NP-MRD: Showing NP-Card for Rufoolivacin D (NP0009270)

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Record Information

Version

2.0

Created at

2020-12-09 06:40:31 UTC

Updated at

2021-07-15 17:02:47 UTC

NP-MRD ID

NP0009270

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Rufoolivacin D

Provided By

NPAtlas

Description

10-(3-Acetyl-4-hydroxy-5,7-dimethoxy-2-methylnaphthalen-1-yl)-9-hydroxy-3-(hydroxymethyl)-6,8-dimethoxy-1,2-dihydroanthracene-1,2-dione belongs to the class of organic compounds known as arylnaphthalene lignans. These are lignans containing the arylnaphthalene skeleton, especially 9-(2H-1,3-benzodioxol-5-yl)-1H,3H-naphtho[2,3-c]furan-1-one or a derivative thereof. Arylnaphthalene lignans occur in nature and exhibit diverse biological activities. Rufoolivacin D is found in Cortinarius rufo-olivaceus and Cortinarius. Based on a literature review very few articles have been published on 10-(3-acetyl-4-hydroxy-5,7-dimethoxy-2-methylnaphthalen-1-yl)-9-hydroxy-3-(hydroxymethyl)-6,8-dimethoxy-1,2-dihydroanthracene-1,2-dione.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106343D          

 70 74  0  0  0  0            999 V2000
   -2.9501    0.9956    4.5260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8670    0.9910    3.5976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0805    0.4672    2.3315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2964   -0.0407    1.9569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5099   -0.5710    0.6730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7490   -1.0691    0.3452 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7867   -1.0401    1.3030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4961   -0.5904   -0.2378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6677   -1.1008   -1.5022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8451   -1.6180   -1.9348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5712   -1.0973   -2.4196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7412   -1.6350   -3.7595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0347   -2.1968   -4.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7364   -1.6077   -4.5335 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6350    5.6241   -1.1800 H   0  0  0  0  0  0  0  0  0  0  0  0
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 42 70  1  0  0  0  0
M  END

     RDKit          3D

 70 74  0  0  0  0  0  0  0  0999 V2000
   -2.9501    0.9956    4.5260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8670    0.9910    3.5976 O   0  0  0  0  0  0  0  0  0  0  0  0
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 30 62  1  0
 30 63  1  0
 30 64  1  0
 31 65  1  0
 38 66  1  0
 38 67  1  0
 39 68  1  0
 40 69  1  0
 42 70  1  0
M  END


  Mrv1652306242106343D          

 70 74  0  0  0  0            999 V2000
   -2.9501    0.9956    4.5260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8670    0.9910    3.5976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0805    0.4672    2.3315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2964   -0.0407    1.9569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5099   -0.5710    0.6730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7490   -1.0691    0.3452 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7867   -1.0401    1.3030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4961   -0.5904   -0.2378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6677   -1.1008   -1.5022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8451   -1.6180   -1.9348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5712   -1.0973   -2.4196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7412   -1.6350   -3.7595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0347   -2.1968   -4.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7364   -1.6077   -4.5335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3632   -0.5917   -2.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8366   -0.5480   -2.9393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2040   -0.0883   -0.7894 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0575    0.4718   -0.3096 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3686    1.7994   -0.4483 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5606    2.2244    0.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5091    1.3927    0.6591 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6674    1.9019    1.1007 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1632    0.0637    0.7815 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0084   -0.8550    1.3826 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2264   -0.4259    1.8701 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0800   -1.3673    2.4800 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6534   -2.2070    1.5057 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4456   -2.6648    1.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0980   -4.0025    1.1529 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8483   -4.4141    0.6467 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6106   -1.7476    0.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9341   -0.4036    0.2971 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9198    3.6360   -0.1063 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0170    4.0519    0.3264 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6838    3.9386   -1.2367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3060    4.8329   -1.9012 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1865    5.4379   -3.0315 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3872    2.6575   -1.1012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2534   -0.0861    0.1042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0804    0.4341    1.3945 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.8098    1.4953    3.9952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1230   -0.0357    2.6697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6702   -1.5851    0.9032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5156   -1.5098    2.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0849    0.0190    1.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7226   -1.7855   -1.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8861   -2.5402   -5.2742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7876   -1.3858   -4.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3077   -3.0657   -3.6007 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1167   -1.5905   -3.1738 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6819   -0.0379   -2.4105 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6513    0.0795   -3.8305 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4563    1.6117    1.5392 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3003   -2.2346    1.7910 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0732   -0.9432    2.7260 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5845   -1.8185    3.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3646   -2.8487    1.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0060   -4.0262    1.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6919   -4.0819   -0.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6552   -2.0780    0.0498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6350    5.6241   -1.1800 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.1172    0.8299    1.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 11 15  1  0  0  0  0
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 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
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 25 26  1  0  0  0  0
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 29 30  1  0  0  0  0
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 31 32  2  0  0  0  0
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 41  8  1  0  0  0  0
 32 18  1  0  0  0  0
 40 19  1  0  0  0  0
 32 23  1  0  0  0  0
  1 43  1  0  0  0  0
  1 44  1  0  0  0  0
  1 45  1  0  0  0  0
  4 46  1  0  0  0  0
  7 47  1  0  0  0  0
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 10 50  1  0  0  0  0
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 22 57  1  0  0  0  0
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 39 68  1  0  0  0  0
 40 69  1  0  0  0  0
 42 70  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0009270

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(C(=O)C([H])([H])[H])C(=C(C2=C([H])C(OC([H])([H])[H])=C([H])C(OC([H])([H])[H])=C12)C1=C2C([H])=C(C(=O)C(=O)C2=C(O[H])C2=C(OC([H])([H])[H])C([H])=C(OC([H])([H])[H])C([H])=C12)C([H])([H])O[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C32H28O10/c1-13-23(14(2)34)30(36)26-19(8-16(39-3)10-21(26)41-5)24(13)25-18-7-15(12-33)29(35)32(38)28(18)31(37)27-20(25)9-17(40-4)11-22(27)42-6/h7-11,33,36-37H,12H2,1-6H3

> <INCHI_KEY>
WLKOLVJMGPYJDT-UHFFFAOYSA-N

> <FORMULA>
C32H28O10

> <MOLECULAR_WEIGHT>
572.566

> <EXACT_MASS>
572.168247102

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
60.02567183313426

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
10-(3-acetyl-4-hydroxy-5,7-dimethoxy-2-methylnaphthalen-1-yl)-9-hydroxy-3-(hydroxymethyl)-6,8-dimethoxy-1,2-dihydroanthracene-1,2-dione

> <ALOGPS_LOGP>
3.54

> <JCHEM_LOGP>
5.080510570666666

> <ALOGPS_LOGS>
-5.37

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.33079715494203

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.574363280963672

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8355955912907245

> <JCHEM_POLAR_SURFACE_AREA>
148.82

> <JCHEM_REFRACTIVITY>
155.59199999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.45e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10-(3-acetyl-4-hydroxy-5,7-dimethoxy-2-methylnaphthalen-1-yl)-9-hydroxy-3-(hydroxymethyl)-6,8-dimethoxyanthracene-1,2-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 70 74  0  0  0  0  0  0  0  0999 V2000
   -2.9501    0.9956    4.5260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8670    0.9910    3.5976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0805    0.4672    2.3315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2964   -0.0407    1.9569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5099   -0.5710    0.6730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7490   -1.0691    0.3452 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7867   -1.0401    1.3030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4961   -0.5904   -0.2378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6677   -1.1008   -1.5022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8451   -1.6180   -1.9348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5712   -1.0973   -2.4196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7412   -1.6350   -3.7595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0347   -2.1968   -4.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7364   -1.6077   -4.5335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3632   -0.5917   -2.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8366   -0.5480   -2.9393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2040   -0.0883   -0.7894 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0575    0.4718   -0.3096 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3686    1.7994   -0.4483 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5606    2.2244    0.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5091    1.3927    0.6591 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6674    1.9019    1.1007 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1632    0.0637    0.7815 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0084   -0.8550    1.3826 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2264   -0.4259    1.8701 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0800   -1.3673    2.4800 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6534   -2.2070    1.5057 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2243    5.7221   -0.8883 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1865    5.4379   -3.0315 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2534   -0.0861    0.1042 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.6702   -1.5851    0.9032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5156   -1.5098    2.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.7226   -1.7855   -1.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8861   -2.5402   -5.2742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7876   -1.3858   -4.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3077   -3.0657   -3.6007 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1167   -1.5905   -3.1738 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6513    0.0795   -3.8305 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4563    1.6117    1.5392 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3003   -2.2346    1.7910 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0732   -0.9432    2.7260 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5845   -1.8185    3.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3646   -2.8487    1.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8572   -5.5353    0.5975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0060   -4.0262    1.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6919   -4.0819   -0.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6552   -2.0780    0.0498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6350    5.6241   -1.1800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2264    4.2721   -2.1607 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0987    5.7877   -2.9386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5441    2.2331   -1.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1172    0.8299    1.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
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 42 70  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -2.950   0.996   4.526  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.867   0.991   3.598  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.080   0.467   2.332  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.296  -0.041   1.957  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.510  -0.571   0.673  0.00  0.00           C+0
HETATM    6  O   UNK     0      -4.749  -1.069   0.345  0.00  0.00           O+0
HETATM    7  C   UNK     0      -5.787  -1.040   1.303  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.496  -0.590  -0.238  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.668  -1.101  -1.502  0.00  0.00           C+0
HETATM   10  O   UNK     0      -3.845  -1.618  -1.935  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.571  -1.097  -2.420  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.741  -1.635  -3.760  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.035  -2.197  -4.216  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.736  -1.608  -4.534  0.00  0.00           O+0
HETATM   15  C   UNK     0      -0.363  -0.592  -2.045  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.837  -0.548  -2.939  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.204  -0.088  -0.789  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.058   0.472  -0.310  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.369   1.799  -0.448  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.561   2.224   0.028  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.509   1.393   0.659  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.667   1.902   1.101  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.163   0.064   0.782  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.008  -0.855   1.383  0.00  0.00           C+0
HETATM   25  O   UNK     0       5.226  -0.426   1.870  0.00  0.00           O+0
HETATM   26  C   UNK     0       6.080  -1.367   2.480  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.653  -2.207   1.506  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.446  -2.665   1.029  0.00  0.00           C+0
HETATM   29  O   UNK     0       2.098  -4.003   1.153  0.00  0.00           O+0
HETATM   30  C   UNK     0       0.848  -4.414   0.647  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.611  -1.748   0.434  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.934  -0.404   0.297  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.920   3.636  -0.106  0.00  0.00           C+0
HETATM   34  O   UNK     0       4.017   4.052   0.326  0.00  0.00           O+0
HETATM   35  C   UNK     0       1.942   4.500  -0.759  0.00  0.00           C+0
HETATM   36  O   UNK     0       2.224   5.722  -0.888  0.00  0.00           O+0
HETATM   37  C   UNK     0       0.684   3.939  -1.237  0.00  0.00           C+0
HETATM   38  C   UNK     0      -0.306   4.833  -1.901  0.00  0.00           C+0
HETATM   39  O   UNK     0       0.187   5.438  -3.031  0.00  0.00           O+0
HETATM   40  C   UNK     0       0.387   2.658  -1.101  0.00  0.00           C+0
HETATM   41  C   UNK     0      -1.253  -0.086   0.104  0.00  0.00           C+0
HETATM   42  C   UNK     0      -1.080   0.434   1.395  0.00  0.00           C+0
HETATM   43  H   UNK     0      -3.265  -0.027   4.789  0.00  0.00           H+0
HETATM   44  H   UNK     0      -2.720   1.628   5.405  0.00  0.00           H+0
HETATM   45  H   UNK     0      -3.810   1.495   3.995  0.00  0.00           H+0
HETATM   46  H   UNK     0      -4.123  -0.036   2.670  0.00  0.00           H+0
HETATM   47  H   UNK     0      -6.670  -1.585   0.903  0.00  0.00           H+0
HETATM   48  H   UNK     0      -5.516  -1.510   2.257  0.00  0.00           H+0
HETATM   49  H   UNK     0      -6.085   0.019   1.548  0.00  0.00           H+0
HETATM   50  H   UNK     0      -4.723  -1.786  -1.655  0.00  0.00           H+0
HETATM   51  H   UNK     0      -2.886  -2.540  -5.274  0.00  0.00           H+0
HETATM   52  H   UNK     0      -3.788  -1.386  -4.195  0.00  0.00           H+0
HETATM   53  H   UNK     0      -3.308  -3.066  -3.601  0.00  0.00           H+0
HETATM   54  H   UNK     0       1.117  -1.591  -3.174  0.00  0.00           H+0
HETATM   55  H   UNK     0       1.682  -0.038  -2.410  0.00  0.00           H+0
HETATM   56  H   UNK     0       0.651   0.080  -3.830  0.00  0.00           H+0
HETATM   57  H   UNK     0       5.456   1.612   1.539  0.00  0.00           H+0
HETATM   58  H   UNK     0       6.300  -2.235   1.791  0.00  0.00           H+0
HETATM   59  H   UNK     0       7.073  -0.943   2.726  0.00  0.00           H+0
HETATM   60  H   UNK     0       5.585  -1.819   3.364  0.00  0.00           H+0
HETATM   61  H   UNK     0       4.365  -2.849   1.983  0.00  0.00           H+0
HETATM   62  H   UNK     0       0.857  -5.535   0.598  0.00  0.00           H+0
HETATM   63  H   UNK     0      -0.006  -4.026   1.230  0.00  0.00           H+0
HETATM   64  H   UNK     0       0.692  -4.082  -0.413  0.00  0.00           H+0
HETATM   65  H   UNK     0       0.655  -2.078   0.050  0.00  0.00           H+0
HETATM   66  H   UNK     0      -0.635   5.624  -1.180  0.00  0.00           H+0
HETATM   67  H   UNK     0      -1.226   4.272  -2.161  0.00  0.00           H+0
HETATM   68  H   UNK     0       1.099   5.788  -2.939  0.00  0.00           H+0
HETATM   69  H   UNK     0      -0.544   2.233  -1.453  0.00  0.00           H+0
HETATM   70  H   UNK     0      -0.117   0.830   1.673  0.00  0.00           H+0
CONECT    1    2   43   44   45                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   42                                                  
CONECT    4    3    5   46                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6   47   48   49                                             
CONECT    8    5    9   41                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9   50                                                       
CONECT   11    9   12   15                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12   51   52   53                                             
CONECT   14   12                                                            
CONECT   15   11   16   17                                                  
CONECT   16   15   54   55   56                                             
CONECT   17   15   18   41                                                  
CONECT   18   17   19   32                                                  
CONECT   19   18   20   40                                                  
CONECT   20   19   21   33                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21   57                                                       
CONECT   23   21   24   32                                                  
CONECT   24   23   25   27                                                  
CONECT   25   24   26                                                       
CONECT   26   25   58   59   60                                             
CONECT   27   24   28   61                                                  
CONECT   28   27   29   31                                                  
CONECT   29   28   30                                                       
CONECT   30   29   62   63   64                                             
CONECT   31   28   32   65                                                  
CONECT   32   31   18   23                                                  
CONECT   33   20   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38   40                                                  
CONECT   38   37   39   66   67                                             
CONECT   39   38   68                                                       
CONECT   40   37   19   69                                                  
CONECT   41   17   42    8                                                  
CONECT   42   41    3   70                                                  
CONECT   43    1                                                            
CONECT   44    1                                                            
CONECT   45    1                                                            
CONECT   46    4                                                            
CONECT   47    7                                                            
CONECT   48    7                                                            
CONECT   49    7                                                            
CONECT   50   10                                                            
CONECT   51   13                                                            
CONECT   52   13                                                            
CONECT   53   13                                                            
CONECT   54   16                                                            
CONECT   55   16                                                            
CONECT   56   16                                                            
CONECT   57   22                                                            
CONECT   58   26                                                            
CONECT   59   26                                                            
CONECT   60   26                                                            
CONECT   61   27                                                            
CONECT   62   30                                                            
CONECT   63   30                                                            
CONECT   64   30                                                            
CONECT   65   31                                                            
CONECT   66   38                                                            
CONECT   67   38                                                            
CONECT   68   39                                                            
CONECT   69   40                                                            
CONECT   70   42                                                            
MASTER        0    0    0    0    0    0    0    0   70    0  148    0
END

RDKit          3D

70 74  0  0  0  0  0  0  0  0999 V2000
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 17 41  1  0
 41 42  2  0
 42  3  1  0
 41  8  1  0
 32 18  1  0
 40 19  1  0
 32 23  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
  4 46  1  0
  7 47  1  0
  7 48  1  0
  7 49  1  0
 10 50  1  0
 13 51  1  0
 13 52  1  0
 13 53  1  0
 16 54  1  0
 16 55  1  0
 16 56  1  0
 22 57  1  0
 26 58  1  0
 26 59  1  0
 26 60  1  0
 27 61  1  0
 30 62  1  0
 30 63  1  0
 30 64  1  0
 31 65  1  0
 38 66  1  0
 38 67  1  0
 39 68  1  0
 40 69  1  0
 42 70  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₃₂H₂₈O₁₀

Average Mass

572.5660 Da

Monoisotopic Mass

572.16825 Da

IUPAC Name

10-(3-acetyl-4-hydroxy-5,7-dimethoxy-2-methylnaphthalen-1-yl)-9-hydroxy-3-(hydroxymethyl)-6,8-dimethoxy-1,2-dihydroanthracene-1,2-dione

Traditional Name

10-(3-acetyl-4-hydroxy-5,7-dimethoxy-2-methylnaphthalen-1-yl)-9-hydroxy-3-(hydroxymethyl)-6,8-dimethoxyanthracene-1,2-dione

CAS Registry Number

Not Available

SMILES

COC1=CC(OC)=C2C(O)=C(C(C)=O)C(C)=C(C2=C1)C1=C2C=C(CO)C(=O)C(=O)C2=C(O)C2=C(OC)C=C(OC)C=C12

InChI Identifier

InChI=1S/C32H28O10/c1-13-23(14(2)34)30(36)26-19(8-16(39-3)10-21(26)41-5)24(13)25-18-7-15(12-33)29(35)32(38)28(18)31(37)27-20(25)9-17(40-4)11-22(27)42-6/h7-11,33,36-37H,12H2,1-6H3

InChI Key

WLKOLVJMGPYJDT-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, 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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Calonarius rufo-olivaceus	LOTUS Database	35616633
Cortinarius	NPAtlas	20532365

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as arylnaphthalene lignans. These are lignans containing the arylnaphthalene skeleton, especially 9-(2H-1,3-benzodioxol-5-yl)-1H,3H-naphtho[2,3-c]furan-1-one or a derivative thereof. Arylnaphthalene lignans occur in nature and exhibit diverse biological activities.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Arylnaphthalene lignans

Sub Class

Not Available

Direct Parent

Arylnaphthalene lignans

Alternative Parents

Substituents

Arylnaphthalene lignan skeleton
Anthraquinone
1,2-anthraquinone
Biphenol
Anthracene
1-naphthol
Acetophenone
Anisole
Aryl alkyl ketone
Phenol ether
Aryl ketone
Quinone
Alkyl aryl ether
Phenol
Benzenoid
Vinylogous acid
Ketone
Cyclic ketone
Ether
Organic oxygen compound
Carbonyl group
Organooxygen compound
Primary alcohol
Hydrocarbon derivative
Organic oxide
Alcohol
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	3.54	ALOGPS
logP	5.08	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	7.57	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	148.82 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	155.59 m³·mol⁻¹	ChemAxon
Polarizability	60.03 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	Yes	ChemAxon

External Links

NPAtlas ID

NPA006548

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

28287840

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46868703

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Rufoolivacin D (NP0009270)

MOL for NP0009270 (Rufoolivacin D)

3D MOL for NP0009270 (Rufoolivacin D)

3D SDF for NP0009270 (Rufoolivacin D)

3D-SDF for NP0009270 (Rufoolivacin D)

PDB for NP0009270 (Rufoolivacin D)

3D PDB for NP0009270 (Rufoolivacin D)

SMILES for NP0009270 (Rufoolivacin D)

INCHI for NP0009270 (Rufoolivacin D)

Structure for NP0009270 (Rufoolivacin D)

3D Structure for NP0009270 (Rufoolivacin D)