NP-MRD: Showing NP-Card for 1, 8-dibromo-5,7-dihydrodibenzo[c,e]oxepine-2,3,9,10-tetraol (NP0033456)

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Record Information

Version

1.0

Created at

2021-06-19 23:59:41 UTC

Updated at

2021-06-30 00:03:14 UTC

NP-MRD ID

NP0033456

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1, 8-dibromo-5,7-dihydrodibenzo[c,e]oxepine-2,3,9,10-tetraol

Provided By

JEOL Database JEOL Logo

Description

1, 8-dibromo-5,7-dihydrodibenzo[c,e]oxepine-2,3,9,10-tetraol is found in Polysiphonia urceolata. It was first documented in 2008 (Li, K., et al.). Based on a literature review very few articles have been published on 3,12-dibromo-9-oxatricyclo[9.4.0.0²,⁷]Pentadeca-1(15),2,4,6,11,13-hexaene-4,5,13,14-tetrol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202101593D          

 31 33  0  0  0  0            999 V2000
    2.4553    4.2015   -1.2782 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1786    2.8733   -1.4358 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9796    2.0900   -0.3104 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6807    0.7219   -0.4399 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6384    0.1437   -1.7458 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8576    0.9589   -2.8751 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8446    0.2719   -4.6513 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.1152    2.3224   -2.7084 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3357    3.1771   -3.7598 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4202   -1.3531   -1.8421 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5635   -2.1216   -1.4574 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2369   -1.7066   -0.2655 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3072   -1.3171    0.8660 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2076   -2.1562    1.9875 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3273   -1.8362    3.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2422   -2.6590    4.0914 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5210   -0.7080    2.9209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3449   -0.4944    3.9657 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5972    0.1388    1.8077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6527    1.5804    1.7201 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.5190   -0.1318    0.7686 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5590    4.5458   -2.1883 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0771    2.5532    0.6687 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2765    2.6445   -4.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1488   -1.6715   -2.8511 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5588   -1.6545   -1.2317 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8785   -2.5412    0.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9241   -0.8842   -0.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8050   -3.0613    2.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5597   -2.2513    4.6620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8447    0.3183    3.7587 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 19  1  0  0  0  0
 19 21  2  0  0  0  0
  8  6  2  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
  6  5  1  0  0  0  0
 17 18  1  0  0  0  0
  5  4  2  0  0  0  0
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  2  1  1  0  0  0  0
 19 20  1  0  0  0  0
  3  2  2  0  0  0  0
  8  9  1  0  0  0  0
 21 13  1  0  0  0  0
 13 12  1  0  0  0  0
 21  4  1  0  0  0  0
  2  8  1  0  0  0  0
 12 11  1  0  0  0  0
 15 17  2  0  0  0  0
 11 10  1  0  0  0  0
  5 10  1  0  0  0  0
  4  3  1  0  0  0  0
  6  7  1  0  0  0  0
  3 23  1  0  0  0  0
  1 22  1  0  0  0  0
  9 24  1  0  0  0  0
 14 29  1  0  0  0  0
 18 31  1  0  0  0  0
 16 30  1  0  0  0  0
 12 27  1  0  0  0  0
 12 28  1  0  0  0  0
 10 25  1  0  0  0  0
 10 26  1  0  0  0  0
M  END

     RDKit          3D

 31 33  0  0  0  0  0  0  0  0999 V2000
    2.4553    4.2015   -1.2782 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1786    2.8733   -1.4358 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9796    2.0900   -0.3104 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6807    0.7219   -0.4399 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6384    0.1437   -1.7458 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8576    0.9589   -2.8751 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8446    0.2719   -4.6513 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.1152    2.3224   -2.7084 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3357    3.1771   -3.7598 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4202   -1.3531   -1.8421 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5635   -2.1216   -1.4574 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2369   -1.7066   -0.2655 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3072   -1.3171    0.8660 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2076   -2.1562    1.9875 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3273   -1.8362    3.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2422   -2.6590    4.0914 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5210   -0.7080    2.9209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3449   -0.4944    3.9657 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5972    0.1388    1.8077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6527    1.5804    1.7201 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.5190   -0.1318    0.7686 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5590    4.5458   -2.1883 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0771    2.5532    0.6687 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2765    2.6445   -4.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1488   -1.6715   -2.8511 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5588   -1.6545   -1.2317 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8785   -2.5412    0.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9241   -0.8842   -0.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8050   -3.0613    2.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5597   -2.2513    4.6620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8447    0.3183    3.7587 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 19  1  0
 19 21  2  0
  8  6  2  0
 13 14  2  0
 14 15  1  0
  6  5  1  0
 17 18  1  0
  5  4  2  0
 15 16  1  0
  2  1  1  0
 19 20  1  0
  3  2  2  0
  8  9  1  0
 21 13  1  0
 13 12  1  0
 21  4  1  0
  2  8  1  0
 12 11  1  0
 15 17  2  0
 11 10  1  0
  5 10  1  0
  4  3  1  0
  6  7  1  0
  3 23  1  0
  1 22  1  0
  9 24  1  0
 14 29  1  0
 18 31  1  0
 16 30  1  0
 12 27  1  0
 12 28  1  0
 10 25  1  0
 10 26  1  0
M  END


  Mrv1652306202101593D          

 31 33  0  0  0  0            999 V2000
    2.4553    4.2015   -1.2782 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1786    2.8733   -1.4358 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9796    2.0900   -0.3104 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6807    0.7219   -0.4399 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6384    0.1437   -1.7458 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8576    0.9589   -2.8751 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8446    0.2719   -4.6513 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.1152    2.3224   -2.7084 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3357    3.1771   -3.7598 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4202   -1.3531   -1.8421 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5635   -2.1216   -1.4574 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2369   -1.7066   -0.2655 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3072   -1.3171    0.8660 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2076   -2.1562    1.9875 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3273   -1.8362    3.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2422   -2.6590    4.0914 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5210   -0.7080    2.9209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3449   -0.4944    3.9657 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5972    0.1388    1.8077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6527    1.5804    1.7201 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.5190   -0.1318    0.7686 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5590    4.5458   -2.1883 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0771    2.5532    0.6687 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2765    2.6445   -4.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1488   -1.6715   -2.8511 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5588   -1.6545   -1.2317 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8785   -2.5412    0.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9241   -0.8842   -0.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8050   -3.0613    2.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5597   -2.2513    4.6620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8447    0.3183    3.7587 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 19  1  0  0  0  0
 19 21  2  0  0  0  0
  8  6  2  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
  6  5  1  0  0  0  0
 17 18  1  0  0  0  0
  5  4  2  0  0  0  0
 15 16  1  0  0  0  0
  2  1  1  0  0  0  0
 19 20  1  0  0  0  0
  3  2  2  0  0  0  0
  8  9  1  0  0  0  0
 21 13  1  0  0  0  0
 13 12  1  0  0  0  0
 21  4  1  0  0  0  0
  2  8  1  0  0  0  0
 12 11  1  0  0  0  0
 15 17  2  0  0  0  0
 11 10  1  0  0  0  0
  5 10  1  0  0  0  0
  4  3  1  0  0  0  0
  6  7  1  0  0  0  0
  3 23  1  0  0  0  0
  1 22  1  0  0  0  0
  9 24  1  0  0  0  0
 14 29  1  0  0  0  0
 18 31  1  0  0  0  0
 16 30  1  0  0  0  0
 12 27  1  0  0  0  0
 12 28  1  0  0  0  0
 10 25  1  0  0  0  0
 10 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0033456

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C2=C(C(Br)=C1O[H])C([H])([H])OC([H])([H])C1=C([H])C(O[H])=C(O[H])C(Br)=C21

> <INCHI_IDENTIFIER>
InChI=1S/C14H10Br2O5/c15-11-7-4-21-3-5-1-8(17)14(20)12(16)10(5)6(7)2-9(18)13(11)19/h1-2,17-20H,3-4H2

> <INCHI_KEY>
ZRGSUBOWCSFYON-UHFFFAOYSA-N

> <FORMULA>
C14H10Br2O5

> <MOLECULAR_WEIGHT>
418.037

> <EXACT_MASS>
415.889499

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
32.202010573145465

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,12-dibromo-9-oxatricyclo[9.4.0.0^{2,7}]pentadeca-1(11),2,4,6,12,14-hexaene-4,5,13,14-tetrol

> <ALOGPS_LOGP>
3.19

> <JCHEM_LOGP>
3.5707191796666664

> <ALOGPS_LOGS>
-3.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.286767365996791

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.658417032831904

> <JCHEM_PKA_STRONGEST_BASIC>
-4.186346074900956

> <JCHEM_POLAR_SURFACE_AREA>
90.15

> <JCHEM_REFRACTIVITY>
84.48510000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.26e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,12-dibromo-9-oxatricyclo[9.4.0.0^{2,7}]pentadeca-1(11),2,4,6,12,14-hexaene-4,5,13,14-tetrol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 31 33  0  0  0  0  0  0  0  0999 V2000
    2.4553    4.2015   -1.2782 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1786    2.8733   -1.4358 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9796    2.0900   -0.3104 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6807    0.7219   -0.4399 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6384    0.1437   -1.7458 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8576    0.9589   -2.8751 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8446    0.2719   -4.6513 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.1152    2.3224   -2.7084 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3357    3.1771   -3.7598 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4202   -1.3531   -1.8421 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5635   -2.1216   -1.4574 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2369   -1.7066   -0.2655 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3072   -1.3171    0.8660 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2076   -2.1562    1.9875 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3273   -1.8362    3.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2422   -2.6590    4.0914 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5210   -0.7080    2.9209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3449   -0.4944    3.9657 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5972    0.1388    1.8077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6527    1.5804    1.7201 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.5190   -0.1318    0.7686 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5590    4.5458   -2.1883 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0771    2.5532    0.6687 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2765    2.6445   -4.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1488   -1.6715   -2.8511 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5588   -1.6545   -1.2317 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8785   -2.5412    0.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9241   -0.8842   -0.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8050   -3.0613    2.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5597   -2.2513    4.6620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8447    0.3183    3.7587 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 19  1  0
 19 21  2  0
  8  6  2  0
 13 14  2  0
 14 15  1  0
  6  5  1  0
 17 18  1  0
  5  4  2  0
 15 16  1  0
  2  1  1  0
 19 20  1  0
  3  2  2  0
  8  9  1  0
 21 13  1  0
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 21  4  1  0
  2  8  1  0
 12 11  1  0
 15 17  2  0
 11 10  1  0
  5 10  1  0
  4  3  1  0
  6  7  1  0
  3 23  1  0
  1 22  1  0
  9 24  1  0
 14 29  1  0
 18 31  1  0
 16 30  1  0
 12 27  1  0
 12 28  1  0
 10 25  1  0
 10 26  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  O   UNK     0       2.455   4.202  -1.278  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.179   2.873  -1.436  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.980   2.090  -0.310  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.681   0.722  -0.440  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.638   0.144  -1.746  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.858   0.959  -2.875  0.00  0.00           C+0
HETATM    7 Br   UNK     0       1.845   0.272  -4.651  0.00  0.00          Br+0
HETATM    8  C   UNK     0       2.115   2.322  -2.708  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.336   3.177  -3.760  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.420  -1.353  -1.842  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.563  -2.122  -1.457  0.00  0.00           O+0
HETATM   12  C   UNK     0       3.237  -1.707  -0.266  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.307  -1.317   0.866  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.208  -2.156   1.988  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.327  -1.836   3.005  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.242  -2.659   4.091  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.521  -0.708   2.921  0.00  0.00           C+0
HETATM   18  O   UNK     0      -0.345  -0.494   3.966  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.597   0.139   1.808  0.00  0.00           C+0
HETATM   20 Br   UNK     0      -0.653   1.580   1.720  0.00  0.00          Br+0
HETATM   21  C   UNK     0       1.519  -0.132   0.769  0.00  0.00           C+0
HETATM   22  H   UNK     0       2.559   4.546  -2.188  0.00  0.00           H+0
HETATM   23  H   UNK     0       2.077   2.553   0.669  0.00  0.00           H+0
HETATM   24  H   UNK     0       2.276   2.644  -4.576  0.00  0.00           H+0
HETATM   25  H   UNK     0       1.149  -1.672  -2.851  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.559  -1.655  -1.232  0.00  0.00           H+0
HETATM   27  H   UNK     0       3.878  -2.541   0.040  0.00  0.00           H+0
HETATM   28  H   UNK     0       3.924  -0.884  -0.500  0.00  0.00           H+0
HETATM   29  H   UNK     0       2.805  -3.061   2.066  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.560  -2.251   4.662  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.845   0.318   3.759  0.00  0.00           H+0
CONECT    1    2   22                                                       
CONECT    2    1    3    8                                                  
CONECT    3    2    4   23                                                  
CONECT    4    5   21    3                                                  
CONECT    5    6    4   10                                                  
CONECT    6    8    5    7                                                  
CONECT    7    6                                                            
CONECT    8    6    9    2                                                  
CONECT    9    8   24                                                       
CONECT   10   11    5   25   26                                             
CONECT   11   12   10                                                       
CONECT   12   13   11   27   28                                             
CONECT   13   14   21   12                                                  
CONECT   14   13   15   29                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15   30                                                       
CONECT   17   19   18   15                                                  
CONECT   18   17   31                                                       
CONECT   19   17   21   20                                                  
CONECT   20   19                                                            
CONECT   21   19   13    4                                                  
CONECT   22    1                                                            
CONECT   23    3                                                            
CONECT   24    9                                                            
CONECT   25   10                                                            
CONECT   26   10                                                            
CONECT   27   12                                                            
CONECT   28   12                                                            
CONECT   29   14                                                            
CONECT   30   16                                                            
CONECT   31   18                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

RDKit          3D

31 33  0  0  0  0  0  0  0  0999 V2000
    2.4553    4.2015   -1.2782 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1786    2.8733   -1.4358 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9796    2.0900   -0.3104 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6807    0.7219   -0.4399 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6384    0.1437   -1.7458 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8576    0.9589   -2.8751 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8446    0.2719   -4.6513 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.1152    2.3224   -2.7084 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3357    3.1771   -3.7598 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4202   -1.3531   -1.8421 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5635   -2.1216   -1.4574 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2369   -1.7066   -0.2655 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3072   -1.3171    0.8660 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2076   -2.1562    1.9875 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3273   -1.8362    3.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2422   -2.6590    4.0914 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5210   -0.7080    2.9209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3449   -0.4944    3.9657 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5972    0.1388    1.8077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6527    1.5804    1.7201 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.5190   -0.1318    0.7686 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5590    4.5458   -2.1883 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0771    2.5532    0.6687 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2765    2.6445   -4.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1488   -1.6715   -2.8511 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5588   -1.6545   -1.2317 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8785   -2.5412    0.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9241   -0.8842   -0.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8050   -3.0613    2.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5597   -2.2513    4.6620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8447    0.3183    3.7587 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 19  1  0
 19 21  2  0
  8  6  2  0
 13 14  2  0
 14 15  1  0
  6  5  1  0
 17 18  1  0
  5  4  2  0
 15 16  1  0
  2  1  1  0
 19 20  1  0
  3  2  2  0
  8  9  1  0
 21 13  1  0
 13 12  1  0
 21  4  1  0
  2  8  1  0
 12 11  1  0
 15 17  2  0
 11 10  1  0
  5 10  1  0
  4  3  1  0
  6  7  1  0
  3 23  1  0
  1 22  1  0
  9 24  1  0
 14 29  1  0
 18 31  1  0
 16 30  1  0
 12 27  1  0
 12 28  1  0
 10 25  1  0
 10 26  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₄H₁₀Br₂O₅

Average Mass

418.0370 Da

Monoisotopic Mass

415.88950 Da

IUPAC Name

3,12-dibromo-9-oxatricyclo[9.4.0.0^{2,7}]pentadeca-1(11),2,4,6,12,14-hexaene-4,5,13,14-tetrol

Traditional Name

3,12-dibromo-9-oxatricyclo[9.4.0.0^{2,7}]pentadeca-1(11),2,4,6,12,14-hexaene-4,5,13,14-tetrol

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C2=C(C(Br)=C1O[H])C([H])([H])OC([H])([H])C1=C([H])C(O[H])=C(O[H])C(Br)=C21

InChI Identifier

InChI=1S/C14H10Br2O5/c15-11-7-4-21-3-5-1-8(17)14(20)12(16)10(5)6(7)2-9(18)13(11)19/h1-2,17-20H,3-4H2

InChI Key

ZRGSUBOWCSFYON-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Polysiphonia urceolata	JEOL database	Li, K., et al, J. Nat. Prod. 71, 28 (2008)

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as dibenzoxepines. These are compounds containing a dibenzoxepine moiety, which consists of two benzene connected by an oxazepine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzoxepines

Sub Class

Dibenzoxepines

Direct Parent

Dibenzoxepines

Alternative Parents

Substituents

Dibenzoxepine
Polybrominated biphenyl
2-bromophenol
3-bromophenol
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Aryl halide
Aryl bromide
Oxacycle
Polyol
Ether
Dialkyl ether
Hydrocarbon derivative
Organooxygen compound
Organobromide
Organohalogen compound
Organic oxygen compound
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	3.19	ALOGPS
logP	3.57	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	7.66	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	90.15 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	84.49 m³·mol⁻¹	ChemAxon
Polarizability	32.2 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

23314674

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24761045

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Li, K., et al. (2008). Li, K., et al, J. Nat. Prod. 71, 28 (2008). J. Nat. Prod..

Showing NP-Card for 1, 8-dibromo-5,7-dihydrodibenzo[c,e]oxepine-2,3,9,10-tetraol (NP0033456)

MOL for NP0033456 (1, 8-dibromo-5,7-dihydrodibenzo[c,e]oxepine-2,3,9,10-tetraol)

3D MOL for NP0033456 (1, 8-dibromo-5,7-dihydrodibenzo[c,e]oxepine-2,3,9,10-tetraol)

3D SDF for NP0033456 (1, 8-dibromo-5,7-dihydrodibenzo[c,e]oxepine-2,3,9,10-tetraol)

3D-SDF for NP0033456 (1, 8-dibromo-5,7-dihydrodibenzo[c,e]oxepine-2,3,9,10-tetraol)

PDB for NP0033456 (1, 8-dibromo-5,7-dihydrodibenzo[c,e]oxepine-2,3,9,10-tetraol)

3D PDB for NP0033456 (1, 8-dibromo-5,7-dihydrodibenzo[c,e]oxepine-2,3,9,10-tetraol)

SMILES for NP0033456 (1, 8-dibromo-5,7-dihydrodibenzo[c,e]oxepine-2,3,9,10-tetraol)

INCHI for NP0033456 (1, 8-dibromo-5,7-dihydrodibenzo[c,e]oxepine-2,3,9,10-tetraol)

Structure for NP0033456 (1, 8-dibromo-5,7-dihydrodibenzo[c,e]oxepine-2,3,9,10-tetraol)

3D Structure for NP0033456 (1, 8-dibromo-5,7-dihydrodibenzo[c,e]oxepine-2,3,9,10-tetraol)