Biosynthetic Gene-Based Secondary Metabolite Screening: A New Diterpene, Methyl Phomopsenonate, from the FungusPhomopsis amygdali
Tomonobu Toyomasu; Akane Kaneko; Tetsuo Tokiwano; Yuya Kanno; Yuri Kanno; Rie Niida; Shigeyoshi Miura; Taiki Nishioka; Chiho Ikeda; Wataru Mitsuhashi; Tohru Dairi; Tomikazu Kawano; Hideaki Oikawa; Nobuo Kato; Takeshi Sassa; Journal of Organic Chemistry 74 (2009) 1541–1548; doi:10.1021/jo802319e

data_4024327
_publ_contact_author_address
;
kita 10 nishi 8
Kita-ku
Sapporo 060-0810
Japan
;
_publ_contact_author_email       hoik@sci.hokudai.ac.jp
_publ_contact_author_fax         +81117063448
_publ_contact_author_name        'H. Oikawa'
_publ_contact_author_phone       +81117062622
_publ_section_title
;
Biosynthetic Gene-Based Secondary Metabolite Screening: A New Diterpene,
Methyl Phomopsenonate, from the FungusPhomopsis amygdali
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              1541
_journal_page_last               1548
_journal_paper_doi               10.1021/jo802319e
_journal_volume                  74
_journal_year                    2009
_chemical_formula_moiety         'C21 H30 O3 '
_chemical_formula_sum            'C21 H30 O3'
_chemical_formula_weight         330.47
_chemical_melting_point          424
_chemical_name_common            'methyl phomopsenonate'
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   8.9881(7)
_cell_length_b                   13.7561(10)
_cell_length_c                   14.6616(11)
_cell_measurement_reflns_used    18851
_cell_measurement_temperature    93.1
_cell_measurement_theta_max      68.2
_cell_measurement_theta_min      3.0
_cell_volume                     1812.8(2)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.7.0'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    SIR92
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 1.672
_diffrn_measured_fraction_theta_max 1.672
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.021
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            18964
_diffrn_reflns_theta_full        68.24
_diffrn_reflns_theta_max         68.24
_exptl_absorpt_coefficient_mu    0.623
_exptl_absorpt_correction_T_max  0.850
_exptl_absorpt_correction_T_min  0.730
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
    Higashi, T. (1995). Program for Absorption Correction.
    Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.211
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             720.00
_exptl_crystal_preparation       'hexane/ethyl acetate'
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.26
_refine_diff_density_max         5.71
_refine_diff_density_min         -3.95
_refine_ls_abs_structure_details
'Flack, H. D. (1983), Acta Cryst. A39, 876-881.'
_refine_ls_abs_structure_Flack   -0.04(6)
_refine_ls_extinction_coef       105.3(14)
_refine_ls_extinction_method
'Larson (1970) Crystallographic Computing eq. 22'
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     339
_refine_ls_number_reflns         18222
_refine_ls_R_factor_gt           0.0245
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
    Chebychev polynomial with 3 parameters (Carruthers & Watkin, 1979)
    4.8116    -1.8027    3.2686
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0280
_reflns_number_gt                18211
_reflns_number_total             18964
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            jo802319e_si_001.cif
_cod_data_source_block           MPMP
_cod_original_formula_sum        'C21 H30 O3 '
_cod_database_code               4024327