NP-MRD: Showing NP-Card for Triregeloic acid (NP0086128)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-29 06:29:36 UTC

Updated at

2022-04-29 06:29:36 UTC

NP-MRD ID

NP0086128

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Triregeloic acid

Description

Triregeloic acid is found in Tripterygium regelii. Based on a literature review very few articles have been published on (2R,4aR,6bR,8aR,10R,11R,12aR,12bR,14aS)-10,11-dihydroxy-2,4a,6b,9,9,12a,14a-heptamethyl-1,2,3,4,4a,5,6b,7,8,8a,9,10,11,12,12a,12b,13,14,14a,14b-icosahydropicene-2-carboxylic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292208292D          

 36 40  0  0  1  0            999 V2000
    4.1763   -3.4914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5888   -2.7770    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1763   -2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3513   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5888   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8136   -1.0659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7321   -0.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4138   -1.3480    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2388   -1.3480    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8263   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6513   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0638   -1.3480    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.4763   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8888   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3013   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1263   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5388   -1.3480    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.9513   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3638   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7763   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3638   -2.7770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.1390   -3.0591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7710   -2.5288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2823   -3.8716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2205   -3.5894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5388   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1263   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3013   -2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.7138   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8888   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0638   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6513   -2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4763   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8263   -2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2388   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4138   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  1  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 21 25  1  6  0  0  0
 21 26  1  0  0  0  0
 26 27  1  0  0  0  0
 17 27  1  0  0  0  0
 27 28  1  0  0  0  0
 14 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 12 32  1  0  0  0  0
 32 33  1  1  0  0  0
 32 34  1  0  0  0  0
  8 34  1  0  0  0  0
 34 35  1  6  0  0  0
 34 36  1  0  0  0  0
  2 36  1  0  0  0  0
M  END

     RDKit          3D

 82 86  0  0  0  0  0  0  0  0999 V2000
   -5.5530   -0.8053    0.8326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8074   -0.1196   -0.2741 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.3168   -0.7633   -1.5806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1420    1.3334   -0.3917 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4872    1.5750   -0.0484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2989    2.2532    0.4068 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4394    3.5448   -0.1591 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8377    1.9518    0.3947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5565    0.4747    0.7297 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9169    0.2774    2.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3384   -0.3248   -0.2747 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9513   -1.7935   -0.2637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5299   -1.8401   -0.8447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6631   -1.1213    0.1984 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6635   -1.9920    1.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7737   -1.0864   -0.2492 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3104   -2.2758   -0.4782 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7214   -2.3683   -0.9233 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4668   -1.3874   -0.0008 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2135   -1.6789    1.4426 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9278   -1.5390   -0.3665 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7816   -0.4558    0.2406 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2369    0.9120    0.0012 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9808    1.8943    0.8825 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3616    1.3254   -1.4187 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8770    0.5550   -2.2556 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9063    2.5571   -1.7986 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7662    0.9852    0.4482 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0088   -0.0124   -0.4146 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5309    0.1924   -0.4201 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1601    0.7030   -1.8223 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1356    1.2325    0.5715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1546    0.9573    1.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0984    0.2747    0.3984 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5952   -1.0248    0.4508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7342   -0.1471    1.7159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1189   -1.7745    1.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1577   -0.1619   -2.0037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5256   -0.7750   -2.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6890   -1.7736   -1.4116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0533    1.6399   -1.4719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6500    1.4865    0.9055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7381    2.3426    1.4220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3816    3.8156   -0.0124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4716    2.0907   -0.6437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3351    2.6224    1.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4886   -0.6230    2.3951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5481    1.1287    2.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9691    0.3744    2.7570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9763    0.0468   -1.2843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9411   -2.2360    0.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6552   -2.3142   -0.9554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5738   -1.2589   -1.7880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1828   -2.8597   -1.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6776   -3.0720    1.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2906   -1.9089    2.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4811   -1.8782    2.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7603   -3.1927   -0.3543 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8771   -2.0343   -1.9502 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1371   -3.3858   -0.7835 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9494   -2.7118    1.6658 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1602   -1.4333    2.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4719   -0.9287    1.8084 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0481   -1.6173   -1.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2637   -2.5034    0.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7796   -0.5158   -0.2535 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9351   -0.6533    1.3035 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3646    1.4085    1.8034 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3104    2.7132    1.2312 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8562    2.2815    0.3303 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8073    3.3392   -1.1825 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7848    0.7055    1.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4698    2.0311    0.2498 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4638    0.1300   -1.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8391    1.7735   -1.7864 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4677    0.0383   -2.3503 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0718    0.7382   -2.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9839    2.2293    0.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8853    1.4226    1.3658 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0629    0.2941    2.1845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5155    1.9156    1.7248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9856    0.7810   -0.6100 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  1
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  1
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  1
 23 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  6
 30 32  1  0
 32 33  1  0
 33 34  1  0
 34  9  1  0
  9 10  1  1
  9  8  1  0
  8  6  1  0
  6  7  1  0
  6  4  1  0
  4  5  1  0
  4  2  1  0
  2  1  1  1
  2  3  1  0
 23 25  1  0
 25 27  1  0
 25 26  2  0
  9 11  1  0
  2 11  1  0
 34 14  1  0
 30 16  1  0
 29 19  1  0
 11 50  1  6
 12 51  1  0
 12 52  1  0
 13 53  1  0
 13 54  1  0
 15 55  1  0
 15 56  1  0
 15 57  1  0
 17 58  1  0
 18 59  1  0
 18 60  1  0
 20 61  1  0
 20 62  1  0
 20 63  1  0
 21 64  1  0
 21 65  1  0
 22 66  1  0
 22 67  1  0
 24 68  1  0
 24 69  1  0
 24 70  1  0
 28 72  1  0
 28 73  1  0
 29 74  1  6
 31 75  1  0
 31 76  1  0
 31 77  1  0
 32 78  1  0
 32 79  1  0
 33 80  1  0
 33 81  1  0
 34 82  1  6
 10 47  1  0
 10 48  1  0
 10 49  1  0
  8 45  1  0
  8 46  1  0
  6 43  1  1
  7 44  1  0
  4 41  1  6
  5 42  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  3 38  1  0
  3 39  1  0
  3 40  1  0
 27 71  1  0
M  END


  Mrv1652304292208292D          

 36 40  0  0  1  0            999 V2000
    4.1763   -3.4914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5888   -2.7770    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1763   -2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3513   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5888   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8136   -1.0659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7321   -0.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4138   -1.3480    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2388   -1.3480    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8263   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6513   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0638   -1.3480    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.4763   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8888   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3013   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1263   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5388   -1.3480    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.9513   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3638   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7763   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3638   -2.7770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.1390   -3.0591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7710   -2.5288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2823   -3.8716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2205   -3.5894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5388   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1263   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3013   -2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.7138   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8888   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0638   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6513   -2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4763   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8263   -2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2388   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4138   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  1  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 21 25  1  6  0  0  0
 21 26  1  0  0  0  0
 26 27  1  0  0  0  0
 17 27  1  0  0  0  0
 27 28  1  0  0  0  0
 14 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 12 32  1  0  0  0  0
 32 33  1  1  0  0  0
 32 34  1  0  0  0  0
  8 34  1  0  0  0  0
 34 35  1  6  0  0  0
 34 36  1  0  0  0  0
  2 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0086128

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CC[C@@]3(C)C4=CC[C@@]5(C)CC[C@](C)(CC5[C@]4(C)CC[C@]3([H])[C@@]1(C)C[C@@H](O)[C@H](O)C2(C)C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C30H48O4/c1-25(2)19-9-12-28(5)20-8-11-26(3)14-15-27(4,24(33)34)17-22(26)29(20,6)13-10-21(28)30(19,7)16-18(31)23(25)32/h8,18-19,21-23,31-32H,9-17H2,1-7H3,(H,33,34)/t18-,19+,21+,22?,23+,26+,27-,28+,29-,30+/m1/s1

> <INCHI_KEY>
LVLYFUJTLOCMPG-HCSWEASWSA-N

> <FORMULA>
C30H48O4

> <MOLECULAR_WEIGHT>
472.71

> <EXACT_MASS>
472.355260026

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
55.747905333947735

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,4aR,6bR,8aR,10R,11R,12aR,12bR,14aS)-10,11-dihydroxy-2,4a,6b,9,9,12a,14a-heptamethyl-1,2,3,4,4a,5,6b,7,8,8a,9,10,11,12,12a,12b,13,14,14a,14b-icosahydropicene-2-carboxylic acid

> <ALOGPS_LOGP>
5.68

> <JCHEM_LOGP>
5.519929826333335

> <ALOGPS_LOGS>
-5.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.627313601758516

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.6155617488488865

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1598163689737175

> <JCHEM_POLAR_SURFACE_AREA>
77.75999999999999

> <JCHEM_REFRACTIVITY>
134.986

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.36e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,4aR,6bR,8aR,10R,11R,12aR,12bR,14aS)-10,11-dihydroxy-2,4a,6b,9,9,12a,14a-heptamethyl-1,3,4,5,7,8,8a,10,11,12,12b,13,14,14b-tetradecahydropicene-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  O   UNK     0       7.796  -6.517   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       8.566  -5.184   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.796  -3.850   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       6.256  -3.850   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       8.566  -2.516   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.119  -1.990   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.833  -1.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.106  -2.516   0.000  0.00  0.00           C+0
HETATM    9  H   UNK     0      11.646  -2.516   0.000  0.00  0.00           H+0
HETATM   10  C   UNK     0      10.876  -1.183   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.416  -1.183   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.186  -2.516   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.956  -1.183   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.726  -2.516   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      15.496  -1.183   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      17.036  -1.183   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      17.806  -2.516   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      18.576  -1.183   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      19.346  -2.516   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      20.116  -3.850   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      19.346  -5.184   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      20.793  -5.710   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      21.973  -4.720   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      21.060  -7.227   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      19.078  -6.700   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      17.806  -5.184   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      17.036  -3.850   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      15.496  -3.850   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      16.266  -5.184   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      14.726  -5.184   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      13.186  -5.184   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      12.416  -3.850   0.000  0.00  0.00           C+0
HETATM   33  H   UNK     0      13.956  -3.850   0.000  0.00  0.00           H+0
HETATM   34  C   UNK     0      10.876  -3.850   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      11.646  -5.184   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      10.106  -5.184   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   36                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7    8                                             
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    5    9   10   34                                             
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14   32                                             
CONECT   13   12                                                            
CONECT   14   12   15   28                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19   27                                             
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   25   26                                             
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   21                                                            
CONECT   26   21   27                                                       
CONECT   27   26   17   28                                                  
CONECT   28   27   14   29   30                                             
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   12   33   34                                             
CONECT   33   32                                                            
CONECT   34   32    8   35   36                                             
CONECT   35   34                                                            
CONECT   36   34    2                                                       
MASTER        0    0    0    0    0    0    0    0   36    0   80    0
END

View in JSmol

Synonyms

Value	Source
(2R,4AR,6BR,8ar,10R,11R,12ar,12BR,14as)-10,11-dihydroxy-2,4a,6b,9,9,12a,14a-heptamethyl-1,2,3,4,4a,5,6b,7,8,8a,9,10,11,12,12a,12b,13,14,14a,14b-icosahydropicene-2-carboxylate	Generator

Chemical Formula

C₃₀H₄₈O₄

Average Mass

472.7100 Da

Monoisotopic Mass

472.35526 Da

IUPAC Name

(2R,4aR,6bR,8aR,10R,11R,12aR,12bR,14aS)-10,11-dihydroxy-2,4a,6b,9,9,12a,14a-heptamethyl-1,2,3,4,4a,5,6b,7,8,8a,9,10,11,12,12a,12b,13,14,14a,14b-icosahydropicene-2-carboxylic acid

Traditional Name

(2R,4aR,6bR,8aR,10R,11R,12aR,12bR,14aS)-10,11-dihydroxy-2,4a,6b,9,9,12a,14a-heptamethyl-1,3,4,5,7,8,8a,10,11,12,12b,13,14,14b-tetradecahydropicene-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H][C@@]12CC[C@@]3(C)C4=CC[C@@]5(C)CC[C@](C)(CC5[C@]4(C)CC[C@]3([H])[C@@]1(C)C[C@@H](O)[C@H](O)C2(C)C)C(O)=O

InChI Identifier

InChI=1S/C30H48O4/c1-25(2)19-9-12-28(5)20-8-11-26(3)14-15-27(4,24(33)34)17-22(26)29(20,6)13-10-21(28)30(19,7)16-18(31)23(25)32/h8,18-19,21-23,31-32H,9-17H2,1-7H3,(H,33,34)/t18-,19+,21+,22?,23+,26+,27-,28+,29-,30+/m1/s1

InChI Key

LVLYFUJTLOCMPG-HCSWEASWSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Tripterygium regelii	Plant	KNApSAcK

Chemical Taxonomy

Classification

Not classified

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	5.68	ALOGPS
logP	5.52	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	4.62	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	134.99 m³·mol⁻¹	ChemAxon
Polarizability	55.75 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00056266

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

163183967

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Triregeloic acid (NP0086128)

MOL for NP0086128 (Triregeloic acid)

3D MOL for NP0086128 (Triregeloic acid)

3D SDF for NP0086128 (Triregeloic acid)

3D-SDF for NP0086128 (Triregeloic acid)

PDB for NP0086128 (Triregeloic acid)

3D PDB for NP0086128 (Triregeloic acid)

SMILES for NP0086128 (Triregeloic acid)

INCHI for NP0086128 (Triregeloic acid)

Structure for NP0086128 (Triregeloic acid)

3D Structure for NP0086128 (Triregeloic acid)