ACCESSION: MSBNK-MSSJ-MSJ02051
RECORD_TITLE: (2E,4R,5R)-(+)-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 KM150203_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$NAME: (2E,4R,5R)-(+)-4,5-epoxy-(E)-2-decenal
CH$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-/m1/s1
CH$LINK: CHEMSPIDER 4936610
CH$LINK: INCHIKEY HIOMEXREAUSUBP-NDDURPPSSA-N
CH$LINK: PUBCHEM CID:6431284

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$SPLASH: splash10-014i-9000000000-39a38aae99c0293da107
PK$NUM_PEAK: 105
PK$PEAK: m/z int. rel.int.
  26.016 1.0823 11
  27.024 17.911 179
  27.066 0.1811 2
  27.995 0.3618 4
  28.031 2.55 25
  29.003 6.3722 64
  29.04 18.1844 182
  29.08 0.2136 2
  29.279 0.0604 1
  30.008 0.1019 1
  30.043 0.3863 4
  31.019 1.1685 12
  37.008 0.4611 5
  38.016 2.1174 21
  39.024 32.0333 320
  39.075 0.3127 3
  39.144 0.0701 1
  39.305 0.1027 1
  39.527 0.0664 1
  39.56 0.0639 1
  40.031 7.6268 76
  41.003 0.1142 1
  41.039 28.0157 280
  41.09 0.2762 3
  41.162 0.0644 1
  41.323 0.0781 1
  41.356 0.079 1
  42.011 2.1285 21
  42.047 4.932 49
  43.019 1.3259 13
  43.055 14.6846 147
  43.107 0.1656 2
  44.027 0.6547 7
  44.058 0.4424 4
  45.034 0.2048 2
  50.016 0.4905 5
  51.024 1.2066 12
  52.031 0.5451 5
  53.003 0.2361 2
  53.039 3.0472 30
  54.011 0.2509 3
  54.047 1.2021 12
  55.019 3.6608 37
  55.055 13.7142 137
  55.115 0.1751 2
  56.026 0.8271 8
  56.062 4.7649 48
  56.094 0.0627 1
  56.127 0.0674 1
  57.034 7.5425 75
  57.07 1.0146 10
  58.039 0.3145 3
  59.05 0.0904 1
  63.024 0.2036 2
  65.039 0.9341 9
  66.047 0.5756 6
  67.018 0.1447 1
  67.055 1.9659 20
  68.026 100 999
  68.059 0.9169 9
  68.322 0.2173 2
  68.432 0.2794 3
  68.717 0.1636 2
  69.032 8.1749 82
  69.07 2.1261 21
  69.335 0.1033 1
  69.612 0.0602 1
  69.657 0.0735 1
  69.711 0.0554 1
  70.041 1.1908 12
  70.075 0.1701 2
  71.049 0.3547 4
  71.086 0.6119 6
  77.039 0.6681 7
  78.046 0.1563 2
  79.055 1.5883 16
  80.062 0.3373 3
  81.034 2.6579 27
  81.07 0.5671 6
  82.005 0.1927 2
  82.041 0.5549 6
  82.078 0.2162 2
  83.013 0.4187 4
  83.05 2.4533 25
  83.086 0.3428 3
  84.021 2.6567 27
  84.056 0.2595 3
  84.093 0.0943 1
  85.029 1.0331 10
  86.037 1.2852 13
  91.055 0.2599 3
  93.071 0.4921 5
  94.043 0.1174 1
  95.014 0.2639 3
  95.05 0.4332 4
  95.086 0.3015 3
  97.029 0.349 3
  97.065 0.3141 3
  99.081 0.288 3
  107.05 0.1583 2
  111.045 0.3445 3
  111.08 0.0805 1
  121.101 0.1147 1
  139.112 1.1081 11
  140.116 0.1138 1
//