NP-MRD: Showing NP-Card for grandisine F (NP0032385)

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Record Information

Version

2.0

Created at

2021-06-19 23:12:04 UTC

Updated at

2021-06-30 00:01:31 UTC

NP-MRD ID

NP0032385

Secondary Accession Numbers

None

Natural Product Identification

Common Name

grandisine F

Provided By

JEOL Database JEOL Logo

Description

Grandisine F belongs to the class of organic compounds known as indolizidines. These are polycyclic compounds containing an indolizidine, which is a bicyclic heterocycle containing a saturated six-member ring fused to a saturated five-member ring, one of the bridging atoms being nitrogen. grandisine F is found in Elaeocarpus angustifolius and Elaeocarpus grandis. grandisine F was first documented in 2006 (Katavic, P. L., et al.). Based on a literature review very few articles have been published on Grandisine F.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202101123D          

 44 47  0  0  0  0            999 V2000
    1.5328    2.7647   -0.8471 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5217    1.9850    0.4741 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2739    2.3411    1.3082 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9732    1.6079    0.8029 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1412    1.9990    1.5974 N   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7614    0.0848    0.8625 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5955   -0.3590    0.3766 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6182    0.4992    0.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9501   -0.0637   -0.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9304    0.6741   -0.2421 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0720   -1.5538   -0.3406 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5366   -2.2236    0.9469 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9733   -1.9439    1.3659 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3531   -3.1654    2.2065 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2517   -4.1949    1.9547 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5900   -3.6811    0.7604 N   0  0  1  0  0  0  0  0  0  0  0  0
    2.2706   -4.2432    0.5026 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7247   -3.6431   -0.7995 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7119   -2.1078   -0.7646 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6714   -1.7148    0.1439 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4669    2.6041   -1.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7096    2.4673   -1.5055 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.3933    2.3061    1.0595 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5715   -4.2292    2.8150 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3427   -5.3307    0.3852 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5797   -4.0473    1.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3425   -3.9802   -1.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7092   -4.0232   -0.9629 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4388   -1.7368   -1.7622 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 17  1  0  0  0  0
 17 16  1  0  0  0  0
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  1 21  1  0  0  0  0
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  1 23  1  0  0  0  0
M  END

     RDKit          3D

 44 47  0  0  0  0  0  0  0  0999 V2000
    1.5328    2.7647   -0.8471 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5217    1.9850    0.4741 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2739    2.3411    1.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9732    1.6079    0.8029 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1412    1.9990    1.5974 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7614    0.0848    0.8625 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5955   -0.3590    0.3766 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6182    0.4992    0.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9501   -0.0637   -0.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9304    0.6741   -0.2421 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0720   -1.5538   -0.3406 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5366   -2.2236    0.9469 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9733   -1.9439    1.3659 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3531   -3.1654    2.2065 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2517   -4.1949    1.9547 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5900   -3.6811    0.7604 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2706   -4.2432    0.5026 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7247   -3.6431   -0.7995 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7119   -2.1078   -0.7646 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6714   -1.7148    0.1439 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7096    2.4673   -1.5055 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4453    3.8408   -0.6624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3933    2.3061    1.0595 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1147    3.4270    1.2987 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.8782   -0.2736    1.8942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5425   -0.4054    0.2673 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7878   -1.7323   -1.1543 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8714   -1.9636    1.7841 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0650   -1.0162    1.9397 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6397   -1.8710    0.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4076   -2.9104    3.2703 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3339   -3.5442    1.8986 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.3425   -3.9802   -1.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7092   -4.0232   -0.9629 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4388   -1.7368   -1.7622 H   0  0  0  0  0  0  0  0  0  0  0  0
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  4  6  1  0
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  1 22  1  0
  1 23  1  0
M  END


