NP-MRD: Showing NP-Card for 17,21-dichloropentacyclo[20.2.2.1¹⁰,¹⁴.1¹⁵,¹⁹.0²,⁷]octacosa-1(25),2,4,6,10,12,14(28),15(27),16,18,20,22(26),23-tridecaene-5,13,16,24-tetrol (NP0264129)

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Record Information

Version

1.0

Created at

2022-09-08 07:33:14 UTC

Updated at

2022-09-08 07:33:14 UTC

NP-MRD ID

NP0264129

Secondary Accession Numbers

None

Natural Product Identification

Common Name

17,21-dichloropentacyclo[20.2.2.1¹⁰,¹⁴.1¹⁵,¹⁹.0²,⁷]octacosa-1(25),2,4,6,10,12,14(28),15(27),16,18,20,22(26),23-tridecaene-5,13,16,24-tetrol

Description

17,21-Dichloropentacyclo[20.2.2.1¹⁰,¹⁴.1¹⁵,¹⁹.0²,⁷]Octacosa-1(24),2,4,6,10(28),11,13,15,17,19(27),20,22,25-tridecaene-5,13,16,24-tetrol belongs to the class of organic compounds known as 1-hydroxy-4-unsubstituted benzenoids. These are phenols that are unsubstituted at the 4-position. 17,21-dichloropentacyclo[20.2.2.1¹⁰,¹⁴.1¹⁵,¹⁹.0²,⁷]octacosa-1(25),2,4,6,10,12,14(28),15(27),16,18,20,22(26),23-tridecaene-5,13,16,24-tetrol is found in Bazzania trilobata. 17,21-Dichloropentacyclo[20.2.2.1¹⁰,¹⁴.1¹⁵,¹⁹.0²,⁷]Octacosa-1(24),2,4,6,10(28),11,13,15,17,19(27),20,22,25-tridecaene-5,13,16,24-tetrol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241502192D          

 34 38  0  0  0  0            999 V2000
   -1.6373   -0.2899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8806   -0.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7868   -1.4382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0301   -1.7669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6328   -1.2759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5391   -0.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8902    0.3957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5504    0.9960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4472    1.0707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1645    0.2971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6236   -0.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4264   -0.2438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6736   -1.0308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8248    0.4804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3042    1.1521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4084   -0.1973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0478   -0.9610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4216   -1.7082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9876   -2.4574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3282   -3.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6553   -3.7585    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.4466   -3.1127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6655   -3.4179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9941   -2.9271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0217   -2.0758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8006   -1.8020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9152   -0.9850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4692   -2.2761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2567   -1.6603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6646   -0.9381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4896   -0.9311    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.2419   -0.2187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6609    0.4920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2176   -0.1276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
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 32 33  1  0  0  0  0
  6 34  2  0  0  0  0
  2 34  1  0  0  0  0
M  END

     RDKit          3D

 54 58  0  0  0  0  0  0  0  0999 V2000
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    4.5603   -0.3701    2.8581 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3666    0.2533    2.7477 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1985   -0.1221    0.4027 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.9734   -1.6682   -1.7819 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7054   -2.8835   -1.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5422   -3.2816   -0.8001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5690   -2.4113   -1.1084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8761   -2.8090   -0.7450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3624   -1.1667   -1.7548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0635   -0.8196   -2.1026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5623   -0.1928   -1.6193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4908    1.0178   -0.9416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5938    1.6731   -0.5647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8282    1.1094   -0.9009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9869   -0.0666   -1.5812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4926   -0.7810   -2.0166 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.7987   -0.6908   -1.9236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8449   -1.9067   -2.6374 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.8694    3.0134    1.4742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6936    4.0164    2.7405 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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    2.9653    0.6774    3.7021 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279   -1.2055   -0.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.9380   -2.1460   -1.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4882   -3.6119   -0.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7663   -4.2233   -0.3105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0412   -3.6700   -0.2958 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1162    0.1016   -2.7906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4259    1.5597   -0.8780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7609    1.6484   -0.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7462   -2.2743   -2.8749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4333    3.5940    0.1710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0374    0.1925    2.0768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1848   -0.6376    2.0163 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6137    4.3411    0.5694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0769    4.0249    0.8014 H   0  0  0  0  0  0  0  0  0  0  0  0
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  5  6  1  0
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 13 14  1  0
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 34 28  1  0
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 24 49  1  0
 25 50  1  0
 29 51  1  0
 30 52  1  0
 33 53  1  0
 34 54  1  0
  7 38  1  0
M  END


  Mrv1533004241502192D          

 34 38  0  0  0  0            999 V2000
   -1.6373   -0.2899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8806   -0.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7868   -1.4382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0301   -1.7669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6328   -1.2759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5391   -0.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8902    0.3957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5504    0.9960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4472    1.0707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1645    0.2971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6236   -0.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4264   -0.2438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6736   -1.0308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8248    0.4804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3042    1.1521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4084   -0.1973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0478   -0.9610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4216   -1.7082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3282   -3.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6553   -3.7585    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.4466   -3.1127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8006   -1.8020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4692   -2.2761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2567   -1.6603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.2419   -0.2187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6609    0.4920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2176   -0.1276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
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  3  4  1  0  0  0  0
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  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
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M  END
> <DATABASE_ID>
NP0264129

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC=C2C(CCC3=CC=C(O)C(=C3)C3=CC(=CC(Cl)=C3O)C=C(Cl)C3=CC=C2C(O)=C3)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C28H20Cl2O4/c29-24-11-16-10-23(28(34)25(30)12-16)22-9-15(2-8-26(22)32)1-3-17-13-19(31)5-7-20(17)21-6-4-18(24)14-27(21)33/h2,4-14,31-34H,1,3H2

> <INCHI_KEY>
CKMYJCBTJCAETK-UHFFFAOYSA-N

> <FORMULA>
C28H20Cl2O4

> <MOLECULAR_WEIGHT>
491.36

> <EXACT_MASS>
490.0738645

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
50.18324179644516

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
17,21-dichloropentacyclo[20.2.2.1¹⁰,¹⁴.1¹⁵,¹⁹.0²,⁷]octacosa-1(25),2,4,6,10,12,14(28),15(27),16,18,20,22(26),23-tridecaene-5,13,16,24-tetrol

> <ALOGPS_LOGP>
6.07

> <JCHEM_LOGP>
7.71450094

> <ALOGPS_LOGS>
-6.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.877753853826528

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.3619766683675065

> <JCHEM_PKA_STRONGEST_BASIC>
-5.496102552532755

> <JCHEM_POLAR_SURFACE_AREA>
80.92

> <JCHEM_REFRACTIVITY>
137.51

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.29e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
17,21-dichloropentacyclo[20.2.2.1¹⁰,¹⁴.1¹⁵,¹⁹.0²,⁷]octacosa-1(25),2,4,6,10,12,14(28),15(27),16,18,20,22(26),23-tridecaene-5,13,16,24-tetrol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  O   UNK     0      -3.056  -0.541   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.644  -1.155   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.469  -2.685   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.056  -3.298   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.181  -2.382   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.006  -0.852   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.662   0.739   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.894   1.859   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.568   1.999   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.040   0.555   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.897  -0.711   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.396  -0.455   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       6.857  -1.924   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       7.140   0.897   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.168   2.151   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.229  -0.368   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.556  -1.794   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.254  -3.189   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.444  -4.587   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.213  -5.602   0.000  0.00  0.00           C+0
HETATM   21 Cl   UNK     0       6.823  -7.016   0.000  0.00  0.00          Cl+0
HETATM   22  C   UNK     0       4.567  -5.810   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.109  -6.380   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.856  -5.464   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.907  -3.875   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.361  -3.364   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       3.575  -1.839   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       4.609  -4.249   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.812  -3.099   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      10.574  -1.751   0.000  0.00  0.00           C+0
HETATM   31 Cl   UNK     0      12.114  -1.738   0.000  0.00  0.00          Cl+0
HETATM   32  C   UNK     0       9.785  -0.408   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      10.567   0.918   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -0.406  -0.238   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   34                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   25                                                  
CONECT    6    5    7   34                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   15                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14    9                                                       
CONECT   16   14   17   32                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   29                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   28                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24    5   26                                                  
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   22                                                       
CONECT   29   18   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   16   33                                                  
CONECT   33   32                                                            
CONECT   34    6    2                                                       
MASTER        0    0    0    0    0    0    0    0   34    0   76    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₂₀Cl₂O₄

Average Mass

491.3600 Da

Monoisotopic Mass

490.07386 Da

IUPAC Name

17,21-dichloropentacyclo[20.2.2.1¹⁰,¹⁴.1¹⁵,¹⁹.0²,⁷]octacosa-1(25),2,4,6,10,12,14(28),15(27),16,18,20,22(26),23-tridecaene-5,13,16,24-tetrol

Traditional Name

17,21-dichloropentacyclo[20.2.2.1¹⁰,¹⁴.1¹⁵,¹⁹.0²,⁷]octacosa-1(25),2,4,6,10,12,14(28),15(27),16,18,20,22(26),23-tridecaene-5,13,16,24-tetrol

CAS Registry Number

Not Available

SMILES

OC1=CC=C2C(CCC3=CC=C(O)C(=C3)C3=CC(=CC(Cl)=C3O)C=C(Cl)C3=CC=C2C(O)=C3)=C1

InChI Identifier

InChI=1S/C28H20Cl2O4/c29-24-11-16-10-23(28(34)25(30)12-16)22-9-15(2-8-26(22)32)1-3-17-13-19(31)5-7-20(17)21-6-4-18(24)14-27(21)33/h2,4-14,31-34H,1,3H2

InChI Key

CKMYJCBTJCAETK-UHFFFAOYSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Bazzania trilobata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-hydroxy-4-unsubstituted benzenoids. These are phenols that are unsubstituted at the 4-position.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenols

Sub Class

1-hydroxy-4-unsubstituted benzenoids

Direct Parent

1-hydroxy-4-unsubstituted benzenoids

Alternative Parents

Substituents

1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Aryl halide
Aryl chloride
Chloroalkene
Haloalkene
Vinyl halide
Vinyl chloride
Polyol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Organochloride
Organohalogen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	6.07	ALOGPS
logP	7.71	ChemAxon
logS	-6.1	ALOGPS
pKa (Strongest Acidic)	7.36	ChemAxon
pKa (Strongest Basic)	-5.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	80.92 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	137.51 m³·mol⁻¹	ChemAxon
Polarizability	50.18 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 17,21-dichloropentacyclo[20.2.2.1¹⁰,¹⁴.1¹⁵,¹⁹.0²,⁷]octacosa-1(25),2,4,6,10,12,14(28),15(27),16,18,20,22(26),23-tridecaene-5,13,16,24-tetrol (NP0264129)

MOL for NP0264129 (17,21-dichloropentacyclo[20.2.2.1¹⁰,¹⁴.1¹⁵,¹⁹.0²,⁷]octacosa-1(25),2,4,6,10,12,14(28),15(27),16,18,20,22(26),23-tridecaene-5,13,16,24-tetrol)

3D MOL for NP0264129 (17,21-dichloropentacyclo[20.2.2.1¹⁰,¹⁴.1¹⁵,¹⁹.0²,⁷]octacosa-1(25),2,4,6,10,12,14(28),15(27),16,18,20,22(26),23-tridecaene-5,13,16,24-tetrol)

3D SDF for NP0264129 (17,21-dichloropentacyclo[20.2.2.1¹⁰,¹⁴.1¹⁵,¹⁹.0²,⁷]octacosa-1(25),2,4,6,10,12,14(28),15(27),16,18,20,22(26),23-tridecaene-5,13,16,24-tetrol)

3D-SDF for NP0264129 (17,21-dichloropentacyclo[20.2.2.1¹⁰,¹⁴.1¹⁵,¹⁹.0²,⁷]octacosa-1(25),2,4,6,10,12,14(28),15(27),16,18,20,22(26),23-tridecaene-5,13,16,24-tetrol)

PDB for NP0264129 (17,21-dichloropentacyclo[20.2.2.1¹⁰,¹⁴.1¹⁵,¹⁹.0²,⁷]octacosa-1(25),2,4,6,10,12,14(28),15(27),16,18,20,22(26),23-tridecaene-5,13,16,24-tetrol)

3D PDB for NP0264129 (17,21-dichloropentacyclo[20.2.2.1¹⁰,¹⁴.1¹⁵,¹⁹.0²,⁷]octacosa-1(25),2,4,6,10,12,14(28),15(27),16,18,20,22(26),23-tridecaene-5,13,16,24-tetrol)

SMILES for NP0264129 (17,21-dichloropentacyclo[20.2.2.1¹⁰,¹⁴.1¹⁵,¹⁹.0²,⁷]octacosa-1(25),2,4,6,10,12,14(28),15(27),16,18,20,22(26),23-tridecaene-5,13,16,24-tetrol)

INCHI for NP0264129 (17,21-dichloropentacyclo[20.2.2.1¹⁰,¹⁴.1¹⁵,¹⁹.0²,⁷]octacosa-1(25),2,4,6,10,12,14(28),15(27),16,18,20,22(26),23-tridecaene-5,13,16,24-tetrol)

Structure for NP0264129 (17,21-dichloropentacyclo[20.2.2.1¹⁰,¹⁴.1¹⁵,¹⁹.0²,⁷]octacosa-1(25),2,4,6,10,12,14(28),15(27),16,18,20,22(26),23-tridecaene-5,13,16,24-tetrol)

3D Structure for NP0264129 (17,21-dichloropentacyclo[20.2.2.1¹⁰,¹⁴.1¹⁵,¹⁹.0²,⁷]octacosa-1(25),2,4,6,10,12,14(28),15(27),16,18,20,22(26),23-tridecaene-5,13,16,24-tetrol)