NP-MRD: Showing NP-Card for 13-epi-estrone (lumioestrone) (NP0030350)

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Record Information

Version

2.0

Created at

2021-06-19 21:43:52 UTC

Updated at

2021-06-29 23:58:16 UTC

NP-MRD ID

NP0030350

Secondary Accession Numbers

None

Natural Product Identification

Common Name

13-epi-estrone (lumioestrone)

Provided By

JEOL Database JEOL Logo

Description

ZINC3869899 belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane. 13-epi-estrone (lumioestrone) was first documented in 2001 (Fielding, L.,et al.). Based on a literature review very few articles have been published on ZINC3869899.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192123433D          

 42 45  0  0  0  0            999 V2000
    1.4619   -1.4280   -1.7815 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2080   -1.9483   -0.3663 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0987   -1.2443    0.6687 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5927    0.1409    1.0706 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1424    0.0891    1.5901 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3963    1.4257    2.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4169    2.2848    2.8603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0729    3.4935    3.3591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3877    3.8532    3.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8257    5.0432    3.6174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2270    3.0150    2.3946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7466    1.7894    1.8973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7037    0.9216    1.1172 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2151   -0.5123    0.9440 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7565   -0.5086    0.4803 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2938   -1.8959    0.0001 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4749   -3.0462    0.9991 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3483   -4.1853    0.4084 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4658   -3.4488   -0.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4626   -4.0042   -0.7327 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8921   -2.0002   -2.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1819   -0.3748   -1.8822 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5196   -1.5219   -2.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1816   -1.8567    1.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1237   -1.1569    0.2859 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6655    0.8311    0.2208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2740    0.5231    1.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190   -0.5788    2.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4466    2.0273    3.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5724    4.1476    3.9383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7564    5.1594    3.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2603    3.2968    2.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6796    0.9002    1.6171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8486    1.3779    0.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8550   -1.0244    0.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3109   -1.0523    1.8946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6959    0.1572   -0.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8884   -2.1530   -0.8902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0913   -2.7861    1.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5239   -3.3365    1.1140 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7345   -4.8507    1.1834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2237   -4.7459   -0.3364 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  2  0  0  0  0
  6  7  2  0  0  0  0
  6 12  1  0  0  0  0
  5  4  1  0  0  0  0
 15 16  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  2 16  1  0  0  0  0
  8  9  2  0  0  0  0
  8  7  1  0  0  0  0
  9 11  1  0  0  0  0
  6  5  1  0  0  0  0
 12 13  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19  2  1  0  0  0  0
 13 14  1  0  0  0  0
 19 20  2  0  0  0  0
 14 15  1  0  0  0  0
  9 10  1  0  0  0  0
  5 15  1  0  0  0  0
  2  1  1  6  0  0  0
  8 30  1  0  0  0  0
 11 32  1  0  0  0  0
  7 29  1  0  0  0  0
 13 33  1  0  0  0  0
 13 34  1  0  0  0  0
 14 35  1  0  0  0  0
 14 36  1  0  0  0  0
  5 28  1  1  0  0  0
 15 37  1  6  0  0  0
  3 24  1  0  0  0  0
  3 25  1  0  0  0  0
  4 26  1  0  0  0  0
  4 27  1  0  0  0  0
 16 38  1  6  0  0  0
 17 39  1  0  0  0  0
 17 40  1  0  0  0  0
 18 41  1  0  0  0  0
 18 42  1  0  0  0  0
 10 31  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
M  END

     RDKit          3D

 42 45  0  0  0  0  0  0  0  0999 V2000
    1.4619   -1.4280   -1.7815 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2080   -1.9483   -0.3663 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0987   -1.2443    0.6687 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5927    0.1409    1.0706 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1424    0.0891    1.5901 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3963    1.4257    2.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4169    2.2848    2.8603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0729    3.4935    3.3591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3877    3.8532    3.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8257    5.0432    3.6174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2270    3.0150    2.3946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7466    1.7894    1.8973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7037    0.9216    1.1172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2151   -0.5123    0.9440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7565   -0.5086    0.4803 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2938   -1.8959    0.0001 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4749   -3.0462    0.9991 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3483   -4.1853    0.4084 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4658   -3.4488   -0.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4626   -4.0042   -0.7327 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8921   -2.0002   -2.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1819   -0.3748   -1.8822 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5196   -1.5219   -2.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1816   -1.8567    1.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1237   -1.1569    0.2859 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6655    0.8311    0.2208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2740    0.5231    1.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190   -0.5788    2.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4466    2.0273    3.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5724    4.1476    3.9383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7564    5.1594    3.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2603    3.2968    2.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6796    0.9002    1.6171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8486    1.3779    0.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8550   -1.0244    0.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3109   -1.0523    1.8946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6959    0.1572   -0.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8884   -2.1530   -0.8902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0913   -2.7861    1.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5239   -3.3365    1.1140 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7345   -4.8507    1.1834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2237   -4.7459   -0.3364 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  2  0
  6  7  2  0
  6 12  1  0
  5  4  1  0
 15 16  1  0
  2  3  1  0
  3  4  1  0
  2 16  1  0
  8  9  2  0
  8  7  1  0
  9 11  1  0
  6  5  1  0
 12 13  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19  2  1  0
 13 14  1  0
 19 20  2  0
 14 15  1  0
  9 10  1  0
  5 15  1  0
  2  1  1  6
  8 30  1  0
 11 32  1  0
  7 29  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
  5 28  1  1
 15 37  1  6
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
 16 38  1  6
 17 39  1  0
 17 40  1  0
 18 41  1  0
 18 42  1  0
 10 31  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
M  END


  Mrv1652306192123433D          

 42 45  0  0  0  0            999 V2000
    1.4619   -1.4280   -1.7815 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2080   -1.9483   -0.3663 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0987   -1.2443    0.6687 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5927    0.1409    1.0706 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1424    0.0891    1.5901 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3963    1.4257    2.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4169    2.2848    2.8603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0729    3.4935    3.3591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3877    3.8532    3.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8257    5.0432    3.6174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2270    3.0150    2.3946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7466    1.7894    1.8973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7037    0.9216    1.1172 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2151   -0.5123    0.9440 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7565   -0.5086    0.4803 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2938   -1.8959    0.0001 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4749   -3.0462    0.9991 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3483   -4.1853    0.4084 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4658   -3.4488   -0.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4626   -4.0042   -0.7327 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8921   -2.0002   -2.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1819   -0.3748   -1.8822 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5196   -1.5219   -2.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1816   -1.8567    1.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1237   -1.1569    0.2859 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6655    0.8311    0.2208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2740    0.5231    1.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190   -0.5788    2.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4466    2.0273    3.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5724    4.1476    3.9383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7564    5.1594    3.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2603    3.2968    2.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6796    0.9002    1.6171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8486    1.3779    0.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8550   -1.0244    0.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3109   -1.0523    1.8946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6959    0.1572   -0.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8884   -2.1530   -0.8902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0913   -2.7861    1.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5239   -3.3365    1.1140 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7345   -4.8507    1.1834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2237   -4.7459   -0.3364 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  2  0  0  0  0
  6  7  2  0  0  0  0
  6 12  1  0  0  0  0
  5  4  1  0  0  0  0
 15 16  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  2 16  1  0  0  0  0
  8  9  2  0  0  0  0
  8  7  1  0  0  0  0
  9 11  1  0  0  0  0
  6  5  1  0  0  0  0
 12 13  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19  2  1  0  0  0  0
 13 14  1  0  0  0  0
 19 20  2  0  0  0  0
 14 15  1  0  0  0  0
  9 10  1  0  0  0  0
  5 15  1  0  0  0  0
  2  1  1  6  0  0  0
  8 30  1  0  0  0  0
 11 32  1  0  0  0  0
  7 29  1  0  0  0  0
 13 33  1  0  0  0  0
 13 34  1  0  0  0  0
 14 35  1  0  0  0  0
 14 36  1  0  0  0  0
  5 28  1  1  0  0  0
 15 37  1  6  0  0  0
  3 24  1  0  0  0  0
  3 25  1  0  0  0  0
  4 26  1  0  0  0  0
  4 27  1  0  0  0  0
 16 38  1  6  0  0  0
 17 39  1  0  0  0  0
 17 40  1  0  0  0  0
 18 41  1  0  0  0  0
 18 42  1  0  0  0  0
 10 31  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0030350

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C2C(=C1[H])C([H])([H])C([H])([H])[C@]1([H])[C@]3([H])C([H])([H])C([H])([H])C(=O)[C@]3(C([H])([H])[H])C([H])([H])C([H])([H])[C@@]21[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H22O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-16,19H,2,4,6-9H2,1H3/t14-,15-,16-,18+/m0/s1

> <INCHI_KEY>
DNXHEGUUPJUMQT-NBOOPKSLSA-N

> <FORMULA>
C18H22O2

> <MOLECULAR_WEIGHT>
270.372

> <EXACT_MASS>
270.161979948

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
31.160745011238124

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,10S,11S,15R)-5-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-trien-14-one

> <ALOGPS_LOGP>
4.03

> <JCHEM_LOGP>
4.309029034000001

> <ALOGPS_LOGS>
-4.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.957534565528498

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.32695754200012

> <JCHEM_PKA_STRONGEST_BASIC>
-5.448299376893847

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
79.08239999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.94e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,10S,11S,15R)-5-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-trien-14-one

> <JCHEM_VEBER_RULE>
1

$$$$

     RDKit          3D

 42 45  0  0  0  0  0  0  0  0999 V2000
    1.4619   -1.4280   -1.7815 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2080   -1.9483   -0.3663 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0987   -1.2443    0.6687 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5927    0.1409    1.0706 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1424    0.0891    1.5901 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3963    1.4257    2.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4169    2.2848    2.8603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0729    3.4935    3.3591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3877    3.8532    3.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8257    5.0432    3.6174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2270    3.0150    2.3946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7466    1.7894    1.8973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7037    0.9216    1.1172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2151   -0.5123    0.9440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7565   -0.5086    0.4803 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2938   -1.8959    0.0001 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4749   -3.0462    0.9991 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3483   -4.1853    0.4084 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4658   -3.4488   -0.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4626   -4.0042   -0.7327 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8921   -2.0002   -2.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1819   -0.3748   -1.8822 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5196   -1.5219   -2.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1816   -1.8567    1.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1237   -1.1569    0.2859 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6655    0.8311    0.2208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2740    0.5231    1.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190   -0.5788    2.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4466    2.0273    3.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5724    4.1476    3.9383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7564    5.1594    3.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2603    3.2968    2.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6796    0.9002    1.6171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8486    1.3779    0.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8550   -1.0244    0.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3109   -1.0523    1.8946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6959    0.1572   -0.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8884   -2.1530   -0.8902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0913   -2.7861    1.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5239   -3.3365    1.1140 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7345   -4.8507    1.1834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2237   -4.7459   -0.3364 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  2  0
  6  7  2  0
  6 12  1  0
  5  4  1  0
 15 16  1  0
  2  3  1  0
  3  4  1  0
  2 16  1  0
  8  9  2  0
  8  7  1  0
  9 11  1  0
  6  5  1  0
 12 13  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19  2  1  0
 13 14  1  0
 19 20  2  0
 14 15  1  0
  9 10  1  0
  5 15  1  0
  2  1  1  6
  8 30  1  0
 11 32  1  0
  7 29  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
  5 28  1  1
 15 37  1  6
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
 16 38  1  6
 17 39  1  0
 17 40  1  0
 18 41  1  0
 18 42  1  0
 10 31  1  0
  1 21  1  0
  1 22  1  0
  1 23  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  C   UNK     0       1.462  -1.428  -1.782  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.208  -1.948  -0.366  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.099  -1.244   0.669  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.593   0.141   1.071  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.142   0.089   1.590  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.396   1.426   2.098  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.417   2.285   2.860  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.073   3.494   3.359  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.388   3.853   3.118  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.826   5.043   3.617  0.00  0.00           O+0