  Mrv1652306202101123D          

 44 47  0  0  0  0            999 V2000
    1.5328    2.7647   -0.8471 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5217    1.9850    0.4741 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2739    2.3411    1.3082 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9732    1.6079    0.8029 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1412    1.9990    1.5974 N   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7614    0.0848    0.8625 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5955   -0.3590    0.3766 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6182    0.4992    0.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9501   -0.0637   -0.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5366   -2.2236    0.9469 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9733   -1.9439    1.3659 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3531   -3.1654    2.2065 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2517   -4.1949    1.9547 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5900   -3.6811    0.7604 N   0  0  1  0  0  0  0  0  0  0  0  0
    2.2706   -4.2432    0.5026 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7247   -3.6431   -0.7995 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7119   -2.1078   -0.7646 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6714   -1.7148    0.1439 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.7878   -1.7323   -1.1543 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.0650   -1.0162    1.9397 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6397   -1.8710    0.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.3339   -3.5442    1.8986 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6644   -5.1961    1.7967 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.3427   -5.3307    0.3852 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5797   -4.0473    1.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3425   -3.9802   -1.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7092   -4.0232   -0.9629 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4388   -1.7368   -1.7622 H   0  0  0  0  0  0  0  0  0  0  0  0
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 17 16  1  0  0  0  0
 12 16  1  0  0  0  0
  8  2  1  0  0  0  0
  8  9  1  0  0  0  0
  7 20  1  0  0  0  0
 20 19  1  0  0  0  0
 11  9  1  0  0  0  0
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  8  7  2  0  0  0  0
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  2  1  1  0  0  0  0
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  2 24  1  1  0  0  0
 18 42  1  0  0  0  0
 18 43  1  0  0  0  0
 17 40  1  0  0  0  0
 17 41  1  0  0  0  0
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 14 36  1  0  0  0  0
 14 37  1  0  0  0  0
 13 34  1  0  0  0  0
 13 35  1  0  0  0  0
  3 25  1  0  0  0  0
  3 26  1  0  0  0  0
  5 28  1  0  0  0  0
  5 29  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0032385

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N([H])[C@]1([H])C([H])([H])C2=C(C(=O)[C@@]3([H])[C@@]4([H])N(C([H])([H])C([H])([H])C4([H])[H])C([H])([H])C([H])([H])[C@@]3([H])O2)[C@@]([H])(C([H])([H])[H])C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C16H24N2O2/c1-9-7-10(17)8-13-14(9)16(19)15-11-3-2-5-18(11)6-4-12(15)20-13/h9-12,15H,2-8,17H2,1H3/t9-,10-,11-,12+,15-/m0/s1

> <INCHI_KEY>
AOYSDZUESPFRDD-NAYUARGSSA-N

> <FORMULA>
C16H24N2O2

> <MOLECULAR_WEIGHT>
276.38

> <EXACT_MASS>
276.183778021

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
31.302706312425517

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,5S,7S,10S,11S)-5-amino-7-methyl-2-oxa-15-azatetracyclo[8.7.0.0^{3,8}.0^{11,15}]heptadec-3(8)-en-9-one

> <ALOGPS_LOGP>
0.73

> <JCHEM_LOGP>
0.3999373410000006

> <ALOGPS_LOGS>
-1.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.87819303675673

> <JCHEM_PKA_STRONGEST_BASIC>
10.254842106595865

> <JCHEM_POLAR_SURFACE_AREA>
55.56

> <JCHEM_REFRACTIVITY>
78.8965

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.33e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,5S,7S,10S,11S)-5-amino-7-methyl-2-oxa-15-azatetracyclo[8.7.0.0^{3,8}.0^{11,15}]heptadec-3(8)-en-9-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 44 47  0  0  0  0  0  0  0  0999 V2000
    1.5328    2.7647   -0.8471 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5217    1.9850    0.4741 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2739    2.3411    1.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9732    1.6079    0.8029 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1412    1.9990    1.5974 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7614    0.0848    0.8625 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5955   -0.3590    0.3766 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6182    0.4992    0.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9501   -0.0637   -0.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9304    0.6741   -0.2421 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0720   -1.5538   -0.3406 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5366   -2.2236    0.9469 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9733   -1.9439    1.3659 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3531   -3.1654    2.2065 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2517   -4.1949    1.9547 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5900   -3.6811    0.7604 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2706   -4.2432    0.5026 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7247   -3.6431   -0.7995 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7119   -2.1078   -0.7646 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6714   -1.7148    0.1439 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4669    2.6041   -1.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7096    2.4673   -1.5055 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4453    3.8408   -0.6624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3933    2.3061    1.0595 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1147    3.4270    1.2987 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4590    2.0657    2.3564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1677    1.8980   -0.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9775    1.5478    1.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2962    3.0032    1.5124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8782   -0.2736    1.8942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5425   -0.4054    0.2673 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7878   -1.7323   -1.1543 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8714   -1.9636    1.7841 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0650   -1.0162    1.9397 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6397   -1.8710    0.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4076   -2.9104    3.2703 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3339   -3.5442    1.8986 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6644   -5.1961    1.7967 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5715   -4.2292    2.8150 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3427   -5.3307    0.3852 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5797   -4.0473    1.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3425   -3.9802   -1.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7092   -4.0232   -0.9629 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4388   -1.7368   -1.7622 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 17  1  0
 17 16  1  0
 12 16  1  0
  8  2  1  0
  8  9  1  0
  7 20  1  0
 20 19  1  0
 11  9  1  0
 16 15  1  0
 15 14  1  0
 14 13  1  0
 13 12  1  0
 11 19  1  0
  9 10  2  0
  8  7  2  0
 11 32  1  6
 19 44  1  6
  4  6  1  0
 12 33  1  1
  6  7  1  0
  4  3  1  0
  2  3  1  0
 11 12  1  0
  4  5  1  0
 19 18  1  0
  2  1  1  0
  4 27  1  6
  6 30  1  0
  6 31  1  0
  2 24  1  1
 18 42  1  0
 18 43  1  0
 17 40  1  0
 17 41  1  0
 15 38  1  0
 15 39  1  0
 14 36  1  0
 14 37  1  0
 13 34  1  0
 13 35  1  0
  3 25  1  0
  3 26  1  0
  5 28  1  0
  5 29  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       1.533   2.765  -0.847  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.522   1.985   0.474  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.274   2.341   1.308  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.973   1.608   0.803  0.00  0.00           C+0
HETATM    5  N   UNK     0      -2.141   1.999   1.597  0.00  0.00           N+0
HETATM    6  C   UNK     0      -0.761   0.085   0.863  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.596  -0.359   0.377  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.618   0.499   0.213  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.950  -0.064  -0.149  0.00  0.00           C+0
HETATM   10  O   UNK     0       3.930   0.674  -0.242  0.00  0.00           O+0
HETATM   11  C   UNK     0       3.072  -1.554  -0.341  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.537  -2.224   0.947  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.973  -1.944   1.366  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.353  -3.165   2.207  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.252  -4.195   1.955  0.00  0.00           C+0
HETATM   16  N   UNK     0       3.590  -3.681   0.760  0.00  0.00           N+0
HETATM   17  C   UNK     0       2.271  -4.243   0.503  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.725  -3.643  -0.800  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.712  -2.108  -0.765  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.671  -1.715   0.144  0.00  0.00           O+0
HETATM   21  H   UNK     0       2.467   2.604  -1.396  0.00  0.00           H+0
HETATM   22  H   UNK     0       0.710   2.467  -1.506  0.00  0.00           H+0
HETATM   23  H   UNK     0       1.445   3.841  -0.662  0.00  0.00           H+0
HETATM   24  H   UNK     0       2.393   2.306   1.060  0.00  0.00           H+0
HETATM   25  H   UNK     0       0.115   3.427   1.299  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.459   2.066   2.356  0.00  0.00           H+0
HETATM   27  H   UNK     0      -1.168   1.898  -0.237  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.978   1.548   1.227  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.296   3.003   1.512  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.878  -0.274   1.894  0.00  0.00           H+0
HETATM   31  H   UNK     0      -1.543  -0.405   0.267  0.00  0.00           H+0
HETATM   32  H   UNK     0       3.788  -1.732  -1.154  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.871  -1.964   1.784  0.00  0.00           H+0
HETATM   34  H   UNK     0       5.065  -1.016   1.940  0.00  0.00           H+0
HETATM   35  H   UNK     0       5.640  -1.871   0.497  0.00  0.00           H+0
HETATM   36  H   UNK     0       5.408  -2.910   3.270  0.00  0.00           H+0
HETATM   37  H   UNK     0       6.334  -3.544   1.899  0.00  0.00           H+0
HETATM   38  H   UNK     0       4.664  -5.196   1.797  0.00  0.00           H+0
HETATM   39  H   UNK     0       3.571  -4.229   2.815  0.00  0.00           H+0
HETATM   40  H   UNK     0       2.343  -5.331   0.385  0.00  0.00           H+0
HETATM   41  H   UNK     0       1.580  -4.047   1.332  0.00  0.00           H+0
HETATM   42  H   UNK     0       2.342  -3.980  -1.642  0.00  0.00           H+0
HETATM   43  H   UNK     0       0.709  -4.023  -0.963  0.00  0.00           H+0
HETATM   44  H   UNK     0       1.439  -1.737  -1.762  0.00  0.00           H+0
CONECT    1    2   21   22   23                                             
CONECT    2    8    3    1   24                                             
CONECT    3    4    2   25   26                                             
CONECT    4    6    3    5   27                                             
CONECT    5    4   28   29                                                  
CONECT    6    4    7   30   31                                             
CONECT    7   20    8    6                                                  
CONECT    8    2    9    7                                                  
CONECT    9    8   11   10                                                  
CONECT   10    9                                                            
CONECT   11    9   19   32   12                                             
CONECT   12   16   13   33   11                                             
CONECT   13   14   12   34   35                                             
CONECT   14   15   13   36   37                                             
CONECT   15   16   14   38   39                                             
CONECT   16   17   12   15                                                  
CONECT   17   18   16   40   41                                             
CONECT   18   17   19   42   43                                             
CONECT   19   20   11   44   18                                             
CONECT   20    7   19                                                       
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    2                                                            
CONECT   25    3                                                            
CONECT   26    3                                                            
CONECT   27    4                                                            
CONECT   28    5                                                            
CONECT   29    5                                                            
CONECT   30    6                                                            
CONECT   31    6                                                            
CONECT   32   11                                                            
CONECT   33   12                                                            
CONECT   34   13                                                            
CONECT   35   13                                                            
CONECT   36   14                                                            
CONECT   37   14                                                            
CONECT   38   15                                                            
CONECT   39   15                                                            
CONECT   40   17                                                            
CONECT   41   17                                                            
CONECT   42   18                                                            
CONECT   43   18                                                            
CONECT   44   19                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   94    0
END

RDKit          3D

44 47  0  0  0  0  0  0  0  0999 V2000
    1.5328    2.7647   -0.8471 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5217    1.9850    0.4741 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2739    2.3411    1.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9732    1.6079    0.8029 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1412    1.9990    1.5974 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7614    0.0848    0.8625 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5955   -0.3590    0.3766 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6182    0.4992    0.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9501   -0.0637   -0.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9304    0.6741   -0.2421 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0720   -1.5538   -0.3406 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5366   -2.2236    0.9469 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9733   -1.9439    1.3659 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3531   -3.1654    2.2065 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2517   -4.1949    1.9547 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5900   -3.6811    0.7604 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2706   -4.2432    0.5026 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7247   -3.6431   -0.7995 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7119   -2.1078   -0.7646 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6714   -1.7148    0.1439 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4669    2.6041   -1.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7096    2.4673   -1.5055 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4453    3.8408   -0.6624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3933    2.3061    1.0595 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1147    3.4270    1.2987 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4590    2.0657    2.3564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1677    1.8980   -0.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9775    1.5478    1.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2962    3.0032    1.5124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8782   -0.2736    1.8942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5425   -0.4054    0.2673 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7878   -1.7323   -1.1543 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8714   -1.9636    1.7841 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0650   -1.0162    1.9397 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6397   -1.8710    0.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4076   -2.9104    3.2703 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3339   -3.5442    1.8986 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6644   -5.1961    1.7967 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5715   -4.2292    2.8150 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3427   -5.3307    0.3852 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5797   -4.0473    1.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3425   -3.9802   -1.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7092   -4.0232   -0.9629 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4388   -1.7368   -1.7622 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 17  1  0
 17 16  1  0
 12 16  1  0
  8  2  1  0
  8  9  1  0
  7 20  1  0
 20 19  1  0
 11  9  1  0
 16 15  1  0
 15 14  1  0
 14 13  1  0
 13 12  1  0
 11 19  1  0
  9 10  2  0
  8  7  2  0
 11 32  1  6
 19 44  1  6
  4  6  1  0
 12 33  1  1
  6  7  1  0
  4  3  1  0
  2  3  1  0
 11 12  1  0
  4  5  1  0
 19 18  1  0
  2  1  1  0
  4 27  1  6
  6 30  1  0
  6 31  1  0
  2 24  1  1
 18 42  1  0
 18 43  1  0
 17 40  1  0
 17 41  1  0
 15 38  1  0
 15 39  1  0
 14 36  1  0
 14 37  1  0
 13 34  1  0
 13 35  1  0
  3 25  1  0
  3 26  1  0
  5 28  1  0
  5 29  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₂₄N₂O₂

Average Mass

276.3800 Da

Monoisotopic Mass

276.18378 Da

IUPAC Name

(1R,5S,7S,10S,11S)-5-amino-7-methyl-2-oxa-15-azatetracyclo[8.7.0.0^{3,8}.0^{11,15}]heptadec-3(8)-en-9-one

Traditional Name

(1R,5S,7S,10S,11S)-5-amino-7-methyl-2-oxa-15-azatetracyclo[8.7.0.0^{3,8}.0^{11,15}]heptadec-3(8)-en-9-one

CAS Registry Number

Not Available

SMILES

[H]N([H])[C@]1([H])C([H])([H])C2=C(C(=O)[C@@]3([H])[C@@]4([H])N(C([H])([H])C([H])([H])C4([H])[H])C([H])([H])C([H])([H])[C@@]3([H])O2)[C@@]([H])(C([H])([H])[H])C1([H])[H]

InChI Identifier

InChI=1S/C16H24N2O2/c1-9-7-10(17)8-13-14(9)16(19)15-11-3-2-5-18(11)6-4-12(15)20-13/h9-12,15H,2-8,17H2,1H3/t9-,10-,11-,12+,15-/m0/s1

InChI Key

AOYSDZUESPFRDD-NAYUARGSSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₂Cl₂, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₂Cl₂, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₂Cl₂, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₂Cl₂, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₂Cl₂, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₂Cl₂, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₂Cl₂, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₂Cl₂, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₂Cl₂, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₂Cl₂, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₂Cl₂, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₂Cl₂, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₂Cl₂, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₂Cl₂, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₂Cl₂, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₂Cl₂, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₂Cl₂, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₂Cl₂, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₂Cl₂, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₂Cl₂, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Elaeocarpus angustifolius	LOTUS Database	35616633
Elaeocarpus grandis	JEOL database	Katavic, P. L., et al, J. Nat. Prod. 69, 1295 (2006)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indolizidines. These are polycyclic compounds containing an indolizidine, which is a bicyclic heterocycle containing a saturated six-member ring fused to a saturated five-member ring, one of the bridging atoms being nitrogen.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indolizidines

Sub Class

Not Available

Direct Parent

Indolizidines

Alternative Parents

Substituents

Indolizidine
Dihydropyranone
Piperidine
N-alkylpyrrolidine
Pyrrolidine
Vinylogous ester
Ketone
Tertiary amine
Tertiary aliphatic amine
Oxacycle
Azacycle
Amine
Hydrocarbon derivative
Primary amine
Organic oxide
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.73	ALOGPS
logP	0.4	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	16.88	ChemAxon
pKa (Strongest Basic)	10.25	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.56 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	78.9 m³·mol⁻¹	ChemAxon
Polarizability	31.3 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

17245192

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16086543

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Katavic, P. L., et al. (2006). Katavic, P. L., et al, J. Nat. Prod. 69, 1295 (2006) . J. Nat. Prod..

Showing NP-Card for grandisine F (NP0032385)

MOL for NP0032385 (grandisine F)

3D MOL for NP0032385 (grandisine F)

3D SDF for NP0032385 (grandisine F)

3D-SDF for NP0032385 (grandisine F)

PDB for NP0032385 (grandisine F)

3D PDB for NP0032385 (grandisine F)

SMILES for NP0032385 (grandisine F)

INCHI for NP0032385 (grandisine F)

Structure for NP0032385 (grandisine F)

3D Structure for NP0032385 (grandisine F)