NP-MRD: Showing NP-Card for (20z)-4,26-dichloropentacyclo[20.2.2.1¹⁰,¹⁴.1¹⁵,¹⁹.0²,⁷]octacosa-1(25),2(7),3,5,10,12,14(28),15(27),16,18,20,22(26),23-tridecaene-5,13,16,24-tetrol (NP0320785)

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Record Information

Version

1.0

Created at

2022-09-11 22:38:03 UTC

Updated at

2022-09-11 22:38:04 UTC

NP-MRD ID

NP0320785

Secondary Accession Numbers

None

Natural Product Identification

Common Name

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

Description

12,10'-Dichloroisoplagiochin C 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)-4,26-dichloropentacyclo[20.2.2.1¹⁰,¹⁴.1¹⁵,¹⁹.0²,⁷]octacosa-1(25),2(7),3,5,10,12,14(28),15(27),16,18,20,22(26),23-tridecaene-5,13,16,24-tetrol is found in Mastigophora diclados. It was first documented in 2022 (PMID: 36127075). Based on a literature review a significant number of articles have been published on 12,10'-Dichloroisoplagiochin C (PMID: 36126956) (PMID: 36126838) (PMID: 36126716) (PMID: 36126572).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122200382D          

 34 38  0  0  0  0            999 V2000
   -1.8425   -1.7080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1776   -1.2196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4222   -1.5511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2427   -1.0627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1521   -0.2427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6033    0.0889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2682   -0.3996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0237   -0.0680    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5321    0.5794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2329    0.1191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9829    0.4465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6295   -0.0659    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1320    1.2622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4191    1.7260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6584    1.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0083    1.9163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0181    1.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8017    0.8418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3135    0.0932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1452   -0.0757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4867   -0.8525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9729   -1.4990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3022   -2.2554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1347   -1.4336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8598   -0.6192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5946   -2.1347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7716   -1.9643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1553   -2.5360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4021   -3.3396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2012   -3.5561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7838   -2.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5776   -3.1871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3276   -2.3188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6501   -1.8124    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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
  9 15  1  0  0  0  0
 15 16  1  0  0  0  0
 13 17  1  0  0  0  0
 17 18  2  0  0  0  0
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 31 32  1  0  0  0  0
 28 33  1  0  0  0  0
 33 34  1  0  0  0  0
  4 34  1  0  0  0  0
M  END

     RDKit          3D

 54 58  0  0  0  0  0  0  0  0999 V2000
    5.8220    3.1330    0.8708 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8524    2.1579    0.7285 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8509    2.2163   -0.1878 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8848    1.2360   -0.3231 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8832    0.0895    0.5089 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9811    0.1235    1.4391 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9107    1.0762    1.5603 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1742    0.9106    2.7801 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.8428   -0.9721    0.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6902   -1.0390    1.1794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3167   -2.0243    1.1807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4967   -1.4758    2.4853 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.3013   -3.1263    0.3383 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8366   -3.0740   -0.4688 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8670   -2.0864   -0.4820 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7407   -2.5275   -1.4772 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3032   -4.2465    0.2553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4434   -4.0207   -0.5046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9563   -2.6182   -0.6980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3338   -2.5364   -0.3937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0098   -1.3560   -0.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2649   -0.2059   -0.5304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9001    1.0489   -0.4693 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9258   -0.2379   -0.8229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2533   -1.4854   -0.9257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1701    1.0945   -0.6630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0805    1.5078   -1.4061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2559    2.4800   -0.9219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5262    3.0796    0.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5987    2.7424    1.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3934    1.7418    0.5668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5067    1.3292    1.3188 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1547    2.7793   -1.3708 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9912    1.5263   -1.4586 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5568    3.0972    1.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8578    3.1145   -0.8294 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1082   -0.7220    2.1396 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3252   -0.2534    1.9315 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1530   -3.7825   -1.3014 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4746   -2.4813   -1.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3096   -5.2762    0.7061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9641   -4.8630   -0.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9453   -3.4319   -0.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0526   -1.2560   -0.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8671    1.0713   -0.2581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1846   -1.5238   -1.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9736    1.1331   -2.5217 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1113    3.8907    0.7126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8493    3.1780    2.0163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7173    1.7540    2.2038 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6503    3.3887   -0.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2763    3.3669   -2.2710 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5897    1.6564   -2.4136 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3149    0.6989   -1.7050 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  6  1  0
  6  7  2  0
  7  8  1  0
  5  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
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 13 17  1  0
 17 18  2  0
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 22 23  1  0
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 28 29  2  0
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 31 32  1  0
  7  2  1  0
 15  9  1  0
 25 19  1  0
 31 26  1  0
 34  4  1  0
  1 35  1  0
  3 36  1  0
  6 37  1  0
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 14 39  1  0
 16 40  1  0
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 18 42  1  0
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 21 44  1  0
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 27 47  1  0
 33 51  1  0
 33 52  1  0
 34 53  1  0
 34 54  1  0
 29 48  1  0
 30 49  1  0
 32 50  1  0
M  END


  Mrv1652309122200382D          

 34 38  0  0  0  0            999 V2000
   -1.8425   -1.7080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1776   -1.2196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4222   -1.5511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2427   -1.0627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1521   -0.2427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6033    0.0889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2682   -0.3996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0237   -0.0680    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5321    0.5794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2329    0.1191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9829    0.4465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6295   -0.0659    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1320    1.2622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4191    1.7260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6584    1.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0083    1.9163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0181    1.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8017    0.8418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3135    0.0932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1452   -0.0757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4867   -0.8525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9729   -1.4990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3022   -2.2554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1347   -1.4336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8598   -0.6192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5946   -2.1347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7716   -1.9643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1553   -2.5360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4021   -3.3396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2012   -3.5561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7838   -2.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5776   -3.1871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3276   -2.3188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6501   -1.8124    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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
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 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
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 15 16  1  0  0  0  0
 13 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
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 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
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 19 25  1  0  0  0  0
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 29 30  1  0  0  0  0
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M  END
> <DATABASE_ID>
NP0320785

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC2=C(C=C1Cl)C1=CC(Cl)=C(C=C1O)\C=C/C1=CC=C(O)C(=C1)C1=CC(CC2)=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C28H20Cl2O4/c29-23-14-22-19-13-24(30)28(34)11-17(19)5-1-15-3-7-25(31)20(9-15)21-10-16(4-8-26(21)32)2-6-18(23)12-27(22)33/h2-4,6-14,31-34H,1,5H2/b6-2-

> <INCHI_KEY>
SAIWRJCEKYTPJT-KXFIGUGUSA-N

> <FORMULA>
C28H20Cl2O4

> <MOLECULAR_WEIGHT>
491.36

> <EXACT_MASS>
490.0738645

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
50.06111349475169

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(20Z)-4,26-dichloropentacyclo[20.2.2.1^{10,14}.1^{15,19}.0^{2,7}]octacosa-1(25),2(7),3,5,10,12,14(28),15(27),16,18,20,22(26),23-tridecaene-5,13,16,24-tetrol

> <JCHEM_LOGP>
8.164482517333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.567849177441156

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.7057760123998245

> <JCHEM_PKA_STRONGEST_BASIC>
-5.5663339403006065

> <JCHEM_POLAR_SURFACE_AREA>
80.92

> <JCHEM_REFRACTIVITY>
137.5986

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(20Z)-4,26-dichloropentacyclo[20.2.2.1^{10,14}.1^{15,19}.0^{2,7}]octacosa-1(25),2(7),3,5,10,12,14(28),15(27),16,18,20,22(26),23-tridecaene-5,13,16,24-tetrol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  O   UNK     0      -3.439  -3.188   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -2.198  -2.277   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.788  -2.895   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.453  -1.984   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.284  -0.453   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.126   0.166   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.367  -0.746   0.000  0.00  0.00           C+0
HETATM    8 Cl   UNK     0      -3.777  -0.127   0.000  0.00  0.00          Cl+0
HETATM    9  C   UNK     0       0.993   1.082   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.301   0.222   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.701   0.833   0.000  0.00  0.00           C+0
HETATM   12 Cl   UNK     0       4.908  -0.123   0.000  0.00  0.00          Cl+0
HETATM   13  C   UNK     0       3.980   2.356   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.649   3.222   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.229   2.629   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.015   3.577   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       5.634   2.233   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.097   1.571   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.052   0.174   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.604  -0.141   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.242  -1.591   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.283  -2.798   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       9.897  -4.210   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       7.718  -2.676   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.205  -1.156   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.710  -3.985   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.174  -3.667   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.023  -4.734   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.484  -6.234   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.976  -6.638   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.063  -5.530   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       8.545  -5.949   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       2.478  -4.328   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.213  -3.383   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   34                                                  
CONECT    5    4    6    9                                                  
CONECT    6    5    7                                                       
CONECT    7    6    2    8                                                  
CONECT    8    7                                                            
CONECT    9    5   10   15                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   17                                                  
CONECT   14   13   15                                                       
CONECT   15   14    9   16                                                  
CONECT   16   15                                                            
CONECT   17   13   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   25                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24   19                                                       
CONECT   26   24   27   31                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   33                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   26   32                                                  
CONECT   32   31                                                            
CONECT   33   28   34                                                       
CONECT   34   33    4                                                       
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

(20Z)-4,26-dichloropentacyclo[20.2.2.1^{10,14}.1^{15,19}.0^{2,7}]octacosa-1(25),2(7),3,5,10,12,14(28),15(27),16,18,20,22(26),23-tridecaene-5,13,16,24-tetrol

Traditional Name

(20Z)-4,26-dichloropentacyclo[20.2.2.1^{10,14}.1^{15,19}.0^{2,7}]octacosa-1(25),2(7),3,5,10,12,14(28),15(27),16,18,20,22(26),23-tridecaene-5,13,16,24-tetrol

CAS Registry Number

Not Available

SMILES

OC1=CC2=C(C=C1Cl)C1=CC(Cl)=C(C=C1O)\C=C/C1=CC=C(O)C(=C1)C1=CC(CC2)=CC=C1O

InChI Identifier

InChI=1S/C28H20Cl2O4/c29-23-14-22-19-13-24(30)28(34)11-17(19)5-1-15-3-7-25(31)20(9-15)21-10-16(4-8-26(21)32)2-6-18(23)12-27(22)33/h2-4,6-14,31-34H,1,5H2/b6-2-

InChI Key

SAIWRJCEKYTPJT-KXFIGUGUSA-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
Mastigophora diclados	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

2-halophenol
4-halophenol
1-hydroxy-2-unsubstituted benzenoid
Aryl halide
Aryl 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	8.16	ChemAxon
pKa (Strongest Acidic)	7.71	ChemAxon
pKa (Strongest Basic)	-5.6	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	137.6 m³·mol⁻¹	ChemAxon
Polarizability	50.06 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

10261796

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21631695

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Suthutvoravut U, Anothaisintawee T, Boonmanunt S, Pramyothin S, Chaithanasarn A, Reutrakul S, Thakkinstian A: Efficacy of time-restricted eating and behavioural economic interventions in reducing fasting plasma glucose, HbA1c and cardiometabolic risk factors compared with time-restricted eating alone or usual care in patients with impaired fasting glucose: protocol for an open-label randomised controlled trial. BMJ Open. 2022 Sep 20;12(9):e058954. doi: 10.1136/bmjopen-2021-058954. [PubMed:36127075 ]
Soengas-Gonda E, Perez de la Fuente R, Arteche-Lopez A, Gomez-Cano MLA, Quesada-Espinosa JF, Palma Milla C, Lezana Rosales JM, Mayo de Andres S, Sanchez-Calvin MT, Gomez-Rodriguez MJ, Sierra Tomillo O, Juarez Rufian A, Ramos Gomez P, Herrero-Forte C, Fenollar-Cortes M, Cotarelo-Perez C, Garcia Ron A, Perez Rodriguez O, Oancea-Ionescu R, Moreno-Garcia M: Expanding the Phenotypic Spectrum of Alazami Syndrome: Two Unrelated Spanish Families. Neuropediatrics. 2023 Feb;54(1):31-36. doi: 10.1055/a-1947-8411. Epub 2022 Sep 20. [PubMed:36126956 ]
Saravia J, Paschke K, Pontigo JP, Nualart D, Navarro JM, Vargas-Chacoff L: Effects of temperature on the innate immune response on Antarctic and sub-Antarctic fish Harpagifer antarcticus and Harpagifer bispinis challenged with two immunostimulants, LPS and Poly I:C: In vivo and in vitro approach. Fish Shellfish Immunol. 2022 Nov;130:391-408. doi: 10.1016/j.fsi.2022.09.025. Epub 2022 Sep 17. [PubMed:36126838 ]
Hu X, Geng J, Zhao F, Min C, Guan L, Yu Q, Ren H: Fate of progesterone and norgestrel in anaerobic/anoxic/oxic (A/A/O) process: Insights from biotransformation and mass flow. Sci Total Environ. 2023 Jan 15;856(Pt 1):158844. doi: 10.1016/j.scitotenv.2022.158844. Epub 2022 Sep 17. [PubMed:36126716 ]
Rane B, Lacombe A, Guan J, Lucero L, Bridges DF, Sablani S, Tang J, Wu VCH: Reduction of Aspergillus flavus and aflatoxin on almond kernels using gaseous chlorine dioxide fumigation. Food Chem. 2023 Feb 15;402:134161. doi: 10.1016/j.foodchem.2022.134161. Epub 2022 Sep 8. [PubMed:36126572 ]
LOTUS database [Link]

Showing NP-Card for (20z)-4,26-dichloropentacyclo[20.2.2.1¹⁰,¹⁴.1¹⁵,¹⁹.0²,⁷]octacosa-1(25),2(7),3,5,10,12,14(28),15(27),16,18,20,22(26),23-tridecaene-5,13,16,24-tetrol (NP0320785)

MOL for NP0320785 ((20z)-4,26-dichloropentacyclo[20.2.2.1¹⁰,¹⁴.1¹⁵,¹⁹.0²,⁷]octacosa-1(25),2(7),3,5,10,12,14(28),15(27),16,18,20,22(26),23-tridecaene-5,13,16,24-tetrol)

3D MOL for NP0320785 ((20z)-4,26-dichloropentacyclo[20.2.2.1¹⁰,¹⁴.1¹⁵,¹⁹.0²,⁷]octacosa-1(25),2(7),3,5,10,12,14(28),15(27),16,18,20,22(26),23-tridecaene-5,13,16,24-tetrol)

3D SDF for NP0320785 ((20z)-4,26-dichloropentacyclo[20.2.2.1¹⁰,¹⁴.1¹⁵,¹⁹.0²,⁷]octacosa-1(25),2(7),3,5,10,12,14(28),15(27),16,18,20,22(26),23-tridecaene-5,13,16,24-tetrol)

3D-SDF for NP0320785 ((20z)-4,26-dichloropentacyclo[20.2.2.1¹⁰,¹⁴.1¹⁵,¹⁹.0²,⁷]octacosa-1(25),2(7),3,5,10,12,14(28),15(27),16,18,20,22(26),23-tridecaene-5,13,16,24-tetrol)

PDB for NP0320785 ((20z)-4,26-dichloropentacyclo[20.2.2.1¹⁰,¹⁴.1¹⁵,¹⁹.0²,⁷]octacosa-1(25),2(7),3,5,10,12,14(28),15(27),16,18,20,22(26),23-tridecaene-5,13,16,24-tetrol)

3D PDB for NP0320785 ((20z)-4,26-dichloropentacyclo[20.2.2.1¹⁰,¹⁴.1¹⁵,¹⁹.0²,⁷]octacosa-1(25),2(7),3,5,10,12,14(28),15(27),16,18,20,22(26),23-tridecaene-5,13,16,24-tetrol)

SMILES for NP0320785 ((20z)-4,26-dichloropentacyclo[20.2.2.1¹⁰,¹⁴.1¹⁵,¹⁹.0²,⁷]octacosa-1(25),2(7),3,5,10,12,14(28),15(27),16,18,20,22(26),23-tridecaene-5,13,16,24-tetrol)

INCHI for NP0320785 ((20z)-4,26-dichloropentacyclo[20.2.2.1¹⁰,¹⁴.1¹⁵,¹⁹.0²,⁷]octacosa-1(25),2(7),3,5,10,12,14(28),15(27),16,18,20,22(26),23-tridecaene-5,13,16,24-tetrol)

Structure for NP0320785 ((20z)-4,26-dichloropentacyclo[20.2.2.1¹⁰,¹⁴.1¹⁵,¹⁹.0²,⁷]octacosa-1(25),2(7),3,5,10,12,14(28),15(27),16,18,20,22(26),23-tridecaene-5,13,16,24-tetrol)

3D Structure for NP0320785 ((20z)-4,26-dichloropentacyclo[20.2.2.1¹⁰,¹⁴.1¹⁵,¹⁹.0²,⁷]octacosa-1(25),2(7),3,5,10,12,14(28),15(27),16,18,20,22(26),23-tridecaene-5,13,16,24-tetrol)