HETATM   11  C   UNK     0      -2.227   3.015   2.395  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.747   1.789   1.897  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.704   0.922   1.117  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.215  -0.512   0.944  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.757  -0.509   0.480  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.294  -1.896   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.475  -3.046   0.999  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.348  -4.185   0.408  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.466  -3.449  -0.287  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.463  -4.004  -0.733  0.00  0.00           O+0
HETATM   21  H   UNK     0       0.892  -2.000  -2.523  0.00  0.00           H+0
HETATM   22  H   UNK     0       1.182  -0.375  -1.882  0.00  0.00           H+0
HETATM   23  H   UNK     0       2.520  -1.522  -2.053  0.00  0.00           H+0
HETATM   24  H   UNK     0       2.182  -1.857   1.577  0.00  0.00           H+0
HETATM   25  H   UNK     0       3.124  -1.157   0.286  0.00  0.00           H+0
HETATM   26  H   UNK     0       1.666   0.831   0.221  0.00  0.00           H+0
HETATM   27  H   UNK     0       2.274   0.523   1.838  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.119  -0.579   2.462  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.447   2.027   3.091  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.572   4.148   3.938  0.00  0.00           H+0
HETATM   31  H   UNK     0      -2.756   5.159   3.367  0.00  0.00           H+0
HETATM   32  H   UNK     0      -3.260   3.297   2.213  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.680   0.900   1.617  0.00  0.00           H+0
HETATM   34  H   UNK     0      -2.849   1.378   0.130  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.855  -1.024   0.216  0.00  0.00           H+0
HETATM   36  H   UNK     0      -2.311  -1.052   1.895  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.696   0.157  -0.395  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.888  -2.153  -0.890  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.091  -2.786   1.992  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.524  -3.337   1.114  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.735  -4.851   1.183  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.224  -4.746  -0.336  0.00  0.00           H+0
CONECT    1    2   21   22   23                                             
CONECT    2    3   16   19    1                                             
CONECT    3    2    4   24   25                                             
CONECT    4    5    3   26   27                                             
CONECT    5    4    6   15   28                                             
CONECT    6    7   12    5                                                  
CONECT    7    6    8   29                                                  
CONECT    8    9    7   30                                                  
CONECT    9    8   11   10                                                  
CONECT   10    9   31                                                       
CONECT   11   12    9   32                                                  
CONECT   12   11    6   13                                                  
CONECT   13   12   14   33   34                                             
CONECT   14   13   15   35   36                                             
CONECT   15   16   14    5   37                                             
CONECT   16   15    2   17   38                                             
CONECT   17   16   18   39   40                                             
CONECT   18   17   19   41   42                                             
CONECT   19   18    2   20                                                  
CONECT   20   19                                                            
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    3                                                            
CONECT   25    3                                                            
CONECT   26    4                                                            
CONECT   27    4                                                            
CONECT   28    5                                                            
CONECT   29    7                                                            
CONECT   30    8                                                            
CONECT   31   10                                                            
CONECT   32   11                                                            
CONECT   33   13                                                            
CONECT   34   13                                                            
CONECT   35   14                                                            
CONECT   36   14                                                            
CONECT   37   15                                                            
CONECT   38   16                                                            
CONECT   39   17                                                            
CONECT   40   17                                                            
CONECT   41   18                                                            
CONECT   42   18                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   90    0
END

RDKit          3D

42 45  0  0  0  0  0  0  0  0999 V2000
    1.4619   -1.4280   -1.7815 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2080   -1.9483   -0.3663 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0987   -1.2443    0.6687 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5927    0.1409    1.0706 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1424    0.0891    1.5901 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3963    1.4257    2.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4169    2.2848    2.8603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0729    3.4935    3.3591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3877    3.8532    3.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8257    5.0432    3.6174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2270    3.0150    2.3946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7466    1.7894    1.8973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7037    0.9216    1.1172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2151   -0.5123    0.9440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7565   -0.5086    0.4803 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2938   -1.8959    0.0001 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4749   -3.0462    0.9991 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3483   -4.1853    0.4084 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4658   -3.4488   -0.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4626   -4.0042   -0.7327 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8921   -2.0002   -2.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1819   -0.3748   -1.8822 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5196   -1.5219   -2.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1816   -1.8567    1.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1237   -1.1569    0.2859 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6655    0.8311    0.2208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2740    0.5231    1.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190   -0.5788    2.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4466    2.0273    3.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5724    4.1476    3.9383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7564    5.1594    3.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2603    3.2968    2.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6796    0.9002    1.6171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8486    1.3779    0.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8550   -1.0244    0.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3109   -1.0523    1.8946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6959    0.1572   -0.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8884   -2.1530   -0.8902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0913   -2.7861    1.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5239   -3.3365    1.1140 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7345   -4.8507    1.1834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2237   -4.7459   -0.3364 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  2  0
  6  7  2  0
  6 12  1  0
  5  4  1  0
 15 16  1  0
  2  3  1  0
  3  4  1  0
  2 16  1  0
  8  9  2  0
  8  7  1  0
  9 11  1  0
  6  5  1  0
 12 13  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19  2  1  0
 13 14  1  0
 19 20  2  0
 14 15  1  0
  9 10  1  0
  5 15  1  0
  2  1  1  6
  8 30  1  0
 11 32  1  0
  7 29  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
  5 28  1  1
 15 37  1  6
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
 16 38  1  6
 17 39  1  0
 17 40  1  0
 18 41  1  0
 18 42  1  0
 10 31  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₂₂O₂

Average Mass

270.3720 Da

Monoisotopic Mass

270.16198 Da

IUPAC Name

(1R,10S,11S,15R)-5-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-trien-14-one

Traditional Name

(1R,10S,11S,15R)-5-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-trien-14-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C2C(=C1[H])C([H])([H])C([H])([H])[C@]1([H])[C@]3([H])C([H])([H])C([H])([H])C(=O)[C@]3(C([H])([H])[H])C([H])([H])C([H])([H])[C@@]21[H]

InChI Identifier

InChI=1S/C18H22O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-16,19H,2,4,6-9H2,1H3/t14-,15-,16-,18+/m0/s1

InChI Key

DNXHEGUUPJUMQT-NBOOPKSLSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃ + CD₃OD (4 : 1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃ + CD₃OD (4 : 1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃ + CD₃OD (4 : 1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃ + CD₃OD (4 : 1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃ + CD₃OD (4 : 1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃ + CD₃OD (4 : 1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃ + CD₃OD (4 : 1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃ + CD₃OD (4 : 1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃ + CD₃OD (4 : 1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃ + CD₃OD (4 : 1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃ + CD₃OD (4 : 1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃ + CD₃OD (4 : 1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃ + CD₃OD (4 : 1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃ + CD₃OD (4 : 1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃ + CD₃OD (4 : 1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃ + CD₃OD (4 : 1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃ + CD₃OD (4 : 1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃ + CD₃OD (4 : 1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃ + CD₃OD (4 : 1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃ + CD₃OD (4 : 1), 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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Estrane steroids

Direct Parent

Estrogens and derivatives

Alternative Parents

Substituents

Estrogen-skeleton
3-hydroxysteroid
Hydroxysteroid
17-oxosteroid
Oxosteroid
Phenanthrene
Tetralin
Phenol
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Ketone
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.03	ALOGPS
logP	4.31	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	10.33	ChemAxon
pKa (Strongest Basic)	-5.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	79.08 m³·mol⁻¹	ChemAxon
Polarizability	31.16 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10043709

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11869378

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Fielding, L.,et al. (2001). Fielding, L.,et al, Magn. Reson. Chem. 39, 323 (2001). Mag. Reson. Chem..

Showing NP-Card for 13-epi-estrone (lumioestrone) (NP0030350)

MOL for NP0030350 (13-epi-estrone (lumioestrone))

3D MOL for NP0030350 (13-epi-estrone (lumioestrone))

3D SDF for NP0030350 (13-epi-estrone (lumioestrone))

3D-SDF for NP0030350 (13-epi-estrone (lumioestrone))

PDB for NP0030350 (13-epi-estrone (lumioestrone))

3D PDB for NP0030350 (13-epi-estrone (lumioestrone))

SMILES for NP0030350 (13-epi-estrone (lumioestrone))

INCHI for NP0030350 (13-epi-estrone (lumioestrone))

Structure for NP0030350 (13-epi-estrone (lumioestrone))

3D Structure for NP0030350 (13-epi-estrone (lumioestrone))