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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:08:36 UTC

Update Date

2022-03-07 02:54:04 UTC

HMDB ID

HMDB0034331

Secondary Accession Numbers

HMDB34331

Metabolite Identification

Common Name

Portensterol

Description

Portensterol belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Portensterol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 05061307442D          

 30 33  0  0  0  0            999 V2000
   -3.2000   -1.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0719   -2.4006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0592   -1.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5528   -0.4466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232    0.6018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1073    0.1997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1873   -0.2209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6810    0.4304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520    2.7844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8399    2.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5867    1.7614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962    2.2244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2475    0.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4354    0.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9960    2.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9990    0.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3828   -1.6364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8764   -0.9851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8637    0.3176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1838    2.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5278    1.6682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5596    1.8632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    0.9689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7475    1.7180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8111    0.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0914    1.2325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9035    1.3777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4672    0.9421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399    1.8134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3429   -0.1741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
 10  9  1  0  0  0  0
 12 11  1  0  0  0  0
 14 13  1  0  0  0  0
 17  1  1  0  0  0  0
 17  2  1  0  0  0  0
 18  3  1  0  0  0  0
 18  7  1  0  0  0  0
 18 17  1  0  0  0  0
 19  4  1  0  0  0  0
 19  8  1  0  0  0  0
 20  9  2  0  0  0  0
 20 15  1  0  0  0  0
 21 13  1  0  0  0  0
 21 15  1  0  0  0  0
 22 10  1  0  0  0  0
 23 11  1  0  0  0  0
 23 19  1  0  0  0  0
 24 12  1  0  0  0  0
 24 22  1  0  0  0  0
 25 16  1  0  0  0  0
 26 22  2  0  0  0  0
 26 25  1  0  0  0  0
 27  5  1  0  0  0  0
 27 14  1  0  0  0  0
 27 20  1  0  0  0  0
 27 26  1  0  0  0  0
 28  6  1  0  0  0  0
 28 16  1  0  0  0  0
 28 23  1  0  0  0  0
 28 24  1  0  0  0  0
 29 21  1  0  0  0  0
 30 25  1  0  0  0  0
M  END

HMDB0034331
     RDKit          3D
Portensterol
 74 77  0  0  0  0  0  0  0  0999 V2000
   -6.8375    1.3714   -0.7048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7673   -0.1009   -0.4847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4432   -0.5398    0.7630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2427   -0.5581   -0.4810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4025   -2.0765   -0.2422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6972    0.1074    0.6724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6099    0.7542    0.8561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5275    1.0249   -0.0959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6753    0.4067   -1.4254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2908    0.4067    0.5554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1506    1.0772    1.9430 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2660    0.6472    2.2923 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9799    0.9798    1.0156 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2474    0.2562    0.9963 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7766   -0.3551   -0.0462 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8910   -0.5936   -1.2106 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1584   -1.8267   -1.8195 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4888   -0.6784   -0.6710 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0130    0.6260   -0.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1216    1.7025   -1.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1755   -0.8088   -0.1216 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1559   -2.3330   -0.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8542   -0.4498   -1.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7325    0.7730   -1.2888 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8367    0.6107   -0.2999 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0587    0.2858   -0.8882 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4865   -0.3475    0.8245 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0146   -0.3184    0.9695 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4777    0.1468    2.0746 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0294    0.1954    2.2627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7931    1.9566    0.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0160    1.7001   -1.3927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7884    1.6064   -1.2494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2074   -0.6150   -1.3582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5461   -0.5956    0.5171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1746   -1.5453    1.0820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3975    0.2257    1.5749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9733   -0.3332   -1.4840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3022   -2.2668    0.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3569   -2.4444   -0.5850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5558   -2.6091   -0.7312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3690    0.0359    1.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4533    1.2088    1.9171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4318    2.1392   -0.1238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7063    0.4398   -2.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3634    0.9477   -2.1123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8355   -0.6831   -1.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5329   -0.6484    0.7527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2867    2.1475    1.8641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7858    0.5655    2.7026 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2391   -0.4586    2.3967 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6781    1.1727    3.1541 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1356    2.0900    1.0129 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0124    0.2267   -1.9080 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3349   -2.0816   -2.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1224   -1.1391   -1.4371 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4661   -1.4007    0.1978 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9782    2.4059   -0.8420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7370    2.3951   -1.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3921    1.3825   -2.1372 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1405   -2.7292    0.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7978   -2.7130    0.7778 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5263   -2.8044   -0.9761 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1088   -0.2352   -2.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4753   -1.2997   -1.7811 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1760    0.9555   -2.2892 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0763    1.6517   -1.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9985    1.6129    0.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6913   -0.1099   -0.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7666   -1.4023    0.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0116   -0.0212    1.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1257    0.5141    2.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7730    1.0747    2.9237 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7113   -0.7046    2.8642 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 15 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 19 10  1  0
 28 21  1  0
 19 13  1  0
 30 14  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  7 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
  9 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  0
 12 52  1  0
 13 53  1  0
 16 54  1  0
 17 55  1  0
 18 56  1  0
 18 57  1  0
 20 58  1  0
 20 59  1  0
 20 60  1  0
 22 61  1  0
 22 62  1  0
 22 63  1  0
 23 64  1  0
 23 65  1  0
 24 66  1  0
 24 67  1  0
 25 68  1  0
 26 69  1  0
 27 70  1  0
 27 71  1  0
 29 72  1  0
 30 73  1  0
 30 74  1  0
M  END


  Mrv0541 05061307442D          

 30 33  0  0  0  0            999 V2000
   -3.2000   -1.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0719   -2.4006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0592   -1.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5528   -0.4466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232    0.6018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1073    0.1997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1873   -0.2209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6810    0.4304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520    2.7844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8399    2.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5867    1.7614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962    2.2244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2475    0.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4354    0.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9960    2.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9990    0.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3828   -1.6364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8764   -0.9851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8637    0.3176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1838    2.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5278    1.6682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5596    1.8632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    0.9689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7475    1.7180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8111    0.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0914    1.2325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9035    1.3777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4672    0.9421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399    1.8134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3429   -0.1741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
 10  9  1  0  0  0  0
 12 11  1  0  0  0  0
 14 13  1  0  0  0  0
 17  1  1  0  0  0  0
 17  2  1  0  0  0  0
 18  3  1  0  0  0  0
 18  7  1  0  0  0  0
 18 17  1  0  0  0  0
 19  4  1  0  0  0  0
 19  8  1  0  0  0  0
 20  9  2  0  0  0  0
 20 15  1  0  0  0  0
 21 13  1  0  0  0  0
 21 15  1  0  0  0  0
 22 10  1  0  0  0  0
 23 11  1  0  0  0  0
 23 19  1  0  0  0  0
 24 12  1  0  0  0  0
 24 22  1  0  0  0  0
 25 16  1  0  0  0  0
 26 22  2  0  0  0  0
 26 25  1  0  0  0  0
 27  5  1  0  0  0  0
 27 14  1  0  0  0  0
 27 20  1  0  0  0  0
 27 26  1  0  0  0  0
 28  6  1  0  0  0  0
 28 16  1  0  0  0  0
 28 23  1  0  0  0  0
 28 24  1  0  0  0  0
 29 21  1  0  0  0  0
 30 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034331

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C(C)\C=C/C(C)C1CCC2C3=C(C(O)CC12C)C1(C)CCC(O)CC1=CC3

> <INCHI_IDENTIFIER>
InChI=1S/C28H44O2/c1-17(2)18(3)7-8-19(4)23-11-12-24-22-10-9-20-15-21(29)13-14-27(20,5)26(22)25(30)16-28(23,24)6/h7-9,17-19,21,23-25,29-30H,10-16H2,1-6H3/b8-7-

> <INCHI_KEY>
RJWIGXOAUROSSK-FPLPWBNLSA-N

> <FORMULA>
C28H44O2

> <MOLECULAR_WEIGHT>
412.6478

> <EXACT_MASS>
412.334130652

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
50.85715771551307

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
14-[(3Z)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(10),7-diene-5,17-diol

