NP-MRD: Showing NP-Card for Hortein (NP0025637)

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Record Information

Version

1.0

Created at

2021-06-19 17:42:48 UTC

Updated at

2021-06-29 23:50:42 UTC

NP-MRD ID

NP0025637

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Hortein

Provided By

JEOL Database JEOL Logo

Description

Hortein is found in Aplysina aerophoba. It was first documented in 2001 (Brauers, G., et al.). Based on a literature review very few articles have been published on 9,10,15,17-tetrahydroxypentacyclo[10.7.1.0²,¹¹.0³,⁸.0¹⁶,²⁰]Icosa-1(20),2(11),3(8),9,12,14,16,18-octaene-4,7-dione.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119423D          

 38 42  0  0  0  0            999 V2000
   -3.4105   -0.4976    2.3479 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6356    0.2748    1.7848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1299    1.5117    1.0760 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0528    2.5672    0.9747 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8359    1.9425    0.3543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3814    2.3248   -0.7137 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2735    0.7879    1.0827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1827   -0.0461    1.7658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7250   -1.2017    2.4296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5528   -2.0685    3.1060 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6275   -1.5373    2.4330 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0340   -2.6643    3.0856 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5236   -0.7101    1.7848 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0864    0.4749    1.1096 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3063    1.1253    0.6027 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5593    2.3113   -0.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8841    2.6463   -0.4059 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9498    1.8051   -0.0594 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2099    2.1999   -0.4180 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7306    0.6014    0.6426 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6689   -0.3585    1.0894 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9974   -0.1465    0.8192 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2619   -1.5026    1.7975 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9035   -1.7175    2.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9712   -0.7880    1.6473 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3949    0.3263    0.9437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9820    1.9160    1.6326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4759    1.2086    0.0812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3907    3.4041    0.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7798    2.9690    1.9573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4800   -1.7446    3.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2135   -3.0561    3.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7709    2.9994   -0.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0863    3.5709   -0.9415 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8137    1.4977   -0.0983 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5031   -0.8948    1.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9872   -2.2355    2.1397 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5937   -2.5999    2.6343 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 26  1  0  0  0  0
 14 13  2  0  0  0  0
 20 21  1  0  0  0  0
 13 11  1  0  0  0  0
 11  9  2  0  0  0  0
  7  8  2  0  0  0  0
 26 15  2  0  0  0  0
 24 25  2  0  0  0  0
 15 16  1  0  0  0  0
 21 23  2  0  0  0  0
 16 17  2  0  0  0  0
 23 24  1  0  0  0  0
  7  5  1  0  0  0  0
  8  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
 25 13  1  0  0  0  0
 15 14  1  0  0  0  0
 17 18  1  0  0  0  0
  2  1  2  0  0  0  0
 18 20  2  0  0  0  0
  5  6  2  0  0  0  0
 25 26  1  0  0  0  0
 18 19  1  0  0  0  0
  9  8  1  0  0  0  0
 21 22  1  0  0  0  0
 11 12  1  0  0  0  0
  7 14  1  0  0  0  0
  9 10  1  0  0  0  0
 24 38  1  0  0  0  0
 23 37  1  0  0  0  0
 16 33  1  0  0  0  0
 17 34  1  0  0  0  0
  3 27  1  0  0  0  0
  3 28  1  0  0  0  0
  4 29  1  0  0  0  0
  4 30  1  0  0  0  0
 19 35  1  0  0  0  0
 22 36  1  0  0  0  0
 12 32  1  0  0  0  0
 10 31  1  0  0  0  0
M  END

     RDKit          3D

 38 42  0  0  0  0  0  0  0  0999 V2000
   -3.4105   -0.4976    2.3479 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6356    0.2748    1.7848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1299    1.5117    1.0760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0528    2.5672    0.9747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8359    1.9425    0.3543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3814    2.3248   -0.7137 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2735    0.7879    1.0827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1827   -0.0461    1.7658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7250   -1.2017    2.4296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5528   -2.0685    3.1060 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6275   -1.5373    2.4330 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0340   -2.6643    3.0856 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5236   -0.7101    1.7848 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0864    0.4749    1.1096 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3063    1.1253    0.6027 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5593    2.3113   -0.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8841    2.6463   -0.4059 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9498    1.8051   -0.0594 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2099    2.1999   -0.4180 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7306    0.6014    0.6426 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6689   -0.3585    1.0894 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9974   -0.1465    0.8192 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2619   -1.5026    1.7975 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9035   -1.7175    2.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9712   -0.7880    1.6473 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3949    0.3263    0.9437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9820    1.9160    1.6326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4759    1.2086    0.0812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3907    3.4041    0.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7798    2.9690    1.9573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4800   -1.7446    3.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2135   -3.0561    3.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7709    2.9994   -0.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0863    3.5709   -0.9415 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8137    1.4977   -0.0983 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5031   -0.8948    1.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9872   -2.2355    2.1397 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5937   -2.5999    2.6343 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 26  1  0
 14 13  2  0
 20 21  1  0
 13 11  1  0
 11  9  2  0
  7  8  2  0
 26 15  2  0
 24 25  2  0
 15 16  1  0
 21 23  2  0
 16 17  2  0
 23 24  1  0
  7  5  1  0
  8  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
 25 13  1  0
 15 14  1  0
 17 18  1  0
  2  1  2  0
 18 20  2  0
  5  6  2  0
 25 26  1  0
 18 19  1  0
  9  8  1  0
 21 22  1  0
 11 12  1  0
  7 14  1  0
  9 10  1  0
 24 38  1  0
 23 37  1  0
 16 33  1  0
 17 34  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
 19 35  1  0
 22 36  1  0
 12 32  1  0
 10 31  1  0
M  END


  Mrv1652306192119423D          

 38 42  0  0  0  0            999 V2000
   -3.4105   -0.4976    2.3479 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6356    0.2748    1.7848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1299    1.5117    1.0760 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0528    2.5672    0.9747 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8359    1.9425    0.3543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3814    2.3248   -0.7137 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2735    0.7879    1.0827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1827   -0.0461    1.7658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7250   -1.2017    2.4296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5528   -2.0685    3.1060 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6275   -1.5373    2.4330 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0340   -2.6643    3.0856 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5236   -0.7101    1.7848 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0864    0.4749    1.1096 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3063    1.1253    0.6027 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5593    2.3113   -0.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8841    2.6463   -0.4059 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9498    1.8051   -0.0594 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2099    2.1999   -0.4180 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7306    0.6014    0.6426 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6689   -0.3585    1.0894 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9974   -0.1465    0.8192 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2619   -1.5026    1.7975 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9035   -1.7175    2.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9712   -0.7880    1.6473 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3949    0.3263    0.9437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9820    1.9160    1.6326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4759    1.2086    0.0812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3907    3.4041    0.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7798    2.9690    1.9573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4800   -1.7446    3.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2135   -3.0561    3.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7709    2.9994   -0.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0863    3.5709   -0.9415 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8137    1.4977   -0.0983 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5031   -0.8948    1.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9872   -2.2355    2.1397 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5937   -2.5999    2.6343 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 26  1  0  0  0  0
 14 13  2  0  0  0  0
 20 21  1  0  0  0  0
 13 11  1  0  0  0  0
 11  9  2  0  0  0  0
  7  8  2  0  0  0  0
 26 15  2  0  0  0  0
 24 25  2  0  0  0  0
 15 16  1  0  0  0  0
 21 23  2  0  0  0  0
 16 17  2  0  0  0  0
 23 24  1  0  0  0  0
  7  5  1  0  0  0  0
  8  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
 25 13  1  0  0  0  0
 15 14  1  0  0  0  0
 17 18  1  0  0  0  0
  2  1  2  0  0  0  0
 18 20  2  0  0  0  0
  5  6  2  0  0  0  0
 25 26  1  0  0  0  0
 18 19  1  0  0  0  0
  9  8  1  0  0  0  0
 21 22  1  0  0  0  0
 11 12  1  0  0  0  0
  7 14  1  0  0  0  0
  9 10  1  0  0  0  0
 24 38  1  0  0  0  0
 23 37  1  0  0  0  0
 16 33  1  0  0  0  0
 17 34  1  0  0  0  0
  3 27  1  0  0  0  0
  3 28  1  0  0  0  0
  4 29  1  0  0  0  0
  4 30  1  0  0  0  0
 19 35  1  0  0  0  0
 22 36  1  0  0  0  0
 12 32  1  0  0  0  0
 10 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0025637

