
AC$CHROMATOGRAPHY: COLUMN_TEMPERATURE Held at initial oven temp. 70 C for 4 min and ramped at the rate of 30 C/min to 325 C and held at the final temp. for 1.5 min.
AC$CHROMATOGRAPHY: INJECTION_TEMPERATURE 190 C
AC$CHROMATOGRAPHY: RETENTION_TIME 7.6 min.

PK$SPLASH: splash10-014i-9000000000-a59cc5adb9e775494f1a
PK$NUM_PEAK: 91
PK$PEAK: m/z int. rel.int.
  26.016 1.101 11
  27.024 18.3488 183
  27.066 0.1808 2
  27.995 0.3492 3
  28.031 2.5963 26
  29.003 6.5081 65
  29.04 18.5357 185
  29.081 0.206 2
  30.043 0.3938 4
  31.019 1.2119 12
  37.008 0.4592 5
  38.016 2.1753 22
  39.024 32.5735 325
  39.075 0.304 3
  39.332 0.1024 1
  40.031 7.7763 78
  40.078 0.0951 1
  41.039 28.4382 284
  41.092 0.2727 3
  41.325 0.0832 1
  41.355 0.0852 1
  42.011 2.1953 22
  42.047 4.9881 50
  43.019 1.3604 14
  43.055 14.8273 148
  43.108 0.1653 2
  44.026 0.6833 7
  44.058 0.4636 5
  45.034 0.2092 2
  50.016 0.5008 5
  51.024 1.2208 12
  52.031 0.5421 5
  53.003 0.2152 2
  53.039 3.0992 31
  54.011 0.2498 2
  54.047 1.2443 12
  55.019 3.7224 37
  55.055 13.9705 140
  56.026 0.8201 8
  56.062 4.7809 48
  56.125 0.0613 1
  57.034 7.6555 76
  57.07 1.0296 10
  58.039 0.3181 3
  63.024 0.2009 2
  65.039 0.9529 10
  66.047 0.5768 6
  67.055 1.9936 20
  68.026 100 999
  68.094 0.9117 9
  68.322 0.2116 2
  68.433 0.2722 3
  68.71 0.1661 2
  69.032 8.2471 82
  69.07 2.1578 22
  69.342 0.1049 1
  69.652 0.0698 1
  70.041 1.2065 12
  70.075 0.1638 2
  71.049 0.3615 4
  71.086 0.6286 6
  77.039 0.6891 7
  78.046 0.1519 2
  79.055 1.6206 16
  80.062 0.3637 4
  81.034 2.6896 27
  81.07 0.551 6
  82.006 0.1847 2
  82.041 0.5555 6
  82.078 0.2181 2
  83.013 0.4315 4
  83.05 2.4814 25
  83.086 0.3231 3
  84.021 2.6809 27
  84.055 0.2661 3
  84.092 0.085 1
  85.029 1.0342 10
  86.037 1.3153 13
  91.055 0.2488 2
  93.071 0.5142 5
  95.013 0.2567 3
  95.05 0.4446 4
  95.086 0.3172 3
  97.029 0.3556 4
  97.065 0.3132 3
  99.081 0.2888 3
  107.049 0.1545 2
  111.044 0.3592 4
  121.102 0.1233 1
  139.112 1.088 11
  140.115 0.1131 1
//