ACCESSION: MSBNK-MSSJ-MSJ02384
RECORD_TITLE: (3aR,4S,6R,6aS)-3a,4-dihydroxy-3,3,6-trimethylhexahydro-1H-cyclopenta[c]furan-1-one; GC-EI-TOF; MS; POSITIVE; 70 V
DATE: 2022.08.16
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., Tetrahedron. 2019 Jun 21;75(25):3387-98. doi: 10.1016/j.tet.2019.04.055.
COMMENT: This record was created by the financial support of MEXT/JSPS KAKENHI Grant Number 23HP8017 to the Mass Spectrometry Society of Japan.
COMMENT: Original ID of the mass spectral data is KM181201_ei_i2.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 250 C, respectively. Resolving power (FWHM, nominal) was 7000.
COMMENT: EI voltage was 70 V. Typical accuracy level expected was 5 ppm. The m/z value was adjusted with 130.06299.

CH$NAME: (3aR,4S,6R,6aS)-3a,4-dihydroxy-3,3,6-trimethylhexahydro-1H-cyclopenta[c]furan-1-one
CH$COMPOUND_CLASS: Non-natural compound
CH$FORMULA: C₁₀H₁₆O₄
CH$EXACT_MASS: 200.104859
CH$SMILES: CC1(C)OC(=O)[C@H]2[C@H](C)C[C@H](O)[C@]21O
CH$IUPAC: InChI=1S/C10H16O4/c1-5-4-6(11)10(13)7(5)8(12)14-9(10,2)3/h5-7,11,13H,4H2,1-3H3/t5-,6+,7-,10+/m1/s1
CH$LINK: INCHIKEY WVTBLUCDGKYJHI-LGVNZDMBSA-N

AC$INSTRUMENT: JMS-T100GCV (JEOL, Akishima, Japan) coupled to Agilent 7890A (Santa Clara, CA, USA) gas chromatograph.
AC$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, 1.5 ml/min
AC$CHROMATOGRAPHY: COLUMN_NAME HP-5 19091J-413 USD364547H (Agilent, Wilmington, USA) with the length 30.0 m, I.D. 0.32 mm, and thickness 0.25 micrometer.
AC$CHROMATOGRAPHY: COLUMN_TEMPERATURE Held at 70 C for 4 min and ramped at the rate of 30 C/min to 320 C and held at the final temperature for 1.67 min.
AC$CHROMATOGRAPHY: INJECTION_TEMPERATURE 250 C
AC$CHROMATOGRAPHY: RETENTION_TIME 8.93 min

PK$SPLASH: splash10-03ed-9200000000-991159f7da5b9b24e641
PK$NUM_PEAK: 93
PK$PEAK: m/z int. rel.int.
  26.015 1.0348 10
  27.023 12.1734 122
  28.006 2.6474 26
  28.03 1.3088 13
  29.003 5.251 52
  29.039 8.1085 81
  31.018 5.5212 55
  31.989 1.4761 15
  39.024 19.507 195
  40.031 3.5131 35
  41.039 35.9239 359
  41.09 0.4562 5
  42.011 2.7367 27
  42.046 6.5278 65
  43.018 48.6639 486
  43.055 5.6216 56
  44.026 8.4548 84
  45.034 2.4965 25
  51.023 2.3731 24
  52.031 1.3941 14
  53.003 1.2256 12
  53.039 12.4175 124
  54.01 0.9329 9
  54.046 2.1977 22
  55.018 6.21 62
  55.055 7.2463 72
  56.025 0.8687 9
  56.061 1.0611 11
  57.034 6.7713 68
  57.07 4.2389 42
  58.005 1.7319 17
  58.041 1.9071 19
  59.049 12.9105 129
  65.039 2.9549 30
  66.047 1.3556 14
  67.055 9.9959 100
  68.026 1.6165 16
  68.062 9.0424 90
  68.998 2.0709 21
  69.034 18.9501 189
  69.069 1.9956 20
  70.041 17.8716 179
  71.013 1.5698 16
  71.049 13.5858 136
  72.021 2.8828 29
  72.055 1.438 14
  73.028 1.0075 10
  77.039 3.2713 33
  78.046 0.7758 8
  79.055 2.8459 28
  81.034 45.8054 458
  81.07 1.9663 20
  82.038 2.912 29
  83.05 6.5548 65
  83.086 0.5656 6
  84.056 1.6008 16
  85.065 1.112 11
  86.073 0.9084 9
  87.008 5.1783 52
  87.044 1.8657 19
  91.055 1.4605 15
  93.071 0.8881 9
  95.05 8.7534 87
  95.086 1.2266 12
  96.057 31.2234 312
  97.029 2.8458 28
  97.064 7.262 73
  99.044 53.4895 534
  100.017 0.9867 10
  100.048 2.9586 30
  101.059 1.276 13
  111.044 4.1514 41
  111.081 0.8177 8
  112.052 5.4766 55
  112.089 0.8952 9
  113.06 2.7825 28
  114.068 100 999
  115.071 6.5475 65
  116.074 0.6108 6
  123.081 0.7624 8
  129.055 2.124 21
  130.063 13.7766 138
  131.067 0.905 9
  137.061 1.0606 11
  138.068 1.2769 13
  139.076 1.2917 13
  141.055 1.6948 17
  155.056 1.2831 13
  156.076 0.574 6
  167.071 1.0813 11
  170.077 1.1966 12
  172.11 4.9552 50
  185.082 1.3066 13
//