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C2C3=C(C4=C2C1=C(O[H])C([H])=C4[H])C1=C(C(O[H])=C3O[H])C(=O)C([H])([H])C([H])([H])C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H12O6/c21-9-3-1-7-13-8(2-4-10(22)16(9)13)15-14(7)17-11(23)5-6-12(24)18(17)20(26)19(15)25/h1-4,21-22,25-26H,5-6H2

> <INCHI_KEY>
HSKHNTITGMOIAJ-UHFFFAOYSA-N

> <FORMULA>
C20H12O6

> <MOLECULAR_WEIGHT>
348.31

> <EXACT_MASS>
348.063388106

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
34.89410985467545

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
9,10,15,17-tetrahydroxypentacyclo[10.7.1.0^{2,11}.0^{3,8}.0^{16,20}]icosa-1(20),2(11),3(8),9,12,14,16,18-octaene-4,7-dione

> <ALOGPS_LOGP>
2.86

> <JCHEM_LOGP>
2.8831696926666663

> <ALOGPS_LOGS>
-3.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.33908797536844

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.175879444782221

> <JCHEM_PKA_STRONGEST_BASIC>
-5.969396589251219

> <JCHEM_POLAR_SURFACE_AREA>
115.06000000000002

> <JCHEM_REFRACTIVITY>
93.70139999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.40e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9,10,15,17-tetrahydroxypentacyclo[10.7.1.0^{2,11}.0^{3,8}.0^{16,20}]icosa-1(20),2(11),3(8),9,12,14,16,18-octaene-4,7-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 38 42  0  0  0  0  0  0  0  0999 V2000
   -3.4105   -0.4976    2.3479 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6356    0.2748    1.7848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1299    1.5117    1.0760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0528    2.5672    0.9747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8359    1.9425    0.3543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3814    2.3248   -0.7137 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2735    0.7879    1.0827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1827   -0.0461    1.7658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7250   -1.2017    2.4296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5528   -2.0685    3.1060 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6275   -1.5373    2.4330 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0340   -2.6643    3.0856 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5236   -0.7101    1.7848 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0864    0.4749    1.1096 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3063    1.1253    0.6027 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5593    2.3113   -0.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8841    2.6463   -0.4059 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9498    1.8051   -0.0594 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2099    2.1999   -0.4180 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7306    0.6014    0.6426 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6689   -0.3585    1.0894 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9974   -0.1465    0.8192 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2619   -1.5026    1.7975 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9035   -1.7175    2.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9712   -0.7880    1.6473 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3949    0.3263    0.9437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9820    1.9160    1.6326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4759    1.2086    0.0812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3907    3.4041    0.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7798    2.9690    1.9573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4800   -1.7446    3.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2135   -3.0561    3.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7709    2.9994   -0.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0863    3.5709   -0.9415 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8137    1.4977   -0.0983 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5031   -0.8948    1.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9872   -2.2355    2.1397 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5937   -2.5999    2.6343 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 26  1  0
 14 13  2  0
 20 21  1  0
 13 11  1  0
 11  9  2  0
  7  8  2  0
 26 15  2  0
 24 25  2  0
 15 16  1  0
 21 23  2  0
 16 17  2  0
 23 24  1  0
  7  5  1  0
  8  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
 25 13  1  0
 15 14  1  0
 17 18  1  0
  2  1  2  0
 18 20  2  0
  5  6  2  0
 25 26  1  0
 18 19  1  0
  9  8  1  0
 21 22  1  0
 11 12  1  0
  7 14  1  0
  9 10  1  0
 24 38  1  0
 23 37  1  0
 16 33  1  0
 17 34  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
 19 35  1  0
 22 36  1  0
 12 32  1  0
 10 31  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  O   UNK     0      -3.410  -0.498   2.348  0.00  0.00           O+0
HETATM    2  C   UNK     0      -2.636   0.275   1.785  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.130   1.512   1.076  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.053   2.567   0.975  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.836   1.942   0.354  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.381   2.325  -0.714  0.00  0.00           O+0
HETATM    7  C   UNK     0      -0.274   0.788   1.083  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.183  -0.046   1.766  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.725  -1.202   2.430  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.553  -2.068   3.106  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.628  -1.537   2.433  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.034  -2.664   3.086  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.524  -0.710   1.785  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.086   0.475   1.110  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.306   1.125   0.603  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.559   2.311  -0.069  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.884   2.646  -0.406  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.950   1.805  -0.059  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.210   2.200  -0.418  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.731   0.601   0.643  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.669  -0.359   1.089  0.00  0.00           C+0
HETATM   22  O   UNK     0       6.997  -0.147   0.819  0.00  0.00           O+0
HETATM   23  C   UNK     0       5.262  -1.503   1.798  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.904  -1.718   2.082  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.971  -0.788   1.647  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.395   0.326   0.944  0.00  0.00           C+0
HETATM   27  H   UNK     0      -3.982   1.916   1.633  0.00  0.00           H+0
HETATM   28  H   UNK     0      -3.476   1.209   0.081  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.391   3.404   0.355  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.780   2.969   1.957  0.00  0.00           H+0
HETATM   31  H   UNK     0      -2.480  -1.745   3.012  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.214  -3.056   3.451  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.771   2.999  -0.349  0.00  0.00           H+0
HETATM   34  H   UNK     0       4.086   3.571  -0.942  0.00  0.00           H+0
HETATM   35  H   UNK     0       6.814   1.498  -0.098  0.00  0.00           H+0
HETATM   36  H   UNK     0       7.503  -0.895   1.183  0.00  0.00           H+0
HETATM   37  H   UNK     0       5.987  -2.236   2.140  0.00  0.00           H+0
HETATM   38  H   UNK     0       3.594  -2.600   2.634  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    8    3    1                                                  
CONECT    3    2    4   27   28                                             
CONECT    4    3    5   29   30                                             
CONECT    5    7    4    6                                                  
CONECT    6    5                                                            
CONECT    7    8    5   14                                                  
CONECT    8    7    2    9                                                  
CONECT    9   11    8   10                                                  
CONECT   10    9   31                                                       
CONECT   11   13    9   12                                                  
CONECT   12   11   32                                                       
CONECT   13   14   11   25                                                  
CONECT   14   13   15    7                                                  
CONECT   15   26   16   14                                                  
CONECT   16   15   17   33                                                  
CONECT   17   16   18   34                                                  
CONECT   18   17   20   19                                                  
CONECT   19   18   35                                                       
CONECT   20   26   21   18                                                  
CONECT   21   20   23   22                                                  
CONECT   22   21   36                                                       
CONECT   23   21   24   37                                                  
CONECT   24   25   23   38                                                  
CONECT   25   24   13   26                                                  
CONECT   26   20   15   25                                                  
CONECT   27    3                                                            
CONECT   28    3                                                            
CONECT   29    4                                                            
CONECT   30    4                                                            
CONECT   31   10                                                            
CONECT   32   12                                                            
CONECT   33   16                                                            
CONECT   34   17                                                            
CONECT   35   19                                                            
CONECT   36   22                                                            
CONECT   37   23                                                            
CONECT   38   24                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   84    0
END

RDKit          3D

38 42  0  0  0  0  0  0  0  0999 V2000
   -3.4105   -0.4976    2.3479 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6356    0.2748    1.7848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1299    1.5117    1.0760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0528    2.5672    0.9747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8359    1.9425    0.3543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3814    2.3248   -0.7137 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2735    0.7879    1.0827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1827   -0.0461    1.7658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7250   -1.2017    2.4296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5528   -2.0685    3.1060 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6275   -1.5373    2.4330 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0340   -2.6643    3.0856 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5236   -0.7101    1.7848 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0864    0.4749    1.1096 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3063    1.1253    0.6027 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5593    2.3113   -0.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8841    2.6463   -0.4059 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9498    1.8051   -0.0594 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2099    2.1999   -0.4180 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7306    0.6014    0.6426 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6689   -0.3585    1.0894 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9974   -0.1465    0.8192 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2619   -1.5026    1.7975 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9035   -1.7175    2.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9712   -0.7880    1.6473 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3949    0.3263    0.9437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9820    1.9160    1.6326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4759    1.2086    0.0812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3907    3.4041    0.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7798    2.9690    1.9573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4800   -1.7446    3.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2135   -3.0561    3.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7709    2.9994   -0.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0863    3.5709   -0.9415 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8137    1.4977   -0.0983 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5031   -0.8948    1.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9872   -2.2355    2.1397 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5937   -2.5999    2.6343 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 26  1  0
 14 13  2  0
 20 21  1  0
 13 11  1  0
 11  9  2  0
  7  8  2  0
 26 15  2  0
 24 25  2  0
 15 16  1  0
 21 23  2  0
 16 17  2  0
 23 24  1  0
  7  5  1  0
  8  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
 25 13  1  0
 15 14  1  0
 17 18  1  0
  2  1  2  0
 18 20  2  0
  5  6  2  0
 25 26  1  0
 18 19  1  0
  9  8  1  0
 21 22  1  0
 11 12  1  0
  7 14  1  0
  9 10  1  0
 24 38  1  0
 23 37  1  0
 16 33  1  0
 17 34  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
 19 35  1  0
 22 36  1  0
 12 32  1  0
 10 31  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₁₂O₆

Average Mass

348.3100 Da

Monoisotopic Mass

348.06339 Da

IUPAC Name

9,10,15,17-tetrahydroxypentacyclo[10.7.1.0^{2,11}.0^{3,8}.0^{16,20}]icosa-1(20),2(11),3(8),9,12,14,16,18-octaene-4,7-dione

Traditional Name

9,10,15,17-tetrahydroxypentacyclo[10.7.1.0^{2,11}.0^{3,8}.0^{16,20}]icosa-1(20),2(11),3(8),9,12,14,16,18-octaene-4,7-dione

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C2C3=C(C4=C2C1=C(O[H])C([H])=C4[H])C1=C(C(O[H])=C3O[H])C(=O)C([H])([H])C([H])([H])C1=O

InChI Identifier

InChI=1S/C20H12O6/c21-9-3-1-7-13-8(2-4-10(22)16(9)13)15-14(7)17-11(23)5-6-12(24)18(17)20(26)19(15)25/h1-4,21-22,25-26H,5-6H2

InChI Key

HSKHNTITGMOIAJ-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-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
Aplysina aerophoba	JEOL database	Brauers, G., et al, J. Nat. Prod. 64, 651 (2001)

Species Where Detected

Species Name	Source	Reference
Hortaea werneckii	KNApSAcK Database	22123792

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as naphthoquinones. These are compounds containing a naphthohydroquinone moiety, which consists of a benzene ring linearly fused to a bezene-1,4-dione (quinone).

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Naphthoquinone
1-naphthol
Tetralin
Aryl alkyl ketone
Aryl ketone
Quinone
1-hydroxy-2-unsubstituted benzenoid
Phenol
Vinylogous acid
Ketone
Polyol
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
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	2.86	ALOGPS
logP	2.88	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	7.18	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	115.06 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	93.7 m³·mol⁻¹	ChemAxon
Polarizability	34.89 Å³	ChemAxon
Number of Rings	5	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

C00046015

Chemspider ID

8535815

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

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Wikipedia Link

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METLIN ID

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PubChem Compound

Not Available

PDB ID

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ChEBI ID

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Good Scents ID

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References

General References

Brauers, G., et al. (2001). Brauers, G., et al, J. Nat. Prod. 64, 651 (2001). J. Nat. Prod..

Showing NP-Card for Hortein (NP0025637)

MOL for NP0025637 (Hortein)

3D MOL for NP0025637 (Hortein)

3D SDF for NP0025637 (Hortein)

3D-SDF for NP0025637 (Hortein)

PDB for NP0025637 (Hortein)

3D PDB for NP0025637 (Hortein)

SMILES for NP0025637 (Hortein)

INCHI for NP0025637 (Hortein)

Structure for NP0025637 (Hortein)

3D Structure for NP0025637 (Hortein)