Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:26:28 UTC

Update Date

2022-03-07 02:55:39 UTC

HMDB ID

HMDB0038158

Secondary Accession Numbers

HMDB38158

Metabolite Identification

Common Name

Jangomolide

Description

Jangomolide belongs to the class of organic compounds known as steroid lactones. These are sterol lipids containing a lactone moiety linked to the steroid skeleton. Based on a literature review a small amount of articles have been published on Jangomolide.

Structure

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


  Mrv0541 01251306352D          

 35 41  0  0  0  0            999 V2000
   -2.9170   -6.0696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6314   -6.4821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6314   -7.3072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9170   -7.7197    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2025   -7.3072    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2025   -6.4821    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4880   -6.0696    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4880   -7.7197    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7736   -7.3072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7736   -6.4821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3459   -7.7197    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3459   -8.5447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6314   -8.9572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9170   -8.5447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2025   -5.6571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0591   -7.7196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2025   -8.1322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9170   -6.8947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2025   -8.9572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0604   -8.9572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0604   -6.4821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7748   -6.8946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7748   -7.7197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0604   -8.1322    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3459   -6.8946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4893   -6.4821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6143   -8.5977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4845   -9.5700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6437   -9.5405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0755   -3.9751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9005   -3.9751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1555   -4.7597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4880   -5.2446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8206   -4.7597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0604   -7.3072    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  4  5  1  0  0  0  0
  1  6  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  7 10  1  0  0  0  0
 14  4  1  0  0  0  0
  3  4  1  0  0  0  0
  3 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  7 33  1  6  0  0  0
  6 15  1  6  0  0  0
  9 16  2  0  0  0  0
  8 17  1  1  0  0  0
  5 17  1  1  0  0  0
  4 18  1  1  0  0  0
 14 19  2  0  0  0  0
 12 20  1  0  0  0  0
 24 11  1  0  0  0  0
 11 25  1  6  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 21 25  2  0  0  0  0
 22 26  2  0  0  0  0
 24 27  1  6  0  0  0
 20 27  1  0  0  0  0
 20 28  1  0  0  0  0
 20 29  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 30 34  1  0  0  0  0
 24 35  1  1  0  0  0
M  END

HMDB0038158
     RDKit          3D
Jangomolide
 62 68  0  0  0  0  0  0  0  0999 V2000
   -4.3653    2.1846    0.4488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0142    0.7237    0.1773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2017   -0.1299    0.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7755    0.5742   -1.1572 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4029    0.4564   -1.3634 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2333   -0.2258   -2.5865 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7097   -1.5260   -2.6737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0273   -1.9954   -3.7850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7999   -2.2556   -1.4098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4503   -1.7000   -0.2922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9270   -0.2878   -0.1579 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7581    0.3204    0.9315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1318    1.4491    1.6499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7512    1.0666    2.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4057    1.0687    3.1686 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1651    0.6897    0.9223 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4909    1.9607    0.1695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4847   -0.3553    0.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2960   -0.4385   -1.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7599   -0.3020   -1.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2700   -0.4869    0.3211 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3147   -1.9936    0.6053 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6880    0.0131    0.4209 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4983   -0.1563   -0.7713 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7947    0.8389   -1.6776 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5890    0.2768   -2.6675 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7561   -0.9829   -2.3670 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1251   -1.2869   -1.2463 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2346   -0.6059    1.5957 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3144   -0.7815    2.6321 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6385   -1.6017    3.5415 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0037   -0.0321    2.6641 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1566    1.2553    2.1487 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4650    0.1338    1.4238 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7435    2.8561   -0.1909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4127    2.3236    0.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3264    2.4352    1.5157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9218   -1.0114    1.1677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9765    0.4476    1.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7226   -0.5402   -0.3501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0107    1.4635   -1.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1696   -3.2730   -1.4532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5355   -2.2829    0.6223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0768   -0.4486    1.6753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7384    1.6778    2.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1740    2.3524    1.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0598    2.8552    0.5877 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2551    1.9479   -0.8889 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5641    2.2522    0.2598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2566   -1.3400    0.5844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0373    0.2703   -1.9942 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0359   -1.4599   -1.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1905    0.6594   -1.4574 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2547   -1.0884   -1.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7435   -2.2838    1.4871 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3422   -2.3596    0.7435 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8945   -2.5774   -0.2515 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6070    1.1007    0.7219 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.8817   -1.6945 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0201    0.7318   -3.5433 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1426   -2.2840   -0.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4819   -0.1740    3.6260 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
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 11 10  1  6
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  6
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 23 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 32 33  1  0
 34 33  1  6
 12  2  1  0
 34 16  1  0
 11  5  1  0
 34 21  1  0
 18 11  1  0
 28 24  2  0
 34 32  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  3 38  1  0
  3 39  1  0
  3 40  1  0
  5 41  1  6
  9 42  1  0
 10 43  1  0
 12 44  1  0
 13 45  1  0
 13 46  1  0
 17 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 22 55  1  0
 22 56  1  0
 22 57  1  0
 23 58  1  1
 25 59  1  0
 26 60  1  0
 28 61  1  0
 32 62  1  1
M  END


  Mrv0541 01251306352D          

 35 41  0  0  0  0            999 V2000
   -2.9170   -6.0696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6314   -6.4821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6314   -7.3072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9170   -7.7197    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2025   -7.3072    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2025   -6.4821    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4880   -6.0696    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4880   -7.7197    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7736   -7.3072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7736   -6.4821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3459   -7.7197    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3459   -8.5447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6314   -8.9572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9170   -8.5447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2025   -5.6571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0591   -7.7196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2025   -8.1322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9170   -6.8947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2025   -8.9572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0604   -8.9572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0604   -6.4821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7748   -6.8946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7748   -7.7197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0604   -8.1322    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3459   -6.8946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4893   -6.4821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6143   -8.5977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4845   -9.5700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6437   -9.5405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0755   -3.9751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9005   -3.9751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1555   -4.7597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4880   -5.2446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8206   -4.7597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0604   -7.3072    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  4  5  1  0  0  0  0
  1  6  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  7 10  1  0  0  0  0
 14  4  1  0  0  0  0
  3  4  1  0  0  0  0
  3 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  7 33  1  6  0  0  0
  6 15  1  6  0  0  0
  9 16  2  0  0  0  0
  8 17  1  1  0  0  0
  5 17  1  1  0  0  0
  4 18  1  1  0  0  0
 14 19  2  0  0  0  0
 12 20  1  0  0  0  0
 24 11  1  0  0  0  0
 11 25  1  6  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 21 25  2  0  0  0  0
 22 26  2  0  0  0  0
 24 27  1  6  0  0  0
 20 27  1  0  0  0  0
 20 28  1  0  0  0  0
 20 29  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 30 34  1  0  0  0  0
 24 35  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0038158

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]12OC(C)(C)C3CC(=O)[C@]4(C)C(CC[C@@]5(C)[C@@H](OC(=O)[C@H]6O[C@@]456)C4=COC=C4)[C@]13C=CC(=O)O2

> <INCHI_IDENTIFIER>
InChI=1S/C26H28O8/c1-22(2)15-11-16(27)24(4)14(25(15)9-6-17(28)31-21(25)34-22)5-8-23(3)18(13-7-10-30-12-13)32-20(29)19-26(23,24)33-19/h6-7,9-10,12,14-15,18-19,21H,5,8,11H2,1-4H3/t14?,15?,18-,19+,21-,23-,24-,25-,26+/m0/s1

> <INCHI_KEY>
ZYPFSBYGJYBBBK-GLEICTKYSA-N

> <FORMULA>
C26H28O8

> <MOLECULAR_WEIGHT>
468.4957

> <EXACT_MASS>
468.178417872

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
46.75790893019556

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,7R,13R,14R,16S,19R,20S)-19-(furan-3-yl)-9,9,13,20-tetramethyl-6,8,15,18-tetraoxahexacyclo[11.9.0.0²,⁷.0²,¹⁰.0¹⁴,¹⁶.0¹⁴,²⁰]docos-3-ene-5,12,17-trione

> <ALOGPS_LOGP>
3.60

> <JCHEM_LOGP>
3.3990276293333324

> <ALOGPS_LOGS>
-3.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.284916976199742

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1341176211793287

> <JCHEM_POLAR_SURFACE_AREA>
104.57

> <JCHEM_REFRACTIVITY>
115.48089999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.92e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,7R,13R,14R,16S,19R,20S)-19-(furan-3-yl)-9,9,13,20-tetramethyl-6,8,15,18-tetraoxahexacyclo[11.9.0.0²,⁷.0²,¹⁰.0¹⁴,¹⁶.0¹⁴,²⁰]docos-3-ene-5,12,17-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038158
     RDKit          3D
Jangomolide
 62 68  0  0  0  0  0  0  0  0999 V2000
   -4.3653    2.1846    0.4488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0142    0.7237    0.1773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2017   -0.1299    0.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7755    0.5742   -1.1572 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4029    0.4564   -1.3634 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2333   -0.2258   -2.5865 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7097   -1.5260   -2.6737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0273   -1.9954   -3.7850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7999   -2.2556   -1.4098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4503   -1.7000   -0.2922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9270   -0.2878   -0.1579 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7581    0.3204    0.9315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1318    1.4491    1.6499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7512    1.0666    2.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4057    1.0687    3.1686 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1651    0.6897    0.9223 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4909    1.9607    0.1695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4847   -0.3553    0.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2960   -0.4385   -1.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7599   -0.3020   -1.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2700   -0.4869    0.3211 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3147   -1.9936    0.6053 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6880    0.0131    0.4209 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4983   -0.1563   -0.7713 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7947    0.8389   -1.6776 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5890    0.2768   -2.6675 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7561   -0.9829   -2.3670 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1251   -1.2869   -1.2463 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2346   -0.6059    1.5957 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3144   -0.7815    2.6321 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6385   -1.6017    3.5415 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0037   -0.0321    2.6641 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1566    1.2553    2.1487 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4650    0.1338    1.4238 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7435    2.8561   -0.1909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4127    2.3236    0.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3264    2.4352    1.5157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9218   -1.0114    1.1677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9765    0.4476    1.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7226   -0.5402   -0.3501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0107    1.4635   -1.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1696   -3.2730   -1.4532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5355   -2.2829    0.6223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0768   -0.4486    1.6753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7384    1.6778    2.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1740    2.3524    1.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0598    2.8552    0.5877 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2551    1.9479   -0.8889 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5641    2.2522    0.2598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2566   -1.3400    0.5844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0373    0.2703   -1.9942 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0359   -1.4599   -1.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1905    0.6594   -1.4574 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2547   -1.0884   -1.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7435   -2.2838    1.4871 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3422   -2.3596    0.7435 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8945   -2.5774   -0.2515 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6070    1.1007    0.7219 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.8817   -1.6945 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0201    0.7318   -3.5433 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1426   -2.2840   -0.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4819   -0.1740    3.6260 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
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 11 10  1  6
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  6
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 23 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 32 33  1  0
 34 33  1  6
 12  2  1  0
 34 16  1  0
 11  5  1  0
 34 21  1  0
 18 11  1  0
 28 24  2  0
 34 32  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  3 38  1  0
  3 39  1  0
  3 40  1  0
  5 41  1  6
  9 42  1  0
 10 43  1  0
 12 44  1  0
 13 45  1  0
 13 46  1  0
 17 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 22 55  1  0
 22 56  1  0
 22 57  1  0
 23 58  1  1
 25 59  1  0
 26 60  1  0
 28 61  1  0
 32 62  1  1
M  END

HEADER    PROTEIN                                 25-JAN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-JAN-13         0                                  
HETATM    1  C   UNK     0      -5.445 -11.330   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.779 -12.100   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.779 -13.640   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.445 -14.410   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.111 -13.640   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.111 -12.100   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.778 -11.330   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.778 -14.410   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.444 -13.640   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.444 -12.100   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -8.112 -14.410   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -8.112 -15.950   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.779 -16.720   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.445 -15.950   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.111 -10.560   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.110 -14.410   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -4.111 -15.180   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -5.445 -12.870   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -4.111 -16.720   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -9.446 -16.720   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -9.446 -12.100   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -10.780 -12.870   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0     -10.780 -14.410   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -9.446 -15.180   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -8.112 -12.870   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0     -12.113 -12.100   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0     -10.480 -16.049   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -8.371 -17.864   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -10.535 -17.809   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -2.008  -7.420   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -3.548  -7.420   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -4.024  -8.885   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -2.778  -9.790   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -1.532  -8.885   0.000  0.00  0.00           C+0
HETATM   35  H   UNK     0      -9.446 -13.640   0.000  0.00  0.00           H+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   11                                                  
CONECT    4    5   14    3   18                                             
CONECT    5    4    6    8   17                                             
CONECT    6    1    7    5   15                                             
CONECT    7    6   10   33                                                  
CONECT    8    5    9   17                                                  
CONECT    9    8   10   16                                                  
CONECT   10    9    7                                                       
CONECT   11    3   12   24   25                                             
CONECT   12   11   13   20                                                  
CONECT   13   12   14                                                       
CONECT   14    4   13   19                                                  
CONECT   15    6                                                            
CONECT   16    9                                                            
CONECT   17    8    5                                                       
CONECT   18    4                                                            
CONECT   19   14                                                            
CONECT   20   12   27   28   29                                             
CONECT   21   22   25                                                       
CONECT   22   21   23   26                                                  
CONECT   23   22   24                                                       
CONECT   24   11   23   27   35                                             
CONECT   25   11   21                                                       
CONECT   26   22                                                            
CONECT   27   24   20                                                       
CONECT   28   20                                                            
CONECT   29   20                                                            
CONECT   30   31   34                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33    7   32   34                                                  
CONECT   34   33   30                                                       
CONECT   35   24                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   82    0
END

COMPND    HMDB0038158
HETATM    1  C1  UNL     1      -4.365   2.185   0.449  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.014   0.724   0.177  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.202  -0.130   0.555  1.00  0.00           C  
HETATM    4  O1  UNL     1      -3.775   0.574  -1.157  1.00  0.00           O  
HETATM    5  C4  UNL     1      -2.403   0.456  -1.363  1.00  0.00           C  
HETATM    6  O2  UNL     1      -2.233  -0.226  -2.586  1.00  0.00           O  
HETATM    7  C5  UNL     1      -2.710  -1.526  -2.674  1.00  0.00           C  
HETATM    8  O3  UNL     1      -3.027  -1.995  -3.785  1.00  0.00           O  
HETATM    9  C6  UNL     1      -2.800  -2.256  -1.410  1.00  0.00           C  
HETATM   10  C7  UNL     1      -2.450  -1.700  -0.292  1.00  0.00           C  
HETATM   11  C8  UNL     1      -1.927  -0.288  -0.158  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.758   0.320   0.932  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.132   1.449   1.650  1.00  0.00           C  
HETATM   14  C11 UNL     1      -0.751   1.067   2.016  1.00  0.00           C  
HETATM   15  O4  UNL     1      -0.406   1.069   3.169  1.00  0.00           O  
HETATM   16  C12 UNL     1       0.165   0.690   0.922  1.00  0.00           C  
HETATM   17  C13 UNL     1       0.491   1.961   0.169  1.00  0.00           C  
HETATM   18  C14 UNL     1      -0.485  -0.355   0.071  1.00  0.00           C  
HETATM   19  C15 UNL     1       0.296  -0.439  -1.238  1.00  0.00           C  
HETATM   20  C16 UNL     1       1.760  -0.302  -1.051  1.00  0.00           C  
HETATM   21  C17 UNL     1       2.270  -0.487   0.321  1.00  0.00           C  
HETATM   22  C18 UNL     1       2.315  -1.994   0.605  1.00  0.00           C  
HETATM   23  C19 UNL     1       3.688   0.013   0.421  1.00  0.00           C  
HETATM   24  C20 UNL     1       4.498  -0.156  -0.771  1.00  0.00           C  
HETATM   25  C21 UNL     1       4.795   0.839  -1.678  1.00  0.00           C  
HETATM   26  C22 UNL     1       5.589   0.277  -2.667  1.00  0.00           C  
HETATM   27  O5  UNL     1       5.756  -0.983  -2.367  1.00  0.00           O  
HETATM   28  C23 UNL     1       5.125  -1.287  -1.246  1.00  0.00           C  
HETATM   29  O6  UNL     1       4.235  -0.606   1.596  1.00  0.00           O  
HETATM   30  C24 UNL     1       3.314  -0.782   2.632  1.00  0.00           C  
HETATM   31  O7  UNL     1       3.638  -1.602   3.541  1.00  0.00           O  
HETATM   32  C25 UNL     1       2.004  -0.032   2.664  1.00  0.00           C  
HETATM   33  O8  UNL     1       2.157   1.255   2.149  1.00  0.00           O  
HETATM   34  C26 UNL     1       1.465   0.134   1.424  1.00  0.00           C  
HETATM   35  H1  UNL     1      -3.743   2.856  -0.191  1.00  0.00           H  
HETATM   36  H2  UNL     1      -5.413   2.324   0.078  1.00  0.00           H  
HETATM   37  H3  UNL     1      -4.326   2.435   1.516  1.00  0.00           H  
HETATM   38  H4  UNL     1      -4.922  -1.011   1.168  1.00  0.00           H  
HETATM   39  H5  UNL     1      -5.977   0.448   1.099  1.00  0.00           H  
HETATM   40  H6  UNL     1      -5.723  -0.540  -0.350  1.00  0.00           H  
HETATM   41  H7  UNL     1      -2.011   1.463  -1.486  1.00  0.00           H  
HETATM   42  H8  UNL     1      -3.170  -3.273  -1.453  1.00  0.00           H  
HETATM   43  H9  UNL     1      -2.535  -2.283   0.622  1.00  0.00           H  
HETATM   44  H10 UNL     1      -3.077  -0.449   1.675  1.00  0.00           H  
HETATM   45  H11 UNL     1      -2.738   1.678   2.549  1.00  0.00           H  
HETATM   46  H12 UNL     1      -2.174   2.352   1.011  1.00  0.00           H  
HETATM   47  H13 UNL     1      -0.060   2.855   0.588  1.00  0.00           H  
HETATM   48  H14 UNL     1       0.255   1.948  -0.889  1.00  0.00           H  
HETATM   49  H15 UNL     1       1.564   2.252   0.260  1.00  0.00           H  
HETATM   50  H16 UNL     1      -0.257  -1.340   0.584  1.00  0.00           H  
HETATM   51  H17 UNL     1      -0.037   0.270  -1.994  1.00  0.00           H  
HETATM   52  H18 UNL     1       0.036  -1.460  -1.648  1.00  0.00           H  
HETATM   53  H19 UNL     1       2.191   0.659  -1.457  1.00  0.00           H  
HETATM   54  H20 UNL     1       2.255  -1.088  -1.697  1.00  0.00           H  
HETATM   55  H21 UNL     1       1.744  -2.284   1.487  1.00  0.00           H  
HETATM   56  H22 UNL     1       3.342  -2.360   0.744  1.00  0.00           H  
HETATM   57  H23 UNL     1       1.894  -2.577  -0.251  1.00  0.00           H  
HETATM   58  H24 UNL     1       3.607   1.101   0.722  1.00  0.00           H  
HETATM   59  H25 UNL     1       4.508   1.882  -1.694  1.00  0.00           H  
HETATM   60  H26 UNL     1       6.020   0.732  -3.543  1.00  0.00           H  
HETATM   61  H27 UNL     1       5.143  -2.284  -0.829  1.00  0.00           H  
HETATM   62  H28 UNL     1       1.482  -0.174   3.626  1.00  0.00           H  
CONECT    1    2   35   36   37
CONECT    2    3    4   12
CONECT    3   38   39   40
CONECT    4    5
CONECT    5    6   11   41
CONECT    6    7
CONECT    7    8    8    9
CONECT    9   10   10   42
CONECT   10   11   43
CONECT   11   12   18
CONECT   12   13   44
CONECT   13   14   45   46
CONECT   14   15   15   16
CONECT   16   17   18   34
CONECT   17   47   48   49
CONECT   18   19   50
CONECT   19   20   51   52
CONECT   20   21   53   54
CONECT   21   22   23   34
CONECT   22   55   56   57
CONECT   23   24   29   58
CONECT   24   25   28   28
CONECT   25   26   26   59
CONECT   26   27   60
CONECT   27   28
CONECT   28   61
CONECT   29   30
CONECT   30   31   31   32
CONECT   32   33   34   62
CONECT   33   34
END

HMDB0038158
     RDKit          3D
Jangomolide
 62 68  0  0  0  0  0  0  0  0999 V2000
   -4.3653    2.1846    0.4488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0142    0.7237    0.1773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2017   -0.1299    0.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7755    0.5742   -1.1572 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4029    0.4564   -1.3634 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2333   -0.2258   -2.5865 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7097   -1.5260   -2.6737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0273   -1.9954   -3.7850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7999   -2.2556   -1.4098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4503   -1.7000   -0.2922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9270   -0.2878   -0.1579 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7581    0.3204    0.9315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1318    1.4491    1.6499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7512    1.0666    2.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4057    1.0687    3.1686 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1651    0.6897    0.9223 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4909    1.9607    0.1695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4847   -0.3553    0.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2960   -0.4385   -1.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7599   -0.3020   -1.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2700   -0.4869    0.3211 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3147   -1.9936    0.6053 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6880    0.0131    0.4209 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4983   -0.1563   -0.7713 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7947    0.8389   -1.6776 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5890    0.2768   -2.6675 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7561   -0.9829   -2.3670 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1251   -1.2869   -1.2463 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2346   -0.6059    1.5957 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3144   -0.7815    2.6321 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6385   -1.6017    3.5415 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0037   -0.0321    2.6641 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1566    1.2553    2.1487 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4650    0.1338    1.4238 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7435    2.8561   -0.1909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4127    2.3236    0.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3264    2.4352    1.5157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9218   -1.0114    1.1677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9765    0.4476    1.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7226   -0.5402   -0.3501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0107    1.4635   -1.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1696   -3.2730   -1.4532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5355   -2.2829    0.6223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0768   -0.4486    1.6753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7384    1.6778    2.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1740    2.3524    1.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0598    2.8552    0.5877 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2551    1.9479   -0.8889 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5641    2.2522    0.2598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2566   -1.3400    0.5844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0373    0.2703   -1.9942 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0359   -1.4599   -1.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1905    0.6594   -1.4574 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2547   -1.0884   -1.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7435   -2.2838    1.4871 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3422   -2.3596    0.7435 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8945   -2.5774   -0.2515 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6070    1.1007    0.7219 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.8817   -1.6945 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0201    0.7318   -3.5433 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1426   -2.2840   -0.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4819   -0.1740    3.6260 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
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 11 10  1  6
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  6
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 23 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 32 33  1  0
 34 33  1  6
 12  2  1  0
 34 16  1  0
 11  5  1  0
 34 21  1  0
 18 11  1  0
 28 24  2  0
 34 32  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  3 38  1  0
  3 39  1  0
  3 40  1  0
  5 41  1  6
  9 42  1  0
 10 43  1  0
 12 44  1  0
 13 45  1  0
 13 46  1  0
 17 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 22 55  1  0
 22 56  1  0
 22 57  1  0
 23 58  1  1
 25 59  1  0
 26 60  1  0
 28 61  1  0
 32 62  1  1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Acidissimin?	HMDB

Chemical Formula

C₂₆H₂₈O₈

Average Molecular Weight

468.4957

Monoisotopic Molecular Weight

468.178417872

IUPAC Name

(2S,7R,13R,14R,16S,19R,20S)-19-(furan-3-yl)-9,9,13,20-tetramethyl-6,8,15,18-tetraoxahexacyclo[11.9.0.0²,⁷.0²,¹⁰.0¹⁴,¹⁶.0¹⁴,²⁰]docos-3-ene-5,12,17-trione

Traditional Name

(2S,7R,13R,14R,16S,19R,20S)-19-(furan-3-yl)-9,9,13,20-tetramethyl-6,8,15,18-tetraoxahexacyclo[11.9.0.0²,⁷.0²,¹⁰.0¹⁴,¹⁶.0¹⁴,²⁰]docos-3-ene-5,12,17-trione

CAS Registry Number

93767-25-0

SMILES

[H][C@]12OC(C)(C)C3CC(=O)[C@]4(C)C(CC[C@@]5(C)[C@@H](OC(=O)[C@H]6O[C@@]456)C4=COC=C4)[C@]13C=CC(=O)O2

InChI Identifier

InChI=1S/C26H28O8/c1-22(2)15-11-16(27)24(4)14(25(15)9-6-17(28)31-21(25)34-22)5-8-23(3)18(13-7-10-30-12-13)32-20(29)19-26(23,24)33-19/h6-7,9-10,12,14-15,18-19,21H,5,8,11H2,1-4H3/t14?,15?,18-,19+,21-,23-,24-,25-,26+/m0/s1

InChI Key

ZYPFSBYGJYBBBK-GLEICTKYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroid lactones. These are sterol lipids containing a lactone moiety linked to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Steroid lactones

Alternative Parents

Substituents

Steroid lactone
11-oxosteroid
Oxosteroid
2-oxosteroid
Naphthopyran
Naphthalene
Furopyran
1,4-dioxepane
Delta valerolactone
Dihydropyranone
Dioxepane
Delta_valerolactone
Oxane
Pyran
Dicarboxylic acid or derivatives
Enoate ester
Heteroaromatic compound
Tetrahydrofuran
Alpha,beta-unsaturated carboxylic ester
Furan
Lactone
Carboxylic acid ester
Ketone
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Acetal
Dialkyl ether
Oxirane
Ether
Organooxygen compound
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0038158)

Tissue

Nervous tissue

Hepatic tissue (HMDB: HMDB0038158)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038158)

Source

Endogenous

Endogenous (HMDB: HMDB0038158)

Plant

Plant (HMDB: HMDB0038158)

Animal

Animal (HMDB: HMDB0038158)

Exogenous

Food

Food (HMDB: HMDB0038158)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Fruit

Fruits (FooDB: FOOD00871)

Beverage

Beverages (FooDB: FOOD00870)

Exogenous (HMDB: HMDB0038158)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0038158)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0038158)

Lipid metabolism pathway (HMDB: HMDB0038158)

Cellular process

Cell signaling (HMDB: HMDB0038158)

Biochemical process

Lipid transport (HMDB: HMDB0038158)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0038158)

Molecular messenger

Signaling molecule (HMDB: HMDB0038158)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0038158)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	282 - 288 °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	0.049 g/L	ALOGPS
logP	3.6	ALOGPS
logP	3.4	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	17.28	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	104.57 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	115.48 m³·mol⁻¹	ChemAxon
Polarizability	46.76 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	205.693	31661259
DarkChem	[M-H]-	198.492	31661259
DeepCCS	[M-2H]-	246.399	30932474
DeepCCS	[M+Na]+	220.587	30932474
AllCCS	[M+H]+	208.0	32859911
AllCCS	[M+H-H2O]+	206.0	32859911
AllCCS	[M+NH4]+	210.0	32859911
AllCCS	[M+Na]+	210.5	32859911
AllCCS	[M-H]-	213.3	32859911
AllCCS	[M+Na-2H]-	214.1	32859911
AllCCS	[M+HCOO]-	215.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	7.79 minutes	32390414
Predicted by Siyang on May 30, 2022	18.8348 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.46 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3121.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	386.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	226.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	190.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	183.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	857.8 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	1080.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	84.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1530.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	572.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1895.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	599.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	484.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	275.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	445.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Jangomolide	[H][C@]12OC(C)(C)C3CC(=O)[C@]4(C)C(CC[C@@]5(C)[C@@H](OC(=O)[C@H]6O[C@@]456)C4=COC=C4)[C@]13C=CC(=O)O2	4542.1	Standard polar	33892256
Jangomolide	[H][C@]12OC(C)(C)C3CC(=O)[C@]4(C)C(CC[C@@]5(C)[C@@H](OC(=O)[C@H]6O[C@@]456)C4=COC=C4)[C@]13C=CC(=O)O2	3202.0	Standard non polar	33892256
Jangomolide	[H][C@]12OC(C)(C)C3CC(=O)[C@]4(C)C(CC[C@@]5(C)[C@@H](OC(=O)[C@H]6O[C@@]456)C4=COC=C4)[C@]13C=CC(=O)O2	4004.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Jangomolide,1TMS,isomer #1	CC1(C)O[C@@H]2OC(=O)C=C[C@]23C1C=C(O[Si](C)(C)C)[C@]1(C)C3CC[C@@]2(C)[C@H](C3=COC=C3)OC(=O)[C@H]3O[C@]321	3506.4	Semi standard non polar	33892256
Jangomolide,1TMS,isomer #1	CC1(C)O[C@@H]2OC(=O)C=C[C@]23C1C=C(O[Si](C)(C)C)[C@]1(C)C3CC[C@@]2(C)[C@H](C3=COC=C3)OC(=O)[C@H]3O[C@]321	3306.8	Standard non polar	33892256
Jangomolide,1TBDMS,isomer #1	CC1(C)O[C@@H]2OC(=O)C=C[C@]23C1C=C(O[Si](C)(C)C(C)(C)C)[C@]1(C)C3CC[C@@]2(C)[C@H](C3=COC=C3)OC(=O)[C@H]3O[C@]321	3752.5	Semi standard non polar	33892256
Jangomolide,1TBDMS,isomer #1	CC1(C)O[C@@H]2OC(=O)C=C[C@]23C1C=C(O[Si](C)(C)C(C)(C)C)[C@]1(C)C3CC[C@@]2(C)[C@H](C3=COC=C3)OC(=O)[C@H]3O[C@]321	3517.2	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Jangomolide GC-MS (Non-derivatized) - 70eV, Positive	splash10-05c6-9081700000-9451d0e57231b33220de	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Jangomolide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Jangomolide 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 - Jangomolide 10V, Positive-QTOF	splash10-014i-0000900000-394c01972bee2847662f	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Jangomolide 20V, Positive-QTOF	splash10-0uxr-0021900000-16ed103be1627e601fa3	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Jangomolide 40V, Positive-QTOF	splash10-0k92-9220100000-fb8f52c0a64fefda9265	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Jangomolide 10V, Negative-QTOF	splash10-00xr-0001900000-2fb85c8f2b70c01627e7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Jangomolide 20V, Negative-QTOF	splash10-00r2-1004900000-c3e7d6f4909412c61c72	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Jangomolide 40V, Negative-QTOF	splash10-0fr7-6109100000-1ce39415661a81da41aa	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Jangomolide 10V, Negative-QTOF	splash10-014i-0000900000-2e2e8c33baf90706eda3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Jangomolide 20V, Negative-QTOF	splash10-014i-0000900000-9ae8fb3b0053440d9ef3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Jangomolide 40V, Negative-QTOF	splash10-014i-0010900000-d39d23d8db1f592fe18c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Jangomolide 10V, Positive-QTOF	splash10-014i-0000900000-4e060ec4d7c659bbb78a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Jangomolide 20V, Positive-QTOF	splash10-014i-0001900000-83bd2d7ff966b3c73383	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Jangomolide 40V, Positive-QTOF	splash10-0gw0-1252900000-2594692411ba1880d353	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB017387

KNApSAcK ID

Not Available

Chemspider ID

35014522

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162943161

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1866081

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 Jangomolide (HMDB0038158)

MOL for HMDB0038158 (Jangomolide)

3D MOL for HMDB0038158 (Jangomolide)

3D SDF for HMDB0038158 (Jangomolide)

3D-SDF for HMDB0038158 (Jangomolide)

PDB for HMDB0038158 (Jangomolide)

3D PDB for HMDB0038158 (Jangomolide)

SMILES for HMDB0038158 (Jangomolide)

INCHI for HMDB0038158 (Jangomolide)

Structure for HMDB0038158 (Jangomolide)

3D Structure for HMDB0038158 (Jangomolide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra