NP-MRD: Showing NP-Card for (2s,6r)-6-[(1r,3ar,5as,6s,9as,11r,11ar)-11-hydroxy-6,9a,11a-trimethyl-4,7,10-trioxo-1h,2h,3h,3ah,5h,5ah,6h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-2-methyl-3-methylideneheptanoic acid (NP0324241)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2022-09-12 04:11:46 UTC

Updated at

2022-09-12 04:11:46 UTC

NP-MRD ID

NP0324241

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,6r)-6-[(1r,3ar,5as,6s,9as,11r,11ar)-11-hydroxy-6,9a,11a-trimethyl-4,7,10-trioxo-1h,2h,3h,3ah,5h,5ah,6h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-2-methyl-3-methylideneheptanoic acid

Description

CHEMBL3105004 belongs to the class of organic compounds known as monohydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or any of their derivatives bearing a hydroxyl group. (2s,6r)-6-[(1r,3ar,5as,6s,9as,11r,11ar)-11-hydroxy-6,9a,11a-trimethyl-4,7,10-trioxo-1h,2h,3h,3ah,5h,5ah,6h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-2-methyl-3-methylideneheptanoic acid is found in Taiwanofungus camphoratus. Based on a literature review very few articles have been published on CHEMBL3105004.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122206112D          

 35 38  0  0  1  0            999 V2000
    0.9559   -4.9610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9559   -4.1360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2415   -3.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4730   -4.1360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1875   -3.7235    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1875   -2.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9019   -4.1360    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6556   -3.8005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2077   -4.4136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7952   -5.1280    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0501   -5.9127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4981   -6.5258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6911   -6.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1391   -6.9673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4362   -5.5696    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6292   -5.3981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9882   -4.9565    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2036   -4.7016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7530   -7.3104    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9460   -7.1389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2010   -7.9235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4559   -8.7081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2629   -8.8796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5178   -9.6642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8149   -8.2665    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6219   -8.4381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5600   -7.4819    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1120   -6.8688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8571   -6.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4091   -5.4711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6704   -3.7235    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6704   -2.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3849   -4.1360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0993   -3.7235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3849   -4.9610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  6  0  0  0
  7  5  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 10 17  1  0  0  0  0
  7 17  1  0  0  0  0
 17 18  1  6  0  0  0
 12 19  1  0  0  0  0
 19 20  1  6  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  0  0  0  0
 19 27  1  0  0  0  0
 27 28  1  6  0  0  0
 28 29  1  0  0  0  0
 11 29  1  0  0  0  0
 29 30  2  0  0  0  0
  2 31  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
M  END

     RDKit          3D

 75 78  0  0  0  0  0  0  0  0999 V2000
    6.0212   -1.1721    1.4958 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9121   -0.8887    0.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9707   -1.6419   -0.6590 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7585   -1.0375   -1.2164 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6545   -0.5896   -0.3577 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0209    0.4709    0.6122 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4344   -0.1468   -1.1651 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1155   -1.2689   -2.1554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3809   -1.1257   -2.4778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8727   -0.2067   -1.4761 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1646   -0.3824   -0.8670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5163    0.4877    0.0715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4921    1.3810    0.6767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8199    2.2843    1.4763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0552    1.2048    0.3320 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2021    2.2063   -0.6359 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1852   -0.1253   -0.3545 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0249   -1.2535    0.6076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8995    0.6495    0.5884 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8019    0.5557    2.0964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4039    2.0677    0.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9144    2.1345    0.3251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5103    1.0284    1.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2935    1.2669    1.9928 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1352   -0.3699    0.7852 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.2097   -0.9140   -0.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8600   -0.3201    0.0048 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2029   -1.6680   -0.1948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1218   -1.4307   -1.1971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0466   -2.0911   -2.2520 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8660    0.1153   -0.3625 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8239    0.5939    0.7459 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2726    1.3001   -0.9498 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2752    1.4324   -2.2219 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6994    2.3076   -0.2156 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4124   -1.9512    1.9228 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7033   -0.6213    2.0884 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6237   -2.0995   -1.4960 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7121   -2.5844   -0.0804 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4073   -1.7358   -2.0401 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1094   -0.1426   -1.8464 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3076   -1.4896    0.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5769    0.2609    1.6438 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6839    1.4848    0.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0875    0.5904    0.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5801    0.8056   -1.6709 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2731   -2.2464   -1.6736 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7307   -1.2136   -3.0616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8170   -2.1165   -2.6037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3970   -0.6686   -3.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8559    0.8411   -1.9142 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5092    1.3543    1.2495 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0825    3.0788   -0.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4135   -2.2085    0.2278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0424   -1.3193    0.9148 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5719   -1.0054    1.5370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8494    0.0526    2.4130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7624    1.5648    2.5522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6198    0.0148    2.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0570    2.7835    1.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0314    2.4071   -0.6915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2799    1.9981   -0.7350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2548    3.1288    0.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1116   -1.0358    1.6639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0729   -2.0227   -0.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9626   -0.5091   -1.1766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2198   -0.6377    0.1512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1268    0.0469   -1.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9089   -2.4421   -0.5063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7012   -1.9332    0.7572 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5415   -0.3942   -1.1113 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5345    1.2809    0.2028 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3249    1.2180    1.4911 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4504   -0.2204    1.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8985    2.8323   -0.5882 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  3
  2 31  1  0
 31 32  1  0
 31 33  1  0
 33 35  1  0
 33 34  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  1
 12 19  1  0
 19 20  1  1
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 17  7  1  0
 27 19  1  0
 17 10  1  0
 29 11  1  0
  6 43  1  0
  6 44  1  0
  6 45  1  0
  5 42  1  1
  4 40  1  0
  4 41  1  0
  3 38  1  0
  3 39  1  0
  1 36  1  0
  1 37  1  0
 31 71  1  6
 32 72  1  0
 32 73  1  0
 32 74  1  0
 35 75  1  0
  7 46  1  6
  8 47  1  0
  8 48  1  0
  9 49  1  0
  9 50  1  0
 10 51  1  6
 15 52  1  1
 16 53  1  0
 18 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  0
 21 61  1  0
 22 62  1  0
 22 63  1  0
 25 64  1  1
 26 65  1  0
 26 66  1  0
 26 67  1  0
 27 68  1  6
 28 69  1  0
 28 70  1  0
M  END


  Mrv1652309122206112D          

 35 38  0  0  1  0            999 V2000
    0.9559   -4.9610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9559   -4.1360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2415   -3.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4730   -4.1360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1875   -3.7235    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1875   -2.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9019   -4.1360    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6556   -3.8005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2077   -4.4136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7952   -5.1280    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0501   -5.9127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4981   -6.5258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6911   -6.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1391   -6.9673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4362   -5.5696    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6292   -5.3981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9882   -4.9565    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2036   -4.7016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7530   -7.3104    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9460   -7.1389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2010   -7.9235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4559   -8.7081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2629   -8.8796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5178   -9.6642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8149   -8.2665    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6219   -8.4381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5600   -7.4819    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1120   -6.8688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8571   -6.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4091   -5.4711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6704   -3.7235    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6704   -2.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3849   -4.1360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0993   -3.7235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3849   -4.9610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  6  0  0  0
  7  5  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 10 17  1  0  0  0  0
  7 17  1  0  0  0  0
 17 18  1  6  0  0  0
 12 19  1  0  0  0  0
 19 20  1  6  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  0  0  0  0
 19 27  1  0  0  0  0
 27 28  1  6  0  0  0
 28 29  1  0  0  0  0
 11 29  1  0  0  0  0
 29 30  2  0  0  0  0
  2 31  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0324241

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H](CCC(=C)[C@H](C)C(O)=O)[C@H]1CC[C@H]2C3=C(C(=O)[C@H](O)[C@]12C)[C@@]1(C)CCC(=O)[C@@H](C)[C@@H]1CC3=O

> <INCHI_IDENTIFIER>
InChI=1S/C29H40O6/c1-14(16(3)27(34)35)7-8-15(2)18-9-10-19-23-22(31)13-20-17(4)21(30)11-12-28(20,5)24(23)25(32)26(33)29(18,19)6/h15-20,26,33H,1,7-13H2,2-6H3,(H,34,35)/t15-,16+,17+,18-,19+,20+,26+,28+,29-/m1/s1

> <INCHI_KEY>
UHOSLQZZSSOKBP-FNOQRFBESA-N

> <FORMULA>
C29H40O6

> <MOLECULAR_WEIGHT>
484.633

> <EXACT_MASS>
484.282489008

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
54.69279922719578

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,6R)-6-[(2S,6S,7S,11R,14R,15R,16R)-16-hydroxy-2,6,15-trimethyl-5,9,17-trioxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-yl]-2-methyl-3-methylideneheptanoic acid

> <JCHEM_LOGP>
4.645091805

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.925056895155606

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.639028709796126

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7063799915730806

> <JCHEM_POLAR_SURFACE_AREA>
108.74

> <JCHEM_REFRACTIVITY>
132.63830000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S,6R)-6-[(2S,6S,7S,11R,14R,15R,16R)-16-hydroxy-2,6,15-trimethyl-5,9,17-trioxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-yl]-2-methyl-3-methylideneheptanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0       1.784  -9.261   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.784  -7.721   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.451  -6.951   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.883  -7.721   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.217  -6.951   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.217  -5.411   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.550  -7.721   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.957  -7.094   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.988  -8.239   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.218  -9.572   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.694 -11.037   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.663 -12.181   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.157 -11.861   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -2.126 -13.006   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -2.681 -10.397   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.174 -10.076   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -3.711  -9.252   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.247  -8.776   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.139 -13.646   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.633 -13.326   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.108 -14.790   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.584 -16.255   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -6.091 -16.575   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -6.567 -18.040   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -7.121 -15.431   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -8.628 -15.751   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -6.645 -13.966   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -7.676 -12.822   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -7.200 -11.357   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -8.230 -10.213   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       3.118  -6.951   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.118  -5.411   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.452  -7.721   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       5.785  -6.951   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       4.452  -9.261   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   31                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   17                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   17                                                  
CONECT   11   10   12   29                                                  
CONECT   12   11   13   19                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   10    7   18                                             
CONECT   18   17                                                            
CONECT   19   12   20   21   27                                             
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   19   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28   11   30                                                  
CONECT   30   29                                                            
CONECT   31    2   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₄₀O₆

Average Mass

484.6330 Da

Monoisotopic Mass

484.28249 Da

IUPAC Name

(2S,6R)-6-[(2S,6S,7S,11R,14R,15R,16R)-16-hydroxy-2,6,15-trimethyl-5,9,17-trioxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-yl]-2-methyl-3-methylideneheptanoic acid

Traditional Name

(2S,6R)-6-[(2S,6S,7S,11R,14R,15R,16R)-16-hydroxy-2,6,15-trimethyl-5,9,17-trioxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-yl]-2-methyl-3-methylideneheptanoic acid

CAS Registry Number

Not Available

SMILES

C[C@H](CCC(=C)[C@H](C)C(O)=O)[C@H]1CC[C@H]2C3=C(C(=O)[C@H](O)[C@]12C)[C@@]1(C)CCC(=O)[C@@H](C)[C@@H]1CC3=O

InChI Identifier

InChI=1S/C29H40O6/c1-14(16(3)27(34)35)7-8-15(2)18-9-10-19-23-22(31)13-20-17(4)21(30)11-12-28(20,5)24(23)25(32)26(33)29(18,19)6/h15-20,26,33H,1,7-13H2,2-6H3,(H,34,35)/t15-,16+,17+,18-,19+,20+,26+,28+,29-/m1/s1

InChI Key

UHOSLQZZSSOKBP-FNOQRFBESA-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
Taiwanofungus camphoratus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monohydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or any of their derivatives bearing a hydroxyl group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Monohydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

Ergosterol-skeleton
Ergostane-skeleton
Monohydroxy bile acid, alcohol, or derivatives
Steroid acid
3-oxosteroid
12-hydroxysteroid
Hydroxysteroid
11-oxosteroid
Oxosteroid
3-oxo-5-alpha-steroid
7-oxosteroid
Medium-chain fatty acid
Hydroxy fatty acid
Cyclohexenone
Fatty acid
Fatty acyl
Unsaturated fatty acid
Cyclic ketone
Ketone
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Organic oxide
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	4.65	ChemAxon
pKa (Strongest Acidic)	4.64	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	108.74 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	132.64 m³·mol⁻¹	ChemAxon
Polarizability	54.69 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

31129167

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

76317399

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,6r)-6-[(1r,3ar,5as,6s,9as,11r,11ar)-11-hydroxy-6,9a,11a-trimethyl-4,7,10-trioxo-1h,2h,3h,3ah,5h,5ah,6h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-2-methyl-3-methylideneheptanoic acid (NP0324241)

MOL for NP0324241 ((2s,6r)-6-[(1r,3ar,5as,6s,9as,11r,11ar)-11-hydroxy-6,9a,11a-trimethyl-4,7,10-trioxo-1h,2h,3h,3ah,5h,5ah,6h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-2-methyl-3-methylideneheptanoic acid)

3D MOL for NP0324241 ((2s,6r)-6-[(1r,3ar,5as,6s,9as,11r,11ar)-11-hydroxy-6,9a,11a-trimethyl-4,7,10-trioxo-1h,2h,3h,3ah,5h,5ah,6h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-2-methyl-3-methylideneheptanoic acid)

3D SDF for NP0324241 ((2s,6r)-6-[(1r,3ar,5as,6s,9as,11r,11ar)-11-hydroxy-6,9a,11a-trimethyl-4,7,10-trioxo-1h,2h,3h,3ah,5h,5ah,6h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-2-methyl-3-methylideneheptanoic acid)

3D-SDF for NP0324241 ((2s,6r)-6-[(1r,3ar,5as,6s,9as,11r,11ar)-11-hydroxy-6,9a,11a-trimethyl-4,7,10-trioxo-1h,2h,3h,3ah,5h,5ah,6h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-2-methyl-3-methylideneheptanoic acid)

PDB for NP0324241 ((2s,6r)-6-[(1r,3ar,5as,6s,9as,11r,11ar)-11-hydroxy-6,9a,11a-trimethyl-4,7,10-trioxo-1h,2h,3h,3ah,5h,5ah,6h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-2-methyl-3-methylideneheptanoic acid)

3D PDB for NP0324241 ((2s,6r)-6-[(1r,3ar,5as,6s,9as,11r,11ar)-11-hydroxy-6,9a,11a-trimethyl-4,7,10-trioxo-1h,2h,3h,3ah,5h,5ah,6h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-2-methyl-3-methylideneheptanoic acid)

SMILES for NP0324241 ((2s,6r)-6-[(1r,3ar,5as,6s,9as,11r,11ar)-11-hydroxy-6,9a,11a-trimethyl-4,7,10-trioxo-1h,2h,3h,3ah,5h,5ah,6h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-2-methyl-3-methylideneheptanoic acid)

INCHI for NP0324241 ((2s,6r)-6-[(1r,3ar,5as,6s,9as,11r,11ar)-11-hydroxy-6,9a,11a-trimethyl-4,7,10-trioxo-1h,2h,3h,3ah,5h,5ah,6h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-2-methyl-3-methylideneheptanoic acid)

Structure for NP0324241 ((2s,6r)-6-[(1r,3ar,5as,6s,9as,11r,11ar)-11-hydroxy-6,9a,11a-trimethyl-4,7,10-trioxo-1h,2h,3h,3ah,5h,5ah,6h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-2-methyl-3-methylideneheptanoic acid)

3D Structure for NP0324241 ((2s,6r)-6-[(1r,3ar,5as,6s,9as,11r,11ar)-11-hydroxy-6,9a,11a-trimethyl-4,7,10-trioxo-1h,2h,3h,3ah,5h,5ah,6h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-2-methyl-3-methylideneheptanoic acid)