NP-MRD: Showing NP-Card for 7-(acetyloxy)-9,12-dihydroxy-5a,5b,11a,13b-tetramethyl-8-methylidene-3-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-6-yl benzoate (NP0258023)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 23:18:48 UTC

Updated at

2022-09-07 23:18:48 UTC

NP-MRD ID

NP0258023

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-(acetyloxy)-9,12-dihydroxy-5a,5b,11a,13b-tetramethyl-8-methylidene-3-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-6-yl benzoate

Description

20-(Acetyloxy)-12,17-dihydroxy-1,2,9,14-tetramethyl-18-methylidene-6-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]Henicosan-21-yl benzoate belongs to the class of organic compounds known as steroid esters. Steroid esters are compounds containing a steroid moiety which bears a carboxylic acid ester group. 7-(acetyloxy)-9,12-dihydroxy-5a,5b,11a,13b-tetramethyl-8-methylidene-3-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-6-yl benzoate is found in Eurycorymbus cavaleriei. 20-(Acetyloxy)-12,17-dihydroxy-1,2,9,14-tetramethyl-18-methylidene-6-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]Henicosan-21-yl benzoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004191523562D          

 44 49  0  0  0  0            999 V2000
   -0.0670    3.2826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3346    2.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0887    1.8538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1595    2.5494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5611    1.8287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3860    1.8162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8093    2.5243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4077    3.2450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5828    3.2575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8311    3.9531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4295    4.6737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8528    5.3819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6777    5.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0793    4.6486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6560    3.9405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7876    1.0955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2109    1.8036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3643    0.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7659   -0.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3425   -1.0414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5908   -0.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0141    0.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8390    0.3498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4920   -0.3987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3816   -0.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1403    0.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0666    0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2623    1.0579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8607    1.7785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0358    1.7911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6125    1.0830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7112    1.9020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6880    1.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5288    2.2262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4687    1.1499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5394    0.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9410   -0.3207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1161   -0.3082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2912   -0.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1104    0.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9353    0.4376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3129    1.1332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4356    1.4801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1378    1.1206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  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  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
  6 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 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
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 23 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 16 31  1  0  0  0  0
 22 31  1  0  0  0  0
 31 32  1  0  0  0  0
 27 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 18 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
 42 43  2  0  0  0  0
 42 44  1  0  0  0  0
  5 44  1  0  0  0  0
 36 44  1  0  0  0  0
M  END

