NP-MRD: Showing NP-Card for methyl 9,10-dihydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate (NP0195596)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-04 13:29:09 UTC

Updated at

2022-09-04 13:29:09 UTC

NP-MRD ID

NP0195596

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 9,10-dihydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate

Description

AC1LCR2Y belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. methyl 9,10-dihydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate is found in Ficus pandurata and Rhodomyrtus tomentosa. AC1LCR2Y is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004151518412D          

 35 39  0  0  0  0            999 V2000
   -0.7456   -6.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2506   -5.6171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5685   -5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8925   -6.4745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0635   -5.0558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2592   -4.8720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1855   -4.0503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9442   -3.7263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4868   -4.3477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3117   -4.3603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7350   -3.6521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5599   -3.6647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9615   -4.3853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7864   -4.3979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3848   -3.6772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2097   -3.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0346   -3.7023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4580   -2.9942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4362   -4.4230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2611   -4.4355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0129   -5.1311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7838   -5.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8573   -5.9413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1880   -5.1186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7647   -5.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9398   -5.8141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5382   -5.0935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1149   -5.8016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7133   -5.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6146   -5.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2900   -5.7890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4651   -5.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1279   -2.9220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9163   -2.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5233   -2.3607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  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  0  0  0  0
  5  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 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
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 21 24  1  0  0  0  0
 14 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 13 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 10 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
  5 32  1  0  0  0  0
  8 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
M  END

     RDKit          3D

 85 89  0  0  0  0  0  0  0  0999 V2000
   -3.2174   -3.0612    2.0928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6454   -1.8177    2.0284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0656   -1.1311    3.2722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6981   -1.1309    0.7143 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1375   -0.6075    0.5911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0057    0.9113    0.3929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6822    0.8920   -0.3981 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9678    0.2353   -1.6610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4372   -0.7951   -2.1345 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9592    0.7896   -2.4947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3036    0.2273   -3.7302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0736    2.2389   -0.4999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6061    2.2736   -0.7197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8090    1.3363    0.1961 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9416    2.0036    1.5616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4878   -0.0074    0.1419 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8388   -1.0579    0.9691 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6813   -0.8307    0.9139 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396   -0.1666   -0.3986 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4609   -0.4192   -0.8349 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4569   -0.2811   -2.3772 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7199   -1.9114   -0.6466 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6192   -2.2167    0.5074 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8189   -3.5861    0.5387 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9539   -1.6043    0.0550 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9951   -2.0246    0.8435 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7908   -0.1168    0.1904 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9888    0.4492   -0.6072 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1741    0.1921    1.6433 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4859    0.4590   -0.2338 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9551    1.3393    0.8632 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5890    1.8494    0.7966 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6466    1.2727   -0.2406 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8891    2.0875   -1.5054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8962    0.1076    0.6122 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8938   -3.6236    1.2170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1675   -3.5890    3.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2121   -1.2091    3.9855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9403   -1.6127    3.7497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2223   -0.0385    3.1159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5061   -1.8654   -0.0979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6305   -1.0422   -0.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7078   -0.7530    1.5049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8243    1.3204   -0.1984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8688    1.4396    1.3351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3798    0.5002   -3.9237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2926   -0.8895   -3.7185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7392    0.6212   -4.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5327    2.7256   -1.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4492    2.8684    0.3348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4190    2.0451   -1.7662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3416    3.3331   -0.4137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0111    2.3562    1.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3962    2.9689    1.5202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7458    1.3593    2.4035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5375   -0.2912   -0.9352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1863   -1.0374    2.0027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0803   -2.0505    0.4978 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0812   -1.8356    1.0639 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9277   -0.2506    1.8012 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4186   -0.7099   -1.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2065   -1.0109   -2.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4902   -0.6102   -2.7955 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8164    0.6909   -2.7071 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2964   -2.3404   -1.5330 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7849   -2.5060   -0.6941 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084   -1.7633    1.4587 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3228   -4.0167    1.2538 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1464   -1.8194   -1.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6996   -2.4886    0.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6205    0.6177   -1.6428 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2396    1.4469   -0.1548 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8410   -0.2244   -0.5675 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6770   -0.4681    2.3697 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2636   -0.1160    1.7149 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1631    1.2523    1.8760 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7839    1.1922   -1.0520 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6539    2.2289    0.9287 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1796    0.7847    1.8242 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5523    2.9715    0.6352 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1663    1.7576    1.8454 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9219    2.5494   -1.5115 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6129    1.5828   -2.4207 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3024    3.0481   -1.4978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9849    0.6028    1.6091 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
 10  8  1  0
  8  9  2  0
  7  8  1  6
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4 35  1  0
 35 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  6
 20 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  6
 33 14  1  0
 14 15  1  1
 14 13  1  0
 13 12  1  0
  4  2  1  0
  2  3  1  0
  2  1  2  3
 35  7  1  0
 14 16  1  0
 12  7  1  0
 33 19  1  0
 30 20  1  0
 11 46  1  0
 11 47  1  0
 11 48  1  0
  6 44  1  0
  6 45  1  0
  5 42  1  0
  5 43  1  0
  4 41  1  6
 35 85  1  1
 16 56  1  6
 17 57  1  0
 17 58  1  0
 18 59  1  0
 18 60  1  0
 19 61  1  6
 21 62  1  0
 21 63  1  0
 21 64  1  0
 22 65  1  0
 22 66  1  0
 23 67  1  1
 24 68  1  0
 25 69  1  6
 26 70  1  0
 28 71  1  0
 28 72  1  0
 28 73  1  0
 29 74  1  0
 29 75  1  0
 29 76  1  0
 30 77  1  6
 31 78  1  0
 31 79  1  0
 32 80  1  0
 32 81  1  0
 34 82  1  0
 34 83  1  0
 34 84  1  0
 15 53  1  0
 15 54  1  0
 15 55  1  0
 13 51  1  0
 13 52  1  0
 12 49  1  0
 12 50  1  0
  3 38  1  0
  3 39  1  0
  3 40  1  0
  1 36  1  0
  1 37  1  0
M  END


  Mrv1533004151518412D          

 35 39  0  0  0  0            999 V2000
   -0.7456   -6.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2506   -5.6171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5685   -5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8925   -6.4745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0635   -5.0558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2592   -4.8720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1855   -4.0503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9442   -3.7263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4868   -4.3477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3117   -4.3603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7350   -3.6521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5599   -3.6647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9615   -4.3853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7864   -4.3979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3848   -3.6772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2097   -3.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0346   -3.7023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4580   -2.9942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4362   -4.4230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2611   -4.4355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0129   -5.1311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7838   -5.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8573   -5.9413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1880   -5.1186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7647   -5.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9398   -5.8141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5382   -5.0935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1149   -5.8016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7133   -5.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6146   -5.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2900   -5.7890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4651   -5.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1279   -2.9220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9163   -2.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5233   -2.3607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  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  0  0  0  0
  5  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 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
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 21 24  1  0  0  0  0
 14 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 13 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 10 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
  5 32  1  0  0  0  0
  8 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0195596

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C12CCC(C1C1CCC3C4(C)CC(O)C(O)C(C)(C)C4CCC3(C)C1(C)CC2)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C31H50O4/c1-18(2)19-11-14-31(26(34)35-8)16-15-29(6)20(24(19)31)9-10-23-28(5)17-21(32)25(33)27(3,4)22(28)12-13-30(23,29)7/h19-25,32-33H,1,9-17H2,2-8H3

> <INCHI_KEY>
ZYVYVSDVVCCWKV-UHFFFAOYSA-N

> <FORMULA>
C31H50O4

> <MOLECULAR_WEIGHT>
486.737

> <EXACT_MASS>
486.37091009

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
85

> <JCHEM_AVERAGE_POLARIZABILITY>
57.476975464339674

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 16,17-dihydroxy-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosane-5-carboxylate

> <ALOGPS_LOGP>
4.93

> <JCHEM_LOGP>
5.710729529000002

> <ALOGPS_LOGS>
-6.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.155812992504206

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.627318408158246

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1598096726029166

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
138.75610000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.54e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 16,17-dihydroxy-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosane-5-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-APR-15         0                                  
HETATM    1  C   UNK     0      -1.392 -11.717   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.468 -10.485   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.061 -10.670   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       1.666 -12.086   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.985  -9.438   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.484  -9.094   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.346  -7.561   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.762  -6.956   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.775  -8.116   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.315  -8.139   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.105  -6.817   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.645  -6.841   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.395  -8.186   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.935  -8.209   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.185  -6.864   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.725  -6.888   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.265  -6.911   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      12.055  -5.589   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      12.014  -8.256   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      13.554  -8.280   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      11.224  -9.578   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.663 -10.127   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.934 -11.090   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.684  -9.555   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.894 -10.876   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.354 -10.853   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.605  -9.508   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.814 -10.830   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.065  -9.484   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.881 -11.013   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.275 -10.806   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.735 -10.783   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.105  -5.454   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       3.577  -5.001   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       0.977  -4.407   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    9   32                                             
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   33                                                  
CONECT    9    8    5   10                                                  
CONECT   10    9   11   29                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   27                                                  
CONECT   14   13   15   16   24                                             
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23   24                                             
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   21   14   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   13   28   29                                             
CONECT   28   27                                                            
CONECT   29   27   10   30   31                                             
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31    5                                                       
CONECT   33    8   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   78    0
END

View in JSmol

Synonyms

Value	Source
Methyl 16,17-dihydroxy-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosane-5-carboxylic acid	Generator
Methyl 16,17-dihydroxy-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0,.0,.0,]henicosane-5-carboxylic acid	Generator

Chemical Formula

C₃₁H₅₀O₄

Average Mass

486.7370 Da

Monoisotopic Mass

486.37091 Da

IUPAC Name

methyl 16,17-dihydroxy-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosane-5-carboxylate

Traditional Name

methyl 16,17-dihydroxy-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosane-5-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C12CCC(C1C1CCC3C4(C)CC(O)C(O)C(C)(C)C4CCC3(C)C1(C)CC2)C(C)=C

InChI Identifier

InChI=1S/C31H50O4/c1-18(2)19-11-14-31(26(34)35-8)16-15-29(6)20(24(19)31)9-10-23-28(5)17-21(32)25(33)27(3,4)22(28)12-13-30(23,29)7/h19-25,32-33H,1,9-17H2,2-8H3

InChI Key

ZYVYVSDVVCCWKV-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Ficus pandurata	LOTUS Database	35616633
Rhodomyrtus tomentosa	LOTUS Database	35616633

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
18-oxosteroid
Oxosteroid
Steroid
Methyl ester
Cyclic alcohol
Secondary alcohol
1,2-diol
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Carbonyl group
Alcohol
Organic oxide
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	4.93	ALOGPS
logP	5.71	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	13.63	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	138.76 m³·mol⁻¹	ChemAxon
Polarizability	57.48 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

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

605213

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 9,10-dihydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate (NP0195596)

MOL for NP0195596 (methyl 9,10-dihydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate)

3D MOL for NP0195596 (methyl 9,10-dihydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate)

3D SDF for NP0195596 (methyl 9,10-dihydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate)

3D-SDF for NP0195596 (methyl 9,10-dihydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate)

PDB for NP0195596 (methyl 9,10-dihydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate)

3D PDB for NP0195596 (methyl 9,10-dihydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate)

SMILES for NP0195596 (methyl 9,10-dihydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate)

INCHI for NP0195596 (methyl 9,10-dihydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate)

Structure for NP0195596 (methyl 9,10-dihydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate)

3D Structure for NP0195596 (methyl 9,10-dihydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate)