NP-MRD: Showing NP-Card for butyl 6-{3,4-dihydroxy-3a,6,6,9a,11a-pentamethyl-7,10-dioxo-1h,2h,3h,4h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-1-yl}-2-methyl-4-oxoheptanoate (NP0160269)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 18:10:56 UTC

Updated at

2022-09-02 18:10:56 UTC

NP-MRD ID

NP0160269

Secondary Accession Numbers

None

Natural Product Identification

Common Name

butyl 6-{3,4-dihydroxy-3a,6,6,9a,11a-pentamethyl-7,10-dioxo-1h,2h,3h,4h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-1-yl}-2-methyl-4-oxoheptanoate

Description

Butyl 6-{9,12-dihydroxy-2,6,6,11,15-pentamethyl-5,17-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-1(10)-en-14-yl}-2-methyl-4-oxoheptanoate belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Butyl 6-{9,12-dihydroxy-2,6,6,11,15-pentamethyl-5,17-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-1(10)-en-14-yl}-2-methyl-4-oxoheptanoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251523462D          

 41 44  0  0  0  0            999 V2000
   -2.2834   -9.8984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5689  -10.3109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8544   -9.8984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1399  -10.3109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5745   -9.8984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2890  -10.3109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2890  -11.1359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0035   -9.8984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0035   -9.0734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7179  -10.3109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4324   -9.8984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4324   -9.0734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1469  -10.3109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8614   -9.8984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8614   -9.0734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5758  -10.3109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6621  -11.1314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4690  -11.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8046  -12.0566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8815  -10.5885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3665  -11.2559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6885  -10.4169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9434   -9.6323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3914   -9.0192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6464   -8.2346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5844   -9.1908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3295   -9.9754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7164   -9.4233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7504   -9.4608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1984   -8.8477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0054   -8.6762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8123   -8.5046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3644   -9.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1713   -8.9462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1094   -9.9024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9264  -10.0172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1382  -10.7269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3025  -10.0739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0475  -10.8585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2405  -11.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9856  -11.8147    0.0000 O   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  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 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  1  0  0  0  0
 14 15  1  0  0  0  0
 14 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
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 16 27  1  0  0  0  0
 20 27  1  0  0  0  0
 27 28  1  0  0  0  0
 23 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 35 38  1  0  0  0  0
 29 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 22 40  1  0  0  0  0
 40 41  1  0  0  0  0
M  END

     RDKit          3D

 93 96  0  0  0  0  0  0  0  0999 V2000
   11.6547   -1.4240   -2.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4052   -0.9732   -2.8528 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1790   -1.2379   -2.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2834   -0.4802   -0.6789 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1644   -0.7061    0.1319 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8667   -0.4091   -0.2022 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6091    0.1002   -1.2981 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7894   -0.7041    0.7603 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9311    0.0642    2.0550 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4607   -0.4237    0.1045 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3556   -0.7106    1.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6375   -1.0857    2.1864 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9139   -0.5484    0.6338 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3104    0.6855    1.3059 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0694    1.9015    0.8950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1451    0.7279    1.3787 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5955    1.9980    2.0755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0983    1.9347    1.8692 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6123    1.0320    2.7511 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1697    1.5024    0.4059 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8649    2.7819   -0.3790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4927    0.9840    0.0594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9042   -0.1440    0.6239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8365   -1.0755    0.9928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0293   -1.9227    1.9003 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5739   -0.9320    0.2341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0234    0.4907    0.2328 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4805    0.7052   -1.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3233   -0.4647    0.8759 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7046    0.1700    2.2214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5363   -1.9482    1.0664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9680   -2.3694    0.7711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3873   -1.9658   -0.5894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3508   -2.5211   -1.0807 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5888   -0.9012   -1.2578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4565   -1.5171   -1.9629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5315   -0.1853   -2.2221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2365    0.1026   -0.1849 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8277    1.4350   -0.6894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3845    1.6854   -0.8982 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0431    1.4890   -2.2263 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8352   -0.7603   -1.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4968   -1.3802   -2.8884 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4711   -2.4888   -1.8390 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4357    0.1194   -3.0405 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2770   -1.5352   -3.7995 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2993   -0.8776   -2.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0485   -2.3183   -1.8254 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5525    0.5638   -0.8295 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1589   -0.9544   -0.1478 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8504   -1.7965    0.9796 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9941    0.4483    2.0790 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2650    0.9463    2.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7858   -0.5814    2.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3244   -1.0902   -0.7704 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3877    0.6072   -0.2370 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4416   -1.4835    0.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9411   -0.3597   -0.4563 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6609    0.5355    2.3923 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0919    1.9480    1.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3414    1.8229   -0.1924 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6409    2.8702    1.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4349   -0.0643    2.1623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4135    1.9850    3.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2191    2.9243    1.6713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5708    2.9306    1.9774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1517    1.1521    3.6308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7956    2.9933   -0.4401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2742    2.7632   -1.3900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3260    3.6717    0.1416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8865   -1.6736    0.6593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7937   -1.2906   -0.8127 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2769    1.4673   -1.2694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1130   -0.2217   -1.6422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3134    1.0258   -1.8532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0614   -0.2224    3.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5564    1.2645    2.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7846   -0.0349    2.3717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8034   -2.5731    0.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3784   -2.2244    2.1524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9797   -3.4713    0.8154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6303   -1.9823    1.5693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6112   -2.6222   -2.1307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4056   -1.0948   -3.0085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4653   -1.4035   -1.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0073    0.2234   -3.0873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2504   -0.9687   -2.6036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1539    0.5364   -1.6678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2270    0.2613    0.3459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2834    2.2536   -0.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3434    1.5850   -1.6847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2035    2.7869   -0.7098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6047    0.6481   -2.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 11 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  0
 18 20  1  0
 20 21  1  6
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 27 28  1  6
 23 29  1  0
 29 30  1  1
 29 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  2  0
 33 35  1  0
 35 36  1  0
 35 37  1  0
 35 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 27 16  1  0
 38 29  1  0
 27 20  1  0
 40 22  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
  2 45  1  0
  2 46  1  0
  3 47  1  0
  3 48  1  0
  4 49  1  0
  4 50  1  0
  8 51  1  1
  9 52  1  0
  9 53  1  0
  9 54  1  0
 10 55  1  0
 10 56  1  0
 13 57  1  0
 13 58  1  0
 14 59  1  1
 15 60  1  0
 15 61  1  0
 15 62  1  0
 16 63  1  1
 17 64  1  0
 17 65  1  0
 18 66  1  6
 19 67  1  0
 21 68  1  0
 21 69  1  0
 21 70  1  0
 26 71  1  0
 26 72  1  0
 28 73  1  0
 28 74  1  0
 28 75  1  0
 30 76  1  0
 30 77  1  0
 30 78  1  0
 31 79  1  0
 31 80  1  0
 32 81  1  0
 32 82  1  0
 36 83  1  0
 36 84  1  0
 36 85  1  0
 37 86  1  0
 37 87  1  0
 37 88  1  0
 38 89  1  1
 39 90  1  0
 39 91  1  0
 40 92  1  1
 41 93  1  0
M  END


  Mrv1533004251523462D          

 41 44  0  0  0  0            999 V2000
   -2.2834   -9.8984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5689  -10.3109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8544   -9.8984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1399  -10.3109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5745   -9.8984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2890  -10.3109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2890  -11.1359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0035   -9.8984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0035   -9.0734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7179  -10.3109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4324   -9.8984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4324   -9.0734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1469  -10.3109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8614   -9.8984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8614   -9.0734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5758  -10.3109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6621  -11.1314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4690  -11.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8046  -12.0566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8815  -10.5885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3665  -11.2559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6885  -10.4169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9434   -9.6323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3914   -9.0192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6464   -8.2346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5844   -9.1908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3295   -9.9754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7164   -9.4233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7504   -9.4608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1984   -8.8477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0054   -8.6762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8123   -8.5046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3644   -9.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1713   -8.9462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1094   -9.9024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9264  -10.0172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1382  -10.7269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3025  -10.0739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0475  -10.8585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2405  -11.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9856  -11.8147    0.0000 O   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  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 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  1  0  0  0  0
 14 15  1  0  0  0  0
 14 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
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 16 27  1  0  0  0  0
 20 27  1  0  0  0  0
 27 28  1  0  0  0  0
 23 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 35 38  1  0  0  0  0
 29 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 22 40  1  0  0  0  0
 40 41  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0160269

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCOC(=O)C(C)CC(=O)CC(C)C1CC(O)C2(C)C3=C(C(=O)CC12C)C1(C)CCC(=O)C(C)(C)C1CC3O

> <INCHI_IDENTIFIER>
InChI=1S/C34H52O7/c1-9-10-13-41-30(40)20(3)15-21(35)14-19(2)22-16-27(39)34(8)29-23(36)17-25-31(4,5)26(38)11-12-32(25,6)28(29)24(37)18-33(22,34)7/h19-20,22-23,25,27,36,39H,9-18H2,1-8H3

> <INCHI_KEY>
WQMDPDQGTLRSTR-UHFFFAOYSA-N

> <FORMULA>
C34H52O7

> <MOLECULAR_WEIGHT>
572.783

> <EXACT_MASS>
572.371304014

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
93

> <JCHEM_AVERAGE_POLARIZABILITY>
65.52846581783344

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
butyl 6-{9,12-dihydroxy-2,6,6,11,15-pentamethyl-5,17-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl}-2-methyl-4-oxoheptanoate

> <ALOGPS_LOGP>
4.25

> <JCHEM_LOGP>
4.773174974999999

> <ALOGPS_LOGS>
-5.37

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.879207764573128

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.266487992276957

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9669066308380962

> <JCHEM_POLAR_SURFACE_AREA>
117.97000000000001

> <JCHEM_REFRACTIVITY>
157.57200000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.45e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
butyl 6-{9,12-dihydroxy-2,6,6,11,15-pentamethyl-5,17-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl}-2-methyl-4-oxoheptanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0      -4.262 -18.477   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.929 -19.247   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.595 -18.477   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.261 -19.247   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.072 -18.477   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.406 -19.247   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.406 -20.787   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       3.740 -18.477   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.740 -16.937   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.073 -19.247   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.407 -18.477   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       6.407 -16.937   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       7.741 -19.247   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.075 -18.477   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.075 -16.937   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.408 -19.247   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.569 -20.779   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.076 -21.099   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      12.702 -22.506   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      12.846 -19.765   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.751 -21.011   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      14.352 -19.445   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.828 -17.980   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      13.797 -16.836   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      14.273 -15.371   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      12.291 -17.156   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.815 -18.621   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.671 -17.590   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      16.334 -17.660   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      15.304 -16.516   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      16.810 -16.196   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      18.316 -15.875   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      19.347 -17.020   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      20.853 -16.700   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      18.871 -18.484   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      20.396 -18.699   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      18.925 -20.023   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      17.365 -18.805   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      16.889 -20.269   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      15.382 -20.589   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      14.906 -22.054   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   27                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22   27                                             
CONECT   21   20                                                            
CONECT   22   20   23   40                                                  
CONECT   23   22   24   29                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   16   20   28                                             
CONECT   28   27                                                            
CONECT   29   23   30   31   38                                             
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   37   38                                             
CONECT   36   35                                                            
CONECT   37   35                                                            
CONECT   38   35   29   39                                                  
CONECT   39   38   40                                                       
CONECT   40   39   22   41                                                  
CONECT   41   40                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   88    0
END

View in JSmol

Synonyms

Value	Source
Butyl 6-{9,12-dihydroxy-2,6,6,11,15-pentamethyl-5,17-dioxotetracyclo[8.7.0.0,.0,]heptadec-1(10)-en-14-yl}-2-methyl-4-oxoheptanoic acid	Generator
Butyl 6-{9,12-dihydroxy-2,6,6,11,15-pentamethyl-5,17-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl}-2-methyl-4-oxoheptanoic acid	Generator

Chemical Formula

C₃₄H₅₂O₇

Average Mass

572.7830 Da

Monoisotopic Mass

572.37130 Da

IUPAC Name

butyl 6-{9,12-dihydroxy-2,6,6,11,15-pentamethyl-5,17-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl}-2-methyl-4-oxoheptanoate

Traditional Name

butyl 6-{9,12-dihydroxy-2,6,6,11,15-pentamethyl-5,17-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl}-2-methyl-4-oxoheptanoate

CAS Registry Number

Not Available

SMILES

CCCCOC(=O)C(C)CC(=O)CC(C)C1CC(O)C2(C)C3=C(C(=O)CC12C)C1(C)CCC(=O)C(C)(C)C1CC3O

InChI Identifier

InChI=1S/C34H52O7/c1-9-10-13-41-30(40)20(3)15-21(35)14-19(2)22-16-27(39)34(8)29-23(36)17-25-31(4,5)26(38)11-12-32(25,6)28(29)24(37)18-33(22,34)7/h19-20,22-23,25,27,36,39H,9-18H2,1-8H3

InChI Key

WQMDPDQGTLRSTR-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Dihydroxy bile acid, alcohol, or derivatives
Hydroxy bile acid, alcohol, or derivatives
23-oxosteroid
Bile acid, alcohol, or derivatives
3-oxosteroid
7-hydroxysteroid
Oxosteroid
11-oxosteroid
15-hydroxysteroid
Hydroxysteroid
Steroid
Gamma-keto acid
Cyclohexenone
Keto acid
Cyclic alcohol
Secondary alcohol
Cyclic ketone
Carboxylic acid ester
Ketone
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organic oxide
Alcohol
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	4.25	ALOGPS
logP	4.77	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	14.27	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	117.97 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	157.57 m³·mol⁻¹	ChemAxon
Polarizability	65.53 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

75165907

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for butyl 6-{3,4-dihydroxy-3a,6,6,9a,11a-pentamethyl-7,10-dioxo-1h,2h,3h,4h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-1-yl}-2-methyl-4-oxoheptanoate (NP0160269)

MOL for NP0160269 (butyl 6-{3,4-dihydroxy-3a,6,6,9a,11a-pentamethyl-7,10-dioxo-1h,2h,3h,4h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-1-yl}-2-methyl-4-oxoheptanoate)

3D MOL for NP0160269 (butyl 6-{3,4-dihydroxy-3a,6,6,9a,11a-pentamethyl-7,10-dioxo-1h,2h,3h,4h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-1-yl}-2-methyl-4-oxoheptanoate)

3D SDF for NP0160269 (butyl 6-{3,4-dihydroxy-3a,6,6,9a,11a-pentamethyl-7,10-dioxo-1h,2h,3h,4h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-1-yl}-2-methyl-4-oxoheptanoate)

3D-SDF for NP0160269 (butyl 6-{3,4-dihydroxy-3a,6,6,9a,11a-pentamethyl-7,10-dioxo-1h,2h,3h,4h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-1-yl}-2-methyl-4-oxoheptanoate)

PDB for NP0160269 (butyl 6-{3,4-dihydroxy-3a,6,6,9a,11a-pentamethyl-7,10-dioxo-1h,2h,3h,4h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-1-yl}-2-methyl-4-oxoheptanoate)

3D PDB for NP0160269 (butyl 6-{3,4-dihydroxy-3a,6,6,9a,11a-pentamethyl-7,10-dioxo-1h,2h,3h,4h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-1-yl}-2-methyl-4-oxoheptanoate)

SMILES for NP0160269 (butyl 6-{3,4-dihydroxy-3a,6,6,9a,11a-pentamethyl-7,10-dioxo-1h,2h,3h,4h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-1-yl}-2-methyl-4-oxoheptanoate)

INCHI for NP0160269 (butyl 6-{3,4-dihydroxy-3a,6,6,9a,11a-pentamethyl-7,10-dioxo-1h,2h,3h,4h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-1-yl}-2-methyl-4-oxoheptanoate)

Structure for NP0160269 (butyl 6-{3,4-dihydroxy-3a,6,6,9a,11a-pentamethyl-7,10-dioxo-1h,2h,3h,4h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-1-yl}-2-methyl-4-oxoheptanoate)

3D Structure for NP0160269 (butyl 6-{3,4-dihydroxy-3a,6,6,9a,11a-pentamethyl-7,10-dioxo-1h,2h,3h,4h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-1-yl}-2-methyl-4-oxoheptanoate)