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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-22 21:07:57 UTC

Update Date

2021-09-22 21:07:57 UTC

HMDB ID

HMDB0301791

Secondary Accession Numbers

None

Metabolite Identification

Common Name

28-Norcastasterone

Description

28-norcastasterone belongs to tetrahydroxy bile acids, alcohols and derivatives class of compounds. Those are prenol lipids structurally characterized by a bile acid or alcohol which bears four hydroxyl groups. 28-norcastasterone is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 28-norcastasterone can be found in a number of food items such as corn, tea, turnip, and broad bean, which makes 28-norcastasterone a potential biomarker for the consumption of these food products.

Structure

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


  Mrv0541 02241212152D          

 36 39  0  0  0  0            999 V2000
   -3.6536    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3680   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3680   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6536   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9391   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9391   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2246    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5102   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5102    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2246    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0813    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7957    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7957    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6332    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6332    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6332    2.4751    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0813    2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3477    2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3477    3.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0621    2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0621    3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7766    3.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6332    3.3001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7958    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7957    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9391    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0825    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0825   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3477    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5102   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2246   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2246   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9391   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2246   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5102    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7957   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  6  1  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  4  1  0  0  0  0
  6  7  1  0  0  0  0
  5  6  1  0  0  0  0
  8 13  1  0  0  0  0
  7  8  1  0  0  0  0
  7 10  1  0  0  0  0
  9 10  1  0  0  0  0
 12  9  1  0  0  0  0
 12 11  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 12  1  0  0  0  0
 11 15  1  0  0  0  0
 11 17  1  1  0  0  0
 17 16  1  0  0  0  0
 18 20  1  0  0  0  0
 16 18  1  0  0  0  0
 19 21  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 16 23  1  1  0  0  0
 17 24  1  6  0  0  0
 12 25  1  1  0  0  0
  6 26  1  1  0  0  0
  2 27  1  6  0  0  0
  3 28  1  6  0  0  0
 18 29  1  1  0  0  0
  8 30  1  0  0  0  0
  5 31  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
  5 33  1  6  0  0  0
  7 34  1  6  0  0  0
  8 35  1  1  0  0  0
 13 36  1  6  0  0  0
M  END

HMDB0301791
     RDKit          3D
28-Norcastasterone
 78 81  0  0  0  0  0  0  0  0999 V2000
    7.5501   -0.3661    0.0267 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9106   -0.1143    1.3640 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1206   -1.2259    2.3522 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4277    0.2605    1.2172 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7421   -0.8693    0.5483 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8897   -2.0295    1.3478 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2642   -0.7184    0.3326 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8784   -1.9098   -0.3260 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8825    0.5168   -0.4396 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4893    0.5251   -1.8240 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5206    1.0099   -0.2944 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3889    2.2749   -1.1620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0464    2.2572   -1.6294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6954    1.4005   -0.5928 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0811    1.0002   -0.8593 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9282    2.2797   -0.6883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3266    1.8535   -0.8793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0241    2.4176   -1.6795 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8587    0.7344   -0.0831 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2443    0.3842   -0.5164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7156   -0.7857    0.2919 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.9784   -0.4723    0.8486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8254   -1.1319    1.4393 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9998   -0.2459    2.5243 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3852   -1.3237    1.1022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9184   -0.4602   -0.0721 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0183   -1.3083   -1.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5487    0.0588    0.1965 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5885   -1.0651    0.4827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1706   -0.5761    0.6591 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3107    0.2237   -0.5336 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1525   -0.5870   -1.7456 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2294    0.4170   -0.6653 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6578   -0.2344    0.1648 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4175   -1.3917   -0.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4304    0.7926    1.7880 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1521   -2.2261    1.8728 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0173   -1.0133    2.9538 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2569   -1.2222    3.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4715    1.1570    0.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0869    0.5023    2.2241 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2711   -1.1120   -0.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2009   -2.0645    2.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7139   -0.7048    1.2887 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5455   -2.0977   -1.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5038    1.3248    0.1006 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6961    0.4268   -2.5679 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9724    1.5036   -2.0132 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2971   -0.2264   -1.9342 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4132    1.4150    0.7650 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1079    2.2894   -1.9924 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5662    3.1991   -0.5815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1677    1.8700   -2.6580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4782    3.2869   -1.5229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6292    1.9042    0.3798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3099    0.6940   -1.8991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7961    2.6680    0.3624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5911    3.0234   -1.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8659    1.0978    0.9876 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.8803    1.2876   -0.2781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9101   -1.7026   -0.3165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2915    0.4027    0.4970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1974   -2.1212    1.8401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7818   -0.5062    3.0807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1534   -2.3913    0.8916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7991   -1.0670    2.0180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0339   -1.3176   -1.7510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3270   -1.0552   -2.1070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8126   -2.3938   -1.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6127    0.6549    1.1549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6535   -1.8925   -0.2575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8928   -1.5047    1.4562 H   0  0  0  0  0  0  0  0  0  0  0  0
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  2  3  1  0
  2  4  1  0
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  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
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 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
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 21 22  1  0
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 23 24  1  0
 23 25  1  0
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 31 32  1  6
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 31 14  1  0
 28 15  1  0
 26 19  1  0
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 16 58  1  0
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 27 68  1  0
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 27 70  1  0
 28 71  1  1
 29 72  1  0
 29 73  1  0
 30 74  1  0
 30 75  1  0
 32 76  1  0
 32 77  1  0
 32 78  1  0
M  END


  Mrv0541 02241212152D          

 36 39  0  0  0  0            999 V2000
   -3.6536    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3680   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3680   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6536   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9391   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9391   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2246    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5102   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5102    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2246    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0813    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    1.3477    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2246   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2246   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  5  6  1  0  0  0  0
  8 13  1  0  0  0  0
  7  8  1  0  0  0  0
  7 10  1  0  0  0  0
  9 10  1  0  0  0  0
 12  9  1  0  0  0  0
 12 11  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 12  1  0  0  0  0
 11 15  1  0  0  0  0
 11 17  1  1  0  0  0
 17 16  1  0  0  0  0
 18 20  1  0  0  0  0
 16 18  1  0  0  0  0
 19 21  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 16 23  1  1  0  0  0
 17 24  1  6  0  0  0
 12 25  1  1  0  0  0
  6 26  1  1  0  0  0
  2 27  1  6  0  0  0
  3 28  1  6  0  0  0
 18 29  1  1  0  0  0
  8 30  1  0  0  0  0
  5 31  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
  5 33  1  6  0  0  0
  7 34  1  6  0  0  0
  8 35  1  1  0  0  0
 13 36  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0301791

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC[C@H]([C@H](C)[C@@H](O)[C@H](O)CC(C)C)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC(=O)[C@@]2([H])C[C@H](O)[C@H](O)C[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C27H46O5/c1-14(2)10-23(30)25(32)15(3)17-6-7-18-16-11-21(28)20-12-22(29)24(31)13-27(20,5)19(16)8-9-26(17,18)4/h14-20,22-25,29-32H,6-13H2,1-5H3/t15-,16-,17+,18-,19-,20+,22-,23+,24+,25+,26+,27+/m0/s1

> <INCHI_KEY>
YNZRNENZMVIPBX-SCLBUMFYSA-N

> <FORMULA>
C27H46O5

> <MOLECULAR_WEIGHT>
450.6511

> <EXACT_MASS>
450.334524582

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
52.903637548684614

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,4R,5S,7S,10S,11S,14R,15S)-14-[(2S,3R,4R)-3,4-dihydroxy-6-methylheptan-2-yl]-4,5-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-8-one

> <ALOGPS_LOGP>
2.78

> <JCHEM_LOGP>
3.136645957666667

> <ALOGPS_LOGS>
-4.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.099084514851192