> <ALOGPS_LOGP>
5.87

> <JCHEM_LOGP>
5.357938097333333

> <ALOGPS_LOGS>
-4.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.930512996696702

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.270403982128066

> <JCHEM_PKA_STRONGEST_BASIC>
-0.5674229799783131

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
128.38059999999993

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.15e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14-[(3Z)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(10),7-diene-5,17-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034331
     RDKit          3D
Portensterol
 74 77  0  0  0  0  0  0  0  0999 V2000
   -6.8375    1.3714   -0.7048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7673   -0.1009   -0.4847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4432   -0.5398    0.7630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2427   -0.5581   -0.4810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4025   -2.0765   -0.2422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6972    0.1074    0.6724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6099    0.7542    0.8561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5275    1.0249   -0.0959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6753    0.4067   -1.4254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2908    0.4067    0.5554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1506    1.0772    1.9430 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2660    0.6472    2.2923 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9799    0.9798    1.0156 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2474    0.2562    0.9963 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7766   -0.3551   -0.0462 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8910   -0.5936   -1.2106 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1584   -1.8267   -1.8195 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4888   -0.6784   -0.6710 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0130    0.6260   -0.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1216    1.7025   -1.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1755   -0.8088   -0.1216 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1559   -2.3330   -0.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8542   -0.4498   -1.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7325    0.7730   -1.2888 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8367    0.6107   -0.2999 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0587    0.2858   -0.8882 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4865   -0.3475    0.8245 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0146   -0.3184    0.9695 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4777    0.1468    2.0746 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0294    0.1954    2.2627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7931    1.9566    0.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0160    1.7001   -1.3927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7884    1.6064   -1.2494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2074   -0.6150   -1.3582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5461   -0.5956    0.5171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1746   -1.5453    1.0820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3975    0.2257    1.5749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9733   -0.3332   -1.4840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3022   -2.2668    0.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3569   -2.4444   -0.5850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5558   -2.6091   -0.7312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3690    0.0359    1.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4533    1.2088    1.9171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4318    2.1392   -0.1238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7063    0.4398   -2.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3634    0.9477   -2.1123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8355   -0.6831   -1.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5329   -0.6484    0.7527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2867    2.1475    1.8641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7858    0.5655    2.7026 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2391   -0.4586    2.3967 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6781    1.1727    3.1541 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1356    2.0900    1.0129 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0124    0.2267   -1.9080 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3349   -2.0816   -2.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1224   -1.1391   -1.4371 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4661   -1.4007    0.1978 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9782    2.4059   -0.8420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7370    2.3951   -1.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3921    1.3825   -2.1372 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1405   -2.7292    0.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7978   -2.7130    0.7778 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5263   -2.8044   -0.9761 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1088   -0.2352   -2.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4753   -1.2997   -1.7811 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1760    0.9555   -2.2892 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0763    1.6517   -1.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9985    1.6129    0.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6913   -0.1099   -0.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7666   -1.4023    0.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0116   -0.0212    1.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1257    0.5141    2.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7730    1.0747    2.9237 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7113   -0.7046    2.8642 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 15 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 19 10  1  0
 28 21  1  0
 19 13  1  0
 30 14  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  7 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
  9 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  0
 12 52  1  0
 13 53  1  0
 16 54  1  0
 17 55  1  0
 18 56  1  0
 18 57  1  0
 20 58  1  0
 20 59  1  0
 20 60  1  0
 22 61  1  0
 22 62  1  0
 22 63  1  0
 23 64  1  0
 23 65  1  0
 24 66  1  0
 24 67  1  0
 25 68  1  0
 26 69  1  0
 27 70  1  0
 27 71  1  0
 29 72  1  0
 30 73  1  0
 30 74  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -5.973  -2.844   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.868  -4.481   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.977  -2.050   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.032  -0.834   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.897   1.123   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.200   0.373   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.083  -0.412   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.138   0.803   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.950   5.198   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.434   4.926   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.095   3.288   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.180   4.152   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.929   1.665   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.413   1.394   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.459   4.291   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.865   0.581   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.448  -3.055   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.503  -1.839   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.612   0.593   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.943   4.020   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.452   3.114   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.911   3.478   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.667   1.809   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.395   3.207   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.381   0.852   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.904   2.301   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.420   2.572   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.872   1.759   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       9.968   3.385   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       4.373  -0.325   0.000  0.00  0.00           O+0
CONECT    1   17                                                            
CONECT    2   17                                                            
CONECT    3   18                                                            
CONECT    4   19                                                            
CONECT    5   27                                                            
CONECT    6   28                                                            
CONECT    7    8   18                                                       
CONECT    8    7   19                                                       
CONECT    9   10   20                                                       
CONECT   10    9   22                                                       
CONECT   11   12   23                                                       
CONECT   12   11   24                                                       
CONECT   13   14   21                                                       
CONECT   14   13   27                                                       
CONECT   15   20   21                                                       
CONECT   16   25   28                                                       
CONECT   17    1    2   18                                                  
CONECT   18    3    7   17                                                  
CONECT   19    4    8   23                                                  
CONECT   20    9   15   27                                                  
CONECT   21   13   15   29                                                  
CONECT   22   10   24   26                                                  
CONECT   23   11   19   28                                                  
CONECT   24   12   22   28                                                  
CONECT   25   16   26   30                                                  
CONECT   26   22   25   27                                                  
CONECT   27    5   14   20   26                                             
CONECT   28    6   16   23   24                                             
CONECT   29   21                                                            
CONECT   30   25                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

COMPND    HMDB0034331
HETATM    1  C1  UNL     1      -6.837   1.371  -0.705  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.767  -0.101  -0.485  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.443  -0.540   0.763  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.243  -0.558  -0.481  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.403  -2.077  -0.242  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.697   0.107   0.672  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.610   0.754   0.856  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.528   1.025  -0.096  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.675   0.407  -1.425  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.291   0.407   0.555  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.151   1.077   1.943  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.266   0.647   2.292  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.980   0.980   1.016  1.00  0.00           C  
HETATM   14  C14 UNL     1       2.247   0.256   0.996  1.00  0.00           C  
HETATM   15  C15 UNL     1       2.777  -0.355  -0.046  1.00  0.00           C  
HETATM   16  C16 UNL     1       1.891  -0.594  -1.211  1.00  0.00           C  
HETATM   17  O1  UNL     1       2.158  -1.827  -1.820  1.00  0.00           O  
HETATM   18  C17 UNL     1       0.489  -0.678  -0.671  1.00  0.00           C  
HETATM   19  C18 UNL     1       0.013   0.626  -0.103  1.00  0.00           C  
HETATM   20  C19 UNL     1       0.122   1.703  -1.118  1.00  0.00           C  
HETATM   21  C20 UNL     1       4.176  -0.809  -0.122  1.00  0.00           C  
HETATM   22  C21 UNL     1       4.156  -2.333  -0.037  1.00  0.00           C  
HETATM   23  C22 UNL     1       4.854  -0.450  -1.426  1.00  0.00           C  
HETATM   24  C23 UNL     1       5.733   0.773  -1.289  1.00  0.00           C  
HETATM   25  C24 UNL     1       6.837   0.611  -0.300  1.00  0.00           C  
HETATM   26  O2  UNL     1       8.059   0.286  -0.888  1.00  0.00           O  
HETATM   27  C25 UNL     1       6.487  -0.347   0.825  1.00  0.00           C  
HETATM   28  C26 UNL     1       5.015  -0.318   0.970  1.00  0.00           C  
HETATM   29  C27 UNL     1       4.478   0.147   2.075  1.00  0.00           C  
HETATM   30  C28 UNL     1       3.029   0.195   2.263  1.00  0.00           C  
HETATM   31  H1  UNL     1      -6.793   1.957   0.249  1.00  0.00           H  
HETATM   32  H2  UNL     1      -6.016   1.700  -1.393  1.00  0.00           H  
HETATM   33  H3  UNL     1      -7.788   1.606  -1.249  1.00  0.00           H  
HETATM   34  H4  UNL     1      -7.207  -0.615  -1.358  1.00  0.00           H  
HETATM   35  H5  UNL     1      -8.546  -0.596   0.517  1.00  0.00           H  
HETATM   36  H6  UNL     1      -7.175  -1.545   1.082  1.00  0.00           H  
HETATM   37  H7  UNL     1      -7.397   0.226   1.575  1.00  0.00           H  
HETATM   38  H8  UNL     1      -4.973  -0.333  -1.484  1.00  0.00           H  
HETATM   39  H9  UNL     1      -5.302  -2.267   0.842  1.00  0.00           H  
HETATM   40  H10 UNL     1      -6.357  -2.444  -0.585  1.00  0.00           H  
HETATM   41  H11 UNL     1      -4.556  -2.609  -0.731  1.00  0.00           H  
HETATM   42  H12 UNL     1      -5.369   0.036   1.608  1.00  0.00           H  
HETATM   43  H13 UNL     1      -3.453   1.209   1.917  1.00  0.00           H  
HETATM   44  H14 UNL     1      -2.432   2.139  -0.124  1.00  0.00           H  
HETATM   45  H15 UNL     1      -1.706   0.440  -2.037  1.00  0.00           H  
HETATM   46  H16 UNL     1      -3.363   0.948  -2.112  1.00  0.00           H  
HETATM   47  H17 UNL     1      -2.835  -0.683  -1.340  1.00  0.00           H  
HETATM   48  H18 UNL     1      -1.533  -0.648   0.753  1.00  0.00           H  
HETATM   49  H19 UNL     1      -1.287   2.148   1.864  1.00  0.00           H  
HETATM   50  H20 UNL     1      -1.786   0.566   2.703  1.00  0.00           H  
HETATM   51  H21 UNL     1       0.239  -0.459   2.397  1.00  0.00           H  
HETATM   52  H22 UNL     1       0.678   1.173   3.154  1.00  0.00           H  
HETATM   53  H23 UNL     1       1.136   2.090   1.013  1.00  0.00           H  
HETATM   54  H24 UNL     1       2.012   0.227  -1.908  1.00  0.00           H  
HETATM   55  H25 UNL     1       1.335  -2.082  -2.319  1.00  0.00           H  
HETATM   56  H26 UNL     1      -0.122  -1.139  -1.437  1.00  0.00           H  
HETATM   57  H27 UNL     1       0.466  -1.401   0.198  1.00  0.00           H  
HETATM   58  H28 UNL     1       0.978   2.406  -0.842  1.00  0.00           H  
HETATM   59  H29 UNL     1      -0.737   2.395  -1.197  1.00  0.00           H  
HETATM   60  H30 UNL     1       0.392   1.382  -2.137  1.00  0.00           H  
HETATM   61  H31 UNL     1       3.140  -2.729   0.137  1.00  0.00           H  
HETATM   62  H32 UNL     1       4.798  -2.713   0.778  1.00  0.00           H  
HETATM   63  H33 UNL     1       4.526  -2.804  -0.976  1.00  0.00           H  
HETATM   64  H34 UNL     1       4.109  -0.235  -2.216  1.00  0.00           H  
HETATM   65  H35 UNL     1       5.475  -1.300  -1.781  1.00  0.00           H  
HETATM   66  H36 UNL     1       6.176   0.956  -2.289  1.00  0.00           H  
HETATM   67  H37 UNL     1       5.076   1.652  -1.083  1.00  0.00           H  
HETATM   68  H38 UNL     1       6.999   1.613   0.194  1.00  0.00           H  
HETATM   69  H39 UNL     1       8.691  -0.110  -0.257  1.00  0.00           H  
HETATM   70  H40 UNL     1       6.767  -1.402   0.557  1.00  0.00           H  
HETATM   71  H41 UNL     1       7.012  -0.021   1.743  1.00  0.00           H  
HETATM   72  H42 UNL     1       5.126   0.514   2.890  1.00  0.00           H  
HETATM   73  H43 UNL     1       2.773   1.075   2.924  1.00  0.00           H  
HETATM   74  H44 UNL     1       2.711  -0.705   2.864  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    4   34
CONECT    3   35   36   37
CONECT    4    5    6   38
CONECT    5   39   40   41
CONECT    6    7    7   42
CONECT    7    8   43
CONECT    8    9   10   44
CONECT    9   45   46   47
CONECT   10   11   19   48
CONECT   11   12   49   50
CONECT   12   13   51   52
CONECT   13   14   19   53
CONECT   14   15   15   30
CONECT   15   16   21
CONECT   16   17   18   54
CONECT   17   55
CONECT   18   19   56   57
CONECT   19   20
CONECT   20   58   59   60
CONECT   21   22   23   28
CONECT   22   61   62   63
CONECT   23   24   64   65
CONECT   24   25   66   67
CONECT   25   26   27   68
CONECT   26   69
CONECT   27   28   70   71
CONECT   28   29   29
CONECT   29   30   72
CONECT   30   73   74
END

HMDB0034331
     RDKit          3D
Portensterol
 74 77  0  0  0  0  0  0  0  0999 V2000
   -6.8375    1.3714   -0.7048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7673   -0.1009   -0.4847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4432   -0.5398    0.7630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2427   -0.5581   -0.4810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4025   -2.0765   -0.2422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6972    0.1074    0.6724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6099    0.7542    0.8561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5275    1.0249   -0.0959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6753    0.4067   -1.4254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2908    0.4067    0.5554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1506    1.0772    1.9430 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2660    0.6472    2.2923 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9799    0.9798    1.0156 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2474    0.2562    0.9963 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7766   -0.3551   -0.0462 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8910   -0.5936   -1.2106 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1584   -1.8267   -1.8195 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4888   -0.6784   -0.6710 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0130    0.6260   -0.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1216    1.7025   -1.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1755   -0.8088   -0.1216 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1559   -2.3330   -0.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8542   -0.4498   -1.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7325    0.7730   -1.2888 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8367    0.6107   -0.2999 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0587    0.2858   -0.8882 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4865   -0.3475    0.8245 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0146   -0.3184    0.9695 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4777    0.1468    2.0746 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0294    0.1954    2.2627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7931    1.9566    0.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0160    1.7001   -1.3927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7884    1.6064   -1.2494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2074   -0.6150   -1.3582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5461   -0.5956    0.5171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1746   -1.5453    1.0820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3975    0.2257    1.5749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9733   -0.3332   -1.4840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3022   -2.2668    0.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3569   -2.4444   -0.5850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5558   -2.6091   -0.7312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3690    0.0359    1.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4533    1.2088    1.9171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4318    2.1392   -0.1238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7063    0.4398   -2.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3634    0.9477   -2.1123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8355   -0.6831   -1.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5329   -0.6484    0.7527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2867    2.1475    1.8641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7858    0.5655    2.7026 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2391   -0.4586    2.3967 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6781    1.1727    3.1541 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1356    2.0900    1.0129 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0124    0.2267   -1.9080 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3349   -2.0816   -2.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1224   -1.1391   -1.4371 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4661   -1.4007    0.1978 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9782    2.4059   -0.8420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7370    2.3951   -1.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3921    1.3825   -2.1372 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1405   -2.7292    0.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7978   -2.7130    0.7778 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5263   -2.8044   -0.9761 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1088   -0.2352   -2.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4753   -1.2997   -1.7811 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1760    0.9555   -2.2892 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0763    1.6517   -1.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9985    1.6129    0.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6913   -0.1099   -0.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7666   -1.4023    0.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0116   -0.0212    1.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1257    0.5141    2.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7730    1.0747    2.9237 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7113   -0.7046    2.8642 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 15 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 19 10  1  0
 28 21  1  0
 19 13  1  0
 30 14  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  7 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
  9 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  0
 12 52  1  0
 13 53  1  0
 16 54  1  0
 17 55  1  0
 18 56  1  0
 18 57  1  0
 20 58  1  0
 20 59  1  0
 20 60  1  0
 22 61  1  0
 22 62  1  0
 22 63  1  0
 23 64  1  0
 23 65  1  0
 24 66  1  0
 24 67  1  0
 25 68  1  0
 26 69  1  0
 27 70  1  0
 27 71  1  0
 29 72  1  0
 30 73  1  0
 30 74  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(3beta,22E)-Ergosta-5,8,22-triene-3,11-diol	HMDB
Hydroxyisoergosterol	HMDB

Chemical Formula

C₂₈H₄₄O₂

Average Molecular Weight

412.6478

Monoisotopic Molecular Weight

412.334130652

IUPAC Name

14-[(3Z)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(10),7-diene-5,17-diol

Traditional Name

14-[(3Z)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(10),7-diene-5,17-diol

CAS Registry Number

62005-66-7

SMILES

CC(C)C(C)\C=C/C(C)C1CCC2C3=C(C(O)CC12C)C1(C)CCC(O)CC1=CC3

InChI Identifier

InChI=1S/C28H44O2/c1-17(2)18(3)7-8-19(4)23-11-12-24-22-10-9-20-15-21(29)13-14-27(20,5)26(22)25(30)16-28(23,24)6/h7-9,17-19,21,23-25,29-30H,10-16H2,1-6H3/b8-7-

InChI Key

RJWIGXOAUROSSK-FPLPWBNLSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Ergostane steroids

Direct Parent

Ergosterols and derivatives

Alternative Parents

Substituents

Ergosterol-skeleton
11-hydroxysteroid
Hydroxysteroid
3-hydroxysteroid
3-hydroxy-delta-5-steroid
Delta-5-steroid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0034331)
Cell membrane (HMDB: HMDB0034331)

Biofluid or Excreta

Urine (HMDB: HMDB0034331)

Tissue substructure

Hepatic tissue (HMDB: HMDB0034331)

Cellular substructure

Extracellular (HMDB: HMDB0034331)
Membrane (HMDB: HMDB0034331)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034331)

Source

Endogenous

Endogenous (HMDB: HMDB0034331)

Animal

Animal (HMDB: HMDB0034331)

Exogenous

Food

Food (HMDB: HMDB0034331)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0034331)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0034331)

Cellular process

Cell signaling (HMDB: HMDB0034331)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0034331)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0034331)

Nutrient

Nutrient (HMDB: HMDB0034331)

Molecular messenger

Signaling molecule (HMDB: HMDB0034331)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0034331)

