NP-MRD: Showing NP-Card for Amorphigenol O-vicianoside (NP0057150)

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Record Information

Version

1.0

Created at

2022-04-28 02:40:40 UTC

Updated at

2022-04-28 02:40:40 UTC

NP-MRD ID

NP0057150

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Amorphigenol O-vicianoside

Description

(1R,6R,13S)-6-[(2R)-1-hydroxy-2-{[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxan-2-yl]oxy}propan-2-yl]-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]Henicosa-3(11),4(8),9,14,16,18-hexaen-12-one belongs to the class of organic compounds known as rotenones. These are rotenoids with a structure based on a 6a,12a-dihydrochromeno[3,4-b]chromen-12(6H)-one skeleton. Amorphigenol O-vicianoside is found in Amorpha fruticosa. Based on a literature review very few articles have been published on (1R,6R,13S)-6-[(2R)-1-hydroxy-2-{[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxan-2-yl]oxy}propan-2-yl]-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]Henicosa-3(11),4(8),9,14,16,18-hexaen-12-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282204402D          

 51 57  0  0  1  0            999 V2000
    7.5566    1.6192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8484    1.1959    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2718    0.4878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4251    1.9040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6002    1.8915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1403    0.7726    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3816    1.0967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8390    0.4752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2623   -0.2329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8607   -0.9535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0358   -0.9661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6125   -0.2580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0141    0.4627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5908    1.1708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7659    1.1583    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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   11.0595    6.2105    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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   11.7676    6.6339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  2  1  1  1  0  0  0
  2  3  1  6  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  2  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
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  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 15 14  1  6  0  0  0
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 23 24  2  0  0  0  0
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 15 26  1  0  0  0  0
 22 27  1  0  0  0  0
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 21 29  1  0  0  0  0
 29 30  1  0  0  0  0
  9 31  1  0  0  0  0
  6 31  1  0  0  0  0
 32  1  1  1  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 32 37  1  0  0  0  0
 36 38  1  1  0  0  0
 38 39  1  0  0  0  0
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 40 45  1  0  0  0  0
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 43 48  1  1  0  0  0
 35 49  1  6  0  0  0
 34 50  1  1  0  0  0
 33 51  1  1  0  0  0
M  END

     RDKit          3D

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 11 60  1  1
 21 63  1  6
 22 64  1  0
 22 65  1  0
  4 55  1  0
 15 61  1  0
 16 62  1  0
 24 66  1  0
 24 67  1  0
 25 68  1  6
 27 69  1  0
 27 70  1  0
 27 71  1  0
 28 72  1  0
 28 73  1  0
 29 74  1  0
 31 75  1  1
 33 76  1  1
 34 77  1  0
 34 78  1  0
 36 79  1  1
 38 80  1  0
 38 81  1  0
 39 82  1  1
 40 83  1  0
 41 84  1  1
 42 85  1  0
 43 86  1  1
 44 87  1  0
 45 88  1  6
 46 89  1  0
 47 90  1  1
 48 91  1  0
 49 92  1  1
 50 93  1  0
M  END


  Mrv1652304282204402D          

 51 57  0  0  1  0            999 V2000
    7.5566    1.6192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8484    1.1959    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2718    0.4878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4251    1.9040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6002    1.8915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1403    0.7726    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3816    1.0967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8390    0.4752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2623   -0.2329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8607   -0.9535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0358   -0.9661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6125   -0.2580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0141    0.4627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5908    1.1708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7659    1.1583    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3643    0.4376    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7876   -0.2705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3860   -0.9912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5394    0.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1378   -0.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3129   -0.3082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1104    0.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2912    1.1206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1161    1.1332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5176    1.8538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3425    1.8664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9353    0.3874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3587    1.0955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0887   -1.0288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9136   -1.0414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0666   -0.0491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5440    2.4441    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8234    2.8457    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8108    3.6706    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.5189    4.0939    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.2396    3.6924    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.2521    2.8675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9477    4.1157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9351    4.9406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6433    5.3639    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.6307    6.1888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3388    6.6121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0595    6.2105    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.0720    5.3856    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.3639    4.9623    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.3765    4.1374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7927    4.9840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7676    6.6339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5064    4.9189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0901    4.0722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1152    2.4224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  6  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  2  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 15 14  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 12 17  1  0  0  0  0
 17 18  2  0  0  0  0
 16 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 15 26  1  0  0  0  0
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 21 29  1  0  0  0  0
 29 30  1  0  0  0  0
  9 31  1  0  0  0  0
  6 31  1  0  0  0  0
 32  1  1  1  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 32 37  1  0  0  0  0
 36 38  1  1  0  0  0
 38 39  1  0  0  0  0
 40 39  1  1  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 40 45  1  0  0  0  0
 45 46  1  1  0  0  0
 44 47  1  1  0  0  0
 43 48  1  1  0  0  0
 35 49  1  6  0  0  0
 34 50  1  1  0  0  0
 33 51  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0057150

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(OC)C=C2[C@H]3[C@H](COC2=C1)OC1=C(C=CC2=C1C[C@@H](O2)[C@@](C)(CO)O[C@@H]1O[C@H](CO[C@H]2OC[C@@H](O)[C@@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@@H]1O)C3=O

> <INCHI_IDENTIFIER>
InChI=1S/C34H42O17/c1-34(12-35,51-33-30(42)28(40)27(39)22(50-33)11-47-32-29(41)26(38)16(36)9-46-32)23-7-15-17(48-23)5-4-13-25(37)24-14-6-19(43-2)20(44-3)8-18(14)45-10-21(24)49-31(13)15/h4-6,8,16,21-24,26-30,32-33,35-36,38-42H,7,9-12H2,1-3H3/t16-,21+,22-,23-,24+,26-,27-,28+,29-,30+,32-,33+,34-/m1/s1

> <INCHI_KEY>
KGNQFVOROXFGAU-YBXIDCAUSA-N

> <FORMULA>
C34H42O17

> <MOLECULAR_WEIGHT>
722.693

> <EXACT_MASS>
722.242199892

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
93

> <JCHEM_AVERAGE_POLARIZABILITY>
72.89796368742732

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,6R,13S)-6-[(2R)-1-hydroxy-2-{[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxan-2-yl]oxy}propan-2-yl]-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.0^{3,11}.0^{4,8}.0^{14,19}]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one

> <ALOGPS_LOGP>
-0.01

> <JCHEM_LOGP>
-1.6056299156666678

> <ALOGPS_LOGS>
-2.84

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.083858991886977

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.561480312796471

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1104243434088943

> <JCHEM_POLAR_SURFACE_AREA>
241.74999999999997

> <JCHEM_REFRACTIVITY>
168.02470000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.05e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,6R,13S)-6-[(2R)-1-hydroxy-2-{[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxan-2-yl]oxy}propan-2-yl]-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.0^{3,11}.0^{4,8}.0^{14,19}]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  O   UNK     0      14.106   3.023   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      12.784   2.232   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.574   0.911   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.994   3.554   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      10.454   3.531   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      11.462   1.442   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.046   2.047   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.033   0.887   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.823  -0.435   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.073  -1.780   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.534  -1.803   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.743  -0.482   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.493   0.864   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       6.703   2.185   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       5.163   2.162   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.413   0.817   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.204  -0.505   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       4.454  -1.850   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       2.874   0.793   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.124  -0.552   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.584  -0.575   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.206   0.747   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.543   2.092   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.083   2.115   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.833   3.460   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       4.373   3.484   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -1.746   0.723   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -2.536   2.045   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -0.166  -1.920   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -1.705  -1.944   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      11.324  -0.092   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      14.082   4.562   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      12.737   5.312   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      12.714   6.852   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      14.035   7.642   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      15.381   6.892   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      15.404   5.353   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      16.702   7.683   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      16.679   9.222   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      18.001  10.013   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      17.977  11.552   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      19.299  12.343   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      20.644  11.593   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      20.668  10.053   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      19.346   9.263   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      19.369   7.723   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      22.013   9.304   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      21.966  12.383   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      14.012   9.182   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      11.368   7.601   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      11.415   4.522   0.000  0.00  0.00           O+0
CONECT    1    2   32                                                       
CONECT    2    1    3    4    6                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4                                                            
CONECT    6    2    7   31                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10   31                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12    8   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   26                                                  
CONECT   16   15   17   19                                                  
CONECT   17   16   12   18                                                  
CONECT   18   17                                                            
CONECT   19   16   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   29                                                  
CONECT   22   21   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   19   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25   15                                                       
CONECT   27   22   28                                                       
CONECT   28   27                                                            
CONECT   29   21   30                                                       
CONECT   30   29                                                            
CONECT   31    9    6                                                       
CONECT   32    1   33   37                                                  
CONECT   33   32   34   51                                                  
CONECT   34   33   35   50                                                  
CONECT   35   34   36   49                                                  
CONECT   36   35   37   38                                                  
CONECT   37   36   32                                                       
CONECT   38   36   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41   45                                                  
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44   48                                                  
CONECT   44   43   45   47                                                  
CONECT   45   44   40   46                                                  
CONECT   46   45                                                            
CONECT   47   44                                                            
CONECT   48   43                                                            
CONECT   49   35                                                            
CONECT   50   34                                                            
CONECT   51   33                                                            
MASTER        0    0    0    0    0    0    0    0   51    0  114    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₄H₄₂O₁₇

Average Mass

722.6930 Da

Monoisotopic Mass

722.24220 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

COC1=C(OC)C=C2[C@H]3[C@H](COC2=C1)OC1=C(C=CC2=C1C[C@@H](O2)[C@@](C)(CO)O[C@@H]1O[C@H](CO[C@H]2OC[C@@H](O)[C@@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@@H]1O)C3=O

InChI Identifier

InChI=1S/C34H42O17/c1-34(12-35,51-33-30(42)28(40)27(39)22(50-33)11-47-32-29(41)26(38)16(36)9-46-32)23-7-15-17(48-23)5-4-13-25(37)24-14-6-19(43-2)20(44-3)8-18(14)45-10-21(24)49-31(13)15/h4-6,8,16,21-24,26-30,32-33,35-36,38-42H,7,9-12H2,1-3H3/t16-,21+,22-,23-,24+,26-,27-,28+,29-,30+,32-,33+,34-/m1/s1

InChI Key

KGNQFVOROXFGAU-YBXIDCAUSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Amorpha fruticosa	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as rotenones. These are rotenoids with a structure based on a 6a,12a-dihydrochromeno[3,4-b]chromen-12(6H)-one skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Rotenoids

Direct Parent

Rotenones

Alternative Parents

Substituents

8-prenylated isoflavanone
Rotenone or derivatives
Isoflavanone
Isoflavan
O-glycosyl compound
Glycosyl compound
Disaccharide
Chromone
1-benzopyran
Benzopyran
Chromane
Coumaran
Aryl alkyl ketone
Aryl ketone
Anisole
Alkyl aryl ether
Benzenoid
Oxane
Secondary alcohol
Ketone
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
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	-0.01	ALOGPS
logP	-1.6	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	11.56	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	241.75 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	168.02 m³·mol⁻¹	ChemAxon
Polarizability	72.9 Å³	ChemAxon
Number of Rings	7	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163062444

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Amorphigenol O-vicianoside (NP0057150)

MOL for NP0057150 (Amorphigenol O-vicianoside)

3D MOL for NP0057150 (Amorphigenol O-vicianoside)

3D SDF for NP0057150 (Amorphigenol O-vicianoside)

3D-SDF for NP0057150 (Amorphigenol O-vicianoside)

PDB for NP0057150 (Amorphigenol O-vicianoside)

3D PDB for NP0057150 (Amorphigenol O-vicianoside)

SMILES for NP0057150 (Amorphigenol O-vicianoside)

INCHI for NP0057150 (Amorphigenol O-vicianoside)

Structure for NP0057150 (Amorphigenol O-vicianoside)

3D Structure for NP0057150 (Amorphigenol O-vicianoside)