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.518856703465069

> <JCHEM_PKA_STRONGEST_BASIC>
-3.151466675053916

> <JCHEM_POLAR_SURFACE_AREA>
97.99000000000001

> <JCHEM_REFRACTIVITY>
124.74929999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.52e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,4R,5S,7S,10S,11S,14R,15S)-14-[(2S,3R,4R)-3,4-dihydroxy-6-methylheptan-2-yl]-4,5-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-8-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0301791
     RDKit          3D
28-Norcastasterone
 78 81  0  0  0  0  0  0  0  0999 V2000
    7.5501   -0.3661    0.0267 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9106   -0.1143    1.3640 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1206   -1.2259    2.3522 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4277    0.2605    1.2172 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7421   -0.8693    0.5483 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8897   -2.0295    1.3478 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2642   -0.7184    0.3326 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8784   -1.9098   -0.3260 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8825    0.5168   -0.4396 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4893    0.5251   -1.8240 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5206    1.0099   -0.2944 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3889    2.2749   -1.1620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0464    2.2572   -1.6294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6954    1.4005   -0.5928 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0811    1.0002   -0.8593 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9282    2.2797   -0.6883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3266    1.8535   -0.8793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0241    2.4176   -1.6795 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8587    0.7344   -0.0831 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2443    0.3842   -0.5164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7156   -0.7857    0.2919 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.9784   -0.4723    0.8486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8254   -1.1319    1.4393 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9998   -0.2459    2.5243 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3852   -1.3237    1.1022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9184   -0.4602   -0.0721 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0183   -1.3083   -1.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5487    0.0588    0.1965 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5885   -1.0651    0.4827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1706   -0.5761    0.6591 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3107    0.2237   -0.5336 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1525   -0.5870   -1.7456 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2294    0.4170   -0.6653 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6578   -0.2344    0.1648 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4175   -1.3917   -0.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4304    0.7926    1.7880 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1521   -2.2261    1.8728 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0173   -1.0133    2.9538 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2569   -1.2222    3.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4715    1.1570    0.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0869    0.5023    2.2241 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2711   -1.1120   -0.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2009   -2.0645    2.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7139   -0.7048    1.2887 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5455   -2.0977   -1.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5038    1.3248    0.1006 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6961    0.4268   -2.5679 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9724    1.5036   -2.0132 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2971   -0.2264   -1.9342 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4132    1.4150    0.7650 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1079    2.2894   -1.9924 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5662    3.1991   -0.5815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1677    1.8700   -2.6580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4782    3.2869   -1.5229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6292    1.9042    0.3798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3099    0.6940   -1.8991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7961    2.6680    0.3624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5911    3.0234   -1.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8659    1.0978    0.9876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3117    0.2597   -1.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8803    1.2876   -0.2781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9101   -1.7026   -0.3165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2915    0.4027    0.4970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1974   -2.1212    1.8401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7818   -0.5062    3.0807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1534   -2.3913    0.8916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7991   -1.0670    2.0180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0339   -1.3176   -1.7510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3270   -1.0552   -2.1070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8126   -2.3938   -1.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6127    0.6549    1.1549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6535   -1.8925   -0.2575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8928   -1.5047    1.4562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1237    0.0199    1.6053 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4553   -1.4566    0.8165 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5650   -1.6084   -1.6582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9619   -0.8029   -1.8402 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3790   -0.0912   -2.7091 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
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  6
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  6
 31 11  1  0
 31 14  1  0
 28 15  1  0
 26 19  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  4 41  1  0
  5 42  1  6
  6 43  1  0
  7 44  1  1
  8 45  1  0
  9 46  1  1
 10 47  1  0
 10 48  1  0
 10 49  1  0
 11 50  1  1
 12 51  1  0
 12 52  1  0
 13 53  1  0
 13 54  1  0
 14 55  1  1
 15 56  1  6
 16 57  1  0
 16 58  1  0
 19 59  1  1
 20 60  1  0
 20 61  1  0
 21 62  1  6
 22 63  1  0
 23 64  1  1
 24 65  1  0
 25 66  1  0
 25 67  1  0
 27 68  1  0
 27 69  1  0
 27 70  1  0
 28 71  1  1
 29 72  1  0
 29 73  1  0
 30 74  1  0
 30 75  1  0
 32 76  1  0
 32 77  1  0
 32 78  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -6.820   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.154  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.154  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.820  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.486  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.486  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.153   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.819  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.819   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.153   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.152   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.485   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.485   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.182   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.182   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.182   4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.152   3.850   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.516   3.850   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.516   6.930   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.849   4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.849   6.160   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.183   6.930   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       1.182   6.160   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -1.485   4.620   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.485   3.080   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -5.486   0.770   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -9.487   0.000   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -9.487  -3.080   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       2.516   2.310   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -2.819  -2.310   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -4.153  -3.080   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -4.153  -4.620   0.000  0.00  0.00           O+0
HETATM   33  H   UNK     0      -5.486  -3.850   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0      -4.153  -1.540   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.819   0.770   0.000  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.485  -1.540   0.000  0.00  0.00           H+0
CONECT    1    2    6                                                       
CONECT    2    1    3   27                                                  
CONECT    3    2    4   28                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   31   33                                             
CONECT    6    1    7    5   26                                             
CONECT    7    6    8   10   34                                             
CONECT    8   13    7   30   35                                             
CONECT    9   10   12                                                       
CONECT   10    7    9                                                       
CONECT   11   12   15   17                                                  
CONECT   12    9   11   13   25                                             
CONECT   13    8   14   12   36                                             
CONECT   14   13   15                                                       
CONECT   15   14   11                                                       
CONECT   16   17   18   23                                                  
CONECT   17   11   16   24                                                  
CONECT   18   20   16   29                                                  
CONECT   19   21                                                            
CONECT   20   18   21                                                       
CONECT   21   19   20   22                                                  
CONECT   22   21                                                            
CONECT   23   16                                                            
CONECT   24   17                                                            
CONECT   25   12                                                            
CONECT   26    6                                                            
CONECT   27    2                                                            
CONECT   28    3                                                            
CONECT   29   18                                                            
CONECT   30    8   31                                                       
CONECT   31    5   30   32                                                  
CONECT   32   31                                                            
CONECT   33    5                                                            
CONECT   34    7                                                            
CONECT   35    8                                                            
CONECT   36   13                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   78    0
END

COMPND    HMDB0301791
HETATM    1  C1  UNL     1       7.550  -0.366   0.027  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.911  -0.114   1.364  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.121  -1.226   2.352  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.428   0.260   1.217  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.742  -0.869   0.548  1.00  0.00           C  
HETATM    6  O1  UNL     1       4.890  -2.030   1.348  1.00  0.00           O  
HETATM    7  C6  UNL     1       3.264  -0.718   0.333  1.00  0.00           C  
HETATM    8  O2  UNL     1       2.878  -1.910  -0.326  1.00  0.00           O  
HETATM    9  C7  UNL     1       2.883   0.517  -0.440  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.489   0.525  -1.824  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.521   1.010  -0.294  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.389   2.275  -1.162  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.046   2.257  -1.629  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.695   1.401  -0.593  1.00  0.00           C  
HETATM   15  C13 UNL     1      -2.081   1.000  -0.859  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.928   2.280  -0.688  1.00  0.00           C  
HETATM   17  C15 UNL     1      -4.327   1.854  -0.879  1.00  0.00           C  
HETATM   18  O3  UNL     1      -5.024   2.418  -1.679  1.00  0.00           O  
HETATM   19  C16 UNL     1      -4.859   0.734  -0.083  1.00  0.00           C  
HETATM   20  C17 UNL     1      -6.244   0.384  -0.516  1.00  0.00           C  
HETATM   21  C18 UNL     1      -6.716  -0.786   0.292  1.00  0.00           C  
HETATM   22  O4  UNL     1      -7.978  -0.472   0.849  1.00  0.00           O  
HETATM   23  C19 UNL     1      -5.825  -1.132   1.439  1.00  0.00           C  
HETATM   24  O5  UNL     1      -6.000  -0.246   2.524  1.00  0.00           O  
HETATM   25  C20 UNL     1      -4.385  -1.324   1.102  1.00  0.00           C  
HETATM   26  C21 UNL     1      -3.918  -0.460  -0.072  1.00  0.00           C  
HETATM   27  C22 UNL     1      -4.018  -1.308  -1.297  1.00  0.00           C  
HETATM   28  C23 UNL     1      -2.549   0.059   0.197  1.00  0.00           C  
HETATM   29  C24 UNL     1      -1.588  -1.065   0.483  1.00  0.00           C  
HETATM   30  C25 UNL     1      -0.171  -0.576   0.659  1.00  0.00           C  
HETATM   31  C26 UNL     1       0.311   0.224  -0.534  1.00  0.00           C  
HETATM   32  C27 UNL     1       0.152  -0.587  -1.746  1.00  0.00           C  
HETATM   33  H1  UNL     1       7.229   0.417  -0.665  1.00  0.00           H  
HETATM   34  H2  UNL     1       8.658  -0.234   0.165  1.00  0.00           H  
HETATM   35  H3  UNL     1       7.418  -1.392  -0.347  1.00  0.00           H  
HETATM   36  H4  UNL     1       7.430   0.793   1.788  1.00  0.00           H  
HETATM   37  H5  UNL     1       7.152  -2.226   1.873  1.00  0.00           H  
HETATM   38  H6  UNL     1       8.017  -1.013   2.954  1.00  0.00           H  
HETATM   39  H7  UNL     1       6.257  -1.222   3.061  1.00  0.00           H  
HETATM   40  H8  UNL     1       5.472   1.157   0.532  1.00  0.00           H  
HETATM   41  H9  UNL     1       5.087   0.502   2.224  1.00  0.00           H  
HETATM   42  H10 UNL     1       5.271  -1.112  -0.391  1.00  0.00           H  
HETATM   43  H11 UNL     1       4.201  -2.065   2.056  1.00  0.00           H  
HETATM   44  H12 UNL     1       2.714  -0.705   1.289  1.00  0.00           H  
HETATM   45  H13 UNL     1       3.545  -2.098  -1.034  1.00  0.00           H  
HETATM   46  H14 UNL     1       3.504   1.325   0.101  1.00  0.00           H  
HETATM   47  H15 UNL     1       2.696   0.427  -2.568  1.00  0.00           H  
HETATM   48  H16 UNL     1       3.972   1.504  -2.013  1.00  0.00           H  
HETATM   49  H17 UNL     1       4.297  -0.226  -1.934  1.00  0.00           H  
HETATM   50  H18 UNL     1       1.413   1.415   0.765  1.00  0.00           H  
HETATM   51  H19 UNL     1       2.108   2.289  -1.992  1.00  0.00           H  
HETATM   52  H20 UNL     1       1.566   3.199  -0.582  1.00  0.00           H  
HETATM   53  H21 UNL     1      -0.168   1.870  -2.658  1.00  0.00           H  
HETATM   54  H22 UNL     1      -0.478   3.287  -1.523  1.00  0.00           H  
HETATM   55  H23 UNL     1      -0.629   1.904   0.380  1.00  0.00           H  
HETATM   56  H24 UNL     1      -2.310   0.694  -1.899  1.00  0.00           H  
HETATM   57  H25 UNL     1      -2.796   2.668   0.362  1.00  0.00           H  
HETATM   58  H26 UNL     1      -2.591   3.023  -1.423  1.00  0.00           H  
HETATM   59  H27 UNL     1      -4.866   1.098   0.988  1.00  0.00           H  
HETATM   60  H28 UNL     1      -6.312   0.260  -1.597  1.00  0.00           H  
HETATM   61  H29 UNL     1      -6.880   1.288  -0.278  1.00  0.00           H  
HETATM   62  H30 UNL     1      -6.910  -1.703  -0.316  1.00  0.00           H  
HETATM   63  H31 UNL     1      -8.291   0.403   0.497  1.00  0.00           H  
HETATM   64  H32 UNL     1      -6.197  -2.121   1.840  1.00  0.00           H  
HETATM   65  H33 UNL     1      -6.782  -0.506   3.081  1.00  0.00           H  
HETATM   66  H34 UNL     1      -4.153  -2.391   0.892  1.00  0.00           H  
HETATM   67  H35 UNL     1      -3.799  -1.067   2.018  1.00  0.00           H  
HETATM   68  H36 UNL     1      -5.034  -1.318  -1.751  1.00  0.00           H  
HETATM   69  H37 UNL     1      -3.327  -1.055  -2.107  1.00  0.00           H  
HETATM   70  H38 UNL     1      -3.813  -2.394  -1.058  1.00  0.00           H  
HETATM   71  H39 UNL     1      -2.613   0.655   1.155  1.00  0.00           H  
HETATM   72  H40 UNL     1      -1.654  -1.892  -0.258  1.00  0.00           H  
HETATM   73  H41 UNL     1      -1.893  -1.505   1.456  1.00  0.00           H  
HETATM   74  H42 UNL     1      -0.124   0.020   1.605  1.00  0.00           H  
HETATM   75  H43 UNL     1       0.455  -1.457   0.817  1.00  0.00           H  
HETATM   76  H44 UNL     1       0.565  -1.608  -1.658  1.00  0.00           H  
HETATM   77  H45 UNL     1      -0.962  -0.803  -1.840  1.00  0.00           H  
HETATM   78  H46 UNL     1       0.379  -0.091  -2.709  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3    4   36
CONECT    3   37   38   39
CONECT    4    5   40   41
CONECT    5    6    7   42
CONECT    6   43
CONECT    7    8    9   44
CONECT    8   45
CONECT    9   10   11   46
CONECT   10   47   48   49
CONECT   11   12   31   50
CONECT   12   13   51   52
CONECT   13   14   53   54
CONECT   14   15   31   55
CONECT   15   16   28   56
CONECT   16   17   57   58
CONECT   17   18   18   19
CONECT   19   20   26   59
CONECT   20   21   60   61
CONECT   21   22   23   62
CONECT   22   63
CONECT   23   24   25   64
CONECT   24   65
CONECT   25   26   66   67
CONECT   26   27   28
CONECT   27   68   69   70
CONECT   28   29   71
CONECT   29   30   72   73
CONECT   30   31   74   75
CONECT   31   32
CONECT   32   76   77   78
END

HMDB0301791
     RDKit          3D
28-Norcastasterone
 78 81  0  0  0  0  0  0  0  0999 V2000
    7.5501   -0.3661    0.0267 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9106   -0.1143    1.3640 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1206   -1.2259    2.3522 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4277    0.2605    1.2172 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7421   -0.8693    0.5483 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8897   -2.0295    1.3478 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2642   -0.7184    0.3326 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8784   -1.9098   -0.3260 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8825    0.5168   -0.4396 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4893    0.5251   -1.8240 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5206    1.0099   -0.2944 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3889    2.2749   -1.1620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0464    2.2572   -1.6294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6954    1.4005   -0.5928 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0811    1.0002   -0.8593 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9282    2.2797   -0.6883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3266    1.8535   -0.8793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0241    2.4176   -1.6795 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8587    0.7344   -0.0831 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2443    0.3842   -0.5164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7156   -0.7857    0.2919 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.9784   -0.4723    0.8486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8254   -1.1319    1.4393 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9998   -0.2459    2.5243 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3852   -1.3237    1.1022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9184   -0.4602   -0.0721 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0183   -1.3083   -1.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5487    0.0588    0.1965 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5885   -1.0651    0.4827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1706   -0.5761    0.6591 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3107    0.2237   -0.5336 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1525   -0.5870   -1.7456 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2294    0.4170   -0.6653 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6578   -0.2344    0.1648 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4175   -1.3917   -0.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4304    0.7926    1.7880 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1521   -2.2261    1.8728 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0173   -1.0133    2.9538 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2569   -1.2222    3.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4715    1.1570    0.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0869    0.5023    2.2241 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2711   -1.1120   -0.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2009   -2.0645    2.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7139   -0.7048    1.2887 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5455   -2.0977   -1.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5038    1.3248    0.1006 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6961    0.4268   -2.5679 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9724    1.5036   -2.0132 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2971   -0.2264   -1.9342 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4132    1.4150    0.7650 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1079    2.2894   -1.9924 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5662    3.1991   -0.5815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1677    1.8700   -2.6580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4782    3.2869   -1.5229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6292    1.9042    0.3798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3099    0.6940   -1.8991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7961    2.6680    0.3624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5911    3.0234   -1.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8659    1.0978    0.9876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3117    0.2597   -1.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8803    1.2876   -0.2781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9101   -1.7026   -0.3165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2915    0.4027    0.4970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1974   -2.1212    1.8401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7818   -0.5062    3.0807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1534   -2.3913    0.8916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7991   -1.0670    2.0180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0339   -1.3176   -1.7510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3270   -1.0552   -2.1070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8126   -2.3938   -1.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6127    0.6549    1.1549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6535   -1.8925   -0.2575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8928   -1.5047    1.4562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1237    0.0199    1.6053 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4553   -1.4566    0.8165 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5650   -1.6084   -1.6582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9619   -0.8029   -1.8402 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3790   -0.0912   -2.7091 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
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  6
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  6
 31 11  1  0
 31 14  1  0
 28 15  1  0
 26 19  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  4 41  1  0
  5 42  1  6
  6 43  1  0
  7 44  1  1
  8 45  1  0
  9 46  1  1
 10 47  1  0
 10 48  1  0
 10 49  1  0
 11 50  1  1
 12 51  1  0
 12 52  1  0
 13 53  1  0
 13 54  1  0
 14 55  1  1
 15 56  1  6
 16 57  1  0
 16 58  1  0
 19 59  1  1
 20 60  1  0
 20 61  1  0
 21 62  1  6
 22 63  1  0
 23 64  1  1
 24 65  1  0
 25 66  1  0
 25 67  1  0
 27 68  1  0
 27 69  1  0
 27 70  1  0
 28 71  1  1
 29 72  1  0
 29 73  1  0
 30 74  1  0
 30 75  1  0
 32 76  1  0
 32 77  1  0
 32 78  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₇H₄₆O₅

Average Molecular Weight

450.6511

Monoisotopic Molecular Weight

450.334524582

IUPAC Name

(1S,2R,4R,5S,7S,10S,11S,14R,15S)-14-[(2S,3R,4R)-3,4-dihydroxy-6-methylheptan-2-yl]-4,5-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-8-one

Traditional Name

(1S,2R,4R,5S,7S,10S,11S,14R,15S)-14-[(2S,3R,4R)-3,4-dihydroxy-6-methylheptan-2-yl]-4,5-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-8-one

CAS Registry Number

83464-85-1

SMILES

[H][C@@]12CC[C@H]([C@H](C)[C@@H](O)[C@H](O)CC(C)C)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC(=O)[C@@]2([H])C[C@H](O)[C@H](O)C[C@]12C

InChI Identifier

InChI=1S/C27H46O5/c1-14(2)10-23(30)25(32)15(3)17-6-7-18-16-11-21(28)20-12-22(29)24(31)13-27(20,5)19(16)8-9-26(17,18)4/h14-20,22-25,29-32H,6-13H2,1-5H3/t15-,16-,17+,18-,19-,20+,22-,23+,24+,25+,26+,27+/m0/s1

InChI Key

YNZRNENZMVIPBX-SCLBUMFYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetrahydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears four hydroxyl groups.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Tetrahydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

Cholesterol
Cholesterol-skeleton
Cholestane-skeleton
Tetrahydroxy bile acid, alcohol, or derivatives
Ecdysteroid
23-hydroxysteroid
22-hydroxysteroid
3-hydroxysteroid
2-hydroxysteroid
6-oxosteroid
Hydroxysteroid
Oxosteroid
3-alpha-hydroxysteroid
Cyclic alcohol
Ketone
Secondary alcohol
Alcohol
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Organic oxygen compound
Organic oxide
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Cereal and cereal product

Cereal

Corn (FooDB: FOOD00205)

Herb and spice

Oilseed crop

Sunflower (FooDB: FOOD00086)

Herb

Turnip (FooDB: FOOD00036)

Tea

Pulse

Bean

Broad bean (FooDB: FOOD00197)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.78	ALOGPS
logP	3.14	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	13.52	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	124.75 m³·mol⁻¹	ChemAxon
Polarizability	52.9 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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
AllCCS	[M+H]+	213.151	32859911
AllCCS	[M+H-H2O]+	211.4	32859911
AllCCS	[M+Na]+	215.207	32859911
AllCCS	[M+NH4]+	214.752	32859911
AllCCS	[M-H]-	209.327	32859911
AllCCS	[M+Na-2H]-	211.573	32859911
AllCCS	[M+HCOO]-	214.196	32859911
DeepCCS	[M-2H]-	244.972	30932474
DeepCCS	[M+Na]+	219.998	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
28-Norcastasterone,5TMS,isomer #1	CC(C)C[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC(O[Si](C)(C)C)=C4C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C[C@]4(C)[C@H]3CC[C@@]21C	3412.6	Semi standard non polar	33892256
28-Norcastasterone,5TMS,isomer #1	CC(C)C[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC(O[Si](C)(C)C)=C4C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C[C@]4(C)[C@H]3CC[C@@]21C	3847.1	Standard non polar	33892256
28-Norcastasterone,5TMS,isomer #1	CC(C)C[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC(O[Si](C)(C)C)=C4C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C[C@]4(C)[C@H]3CC[C@@]21C	3725.4	Standard polar	33892256
28-Norcastasterone,5TMS,isomer #2	CC(C)C[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](C)[C@H]1CC[C@H]2[C@@H]3C=C(O[Si](C)(C)C)[C@H]4C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C[C@]4(C)[C@H]3CC[C@@]21C	3457.3	Semi standard non polar	33892256
28-Norcastasterone,5TMS,isomer #2	CC(C)C[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](C)[C@H]1CC[C@H]2[C@@H]3C=C(O[Si](C)(C)C)[C@H]4C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C[C@]4(C)[C@H]3CC[C@@]21C	3647.6	Standard non polar	33892256
28-Norcastasterone,5TMS,isomer #2	CC(C)C[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](C)[C@H]1CC[C@H]2[C@@H]3C=C(O[Si](C)(C)C)[C@H]4C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C[C@]4(C)[C@H]3CC[C@@]21C	3697.7	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 28-Norcastasterone 10V, Positive-QTOF	splash10-0ue9-1001900000-687b9dcc1e643b07b344	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 28-Norcastasterone 20V, Positive-QTOF	splash10-0aor-9018600000-8d67554ad41355b26c5a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 28-Norcastasterone 40V, Positive-QTOF	splash10-0aor-9114200000-00c1b6dc271f6e1b3cbd	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 28-Norcastasterone 10V, Negative-QTOF	splash10-0002-0001900000-1e32a02212b170eedf79	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 28-Norcastasterone 20V, Negative-QTOF	splash10-053s-7109800000-737c57c69acf4651bce9	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 28-Norcastasterone 40V, Negative-QTOF	splash10-0bu1-5009000000-130e03351b8c523e1376	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 28-Norcastasterone 10V, Positive-QTOF	splash10-0udi-0003900000-12764a7fe4819cafc3f6	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 28-Norcastasterone 20V, Positive-QTOF	splash10-0ldi-6139200000-e203d192bc1c3d53ee20	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 28-Norcastasterone 40V, Positive-QTOF	splash10-0006-6894000000-83a912adc6711dc8bf13	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 28-Norcastasterone 10V, Negative-QTOF	splash10-0002-0000900000-6fe3d135a08b15d9d09a	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 28-Norcastasterone 20V, Negative-QTOF	splash10-001s-8009400000-fda777b1274b22c2faf9	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 28-Norcastasterone 40V, Negative-QTOF	splash10-0671-9004600000-6392e86d414126130955	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB001415

KNApSAcK ID

Not Available

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

13982110

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

Not Available

Showing metabocard for 28-Norcastasterone (HMDB0301791)

MOL for HMDB0301791 (28-Norcastasterone)

3D MOL for HMDB0301791 (28-Norcastasterone)

3D SDF for HMDB0301791 (28-Norcastasterone)

3D-SDF for HMDB0301791 (28-Norcastasterone)

PDB for HMDB0301791 (28-Norcastasterone)

3D PDB for HMDB0301791 (28-Norcastasterone)

SMILES for HMDB0301791 (28-Norcastasterone)

INCHI for HMDB0301791 (28-Norcastasterone)

Structure for HMDB0301791 (28-Norcastasterone)

3D Structure for HMDB0301791 (28-Norcastasterone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra