NP-MRD: Showing NP-Card for Aspergiloid F (NP0011563)

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Record Information

Version

2.0

Created at

2021-01-05 21:12:34 UTC

Updated at

2021-07-15 17:09:18 UTC

NP-MRD ID

NP0011563

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Aspergiloid F

Provided By

NPAtlas

Description

Aspergiloid F belongs to the class of organic compounds known as phenanthrols. Phenanthrols are compounds containing a phenanthrene (or its hydrogenated derivative) to which a hydroxyl group is attached. Aspergiloid F is found in Aspergillus sp. Based on a literature review very few articles have been published on Aspergiloid F.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242116573D          

 44 47  0  0  0  0            999 V2000
    4.7289   -1.2471    0.0025 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2466   -1.2031   -0.0093 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5189   -2.3408    0.1199 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1442   -2.2780    0.1061 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5130   -1.0553   -0.0391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8751   -0.9674   -0.0583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5027    0.2326   -0.2027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6994    1.3617   -0.3292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3239    2.6052   -0.4787 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6581    1.3246   -0.3159 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2875    0.0851   -0.1680 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6631    0.0502   -0.1581 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4377    1.2765   -0.3163 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6712    1.2416    0.3245 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6794    2.4438    0.2576 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4234    2.4878   -0.4439 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9616    0.4250   -0.2345 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3567    0.8502   -1.6392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3133    1.5408    0.7312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7357   -0.7917    0.1561 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1020   -2.0785   -0.2481 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6548   -2.1997    0.0802 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1799   -0.7068   -0.8593 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1619   -0.9471    0.9782 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0521   -2.3181   -0.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0101   -3.3030    0.2344 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6003   -3.2048    0.2117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8171    3.4529   -0.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6341    1.5352   -1.3888 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0378    2.1181    0.5192 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5358    2.2765    1.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2200    3.4018    0.0892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4591    0.8081   -1.6831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9756    0.0640   -2.3202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0323    1.8581   -1.8953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5934    2.4583    0.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1597    1.2686    1.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4624    1.7773    1.4179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7284   -0.7287   -0.3791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0178   -0.7976    1.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2967   -2.2871   -1.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6418   -2.9041    0.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2214   -2.9390   -0.6569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4730   -2.6463    1.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
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  6  7  2  0  0  0  0
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  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
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  7 17  1  0  0  0  0
 17 18  1  6  0  0  0
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  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  3 26  1  0  0  0  0
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  9 28  1  0  0  0  0
 13 29  1  6  0  0  0
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 15 32  1  0  0  0  0
 18 33  1  0  0  0  0
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 21 42  1  0  0  0  0
 22 43  1  0  0  0  0
 22 44  1  0  0  0  0
M  END

     RDKit          3D

 44 47  0  0  0  0  0  0  0  0999 V2000
    4.7289   -1.2471    0.0025 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2466   -1.2031   -0.0093 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5189   -2.3408    0.1199 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1442   -2.2780    0.1061 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5130   -1.0553   -0.0391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8751   -0.9674   -0.0583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5027    0.2326   -0.2027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6994    1.3617   -0.3292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3239    2.6052   -0.4787 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6581    1.3246   -0.3159 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2875    0.0851   -0.1680 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6631    0.0502   -0.1581 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4377    1.2765   -0.3163 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6712    1.2416    0.3245 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6794    2.4438    0.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4234    2.4878   -0.4439 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9616    0.4250   -0.2345 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3567    0.8502   -1.6392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3133    1.5408    0.7312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7357   -0.7917    0.1561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1020   -2.0785   -0.2481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6548   -2.1997    0.0802 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1799   -0.7068   -0.8593 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1619   -0.9471    0.9782 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0521   -2.3181   -0.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0101   -3.3030    0.2344 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6003   -3.2048    0.2117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8171    3.4529   -0.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6341    1.5352   -1.3888 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0378    2.1181    0.5192 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5358    2.2765    1.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2200    3.4018    0.0892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4591    0.8081   -1.6831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9756    0.0640   -2.3202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0323    1.8581   -1.8953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5934    2.4583    0.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1597    1.2686    1.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4624    1.7773    1.4179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7284   -0.7287   -0.3791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0178   -0.7976    1.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2967   -2.2871   -1.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6418   -2.9041    0.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2214   -2.9390   -0.6569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4730   -2.6463    1.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
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  8 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
  7 17  1  0
 17 18  1  6
 17 19  1  0
 17 20  1  0
 20 21  1  0
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 12  2  1  0
 11  5  1  0
 22  6  1  0
 16 10  1  0
  1 23  1  0
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 13 29  1  6
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 22 43  1  0
 22 44  1  0
M  END


  Mrv1652306242116573D          

 44 47  0  0  0  0            999 V2000
    4.7289   -1.2471    0.0025 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2466   -1.2031   -0.0093 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5189   -2.3408    0.1199 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1442   -2.2780    0.1061 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5130   -1.0553   -0.0391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8751   -0.9674   -0.0583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5027    0.2326   -0.2027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6994    1.3617   -0.3292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3239    2.6052   -0.4787 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6581    1.3246   -0.3159 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2875    0.0851   -0.1680 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6631    0.0502   -0.1581 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4377    1.2765   -0.3163 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6712    1.2416    0.3245 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6794    2.4438    0.2576 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4234    2.4878   -0.4439 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9616    0.4250   -0.2345 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3567    0.8502   -1.6392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3133    1.5408    0.7312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7357   -0.7917    0.1561 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1020   -2.0785   -0.2481 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6548   -2.1997    0.0802 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1799   -0.7068   -0.8593 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0101   -3.3030    0.2344 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.0378    2.1181    0.5192 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5358    2.2765    1.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2200    3.4018    0.0892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4591    0.8081   -1.6831 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.1597    1.2686    1.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4624    1.7773    1.4179 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.0178   -0.7976    1.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2967   -2.2871   -1.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6418   -2.9041    0.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2214   -2.9390   -0.6569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4730   -2.6463    1.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
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  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  3 26  1  0  0  0  0
  4 27  1  0  0  0  0
  9 28  1  0  0  0  0
 13 29  1  6  0  0  0
 14 30  1  0  0  0  0
 15 31  1  0  0  0  0
 15 32  1  0  0  0  0
 18 33  1  0  0  0  0
 18 34  1  0  0  0  0
 18 35  1  0  0  0  0
 19 36  1  0  0  0  0
 19 37  1  0  0  0  0
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 20 39  1  0  0  0  0
 20 40  1  0  0  0  0
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 21 42  1  0  0  0  0
 22 43  1  0  0  0  0
 22 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0011563

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C2OC([H])([H])[C@@]([H])(O[H])C3=C2C(=C([H])C([H])=C3C([H])([H])[H])C2=C1C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])C([H])([H])C2([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C19H22O3/c1-10-6-7-11-12-5-4-8-19(2,3)16(12)17(21)18-15(11)14(10)13(20)9-22-18/h6-7,13,20-21H,4-5,8-9H2,1-3H3/t13-/m1/s1

> <INCHI_KEY>
WBARWKOEKWQJTK-UHFFFAOYSA-N

> <FORMULA>
C19H22O3

> <MOLECULAR_WEIGHT>
298.382

> <EXACT_MASS>
298.156894568

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
33.899674285631534

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(12S)-6,6,14-trimethyl-10-oxatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadeca-1(16),2(7),8,13(17),14-pentaene-8,12-diol

> <ALOGPS_LOGP>
4.07

> <JCHEM_LOGP>
4.175120156333333

> <ALOGPS_LOGS>
-3.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.741971650158867

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.435017164522229

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3528791386973094

> <JCHEM_POLAR_SURFACE_AREA>
49.69

> <JCHEM_REFRACTIVITY>
87.01650000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.01e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(12S)-6,6,14-trimethyl-10-oxatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadeca-1(16),2(7),8,13(17),14-pentaene-8,12-diol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 44 47  0  0  0  0  0  0  0  0999 V2000
    4.7289   -1.2471    0.0025 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2466   -1.2031   -0.0093 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5189   -2.3408    0.1199 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1442   -2.2780    0.1061 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5130   -1.0553   -0.0391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8751   -0.9674   -0.0583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5027    0.2326   -0.2027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6994    1.3617   -0.3292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3239    2.6052   -0.4787 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6581    1.3246   -0.3159 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2875    0.0851   -0.1680 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6631    0.0502   -0.1581 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4377    1.2765   -0.3163 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6712    1.2416    0.3245 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6794    2.4438    0.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4234    2.4878   -0.4439 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9616    0.4250   -0.2345 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3567    0.8502   -1.6392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3133    1.5408    0.7312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7357   -0.7917    0.1561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1020   -2.0785   -0.2481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6548   -2.1997    0.0802 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1799   -0.7068   -0.8593 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1619   -0.9471    0.9782 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0521   -2.3181   -0.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0101   -3.3030    0.2344 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6003   -3.2048    0.2117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8171    3.4529   -0.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6341    1.5352   -1.3888 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0378    2.1181    0.5192 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5358    2.2765    1.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2200    3.4018    0.0892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4591    0.8081   -1.6831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9756    0.0640   -2.3202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0323    1.8581   -1.8953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5934    2.4583    0.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1597    1.2686    1.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4624    1.7773    1.4179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7284   -0.7287   -0.3791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0178   -0.7976    1.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2967   -2.2871   -1.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6418   -2.9041    0.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2214   -2.9390   -0.6569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4730   -2.6463    1.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
  7 17  1  0
 17 18  1  6
 17 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  0
 12  2  1  0
 11  5  1  0
 22  6  1  0
 16 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  4 27  1  0
  9 28  1  0
 13 29  1  6
 14 30  1  0
 15 31  1  0
 15 32  1  0
 18 33  1  0
 18 34  1  0
 18 35  1  0
 19 36  1  0
 19 37  1  0
 19 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
 21 42  1  0
 22 43  1  0
 22 44  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       4.729  -1.247   0.003  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.247  -1.203  -0.009  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.519  -2.341   0.120  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.144  -2.278   0.106  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.513  -1.055  -0.039  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.875  -0.967  -0.058  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.503   0.233  -0.203  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.699   1.362  -0.329  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.324   2.605  -0.479  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.658   1.325  -0.316  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.288   0.085  -0.168  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.663   0.050  -0.158  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.438   1.276  -0.316  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.671   1.242   0.325  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.679   2.444   0.258  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.423   2.488  -0.444  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.962   0.425  -0.235  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.357   0.850  -1.639  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.313   1.541   0.731  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.736  -0.792   0.156  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.102  -2.079  -0.248  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.655  -2.200   0.080  0.00  0.00           C+0
HETATM   23  H   UNK     0       5.180  -0.707  -0.859  0.00  0.00           H+0
HETATM   24  H   UNK     0       5.162  -0.947   0.978  0.00  0.00           H+0
HETATM   25  H   UNK     0       5.052  -2.318  -0.137  0.00  0.00           H+0
HETATM   26  H   UNK     0       3.010  -3.303   0.234  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.600  -3.205   0.212  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.817   3.453  -0.574  0.00  0.00           H+0
HETATM   29  H   UNK     0       3.634   1.535  -1.389  0.00  0.00           H+0
HETATM   30  H   UNK     0       5.038   2.118   0.519  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.536   2.276   1.326  0.00  0.00           H+0
HETATM   32  H   UNK     0       3.220   3.402   0.089  0.00  0.00           H+0
HETATM   33  H   UNK     0      -4.459   0.808  -1.683  0.00  0.00           H+0
HETATM   34  H   UNK     0      -2.976   0.064  -2.320  0.00  0.00           H+0
HETATM   35  H   UNK     0      -3.032   1.858  -1.895  0.00  0.00           H+0
HETATM   36  H   UNK     0      -3.593   2.458   0.199  0.00  0.00           H+0
HETATM   37  H   UNK     0      -4.160   1.269   1.398  0.00  0.00           H+0
HETATM   38  H   UNK     0      -2.462   1.777   1.418  0.00  0.00           H+0
HETATM   39  H   UNK     0      -4.728  -0.729  -0.379  0.00  0.00           H+0
HETATM   40  H   UNK     0      -4.018  -0.798   1.246  0.00  0.00           H+0
HETATM   41  H   UNK     0      -3.297  -2.287  -1.330  0.00  0.00           H+0
HETATM   42  H   UNK     0      -3.642  -2.904   0.295  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.221  -2.939  -0.657  0.00  0.00           H+0
HETATM   44  H   UNK     0      -1.473  -2.646   1.079  0.00  0.00           H+0
CONECT    1    2   23   24   25                                             
CONECT    2    1    3   12                                                  
CONECT    3    2    4   26                                                  
CONECT    4    3    5   27                                                  
CONECT    5    4    6   11                                                  
CONECT    6    5    7   22                                                  
CONECT    7    6    8   17                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8   28                                                       
CONECT   10    8   11   16                                                  
CONECT   11   10   12    5                                                  
CONECT   12   11   13    2                                                  
CONECT   13   12   14   15   29                                             
CONECT   14   13   30                                                       
CONECT   15   13   16   31   32                                             
CONECT   16   15   10                                                       
CONECT   17    7   18   19   20                                             
CONECT   18   17   33   34   35                                             
CONECT   19   17   36   37   38                                             
CONECT   20   17   21   39   40                                             
CONECT   21   20   22   41   42                                             
CONECT   22   21    6   43   44                                             
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    3                                                            
CONECT   27    4                                                            
CONECT   28    9                                                            
CONECT   29   13                                                            
CONECT   30   14                                                            
CONECT   31   15                                                            
CONECT   32   15                                                            
CONECT   33   18                                                            
CONECT   34   18                                                            
CONECT   35   18                                                            
CONECT   36   19                                                            
CONECT   37   19                                                            
CONECT   38   19                                                            
CONECT   39   20                                                            
CONECT   40   20                                                            
CONECT   41   21                                                            
CONECT   42   21                                                            
CONECT   43   22                                                            
CONECT   44   22                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   94    0
END

RDKit          3D

44 47  0  0  0  0  0  0  0  0999 V2000
    4.7289   -1.2471    0.0025 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2466   -1.2031   -0.0093 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5189   -2.3408    0.1199 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1442   -2.2780    0.1061 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5130   -1.0553   -0.0391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8751   -0.9674   -0.0583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5027    0.2326   -0.2027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6994    1.3617   -0.3292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3239    2.6052   -0.4787 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6581    1.3246   -0.3159 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2875    0.0851   -0.1680 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6631    0.0502   -0.1581 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4377    1.2765   -0.3163 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6712    1.2416    0.3245 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6794    2.4438    0.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4234    2.4878   -0.4439 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9616    0.4250   -0.2345 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3567    0.8502   -1.6392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3133    1.5408    0.7312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7357   -0.7917    0.1561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1020   -2.0785   -0.2481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6548   -2.1997    0.0802 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1799   -0.7068   -0.8593 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1619   -0.9471    0.9782 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0521   -2.3181   -0.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0101   -3.3030    0.2344 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6003   -3.2048    0.2117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8171    3.4529   -0.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6341    1.5352   -1.3888 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0378    2.1181    0.5192 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5358    2.2765    1.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2200    3.4018    0.0892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4591    0.8081   -1.6831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9756    0.0640   -2.3202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0323    1.8581   -1.8953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5934    2.4583    0.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1597    1.2686    1.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4624    1.7773    1.4179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7284   -0.7287   -0.3791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0178   -0.7976    1.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2967   -2.2871   -1.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6418   -2.9041    0.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2214   -2.9390   -0.6569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4730   -2.6463    1.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
  7 17  1  0
 17 18  1  6
 17 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  0
 12  2  1  0
 11  5  1  0
 22  6  1  0
 16 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  4 27  1  0
  9 28  1  0
 13 29  1  6
 14 30  1  0
 15 31  1  0
 15 32  1  0
 18 33  1  0
 18 34  1  0
 18 35  1  0
 19 36  1  0
 19 37  1  0
 19 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
 21 42  1  0
 22 43  1  0
 22 44  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₉H₂₂O₃

Average Mass

298.3820 Da

Monoisotopic Mass

298.15689 Da

IUPAC Name

(12S)-6,6,14-trimethyl-10-oxatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadeca-1(16),2(7),8,13(17),14-pentaene-8,12-diol

Traditional Name

(12S)-6,6,14-trimethyl-10-oxatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadeca-1(16),2(7),8,13(17),14-pentaene-8,12-diol

CAS Registry Number

Not Available

SMILES

CC1=C2C(O)COC3=C(O)C4=C(CCCC4(C)C)C(C=C1)=C23

InChI Identifier

InChI=1S/C19H22O3/c1-10-6-7-11-12-5-4-8-19(2,3)16(12)17(21)18-15(11)14(10)13(20)9-22-18/h6-7,13,20-21H,4-5,8-9H2,1-3H3

InChI Key

WBARWKOEKWQJTK-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
Aspergillus sp.	NPAtlas	23457022

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenanthrols. Phenanthrols are compounds containing a phenanthrene (or its hydrogenated derivative) to which a hydroxyl group is attached.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Phenanthrols

Direct Parent

Phenanthrols

Alternative Parents

Substituents

Phenanthrol
Naphthopyran
2-naphthol
2-benzopyran
1-benzopyran
Tetralin
Naphthalene
Benzopyran
Alkyl aryl ether
Pyran
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
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	4.07	ALOGPS
logP	4.18	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	10.44	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.69 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	87.02 m³·mol⁻¹	ChemAxon
Polarizability	33.9 Å³	ChemAxon
Number of Rings	4	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

NPAtlas ID

NPA018941

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78435112

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139588383

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Aspergiloid F (NP0011563)

MOL for NP0011563 (Aspergiloid F)

3D MOL for NP0011563 (Aspergiloid F)

3D SDF for NP0011563 (Aspergiloid F)

3D-SDF for NP0011563 (Aspergiloid F)

PDB for NP0011563 (Aspergiloid F)

3D PDB for NP0011563 (Aspergiloid F)

SMILES for NP0011563 (Aspergiloid F)

INCHI for NP0011563 (Aspergiloid F)

Structure for NP0011563 (Aspergiloid F)

3D Structure for NP0011563 (Aspergiloid F)