NP-MRD: Showing NP-Card for 2-{3a,7-dihydroxy-9a,11a-dimethyl-5-oxo-1h,2h,3h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-6-hydroxy-6-methylheptan-3-yl benzoate (NP0250492)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 13:19:37 UTC

Updated at

2022-09-07 13:19:37 UTC

NP-MRD ID

NP0250492

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-{3a,7-dihydroxy-9a,11a-dimethyl-5-oxo-1h,2h,3h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-6-hydroxy-6-methylheptan-3-yl benzoate

Description

AC1LC86T belongs to the class of organic compounds known as trihydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears three hydroxyl groups. 2-{3a,7-dihydroxy-9a,11a-dimethyl-5-oxo-1h,2h,3h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-6-hydroxy-6-methylheptan-3-yl benzoate is found in Silene vulgaris. AC1LC86T is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171514582D          

 40 44  0  0  0  0            999 V2000
    2.8728   -3.9050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5619   -3.1408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7447   -3.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4338   -2.2638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6165   -2.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3056   -1.3868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0698   -1.0759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4585   -1.6977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0053   -0.6226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2383   -3.6793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4211   -3.5665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1102   -2.8023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0853   -4.2178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2256   -4.9820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2807   -5.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0980   -5.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4089   -4.7563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9025   -4.1049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0683   -2.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390   -1.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5218   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1731   -1.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3708   -0.9394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9853   -1.5952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2655   -0.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0777   -0.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3580    0.1019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6095   -1.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4216   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9534   -1.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7655   -1.6450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6731   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8610   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -2.0807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0489   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171   -2.2259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2368   -3.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -3.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8928   -2.5163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5330   -3.2587    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
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
  2 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 28 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 24 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
 19 39  1  0  0  0  0
 22 39  1  0  0  0  0
 39 40  1  0  0  0  0
M  END

     RDKit          3D

 88 92  0  0  0  0  0  0  0  0999 V2000
   -1.5815    1.3890    1.9057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8857    0.2404    1.0138 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7767   -0.6489    0.6652 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1849   -1.3514    1.9097 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9880   -2.0665    1.2825 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2074   -1.4614   -0.0934 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4862   -2.2275   -0.9985 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6221   -1.3003   -0.4470 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2338   -2.3658   -0.9580 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6390   -2.2335   -1.3184 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1474   -2.9444   -2.2205 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5059   -1.2669   -0.6403 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2293   -0.3625   -1.6122 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4568    0.1574   -0.8847 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9734    1.2895   -1.4837 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0091    0.4327    0.5473 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5535    0.8382    0.6002 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7235   -0.4027    0.3520 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5789   -1.1972    1.6029 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4006   -0.0790   -0.2880 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6564    1.0519    0.3386 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3861    0.6288    1.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4817   -0.1106    0.0910 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4221    0.5591   -1.2207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7201    0.6747   -0.1503 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1173   -0.4382   -1.0700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9458   -1.4977   -0.3350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.5624   -1.3551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0456   -3.1732   -1.9176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2184   -3.5981   -0.7421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9424   -1.8973   -2.4107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8278    1.4644    0.2456 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9875    2.7763   -0.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0655    3.2744   -0.8376 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1106    3.5946    0.2852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1784    4.9058   -0.1257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2699    5.6590    0.2728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2667    5.1180    1.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1559    3.7991    1.4480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0855    3.0320    1.0669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2614    2.3138    1.3963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5608    1.6935    2.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9607    1.0916    2.7728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6053   -0.4049    1.6310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1195   -1.4749    0.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0431   -0.6732    2.7170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9647   -2.0799    2.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6933   -3.1531    1.1665 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8708   -2.0818    1.9187 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3514   -3.1565   -0.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7250   -3.3111   -1.1105 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3050   -1.8559   -0.1021 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4964   -0.9657   -2.4970 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6120    0.4987   -1.9282 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2199   -0.6425   -0.9163 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8583    2.0449   -0.8686 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1756   -0.4868    1.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6653    1.2345    0.9437 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3417    1.6518   -0.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3551    1.1632    1.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1774   -2.2074    1.3116 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9253   -0.7688    2.3594 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5874   -1.3961    2.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6765    0.2704   -1.3349 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3104    1.5233    1.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3936    1.8576   -0.3761 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7183   -0.0162    1.8808 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9770    1.5442    1.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4050    0.5093   -1.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2665    1.6793   -1.1320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3162    0.2318   -1.9440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0783    1.3630   -0.7744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2543   -0.8888   -1.5305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7773   -0.0730   -1.8927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4193   -1.9173    0.5337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9110   -1.0249   -0.0404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6989   -2.6536   -2.8563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2619   -4.2269   -2.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1914   -3.2068   -1.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2062   -3.0740   -0.6252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8229   -3.8773    0.2364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3029   -4.4330   -1.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7314   -1.3995   -2.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3926    5.3520   -0.7533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3211    6.6985   -0.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1288    5.7056    1.3777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9224    3.3334    2.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9895    1.9899    1.3681 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
 25 32  1  0
 32 33  1  0
 33 34  2  0
 33 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  6
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  1
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  6
 40 35  1  0
 23  3  1  0
 23  6  1  0
 20  8  1  0
 18 12  1  0
  1 41  1  0
  1 42  1  0
  1 43  1  0
  2 44  1  1
 25 72  1  6
 26 73  1  0
 26 74  1  0
 27 75  1  0
 27 76  1  0
 29 77  1  0
 29 78  1  0
 29 79  1  0
 30 80  1  0
 30 81  1  0
 30 82  1  0
 31 83  1  0
 36 84  1  0
 37 85  1  0
 38 86  1  0
 39 87  1  0
 40 88  1  0
  3 45  1  6
  4 46  1  0
  4 47  1  0
  5 48  1  0
  5 49  1  0
  7 50  1  0
  9 51  1  0
 12 52  1  1
 13 53  1  0
 13 54  1  0
 14 55  1  1
 15 56  1  0
 16 57  1  0
 16 58  1  0
 17 59  1  0
 17 60  1  0
 19 61  1  0
 19 62  1  0
 19 63  1  0
 20 64  1  6
 21 65  1  0
 21 66  1  0
 22 67  1  0
 22 68  1  0
 24 69  1  0
 24 70  1  0
 24 71  1  0
M  END


  Mrv1533004171514582D          

 40 44  0  0  0  0            999 V2000
    2.8728   -3.9050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5619   -3.1408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7447   -3.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4338   -2.2638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6165   -2.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3056   -1.3868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0698   -1.0759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4585   -1.6977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0053   -0.6226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2383   -3.6793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4211   -3.5665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1102   -2.8023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0853   -4.2178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2256   -4.9820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2807   -5.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0980   -5.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4089   -4.7563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9025   -4.1049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0683   -2.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390   -1.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5218   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1731   -1.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3708   -0.9394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9853   -1.5952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2655   -0.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0777   -0.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3580    0.1019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6095   -1.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4216   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9534   -1.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7655   -1.6450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6731   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8610   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -2.0807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0489   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171   -2.2259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2368   -3.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -3.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8928   -2.5163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5330   -3.2587    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
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
  2 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 28 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 24 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
 19 39  1  0  0  0  0
 22 39  1  0  0  0  0
 39 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0250492

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C(CCC(C)(C)O)OC(=O)C1=CC=CC=C1)C1CCC2(O)C3=CC(=O)C4CC(O)CCC4(C)C3CCC12C

> <INCHI_IDENTIFIER>
InChI=1S/C34H48O6/c1-21(29(14-15-31(2,3)38)40-30(37)22-9-7-6-8-10-22)24-13-18-34(39)26-20-28(36)27-19-23(35)11-16-32(27,4)25(26)12-17-33(24,34)5/h6-10,20-21,23-25,27,29,35,38-39H,11-19H2,1-5H3

> <INCHI_KEY>
RAXMPURNZKMKND-UHFFFAOYSA-N

> <FORMULA>
C34H48O6

> <MOLECULAR_WEIGHT>
552.752

> <EXACT_MASS>
552.345089266

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
88

> <JCHEM_AVERAGE_POLARIZABILITY>
63.14925645862178

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{5,11-dihydroxy-2,15-dimethyl-8-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-14-yl}-6-hydroxy-6-methylheptan-3-yl benzoate

> <ALOGPS_LOGP>
4.73

> <JCHEM_LOGP>
5.261411695333335

> <ALOGPS_LOGS>
-5.61

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.023558034430987

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.756419634186539

> <JCHEM_PKA_STRONGEST_BASIC>
-2.627380881670211

> <JCHEM_POLAR_SURFACE_AREA>
104.06000000000002

> <JCHEM_REFRACTIVITY>
155.8852

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.34e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{5,11-dihydroxy-2,15-dimethyl-8-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-14-yl}-6-hydroxy-6-methylheptan-3-yl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       5.363  -7.289   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.782  -5.863   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.257  -5.652   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.676  -4.226   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.151  -4.015   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.571  -2.589   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.997  -2.008   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.856  -3.169   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.010  -1.162   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       2.312  -6.868   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.786  -6.657   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.206  -5.231   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.159  -7.873   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.421  -9.300   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.524 -10.515   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.050 -10.305   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.630  -8.878   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.685  -7.663   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.727  -4.647   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.299  -3.168   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.574  -2.304   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.790  -3.249   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       8.159  -1.754   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       9.306  -2.978   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.829  -1.529   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.345  -1.258   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      11.868   0.190   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      12.338  -2.436   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      13.854  -2.164   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      14.846  -3.342   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      16.362  -3.071   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      14.323  -4.790   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      12.807  -5.061   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      11.814  -3.884   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      11.291  -5.332   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      10.299  -4.155   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       9.775  -5.603   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       8.259  -5.874   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       7.267  -4.697   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       6.595  -6.083   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   19                                                  
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6                                                            
CONECT   10    3   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13                                                       
CONECT   19    2   20   39                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24   39                                             
CONECT   23   22                                                            
CONECT   24   22   25   36                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   34                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   28   35   36                                             
CONECT   35   34                                                            
CONECT   36   34   24   37                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   19   22   40                                             
CONECT   40   39                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   88    0
END

View in JSmol

Synonyms

Value	Source
2-{5,11-dihydroxy-2,15-dimethyl-8-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-14-yl}-6-hydroxy-6-methylheptan-3-yl benzoic acid	Generator

Chemical Formula

C₃₄H₄₈O₆

Average Mass

552.7520 Da

Monoisotopic Mass

552.34509 Da

IUPAC Name

2-{5,11-dihydroxy-2,15-dimethyl-8-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-14-yl}-6-hydroxy-6-methylheptan-3-yl benzoate

Traditional Name

2-{5,11-dihydroxy-2,15-dimethyl-8-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-14-yl}-6-hydroxy-6-methylheptan-3-yl benzoate

CAS Registry Number

Not Available

SMILES

CC(C(CCC(C)(C)O)OC(=O)C1=CC=CC=C1)C1CCC2(O)C3=CC(=O)C4CC(O)CCC4(C)C3CCC12C

InChI Identifier

InChI=1S/C34H48O6/c1-21(29(14-15-31(2,3)38)40-30(37)22-9-7-6-8-10-22)24-13-18-34(39)26-20-28(36)27-19-23(35)11-16-32(27,4)25(26)12-17-33(24,34)5/h6-10,20-21,23-25,27,29,35,38-39H,11-19H2,1-5H3

InChI Key

RAXMPURNZKMKND-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
Silene vulgaris	LOTUS Database	35616633

Chemical Taxonomy

Description

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

Trihydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

Cholesterol
Cholesterol-skeleton
Cholestane-skeleton
Ecdysteroid
25-hydroxysteroid
Trihydroxy bile acid, alcohol, or derivatives
6-oxosteroid
Oxosteroid
3-hydroxy-delta-7-steroid
Hydroxysteroid
3-hydroxysteroid
14-hydroxysteroid
Delta-7-steroid
Benzoate ester
Benzoic acid or derivatives
Benzoyl
Cyclohexenone
Benzenoid
Monocyclic benzene moiety
Tertiary alcohol
Cyclic alcohol
Ketone
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Carbonyl group
Organooxygen compound
Organic oxide
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Aromatic homopolycyclic compound

Molecular Framework

Aromatic 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	4.73	ALOGPS
logP	5.26	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	13.76	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	104.06 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	155.89 m³·mol⁻¹	ChemAxon
Polarizability	63.15 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	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

571185

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-{3a,7-dihydroxy-9a,11a-dimethyl-5-oxo-1h,2h,3h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-6-hydroxy-6-methylheptan-3-yl benzoate (NP0250492)

MOL for NP0250492 (2-{3a,7-dihydroxy-9a,11a-dimethyl-5-oxo-1h,2h,3h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-6-hydroxy-6-methylheptan-3-yl benzoate)

3D MOL for NP0250492 (2-{3a,7-dihydroxy-9a,11a-dimethyl-5-oxo-1h,2h,3h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-6-hydroxy-6-methylheptan-3-yl benzoate)

3D SDF for NP0250492 (2-{3a,7-dihydroxy-9a,11a-dimethyl-5-oxo-1h,2h,3h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-6-hydroxy-6-methylheptan-3-yl benzoate)

3D-SDF for NP0250492 (2-{3a,7-dihydroxy-9a,11a-dimethyl-5-oxo-1h,2h,3h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-6-hydroxy-6-methylheptan-3-yl benzoate)

PDB for NP0250492 (2-{3a,7-dihydroxy-9a,11a-dimethyl-5-oxo-1h,2h,3h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-6-hydroxy-6-methylheptan-3-yl benzoate)

3D PDB for NP0250492 (2-{3a,7-dihydroxy-9a,11a-dimethyl-5-oxo-1h,2h,3h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-6-hydroxy-6-methylheptan-3-yl benzoate)

SMILES for NP0250492 (2-{3a,7-dihydroxy-9a,11a-dimethyl-5-oxo-1h,2h,3h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-6-hydroxy-6-methylheptan-3-yl benzoate)

INCHI for NP0250492 (2-{3a,7-dihydroxy-9a,11a-dimethyl-5-oxo-1h,2h,3h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-6-hydroxy-6-methylheptan-3-yl benzoate)

Structure for NP0250492 (2-{3a,7-dihydroxy-9a,11a-dimethyl-5-oxo-1h,2h,3h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-6-hydroxy-6-methylheptan-3-yl benzoate)

3D Structure for NP0250492 (2-{3a,7-dihydroxy-9a,11a-dimethyl-5-oxo-1h,2h,3h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-6-hydroxy-6-methylheptan-3-yl benzoate)