NP-MRD: Showing NP-Card for (20z)-6,17,21,23,26-pentachloropentacyclo[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 (NP0324059)

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Record Information

Version

2.0

Created at

2022-09-12 03:53:12 UTC

Updated at

2022-09-12 03:53:12 UTC

NP-MRD ID

NP0324059

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(20z)-6,17,21,23,26-pentachloropentacyclo[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

Bazzanin H belongs to the class of organic compounds known as halophenols. These are aromatic compounds containing benzene substituted by a hydroxyl group and a halogen atom. (20z)-6,17,21,23,26-pentachloropentacyclo[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. Based on a literature review very few articles have been published on Bazzanin H.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282221572D          

 37 41  0  0  0  0            999 V2000
    2.5323   -0.4069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1899    0.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0728    0.2392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0460   -0.5978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7054   -1.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4815   -0.7894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5328    0.0587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8560    0.5425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9593    1.3610    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.2775    0.4137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8550   -1.5848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9502   -2.4043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7075   -2.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3696   -2.2394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2744   -1.4199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5171   -1.0926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1269   -2.5667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8027   -3.5511    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.6049   -3.2203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9255   -3.7553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0588   -3.9341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7215   -4.7063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8988   -4.8165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3995   -4.1517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6818   -3.3547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.6579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2956   -2.6312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8677   -1.9173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2765   -1.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1161   -1.1635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5155   -1.9053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0428   -1.9269    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.8777   -3.3425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5243   -3.2816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5840   -4.2765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3037   -0.9579    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.8669    0.9047    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 14 17  1  0  0  0  0
 13 18  1  0  0  0  0
 12 19  1  0  0  0  0
 19 20  1  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
 24 25  1  0  0  0  0
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 26 27  2  0  0  0  0
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 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
  1 30  1  0  0  0  0
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 26 31  1  0  0  0  0
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 27 33  1  0  0  0  0
 25 34  2  0  0  0  0
 21 34  1  0  0  0  0
 24 35  1  0  0  0  0
  4 36  1  0  0  0  0
  2 37  1  0  0  0  0
M  END

     RDKit          3D

 54 58  0  0  0  0  0  0  0  0999 V2000
   -4.4608   -1.8922   -0.6170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1244   -2.0129   -0.2841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6211   -3.2843   -0.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2859   -3.5168   -0.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4548   -2.5312    0.2614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9381   -1.2761    0.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3070   -1.0139    0.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9202    0.3877    0.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3583    1.4730   -0.5079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8490    2.7260   -0.2803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9067    2.9064    0.6422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4702    1.8673    1.3422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7949    2.1532    2.4764 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.9678    0.6071    1.1266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5675   -0.3973    1.8684 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2813    4.0480   -0.7218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9196    4.3045   -0.6563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6207    6.1161   -0.7261 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.0585    3.1738   -0.5398 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7828    2.5730   -1.6025 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6600    2.7238   -3.4298 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.7259    1.5712   -1.4746 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1592    0.9415   -0.2820 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4252    1.5332    0.7662 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5124    1.1980    2.1722 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4700    2.5463    0.6603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1821    2.7690    2.3798 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.2188   -0.0920   -0.1993 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6076    0.0900    0.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5249   -0.8636    0.2007 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1803   -2.1573   -0.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1390   -3.1840    0.0477 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8925   -2.4562   -0.3512 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -4.1683   -0.6688 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.9529   -1.4759   -0.4331 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6393   -1.9695   -0.9137 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0273   -2.8793    0.1602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9424   -1.0284   -0.5550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2549   -4.0780   -0.9529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9098   -4.5382   -0.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3035   -0.5237    1.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5959    1.2690   -1.3454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3368    3.9029    0.8318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3054   -0.1925    2.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9191    4.8200   -1.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0604    1.3492   -2.5373 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0859    1.5218    2.9303 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9643    1.1044    0.3133 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5600   -0.6696    0.4478 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0971   -2.9365    0.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9546   -1.0873   -1.0470 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7193   -2.5240   -1.8624 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6054   -3.0235    1.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0830   -3.9040   -0.3206 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5 37  1  0
 37 36  1  0
 36 35  1  0
 35 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  1  0
 31 33  2  0
 33 34  1  0
 28 23  1  0
 23 22  2  0
 22 20  1  0
 20 21  1  0
 20 19  2  0
 19 26  1  0
 26 27  1  0
 26 24  2  0
 24 25  1  0
 19 17  1  0
 17 18  1  0
 17 16  2  0
 16 10  1  0
 10  9  1  0
  9  8  2  0
  8 14  1  0
 14 15  1  0
 14 12  2  0
 12 13  1  0
 12 11  1  0
  8  7  1  0
  7  6  2  0
  7  2  1  0
  6  5  1  0
 33 35  1  0
 24 23  1  0
 11 10  2  0
  1 38  1  0
  3 39  1  0
  4 40  1  0
 37 53  1  0
 37 54  1  0
 36 51  1  0
 36 52  1  0
 29 48  1  0
 30 49  1  0
 32 50  1  0
 22 46  1  0
 25 47  1  0
 16 45  1  0
  9 42  1  0
 15 44  1  0
 11 43  1  0
  6 41  1  0
M  END


