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 17:37:26 UTC

Update Date

2022-03-07 02:52:35 UTC

HMDB ID

HMDB0030528

Secondary Accession Numbers

HMDB30528

Metabolite Identification

Common Name

Janthitrem B

Description

Janthitrem B belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. Generalized seizures may be treated with diazepam followed by methocarbamol or a barbiturate such as pentobarbital sodium. These are terpene compounds formed by four isoprene units. They cause a neurological disease of cattle known as "staggers syndrome". Janthitrem B is an extremely weak basic (essentially neutral) compound (based on its pKa). Janthitrem B is produced by Penicillium janthinellum. Janthitrem B is a potentially toxic compound. This would initially increase neurotransmitter levels, potentiating the GABA-induced chloride current, then lead to decreased levels of neurotransmitter in the synapse. They are thought to inhibit gamma-aminobutyric acid (GABA) receptors, both pre- and postsynaptic, as well as inhibit transmitter breakdown at the GABA-T receptors. Tremorgenic mycotoxins affect central nervous system activity. Gastric lavage should be performed and activated charcoal administered to limit further absorption of toxins.

Structure

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


  Mrv0541 09061400412D          

 43 50  0  0  0  0            999 V2000
   -1.3240   -5.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0668   -7.0474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1586   -5.9655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1172   -6.4191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4075   -9.0092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2797   -8.4057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9236   -7.5753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2574   -7.6543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1617   -9.6207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5141   -6.7175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2189   -7.1464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4569   -9.1918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6640   -9.4978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6593   -9.0339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6974   -7.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0474   -8.3340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5453   -6.8308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3430   -6.6515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8855   -9.2248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4021   -7.8133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9545   -8.6050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3831   -8.6380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1642   -8.8418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1924   -7.5765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7712   -7.9382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9736   -7.7803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6573   -7.9051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7903   -7.1134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6618   -8.2550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1616   -8.9110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6383   -7.0804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6949   -8.1633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3676   -6.7635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4841   -8.1877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1998   -7.9712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9045   -8.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4760   -8.3670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1951   -7.5073    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3811   -8.3010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3984   -9.7013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7522   -8.7629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0855   -6.6845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8370   -7.4420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0  0  0  0
 12  9  1  0  0  0  0
 18  1  2  0  0  0  0
 18  2  1  0  0  0  0
 19  9  1  0  0  0  0
 19 13  1  0  0  0  0
 20 15  2  0  0  0  0
 21 14  1  0  0  0  0
 22 14  2  0  0  0  0
 22 20  1  0  0  0  0
 23 13  1  0  0  0  0
 23 21  1  0  0  0  0
 24 17  2  0  0  0  0
 24 20  1  0  0  0  0
 25 16  2  0  0  0  0
 26 15  1  0  0  0  0
 26 21  2  0  0  0  0
 27 16  1  0  0  0  0
 28 10  1  0  0  0  0
 28 25  1  0  0  0  0
 29 24  1  0  0  0  0
 30 22  1  0  0  0  0
 30 29  1  0  0  0  0
 31 18  1  0  0  0  0
 31 27  1  0  0  0  0
 32 23  2  0  0  0  0
 33  3  1  0  0  0  0
 33  4  1  0  0  0  0
 33 17  1  0  0  0  0
 34  5  1  0  0  0  0
 34  6  1  0  0  0  0
 34 29  1  0  0  0  0
 35  7  1  0  0  0  0
 35 11  1  0  0  0  0
 36  8  1  0  0  0  0
 36 19  1  0  0  0  0
 36 32  1  0  0  0  0
 36 35  1  0  0  0  0
 37 12  1  0  0  0  0
 37 25  1  0  0  0  0
 37 35  1  0  0  0  0
 38 26  1  0  0  0  0
 38 32  1  0  0  0  0
 39 27  1  0  0  0  0
 40 30  1  0  0  0  0
 41 37  1  0  0  0  0
 42 28  1  0  0  0  0
 42 31  1  0  0  0  0
 43 33  1  0  0  0  0
 43 34  1  0  0  0  0
M  END

HMDB0030528
     RDKit          3D
Janthitrem B
 90 97  0  0  0  0  0  0  0  0999 V2000
   -7.9372    1.8821   -3.3645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8494    1.3911   -2.1509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9753    1.6030   -1.2073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6573    0.6470   -1.7364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0530    1.3546   -0.6705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7962    0.7808   -0.5138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8191    1.6334    0.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5756    0.8010    0.4221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7689   -0.3082    1.4261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0082    0.4612    2.7471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0213   -1.0903    1.1844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8488   -1.1012    2.3453 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8760   -2.5297    0.8151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6480   -3.2438    1.2435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5270   -2.3722    0.8346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1658   -2.8714    0.9726 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5717   -1.5634    0.9752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2500   -0.5501    1.4013 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5289    0.5636    1.3677 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7419    0.2643    0.9503 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8921    1.0271    0.7393 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0461    0.4058    0.2806 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1020   -0.9437    0.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9734   -1.6942    0.2302 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8298   -1.0789    0.6845 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4831   -1.2340   -0.4477 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5103   -1.8044   -1.6949 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3117   -0.0285   -0.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3315    1.0546    0.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7954    2.2909   -0.0623 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2350    2.4736   -0.3806 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3282    3.8733   -1.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0611    2.5782    0.8897 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7478    1.5993   -1.2880 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2810    0.3240   -1.3143 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4896   -0.6077   -1.1460 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7722    0.0644   -2.7245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5583   -1.1322    1.6914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4759   -1.5413    3.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9202   -0.5184    0.1399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9575   -1.2560   -0.2624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9099   -0.7586   -1.3127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1871   -0.8283   -0.7544 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8076    2.4277   -3.6718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1344    1.7427   -4.0674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8996    1.0705   -1.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6917    1.3744   -0.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2707    2.6921   -1.2055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8637    0.6237   -2.5370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4145    0.5998   -1.5535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4815    2.4196   -0.5550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1704    2.2024    1.0399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2662    0.4198   -0.5538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8802    1.5255    0.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9542    1.0490    2.6807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2304   -0.2675    3.5753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1979    1.1463    2.9710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6710   -1.6030    2.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9512   -2.6582   -0.3065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7374   -3.1486    1.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5822   -4.1761    0.6014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6365   -3.6204    2.2640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7060   -2.0421   -0.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1159   -3.4793    0.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0674   -3.4743    1.8508 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2704    1.5079    1.6275 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8793    2.0868    0.9327 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0076   -2.7344    0.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8585   -2.0349    0.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8548   -2.7290   -1.7287 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9128   -0.1030    0.7136 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1107    3.0950    0.1142 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3926    4.1229   -1.1205 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8624    3.7735   -2.0255 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7467    4.6142   -0.4417 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4836    1.6295    1.2188 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4494    3.0111    1.6900 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9343    3.2681    0.7461 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2069   -1.6571   -1.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3133   -0.2930   -1.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8607   -0.5731   -0.0946 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2311    0.8021   -3.4498 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1211   -0.9223   -3.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6832    0.2266   -2.8234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2347   -0.6136    3.7591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5692   -2.1804    3.2966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3316   -2.0838    3.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1851   -2.2414    0.1262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9232   -1.4801   -2.1814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8186   -1.3325   -1.3003 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 23 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  1  0
 31 33  1  0
 31 34  1  0
 34 35  1  0
 35 36  1  0
 35 37  1  0
 18 38  1  0
 38 39  1  0
 11 40  1  0
 40 41  2  0
 41 42  1  0
 42 43  1  0
 42  4  1  0
 40  6  1  0
 38  9  1  0
 38 15  1  0
 25 17  1  0
 35 28  1  0
 25 20  1  0
 29 22  1  0
  1 44  1  0
  1 45  1  0
  3 46  1  0
  3 47  1  0
  3 48  1  0
  4 49  1  0
  6 50  1  0
  7 51  1  0
  7 52  1  0
  8 53  1  0
  8 54  1  0
 10 55  1  0
 10 56  1  0
 10 57  1  0
 12 58  1  0
 13 59  1  0
 13 60  1  0
 14 61  1  0
 14 62  1  0
 15 63  1  0
 16 64  1  0
 16 65  1  0
 19 66  1  0
 21 67  1  0
 24 68  1  0
 26 69  1  0
 27 70  1  0
 28 71  1  0
 30 72  1  0
 32 73  1  0
 32 74  1  0
 32 75  1  0
 33 76  1  0
 33 77  1  0
 33 78  1  0
 36 79  1  0
 36 80  1  0
 36 81  1  0
 37 82  1  0
 37 83  1  0
 37 84  1  0
 39 85  1  0
 39 86  1  0
 39 87  1  0
 41 88  1  0
 42 89  1  0
 43 90  1  0
M  END


  Mrv0541 09061400412D          

 43 50  0  0  0  0            999 V2000
   -1.3240   -5.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0668   -7.0474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1586   -5.9655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1172   -6.4191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4075   -9.0092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2797   -8.4057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9236   -7.5753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2574   -7.6543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1617   -9.6207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5141   -6.7175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2189   -7.1464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4569   -9.1918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6640   -9.4978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6593   -9.0339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6974   -7.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0474   -8.3340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5453   -6.8308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3430   -6.6515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8855   -9.2248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4021   -7.8133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9545   -8.6050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3831   -8.6380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1642   -8.8418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1924   -7.5765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7712   -7.9382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9736   -7.7803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6573   -7.9051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7903   -7.1134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6618   -8.2550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1616   -8.9110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6383   -7.0804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6949   -8.1633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3676   -6.7635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4841   -8.1877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1998   -7.9712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9045   -8.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4760   -8.3670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1951   -7.5073    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3811   -8.3010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3984   -9.7013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7522   -8.7629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0855   -6.6845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8370   -7.4420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0  0  0  0
 12  9  1  0  0  0  0
 18  1  2  0  0  0  0
 18  2  1  0  0  0  0
 19  9  1  0  0  0  0
 19 13  1  0  0  0  0
 20 15  2  0  0  0  0
 21 14  1  0  0  0  0
 22 14  2  0  0  0  0
 22 20  1  0  0  0  0
 23 13  1  0  0  0  0
 23 21  1  0  0  0  0
 24 17  2  0  0  0  0
 24 20  1  0  0  0  0
 25 16  2  0  0  0  0
 26 15  1  0  0  0  0
 26 21  2  0  0  0  0
 27 16  1  0  0  0  0
 28 10  1  0  0  0  0
 28 25  1  0  0  0  0
 29 24  1  0  0  0  0
 30 22  1  0  0  0  0
 30 29  1  0  0  0  0
 31 18  1  0  0  0  0
 31 27  1  0  0  0  0
 32 23  2  0  0  0  0
 33  3  1  0  0  0  0
 33  4  1  0  0  0  0
 33 17  1  0  0  0  0
 34  5  1  0  0  0  0
 34  6  1  0  0  0  0
 34 29  1  0  0  0  0
 35  7  1  0  0  0  0
 35 11  1  0  0  0  0
 36  8  1  0  0  0  0
 36 19  1  0  0  0  0
 36 32  1  0  0  0  0
 36 35  1  0  0  0  0
 37 12  1  0  0  0  0
 37 25  1  0  0  0  0
 37 35  1  0  0  0  0
 38 26  1  0  0  0  0
 38 32  1  0  0  0  0
 39 27  1  0  0  0  0
 40 30  1  0  0  0  0
 41 37  1  0  0  0  0
 42 28  1  0  0  0  0
 42 31  1  0  0  0  0
 43 33  1  0  0  0  0
 43 34  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030528

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=C)C1OC2CCC3(C)C4(C)C(CC5=C4NC4=C5C=C5C(O)C6C(=CC(C)(C)OC6(C)C)C5=C4)CCC3(O)C2=CC1O

> <INCHI_IDENTIFIER>
InChI=1S/C37H47NO5/c1-18(2)31-27(39)16-25-28(42-31)10-11-35(7)36(8)19(9-12-37(25,35)41)13-23-21-14-22-20(15-26(21)38-32(23)36)24-17-33(3,4)43-34(5,6)29(24)30(22)40/h14-17,19,27-31,38-41H,1,9-13H2,2-8H3

> <INCHI_KEY>
FYYNBFCZCKFSKS-UHFFFAOYSA-N

> <FORMULA>
C37H47NO5

> <MOLECULAR_WEIGHT>
585.7728

> <EXACT_MASS>
585.345423619

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
90

> <JCHEM_AVERAGE_POLARIZABILITY>
70.03564642767346

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,3,23,23,25,25-hexamethyl-8-(prop-1-en-2-yl)-7,24-dioxa-31-azaoctacyclo[15.14.0.0²,¹⁵.0³,¹².0⁶,¹¹.0¹⁸,³⁰.0²⁰,²⁸.0²²,²⁷]hentriaconta-1(17),10,18(30),19,26,28-hexaene-9,12,21-triol

> <ALOGPS_LOGP>
5.29

> <JCHEM_LOGP>
4.462171326000002

> <ALOGPS_LOGS>
-5.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.795430740226433

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.304212849139592

> <JCHEM_PKA_STRONGEST_BASIC>
-3.273683782245853

> <JCHEM_POLAR_SURFACE_AREA>
94.94000000000001

> <JCHEM_REFRACTIVITY>
169.15499999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.27e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,3,23,23,25,25-hexamethyl-8-(prop-1-en-2-yl)-7,24-dioxa-31-azaoctacyclo[15.14.0.0²,¹⁵.0³,¹².0⁶,¹¹.0¹⁸,³⁰.0²⁰,²⁸.0²²,²⁷]hentriaconta-1(17),10,18(30),19,26,28-hexaene-9,12,21-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030528
     RDKit          3D
Janthitrem B
 90 97  0  0  0  0  0  0  0  0999 V2000
   -7.9372    1.8821   -3.3645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8494    1.3911   -2.1509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9753    1.6030   -1.2073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6573    0.6470   -1.7364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0530    1.3546   -0.6705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7962    0.7808   -0.5138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8191    1.6334    0.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5756    0.8010    0.4221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7689   -0.3082    1.4261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0082    0.4612    2.7471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0213   -1.0903    1.1844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8488   -1.1012    2.3453 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8760   -2.5297    0.8151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6480   -3.2438    1.2435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5270   -2.3722    0.8346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1658   -2.8714    0.9726 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5717   -1.5634    0.9752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2500   -0.5501    1.4013 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5289    0.5636    1.3677 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7419    0.2643    0.9503 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8921    1.0271    0.7393 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0461    0.4058    0.2806 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1020   -0.9437    0.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9734   -1.6942    0.2302 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8298   -1.0789    0.6845 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4831   -1.2340   -0.4477 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5103   -1.8044   -1.6949 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3117   -0.0285   -0.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3315    1.0546    0.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7954    2.2909   -0.0623 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2350    2.4736   -0.3806 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3282    3.8733   -1.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0611    2.5782    0.8897 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7478    1.5993   -1.2880 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2810    0.3240   -1.3143 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4896   -0.6077   -1.1460 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7722    0.0644   -2.7245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5583   -1.1322    1.6914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4759   -1.5413    3.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9202   -0.5184    0.1399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9575   -1.2560   -0.2624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9099   -0.7586   -1.3127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1871   -0.8283   -0.7544 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8076    2.4277   -3.6718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1344    1.7427   -4.0674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8996    1.0705   -1.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6917    1.3744   -0.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2707    2.6921   -1.2055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8637    0.6237   -2.5370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4145    0.5998   -1.5535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4815    2.4196   -0.5550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1704    2.2024    1.0399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2662    0.4198   -0.5538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8802    1.5255    0.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9542    1.0490    2.6807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2304   -0.2675    3.5753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1979    1.1463    2.9710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6710   -1.6030    2.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9512   -2.6582   -0.3065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7374   -3.1486    1.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5822   -4.1761    0.6014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6365   -3.6204    2.2640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7060   -2.0421   -0.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1159   -3.4793    0.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0674   -3.4743    1.8508 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2704    1.5079    1.6275 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8793    2.0868    0.9327 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0076   -2.7344    0.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8585   -2.0349    0.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8548   -2.7290   -1.7287 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9128   -0.1030    0.7136 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1107    3.0950    0.1142 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3926    4.1229   -1.1205 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8624    3.7735   -2.0255 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7467    4.6142   -0.4417 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4836    1.6295    1.2188 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4494    3.0111    1.6900 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9343    3.2681    0.7461 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2069   -1.6571   -1.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3133   -0.2930   -1.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8607   -0.5731   -0.0946 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2311    0.8021   -3.4498 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1211   -0.9223   -3.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6832    0.2266   -2.8234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2347   -0.6136    3.7591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5692   -2.1804    3.2966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3316   -2.0838    3.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1851   -2.2414    0.1262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9232   -1.4801   -2.1814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8186   -1.3325   -1.3003 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 23 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  1  0
 31 33  1  0
 31 34  1  0
 34 35  1  0
 35 36  1  0
 35 37  1  0
 18 38  1  0
 38 39  1  0
 11 40  1  0
 40 41  2  0
 41 42  1  0
 42 43  1  0
 42  4  1  0
 40  6  1  0
 38  9  1  0
 38 15  1  0
 25 17  1  0
 35 28  1  0
 25 20  1  0
 29 22  1  0
  1 44  1  0
  1 45  1  0
  3 46  1  0
  3 47  1  0
  3 48  1  0
  4 49  1  0
  6 50  1  0
  7 51  1  0
  7 52  1  0
  8 53  1  0
  8 54  1  0
 10 55  1  0
 10 56  1  0
 10 57  1  0
 12 58  1  0
 13 59  1  0
 13 60  1  0
 14 61  1  0
 14 62  1  0
 15 63  1  0
 16 64  1  0
 16 65  1  0
 19 66  1  0
 21 67  1  0
 24 68  1  0
 26 69  1  0
 27 70  1  0
 28 71  1  0
 30 72  1  0
 32 73  1  0
 32 74  1  0
 32 75  1  0
 33 76  1  0
 33 77  1  0
 33 78  1  0
 36 79  1  0
 36 80  1  0
 36 81  1  0
 37 82  1  0
 37 83  1  0
 37 84  1  0
 39 85  1  0
 39 86  1  0
 39 87  1  0
 41 88  1  0
 42 89  1  0
 43 90  1  0
M  END

HEADER    PROTEIN                                 06-SEP-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-14         0                                  
HETATM    1  C   UNK     0      -2.471 -10.876   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.858 -13.155   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      15.229 -11.136   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      17.019 -11.982   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.694 -16.817   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      17.322 -15.691   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.457 -14.141   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.081 -14.288   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.035 -17.959   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.826 -12.539   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.142 -13.340   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.720 -17.158   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.839 -17.729   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.564 -16.863   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.635 -13.784   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.089 -15.557   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.085 -12.751   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.507 -12.416   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.386 -17.220   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.951 -14.585   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.248 -16.063   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.915 -16.124   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.773 -16.505   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      13.426 -14.143   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.440 -14.818   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.284 -14.523   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.227 -14.756   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.475 -13.278   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      14.302 -15.409   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      13.368 -16.634   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -1.191 -13.217   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.897 -15.238   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      15.619 -12.625   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      15.837 -15.284   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       4.106 -14.880   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       5.422 -15.680   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       2.755 -15.618   0.000  0.00  0.00           C+0
HETATM   38  N   UNK     0       7.831 -14.014   0.000  0.00  0.00           N+0
HETATM   39  O   UNK     0      -2.578 -15.495   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      13.810 -18.109   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       1.404 -16.357   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       0.160 -12.478   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      16.496 -13.892   0.000  0.00  0.00           O+0
CONECT    1   18                                                            
CONECT    2   18                                                            
CONECT    3   33                                                            
CONECT    4   33                                                            
CONECT    5   34                                                            
CONECT    6   34                                                            
CONECT    7   35                                                            
CONECT    8   36                                                            
CONECT    9   12   19                                                       
CONECT   10   11   28                                                       
CONECT   11   10   35                                                       
CONECT   12    9   37                                                       
CONECT   13   19   23                                                       
CONECT   14   21   22                                                       
CONECT   15   20   26                                                       
CONECT   16   25   27                                                       
CONECT   17   24   33                                                       
CONECT   18    1    2   31                                                  
CONECT   19    9   13   36                                                  
CONECT   20   15   22   24                                                  
CONECT   21   14   23   26                                                  
CONECT   22   14   20   30                                                  
CONECT   23   13   21   32                                                  
CONECT   24   17   20   29                                                  
CONECT   25   16   28   37                                                  
CONECT   26   15   21   38                                                  
CONECT   27   16   31   39                                                  
CONECT   28   10   25   42                                                  
CONECT   29   24   30   34                                                  
CONECT   30   22   29   40                                                  
CONECT   31   18   27   42                                                  
CONECT   32   23   36   38                                                  
CONECT   33    3    4   17   43                                             
CONECT   34    5    6   29   43                                             
CONECT   35    7   11   36   37                                             
CONECT   36    8   19   32   35                                             
CONECT   37   12   25   35   41                                             
CONECT   38   26   32                                                       
CONECT   39   27                                                            
CONECT   40   30                                                            
CONECT   41   37                                                            
CONECT   42   28   31                                                       
CONECT   43   33   34                                                       
MASTER        0    0    0    0    0    0    0    0   43    0  100    0
END

COMPND    HMDB0030528
HETATM    1  C1  UNL     1      -7.937   1.882  -3.364  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.849   1.391  -2.151  1.00  0.00           C  
HETATM    3  C3  UNL     1      -8.975   1.603  -1.207  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.657   0.647  -1.736  1.00  0.00           C  
HETATM    5  O1  UNL     1      -6.053   1.355  -0.670  1.00  0.00           O  
HETATM    6  C5  UNL     1      -4.796   0.781  -0.514  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.819   1.633   0.188  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.576   0.801   0.422  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.769  -0.308   1.426  1.00  0.00           C  
HETATM   10  C9  UNL     1      -3.008   0.461   2.747  1.00  0.00           C  
HETATM   11  C10 UNL     1      -4.021  -1.090   1.184  1.00  0.00           C  
HETATM   12  O2  UNL     1      -4.849  -1.101   2.345  1.00  0.00           O  
HETATM   13  C11 UNL     1      -3.876  -2.530   0.815  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.648  -3.244   1.243  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.527  -2.372   0.835  1.00  0.00           C  
HETATM   16  C14 UNL     1      -0.166  -2.871   0.973  1.00  0.00           C  
HETATM   17  C15 UNL     1       0.572  -1.563   0.975  1.00  0.00           C  
HETATM   18  C16 UNL     1      -0.250  -0.550   1.401  1.00  0.00           C  
HETATM   19  N1  UNL     1       0.529   0.564   1.368  1.00  0.00           N  
HETATM   20  C17 UNL     1       1.742   0.264   0.950  1.00  0.00           C  
HETATM   21  C18 UNL     1       2.892   1.027   0.739  1.00  0.00           C  
HETATM   22  C19 UNL     1       4.046   0.406   0.281  1.00  0.00           C  
HETATM   23  C20 UNL     1       4.102  -0.944   0.023  1.00  0.00           C  
HETATM   24  C21 UNL     1       2.973  -1.694   0.230  1.00  0.00           C  
HETATM   25  C22 UNL     1       1.830  -1.079   0.685  1.00  0.00           C  
HETATM   26  C23 UNL     1       5.483  -1.234  -0.448  1.00  0.00           C  
HETATM   27  O3  UNL     1       5.510  -1.804  -1.695  1.00  0.00           O  
HETATM   28  C24 UNL     1       6.312  -0.029  -0.241  1.00  0.00           C  
HETATM   29  C25 UNL     1       5.331   1.055   0.009  1.00  0.00           C  
HETATM   30  C26 UNL     1       5.795   2.291  -0.062  1.00  0.00           C  
HETATM   31  C27 UNL     1       7.235   2.474  -0.381  1.00  0.00           C  
HETATM   32  C28 UNL     1       7.328   3.873  -1.015  1.00  0.00           C  
HETATM   33  C29 UNL     1       8.061   2.578   0.890  1.00  0.00           C  
HETATM   34  O4  UNL     1       7.748   1.599  -1.288  1.00  0.00           O  
HETATM   35  C30 UNL     1       7.281   0.324  -1.314  1.00  0.00           C  
HETATM   36  C31 UNL     1       8.490  -0.608  -1.146  1.00  0.00           C  
HETATM   37  C32 UNL     1       6.772   0.064  -2.725  1.00  0.00           C  
HETATM   38  C33 UNL     1      -1.558  -1.132   1.691  1.00  0.00           C  
HETATM   39  C34 UNL     1      -1.476  -1.541   3.176  1.00  0.00           C  
HETATM   40  C35 UNL     1      -4.920  -0.518   0.140  1.00  0.00           C  
HETATM   41  C36 UNL     1      -5.958  -1.256  -0.262  1.00  0.00           C  
HETATM   42  C37 UNL     1      -6.910  -0.759  -1.313  1.00  0.00           C  
HETATM   43  O5  UNL     1      -8.187  -0.828  -0.754  1.00  0.00           O  
HETATM   44  H1  UNL     1      -8.808   2.428  -3.672  1.00  0.00           H  
HETATM   45  H2  UNL     1      -7.134   1.743  -4.067  1.00  0.00           H  
HETATM   46  H3  UNL     1      -9.900   1.071  -1.528  1.00  0.00           H  
HETATM   47  H4  UNL     1      -8.692   1.374  -0.156  1.00  0.00           H  
HETATM   48  H5  UNL     1      -9.271   2.692  -1.205  1.00  0.00           H  
HETATM   49  H6  UNL     1      -5.864   0.624  -2.537  1.00  0.00           H  
HETATM   50  H7  UNL     1      -4.414   0.600  -1.554  1.00  0.00           H  
HETATM   51  H8  UNL     1      -3.482   2.420  -0.555  1.00  0.00           H  
HETATM   52  H9  UNL     1      -4.170   2.202   1.040  1.00  0.00           H  
HETATM   53  H10 UNL     1      -2.266   0.420  -0.554  1.00  0.00           H  
HETATM   54  H11 UNL     1      -1.880   1.526   0.886  1.00  0.00           H  
HETATM   55  H12 UNL     1      -3.954   1.049   2.681  1.00  0.00           H  
HETATM   56  H13 UNL     1      -3.230  -0.267   3.575  1.00  0.00           H  
HETATM   57  H14 UNL     1      -2.198   1.146   2.971  1.00  0.00           H  
HETATM   58  H15 UNL     1      -5.671  -1.603   2.075  1.00  0.00           H  
HETATM   59  H16 UNL     1      -3.951  -2.658  -0.307  1.00  0.00           H  
HETATM   60  H17 UNL     1      -4.737  -3.149   1.207  1.00  0.00           H  
HETATM   61  H18 UNL     1      -2.582  -4.176   0.601  1.00  0.00           H  
HETATM   62  H19 UNL     1      -2.636  -3.620   2.264  1.00  0.00           H  
HETATM   63  H20 UNL     1      -1.706  -2.042  -0.213  1.00  0.00           H  
HETATM   64  H21 UNL     1       0.116  -3.479   0.072  1.00  0.00           H  
HETATM   65  H22 UNL     1       0.067  -3.474   1.851  1.00  0.00           H  
HETATM   66  H23 UNL     1       0.270   1.508   1.627  1.00  0.00           H  
HETATM   67  H24 UNL     1       2.879   2.087   0.933  1.00  0.00           H  
HETATM   68  H25 UNL     1       3.008  -2.734   0.034  1.00  0.00           H  
HETATM   69  H26 UNL     1       5.858  -2.035   0.260  1.00  0.00           H  
HETATM   70  H27 UNL     1       5.855  -2.729  -1.729  1.00  0.00           H  
HETATM   71  H28 UNL     1       6.913  -0.103   0.714  1.00  0.00           H  
HETATM   72  H29 UNL     1       5.111   3.095   0.114  1.00  0.00           H  
HETATM   73  H30 UNL     1       8.393   4.123  -1.120  1.00  0.00           H  
HETATM   74  H31 UNL     1       6.862   3.774  -2.026  1.00  0.00           H  
HETATM   75  H32 UNL     1       6.747   4.614  -0.442  1.00  0.00           H  
HETATM   76  H33 UNL     1       8.484   1.629   1.219  1.00  0.00           H  
HETATM   77  H34 UNL     1       7.449   3.011   1.690  1.00  0.00           H  
HETATM   78  H35 UNL     1       8.934   3.268   0.746  1.00  0.00           H  
HETATM   79  H36 UNL     1       8.207  -1.657  -1.345  1.00  0.00           H  
HETATM   80  H37 UNL     1       9.313  -0.293  -1.834  1.00  0.00           H  
HETATM   81  H38 UNL     1       8.861  -0.573  -0.095  1.00  0.00           H  
HETATM   82  H39 UNL     1       7.231   0.802  -3.450  1.00  0.00           H  
HETATM   83  H40 UNL     1       7.121  -0.922  -3.120  1.00  0.00           H  
HETATM   84  H41 UNL     1       5.683   0.227  -2.823  1.00  0.00           H  
HETATM   85  H42 UNL     1      -1.235  -0.614   3.759  1.00  0.00           H  
HETATM   86  H43 UNL     1      -0.569  -2.180   3.297  1.00  0.00           H  
HETATM   87  H44 UNL     1      -2.332  -2.084   3.538  1.00  0.00           H  
HETATM   88  H45 UNL     1      -6.185  -2.241   0.126  1.00  0.00           H  
HETATM   89  H46 UNL     1      -6.923  -1.480  -2.181  1.00  0.00           H  
HETATM   90  H47 UNL     1      -8.819  -1.333  -1.300  1.00  0.00           H  
CONECT    1    2    2   44   45
CONECT    2    3    4
CONECT    3   46   47   48
CONECT    4    5   42   49
CONECT    5    6
CONECT    6    7   40   50
CONECT    7    8   51   52
CONECT    8    9   53   54
CONECT    9   10   11   38
CONECT   10   55   56   57
CONECT   11   12   13   40
CONECT   12   58
CONECT   13   14   59   60
CONECT   14   15   61   62
CONECT   15   16   38   63
CONECT   16   17   64   65
CONECT   17   18   18   25
CONECT   18   19   38
CONECT   19   20   66
CONECT   20   21   21   25
CONECT   21   22   67
CONECT   22   23   23   29
CONECT   23   24   26
CONECT   24   25   25   68
CONECT   26   27   28   69
CONECT   27   70
CONECT   28   29   35   71
CONECT   29   30   30
CONECT   30   31   72
CONECT   31   32   33   34
CONECT   32   73   74   75
CONECT   33   76   77   78
CONECT   34   35
CONECT   35   36   37
CONECT   36   79   80   81
CONECT   37   82   83   84
CONECT   38   39
CONECT   39   85   86   87
CONECT   40   41   41
CONECT   41   42   88
CONECT   42   43   89
CONECT   43   90
END

HMDB0030528
     RDKit          3D
Janthitrem B
 90 97  0  0  0  0  0  0  0  0999 V2000
   -7.9372    1.8821   -3.3645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8494    1.3911   -2.1509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9753    1.6030   -1.2073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6573    0.6470   -1.7364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0530    1.3546   -0.6705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7962    0.7808   -0.5138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8191    1.6334    0.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5756    0.8010    0.4221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7689   -0.3082    1.4261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0082    0.4612    2.7471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0213   -1.0903    1.1844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8488   -1.1012    2.3453 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8760   -2.5297    0.8151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6480   -3.2438    1.2435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5270   -2.3722    0.8346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1658   -2.8714    0.9726 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5717   -1.5634    0.9752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2500   -0.5501    1.4013 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5289    0.5636    1.3677 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7419    0.2643    0.9503 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8921    1.0271    0.7393 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0461    0.4058    0.2806 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1020   -0.9437    0.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9734   -1.6942    0.2302 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8298   -1.0789    0.6845 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4831   -1.2340   -0.4477 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5103   -1.8044   -1.6949 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3117   -0.0285   -0.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3315    1.0546    0.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7954    2.2909   -0.0623 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2350    2.4736   -0.3806 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3282    3.8733   -1.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0611    2.5782    0.8897 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7478    1.5993   -1.2880 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2810    0.3240   -1.3143 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4896   -0.6077   -1.1460 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7722    0.0644   -2.7245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5583   -1.1322    1.6914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4759   -1.5413    3.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9202   -0.5184    0.1399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9575   -1.2560   -0.2624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9099   -0.7586   -1.3127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1871   -0.8283   -0.7544 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8076    2.4277   -3.6718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1344    1.7427   -4.0674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8996    1.0705   -1.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6917    1.3744   -0.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2707    2.6921   -1.2055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8637    0.6237   -2.5370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4145    0.5998   -1.5535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4815    2.4196   -0.5550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1704    2.2024    1.0399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2662    0.4198   -0.5538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8802    1.5255    0.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9542    1.0490    2.6807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2304   -0.2675    3.5753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1979    1.1463    2.9710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6710   -1.6030    2.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9512   -2.6582   -0.3065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7374   -3.1486    1.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5822   -4.1761    0.6014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6365   -3.6204    2.2640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7060   -2.0421   -0.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1159   -3.4793    0.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0674   -3.4743    1.8508 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2704    1.5079    1.6275 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8793    2.0868    0.9327 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0076   -2.7344    0.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8585   -2.0349    0.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8548   -2.7290   -1.7287 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9128   -0.1030    0.7136 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1107    3.0950    0.1142 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3926    4.1229   -1.1205 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8624    3.7735   -2.0255 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7467    4.6142   -0.4417 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4836    1.6295    1.2188 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4494    3.0111    1.6900 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9343    3.2681    0.7461 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2069   -1.6571   -1.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3133   -0.2930   -1.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8607   -0.5731   -0.0946 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2311    0.8021   -3.4498 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1211   -0.9223   -3.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6832    0.2266   -2.8234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2347   -0.6136    3.7591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5692   -2.1804    3.2966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3316   -2.0838    3.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1851   -2.2414    0.1262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9232   -1.4801   -2.1814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8186   -1.3325   -1.3003 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 23 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  1  0
 31 33  1  0
 31 34  1  0
 34 35  1  0
 35 36  1  0
 35 37  1  0
 18 38  1  0
 38 39  1  0
 11 40  1  0
 40 41  2  0
 41 42  1  0
 42 43  1  0
 42  4  1  0
 40  6  1  0
 38  9  1  0
 38 15  1  0
 25 17  1  0
 35 28  1  0
 25 20  1  0
 29 22  1  0
  1 44  1  0
  1 45  1  0
  3 46  1  0
  3 47  1  0
  3 48  1  0
  4 49  1  0
  6 50  1  0
  7 51  1  0
  7 52  1  0
  8 53  1  0
  8 54  1  0
 10 55  1  0
 10 56  1  0
 10 57  1  0
 12 58  1  0
 13 59  1  0
 13 60  1  0
 14 61  1  0
 14 62  1  0
 15 63  1  0
 16 64  1  0
 16 65  1  0
 19 66  1  0
 21 67  1  0
 24 68  1  0
 26 69  1  0
 27 70  1  0
 28 71  1  0
 30 72  1  0
 32 73  1  0
 32 74  1  0
 32 75  1  0
 33 76  1  0
 33 77  1  0
 33 78  1  0
 36 79  1  0
 36 80  1  0
 36 81  1  0
 37 82  1  0
 37 83  1  0
 37 84  1  0
 39 85  1  0
 39 86  1  0
 39 87  1  0
 41 88  1  0
 42 89  1  0
 43 90  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₃₇H₄₇NO₅

Average Molecular Weight

585.7728

Monoisotopic Molecular Weight

585.345423619

IUPAC Name

2,3,23,23,25,25-hexamethyl-8-(prop-1-en-2-yl)-7,24-dioxa-31-azaoctacyclo[15.14.0.0²,¹⁵.0³,¹².0⁶,¹¹.0¹⁸,³⁰.0²⁰,²⁸.0²²,²⁷]hentriaconta-1(17),10,18(30),19,26,28-hexaene-9,12,21-triol

Traditional Name

CAS Registry Number

73561-90-7

SMILES

CC(=C)C1OC2CCC3(C)C4(C)C(CC5=C4NC4=C5C=C5C(O)C6C(=CC(C)(C)OC6(C)C)C5=C4)CCC3(O)C2=CC1O

InChI Identifier

InChI=1S/C37H47NO5/c1-18(2)31-27(39)16-25-28(42-31)10-11-35(7)36(8)19(9-12-37(25,35)41)13-23-21-14-22-20(15-26(21)38-32(23)36)24-17-33(3,4)43-34(5,6)29(24)30(22)40/h14-17,19,27-31,38-41H,1,9-13H2,2-8H3

InChI Key

FYYNBFCZCKFSKS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthopyrans

Sub Class

Not Available

Direct Parent

Naphthopyrans

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Health effect

Nervous system disorder

Seizure (HMDB: HMDB0030528)

Central nervous system disorder

Psychiatric disorder

Confusion (HMDB: HMDB0030528)

Paralysis (HMDB: HMDB0030528)

Disposition

Biological location

Cell membrane (HMDB: HMDB0030528)

Cellular substructure

Extracellular (HMDB: HMDB0030528)
Membrane (HMDB: HMDB0030528)

Route of exposure

Parenteral

Dermal (HMDB: HMDB0030528)
Inhalation (HMDB: HMDB0030528)

Enteral

Ingestion (HMDB: HMDB0030528)

Source

Endogenous

Endogenous (HMDB: HMDB0030528)

Exogenous

Food

Food (HMDB: HMDB0030528)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0030528)

Role

Biological role

Energy source (HMDB: HMDB0030528)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0030528)

Emulsifier (HMDB: HMDB0030528)

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
Water Solubility	0.0013 g/L	ALOGPS
logP	5.29	ALOGPS
logP	4.46	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	13.3	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	94.94 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	169.16 m³·mol⁻¹	ChemAxon
Polarizability	70.04 Å³	ChemAxon
Number of Rings	8	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	237.721	31661259
DarkChem	[M-H]-	227.013	31661259
DeepCCS	[M+H]+	243.119	30932474
DeepCCS	[M-H]-	240.977	30932474
DeepCCS	[M-2H]-	274.217	30932474
DeepCCS	[M+Na]+	248.942	30932474
AllCCS	[M+H]+	239.7	32859911
AllCCS	[M+H-H2O]+	238.4	32859911
AllCCS	[M+NH4]+	240.8	32859911
AllCCS	[M+Na]+	241.1	32859911
AllCCS	[M-H]-	237.7	32859911
AllCCS	[M+Na-2H]-	241.0	32859911
AllCCS	[M+HCOO]-	244.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Janthitrem B	CC(=C)C1OC2CCC3(C)C4(C)C(CC5=C4NC4=C5C=C5C(O)C6C(=CC(C)(C)OC6(C)C)C5=C4)CCC3(O)C2=CC1O	4216.4	Standard polar	33892256
Janthitrem B	CC(=C)C1OC2CCC3(C)C4(C)C(CC5=C4NC4=C5C=C5C(O)C6C(=CC(C)(C)OC6(C)C)C5=C4)CCC3(O)C2=CC1O	4140.7	Standard non polar	33892256
Janthitrem B	CC(=C)C1OC2CCC3(C)C4(C)C(CC5=C4NC4=C5C=C5C(O)C6C(=CC(C)(C)OC6(C)C)C5=C4)CCC3(O)C2=CC1O	4776.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Janthitrem B,1TMS,isomer #1	C=C(C)C1OC2CCC3(C)C(O)(CCC4CC5=C([NH]C6=CC7=C(C=C56)C(O[Si](C)(C)C)C5C7=CC(C)(C)OC5(C)C)C43C)C2=CC1O	4833.7	Semi standard non polar	33892256
Janthitrem B,1TMS,isomer #2	C=C(C)C1OC2CCC3(C)C(O[Si](C)(C)C)(CCC4CC5=C([NH]C6=CC7=C(C=C56)C(O)C5C7=CC(C)(C)OC5(C)C)C43C)C2=CC1O	4847.8	Semi standard non polar	33892256
Janthitrem B,1TMS,isomer #3	C=C(C)C1OC2CCC3(C)C(O)(CCC4CC5=C([NH]C6=CC7=C(C=C56)C(O)C5C7=CC(C)(C)OC5(C)C)C43C)C2=CC1O[Si](C)(C)C	4894.5	Semi standard non polar	33892256
Janthitrem B,1TMS,isomer #4	C=C(C)C1OC2CCC3(C)C(O)(CCC4CC5=C(N([Si](C)(C)C)C6=CC7=C(C=C56)C(O)C5C7=CC(C)(C)OC5(C)C)C43C)C2=CC1O	4946.6	Semi standard non polar	33892256
Janthitrem B,2TMS,isomer #1	C=C(C)C1OC2CCC3(C)C(O[Si](C)(C)C)(CCC4CC5=C([NH]C6=CC7=C(C=C56)C(O[Si](C)(C)C)C5C7=CC(C)(C)OC5(C)C)C43C)C2=CC1O	4695.8	Semi standard non polar	33892256
Janthitrem B,2TMS,isomer #2	C=C(C)C1OC2CCC3(C)C(O)(CCC4CC5=C([NH]C6=CC7=C(C=C56)C(O[Si](C)(C)C)C5C7=CC(C)(C)OC5(C)C)C43C)C2=CC1O[Si](C)(C)C	4727.9	Semi standard non polar	33892256
Janthitrem B,2TMS,isomer #3	C=C(C)C1OC2CCC3(C)C(O)(CCC4CC5=C(N([Si](C)(C)C)C6=CC7=C(C=C56)C(O[Si](C)(C)C)C5C7=CC(C)(C)OC5(C)C)C43C)C2=CC1O	4782.4	Semi standard non polar	33892256
Janthitrem B,2TMS,isomer #4	C=C(C)C1OC2CCC3(C)C(O[Si](C)(C)C)(CCC4CC5=C([NH]C6=CC7=C(C=C56)C(O)C5C7=CC(C)(C)OC5(C)C)C43C)C2=CC1O[Si](C)(C)C	4775.8	Semi standard non polar	33892256
Janthitrem B,2TMS,isomer #5	C=C(C)C1OC2CCC3(C)C(O[Si](C)(C)C)(CCC4CC5=C(N([Si](C)(C)C)C6=CC7=C(C=C56)C(O)C5C7=CC(C)(C)OC5(C)C)C43C)C2=CC1O	4798.6	Semi standard non polar	33892256
Janthitrem B,2TMS,isomer #6	C=C(C)C1OC2CCC3(C)C(O)(CCC4CC5=C(N([Si](C)(C)C)C6=CC7=C(C=C56)C(O)C5C7=CC(C)(C)OC5(C)C)C43C)C2=CC1O[Si](C)(C)C	4865.4	Semi standard non polar	33892256
Janthitrem B,3TMS,isomer #1	C=C(C)C1OC2CCC3(C)C(O[Si](C)(C)C)(CCC4CC5=C([NH]C6=CC7=C(C=C56)C(O[Si](C)(C)C)C5C7=CC(C)(C)OC5(C)C)C43C)C2=CC1O[Si](C)(C)C	4599.1	Semi standard non polar	33892256
Janthitrem B,3TMS,isomer #2	C=C(C)C1OC2CCC3(C)C(O[Si](C)(C)C)(CCC4CC5=C(N([Si](C)(C)C)C6=CC7=C(C=C56)C(O[Si](C)(C)C)C5C7=CC(C)(C)OC5(C)C)C43C)C2=CC1O	4623.0	Semi standard non polar	33892256
Janthitrem B,3TMS,isomer #3	C=C(C)C1OC2CCC3(C)C(O)(CCC4CC5=C(N([Si](C)(C)C)C6=CC7=C(C=C56)C(O[Si](C)(C)C)C5C7=CC(C)(C)OC5(C)C)C43C)C2=CC1O[Si](C)(C)C	4660.0	Semi standard non polar	33892256
Janthitrem B,3TMS,isomer #4	C=C(C)C1OC2CCC3(C)C(O[Si](C)(C)C)(CCC4CC5=C(N([Si](C)(C)C)C6=CC7=C(C=C56)C(O)C5C7=CC(C)(C)OC5(C)C)C43C)C2=CC1O[Si](C)(C)C	4700.4	Semi standard non polar	33892256
Janthitrem B,4TMS,isomer #1	C=C(C)C1OC2CCC3(C)C(O[Si](C)(C)C)(CCC4CC5=C(N([Si](C)(C)C)C6=CC7=C(C=C56)C(O[Si](C)(C)C)C5C7=CC(C)(C)OC5(C)C)C43C)C2=CC1O[Si](C)(C)C	4539.3	Semi standard non polar	33892256
Janthitrem B,4TMS,isomer #1	C=C(C)C1OC2CCC3(C)C(O[Si](C)(C)C)(CCC4CC5=C(N([Si](C)(C)C)C6=CC7=C(C=C56)C(O[Si](C)(C)C)C5C7=CC(C)(C)OC5(C)C)C43C)C2=CC1O[Si](C)(C)C	4624.8	Standard non polar	33892256
Janthitrem B,1TBDMS,isomer #1	C=C(C)C1OC2CCC3(C)C(O)(CCC4CC5=C([NH]C6=CC7=C(C=C56)C(O[Si](C)(C)C(C)(C)C)C5C7=CC(C)(C)OC5(C)C)C43C)C2=CC1O	5034.4	Semi standard non polar	33892256
Janthitrem B,1TBDMS,isomer #2	C=C(C)C1OC2CCC3(C)C(O[Si](C)(C)C(C)(C)C)(CCC4CC5=C([NH]C6=CC7=C(C=C56)C(O)C5C7=CC(C)(C)OC5(C)C)C43C)C2=CC1O	5048.0	Semi standard non polar	33892256
Janthitrem B,1TBDMS,isomer #3	C=C(C)C1OC2CCC3(C)C(O)(CCC4CC5=C([NH]C6=CC7=C(C=C56)C(O)C5C7=CC(C)(C)OC5(C)C)C43C)C2=CC1O[Si](C)(C)C(C)(C)C	5109.7	Semi standard non polar	33892256
Janthitrem B,1TBDMS,isomer #4	C=C(C)C1OC2CCC3(C)C(O)(CCC4CC5=C(N([Si](C)(C)C(C)(C)C)C6=CC7=C(C=C56)C(O)C5C7=CC(C)(C)OC5(C)C)C43C)C2=CC1O	5106.1	Semi standard non polar	33892256
Janthitrem B,2TBDMS,isomer #1	C=C(C)C1OC2CCC3(C)C(O[Si](C)(C)C(C)(C)C)(CCC4CC5=C([NH]C6=CC7=C(C=C56)C(O[Si](C)(C)C(C)(C)C)C5C7=CC(C)(C)OC5(C)C)C43C)C2=CC1O	5066.1	Semi standard non polar	33892256
Janthitrem B,2TBDMS,isomer #2	C=C(C)C1OC2CCC3(C)C(O)(CCC4CC5=C([NH]C6=CC7=C(C=C56)C(O[Si](C)(C)C(C)(C)C)C5C7=CC(C)(C)OC5(C)C)C43C)C2=CC1O[Si](C)(C)C(C)(C)C	5109.8	Semi standard non polar	33892256
Janthitrem B,2TBDMS,isomer #3	C=C(C)C1OC2CCC3(C)C(O)(CCC4CC5=C(N([Si](C)(C)C(C)(C)C)C6=CC7=C(C=C56)C(O[Si](C)(C)C(C)(C)C)C5C7=CC(C)(C)OC5(C)C)C43C)C2=CC1O	5101.7	Semi standard non polar	33892256
Janthitrem B,2TBDMS,isomer #4	C=C(C)C1OC2CCC3(C)C(O[Si](C)(C)C(C)(C)C)(CCC4CC5=C([NH]C6=CC7=C(C=C56)C(O)C5C7=CC(C)(C)OC5(C)C)C43C)C2=CC1O[Si](C)(C)C(C)(C)C	5160.4	Semi standard non polar	33892256
Janthitrem B,2TBDMS,isomer #5	C=C(C)C1OC2CCC3(C)C(O[Si](C)(C)C(C)(C)C)(CCC4CC5=C(N([Si](C)(C)C(C)(C)C)C6=CC7=C(C=C56)C(O)C5C7=CC(C)(C)OC5(C)C)C43C)C2=CC1O	5117.8	Semi standard non polar	33892256
Janthitrem B,2TBDMS,isomer #6	C=C(C)C1OC2CCC3(C)C(O)(CCC4CC5=C(N([Si](C)(C)C(C)(C)C)C6=CC7=C(C=C56)C(O)C5C7=CC(C)(C)OC5(C)C)C43C)C2=CC1O[Si](C)(C)C(C)(C)C	5200.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Janthitrem B GC-MS (Non-derivatized) - 70eV, Positive	splash10-01b9-1000190000-b2b8458f219671f8dcbc	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Janthitrem B GC-MS ("Janthitrem B,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Janthitrem B GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Janthitrem B GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Janthitrem B GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Janthitrem B GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Janthitrem B GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Janthitrem B GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Janthitrem B GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Janthitrem B GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Janthitrem B GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Janthitrem B GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Janthitrem B GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Janthitrem B GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Janthitrem B GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Janthitrem B GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Janthitrem B GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Janthitrem B GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Janthitrem B GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Janthitrem B GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Janthitrem B GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Janthitrem B GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Janthitrem B GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Janthitrem B GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Janthitrem B GC-MS (TBDMS_2_5) - 70eV, Positive	Not Available	2021-10-15	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 - Janthitrem B 10V, Positive-QTOF	splash10-0gbi-0000090000-0c5f8b40d08ed583cbdb	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Janthitrem B 20V, Positive-QTOF	splash10-004i-1000090000-eccaf589571f2ee15235	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Janthitrem B 40V, Positive-QTOF	splash10-0gi0-4000930000-1e51b636e865fadd1639	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Janthitrem B 10V, Negative-QTOF	splash10-00lr-2000090000-c8bf8a92bef198bdaad8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Janthitrem B 20V, Negative-QTOF	splash10-0159-4000190000-4c6c3768e71c13eaa4ab	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Janthitrem B 40V, Negative-QTOF	splash10-0aou-8100940000-85cee5cf5848403c804c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Janthitrem B 10V, Negative-QTOF	splash10-001i-0000090000-44e8966645f66ed4c373	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Janthitrem B 20V, Negative-QTOF	splash10-001i-0000090000-5d3f9cda08624cecec81	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Janthitrem B 40V, Negative-QTOF	splash10-0f89-0100090000-26bcfedc5a0679d6917e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Janthitrem B 10V, Positive-QTOF	splash10-000i-0000090000-46a1235fe82c4e4f2815	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Janthitrem B 20V, Positive-QTOF	splash10-000i-1010190000-745b375680efa91ec038	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Janthitrem B 40V, Positive-QTOF	splash10-0ar1-3131960000-09f4e20c8ccd1cc6f3e5	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB002401

KNApSAcK ID

C00023593

Chemspider ID

8546551

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10371106

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Janthitrem B (HMDB0030528)

MOL for HMDB0030528 (Janthitrem B)

3D MOL for HMDB0030528 (Janthitrem B)

3D SDF for HMDB0030528 (Janthitrem B)

3D-SDF for HMDB0030528 (Janthitrem B)

PDB for HMDB0030528 (Janthitrem B)

3D PDB for HMDB0030528 (Janthitrem B)

SMILES for HMDB0030528 (Janthitrem B)

INCHI for HMDB0030528 (Janthitrem B)

Structure for HMDB0030528 (Janthitrem B)

3D Structure for HMDB0030528 (Janthitrem B)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra