NP-MRD: Showing NP-Card for 5,5a,7-trihydroxy-1-(7-hydroxy-6-methylheptan-2-yl)-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-3-yl methyl sulfate (NP0205954)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 02:00:43 UTC

Updated at

2022-09-05 02:00:43 UTC

NP-MRD ID

NP0205954

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5,5a,7-trihydroxy-1-(7-hydroxy-6-methylheptan-2-yl)-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-3-yl methyl sulfate

Description

Methyl 5,7,8-trihydroxy-14-(7-hydroxy-6-methylheptan-2-yl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-12-yl sulfate belongs to the class of organic compounds known as tetrahydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears four hydroxyl groups. 5,5a,7-trihydroxy-1-(7-hydroxy-6-methylheptan-2-yl)-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-3-yl methyl sulfate is found in Luidia quinaria. Based on a literature review very few articles have been published on methyl 5,7,8-trihydroxy-14-(7-hydroxy-6-methylheptan-2-yl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-12-yl sulfate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052204002D          

 37 40  0  0  0  0            999 V2000
    4.6771   -5.2254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8566   -5.3117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3717   -4.6442    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.7042   -5.1291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0391   -4.1593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8867   -3.9768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2223   -3.2231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0293   -3.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1155   -2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8300   -1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8300   -0.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5445   -2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2589   -1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9734   -2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6879   -1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6879   -0.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4023   -2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1168   -1.8186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3618   -1.8955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9749   -1.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1069   -1.1109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2999   -0.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7479   -1.5525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0028   -2.3371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4508   -2.9502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6438   -2.7787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0918   -3.3918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3889   -1.9941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1631   -2.6071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4181   -1.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6730   -1.0379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4800   -0.8664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1210   -0.4248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6860   -0.5963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9409   -1.3810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4930   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8098   -2.5086    0.0000 C   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
  3  4  2  0  0  0  0
  3  5  2  0  0  0  0
  3  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
  9 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 23 35  1  0  0  0  0
 28 35  1  0  0  0  0
 35 36  1  0  0  0  0
 24 37  1  0  0  0  0
  7 37  1  0  0  0  0
 19 37  1  0  0  0  0
M  END

     RDKit          3D

 87 90  0  0  0  0  0  0  0  0999 V2000
    1.0363    6.1271    1.5892 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1458    4.7687    1.9496 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4146    3.8730    0.5493 S   0  0  0  0  0  6  0  0  0  0  0  0
    0.6919    4.6184   -0.5638 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8601    3.8744    0.1902 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7650    2.3315    0.6814 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0271    2.0187   -0.4115 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4565    1.8450    0.0015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8929    0.4488   -0.3840 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1200    0.4576   -1.2098 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9319    1.2491   -2.5155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3092    1.1000   -0.5381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7257    0.4362    0.7447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0771   -1.0001    0.4613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5175   -1.7339    1.7120 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8465   -3.1664    1.3285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8017   -1.1282    2.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8007   -1.2310    1.2524 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6921   -0.2719   -0.9248 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9272   -1.0323   -2.2043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3592   -1.3429    0.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9661   -1.9336   -0.1546 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9951   -0.8247    0.0991 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7863    0.3590   -0.7612 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6929    0.3272   -2.0049 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1007    0.3331   -1.5584 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9161    0.1409   -2.6976 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4421   -0.5971   -0.4522 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4782   -1.4295   -0.9103 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0359    0.1494    0.7513 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9086   -0.8595    1.4722 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3592   -0.3870    2.6948 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1666   -2.1652    1.5801 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6957   -1.9511    1.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3272   -1.4693    0.0177 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3346   -2.7426   -0.8261 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4042    0.7307   -1.0995 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8559    6.4451    0.9283 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8977    6.7552    2.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0870    6.1868    0.9797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0169    2.8978   -1.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1184    2.6119   -0.4981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5461    2.0612    1.0846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2168   -0.0020    0.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4785   -0.5465   -1.5150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4803    2.2368   -2.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4314    0.7190   -3.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8858    1.3910   -2.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0464    2.1474   -0.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1900    1.1359   -1.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9131    0.4769    1.4673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6262    1.0045    1.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1909   -1.5442    0.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8848   -1.1094   -0.2869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7244   -1.7525    2.4549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9601   -3.8107    1.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4894   -3.5690    2.1536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4813   -3.2085    0.4087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1649   -1.6970    3.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6477   -0.0731    2.4830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6846   -0.4702    0.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2761   -0.5426   -2.9950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5191   -2.0706   -2.1726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9277   -0.9786   -2.6216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1766   -2.1151    0.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4067   -0.9555    1.1178 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1380   -2.4515   -1.0867 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1667   -2.6690    0.6846 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7764   -0.5112    1.1641 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2427    1.2321   -0.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3968   -0.4345   -2.7136 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4880    1.3201   -2.5054 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3463    1.3819   -1.2180 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4584   -0.5203   -3.3072 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0849   -0.9165   -1.4856 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2564    0.5780    1.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7417    0.9216    0.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7988   -1.0543    0.8103 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7345   -0.5447    3.4400 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5239   -2.9286    0.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3366   -2.5677    2.5962 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1582   -2.9112    1.6000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3006   -1.2407    2.1705 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7681   -3.5517   -0.3249 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4018   -3.0930   -0.8312 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0586   -2.5742   -1.8634 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3945    0.9890   -2.2057 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  2  0
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  9 19  1  0
 19 20  1  6
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  6
 28 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  6
 24 37  1  0
 37  7  1  0
 37 19  1  0
 35 23  1  0
 35 28  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  7 41  1  6
  8 42  1  0
  8 43  1  0
  9 44  1  1
 10 45  1  6
 11 46  1  0
 11 47  1  0
 11 48  1  0
 12 49  1  0
 12 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  0
 14 54  1  0
 15 55  1  1
 16 56  1  0
 16 57  1  0
 16 58  1  0
 17 59  1  0
 17 60  1  0
 18 61  1  0
 20 62  1  0
 20 63  1  0
 20 64  1  0
 21 65  1  0
 21 66  1  0
 22 67  1  0
 22 68  1  0
 23 69  1  1
 24 70  1  1
 25 71  1  0
 25 72  1  0
 26 73  1  1
 27 74  1  0
 29 75  1  0
 30 76  1  0
 30 77  1  0
 31 78  1  6
 32 79  1  0
 33 80  1  0
 33 81  1  0
 34 82  1  0
 34 83  1  0
 36 84  1  0
 36 85  1  0
 36 86  1  0
 37 87  1  6
M  END


  Mrv1652309052204002D          

 37 40  0  0  0  0            999 V2000
    4.6771   -5.2254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8566   -5.3117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3717   -4.6442    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.7042   -5.1291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0391   -4.1593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8867   -3.9768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2223   -3.2231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0293   -3.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1155   -2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8300   -1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8300   -0.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5445   -2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2589   -1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9734   -2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6879   -1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6879   -0.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4023   -2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1168   -1.8186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3618   -1.8955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9749   -1.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1069   -1.1109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2999   -0.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7479   -1.5525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0028   -2.3371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4508   -2.9502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6438   -2.7787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0918   -3.3918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3889   -1.9941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1631   -2.6071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4181   -1.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6730   -1.0379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4800   -0.8664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1210   -0.4248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6860   -0.5963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9409   -1.3810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4930   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8098   -2.5086    0.0000 C   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
  3  4  2  0  0  0  0
  3  5  2  0  0  0  0
  3  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
  9 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 23 35  1  0  0  0  0
 28 35  1  0  0  0  0
 35 36  1  0  0  0  0
 24 37  1  0  0  0  0
  7 37  1  0  0  0  0
 19 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0205954

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COS(=O)(=O)OC1CC(C(C)CCCC(C)CO)C2(C)CCC3C(CC(O)C4(O)CC(O)CCC34C)C12

> <INCHI_IDENTIFIER>
InChI=1S/C28H50O8S/c1-17(16-29)7-6-8-18(2)22-14-23(36-37(33,34)35-5)25-20-13-24(31)28(32)15-19(30)9-12-27(28,4)21(20)10-11-26(22,25)3/h17-25,29-32H,6-16H2,1-5H3

> <INCHI_KEY>
BJEGXUXAAHPJOD-UHFFFAOYSA-N

> <FORMULA>
C28H50O8S

> <MOLECULAR_WEIGHT>
546.76

> <EXACT_MASS>
546.322639744

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
87

> <JCHEM_AVERAGE_POLARIZABILITY>
61.91009631387622

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 5,7,8-trihydroxy-14-(7-hydroxy-6-methylheptan-2-yl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-12-yl sulfate

> <JCHEM_LOGP>
2.976927941

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.714927740588635

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.287457214266855

> <JCHEM_PKA_STRONGEST_BASIC>
-1.7410255745998122

> <JCHEM_POLAR_SURFACE_AREA>
133.52

> <JCHEM_REFRACTIVITY>
140.53079999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl 5,7,8-trihydroxy-14-(7-hydroxy-6-methylheptan-2-yl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-12-yl sulfate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       8.731  -9.754   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       7.199  -9.915   0.000  0.00  0.00           O+0
HETATM    3  S   UNK     0       6.294  -8.669   0.000  0.00  0.00           S+0
HETATM    4  O   UNK     0       5.048  -9.574   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       7.540  -7.764   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       5.389  -7.423   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       6.015  -6.016   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.521  -5.696   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.682  -4.165   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.016  -3.395   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.016  -1.855   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.350  -4.165   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.683  -3.395   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.017  -4.165   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      14.351  -3.395   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.351  -1.855   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      15.684  -4.165   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      17.018  -3.395   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       6.275  -3.538   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.420  -2.508   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.800  -2.074   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.293  -1.754   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.263  -2.898   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.739  -4.363   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.708  -5.507   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.202  -5.187   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       0.171  -6.331   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       0.726  -3.722   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -0.305  -4.867   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -0.780  -3.402   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -1.256  -1.937   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -2.763  -1.617   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -0.226  -0.793   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.281  -1.113   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       1.756  -2.578   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       2.787  -1.433   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       5.245  -4.683   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5    6                                             
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    3    7                                                       
CONECT    7    6    8   37                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   19                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17                                                            
CONECT   19    9   20   21   37                                             
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   35                                                  
CONECT   24   23   25   37                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30   35                                             
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   23   28   36                                             
CONECT   36   35                                                            
CONECT   37   24    7   19                                                  
MASTER        0    0    0    0    0    0    0    0   37    0   80    0
END

View in JSmol

Synonyms

Value	Source
Methyl 5,7,8-trihydroxy-14-(7-hydroxy-6-methylheptan-2-yl)-2,15-dimethyltetracyclo[8.7.0.0,.0,]heptadecan-12-yl sulfuric acid	Generator
Methyl 5,7,8-trihydroxy-14-(7-hydroxy-6-methylheptan-2-yl)-2,15-dimethyltetracyclo[8.7.0.0,.0,]heptadecan-12-yl sulphate	Generator
Methyl 5,7,8-trihydroxy-14-(7-hydroxy-6-methylheptan-2-yl)-2,15-dimethyltetracyclo[8.7.0.0,.0,]heptadecan-12-yl sulphuric acid	Generator

Chemical Formula

C₂₈H₅₀O₈S

Average Mass

546.7600 Da

Monoisotopic Mass

546.32264 Da

IUPAC Name

methyl 5,7,8-trihydroxy-14-(7-hydroxy-6-methylheptan-2-yl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-12-yl sulfate

Traditional Name

methyl 5,7,8-trihydroxy-14-(7-hydroxy-6-methylheptan-2-yl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-12-yl sulfate

CAS Registry Number

Not Available

SMILES

COS(=O)(=O)OC1CC(C(C)CCCC(C)CO)C2(C)CCC3C(CC(O)C4(O)CC(O)CCC34C)C12

InChI Identifier

InChI=1S/C28H50O8S/c1-17(16-29)7-6-8-18(2)22-14-23(36-37(33,34)35-5)25-20-13-24(31)28(32)15-19(30)9-12-27(28,4)21(20)10-11-26(22,25)3/h17-25,29-32H,6-16H2,1-5H3

InChI Key

BJEGXUXAAHPJOD-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Luidia quinaria	LOTUS Database	35616633

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Tetrahydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

26-hydroxysteroid
Tetrahydroxy bile acid, alcohol, or derivatives
Sulfated steroid skeleton
3-hydroxysteroid
6-hydroxysteroid
5-hydroxysteroid
Hydroxysteroid
Sulfuric acid diester
Alkyl sulfate
Sulfuric acid ester
Organic sulfuric acid or derivatives
Cyclic alcohol
Tertiary alcohol
Secondary alcohol
Polyol
Organic oxide
Primary alcohol
Organooxygen compound
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	2.98	ChemAxon
pKa (Strongest Acidic)	13.29	ChemAxon
pKa (Strongest Basic)	-1.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	133.52 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	140.53 m³·mol⁻¹	ChemAxon
Polarizability	61.91 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163040200

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5,5a,7-trihydroxy-1-(7-hydroxy-6-methylheptan-2-yl)-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-3-yl methyl sulfate (NP0205954)

MOL for NP0205954 (5,5a,7-trihydroxy-1-(7-hydroxy-6-methylheptan-2-yl)-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-3-yl methyl sulfate)

3D MOL for NP0205954 (5,5a,7-trihydroxy-1-(7-hydroxy-6-methylheptan-2-yl)-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-3-yl methyl sulfate)

3D SDF for NP0205954 (5,5a,7-trihydroxy-1-(7-hydroxy-6-methylheptan-2-yl)-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-3-yl methyl sulfate)

3D-SDF for NP0205954 (5,5a,7-trihydroxy-1-(7-hydroxy-6-methylheptan-2-yl)-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-3-yl methyl sulfate)

PDB for NP0205954 (5,5a,7-trihydroxy-1-(7-hydroxy-6-methylheptan-2-yl)-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-3-yl methyl sulfate)

3D PDB for NP0205954 (5,5a,7-trihydroxy-1-(7-hydroxy-6-methylheptan-2-yl)-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-3-yl methyl sulfate)

SMILES for NP0205954 (5,5a,7-trihydroxy-1-(7-hydroxy-6-methylheptan-2-yl)-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-3-yl methyl sulfate)

INCHI for NP0205954 (5,5a,7-trihydroxy-1-(7-hydroxy-6-methylheptan-2-yl)-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-3-yl methyl sulfate)

Structure for NP0205954 (5,5a,7-trihydroxy-1-(7-hydroxy-6-methylheptan-2-yl)-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-3-yl methyl sulfate)

3D Structure for NP0205954 (5,5a,7-trihydroxy-1-(7-hydroxy-6-methylheptan-2-yl)-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-3-yl methyl sulfate)