Emulsifier (HMDB: HMDB0034331)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	250 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0052 g/L	ALOGPS
logP	5.87	ALOGPS
logP	5.36	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	18.27	ChemAxon
pKa (Strongest Basic)	-0.57	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	128.38 m³·mol⁻¹	ChemAxon
Polarizability	50.86 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	197.453	31661259
DarkChem	[M-H]-	194.978	31661259
DeepCCS	[M-2H]-	236.29	30932474
DeepCCS	[M+Na]+	211.519	30932474
AllCCS	[M+H]+	207.9	32859911
AllCCS	[M+H-H2O]+	205.8	32859911
AllCCS	[M+NH4]+	209.9	32859911
AllCCS	[M+Na]+	210.4	32859911
AllCCS	[M-H]-	207.4	32859911
AllCCS	[M+Na-2H]-	209.3	32859911
AllCCS	[M+HCOO]-	211.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Portensterol	CC(C)C(C)\C=C/C(C)C1CCC2C3=C(C(O)CC12C)C1(C)CCC(O)CC1=CC3	3318.7	Standard polar	33892256
Portensterol	CC(C)C(C)\C=C/C(C)C1CCC2C3=C(C(O)CC12C)C1(C)CCC(O)CC1=CC3	3136.2	Standard non polar	33892256
Portensterol	CC(C)C(C)\C=C/C(C)C1CCC2C3=C(C(O)CC12C)C1(C)CCC(O)CC1=CC3	3250.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Portensterol,1TMS,isomer #1	CC(C)C(C)/C=C\C(C)C1CCC2C3=C(C(O[Si](C)(C)C)CC21C)C1(C)CCC(O)CC1=CC3	3415.0	Semi standard non polar	33892256
Portensterol,1TMS,isomer #2	CC(C)C(C)/C=C\C(C)C1CCC2C3=C(C(O)CC21C)C1(C)CCC(O[Si](C)(C)C)CC1=CC3	3408.4	Semi standard non polar	33892256
Portensterol,2TMS,isomer #1	CC(C)C(C)/C=C\C(C)C1CCC2C3=C(C(O[Si](C)(C)C)CC21C)C1(C)CCC(O[Si](C)(C)C)CC1=CC3	3408.7	Semi standard non polar	33892256
Portensterol,1TBDMS,isomer #1	CC(C)C(C)/C=C\C(C)C1CCC2C3=C(C(O[Si](C)(C)C(C)(C)C)CC21C)C1(C)CCC(O)CC1=CC3	3651.1	Semi standard non polar	33892256
Portensterol,1TBDMS,isomer #2	CC(C)C(C)/C=C\C(C)C1CCC2C3=C(C(O)CC21C)C1(C)CCC(O[Si](C)(C)C(C)(C)C)CC1=CC3	3643.6	Semi standard non polar	33892256
Portensterol,2TBDMS,isomer #1	CC(C)C(C)/C=C\C(C)C1CCC2C3=C(C(O[Si](C)(C)C(C)(C)C)CC21C)C1(C)CCC(O[Si](C)(C)C(C)(C)C)CC1=CC3	3844.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Portensterol GC-MS (Non-derivatized) - 70eV, Positive	splash10-014m-1219000000-69e448a231832533f7da	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Portensterol GC-MS (2 TMS) - 70eV, Positive	splash10-0006-3100390000-d7eea99451bffdc74af3	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Portensterol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Portensterol 10V, Positive-QTOF	splash10-01ot-1009200000-2fd468a9525f4d71c966	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Portensterol 20V, Positive-QTOF	splash10-01rt-5119000000-a2efb36a14b1baea2e31	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Portensterol 40V, Positive-QTOF	splash10-0159-9428000000-402d1411a8d680d53c54	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Portensterol 10V, Negative-QTOF	splash10-03di-0003900000-5b48c59fb7558564e579	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Portensterol 20V, Negative-QTOF	splash10-03dl-0009800000-21e1752415a2c1211981	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Portensterol 40V, Negative-QTOF	splash10-0032-2109000000-e1c9c4d3c4a8dc334dcb	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Portensterol 10V, Negative-QTOF	splash10-03di-0000900000-8da6a37c1c523d28a4f2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Portensterol 20V, Negative-QTOF	splash10-03di-0000900000-fbb8f2a2e3e5ed63f541	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Portensterol 40V, Negative-QTOF	splash10-0bta-1029600000-d1c4cf8a386fe358efaa	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Portensterol 10V, Positive-QTOF	splash10-0ik9-0039500000-94148375009deb53e3ca	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Portensterol 20V, Positive-QTOF	splash10-02t9-4193300000-aed10930af8f71332a4d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Portensterol 40V, Positive-QTOF	splash10-0nn9-7960100000-f23053b7daa444b873d5	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB012690

KNApSAcK ID

C00023762

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751547

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Portensterol (HMDB0034331)

MOL for HMDB0034331 (Portensterol)

3D MOL for HMDB0034331 (Portensterol)

3D SDF for HMDB0034331 (Portensterol)

3D-SDF for HMDB0034331 (Portensterol)

PDB for HMDB0034331 (Portensterol)

3D PDB for HMDB0034331 (Portensterol)

SMILES for HMDB0034331 (Portensterol)

INCHI for HMDB0034331 (Portensterol)

Structure for HMDB0034331 (Portensterol)

3D Structure for HMDB0034331 (Portensterol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra