NP-MRD: Showing NP-Card for (1r,3as,5ar,7s,9ar,9br,11ar)-3a-hydroxy-9a,11a-dimethyl-5-oxo-1-[(2r,3s)-2,3,6-trihydroxy-6-methylheptan-2-yl]-1h,2h,3h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl acetate (NP0252787)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 16:25:47 UTC

Updated at

2022-09-07 16:25:47 UTC

NP-MRD ID

NP0252787

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,3as,5ar,7s,9ar,9br,11ar)-3a-hydroxy-9a,11a-dimethyl-5-oxo-1-[(2r,3s)-2,3,6-trihydroxy-6-methylheptan-2-yl]-1h,2h,3h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl acetate

Description

(1R,2R,5S,7R,11S,14R,15R)-11-hydroxy-2,15-dimethyl-8-oxo-14-[(2R,3S)-2,3,6-trihydroxy-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-9-en-5-yl acetate belongs to the class of organic compounds known as tetrahydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears four hydroxyl groups. Based on a literature review very few articles have been published on (1R,2R,5S,7R,11S,14R,15R)-11-hydroxy-2,15-dimethyl-8-oxo-14-[(2R,3S)-2,3,6-trihydroxy-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-9-en-5-yl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072218252D          

 36 39  0  0  1  0            999 V2000
    8.3557    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5435    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0117    2.1096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2632    0.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511    0.5577    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1708   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3587   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269    0.2673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5466   -0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1072    1.0432    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9193    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8557    2.4498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4830    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0148    0.1221    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7345   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3905   -0.1684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0307   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5660   -0.1416    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0596   -0.7929    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4083   -0.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7109   -1.2992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5533   -1.4442    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2640   -1.3314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8642   -2.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3578   -2.8597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6687   -3.6239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9796   -4.3881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0955   -3.9348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4329   -3.3130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0195    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6708    0.6076    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8685    1.4085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  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
  5 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 16 15  1  1  0  0  0
  8 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  1  6  0  0  0
 22 23  1  6  0  0  0
 22 24  1  6  0  0  0
 22 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 29 32  1  0  0  0  0
 21 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 15 35  1  0  0  0  0
 19 35  1  0  0  0  0
 35 36  1  6  0  0  0
M  END

     RDKit          3D

 82 85  0  0  0  0  0  0  0  0999 V2000
   -9.2773    1.3069   -1.4737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2957    0.2230   -1.2572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5800   -1.0015   -1.2830 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9823    0.5758   -1.0111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9496   -0.3976   -0.7877 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9587   -0.3709   -1.8940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7280    0.4100   -1.6478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2479    0.4494   -0.2133 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6062    1.8667    0.2661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9558   -0.5480    0.6336 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4194   -0.3228    0.5957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5262   -1.9156    0.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2904   -2.8548   -0.0463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0721   -2.1399    0.1908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2882   -1.0868    0.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7846    0.3130   -0.1279 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1056    1.2539    0.8251 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4007    1.0401    0.8640 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7076   -0.3809    1.1656 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1323   -0.7555    2.3631 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0547   -0.8787    1.2636 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2423   -0.1073    1.6051 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0884    0.4835    3.0540 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2927   -1.0082    1.7446 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6980    1.0278    0.7816 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8049    1.6497    1.4326 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0001    0.8351   -0.6535 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0524   -0.0893   -1.0897 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4677    0.2323   -0.7017 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9050    1.5840   -1.2507 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4363   -0.7693   -1.3731 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7643    0.2097    0.6225 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3039   -1.9024    0.1819 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8475   -2.4444    0.0520 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1584   -1.1594   -0.0402 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5372   -0.5384   -1.2335 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1030    0.9730   -2.1408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7659    1.6326   -0.5297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8055    2.1728   -2.0182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4794   -1.3948   -0.8671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4828    0.1153   -2.7763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7414   -1.4017   -2.3101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8014    1.4328   -2.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8965   -0.0775   -2.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6862    2.0611   -0.0029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0623    2.6347   -0.3444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5153    1.9876    1.3420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6298   -0.4426    1.7011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9023   -1.0615    1.2892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6141    0.6646    1.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6159   -3.1008    0.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3818    0.6190   -1.1504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2430    2.2839    0.4429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5799    1.2227    1.8221 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8169    1.4385   -0.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7507    1.6784    1.6919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3546    0.1152    3.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0160   -1.3451    2.1634 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5208   -1.4164    3.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0198   -1.6231    2.1913 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4461   -0.1506    3.6615 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7719    1.5429    2.9698 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0879    0.5083    3.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0343   -1.8719    2.0993 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9559    1.8861    0.7845 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9304    2.5658    1.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0736    0.6631   -1.2580 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2650    1.9153   -1.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0703   -0.1342   -2.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8906   -1.1510   -0.8000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9107    1.7846   -0.7981 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0749    1.5447   -2.3477 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2529    2.4048   -0.9399 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6625   -0.4615   -2.4033 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8662   -1.7208   -1.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3630   -0.8673   -0.8086 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4649    0.8534    0.8712 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9669   -2.7350    0.4956 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5219   -1.5083   -0.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8001   -3.0748   -0.8589 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6393   -3.0676    0.9300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0424   -0.8837   -1.9330 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  1
  8 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  1
 19 21  1  0
 21 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  6
 35 15  1  0
 15 14  2  0
 14 12  1  0
 12 13  2  0
 12 10  1  0
 10 11  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  1
 22 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 29 32  1  0
 11  5  1  0
 10  8  1  0
 15 16  1  0
 35 19  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  5 40  1  1
  6 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
  9 45  1  0
  9 46  1  0
  9 47  1  0
 16 52  1  6
 17 53  1  0
 17 54  1  0
 18 55  1  0
 18 56  1  0
 20 57  1  0
 20 58  1  0
 20 59  1  0
 21 60  1  1
 33 78  1  0
 33 79  1  0
 34 80  1  0
 34 81  1  0
 36 82  1  0
 14 51  1  0
 10 48  1  1
 11 49  1  0
 11 50  1  0
 23 61  1  0
 23 62  1  0
 23 63  1  0
 24 64  1  0
 25 65  1  6
 26 66  1  0
 27 67  1  0
 27 68  1  0
 28 69  1  0
 28 70  1  0
 30 71  1  0
 30 72  1  0
 30 73  1  0
 31 74  1  0
 31 75  1  0
 31 76  1  0
 32 77  1  0
M  END


  Mrv1652309072218252D          

 36 39  0  0  1  0            999 V2000
    8.3557    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5435    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0117    2.1096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2632    0.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511    0.5577    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1708   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3587   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269    0.2673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5466   -0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1072    1.0432    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9193    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8557    2.4498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4830    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0148    0.1221    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7345   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3905   -0.1684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0307   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5660   -0.1416    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0596   -0.7929    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4083   -0.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7109   -1.2992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5533   -1.4442    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2640   -1.3314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8642   -2.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3578   -2.8597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6687   -3.6239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9796   -4.3881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0955   -3.9348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4329   -3.3130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0195    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6708    0.6076    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8685    1.4085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  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
  5 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 16 15  1  1  0  0  0
  8 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  1  6  0  0  0
 22 23  1  6  0  0  0
 22 24  1  6  0  0  0
 22 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 29 32  1  0  0  0  0
 21 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 15 35  1  0  0  0  0
 19 35  1  0  0  0  0
 35 36  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0252787

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)O[C@H]1CC[C@]2(C)[C@H]3CC[C@]4(C)[C@@H](CC[C@@]4(O)C3=CC(=O)[C@@H]2C1)[C@@](C)(O)[C@@H](O)CCC(C)(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C29H46O7/c1-17(30)36-18-7-12-26(4)19-8-13-27(5)23(28(6,34)24(32)10-11-25(2,3)33)9-14-29(27,35)20(19)16-22(31)21(26)15-18/h16,18-19,21,23-24,32-35H,7-15H2,1-6H3/t18-,19-,21-,23+,24-,26+,27+,28+,29+/m0/s1

> <INCHI_KEY>
JYZWBQULDMOHQE-TYDCKQEHSA-N

> <FORMULA>
C29H46O7

> <MOLECULAR_WEIGHT>
506.68

> <EXACT_MASS>
506.324353821

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
57.22251998573012

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,5S,7R,11S,14R,15R)-11-hydroxy-2,15-dimethyl-8-oxo-14-[(2R,3S)-2,3,6-trihydroxy-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-5-yl acetate

> <JCHEM_LOGP>
2.1258912220000017

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.965061686728514

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.374350185710945

> <JCHEM_PKA_STRONGEST_BASIC>
-2.627423734269491

> <JCHEM_POLAR_SURFACE_AREA>
124.29000000000002

> <JCHEM_REFRACTIVITY>
136.66580000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,5S,7R,11S,14R,15R)-11-hydroxy-2,15-dimethyl-8-oxo-14-[(2R,3S)-2,3,6-trihydroxy-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-5-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0      15.597   3.032   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.081   2.761   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      13.089   3.938   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      13.558   1.312   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      12.042   1.041   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.519  -0.407   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.003  -0.678   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.010   0.499   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.487  -0.949   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.533   1.947   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.049   2.218   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.541   3.125   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       9.064   4.573   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       7.025   2.854   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.502   1.405   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.494   0.228   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.971  -1.221   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.455  -1.492   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.462  -0.314   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.791  -1.700   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.923  -0.264   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.978  -1.480   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.762  -0.535   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       3.194  -2.425   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       1.033  -2.696   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -0.493  -2.485   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       1.613  -4.122   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.668  -5.338   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.248  -6.765   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.829  -8.191   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -0.178  -7.345   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       2.675  -6.184   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       2.495   1.215   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       3.770   2.079   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       4.986   1.134   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       5.355   2.629   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10   16                                             
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10    5                                                       
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   35                                                  
CONECT   16   15    8   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21   35                                             
CONECT   20   19                                                            
CONECT   21   19   22   33                                                  
CONECT   22   21   23   24   25                                             
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   22   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31   32                                             
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   29                                                            
CONECT   33   21   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   15   19   36                                             
CONECT   36   35                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   78    0
END

View in JSmol

Synonyms

Value	Source
(1R,2R,5S,7R,11S,14R,15R)-11-Hydroxy-2,15-dimethyl-8-oxo-14-[(2R,3S)-2,3,6-trihydroxy-6-methylheptan-2-yl]tetracyclo[8.7.0.0,.0,]heptadec-9-en-5-yl acetic acid	Generator

Chemical Formula

C₂₉H₄₆O₇

Average Mass

506.6800 Da

Monoisotopic Mass

506.32435 Da

IUPAC Name

(1R,2R,5S,7R,11S,14R,15R)-11-hydroxy-2,15-dimethyl-8-oxo-14-[(2R,3S)-2,3,6-trihydroxy-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-5-yl acetate

Traditional Name

(1R,2R,5S,7R,11S,14R,15R)-11-hydroxy-2,15-dimethyl-8-oxo-14-[(2R,3S)-2,3,6-trihydroxy-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-5-yl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)O[C@H]1CC[C@]2(C)[C@H]3CC[C@]4(C)[C@@H](CC[C@@]4(O)C3=CC(=O)[C@@H]2C1)[C@@](C)(O)[C@@H](O)CCC(C)(C)O

InChI Identifier

InChI=1S/C29H46O7/c1-17(30)36-18-7-12-26(4)19-8-13-27(5)23(28(6,34)24(32)10-11-25(2,3)33)9-14-29(27,35)20(19)16-22(31)21(26)15-18/h16,18-19,21,23-24,32-35H,7-15H2,1-6H3/t18-,19-,21-,23+,24-,26+,27+,28+,29+/m0/s1

InChI Key

JYZWBQULDMOHQE-TYDCKQEHSA-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 tetrahydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears four hydroxyl groups.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Tetrahydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

Cholesterol
Cholestane-skeleton
Tetrahydroxy bile acid, alcohol, or derivatives
Ecdysteroid
25-hydroxysteroid
22-hydroxysteroid
20-hydroxysteroid
Steroid ester
14-hydroxysteroid
6-oxosteroid
Hydroxysteroid
Oxosteroid
Delta-7-steroid
Cyclohexenone
Tertiary alcohol
Cyclic alcohol
Ketone
Secondary alcohol
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Polyol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Organic oxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	2.13	ChemAxon
pKa (Strongest Acidic)	13.37	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	124.29 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	136.67 m³·mol⁻¹	ChemAxon
Polarizability	57.22 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163040131

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,3as,5ar,7s,9ar,9br,11ar)-3a-hydroxy-9a,11a-dimethyl-5-oxo-1-[(2r,3s)-2,3,6-trihydroxy-6-methylheptan-2-yl]-1h,2h,3h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl acetate (NP0252787)

MOL for NP0252787 ((1r,3as,5ar,7s,9ar,9br,11ar)-3a-hydroxy-9a,11a-dimethyl-5-oxo-1-[(2r,3s)-2,3,6-trihydroxy-6-methylheptan-2-yl]-1h,2h,3h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl acetate)

3D MOL for NP0252787 ((1r,3as,5ar,7s,9ar,9br,11ar)-3a-hydroxy-9a,11a-dimethyl-5-oxo-1-[(2r,3s)-2,3,6-trihydroxy-6-methylheptan-2-yl]-1h,2h,3h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl acetate)

3D SDF for NP0252787 ((1r,3as,5ar,7s,9ar,9br,11ar)-3a-hydroxy-9a,11a-dimethyl-5-oxo-1-[(2r,3s)-2,3,6-trihydroxy-6-methylheptan-2-yl]-1h,2h,3h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl acetate)

3D-SDF for NP0252787 ((1r,3as,5ar,7s,9ar,9br,11ar)-3a-hydroxy-9a,11a-dimethyl-5-oxo-1-[(2r,3s)-2,3,6-trihydroxy-6-methylheptan-2-yl]-1h,2h,3h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl acetate)

PDB for NP0252787 ((1r,3as,5ar,7s,9ar,9br,11ar)-3a-hydroxy-9a,11a-dimethyl-5-oxo-1-[(2r,3s)-2,3,6-trihydroxy-6-methylheptan-2-yl]-1h,2h,3h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl acetate)

3D PDB for NP0252787 ((1r,3as,5ar,7s,9ar,9br,11ar)-3a-hydroxy-9a,11a-dimethyl-5-oxo-1-[(2r,3s)-2,3,6-trihydroxy-6-methylheptan-2-yl]-1h,2h,3h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl acetate)

SMILES for NP0252787 ((1r,3as,5ar,7s,9ar,9br,11ar)-3a-hydroxy-9a,11a-dimethyl-5-oxo-1-[(2r,3s)-2,3,6-trihydroxy-6-methylheptan-2-yl]-1h,2h,3h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl acetate)

INCHI for NP0252787 ((1r,3as,5ar,7s,9ar,9br,11ar)-3a-hydroxy-9a,11a-dimethyl-5-oxo-1-[(2r,3s)-2,3,6-trihydroxy-6-methylheptan-2-yl]-1h,2h,3h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl acetate)

Structure for NP0252787 ((1r,3as,5ar,7s,9ar,9br,11ar)-3a-hydroxy-9a,11a-dimethyl-5-oxo-1-[(2r,3s)-2,3,6-trihydroxy-6-methylheptan-2-yl]-1h,2h,3h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl acetate)

3D Structure for NP0252787 ((1r,3as,5ar,7s,9ar,9br,11ar)-3a-hydroxy-9a,11a-dimethyl-5-oxo-1-[(2r,3s)-2,3,6-trihydroxy-6-methylheptan-2-yl]-1h,2h,3h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl acetate)