NP-MRD: Showing NP-Card for (1s,2s,3r,4r)-5-{[(2s,3r,4r)-7-[(3r,5ar,5br,9s,11as,13bs)-5a,5b,8,8,9,11a,13b-heptamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl]-2,3,4-trihydroxy-5-methyloctyl]oxy}-4-amino-1-(hydroxymethyl)cyclopentane-1,2,3-triol (NP0306595)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-10 23:10:04 UTC

Updated at

2022-09-10 23:10:05 UTC

NP-MRD ID

NP0306595

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2s,3r,4r)-5-{[(2s,3r,4r)-7-[(3r,5ar,5br,9s,11as,13bs)-5a,5b,8,8,9,11a,13b-heptamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl]-2,3,4-trihydroxy-5-methyloctyl]oxy}-4-amino-1-(hydroxymethyl)cyclopentane-1,2,3-triol

Description

(1S,2S,3R,4R)-4-amino-5-{[(2S,3R,4R)-7-[(1R,2R,6R,9S,14S,17S)-1,2,9,14,17,18,18-heptamethylpentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]Henicosan-6-yl]-2,3,4-trihydroxy-5-methyloctyl]oxy}-1-(hydroxymethyl)cyclopentane-1,2,3-triol belongs to the class of organic compounds known as bacteriohopanoids. These are bacterial terpenoids structurally characterized by a C30 skeleton, which is usually conjugated to a C5 (usually hydroxylated) unit linked by a carbon-carbon bond. Based on a literature review very few articles have been published on (1S,2S,3R,4R)-4-amino-5-{[(2S,3R,4R)-7-[(1R,2R,6R,9S,14S,17S)-1,2,9,14,17,18,18-heptamethylpentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]Henicosan-6-yl]-2,3,4-trihydroxy-5-methyloctyl]oxy}-1-(hydroxymethyl)cyclopentane-1,2,3-triol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112201102D          

 52 57  0  0  1  0            999 V2000
    0.8400   -5.0922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8400   -5.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5545   -6.3297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2690   -5.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2690   -5.0922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9835   -6.3297    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9835   -7.1547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6979   -5.9172    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6979   -5.0922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4124   -6.3297    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4124   -7.1547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1269   -5.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8413   -6.3297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5558   -5.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6420   -5.0967    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0289   -4.5447    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4490   -4.9252    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7846   -4.1715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8615   -5.6397    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.6820   -5.7259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3095   -6.2527    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8551   -6.8716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0628   -7.0400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2576   -7.2200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1256   -6.3297    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0393   -7.1502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676   -7.3217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1801   -6.6072    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6651   -7.2747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6281   -5.9941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8830   -5.2095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6900   -5.0380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2421   -5.6511    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4970   -4.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9871   -6.4357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5391   -7.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3461   -6.8773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6011   -6.0926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4080   -5.9211    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1531   -6.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9601   -6.5342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7670   -6.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0220   -5.5781    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.8289   -5.4065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4699   -4.9650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1696   -4.5278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1609   -4.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6630   -5.1365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1109   -4.5234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3040   -4.6949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0490   -5.4795    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9628   -4.6591    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  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  1  6  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  6  0  0  0
 15 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 19 20  1  6  0  0  0
 19 21  1  0  0  0  0
 14 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  1  0  0  0
 23 24  1  0  0  0  0
 25  2  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 25 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  1  0  0  0
 33 35  1  0  0  0  0
 28 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  6  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  6  0  0  0
 43 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  1  0  0  0  0
 45 48  1  0  0  0  0
 39 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 38 51  1  0  0  0  0
 33 51  1  0  0  0  0
 51 52  1  6  0  0  0
M  END

     RDKit          3D

129134  0  0  0  0  0  0  0  0999 V2000
   11.0830    0.5225   -0.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6278    0.7946   -0.4335 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.2743   -0.2561   -1.4207 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7789   -0.3368   -1.6689 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0393   -0.5760   -0.3484 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.4797   -1.8824    0.2186 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2914    0.6157    0.4750 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5364    0.5650    1.7443 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2157   -0.0802    1.7718 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6709   -0.6811    0.5167 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3443   -2.1352    0.8445 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5634   -0.6870   -0.6664 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1958    0.2595   -1.7835 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7594    0.1260   -2.2064 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9305   -0.4703   -1.1254 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4501   -0.3176   -1.3347 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9494    1.0633   -1.1864 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0031   -0.8774   -2.6671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4489   -1.1481   -2.3552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5156   -1.6910   -0.9312 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7172   -1.1326   -0.2021 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8456   -1.8585    1.1164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9119   -1.4688   -1.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2658   -1.0660   -0.6064 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7767   -1.6333    0.6775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4495    0.4362   -0.6562 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9980    0.9595   -1.8338 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9020    0.8033   -0.4452 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9437    2.2511   -0.3863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8238    0.3925   -1.5343 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.0535   -0.9414   -1.7151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1020    1.1629   -1.6664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0722    0.8404   -0.8392 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1406    0.9897    0.4726 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.4249   -0.2539    1.2943 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.8577   -1.4557    0.7479 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9384   -0.3327    1.3891 C   0  0  1  0  0  0  0  0  0  0  0  0
  -11.3761   -0.7053    2.6586 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4798    1.0361    1.0365 C   0  0  2  0  0  0  0  0  0  0  0  0
  -12.1811    1.0106   -0.1725 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2793    1.9409    0.9071 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.4497    2.9845    0.0236 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9883    2.5091    2.2763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8334    3.2932    2.2958 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8180   -1.3509   -0.4196 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0490   -0.9454    0.9600 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3138   -0.2219    1.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3186    0.0209    0.2407 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6029    1.5165    0.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7353    0.9360    0.7537 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7428    2.4440    1.1012 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2680    0.2853    2.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5082    1.3185    0.5816 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6398    0.5708   -1.0132 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2328   -0.5055    0.3171 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6970    1.7752   -0.9927 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7086    0.0540   -2.4208 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7412   -1.2427   -1.2349 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5549   -1.0739   -2.4351 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5001    0.7199   -1.9622 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5692   -2.0679    0.1969 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0653   -2.6898   -0.4571 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1251   -2.0987    1.2207 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8993    1.4991   -0.1220 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2393    0.1259    2.5166 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4770    1.6433    2.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2545   -0.8448    2.6152 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4785    0.6499    2.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3005   -2.3648    0.9286 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8311   -2.4642    1.7999 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7438   -2.8389    0.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5002   -1.7010   -1.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5337    1.2939   -1.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7903   -0.0788   -2.6908 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1127   -2.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6367   -0.5461   -3.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1186   -1.5735   -1.1420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1242    1.1170   -1.4426 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4420    1.6567   -2.0179 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0533    1.5477   -0.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5586   -1.8011   -2.9332 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0834   -0.0828   -3.4275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7808   -1.9166   -3.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0328   -0.2617   -2.5419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6819   -2.7719   -1.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6192   -0.0331   -0.0326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6388   -2.6650    1.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9334   -2.5264    1.2890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0512   -1.2341    1.9807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9248   -2.6129   -1.0598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7486   -1.2330   -2.1253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9593   -1.4695   -1.4080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7961   -2.7644    0.6079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3807   -1.2294    1.5978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9088   -1.4343    0.7708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9115    0.9241    0.2042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0770    0.3832   -2.6238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2830    0.4699    0.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0718    2.5418    0.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1785    0.6581   -2.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2979   -1.1271   -2.6464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4196    1.2170   -2.7567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7995    2.2643   -1.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2408    1.4669    0.8940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0490   -0.1463    2.3351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0372   -2.2552    1.3803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2562   -1.5992   -0.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3741   -1.0491    0.6665 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2483   -1.1529    2.6434 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1998    1.3685    1.8143 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7277    1.5284   -0.8848 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2102    3.8756    0.4298 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8499    3.0689    2.6823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7952    1.6892    3.0229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6989    3.5579    3.2454 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4522   -2.2956   -0.5723 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1319   -0.4156    1.3425 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1074   -1.8802    1.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9796    0.7287    1.8111 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8829   -0.7160    2.1483 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3891    2.0145   -0.7123 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6406    1.7505    0.5397 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9988    2.0655    1.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8028    2.8043    1.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1429    2.9689    0.3550 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4192    2.6001    2.1502 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0184   -0.7623    2.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3883    0.3283    1.9560 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0506    0.9116    2.9310 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 24  1  0
 24 23  1  0
 23 21  1  0
 21 22  1  0
 21 20  1  0
 20 19  1  0
 19 18  1  0
 18 16  1  0
 16 17  1  1
 16 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  1  6
 48 15  1  0
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12  5  1  0
  5  6  1  1
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  1  0
  2 50  1  0
 50 51  1  0
 50 52  1  0
 50  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  1
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 35 37  1  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
 39 41  1  0
 41 42  1  6
 41 43  1  0
 43 44  1  0
 45 20  1  0
 10 48  1  0
 41 34  1  0
 15 16  1  0
 10 12  1  0
  7  5  1  0
 25 93  1  0
 25 94  1  0
 25 95  1  0
 24 92  1  6
 23 90  1  0
 23 91  1  0
 21 86  1  1
 22 87  1  0
 22 88  1  0
 22 89  1  0
 20 85  1  6
 19 83  1  0
 19 84  1  0
 18 81  1  0
 18 82  1  0
 17 78  1  0
 17 79  1  0
 17 80  1  0
 45116  1  1
 46117  1  0
 46118  1  0
 47119  1  0
 47120  1  0
 49121  1  0
 49122  1  0
 49123  1  0
 15 77  1  1
 14 75  1  0
 14 76  1  0
 13 73  1  0
 13 74  1  0
 12 72  1  6
  6 61  1  0
  6 62  1  0
  6 63  1  0
  4 59  1  0
  4 60  1  0
  3 57  1  0
  3 58  1  0
  2 56  1  6
  1 53  1  0
  1 54  1  0
  1 55  1  0
 51124  1  0
 51125  1  0
 51126  1  0
 52127  1  0
 52128  1  0
 52129  1  0
  7 64  1  6
  8 65  1  0
  8 66  1  0
  9 67  1  0
  9 68  1  0
 11 69  1  0
 11 70  1  0
 11 71  1  0
 26 96  1  1
 27 97  1  0
 28 98  1  1
 29 99  1  0
 30100  1  6
 31101  1  0
 32102  1  0
 32103  1  0
 34104  1  1
 35105  1  1
 36106  1  0
 36107  1  0
 37108  1  6
 38109  1  0
 39110  1  1
 40111  1  0
 42112  1  0
 43113  1  0
 43114  1  0
 44115  1  0
M  END


  Mrv1652309112201102D          

 52 57  0  0  1  0            999 V2000
    0.8400   -5.0922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8400   -5.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5545   -6.3297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2690   -5.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2690   -5.0922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9835   -6.3297    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9835   -7.1547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6979   -5.9172    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6979   -5.0922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4124   -6.3297    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4124   -7.1547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1269   -5.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8413   -6.3297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5558   -5.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6420   -5.0967    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0289   -4.5447    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4490   -4.9252    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7846   -4.1715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8615   -5.6397    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.6820   -5.7259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3095   -6.2527    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8551   -6.8716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0628   -7.0400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2576   -7.2200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1256   -6.3297    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0393   -7.1502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676   -7.3217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1801   -6.6072    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6651   -7.2747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6281   -5.9941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8830   -5.2095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6900   -5.0380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2421   -5.6511    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4970   -4.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9871   -6.4357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5391   -7.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3461   -6.8773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6011   -6.0926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4080   -5.9211    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1531   -6.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9601   -6.5342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7670   -6.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0220   -5.5781    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.8289   -5.4065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4699   -4.9650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1696   -4.5278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1609   -4.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6630   -5.1365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1109   -4.5234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3040   -4.6949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0490   -5.4795    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9628   -4.6591    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  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  1  6  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  6  0  0  0
 15 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 19 20  1  6  0  0  0
 19 21  1  0  0  0  0
 14 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  1  0  0  0
 23 24  1  0  0  0  0
 25  2  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 25 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  1  0  0  0
 33 35  1  0  0  0  0
 28 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  6  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  6  0  0  0
 43 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  1  0  0  0  0
 45 48  1  0  0  0  0
 39 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 38 51  1  0  0  0  0
 33 51  1  0  0  0  0
 51 52  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0306595

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(CC(C)[C@H]1CC[C@@]2(C)C1CC[C@]1(C)C2CCC2[C@@]3(C)CC[C@H](C)C(C)(C)C3CC[C@@]12C)[C@@H](O)[C@@H](O)[C@@H](O)COC1[C@H](N)[C@@H](O)[C@H](O)[C@@]1(O)CO

> <INCHI_IDENTIFIER>
InChI=1S/C43H77NO8/c1-23(20-24(2)33(47)34(48)28(46)21-52-37-32(44)35(49)36(50)43(37,51)22-45)26-13-17-39(6)27(26)14-18-41(8)30(39)10-11-31-40(7)16-12-25(3)38(4,5)29(40)15-19-42(31,41)9/h23-37,45-51H,10-22,44H2,1-9H3/t23?,24?,25-,26+,27?,28-,29?,30?,31?,32+,33+,34-,35+,36-,37?,39-,40-,41+,42+,43-/m0/s1

> <INCHI_KEY>
SDAHDGKUKORJBT-ZIJIADJNSA-N

> <FORMULA>
C43H77NO8

> <MOLECULAR_WEIGHT>
736.088

> <EXACT_MASS>
735.564918443

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
129

> <JCHEM_AVERAGE_POLARIZABILITY>
87.89904678958595

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,3R,4R)-4-amino-5-{[(2S,3R,4R)-7-[(1R,2R,6R,9S,14S,17S)-1,2,9,14,17,18,18-heptamethylpentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosan-6-yl]-2,3,4-trihydroxy-5-methyloctyl]oxy}-1-(hydroxymethyl)cyclopentane-1,2,3-triol

> <JCHEM_LOGP>
4.376762936333334

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.810522997482717

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.92372018157469

> <JCHEM_PKA_STRONGEST_BASIC>
8.165075158024555

> <JCHEM_POLAR_SURFACE_AREA>
176.85999999999999

> <JCHEM_REFRACTIVITY>
201.7955

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,3R,4R)-4-amino-5-{[(2S,3R,4R)-7-[(1R,2R,6R,9S,14S,17S)-1,2,9,14,17,18,18-heptamethylpentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosan-6-yl]-2,3,4-trihydroxy-5-methyloctyl]oxy}-1-(hydroxymethyl)cyclopentane-1,2,3-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0       1.568  -9.505   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.568 -11.045   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.902 -11.815   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.235 -11.045   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.235  -9.505   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.569 -11.815   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.569 -13.355   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       6.903 -11.045   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       6.903  -9.505   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       8.236 -11.815   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       8.236 -13.355   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       9.570 -11.045   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      10.904 -11.815   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      12.238 -11.045   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.398  -9.514   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      11.254  -8.483   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      13.905  -9.194   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      14.531  -7.787   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      14.675 -10.527   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      16.206 -10.688   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      13.644 -11.672   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      14.663 -12.827   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      13.184 -13.141   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      11.681 -13.477   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       0.234 -11.815   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.073 -13.347   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.433 -13.667   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.203 -12.333   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -3.108 -13.579   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.172 -11.189   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -1.648  -9.724   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -3.155  -9.404   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -4.185 -10.549   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -4.661  -9.084   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -3.709 -12.013   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -4.740 -13.158   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -6.246 -12.838   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -6.722 -11.373   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -8.228 -11.053   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -7.752 -12.517   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -9.259 -12.197   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0     -10.765 -11.877   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0     -11.241 -10.412   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0     -12.747 -10.092   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0     -10.211  -9.268   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0     -11.517  -8.452   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -9.634  -7.840   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      -8.704  -9.588   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      -7.674  -8.444   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      -6.167  -8.764   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      -5.692 -10.228   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      -5.531  -8.697   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   25                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   21                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   14   22   23                                             
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23                                                            
CONECT   25    2   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30   35                                             
CONECT   29   28                                                            
CONECT   30   28   25   31                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34   35   51                                             
CONECT   34   33                                                            
CONECT   35   33   28   36                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39   51                                                  
CONECT   39   38   40   41   48                                             
CONECT   40   39                                                            
CONECT   41   39   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43   46   47   48                                             
CONECT   46   45                                                            
CONECT   47   45                                                            
CONECT   48   45   39   49                                                  
CONECT   49   48   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   38   33   52                                             
CONECT   52   51                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  114    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₃H₇₇NO₈

Average Mass

736.0880 Da

Monoisotopic Mass

735.56492 Da

IUPAC Name

(1S,2S,3R,4R)-4-amino-5-{[(2S,3R,4R)-7-[(1R,2R,6R,9S,14S,17S)-1,2,9,14,17,18,18-heptamethylpentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosan-6-yl]-2,3,4-trihydroxy-5-methyloctyl]oxy}-1-(hydroxymethyl)cyclopentane-1,2,3-triol

Traditional Name

CAS Registry Number

Not Available

SMILES

CC(CC(C)[C@H]1CC[C@@]2(C)C1CC[C@]1(C)C2CCC2[C@@]3(C)CC[C@H](C)C(C)(C)C3CC[C@@]12C)[C@@H](O)[C@@H](O)[C@@H](O)COC1[C@H](N)[C@@H](O)[C@H](O)[C@@]1(O)CO

InChI Identifier

InChI=1S/C43H77NO8/c1-23(20-24(2)33(47)34(48)28(46)21-52-37-32(44)35(49)36(50)43(37,51)22-45)26-13-17-39(6)27(26)14-18-41(8)30(39)10-11-31-40(7)16-12-25(3)38(4,5)29(40)15-19-42(31,41)9/h23-37,45-51H,10-22,44H2,1-9H3/t23?,24?,25-,26+,27?,28-,29?,30?,31?,32+,33+,34-,35+,36-,37?,39-,40-,41+,42+,43-/m0/s1

InChI Key

SDAHDGKUKORJBT-ZIJIADJNSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bacteriohopanoids. These are bacterial terpenoids structurally characterized by a C30 skeleton, which is usually conjugated to a C5 (usually hydroxylated) unit linked by a carbon-carbon bond.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Hopanoids

Direct Parent

Bacteriohopanoids

Alternative Parents

Substituents

Bacteriohopane skeleton
Sesquaterpenoid
27-hydroxysteroid
25-hydroxysteroid
24-hydroxysteroid
Steroid
Pentose monosaccharide
Aminocyclitol or derivatives
Aminocyclitol
Cyclitol or derivatives
Cyclopentanol
Monosaccharide
Cyclic alcohol
Tertiary alcohol
1,2-aminoalcohol
Secondary alcohol
Polyol
Dialkyl ether
Ether
Organonitrogen compound
Alcohol
Primary amine
Primary aliphatic amine
Hydrocarbon derivative
Primary alcohol
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
Organooxygen compound
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	4.38	ChemAxon
pKa (Strongest Acidic)	11.92	ChemAxon
pKa (Strongest Basic)	8.17	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	176.86 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	201.8 m³·mol⁻¹	ChemAxon
Polarizability	87.9 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	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

78445045

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139583793

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,2s,3r,4r)-5-{[(2s,3r,4r)-7-[(3r,5ar,5br,9s,11as,13bs)-5a,5b,8,8,9,11a,13b-heptamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl]-2,3,4-trihydroxy-5-methyloctyl]oxy}-4-amino-1-(hydroxymethyl)cyclopentane-1,2,3-triol (NP0306595)

MOL for NP0306595 ((1s,2s,3r,4r)-5-{[(2s,3r,4r)-7-[(3r,5ar,5br,9s,11as,13bs)-5a,5b,8,8,9,11a,13b-heptamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl]-2,3,4-trihydroxy-5-methyloctyl]oxy}-4-amino-1-(hydroxymethyl)cyclopentane-1,2,3-triol)

3D MOL for NP0306595 ((1s,2s,3r,4r)-5-{[(2s,3r,4r)-7-[(3r,5ar,5br,9s,11as,13bs)-5a,5b,8,8,9,11a,13b-heptamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl]-2,3,4-trihydroxy-5-methyloctyl]oxy}-4-amino-1-(hydroxymethyl)cyclopentane-1,2,3-triol)

3D SDF for NP0306595 ((1s,2s,3r,4r)-5-{[(2s,3r,4r)-7-[(3r,5ar,5br,9s,11as,13bs)-5a,5b,8,8,9,11a,13b-heptamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl]-2,3,4-trihydroxy-5-methyloctyl]oxy}-4-amino-1-(hydroxymethyl)cyclopentane-1,2,3-triol)

3D-SDF for NP0306595 ((1s,2s,3r,4r)-5-{[(2s,3r,4r)-7-[(3r,5ar,5br,9s,11as,13bs)-5a,5b,8,8,9,11a,13b-heptamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl]-2,3,4-trihydroxy-5-methyloctyl]oxy}-4-amino-1-(hydroxymethyl)cyclopentane-1,2,3-triol)

PDB for NP0306595 ((1s,2s,3r,4r)-5-{[(2s,3r,4r)-7-[(3r,5ar,5br,9s,11as,13bs)-5a,5b,8,8,9,11a,13b-heptamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl]-2,3,4-trihydroxy-5-methyloctyl]oxy}-4-amino-1-(hydroxymethyl)cyclopentane-1,2,3-triol)

3D PDB for NP0306595 ((1s,2s,3r,4r)-5-{[(2s,3r,4r)-7-[(3r,5ar,5br,9s,11as,13bs)-5a,5b,8,8,9,11a,13b-heptamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl]-2,3,4-trihydroxy-5-methyloctyl]oxy}-4-amino-1-(hydroxymethyl)cyclopentane-1,2,3-triol)

SMILES for NP0306595 ((1s,2s,3r,4r)-5-{[(2s,3r,4r)-7-[(3r,5ar,5br,9s,11as,13bs)-5a,5b,8,8,9,11a,13b-heptamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl]-2,3,4-trihydroxy-5-methyloctyl]oxy}-4-amino-1-(hydroxymethyl)cyclopentane-1,2,3-triol)

INCHI for NP0306595 ((1s,2s,3r,4r)-5-{[(2s,3r,4r)-7-[(3r,5ar,5br,9s,11as,13bs)-5a,5b,8,8,9,11a,13b-heptamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl]-2,3,4-trihydroxy-5-methyloctyl]oxy}-4-amino-1-(hydroxymethyl)cyclopentane-1,2,3-triol)

Structure for NP0306595 ((1s,2s,3r,4r)-5-{[(2s,3r,4r)-7-[(3r,5ar,5br,9s,11as,13bs)-5a,5b,8,8,9,11a,13b-heptamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl]-2,3,4-trihydroxy-5-methyloctyl]oxy}-4-amino-1-(hydroxymethyl)cyclopentane-1,2,3-triol)

3D Structure for NP0306595 ((1s,2s,3r,4r)-5-{[(2s,3r,4r)-7-[(3r,5ar,5br,9s,11as,13bs)-5a,5b,8,8,9,11a,13b-heptamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl]-2,3,4-trihydroxy-5-methyloctyl]oxy}-4-amino-1-(hydroxymethyl)cyclopentane-1,2,3-triol)