NP-MRD: Showing NP-Card for [18,21,24,26,29,32,35-heptahydroxy-28-(2-hydroxy-2-methylpropyl)-31-isopropyl-23-methyl-15-oxo-12-thia-10,16,22,25,27,30,33,36-octaazapentacyclo[12.11.11.0³,¹¹.0⁴,⁹.0¹⁶,²⁰]hexatriaconta-3(11),4,6,8,21,24,26,29,32,35-decaen-34-yl](hydroxy)acetic acid (NP0166965)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2022-09-03 02:27:08 UTC

Updated at

2022-09-03 02:27:08 UTC

NP-MRD ID

NP0166965

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[18,21,24,26,29,32,35-heptahydroxy-28-(2-hydroxy-2-methylpropyl)-31-isopropyl-23-methyl-15-oxo-12-thia-10,16,22,25,27,30,33,36-octaazapentacyclo[12.11.11.0³,¹¹.0⁴,⁹.0¹⁶,²⁰]hexatriaconta-3(11),4,6,8,21,24,26,29,32,35-decaen-34-yl](hydroxy)acetic acid

Description

Phallacin belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. Phallacin is a very strong basic compound (based on its pKa). Phallacin is one of a group of toxins from the death cap (Amanita phalloides) known as phallotoxins. Phallacin is a potentially toxic compound. Moreover, they inhibit the ATP hydrolysis activity of F-actin. They bind specifically at the interface between F-actin subunits, locking adjacent subunits together. The phallotoxins consist of at least seven compounds, all of which have seven similar peptide rings, isolated from the death cap (Amanita phalloides). This leads to a decrease in the rate constant for the dissociation of actin subunits from filament ends, which essentially stabilizes actin filaments through the prevention of filament depolymerization. Phallotoxins bind actin, preventing its depolymerization and poisoning the cell. Hypovolemic shock; Gastrointestinal symptoms occur after a latent period and include abdominal pain, vomiting, and watery diarrhea. [18,21,24,26,29,32,35-heptahydroxy-28-(2-hydroxy-2-methylpropyl)-31-isopropyl-23-methyl-15-oxo-12-thia-10,16,22,25,27,30,33,36-octaazapentacyclo[12.11.11.0³,¹¹.0⁴,⁹.0¹⁶,²⁰]hexatriaconta-3(11),4,6,8,21,24,26,29,32,35-decaen-34-yl](hydroxy)acetic acid is found in Amanita phalloides. Liver lesions, tachycardia, hypoglycemia, hypotension and electrolyte imbalance with acid- base disturbance (L1160).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 08251413542D          

 58 62  0  0  0  0            999 V2000
    5.0810    1.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8715    0.7385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6974   -0.2606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3171    2.8860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3746    1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0132   -0.6505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2096   -1.4518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2211   -0.4199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6138   -2.0225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9784   -1.0728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1837   -0.0847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8656    1.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8248   -1.7444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1015   -2.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9265    0.8720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9217    0.5320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6456   -1.8277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6253   -0.9906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1974   -0.9297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8217   -1.7919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7620    0.5516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3233    0.6403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9063   -2.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3633   -0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164    0.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1626   -2.0519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0351   -2.4742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3372    1.2824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7939    1.3038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1490    1.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6913    0.3778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1123   -0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4669   -2.5419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5096   -1.6934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2070   -1.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9376   -2.4279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0302    2.3447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7559    0.3511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4548    1.2275    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4553    0.6175    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6606   -2.7793    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1202   -2.2262    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0104    0.9439    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3909   -1.2329    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6504   -0.9381    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1051   -2.6880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3650   -3.2866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7209    2.0961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1593    1.7093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4910    1.9492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3863    1.1112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9832   -0.1095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4251   -3.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4225   -1.2932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4799   -1.7683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5768   -3.0019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2075    3.2061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2618   -2.1047    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  2  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 15  1  1  0  0  0  0
 15  2  1  0  0  0  0
 16  3  1  0  0  0  0
 17 10  1  0  0  0  0
 17 13  1  0  0  0  0
 18  8  2  0  0  0  0
 19 11  1  0  0  0  0
 19 18  1  0  0  0  0
 20  9  2  0  0  0  0
 20 18  1  0  0  0  0
 21 11  1  0  0  0  0
 22 12  1  0  0  0  0
 23 14  1  0  0  0  0
 24 10  1  0  0  0  0
 25 15  1  0  0  0  0
 27 26  1  0  0  0  0
 28 16  1  0  0  0  0
 29 21  1  0  0  0  0
 30 22  1  0  0  0  0
 31 24  1  0  0  0  0
 32 25  1  0  0  0  0
 33 26  1  0  0  0  0
 34 19  2  0  0  0  0
 35 23  1  0  0  0  0
 36 27  1  0  0  0  0
 37  4  1  0  0  0  0
 37  5  1  0  0  0  0
 37 12  1  0  0  0  0
 38 16  1  4  0  0  0
 38 31  2  0  0  0  0
 39 21  1  4  0  0  0
 39 28  2  0  0  0  0
 40 22  1  4  0  0  0
 40 29  2  0  0  0  0
 41 23  1  4  0  0  0
 41 33  2  0  0  0  0
 42 20  1  0  0  0  0
 42 34  1  0  0  0  0
 43 25  1  4  0  0  0
 43 30  2  0  0  0  0
 44 26  1  4  0  0  0
 44 32  2  0  0  0  0
 45 13  1  0  0  0  0
 45 24  1  0  0  0  0
 45 35  1  0  0  0  0
 46 17  1  0  0  0  0
 47 27  1  0  0  0  0
 48 28  1  0  0  0  0
 49 29  1  0  0  0  0
 50 30  1  0  0  0  0
 51 31  1  0  0  0  0
 52 32  1  0  0  0  0
 53 33  1  0  0  0  0
 54 35  2  0  0  0  0
 55 36  2  0  0  0  0
 56 36  1  0  0  0  0
 57 37  1  0  0  0  0
 58 14  1  0  0  0  0
 58 34  1  0  0  0  0
M  END

     RDKit          3D

108112  0  0  0  0  0  0  0  0999 V2000
   -3.5977    3.0906   -0.7039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3333    1.9232   -1.6110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3299    2.2758   -3.0563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1025    1.1309   -1.1630 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1847    0.5945    0.1081 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6718   -0.1910    0.8861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6781    0.2580    1.8098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3992   -1.6423    1.0795 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7249   -2.3839    1.3658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7089   -2.2437    0.2338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9483   -3.0291    0.6737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1878   -2.9674   -1.0015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0178   -0.9534   -0.0999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7407   -2.3276    0.0622 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8655   -3.1743   -0.1226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0886   -4.5789   -0.2043 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5656   -2.8241   -0.2905 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3149   -3.1009    0.9568 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8665   -2.4781    2.1973 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8704   -1.1423    2.4528 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3974   -0.9508    3.6961 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0792   -2.1185    4.2744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4351   -2.4793    5.5164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6581   -3.8041    5.8245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3754   -4.7962    4.9075 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1325   -4.4187    3.6847 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3670   -3.0834    3.3494 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4066    0.1072    1.3079 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.1189    0.6248    1.5587 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3388    2.1010    1.1827 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1797    2.7869    0.9158 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5371    3.7429    0.5500 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8780    5.0471    0.2000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0273    3.5287    0.4291 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4043    3.2969    1.8893 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7590    3.0385    1.9800 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1646    4.6046    2.5808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1378    5.2213    3.0819 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0818    5.1800    2.7021 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1806    2.4879   -0.4528 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8819    2.0335   -1.3500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6560    2.2843   -2.7219 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4601    2.2054    0.2022 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6479    2.3265    0.6400 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3187    2.1812   -1.2065 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9619    3.0182   -2.2222 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1994    2.8420   -3.4785 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9611    2.3070   -4.5123 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0139    2.0323   -3.1174 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4377    1.2262   -1.9098 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2153    0.0820   -2.4428 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6221    0.1929   -2.4132 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6314   -0.9347   -2.8987 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7193   -1.8645   -2.2995 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5544   -3.0081   -3.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4013   -1.2652   -1.9792 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8586   -0.3733   -2.8849 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8023   -1.5604   -0.9214 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4439    3.6839   -1.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7208    3.7360   -0.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9269    2.7359    0.3072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2004    1.2197   -1.4655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1946    1.3754   -3.6810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3923    2.6060   -3.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7168    3.1415   -3.3430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0287    0.2860   -1.9116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4166    0.5084    2.7451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8953   -1.7366    2.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5002   -3.4803    1.4422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1260   -2.0854    2.3349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5179   -3.3545   -0.2178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5444   -2.4594    1.4004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5663   -3.9330    1.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7172   -3.9429   -0.7025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4767   -2.3582   -1.5878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0221   -3.2228   -1.7003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2926   -0.8756   -1.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5212   -5.2170    0.3367 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0033   -3.5827   -1.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3960   -2.8581    0.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3319   -4.2272    1.0776 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2665   -0.0281    4.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6544   -1.6874    6.2312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0654   -4.0772    6.8086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5603   -5.8272    5.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3506   -5.1997    2.9737 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7296   -0.0307    0.9024 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4698    0.4009    2.5860 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7562    2.5263    2.1589 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5568    5.5299   -0.6066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4794    4.5160    0.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2244    2.5774    2.4103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2912    3.8606    2.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8546    4.7603    3.1865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8500    1.6499   -3.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0161    4.0757   -1.9841 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0160    2.6387   -2.3806 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8193    3.8311   -3.8736 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4327    2.3316   -5.3470 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7261    1.3787   -3.9659 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1226    2.6612   -2.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6139    0.9655   -1.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1949   -0.0466   -3.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1380   -2.3855   -1.3887 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5123   -3.9976   -2.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4471   -2.9882   -3.9605 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6591   -2.8825   -3.9176 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7498   -0.5902   -3.8785 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 10 13  1  0
  8 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 20 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 32 34  1  0
 34 40  1  0
 40 41  2  0
 41 42  1  0
 34 35  1  0
 35 36  1  0
 35 37  1  0
 37 39  1  0
 37 38  2  0
 30 43  1  0
 43 44  2  0
 43 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 47 49  1  0
 49 50  1  0
 50 51  1  0
 51 52  1  0
 51 53  2  0
 53 54  1  0
 54 55  1  0
 54 56  1  0
 56 57  1  0
 56 58  2  0
 41  4  1  0
 50 45  1  0
 58 17  1  0
 27 19  1  0
 27 22  1  0
  1 59  1  0
  1 60  1  0
  1 61  1  0
  2 62  1  0
  3 63  1  0
  3 64  1  0
  3 65  1  0
  4 66  1  6
  7 67  1  0
  8 68  1  1
  9 69  1  0
  9 70  1  0
 11 71  1  0
 11 72  1  0
 11 73  1  0
 12 74  1  0
 12 75  1  0
 12 76  1  0
 13 77  1  0
 16 78  1  0
 17 79  1  6
 18 80  1  0
 18 81  1  0
 21 82  1  0
 23 83  1  0
 24 84  1  0
 25 85  1  0
 26 86  1  0
 29 87  1  0
 29 88  1  0
 30 89  1  1
 33 90  1  0
 34 91  1  6
 42 95  1  0
 35 92  1  1
 36 93  1  0
 39 94  1  0
 46 96  1  0
 46 97  1  0
 47 98  1  6
 48 99  1  0
 49100  1  0
 49101  1  0
 50102  1  1
 52103  1  0
 54104  1  1
 55105  1  0
 55106  1  0
 55107  1  0
 57108  1  0
M  END


  Mrv0541 08251413542D          

 58 62  0  0  0  0            999 V2000
    5.0810    1.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8715    0.7385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6974   -0.2606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3171    2.8860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3746    1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0132   -0.6505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2096   -1.4518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2211   -0.4199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6138   -2.0225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9784   -1.0728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1837   -0.0847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8656    1.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8248   -1.7444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1015   -2.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9265    0.8720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9217    0.5320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6456   -1.8277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6253   -0.9906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1974   -0.9297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8217   -1.7919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7620    0.5516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3233    0.6403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9063   -2.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3633   -0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164    0.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1626   -2.0519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0351   -2.4742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3372    1.2824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7939    1.3038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1490    1.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6913    0.3778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1123   -0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4669   -2.5419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5096   -1.6934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2070   -1.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9376   -2.4279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0302    2.3447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7559    0.3511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4548    1.2275    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4553    0.6175    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6606   -2.7793    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1202   -2.2262    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0104    0.9439    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3909   -1.2329    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6504   -0.9381    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1051   -2.6880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3650   -3.2866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7209    2.0961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1593    1.7093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4910    1.9492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3863    1.1112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9832   -0.1095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4251   -3.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4225   -1.2932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4799   -1.7683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5768   -3.0019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2075    3.2061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2618   -2.1047    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  2  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 15  1  1  0  0  0  0
 15  2  1  0  0  0  0
 16  3  1  0  0  0  0
 17 10  1  0  0  0  0
 17 13  1  0  0  0  0
 18  8  2  0  0  0  0
 19 11  1  0  0  0  0
 19 18  1  0  0  0  0
 20  9  2  0  0  0  0
 20 18  1  0  0  0  0
 21 11  1  0  0  0  0
 22 12  1  0  0  0  0
 23 14  1  0  0  0  0
 24 10  1  0  0  0  0
 25 15  1  0  0  0  0
 27 26  1  0  0  0  0
 28 16  1  0  0  0  0
 29 21  1  0  0  0  0
 30 22  1  0  0  0  0
 31 24  1  0  0  0  0
 32 25  1  0  0  0  0
 33 26  1  0  0  0  0
 34 19  2  0  0  0  0
 35 23  1  0  0  0  0
 36 27  1  0  0  0  0
 37  4  1  0  0  0  0
 37  5  1  0  0  0  0
 37 12  1  0  0  0  0
 38 16  1  4  0  0  0
 38 31  2  0  0  0  0
 39 21  1  4  0  0  0
 39 28  2  0  0  0  0
 40 22  1  4  0  0  0
 40 29  2  0  0  0  0
 41 23  1  4  0  0  0
 41 33  2  0  0  0  0
 42 20  1  0  0  0  0
 42 34  1  0  0  0  0
 43 25  1  4  0  0  0
 43 30  2  0  0  0  0
 44 26  1  4  0  0  0
 44 32  2  0  0  0  0
 45 13  1  0  0  0  0
 45 24  1  0  0  0  0
 45 35  1  0  0  0  0
 46 17  1  0  0  0  0
 47 27  1  0  0  0  0
 48 28  1  0  0  0  0
 49 29  1  0  0  0  0
 50 30  1  0  0  0  0
 51 31  1  0  0  0  0
 52 32  1  0  0  0  0
 53 33  1  0  0  0  0
 54 35  2  0  0  0  0
 55 36  2  0  0  0  0
 56 36  1  0  0  0  0
 57 37  1  0  0  0  0
 58 14  1  0  0  0  0
 58 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0166965

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C1N=C(O)C(CC(C)(C)O)N=C(O)C2CC3=C(NC4=CC=CC=C34)SCC(N=C(O)C(N=C1O)C(O)C(O)=O)C(=O)N1CC(O)CC1C(O)=NC(C)C(O)=N2

> <INCHI_IDENTIFIER>
InChI=1S/C37H50N8O12S/c1-15(2)25-32(52)44-26(27(47)36(55)56)33(53)41-23-14-58-34-19(18-8-6-7-9-20(18)42-34)11-21(29(49)40-22(30(50)43-25)12-37(4,5)57)39-28(48)16(3)38-31(51)24-10-17(46)13-45(24)35(23)54/h6-9,15-17,21-27,42,46-47,57H,10-14H2,1-5H3,(H,38,51)(H,39,48)(H,40,49)(H,41,53)(H,43,50)(H,44,52)(H,55,56)

> <INCHI_KEY>
LAVFLHFIXHMDLZ-UHFFFAOYSA-N

> <FORMULA>
C37H50N8O12S

> <MOLECULAR_WEIGHT>
830.904

> <EXACT_MASS>
830.326889794

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_ATOM_COUNT>
108

> <JCHEM_AVERAGE_POLARIZABILITY>
82.56185117963525

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
11

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[18,21,24,26,29,32,35-heptahydroxy-28-(2-hydroxy-2-methylpropyl)-23-methyl-15-oxo-31-(propan-2-yl)-12-thia-10,16,22,25,27,30,33,36-octaazapentacyclo[12.11.11.0³,¹¹.0⁴,⁹.0¹⁶,²⁰]hexatriaconta-3(11),4,6,8,21,24,26,29,32,35-decaen-34-yl]-2-hydroxyacetic acid

> <ALOGPS_LOGP>
0.68

> <JCHEM_LOGP>
-0.7618753598807163

> <ALOGPS_LOGS>
-3.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
2.8069474717723106

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.3269348559850003

> <JCHEM_PKA_STRONGEST_BASIC>
5.446897046969477

> <JCHEM_POLAR_SURFACE_AREA>
329.62999999999994

> <JCHEM_REFRACTIVITY>
206.25760000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.48e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[18,21,24,26,29,32,35-heptahydroxy-28-(2-hydroxy-2-methylpropyl)-31-isopropyl-23-methyl-15-oxo-12-thia-10,16,22,25,27,30,33,36-octaazapentacyclo[12.11.11.0³,¹¹.0⁴,⁹.0¹⁶,²⁰]hexatriaconta-3(11),4,6,8,21,24,26,29,32,35-decaen-34-yl](hydroxy)acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-AUG-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-AUG-14         0                                  
HETATM    1  C   UNK     0       9.485   3.365   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.960   1.379   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.035  -0.487   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.592   5.387   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.699   3.395   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.758  -1.214   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.124  -2.710   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.279  -0.784   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.012  -3.775   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.293  -2.003   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.343  -0.158   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.483   3.119   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.140  -3.256   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.923  -4.074   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.196   1.628   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.454   0.993   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.672  -3.412   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.167  -1.849   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.369  -1.735   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.534  -3.345   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.422   1.030   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.337   1.195   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.425  -4.493   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.145  -0.976   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.057   0.119   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.637  -3.830   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.265  -4.619   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.363   2.394   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.482   2.434   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.878   2.106   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.757   0.705   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.543  -0.770   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       8.338  -4.745   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       0.951  -3.161   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.986  -3.050   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      12.950  -4.532   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       1.923   4.377   0.000  0.00  0.00           C+0
HETATM   38  N   UNK     0       7.011   0.655   0.000  0.00  0.00           N+0
HETATM   39  N   UNK     0       2.716   2.291   0.000  0.00  0.00           N+0
HETATM   40  N   UNK     0       2.717   1.153   0.000  0.00  0.00           N+0
HETATM   41  N   UNK     0       6.833  -5.188   0.000  0.00  0.00           N+0
HETATM   42  N   UNK     0      -0.224  -4.156   0.000  0.00  0.00           N+0
HETATM   43  N   UNK     0       7.486   1.762   0.000  0.00  0.00           N+0
HETATM   44  N   UNK     0      10.063  -2.301   0.000  0.00  0.00           N+0
HETATM   45  N   UNK     0       6.814  -1.751   0.000  0.00  0.00           N+0
HETATM   46  O   UNK     0       9.529  -5.018   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      11.881  -6.135   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0       5.079   3.913   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      -0.297   3.191   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       6.517   3.638   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      10.054   2.074   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      11.169  -0.204   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0       8.260  -6.428   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0       4.522  -2.414   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0      13.962  -3.301   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0      14.143  -5.604   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0       2.254   5.985   0.000  0.00  0.00           O+0
HETATM   58  S   UNK     0       2.355  -3.929   0.000  0.00  0.00           S+0
CONECT    1   15                                                            
CONECT    2   15                                                            
CONECT    3   16                                                            
CONECT    4   37                                                            
CONECT    5   37                                                            
CONECT    6    7    8                                                       
CONECT    7    6    9                                                       
CONECT    8    6   18                                                       
CONECT    9    7   20                                                       
CONECT   10   17   24                                                       
CONECT   11   19   21                                                       
CONECT   12   22   37                                                       
CONECT   13   17   45                                                       
CONECT   14   23   58                                                       
CONECT   15    1    2   25                                                  
CONECT   16    3   28   38                                                  
CONECT   17   10   13   46                                                  
CONECT   18    8   19   20                                                  
CONECT   19   11   18   34                                                  
CONECT   20    9   18   42                                                  
CONECT   21   11   29   39                                                  
CONECT   22   12   30   40                                                  
CONECT   23   14   35   41                                                  
CONECT   24   10   31   45                                                  
CONECT   25   15   32   43                                                  
CONECT   26   27   33   44                                                  
CONECT   27   26   36   47                                                  
CONECT   28   16   39   48                                                  
CONECT   29   21   40   49                                                  
CONECT   30   22   43   50                                                  
CONECT   31   24   38   51                                                  
CONECT   32   25   44   52                                                  
CONECT   33   26   41   53                                                  
CONECT   34   19   42   58                                                  
CONECT   35   23   45   54                                                  
CONECT   36   27   55   56                                                  
CONECT   37    4    5   12   57                                             
CONECT   38   16   31                                                       
CONECT   39   21   28                                                       
CONECT   40   22   29                                                       
CONECT   41   23   33                                                       
CONECT   42   20   34                                                       
CONECT   43   25   30                                                       
CONECT   44   26   32                                                       
CONECT   45   13   24   35                                                  
CONECT   46   17                                                            
CONECT   47   27                                                            
CONECT   48   28                                                            
CONECT   49   29                                                            
CONECT   50   30                                                            
CONECT   51   31                                                            
CONECT   52   32                                                            
CONECT   53   33                                                            
CONECT   54   35                                                            
CONECT   55   36                                                            
CONECT   56   36                                                            
CONECT   57   37                                                            
CONECT   58   14   34                                                       
MASTER        0    0    0    0    0    0    0    0   58    0  124    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₇H₅₀N₈O₁₂S

Average Mass

830.9040 Da

Monoisotopic Mass

830.32689 Da

IUPAC Name

2-[18,21,24,26,29,32,35-heptahydroxy-28-(2-hydroxy-2-methylpropyl)-23-methyl-15-oxo-31-(propan-2-yl)-12-thia-10,16,22,25,27,30,33,36-octaazapentacyclo[12.11.11.0³,¹¹.0⁴,⁹.0¹⁶,²⁰]hexatriaconta-3(11),4,6,8,21,24,26,29,32,35-decaen-34-yl]-2-hydroxyacetic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

CC(C)C1N=C(O)C(CC(C)(C)O)N=C(O)C2CC3=C(NC4=CC=CC=C34)SCC(N=C(O)C(N=C1O)C(O)C(O)=O)C(=O)N1CC(O)CC1C(O)=NC(C)C(O)=N2

InChI Identifier

InChI=1S/C37H50N8O12S/c1-15(2)25-32(52)44-26(27(47)36(55)56)33(53)41-23-14-58-34-19(18-8-6-7-9-20(18)42-34)11-21(29(49)40-22(30(50)43-25)12-37(4,5)57)39-28(48)16(3)38-31(51)24-10-17(46)13-45(24)35(23)54/h6-9,15-17,21-27,42,46-47,57H,10-14H2,1-5H3,(H,38,51)(H,39,48)(H,40,49)(H,41,53)(H,43,50)(H,44,52)(H,55,56)

InChI Key

LAVFLHFIXHMDLZ-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
Amanita phalloides	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
Cyclic alpha peptide
Macrolactam
3-alkylindole
Alpha-amino acid or derivatives
Indole
Indole or derivatives
Aryl thioether
Alkylarylthioether
Hydroxy acid
Benzenoid
Alpha-hydroxy acid
Heteroaromatic compound
Tertiary alcohol
Pyrrolidine
Pyrrole
Tertiary carboxylic acid amide
Carboxamide group
Lactam
Secondary carboxylic acid amide
Secondary alcohol
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Azacycle
Carboxylic acid
Thioether
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Alcohol
Carbonyl group
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	0.68	ALOGPS
logP	-0.76	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	2.33	ChemAxon
pKa (Strongest Basic)	5.45	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	329.63 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	206.26 m³·mol⁻¹	ChemAxon
Polarizability	82.56 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

171277

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [18,21,24,26,29,32,35-heptahydroxy-28-(2-hydroxy-2-methylpropyl)-31-isopropyl-23-methyl-15-oxo-12-thia-10,16,22,25,27,30,33,36-octaazapentacyclo[12.11.11.0³,¹¹.0⁴,⁹.0¹⁶,²⁰]hexatriaconta-3(11),4,6,8,21,24,26,29,32,35-decaen-34-yl](hydroxy)acetic acid (NP0166965)

MOL for NP0166965 ([18,21,24,26,29,32,35-heptahydroxy-28-(2-hydroxy-2-methylpropyl)-31-isopropyl-23-methyl-15-oxo-12-thia-10,16,22,25,27,30,33,36-octaazapentacyclo[12.11.11.0³,¹¹.0⁴,⁹.0¹⁶,²⁰]hexatriaconta-3(11),4,6,8,21,24,26,29,32,35-decaen-34-yl](hydroxy)acetic acid)

3D MOL for NP0166965 ([18,21,24,26,29,32,35-heptahydroxy-28-(2-hydroxy-2-methylpropyl)-31-isopropyl-23-methyl-15-oxo-12-thia-10,16,22,25,27,30,33,36-octaazapentacyclo[12.11.11.0³,¹¹.0⁴,⁹.0¹⁶,²⁰]hexatriaconta-3(11),4,6,8,21,24,26,29,32,35-decaen-34-yl](hydroxy)acetic acid)

3D SDF for NP0166965 ([18,21,24,26,29,32,35-heptahydroxy-28-(2-hydroxy-2-methylpropyl)-31-isopropyl-23-methyl-15-oxo-12-thia-10,16,22,25,27,30,33,36-octaazapentacyclo[12.11.11.0³,¹¹.0⁴,⁹.0¹⁶,²⁰]hexatriaconta-3(11),4,6,8,21,24,26,29,32,35-decaen-34-yl](hydroxy)acetic acid)

3D-SDF for NP0166965 ([18,21,24,26,29,32,35-heptahydroxy-28-(2-hydroxy-2-methylpropyl)-31-isopropyl-23-methyl-15-oxo-12-thia-10,16,22,25,27,30,33,36-octaazapentacyclo[12.11.11.0³,¹¹.0⁴,⁹.0¹⁶,²⁰]hexatriaconta-3(11),4,6,8,21,24,26,29,32,35-decaen-34-yl](hydroxy)acetic acid)

PDB for NP0166965 ([18,21,24,26,29,32,35-heptahydroxy-28-(2-hydroxy-2-methylpropyl)-31-isopropyl-23-methyl-15-oxo-12-thia-10,16,22,25,27,30,33,36-octaazapentacyclo[12.11.11.0³,¹¹.0⁴,⁹.0¹⁶,²⁰]hexatriaconta-3(11),4,6,8,21,24,26,29,32,35-decaen-34-yl](hydroxy)acetic acid)

3D PDB for NP0166965 ([18,21,24,26,29,32,35-heptahydroxy-28-(2-hydroxy-2-methylpropyl)-31-isopropyl-23-methyl-15-oxo-12-thia-10,16,22,25,27,30,33,36-octaazapentacyclo[12.11.11.0³,¹¹.0⁴,⁹.0¹⁶,²⁰]hexatriaconta-3(11),4,6,8,21,24,26,29,32,35-decaen-34-yl](hydroxy)acetic acid)

SMILES for NP0166965 ([18,21,24,26,29,32,35-heptahydroxy-28-(2-hydroxy-2-methylpropyl)-31-isopropyl-23-methyl-15-oxo-12-thia-10,16,22,25,27,30,33,36-octaazapentacyclo[12.11.11.0³,¹¹.0⁴,⁹.0¹⁶,²⁰]hexatriaconta-3(11),4,6,8,21,24,26,29,32,35-decaen-34-yl](hydroxy)acetic acid)

INCHI for NP0166965 ([18,21,24,26,29,32,35-heptahydroxy-28-(2-hydroxy-2-methylpropyl)-31-isopropyl-23-methyl-15-oxo-12-thia-10,16,22,25,27,30,33,36-octaazapentacyclo[12.11.11.0³,¹¹.0⁴,⁹.0¹⁶,²⁰]hexatriaconta-3(11),4,6,8,21,24,26,29,32,35-decaen-34-yl](hydroxy)acetic acid)

Structure for NP0166965 ([18,21,24,26,29,32,35-heptahydroxy-28-(2-hydroxy-2-methylpropyl)-31-isopropyl-23-methyl-15-oxo-12-thia-10,16,22,25,27,30,33,36-octaazapentacyclo[12.11.11.0³,¹¹.0⁴,⁹.0¹⁶,²⁰]hexatriaconta-3(11),4,6,8,21,24,26,29,32,35-decaen-34-yl](hydroxy)acetic acid)

3D Structure for NP0166965 ([18,21,24,26,29,32,35-heptahydroxy-28-(2-hydroxy-2-methylpropyl)-31-isopropyl-23-methyl-15-oxo-12-thia-10,16,22,25,27,30,33,36-octaazapentacyclo[12.11.11.0³,¹¹.0⁴,⁹.0¹⁶,²⁰]hexatriaconta-3(11),4,6,8,21,24,26,29,32,35-decaen-34-yl](hydroxy)acetic acid)