NP-MRD: Showing NP-Card for apigenosylide C (NP0034590)

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Record Information

Version

2.0

Created at

2021-06-20 18:16:34 UTC

Updated at

2021-06-30 00:05:05 UTC

NP-MRD ID

NP0034590

Secondary Accession Numbers

None

Natural Product Identification

Common Name

apigenosylide C

Provided By

JEOL Database JEOL Logo

Description

Apigenosylide C belongs to the class of organic compounds known as flavonoid o-glycosides. Flavonoid O-glycosides are compounds containing a carbohydrate moiety which is O-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone. apigenosylide C is found in Machilus japonica. apigenosylide C was first documented in 2009 (Lee, S. -S., et al.). Based on a literature review very few articles have been published on Apigenosylide C.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202120163D          

 95100  0  0  0  0            999 V2000
    4.2645   -3.3798   -0.2821 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6110   -4.5783    0.3872 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1494   -4.7856   -0.0172 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1975   -3.6346    0.3241 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1486   -3.3101    1.8179 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0233   -2.3428    2.1989 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1022   -0.9951    1.4768 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8826    0.0109    2.0785 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0287    1.3015    1.2650 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2777    2.0887    1.1115 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1019    3.4126    0.3164 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4224    3.9232   -0.2676 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8835    5.2040    0.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0929    5.7022   -0.4098 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8378    4.9396   -1.3011 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0078    5.4859   -1.7534 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3715    3.6872   -1.7106 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1126    2.8765   -2.6855 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1750    3.2652   -3.1588 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5321    1.5814   -3.0670 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3694    1.2047   -2.5174 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7174   -0.0872   -2.8272 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3178   -0.1901   -2.7952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3290   -1.4122   -3.0193 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4136   -2.5600   -3.2806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0818   -3.8165   -3.4845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5031   -4.0041   -3.4000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9773   -3.8045   -2.0660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3986   -3.9976   -1.9461 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7735   -3.6791   -0.4929 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9796   -4.4504    0.4098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7936   -5.4298   -2.3352 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2171   -5.5726   -2.3486 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.7677   -5.4579   -3.8356 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3523   -5.6948   -5.1912 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8052   -2.4669   -3.3307 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4529   -1.2478   -3.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6581    1.9801   -1.6170 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1707    3.1853   -1.2035 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1516    6.0130    0.9057 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2587    5.8102    0.5651 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.7789    4.4812    2.0984 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8841    4.6229    3.2120 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1098    5.9629    3.8800 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0113   -4.2368    2.3884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1054   -2.8800    2.1360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9468   -2.8106    1.9917 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0687   -2.1795    3.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1233   -0.6050    1.5521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1224   -1.1324    0.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8733   -0.4546    2.1549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5717    0.2589    3.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7825    1.9163    1.7641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4247    1.0574    0.2716 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9959    1.4400    0.6033 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7258    2.2747    2.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5023    3.1800   -0.5732 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4409    6.6871   -0.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4211    4.8549   -2.3854 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0864    0.9961   -3.7884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2946    0.6854   -2.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4121   -1.4264   -2.9615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9974   -3.3174   -4.1012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9166   -3.2755   -2.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8300   -3.8748   -0.2889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5684   -2.6256   -0.2744 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3950   -6.1553   -1.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3800   -6.4717   -2.7001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8173   -5.1932   -4.4914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0167   -7.3259   -4.8439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2013   -6.1583   -3.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4168   -5.4151   -5.2387 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3991   -3.3574   -3.5245 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5403   -1.2353   -3.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0466    3.7836    3.8940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1416    6.0441    4.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4306    6.1034    4.7265 H   0  0  0  0  0  0  0  0  0  0  0  0
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 44 50  1  0  0  0  0
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 36 34  1  0  0  0  0
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M  END

     RDKit          3D

 95100  0  0  0  0  0  0  0  0999 V2000
    4.2645   -3.3798   -0.2821 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6110   -4.5783    0.3872 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1494   -4.7856   -0.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1975   -3.6346    0.3241 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1486   -3.3101    1.8179 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0233   -2.3428    2.1989 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1022   -0.9951    1.4768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8826    0.0109    2.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2777    2.0887    1.1115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1019    3.4126    0.3164 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4224    3.9232   -0.2676 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8835    5.2040    0.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0929    5.7022   -0.4098 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8378    4.9396   -1.3011 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0078    5.4859   -1.7534 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3715    3.6872   -1.7106 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1516    6.0130    0.9057 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1248    4.4578    0.8969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7105    4.3651   -0.1716 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7789    4.4812    2.0984 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8841    4.6229    3.2120 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1098    5.9629    3.8800 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652306202120163D          

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  7 65  1  0  0  0  0
  7 66  1  0  0  0  0
  6 63  1  0  0  0  0
  6 64  1  0  0  0  0
  5 61  1  0  0  0  0
  5 62  1  0  0  0  0
  4 59  1  0  0  0  0
  4 60  1  0  0  0  0
  3 57  1  0  0  0  0
  3 58  1  0  0  0  0
  2 55  1  0  0  0  0
  2 56  1  0  0  0  0
  1 52  1  0  0  0  0
  1 53  1  0  0  0  0
  1 54  1  0  0  0  0
 49 93  1  0  0  0  0
 49 94  1  0  0  0  0
 49 95  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0034590

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C2=C(C3=C1C(=O)C([H])=C(O3)C1=C([H])C([H])=C(O[C@]3([H])O[C@]([H])(C([H])([H])O[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]3([H])O[H])C([H])=C1[H])[C@@]([H])(C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])[C@@]1(OO2)C(=O)O[C@@]([H])(C1=O)C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C37H44O14/c1-3-4-5-6-7-8-9-10-11-22-28-26(50-51-37(22)34(44)19(2)46-36(37)45)17-24(40)29-23(39)16-25(48-33(28)29)20-12-14-21(15-13-20)47-35-32(43)31(42)30(41)27(18-38)49-35/h12-17,19,22,27,30-32,35,38,40-43H,3-11,18H2,1-2H3/t19-,22-,27-,30-,31+,32-,35-,37+/m1/s1

> <INCHI_KEY>
ZJALRPNVJCQEOV-KSUSMGBUSA-N

> <FORMULA>
C37H44O14

> <MOLECULAR_WEIGHT>
712.745

> <EXACT_MASS>
712.273106097

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
95

> <JCHEM_AVERAGE_POLARIZABILITY>
73.05258853946398

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5'R,9S,10R)-10-decyl-5-hydroxy-5'-methyl-2-(4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-4,10-dihydrospiro[[1,2]dioxino[3,4-h]chromene-9,3'-oxolane]-2',4,4'-trione

> <ALOGPS_LOGP>
4.10

> <JCHEM_LOGP>
5.435469458333335

> <ALOGPS_LOGS>
-4.41

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.198028725575726

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.032439849433258

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981092343686506

> <JCHEM_POLAR_SURFACE_AREA>
207.73999999999995

> <JCHEM_REFRACTIVITY>
178.3654

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.75e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5'R,9S,10R)-10-decyl-5-hydroxy-5'-methyl-2-(4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-10H-spiro[[1,2]dioxino[3,4-h]chromene-9,3'-oxolane]-2',4,4'-trione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 95100  0  0  0  0  0  0  0  0999 V2000
    4.2645   -3.3798   -0.2821 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6110   -4.5783    0.3872 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1494   -4.7856   -0.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1975   -3.6346    0.3241 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1486   -3.3101    1.8179 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0233   -2.3428    2.1989 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1022   -0.9951    1.4768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8826    0.0109    2.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0287    1.3015    1.2650 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2777    2.0887    1.1115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1019    3.4126    0.3164 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4224    3.9232   -0.2676 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8835    5.2040    0.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0929    5.7022   -0.4098 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8378    4.9396   -1.3011 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0078    5.4859   -1.7534 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3715    3.6872   -1.7106 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1126    2.8765   -2.6855 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1750    3.2652   -3.1588 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5321    1.5814   -3.0670 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3694    1.2047   -2.5174 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7174   -0.0872   -2.8272 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3178   -0.1901   -2.7952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3290   -1.4122   -3.0193 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4136   -2.5600   -3.2806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0818   -3.8165   -3.4845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5031   -4.0041   -3.4000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9773   -3.8045   -2.0660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3986   -3.9976   -1.9461 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7735   -3.6791   -0.4929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9796   -4.4504    0.4098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7936   -5.4298   -2.3352 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2171   -5.5726   -2.3486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2604   -5.7564   -3.7317 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5124   -7.1409   -4.0204 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7677   -5.4579   -3.8356 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3523   -5.6948   -5.1912 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8052   -2.4669   -3.3307 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4529   -1.2478   -3.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6581    1.9801   -1.6170 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1707    3.1853   -1.2035 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1516    6.0130    0.9057 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2587    5.8102    0.5651 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6244    4.5380    1.0963 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1248    4.4578    0.8969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7105    4.3651   -0.1716 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7789    4.4812    2.0984 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8841    4.6229    3.2120 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1098    5.9629    3.8800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5167    4.5292    2.6008 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5192    4.4777    3.2532 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2044   -3.4596   -1.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3228   -3.3273   -0.0067 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7955   -2.4406    0.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1747   -5.4786    0.1139 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6957   -4.4814    1.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7838   -5.7009    0.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1007   -4.9681   -1.0979 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4847   -2.7421   -0.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1945   -3.9120   -0.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0113   -4.2368    2.3884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1054   -2.8800    2.1360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9468   -2.8106    1.9917 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0687   -2.1795    3.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1233   -0.6050    1.5521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1224   -1.1324    0.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8733   -0.4546    2.1549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5717    0.2589    3.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7825    1.9163    1.7641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4247    1.0574    0.2716 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9959    1.4400    0.6033 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7258    2.2747    2.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5023    3.1800   -0.5732 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4409    6.6871   -0.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4211    4.8549   -2.3854 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0864    0.9961   -3.7884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2946    0.6854   -2.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4121   -1.4264   -2.9615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9974   -3.3174   -4.1012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9166   -3.2755   -2.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8300   -3.8748   -0.2889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5684   -2.6256   -0.2744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0552   -4.3121    0.1284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3950   -6.1553   -1.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3800   -6.4717   -2.7001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8173   -5.1932   -4.4914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0167   -7.3259   -4.8439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2013   -6.1583   -3.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4168   -5.4151   -5.2387 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3991   -3.3574   -3.5245 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5403   -1.2353   -3.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0466    3.7836    3.8940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1416    6.0441    4.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4306    6.1034    4.7265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9511    6.7879    3.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
 44 50  1  0
 21 22  1  0
 36 34  1  0
 22 23  2  0
 34 32  1  0
 23 24  1  0
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 28 27  1  0
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 18 19  2  0
 48 47  1  0
 15 16  1  0
 13 12  2  0
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 45 44  1  0
 13 14  1  0
 32 33  1  0
 14 15  2  0
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 12 11  1  0
 11 44  1  0
 44 43  1  6
 43 42  1  0
 15 17  1  0
 11 10  1  0
 41 12  1  0
 10  9  1  0
 41 17  2  0
  9  8  1  0
 34 35  1  0
  8  7  1  0
 36 37  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
 30 31  1  0
  4  3  1  0
 27 36  1  0
  3  2  1  0
 41 40  1  0
  2  1  1  0
 17 18  1  0
 25 26  1  0
 18 20  1  0
 45 46  2  0
 20 21  2  0
 50 51  2  0
 21 40  1  0
 48 49  1  0
 27 26  1  0
 29 30  1  0
 37 89  1  0
 27 79  1  6
 32 84  1  1
 33 85  1  0
 34 86  1  6
 35 87  1  0
 36 88  1  1
 30 81  1  0
 30 82  1  0
 29 80  1  6
 31 83  1  0
 14 74  1  0
 48 92  1  1
 20 76  1  0
 23 77  1  0
 24 78  1  0
 38 90  1  0
 39 91  1  0
 16 75  1  0
 11 73  1  6
 10 71  1  0
 10 72  1  0
  9 69  1  0
  9 70  1  0
  8 67  1  0
  8 68  1  0
  7 65  1  0
  7 66  1  0
  6 63  1  0
  6 64  1  0
  5 61  1  0
  5 62  1  0
  4 59  1  0
  4 60  1  0
  3 57  1  0
  3 58  1  0
  2 55  1  0
  2 56  1  0
  1 52  1  0
  1 53  1  0
  1 54  1  0
 49 93  1  0
 49 94  1  0
 49 95  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       4.264  -3.380  -0.282  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.611  -4.578   0.387  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.149  -4.786  -0.017  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.198  -3.635   0.324  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.149  -3.310   1.818  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.023  -2.343   2.199  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.102  -0.995   1.477  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.883   0.011   2.079  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.029   1.302   1.265  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.278   2.089   1.111  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.102   3.413   0.316  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.422   3.923  -0.268  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.884   5.204   0.071  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.093   5.702  -0.410  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.838   4.940  -1.301  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.008   5.486  -1.753  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.372   3.687  -1.711  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.113   2.877  -2.686  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.175   3.265  -3.159  0.00  0.00           O+0
HETATM   20  C   UNK     0       3.532   1.581  -3.067  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.369   1.205  -2.517  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.717  -0.087  -2.827  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.318  -0.190  -2.795  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.329  -1.412  -3.019  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.414  -2.560  -3.281  0.00  0.00           C+0
HETATM   26  O   UNK     0      -0.082  -3.817  -3.485  0.00  0.00           O+0
HETATM   27  C   UNK     0      -1.503  -4.004  -3.400  0.00  0.00           C+0
HETATM   28  O   UNK     0      -1.977  -3.805  -2.066  0.00  0.00           O+0
HETATM   29  C   UNK     0      -3.399  -3.998  -1.946  0.00  0.00           C+0
HETATM   30  C   UNK     0      -3.773  -3.679  -0.493  0.00  0.00           C+0
HETATM   31  O   UNK     0      -2.980  -4.450   0.410  0.00  0.00           O+0
HETATM   32  C   UNK     0      -3.794  -5.430  -2.335  0.00  0.00           C+0
HETATM   33  O   UNK     0      -5.217  -5.573  -2.349  0.00  0.00           O+0
HETATM   34  C   UNK     0      -3.260  -5.756  -3.732  0.00  0.00           C+0
HETATM   35  O   UNK     0      -3.512  -7.141  -4.020  0.00  0.00           O+0
HETATM   36  C   UNK     0      -1.768  -5.458  -3.836  0.00  0.00           C+0
HETATM   37  O   UNK     0      -1.352  -5.695  -5.191  0.00  0.00           O+0
HETATM   38  C   UNK     0       1.805  -2.467  -3.331  0.00  0.00           C+0
HETATM   39  C   UNK     0       2.453  -1.248  -3.099  0.00  0.00           C+0
HETATM   40  O   UNK     0       1.658   1.980  -1.617  0.00  0.00           O+0
HETATM   41  C   UNK     0       2.171   3.185  -1.204  0.00  0.00           C+0
HETATM   42  O   UNK     0       1.152   6.013   0.906  0.00  0.00           O+0
HETATM   43  O   UNK     0      -0.259   5.810   0.565  0.00  0.00           O+0
HETATM   44  C   UNK     0      -0.624   4.538   1.096  0.00  0.00           C+0
HETATM   45  C   UNK     0      -2.125   4.458   0.897  0.00  0.00           C+0
HETATM   46  O   UNK     0      -2.711   4.365  -0.172  0.00  0.00           O+0
HETATM   47  O   UNK     0      -2.779   4.481   2.098  0.00  0.00           O+0
HETATM   48  C   UNK     0      -1.884   4.623   3.212  0.00  0.00           C+0
HETATM   49  C   UNK     0      -2.110   5.963   3.880  0.00  0.00           C+0
HETATM   50  C   UNK     0      -0.517   4.529   2.601  0.00  0.00           C+0
HETATM   51  O   UNK     0       0.519   4.478   3.253  0.00  0.00           O+0
HETATM   52  H   UNK     0       4.204  -3.460  -1.372  0.00  0.00           H+0
HETATM   53  H   UNK     0       5.323  -3.327  -0.007  0.00  0.00           H+0
HETATM   54  H   UNK     0       3.796  -2.441   0.025  0.00  0.00           H+0
HETATM   55  H   UNK     0       4.175  -5.479   0.114  0.00  0.00           H+0
HETATM   56  H   UNK     0       3.696  -4.481   1.475  0.00  0.00           H+0
HETATM   57  H   UNK     0       1.784  -5.701   0.465  0.00  0.00           H+0
HETATM   58  H   UNK     0       2.101  -4.968  -1.098  0.00  0.00           H+0
HETATM   59  H   UNK     0       1.485  -2.742  -0.241  0.00  0.00           H+0
HETATM   60  H   UNK     0       0.195  -3.912  -0.020  0.00  0.00           H+0
HETATM   61  H   UNK     0       1.011  -4.237   2.388  0.00  0.00           H+0
HETATM   62  H   UNK     0       2.105  -2.880   2.136  0.00  0.00           H+0
HETATM   63  H   UNK     0      -0.947  -2.811   1.992  0.00  0.00           H+0
HETATM   64  H   UNK     0       0.069  -2.180   3.283  0.00  0.00           H+0
HETATM   65  H   UNK     0       1.123  -0.605   1.552  0.00  0.00           H+0
HETATM   66  H   UNK     0      -0.122  -1.132   0.413  0.00  0.00           H+0
HETATM   67  H   UNK     0      -1.873  -0.455   2.155  0.00  0.00           H+0
HETATM   68  H   UNK     0      -0.572   0.259   3.101  0.00  0.00           H+0
HETATM   69  H   UNK     0      -1.783   1.916   1.764  0.00  0.00           H+0
HETATM   70  H   UNK     0      -1.425   1.057   0.272  0.00  0.00           H+0
HETATM   71  H   UNK     0       0.996   1.440   0.603  0.00  0.00           H+0
HETATM   72  H   UNK     0       0.726   2.275   2.093  0.00  0.00           H+0
HETATM   73  H   UNK     0      -0.502   3.180  -0.573  0.00  0.00           H+0
HETATM   74  H   UNK     0       3.441   6.687  -0.111  0.00  0.00           H+0
HETATM   75  H   UNK     0       5.421   4.855  -2.385  0.00  0.00           H+0
HETATM   76  H   UNK     0       4.086   0.996  -3.788  0.00  0.00           H+0
HETATM   77  H   UNK     0      -0.295   0.685  -2.585  0.00  0.00           H+0
HETATM   78  H   UNK     0      -1.412  -1.426  -2.962  0.00  0.00           H+0
HETATM   79  H   UNK     0      -1.997  -3.317  -4.101  0.00  0.00           H+0
HETATM   80  H   UNK     0      -3.917  -3.276  -2.591  0.00  0.00           H+0
HETATM   81  H   UNK     0      -4.830  -3.875  -0.289  0.00  0.00           H+0
HETATM   82  H   UNK     0      -3.568  -2.626  -0.274  0.00  0.00           H+0
HETATM   83  H   UNK     0      -2.055  -4.312   0.128  0.00  0.00           H+0
HETATM   84  H   UNK     0      -3.395  -6.155  -1.615  0.00  0.00           H+0
HETATM   85  H   UNK     0      -5.380  -6.472  -2.700  0.00  0.00           H+0
HETATM   86  H   UNK     0      -3.817  -5.193  -4.491  0.00  0.00           H+0
HETATM   87  H   UNK     0      -3.017  -7.326  -4.844  0.00  0.00           H+0
HETATM   88  H   UNK     0      -1.201  -6.158  -3.209  0.00  0.00           H+0
HETATM   89  H   UNK     0      -0.417  -5.415  -5.239  0.00  0.00           H+0
HETATM   90  H   UNK     0       2.399  -3.357  -3.525  0.00  0.00           H+0
HETATM   91  H   UNK     0       3.540  -1.235  -3.109  0.00  0.00           H+0
HETATM   92  H   UNK     0      -2.047   3.784   3.894  0.00  0.00           H+0
HETATM   93  H   UNK     0      -3.142   6.044   4.237  0.00  0.00           H+0
HETATM   94  H   UNK     0      -1.431   6.103   4.726  0.00  0.00           H+0
HETATM   95  H   UNK     0      -1.951   6.788   3.176  0.00  0.00           H+0
CONECT    1    2   52   53   54                                             
CONECT    2    3    1   55   56                                             
CONECT    3    4    2   57   58                                             
CONECT    4    5    3   59   60                                             
CONECT    5    6    4   61   62                                             
CONECT    6    7    5   63   64                                             
CONECT    7    8    6   65   66                                             
CONECT    8    9    7   67   68                                             
CONECT    9   10    8   69   70                                             
CONECT   10   11    9   71   72                                             
CONECT   11   12   44   10   73                                             
CONECT   12   13   11   41                                                  
CONECT   13   12   14   42                                                  
CONECT   14   13   15   74                                                  
CONECT   15   16   14   17                                                  
CONECT   16   15   75                                                       
CONECT   17   15   41   18                                                  
CONECT   18   19   17   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   76                                                  
CONECT   21   22   20   40                                                  
CONECT   22   21   23   39                                                  
CONECT   23   22   24   77                                                  
CONECT   24   23   25   78                                                  
CONECT   25   24   38   26                                                  
CONECT   26   25   27                                                       
CONECT   27   28   36   26   79                                             
CONECT   28   29   27                                                       
CONECT   29   32   28   30   80                                             
CONECT   30   31   29   81   82                                             
CONECT   31   30   83                                                       
CONECT   32   34   29   33   84                                             
CONECT   33   32   85                                                       
CONECT   34   36   32   35   86                                             
CONECT   35   34   87                                                       
CONECT   36   34   37   27   88                                             
CONECT   37   36   89                                                       
CONECT   38   25   39   90                                                  
CONECT   39   38   22   91                                                  
CONECT   40   41   21                                                       
CONECT   41   12   17   40                                                  
CONECT   42   13   43                                                       
CONECT   43   44   42                                                       
CONECT   44   50   45   11   43                                             
CONECT   45   47   44   46                                                  
CONECT   46   45                                                            
CONECT   47   48   45                                                       
CONECT   48   50   47   49   92                                             
CONECT   49   48   93   94   95                                             
CONECT   50   44   48   51                                                  
CONECT   51   50                                                            
CONECT   52    1                                                            
CONECT   53    1                                                            
CONECT   54    1                                                            
CONECT   55    2                                                            
CONECT   56    2                                                            
CONECT   57    3                                                            
CONECT   58    3                                                            
CONECT   59    4                                                            
CONECT   60    4                                                            
CONECT   61    5                                                            
CONECT   62    5                                                            
CONECT   63    6                                                            
CONECT   64    6                                                            
CONECT   65    7                                                            
CONECT   66    7                                                            
CONECT   67    8                                                            
CONECT   68    8                                                            
CONECT   69    9                                                            
CONECT   70    9                                                            
CONECT   71   10                                                            
CONECT   72   10                                                            
CONECT   73   11                                                            
CONECT   74   14                                                            
CONECT   75   16                                                            
CONECT   76   20                                                            
CONECT   77   23                                                            
CONECT   78   24                                                            
CONECT   79   27                                                            
CONECT   80   29                                                            
CONECT   81   30                                                            
CONECT   82   30                                                            
CONECT   83   31                                                            
CONECT   84   32                                                            
CONECT   85   33                                                            
CONECT   86   34                                                            
CONECT   87   35                                                            
CONECT   88   36                                                            
CONECT   89   37                                                            
CONECT   90   38                                                            
CONECT   91   39                                                            
CONECT   92   48                                                            
CONECT   93   49                                                            
CONECT   94   49                                                            
CONECT   95   49                                                            
MASTER        0    0    0    0    0    0    0    0   95    0  200    0
END

RDKit          3D

95100  0  0  0  0  0  0  0  0999 V2000
    4.2645   -3.3798   -0.2821 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6110   -4.5783    0.3872 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1494   -4.7856   -0.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1975   -3.6346    0.3241 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1486   -3.3101    1.8179 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0233   -2.3428    2.1989 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1022   -0.9951    1.4768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8826    0.0109    2.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0287    1.3015    1.2650 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2777    2.0887    1.1115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1019    3.4126    0.3164 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4224    3.9232   -0.2676 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8835    5.2040    0.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0929    5.7022   -0.4098 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8378    4.9396   -1.3011 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0078    5.4859   -1.7534 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3715    3.6872   -1.7106 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1126    2.8765   -2.6855 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1750    3.2652   -3.1588 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5321    1.5814   -3.0670 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3694    1.2047   -2.5174 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7174   -0.0872   -2.8272 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3178   -0.1901   -2.7952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3290   -1.4122   -3.0193 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4136   -2.5600   -3.2806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0818   -3.8165   -3.4845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5031   -4.0041   -3.4000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9773   -3.8045   -2.0660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3986   -3.9976   -1.9461 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7735   -3.6791   -0.4929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9796   -4.4504    0.4098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7936   -5.4298   -2.3352 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2171   -5.5726   -2.3486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2604   -5.7564   -3.7317 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5124   -7.1409   -4.0204 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7677   -5.4579   -3.8356 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3523   -5.6948   -5.1912 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8052   -2.4669   -3.3307 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4529   -1.2478   -3.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6581    1.9801   -1.6170 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1707    3.1853   -1.2035 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1516    6.0130    0.9057 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2587    5.8102    0.5651 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6244    4.5380    1.0963 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1248    4.4578    0.8969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7105    4.3651   -0.1716 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7789    4.4812    2.0984 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8841    4.6229    3.2120 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1098    5.9629    3.8800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5167    4.5292    2.6008 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5192    4.4777    3.2532 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2044   -3.4596   -1.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3228   -3.3273   -0.0067 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7955   -2.4406    0.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1747   -5.4786    0.1139 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6957   -4.4814    1.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7838   -5.7009    0.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1007   -4.9681   -1.0979 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4847   -2.7421   -0.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1945   -3.9120   -0.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0113   -4.2368    2.3884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1054   -2.8800    2.1360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9468   -2.8106    1.9917 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0687   -2.1795    3.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1233   -0.6050    1.5521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1224   -1.1324    0.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8733   -0.4546    2.1549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5717    0.2589    3.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7825    1.9163    1.7641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4247    1.0574    0.2716 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9959    1.4400    0.6033 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7258    2.2747    2.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5023    3.1800   -0.5732 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4409    6.6871   -0.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4211    4.8549   -2.3854 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0864    0.9961   -3.7884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2946    0.6854   -2.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4121   -1.4264   -2.9615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9974   -3.3174   -4.1012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9166   -3.2755   -2.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8300   -3.8748   -0.2889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5684   -2.6256   -0.2744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0552   -4.3121    0.1284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3950   -6.1553   -1.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3800   -6.4717   -2.7001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8173   -5.1932   -4.4914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0167   -7.3259   -4.8439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2013   -6.1583   -3.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4168   -5.4151   -5.2387 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3991   -3.3574   -3.5245 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5403   -1.2353   -3.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0466    3.7836    3.8940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1416    6.0441    4.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4306    6.1034    4.7265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9511    6.7879    3.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
 44 50  1  0
 21 22  1  0
 36 34  1  0
 22 23  2  0
 34 32  1  0
 23 24  1  0
 32 29  1  0
 24 25  2  0
 29 28  1  0
 25 38  1  0
 28 27  1  0
 38 39  2  0
 39 22  1  0
 50 48  1  0
 18 19  2  0
 48 47  1  0
 15 16  1  0
 13 12  2  0
 47 45  1  0
 45 44  1  0
 13 14  1  0
 32 33  1  0
 14 15  2  0
 13 42  1  0
 12 11  1  0
 11 44  1  0
 44 43  1  6
 43 42  1  0
 15 17  1  0
 11 10  1  0
 41 12  1  0
 10  9  1  0
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M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₇H₄₄O₁₄

Average Mass

712.7450 Da

Monoisotopic Mass

712.27311 Da

IUPAC Name

(5'R,9S,10R)-10-decyl-5-hydroxy-5'-methyl-2-(4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-4,10-dihydrospiro[[1,2]dioxino[3,4-h]chromene-9,3'-oxolane]-2',4,4'-trione

Traditional Name

(5'R,9S,10R)-10-decyl-5-hydroxy-5'-methyl-2-(4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-10H-spiro[[1,2]dioxino[3,4-h]chromene-9,3'-oxolane]-2',4,4'-trione

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C2=C(C3=C1C(=O)C([H])=C(O3)C1=C([H])C([H])=C(O[C@]3([H])O[C@]([H])(C([H])([H])O[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]3([H])O[H])C([H])=C1[H])[C@@]([H])(C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])[C@@]1(OO2)C(=O)O[C@@]([H])(C1=O)C([H])([H])[H]

InChI Identifier

InChI=1S/C37H44O14/c1-3-4-5-6-7-8-9-10-11-22-28-26(50-51-37(22)34(44)19(2)46-36(37)45)17-24(40)29-23(39)16-25(48-33(28)29)20-12-14-21(15-13-20)47-35-32(43)31(42)30(41)27(18-38)49-35/h12-17,19,22,27,30-32,35,38,40-43H,3-11,18H2,1-2H3/t19-,22-,27-,30-,31+,32-,35-,37+/m1/s1

InChI Key

ZJALRPNVJCQEOV-KSUSMGBUSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, 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
Machilus japonica	JEOL database	Lee, S. -S., et al, J. Nat. Prod. 72, 1249 (2009)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid o-glycosides. Flavonoid O-glycosides are compounds containing a carbohydrate moiety which is O-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid O-glycosides

Alternative Parents

Substituents

Flavonoid-4p-o-glycoside
Flavonoid o-glycoside
5-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Fatty acyl glycoside
Phenolic glycoside
Fatty acyl glycoside of mono- or disaccharide
Alkyl glycoside
Chromone
Glycosyl compound
O-glycosyl compound
Benzopyran
1-benzopyran
Phenoxy compound
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Pyran
Monocyclic benzene moiety
Fatty acyl
3-furanone
Gamma butyrolactone
Monosaccharide
Benzenoid
Ortho-dioxin
Oxane
Vinylogous acid
Oxolane
Heteroaromatic compound
Ketone
Secondary alcohol
Lactone
Carboxylic acid ester
Organoheterocyclic compound
Acetal
Polyol
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Aldehyde
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Primary alcohol
Carbonyl group
Alcohol
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	4.1	ALOGPS
logP	5.44	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	7.03	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	207.74 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	178.37 m³·mol⁻¹	ChemAxon
Polarizability	73.05 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	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

24625424

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44232956

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Lee, S. -S., et al. (2009). Lee, S. -S., et al, J. Nat. Prod. 72, 1249 (2009). J. Nat. Prod..

Showing NP-Card for apigenosylide C (NP0034590)

MOL for NP0034590 (apigenosylide C)

3D MOL for NP0034590 (apigenosylide C)

3D SDF for NP0034590 (apigenosylide C)

3D-SDF for NP0034590 (apigenosylide C)

PDB for NP0034590 (apigenosylide C)

3D PDB for NP0034590 (apigenosylide C)

SMILES for NP0034590 (apigenosylide C)

INCHI for NP0034590 (apigenosylide C)

Structure for NP0034590 (apigenosylide C)

3D Structure for NP0034590 (apigenosylide C)