NP-MRD: Showing NP-Card for trichinenlide B (NP0043746)

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Record Information

Version

1.0

Created at

2021-06-21 01:04:12 UTC

Updated at

2021-06-30 00:19:37 UTC

NP-MRD ID

NP0043746

Secondary Accession Numbers

None

Natural Product Identification

Common Name

trichinenlide B

Provided By

JEOL Database JEOL Logo

Description

TRICHINENLIDE B belongs to the class of organic compounds known as limonoids. These are highly oxygenated, modified terpenoids with a prototypical structure either containing or derived from a precursor with a 4,4,8-trimethyl-17-furanylsteroid skeleton. All naturally occurring citrus limonoids contain a furan ring attached to the D-ring, at C-17, as well as oxygen containing functional groups at C-3, C-4, C-7, C-16 and C-17. trichinenlide B is found in Trichilia sinensis. It was first documented in 2021 (PMID: 34130356). Based on a literature review a significant number of articles have been published on TRICHINENLIDE B (PMID: 34130335) (PMID: 34130218) (PMID: 34130164) (PMID: 34130154) (PMID: 34130152) (PMID: 34130125).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212103043D          

 77 82  0  0  0  0            999 V2000
    6.2037    1.8885   -0.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8201    2.4462    0.0209 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4902    3.5029    0.7806 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1310    4.0759    0.8944 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224    5.1428    1.4472 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2059    3.2628    0.3271 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8142    3.6829    0.4008 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1993    3.5671   -1.0501 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2811    3.9845   -2.0854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9507    4.5904   -1.2201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2785    2.0833   -1.3008 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7031    1.8228   -2.7723 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7728    0.3523   -3.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.5227   -2.0505    1.9919 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

 77 82  0  0  0  0  0  0  0  0999 V2000
    6.2037    1.8885   -0.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8201    2.4462    0.0209 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4902    3.5029    0.7806 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2811    3.9845   -2.0854 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1484   -4.2185    2.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7020   -2.3150   -1.1737 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0896   -7.6036   -0.8849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3472   -3.9200   -2.1369 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8738   -0.3934   -0.7650 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9437    0.0527    0.5530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7066   -1.0654    2.2072 H   0  0  0  0  0  0  0  0  0  0  0  0
 28 27  1  0
 29 41  1  0
 11 17  1  0
  8  7  1  0
  7 21  1  0
 21 19  1  0
 19 17  1  0
 17 26  1  0
 29 31  1  0
 41 40  1  0
 40 38  1  0
 38 37  1  0
 37 31  1  0
  4  5  2  0
 31 32  1  0
 21 23  1  0
 29 30  1  1
 25 23  1  0
 41 77  1  1
 11  8  1  0
  8  9  1  6
 11 12  1  0
  8 10  1  0
  3 46  1  0
 11 54  1  1
 12 13  1  0
 38 39  2  0
 32 36  2  0
 19 20  2  0
  7  6  1  0
 26 25  1  0
 36 35  1  0
 35 34  1  0
 34 33  2  0
 33 32  1  0
  3  2  2  0
 13 14  2  0
  4  3  1  0
 13 15  1  0
  2  1  1  0
 15 16  1  0
  6  4  1  0
 17 18  1  6
 26 27  2  0
 21 22  1  1
 25 41  1  0
 25 24  1  1
 23 24  1  0
 29 28  1  0
  2 45  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
  7 47  1  1
 23 64  1  1
 12 55  1  0
 12 56  1  0
 28 66  1  0
 28 67  1  0
 27 65  1  0
 40 75  1  0
 40 76  1  0
 31 71  1  6
 30 68  1  0
 30 69  1  0
 30 70  1  0
  9 48  1  0
  9 49  1  0
  9 50  1  0
 10 51  1  0
 10 52  1  0
 10 53  1  0
 36 74  1  0
 34 73  1  0
 33 72  1  0
 16 57  1  0
 16 58  1  0
 16 59  1  0
 18 60  1  0
 18 61  1  0
 18 62  1  0
 22 63  1  0
M  END


  Mrv1652306212103043D          

 77 82  0  0  0  0            999 V2000
    6.2037    1.8885   -0.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8201    2.4462    0.0209 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4902    3.5029    0.7806 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1310    4.0759    0.8944 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224    5.1428    1.4472 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2059    3.2628    0.3271 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8142    3.6829    0.4008 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1993    3.5671   -1.0501 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2811    3.9845   -2.0854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9507    4.5904   -1.2201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2785    2.0833   -1.3008 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7031    1.8228   -2.7723 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7728    0.3523   -3.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0132   -0.5006   -2.6839 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7735    0.1305   -4.0144 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8970   -1.2302   -4.4315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3377    1.5853   -0.2263 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7931    1.5900   -0.7485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3084    2.5208    1.0006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3156    2.9317    1.5792 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0960    2.8445    1.5052 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0505    3.6174    2.7035 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7917    1.5436    1.8360 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0439    0.6514    2.6743 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2542    0.2199    1.3126 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9082    0.2252    0.3730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5777   -0.9323    0.2095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1334   -2.1490    0.9685 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4107   -2.3499    0.9979 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7202   -3.2866    2.1957 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9361   -2.9788   -0.3340 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3568   -4.3190   -0.6968 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7986   -5.6112   -0.2845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0297   -6.5242   -0.8922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9457   -5.8892   -1.6649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6986   -4.5605   -1.5559 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3759   -3.0915   -0.2779 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0899   -1.9681   -0.0451 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3147   -1.9562   -0.0563 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2734   -0.7356    0.1935 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1849   -0.9918    1.2413 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9125    2.4373    0.5603 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2034    0.8418    0.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5576    1.9329   -1.1021 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0711    1.9412   -0.5831 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2370    4.0292    1.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7706    4.7441    0.6803 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8517    4.1689   -3.0760 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    3.2163   -2.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7715    4.9177   -1.7837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5721    5.6146   -1.1158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4061    4.5181   -2.2134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7488    4.4805   -0.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6311    1.4833   -1.1613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6599    2.3059   -2.9935 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0257    2.2339   -3.4768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9736   -1.5716   -4.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1512   -1.8669   -3.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7083   -1.2887   -5.1622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5034    1.3011    0.0367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0922    2.5878   -1.0871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9496    0.8963   -1.5789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6755    3.2436    3.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8326    1.6583    2.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -1.0189   -0.3936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5227   -2.0505    1.9919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6391   -3.0292    0.5599 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7837   -3.5429    2.2480 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4517   -2.8072    3.1448 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1484   -4.2185    2.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7020   -2.3150   -1.1737 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6267   -5.8424    0.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0896   -7.6036   -0.8849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3472   -3.9200   -2.1369 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8738   -0.3934   -0.7650 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9437    0.0527    0.5530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7066   -1.0654    2.2072 H   0  0  0  0  0  0  0  0  0  0  0  0
 28 27  1  0  0  0  0
 29 41  1  0  0  0  0
 11 17  1  0  0  0  0
  8  7  1  0  0  0  0
  7 21  1  0  0  0  0
 21 19  1  0  0  0  0
 19 17  1  0  0  0  0
 17 26  1  0  0  0  0
 29 31  1  0  0  0  0
 41 40  1  0  0  0  0
 40 38  1  0  0  0  0
 38 37  1  0  0  0  0
 37 31  1  0  0  0  0
  4  5  2  0  0  0  0
 31 32  1  0  0  0  0
 21 23  1  0  0  0  0
 29 30  1  1  0  0  0
 25 23  1  0  0  0  0
 41 77  1  1  0  0  0
 11  8  1  0  0  0  0
  8  9  1  6  0  0  0
 11 12  1  0  0  0  0
  8 10  1  0  0  0  0
  3 46  1  0  0  0  0
 11 54  1  1  0  0  0
 12 13  1  0  0  0  0
 38 39  2  0  0  0  0
 32 36  2  0  0  0  0
 19 20  2  0  0  0  0
  7  6  1  0  0  0  0
 26 25  1  0  0  0  0
 36 35  1  0  0  0  0
 35 34  1  0  0  0  0
 34 33  2  0  0  0  0
 33 32  1  0  0  0  0
  3  2  2  0  0  0  0
 13 14  2  0  0  0  0
  4  3  1  0  0  0  0
 13 15  1  0  0  0  0
  2  1  1  0  0  0  0
 15 16  1  0  0  0  0
  6  4  1  0  0  0  0
 17 18  1  6  0  0  0
 26 27  2  0  0  0  0
 21 22  1  1  0  0  0
 25 41  1  0  0  0  0
 25 24  1  1  0  0  0
 23 24  1  0  0  0  0
 29 28  1  0  0  0  0
  2 45  1  0  0  0  0
  1 42  1  0  0  0  0
  1 43  1  0  0  0  0
  1 44  1  0  0  0  0
  7 47  1  1  0  0  0
 23 64  1  1  0  0  0
 12 55  1  0  0  0  0
 12 56  1  0  0  0  0
 28 66  1  0  0  0  0
 28 67  1  0  0  0  0
 27 65  1  0  0  0  0
 40 75  1  0  0  0  0
 40 76  1  0  0  0  0
 31 71  1  6  0  0  0
 30 68  1  0  0  0  0
 30 69  1  0  0  0  0
 30 70  1  0  0  0  0
  9 48  1  0  0  0  0
  9 49  1  0  0  0  0
  9 50  1  0  0  0  0
 10 51  1  0  0  0  0
 10 52  1  0  0  0  0
 10 53  1  0  0  0  0
 36 74  1  0  0  0  0
 34 73  1  0  0  0  0
 33 72  1  0  0  0  0
 16 57  1  0  0  0  0
 16 58  1  0  0  0  0
 16 59  1  0  0  0  0
 18 60  1  0  0  0  0
 18 61  1  0  0  0  0
 18 62  1  0  0  0  0
 22 63  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043746

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]12C(=O)[C@@](C3=C([H])C([H])([H])[C@@]4(C([H])([H])[H])[C@@]([H])(OC(=O)C([H])([H])[C@@]4([H])[C@]33O[C@]13[H])C1=C([H])OC([H])=C1[H])(C([H])([H])[H])[C@@]([H])(C([H])([H])C(=O)OC([H])([H])[H])C(C([H])([H])[H])(C([H])([H])[H])[C@]2([H])OC(=O)C(\[H])=C(/[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C31H36O10/c1-7-8-20(32)40-25-27(2,3)18(13-21(33)37-6)29(5)17-9-11-28(4)19(31(17)26(41-31)30(25,36)24(29)35)14-22(34)39-23(28)16-10-12-38-15-16/h7-10,12,15,18-19,23,25-26,36H,11,13-14H2,1-6H3/b8-7+/t18-,19+,23-,25-,26+,28+,29+,30-,31+/m0/s1

> <INCHI_KEY>
SGMKQRGSUCSUNU-QCDIDFPLSA-N

> <FORMULA>
C31H36O10

> <MOLECULAR_WEIGHT>
568.619

> <EXACT_MASS>
568.230847359

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
77

> <JCHEM_AVERAGE_POLARIZABILITY>
57.605145998932485

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,4S,5R,9R,10R,14S,15S,17S)-9-(furan-3-yl)-1-hydroxy-15-(2-methoxy-2-oxoethyl)-10,14,16,16-tetramethyl-7,18-dioxo-3,8-dioxapentacyclo[12.3.1.0^{2,4}.0^{4,13}.0^{5,10}]octadec-12-en-17-yl (2E)-but-2-enoate

> <ALOGPS_LOGP>
3.58

> <JCHEM_LOGP>
3.4681250469999982

> <ALOGPS_LOGS>
-4.16

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.089243424829201

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8716663892294734

> <JCHEM_POLAR_SURFACE_AREA>
141.87000000000003

> <JCHEM_REFRACTIVITY>
142.79710000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.96e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,4S,5R,9R,10R,14S,15S,17S)-9-(furan-3-yl)-1-hydroxy-15-(2-methoxy-2-oxoethyl)-10,14,16,16-tetramethyl-7,18-dioxo-3,8-dioxapentacyclo[12.3.1.0^{2,4}.0^{4,13}.0^{5,10}]octadec-12-en-17-yl (2E)-but-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 77 82  0  0  0  0  0  0  0  0999 V2000
    6.2037    1.8885   -0.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8201    2.4462    0.0209 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4902    3.5029    0.7806 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1310    4.0759    0.8944 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224    5.1428    1.4472 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2059    3.2628    0.3271 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8142    3.6829    0.4008 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1993    3.5671   -1.0501 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2811    3.9845   -2.0854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9507    4.5904   -1.2201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2785    2.0833   -1.3008 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7031    1.8228   -2.7723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7728    0.3523   -3.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0132   -0.5006   -2.6839 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7735    0.1305   -4.0144 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8970   -1.2302   -4.4315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3377    1.5853   -0.2263 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7931    1.5900   -0.7485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3084    2.5208    1.0006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3156    2.9317    1.5792 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0960    2.8445    1.5052 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0505    3.6174    2.7035 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7917    1.5436    1.8360 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0439    0.6514    2.6743 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2542    0.2199    1.3126 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9082    0.2252    0.3730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5777   -0.9323    0.2095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1334   -2.1490    0.9685 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4107   -2.3499    0.9979 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7202   -3.2866    2.1957 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9361   -2.9788   -0.3340 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3568   -4.3190   -0.6968 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7986   -5.6112   -0.2845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0297   -6.5242   -0.8922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9457   -5.8892   -1.6649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6986   -4.5605   -1.5559 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3759   -3.0915   -0.2779 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0899   -1.9681   -0.0451 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3147   -1.9562   -0.0563 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2734   -0.7356    0.1935 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1849   -0.9918    1.2413 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9125    2.4373    0.5603 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2034    0.8418    0.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5576    1.9329   -1.1021 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0711    1.9412   -0.5831 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2370    4.0292    1.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7706    4.7441    0.6803 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8517    4.1689   -3.0760 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    3.2163   -2.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7715    4.9177   -1.7837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5721    5.6146   -1.1158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4061    4.5181   -2.2134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7488    4.4805   -0.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6311    1.4833   -1.1613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6599    2.3059   -2.9935 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0257    2.2339   -3.4768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9736   -1.5716   -4.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1512   -1.8669   -3.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7083   -1.2887   -5.1622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5034    1.3011    0.0367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0922    2.5878   -1.0871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9496    0.8963   -1.5789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6755    3.2436    3.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8326    1.6583    2.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -1.0189   -0.3936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5227   -2.0505    1.9919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6391   -3.0292    0.5599 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7837   -3.5429    2.2480 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4517   -2.8072    3.1448 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1484   -4.2185    2.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7020   -2.3150   -1.1737 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6267   -5.8424    0.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0896   -7.6036   -0.8849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3472   -3.9200   -2.1369 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8738   -0.3934   -0.7650 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9437    0.0527    0.5530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7066   -1.0654    2.2072 H   0  0  0  0  0  0  0  0  0  0  0  0
 28 27  1  0
 29 41  1  0
 11 17  1  0
  8  7  1  0
  7 21  1  0
 21 19  1  0
 19 17  1  0
 17 26  1  0
 29 31  1  0
 41 40  1  0
 40 38  1  0
 38 37  1  0
 37 31  1  0
  4  5  2  0
 31 32  1  0
 21 23  1  0
 29 30  1  1
 25 23  1  0
 41 77  1  1
 11  8  1  0
  8  9  1  6
 11 12  1  0
  8 10  1  0
  3 46  1  0
 11 54  1  1
 12 13  1  0
 38 39  2  0
 32 36  2  0
 19 20  2  0
  7  6  1  0
 26 25  1  0
 36 35  1  0
 35 34  1  0
 34 33  2  0
 33 32  1  0
  3  2  2  0
 13 14  2  0
  4  3  1  0
 13 15  1  0
  2  1  1  0
 15 16  1  0
  6  4  1  0
 17 18  1  6
 26 27  2  0
 21 22  1  1
 25 41  1  0
 25 24  1  1
 23 24  1  0
 29 28  1  0
  2 45  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
  7 47  1  1
 23 64  1  1
 12 55  1  0
 12 56  1  0
 28 66  1  0
 28 67  1  0
 27 65  1  0
 40 75  1  0
 40 76  1  0
 31 71  1  6
 30 68  1  0
 30 69  1  0
 30 70  1  0
  9 48  1  0
  9 49  1  0
  9 50  1  0
 10 51  1  0
 10 52  1  0
 10 53  1  0
 36 74  1  0
 34 73  1  0
 33 72  1  0
 16 57  1  0
 16 58  1  0
 16 59  1  0
 18 60  1  0
 18 61  1  0
 18 62  1  0
 22 63  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0       6.204   1.889  -0.068  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.820   2.446   0.021  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.490   3.503   0.781  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.131   4.076   0.894  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.922   5.143   1.447  0.00  0.00           O+0
HETATM    6  O   UNK     0       2.206   3.263   0.327  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.814   3.683   0.401  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.199   3.567  -1.050  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.281   3.985  -2.085  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.951   4.590  -1.220  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.279   2.083  -1.301  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.703   1.823  -2.772  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.773   0.352  -3.121  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.013  -0.501  -2.684  0.00  0.00           O+0
HETATM   15  O   UNK     0      -1.774   0.131  -4.014  0.00  0.00           O+0
HETATM   16  C   UNK     0      -1.897  -1.230  -4.431  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.338   1.585  -0.226  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.793   1.590  -0.749  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.308   2.521   1.001  0.00  0.00           C+0
HETATM   20  O   UNK     0      -2.316   2.932   1.579  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.096   2.845   1.505  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.051   3.617   2.704  0.00  0.00           O+0
HETATM   23  C   UNK     0       0.792   1.544   1.836  0.00  0.00           C+0
HETATM   24  O   UNK     0       0.044   0.651   2.674  0.00  0.00           O+0
HETATM   25  C   UNK     0       0.254   0.220   1.313  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.908   0.225   0.373  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.578  -0.932   0.210  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.133  -2.149   0.969  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.411  -2.350   0.998  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.720  -3.287   2.196  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.936  -2.979  -0.334  0.00  0.00           C+0
HETATM   32  C   UNK     0       0.357  -4.319  -0.697  0.00  0.00           C+0
HETATM   33  C   UNK     0       0.799  -5.611  -0.285  0.00  0.00           C+0
HETATM   34  C   UNK     0      -0.030  -6.524  -0.892  0.00  0.00           C+0
HETATM   35  O   UNK     0      -0.946  -5.889  -1.665  0.00  0.00           O+0
HETATM   36  C   UNK     0      -0.699  -4.561  -1.556  0.00  0.00           C+0
HETATM   37  O   UNK     0       2.376  -3.091  -0.278  0.00  0.00           O+0
HETATM   38  C   UNK     0       3.090  -1.968  -0.045  0.00  0.00           C+0
HETATM   39  O   UNK     0       4.315  -1.956  -0.056  0.00  0.00           O+0
HETATM   40  C   UNK     0       2.273  -0.736   0.194  0.00  0.00           C+0
HETATM   41  C   UNK     0       1.185  -0.992   1.241  0.00  0.00           C+0
HETATM   42  H   UNK     0       6.912   2.437   0.560  0.00  0.00           H+0
HETATM   43  H   UNK     0       6.203   0.842   0.252  0.00  0.00           H+0
HETATM   44  H   UNK     0       6.558   1.933  -1.102  0.00  0.00           H+0
HETATM   45  H   UNK     0       4.071   1.941  -0.583  0.00  0.00           H+0
HETATM   46  H   UNK     0       5.237   4.029   1.367  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.771   4.744   0.680  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.852   4.169  -3.076  0.00  0.00           H+0
HETATM   49  H   UNK     0       2.054   3.216  -2.196  0.00  0.00           H+0
HETATM   50  H   UNK     0       1.772   4.918  -1.784  0.00  0.00           H+0
HETATM   51  H   UNK     0      -0.572   5.615  -1.116  0.00  0.00           H+0
HETATM   52  H   UNK     0      -1.406   4.518  -2.213  0.00  0.00           H+0
HETATM   53  H   UNK     0      -1.749   4.481  -0.485  0.00  0.00           H+0
HETATM   54  H   UNK     0       0.631   1.483  -1.161  0.00  0.00           H+0
HETATM   55  H   UNK     0      -1.660   2.306  -2.994  0.00  0.00           H+0
HETATM   56  H   UNK     0       0.026   2.234  -3.477  0.00  0.00           H+0
HETATM   57  H   UNK     0      -0.974  -1.572  -4.910  0.00  0.00           H+0
HETATM   58  H   UNK     0      -2.151  -1.867  -3.579  0.00  0.00           H+0
HETATM   59  H   UNK     0      -2.708  -1.289  -5.162  0.00  0.00           H+0
HETATM   60  H   UNK     0      -3.503   1.301   0.037  0.00  0.00           H+0
HETATM   61  H   UNK     0      -3.092   2.588  -1.087  0.00  0.00           H+0
HETATM   62  H   UNK     0      -2.950   0.896  -1.579  0.00  0.00           H+0
HETATM   63  H   UNK     0      -0.676   3.244   3.241  0.00  0.00           H+0
HETATM   64  H   UNK     0       1.833   1.658   2.104  0.00  0.00           H+0
HETATM   65  H   UNK     0      -2.475  -1.019  -0.394  0.00  0.00           H+0
HETATM   66  H   UNK     0      -1.523  -2.050   1.992  0.00  0.00           H+0
HETATM   67  H   UNK     0      -1.639  -3.029   0.560  0.00  0.00           H+0
HETATM   68  H   UNK     0       1.784  -3.543   2.248  0.00  0.00           H+0
HETATM   69  H   UNK     0       0.452  -2.807   3.145  0.00  0.00           H+0
HETATM   70  H   UNK     0       0.148  -4.218   2.140  0.00  0.00           H+0
HETATM   71  H   UNK     0       0.702  -2.315  -1.174  0.00  0.00           H+0
HETATM   72  H   UNK     0       1.627  -5.842   0.372  0.00  0.00           H+0
HETATM   73  H   UNK     0      -0.090  -7.604  -0.885  0.00  0.00           H+0
HETATM   74  H   UNK     0      -1.347  -3.920  -2.137  0.00  0.00           H+0
HETATM   75  H   UNK     0       1.874  -0.393  -0.765  0.00  0.00           H+0
HETATM   76  H   UNK     0       2.944   0.053   0.553  0.00  0.00           H+0
HETATM   77  H   UNK     0       1.707  -1.065   2.207  0.00  0.00           H+0
CONECT    1    2   42   43   44                                             
CONECT    2    3    1   45                                                  
CONECT    3   46    2    4                                                  
CONECT    4    5    3    6                                                  
CONECT    5    4                                                            
CONECT    6    7    4                                                       
CONECT    7    8   21    6   47                                             
CONECT    8    7   11    9   10                                             
CONECT    9    8   48   49   50                                             
CONECT   10    8   51   52   53                                             
CONECT   11   17    8   12   54                                             
CONECT   12   11   13   55   56                                             
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   57   58   59                                             
CONECT   17   11   19   26   18                                             
CONECT   18   17   60   61   62                                             
CONECT   19   21   17   20                                                  
CONECT   20   19                                                            
CONECT   21    7   19   23   22                                             
CONECT   22   21   63                                                       
CONECT   23   21   25   24   64                                             
CONECT   24   25   23                                                       
CONECT   25   23   26   41   24                                             
CONECT   26   17   25   27                                                  
CONECT   27   28   26   65                                                  
CONECT   28   27   29   66   67                                             
CONECT   29   41   31   30   28                                             
CONECT   30   29   68   69   70                                             
CONECT   31   29   37   32   71                                             
CONECT   32   31   36   33                                                  
CONECT   33   34   32   72                                                  
CONECT   34   35   33   73                                                  
CONECT   35   36   34                                                       
CONECT   36   32   35   74                                                  
CONECT   37   38   31                                                       
CONECT   38   40   37   39                                                  
CONECT   39   38                                                            
CONECT   40   41   38   75   76                                             
CONECT   41   29   40   77   25                                             
CONECT   42    1                                                            
CONECT   43    1                                                            
CONECT   44    1                                                            
CONECT   45    2                                                            
CONECT   46    3                                                            
CONECT   47    7                                                            
CONECT   48    9                                                            
CONECT   49    9                                                            
CONECT   50    9                                                            
CONECT   51   10                                                            
CONECT   52   10                                                            
CONECT   53   10                                                            
CONECT   54   11                                                            
CONECT   55   12                                                            
CONECT   56   12                                                            
CONECT   57   16                                                            
CONECT   58   16                                                            
CONECT   59   16                                                            
CONECT   60   18                                                            
CONECT   61   18                                                            
CONECT   62   18                                                            
CONECT   63   22                                                            
CONECT   64   23                                                            
CONECT   65   27                                                            
CONECT   66   28                                                            
CONECT   67   28                                                            
CONECT   68   30                                                            
CONECT   69   30                                                            
CONECT   70   30                                                            
CONECT   71   31                                                            
CONECT   72   33                                                            
CONECT   73   34                                                            
CONECT   74   36                                                            
CONECT   75   40                                                            
CONECT   76   40                                                            
CONECT   77   41                                                            
MASTER        0    0    0    0    0    0    0    0   77    0  164    0
END

RDKit          3D

77 82  0  0  0  0  0  0  0  0999 V2000
    6.2037    1.8885   -0.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8201    2.4462    0.0209 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4902    3.5029    0.7806 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1310    4.0759    0.8944 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224    5.1428    1.4472 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2059    3.2628    0.3271 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8142    3.6829    0.4008 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1993    3.5671   -1.0501 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2811    3.9845   -2.0854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9507    4.5904   -1.2201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2785    2.0833   -1.3008 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7031    1.8228   -2.7723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7728    0.3523   -3.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0132   -0.5006   -2.6839 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7735    0.1305   -4.0144 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8970   -1.2302   -4.4315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3377    1.5853   -0.2263 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7931    1.5900   -0.7485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3084    2.5208    1.0006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3156    2.9317    1.5792 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0960    2.8445    1.5052 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0505    3.6174    2.7035 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7917    1.5436    1.8360 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0439    0.6514    2.6743 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2542    0.2199    1.3126 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9082    0.2252    0.3730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5777   -0.9323    0.2095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1334   -2.1490    0.9685 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4107   -2.3499    0.9979 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7202   -3.2866    2.1957 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9361   -2.9788   -0.3340 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3568   -4.3190   -0.6968 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7986   -5.6112   -0.2845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0297   -6.5242   -0.8922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9457   -5.8892   -1.6649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6986   -4.5605   -1.5559 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3759   -3.0915   -0.2779 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0899   -1.9681   -0.0451 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3147   -1.9562   -0.0563 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2734   -0.7356    0.1935 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1849   -0.9918    1.2413 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9125    2.4373    0.5603 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2034    0.8418    0.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5576    1.9329   -1.1021 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0711    1.9412   -0.5831 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2370    4.0292    1.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7706    4.7441    0.6803 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8517    4.1689   -3.0760 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    3.2163   -2.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7715    4.9177   -1.7837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5721    5.6146   -1.1158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4061    4.5181   -2.2134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7488    4.4805   -0.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6311    1.4833   -1.1613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6599    2.3059   -2.9935 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0257    2.2339   -3.4768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9736   -1.5716   -4.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1512   -1.8669   -3.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7083   -1.2887   -5.1622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5034    1.3011    0.0367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0922    2.5878   -1.0871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9496    0.8963   -1.5789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6755    3.2436    3.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8326    1.6583    2.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -1.0189   -0.3936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5227   -2.0505    1.9919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6391   -3.0292    0.5599 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7837   -3.5429    2.2480 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4517   -2.8072    3.1448 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1484   -4.2185    2.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7020   -2.3150   -1.1737 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6267   -5.8424    0.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0896   -7.6036   -0.8849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3472   -3.9200   -2.1369 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8738   -0.3934   -0.7650 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9437    0.0527    0.5530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7066   -1.0654    2.2072 H   0  0  0  0  0  0  0  0  0  0  0  0
 28 27  1  0
 29 41  1  0
 11 17  1  0
  8  7  1  0
  7 21  1  0
 21 19  1  0
 19 17  1  0
 17 26  1  0
 29 31  1  0
 41 40  1  0
 40 38  1  0
 38 37  1  0
 37 31  1  0
  4  5  2  0
 31 32  1  0
 21 23  1  0
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 25 23  1  0
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  8  9  1  6
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  8 10  1  0
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  7  6  1  0
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  3  2  2  0
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  4  3  1  0
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  2  1  1  0
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 22 63  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₁H₃₆O₁₀

Average Mass

568.6190 Da

Monoisotopic Mass

568.23085 Da

IUPAC Name

(1S,2R,4S,5R,9R,10R,14S,15S,17S)-9-(furan-3-yl)-1-hydroxy-15-(2-methoxy-2-oxoethyl)-10,14,16,16-tetramethyl-7,18-dioxo-3,8-dioxapentacyclo[12.3.1.0^{2,4}.0^{4,13}.0^{5,10}]octadec-12-en-17-yl (2E)-but-2-enoate

Traditional Name

CAS Registry Number

Not Available

SMILES

[H]O[C@]12C(=O)[C@@](C3=C([H])C([H])([H])[C@@]4(C([H])([H])[H])[C@@]([H])(OC(=O)C([H])([H])[C@@]4([H])[C@]33O[C@]13[H])C1=C([H])OC([H])=C1[H])(C([H])([H])[H])[C@@]([H])(C([H])([H])C(=O)OC([H])([H])[H])C(C([H])([H])[H])(C([H])([H])[H])[C@]2([H])OC(=O)C(\[H])=C(/[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C31H36O10/c1-7-8-20(32)40-25-27(2,3)18(13-21(33)37-6)29(5)17-9-11-28(4)19(31(17)26(41-31)30(25,36)24(29)35)14-22(34)39-23(28)16-10-12-38-15-16/h7-10,12,15,18-19,23,25-26,36H,11,13-14H2,1-6H3/b8-7+/t18-,19+,23-,25-,26+,28+,29+,30-,31+/m0/s1

InChI Key

SGMKQRGSUCSUNU-QCDIDFPLSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, 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
Trichilia sinensis	JEOL database	Xu, J. -B., et al, J. Nat. Prod. 76, 1872 (2013)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as limonoids. These are highly oxygenated, modified terpenoids with a prototypical structure either containing or derived from a precursor with a 4,4,8-trimethyl-17-furanylsteroid skeleton. All naturally occurring citrus limonoids contain a furan ring attached to the D-ring, at C-17, as well as oxygen containing functional groups at C-3, C-4, C-7, C-16 and C-17.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Limonoids

Alternative Parents

Substituents

Limonoid skeleton
Mexicanolide
Naphthopyran
Naphthalene
Tricarboxylic acid or derivatives
Delta valerolactone
Fatty acid ester
Delta_valerolactone
Oxepane
Fatty acyl
Oxane
Pyran
Cyclic alcohol
Furan
Heteroaromatic compound
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Tertiary alcohol
Lactone
Ketone
Carboxylic acid ester
Ether
Oxirane
Dialkyl ether
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Alcohol
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	3.58	ALOGPS
logP	3.47	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	11.09	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	141.87 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	142.8 m³·mol⁻¹	ChemAxon
Polarizability	57.61 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

30834774

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

72702313

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Oude Voshaar RC, Dimitriadis M, vandenBrink RHS, Aprahamian I, Borges MK, Marijnissen RM, Hoogendijk EO, Rhebergen D, Jeuring HW: A 6-year prospective clinical cohort study on the bidirectional association between frailty and depressive disorder. Int J Geriatr Psychiatry. 2021 Jun 15. doi: 10.1002/gps.5588. [PubMed:34130356 ]
Li N, Yamamoto G, Fuji H, Kisseleva T: Interleukin-17 in Liver Disease Pathogenesis. Semin Liver Dis. 2021 Jun 15. doi: 10.1055/s-0041-1730926. [PubMed:34130335 ]
Narita K, Suganuma K, Murata T, Kondo R, Satoh H, Watanabe K, Sasaki K, Inoue N, Yoshimura Y: Synthesis and evaluation of trypanocidal activity of derivatives of naturally occurring 2,5-diphenyloxazoles. Bioorg Med Chem. 2021 Jul 15;42:116253. doi: 10.1016/j.bmc.2021.116253. Epub 2021 Jun 12. [PubMed:34130218 ]
Aparicio JD, Espindola D, Montesinos VN, Litter MI, Donati E, Benimeli CS, Polti MA: Evaluation of the sequential coupling of a bacterial treatment with a physicochemical process for the remediation of wastewater containing Cr and organic pollutants. J Hazard Mater. 2021 Jun 6;418:126307. doi: 10.1016/j.jhazmat.2021.126307. [PubMed:34130164 ]
Pandolfi EC, Hunt TJ, Goldsmith S, Hurlbut K, Silber SJ, Clark AT: Generation of three human induced pluripotent stem cell sublines (UCLAi005-A, UCLAi005-B and UCLAi005-C) for reproductive science research. Stem Cell Res. 2021 Jul;54:102409. doi: 10.1016/j.scr.2021.102409. Epub 2021 Jun 8. [PubMed:34130154 ]
Ahmadi TS, Mousavi Gargari SL, Talei D: Anti-flagellin IgY antibodies protect against Pseudomonas aeruginosa infection in both acute pneumonia and burn wound murine models in a non-type-specific mode. Mol Immunol. 2021 Aug;136:118-127. doi: 10.1016/j.molimm.2021.06.002. Epub 2021 Jun 12. [PubMed:34130152 ]
Thilo FJ, Hahn S, Halfens RJ, Heckemann B, Schols JM: Facilitating the use of personal safety alerting device with older adults: The views, experiences and roles of relatives and health care professionals. Geriatr Nurs. 2021 Jul-Aug;42(4):935-942. doi: 10.1016/j.gerinurse.2021.05.005. Epub 2021 Jun 12. [PubMed:34130125 ]
de la Fourniere S, Paoletta MS, Guillemi EC, Sarmiento NF, Donati PA, Wilkowsky SE, Farber MD: Development of highly sensitive one step-PCR tests for improved detection of B. bigemina and B. bovis. Vet Parasitol. 2021 Aug;296:109493. doi: 10.1016/j.vetpar.2021.109493. Epub 2021 Jun 8. [PubMed:34130095 ]
Katayoshi T, Nakajo T, Tsuji-Naito K: Restoring NAD(+) by NAMPT is essential for the SIRT1/p53-mediated survival of UVA- and UVB-irradiated epidermal keratinocytes. J Photochem Photobiol B. 2021 Aug;221:112238. doi: 10.1016/j.jphotobiol.2021.112238. Epub 2021 Jun 12. [PubMed:34130091 ]
Paidi SK, Raj P, Bordett R, Zhang C, Karandikar SH, Pandey R, Barman I: Raman and quantitative phase imaging allow morpho-molecular recognition of malignancy and stages of B-cell acute lymphoblastic leukemia. Biosens Bioelectron. 2021 Oct 15;190:113403. doi: 10.1016/j.bios.2021.113403. Epub 2021 Jun 12. [PubMed:34130086 ]
Xu, J. -B., et al. (2013). Xu, J. -B., et al, J. Nat. Prod. 76, 1872 (2013). J. Nat. Prod..

Showing NP-Card for trichinenlide B (NP0043746)

MOL for NP0043746 (trichinenlide B)

3D MOL for NP0043746 (trichinenlide B)

3D SDF for NP0043746 (trichinenlide B)

3D-SDF for NP0043746 (trichinenlide B)

PDB for NP0043746 (trichinenlide B)

3D PDB for NP0043746 (trichinenlide B)

SMILES for NP0043746 (trichinenlide B)

INCHI for NP0043746 (trichinenlide B)

Structure for NP0043746 (trichinenlide B)

3D Structure for NP0043746 (trichinenlide B)