  Mrv1652304282221572D          

 37 41  0  0  0  0            999 V2000
    2.5323   -0.4069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1899    0.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0728    0.2392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0460   -0.5978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7054   -1.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4815   -0.7894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5328    0.0587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8560    0.5425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9593    1.3610    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.2775    0.4137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8550   -1.5848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9502   -2.4043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.0588   -3.9341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.3995   -4.1517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2956   -2.6312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2765   -1.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1161   -1.1635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5155   -1.9053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0428   -1.9269    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.8777   -3.3425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5243   -3.2816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5840   -4.2765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3037   -0.9579    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.8669    0.9047    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
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 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
  1 30  1  0  0  0  0
 30 31  2  0  0  0  0
 26 31  1  0  0  0  0
 28 32  1  0  0  0  0
 27 33  1  0  0  0  0
 25 34  2  0  0  0  0
 21 34  1  0  0  0  0
 24 35  1  0  0  0  0
  4 36  1  0  0  0  0
  2 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0324059

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC=C2CCC3=C(C=CC(O)=C3Cl)C3=CC(Cl)=C(C(Cl)=C3O)\C(Cl)=C/C3=CC(=C(O)C(Cl)=C3)C1=C2

> <INCHI_IDENTIFIER>
InChI=1S/C28H17Cl5O4/c29-19-9-13-8-17(27(36)21(31)10-13)16-7-12(2-5-22(16)34)1-3-15-14(4-6-23(35)25(15)32)18-11-20(30)24(19)26(33)28(18)37/h2,4-11,34-37H,1,3H2/b19-9+

> <INCHI_KEY>
SNQOCKLWZJASOV-DJKKODMXSA-N

> <FORMULA>
C28H17Cl5O4

> <MOLECULAR_WEIGHT>
594.69

> <EXACT_MASS>
591.9569475

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
56.177365582345445

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(20E)-6,17,21,23,26-pentachloropentacyclo[20.2.2.1^{10,14}.1^{15,19}.0^{2,7}]octacosa-1(25),2(7),3,5,10,12,14(28),15,17,19(27),20,22(26),23-tridecaene-5,13,16,24-tetrol

> <ALOGPS_LOGP>
7.67

> <JCHEM_LOGP>
9.526634969

> <ALOGPS_LOGS>
-6.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.444995686819626

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.853530854455131

> <JCHEM_PKA_STRONGEST_BASIC>
-5.567721866746997

> <JCHEM_POLAR_SURFACE_AREA>
80.92

> <JCHEM_REFRACTIVITY>
151.9244

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.53e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(20E)-6,17,21,23,26-pentachloropentacyclo[20.2.2.1^{10,14}.1^{15,19}.0^{2,7}]octacosa-1(25),2(7),3,5,10,12,14(28),15,17,19(27),20,22(26),23-tridecaene-5,13,16,24-tetrol

> <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  C   UNK     0       4.727  -0.760   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.954   0.272   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.603   0.446   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.553  -1.116   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.783  -2.024   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.232  -1.474   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.328   0.110   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.065   1.013   0.000  0.00  0.00           C+0
HETATM    9 Cl   UNK     0       9.257   2.541   0.000  0.00  0.00          Cl+0
HETATM   10  O   UNK     0      11.718   0.772   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      10.929  -2.958   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.107  -4.488   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.521  -5.099   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.757  -4.180   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.579  -2.651   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.165  -2.040   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      15.170  -4.791   0.000  0.00  0.00           O+0
HETATM   18 Cl   UNK     0      12.698  -6.629   0.000  0.00  0.00          Cl+0
HETATM   19  C   UNK     0      10.462  -6.011   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.194  -7.010   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.577  -7.344   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.947  -8.785   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.411  -8.991   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.479  -7.750   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.006  -6.262   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.001  -4.961   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.418  -4.912   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.620  -3.579   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.383  -2.235   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.950  -2.172   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.696  -3.556   0.000  0.00  0.00           C+0
HETATM   32 Cl   UNK     0       0.080  -3.597   0.000  0.00  0.00          Cl+0
HETATM   33  O   UNK     0       1.638  -6.239   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       6.579  -6.126   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       2.957  -7.983   0.000  0.00  0.00           O+0
HETATM   36 Cl   UNK     0       6.167  -1.788   0.000  0.00  0.00          Cl+0
HETATM   37 Cl   UNK     0       5.352   1.689   0.000  0.00  0.00          Cl+0
CONECT    1    2   30                                                       
CONECT    2    1    3   37                                                  
CONECT    3    2    4    8                                                  
CONECT    4    3    5   36                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8   10                                                  
CONECT    8    7    3    9                                                  
CONECT    9    8                                                            
CONECT   10    7                                                            
CONECT   11    6   12   16                                                  
CONECT   12   11   13   19                                                  
CONECT   13   12   14   18                                                  
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
CONECT   17   14                                                            
CONECT   18   13                                                            
CONECT   19   12   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   34                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   35                                                  
CONECT   25   24   26   34                                                  
CONECT   26   25   27   31                                                  
CONECT   27   26   28   33                                                  
CONECT   28   27   29   32                                                  
CONECT   29   28   30                                                       
CONECT   30   29    1   31                                                  
CONECT   31   30   26                                                       
CONECT   32   28                                                            
CONECT   33   27                                                            
CONECT   34   25   21                                                       
CONECT   35   24                                                            
CONECT   36    4                                                            
CONECT   37    2                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   82    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₁₇Cl₅O₄

Average Mass

594.6900 Da

Monoisotopic Mass

591.95695 Da

IUPAC Name

(20E)-6,17,21,23,26-pentachloropentacyclo[20.2.2.1^{10,14}.1^{15,19}.0^{2,7}]octacosa-1(25),2(7),3,5,10,12,14(28),15,17,19(27),20,22(26),23-tridecaene-5,13,16,24-tetrol

Traditional Name

(20E)-6,17,21,23,26-pentachloropentacyclo[20.2.2.1^{10,14}.1^{15,19}.0^{2,7}]octacosa-1(25),2(7),3,5,10,12,14(28),15,17,19(27),20,22(26),23-tridecaene-5,13,16,24-tetrol

CAS Registry Number

Not Available

SMILES

OC1=CC=C2CCC3=C(C=CC(O)=C3Cl)C3=CC(Cl)=C(C(Cl)=C3O)\C(Cl)=C/C3=CC(=C(O)C(Cl)=C3)C1=C2

InChI Identifier

InChI=1S/C28H17Cl5O4/c29-19-9-13-8-17(27(36)21(31)10-13)16-7-12(2-5-22(16)34)1-3-15-14(4-6-23(35)25(15)32)18-11-20(30)24(19)26(33)28(18)37/h2,4-11,34-37H,1,3H2/b19-9+

InChI Key

SNQOCKLWZJASOV-DJKKODMXSA-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
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 halophenols. These are aromatic compounds containing benzene substituted by a hydroxyl group and a halogen atom.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

4-halophenol
2-halophenol
1-hydroxy-2-unsubstituted benzenoid
Aryl chloride
Aryl halide
Chloroalkene
Haloalkene
Polyol
Vinyl chloride
Vinyl halide
Organohalogen compound
Organochloride
Organooxygen compound
Hydrocarbon derivative
Organic oxygen 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	7.67	ALOGPS
logP	9.53	ChemAxon
logS	-6.6	ALOGPS
pKa (Strongest Acidic)	6.85	ChemAxon
pKa (Strongest Basic)	-5.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	80.92 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	151.92 m³·mol⁻¹	ChemAxon
Polarizability	56.18 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	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

C00036050

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

101938855

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (20z)-6,17,21,23,26-pentachloropentacyclo[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 (NP0324059)

MOL for NP0324059 ((20z)-6,17,21,23,26-pentachloropentacyclo[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 NP0324059 ((20z)-6,17,21,23,26-pentachloropentacyclo[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 NP0324059 ((20z)-6,17,21,23,26-pentachloropentacyclo[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 NP0324059 ((20z)-6,17,21,23,26-pentachloropentacyclo[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 NP0324059 ((20z)-6,17,21,23,26-pentachloropentacyclo[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 NP0324059 ((20z)-6,17,21,23,26-pentachloropentacyclo[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 NP0324059 ((20z)-6,17,21,23,26-pentachloropentacyclo[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 NP0324059 ((20z)-6,17,21,23,26-pentachloropentacyclo[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 NP0324059 ((20z)-6,17,21,23,26-pentachloropentacyclo[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 NP0324059 ((20z)-6,17,21,23,26-pentachloropentacyclo[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)