     RDKit          3D

 96101  0  0  0  0  0  0  0  0999 V2000
    6.1060   -1.0158    1.6550 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3632   -0.6661    0.4354 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8112   -0.6285   -0.0026 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3211   -0.3045   -0.5424 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2298   -1.4097   -1.6217 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7637   -1.5993   -1.9226 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1389   -0.3707   -1.3130 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5513    0.7454   -2.2016 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629   -0.3282   -0.0050 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4946    0.8764    0.7169 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0536    1.1048    0.8925 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1062    0.6272   -0.1965 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9411    1.8707   -1.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7666   -0.5122   -0.8862 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7723   -1.6031    0.2065 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3347   -2.1567    0.0518 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2748   -2.4603   -1.2546 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5112   -1.1287    0.6766 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2942    0.3121    0.3359 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3523    1.0626    1.6949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4037    0.9514   -0.4513 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1568    1.9003    0.2877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5163    3.1506   -0.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1699    3.5412   -1.2251 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2959    4.0650    0.7276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6277    5.3231    0.2685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3588    6.2161    1.0159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7842    5.8569    2.2736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4604    4.5943    2.7542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7274    3.7152    1.9898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5120   -0.0305   -0.9055 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1222   -0.8421   -1.9258 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4704   -0.8976   -3.2388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9354   -1.8718   -4.2280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3145   -0.0422   -3.6129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9893   -0.6994    0.2981 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2532   -1.4392    0.2884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0004   -1.7212   -0.7450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7246   -1.9058    1.6603 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7052   -2.8591    1.5057 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5919   -2.5151    2.4336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3008   -1.7943    2.2916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9047   -1.6056    0.8111 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1285   -2.9806    0.2123 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9330   -1.2714    2.3314 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1184   -1.0878    2.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9631    0.1204   -0.8063 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4133   -0.3713    0.8712 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0519   -1.6238   -0.3725 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6378    0.6487   -1.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8370   -1.1329   -2.4993 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6369   -2.3205   -1.1378 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6901   -1.5032   -3.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3494   -2.5564   -1.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4229    0.4428   -2.8741 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0031    1.6304   -1.7146 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7958    1.0184   -2.9693 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8140   -1.2159    0.5947 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0601    1.7532    0.2666 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9461    0.8462    1.7333 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0082    2.2357    1.0249 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7189    0.7204    1.8830 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8942    2.4826   -1.0849 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6993    1.6857   -2.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2754    2.5671   -0.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1319   -0.7987   -1.7493 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3772   -2.4629    0.0017 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8589   -1.1923    1.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3388   -3.0661    0.7000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0115   -3.0430   -1.4943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0992   -1.1989    1.7573 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1587    2.0085    1.6921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4176    1.3620    1.9354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1229    0.3667    2.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1352    1.4107   -1.3942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2933    5.6124   -0.7266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6089    7.1931    0.6430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3660    6.5525    2.8827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8105    4.3276    3.7619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4693    2.7333    2.3497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3134    0.6317   -1.2969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7035   -2.8485   -3.7835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1073   -1.4461   -4.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7712   -2.0571   -4.9638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2172    0.1226    1.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9463   -2.2819   -0.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7349   -1.4171   -1.7377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1589   -1.0331    2.1685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2788   -3.7501    1.5127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8824   -2.4122    3.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5091   -3.6238    2.2961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4951   -2.4061    2.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3610   -0.8012    2.7330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5688   -3.7760    0.7646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9543   -3.0089   -0.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2009   -3.2905    0.3136 H   0  0  0  0  0  0  0  0  0  0  0  0
 34 33  1  0
 33 35  2  0
 33 32  1  0
 32 31  1  0
 31 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 21 19  1  0
 19 20  1  1
 19 18  1  0
 18 16  1  0
 16 17  1  0
 16 15  1  0
 15 14  1  0
 14  7  1  0
  7  8  1  6
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  6
  4  2  1  0
  2  3  1  0
  2  1  2  3
 18 43  1  0
 43 44  1  6
 43 42  1  0
 42 41  1  0
 41 39  1  0
 39 40  1  0
 39 37  1  0
 37 38  2  3
 37 36  1  0
 36 31  1  0
 30 25  1  0
 12 19  1  0
 36 43  1  0
 12 14  1  0
  9  7  1  0
 34 82  1  0
 34 83  1  0
 34 84  1  0
 31 81  1  6
 21 75  1  6
 26 76  1  0
 27 77  1  0
 28 78  1  0
 29 79  1  0
 30 80  1  0
 20 72  1  0
 20 73  1  0
 20 74  1  0
 18 71  1  1
 16 69  1  1
 17 70  1  0
 15 67  1  0
 15 68  1  0
 14 66  1  6
  8 55  1  0
  8 56  1  0
  8 57  1  0
  6 53  1  0
  6 54  1  0
  5 51  1  0
  5 52  1  0
  4 50  1  6
  9 58  1  1
 10 59  1  0
 10 60  1  0
 11 61  1  0
 11 62  1  0
 13 63  1  0
 13 64  1  0
 13 65  1  0
  3 47  1  0
  3 48  1  0
  3 49  1  0
  1 45  1  0
  1 46  1  0
 44 94  1  0
 44 95  1  0
 44 96  1  0
 42 92  1  0
 42 93  1  0
 41 90  1  0
 41 91  1  0
 39 88  1  1
 40 89  1  0
 38 86  1  0
 38 87  1  0
 36 85  1  1
M  END


  Mrv1533004191523562D          

 44 49  0  0  0  0            999 V2000
   -0.0670    3.2826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3346    2.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0887    1.8538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1595    2.5494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5611    1.8287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3860    1.8162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8093    2.5243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4077    3.2450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5828    3.2575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8311    3.9531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4295    4.6737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8528    5.3819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6777    5.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0793    4.6486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6560    3.9405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7876    1.0955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2109    1.8036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3643    0.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7659   -0.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3425   -1.0414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5908   -0.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0141    0.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8390    0.3498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4920   -0.3987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3816   -0.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1403    0.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0666    0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2623    1.0579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8607    1.7785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0358    1.7911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6125    1.0830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7112    1.9020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6880    1.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5288    2.2262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4687    1.1499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5394    0.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9410   -0.3207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1161   -0.3082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2912   -0.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1104    0.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9353    0.4376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3129    1.1332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4356    1.4801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1378    1.1206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  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  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
  6 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 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
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 23 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 16 31  1  0  0  0  0
 22 31  1  0  0  0  0
 31 32  1  0  0  0  0
 27 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 18 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
 42 43  2  0  0  0  0
 42 44  1  0  0  0  0
  5 44  1  0  0  0  0
 36 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0258023

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OC1C(OC(=O)C2=CC=CC=C2)C2(C)C(C(O)CC3C4(C)CCC(C4CCC23C)C(C)=C)C2(C)CCC(O)C(=C)C12

> <INCHI_IDENTIFIER>
InChI=1S/C38H52O6/c1-21(2)25-14-17-35(5)26(25)15-19-37(7)29(35)20-28(41)32-36(6)18-16-27(40)22(3)30(36)31(43-23(4)39)33(38(32,37)8)44-34(42)24-12-10-9-11-13-24/h9-13,25-33,40-41H,1,3,14-20H2,2,4-8H3

> <INCHI_KEY>
OLEFRONCXJFOJF-UHFFFAOYSA-N

> <FORMULA>
C38H52O6

> <MOLECULAR_WEIGHT>
604.828

> <EXACT_MASS>
604.376389394

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
96

> <JCHEM_AVERAGE_POLARIZABILITY>
68.91753353107674

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
20-(acetyloxy)-12,17-dihydroxy-1,2,9,14-tetramethyl-18-methylidene-6-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosan-21-yl benzoate

> <ALOGPS_LOGP>
5.63

> <JCHEM_LOGP>
6.200253068

> <ALOGPS_LOGS>
-6.35

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.082704140462454

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.436579922692207

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8429165943811006

> <JCHEM_POLAR_SURFACE_AREA>
93.06

> <JCHEM_REFRACTIVITY>
169.5767

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.69e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
20-(acetyloxy)-12,17-dihydroxy-1,2,9,14-tetramethyl-18-methylidene-6-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosan-21-yl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0      -0.125   6.128   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.625   4.782   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -0.166   3.460   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       2.164   4.759   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.914   3.414   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.454   3.390   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.244   4.712   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.494   6.057   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.955   6.081   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       5.285   7.379   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.535   8.724   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.325  10.046   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.865  10.023   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.615   8.677   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.824   7.356   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.204   2.045   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.994   3.367   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.413   0.723   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.163  -0.622   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       4.373  -1.944   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       6.703  -0.645   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.493   0.676   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.033   0.653   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.385  -0.744   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.046  -0.507   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.462   0.098   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.324   1.632   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       9.823   1.975   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.073   3.320   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.534   3.343   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.743   2.022   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.928   3.550   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      12.484   2.645   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      12.187   4.156   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      13.941   2.146   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       2.874   0.747   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       3.623  -0.599   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       2.083  -0.575   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       0.543  -0.552   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -0.206   0.793   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -1.746   0.817   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       0.584   2.115   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -0.813   2.763   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       2.124   2.092   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   44                                                  
CONECT    6    5    7   16                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16    6   17   18   31                                             
CONECT   17   16                                                            
CONECT   18   16   19   36                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23   31                                                  
CONECT   23   22   24   25   28                                             
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   33                                                  
CONECT   28   27   23   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   16   22   32                                             
CONECT   32   31                                                            
CONECT   33   27   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36   18   37   38   44                                             
CONECT   37   36                                                            
CONECT   38   36   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42    5   36                                                  
MASTER        0    0    0    0    0    0    0    0   44    0   98    0
END

View in JSmol

Synonyms

Value	Source
20-(Acetyloxy)-12,17-dihydroxy-1,2,9,14-tetramethyl-18-methylidene-6-(prop-1-en-2-yl)pentacyclo[11.8.0.0,.0,.0,]henicosan-21-yl benzoic acid	Generator
20-(Acetyloxy)-12,17-dihydroxy-1,2,9,14-tetramethyl-18-methylidene-6-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosan-21-yl benzoic acid	Generator

Chemical Formula

C₃₈H₅₂O₆

Average Mass

604.8280 Da

Monoisotopic Mass

604.37639 Da

IUPAC Name

20-(acetyloxy)-12,17-dihydroxy-1,2,9,14-tetramethyl-18-methylidene-6-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosan-21-yl benzoate

Traditional Name

20-(acetyloxy)-12,17-dihydroxy-1,2,9,14-tetramethyl-18-methylidene-6-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosan-21-yl benzoate

CAS Registry Number

Not Available

SMILES

CC(=O)OC1C(OC(=O)C2=CC=CC=C2)C2(C)C(C(O)CC3C4(C)CCC(C4CCC23C)C(C)=C)C2(C)CCC(O)C(=C)C12

InChI Identifier

InChI=1S/C38H52O6/c1-21(2)25-14-17-35(5)26(25)15-19-37(7)29(35)20-28(41)32-36(6)18-16-27(40)22(3)30(36)31(43-23(4)39)33(38(32,37)8)44-34(42)24-12-10-9-11-13-24/h9-13,25-33,40-41H,1,3,14-20H2,2,4-8H3

InChI Key

OLEFRONCXJFOJF-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
Eurycorymbus cavaleriei	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroid esters. Steroid esters are compounds containing a steroid moiety which bears a carboxylic acid ester group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid esters

Direct Parent

Steroid esters

Alternative Parents

Substituents

Steroid ester
6-hydroxysteroid
Hydroxysteroid
Benzoate ester
Benzoic acid or derivatives
Benzoyl
Benzenoid
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Cyclic alcohol
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Alcohol
Organic oxide
Organic oxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic 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	5.63	ALOGPS
logP	6.2	ChemAxon
logS	-6.4	ALOGPS
pKa (Strongest Acidic)	14.44	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	169.58 m³·mol⁻¹	ChemAxon
Polarizability	68.92 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	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

75576510

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 7-(acetyloxy)-9,12-dihydroxy-5a,5b,11a,13b-tetramethyl-8-methylidene-3-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-6-yl benzoate (NP0258023)

MOL for NP0258023 (7-(acetyloxy)-9,12-dihydroxy-5a,5b,11a,13b-tetramethyl-8-methylidene-3-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-6-yl benzoate)

3D MOL for NP0258023 (7-(acetyloxy)-9,12-dihydroxy-5a,5b,11a,13b-tetramethyl-8-methylidene-3-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-6-yl benzoate)

3D SDF for NP0258023 (7-(acetyloxy)-9,12-dihydroxy-5a,5b,11a,13b-tetramethyl-8-methylidene-3-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-6-yl benzoate)

3D-SDF for NP0258023 (7-(acetyloxy)-9,12-dihydroxy-5a,5b,11a,13b-tetramethyl-8-methylidene-3-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-6-yl benzoate)

PDB for NP0258023 (7-(acetyloxy)-9,12-dihydroxy-5a,5b,11a,13b-tetramethyl-8-methylidene-3-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-6-yl benzoate)

3D PDB for NP0258023 (7-(acetyloxy)-9,12-dihydroxy-5a,5b,11a,13b-tetramethyl-8-methylidene-3-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-6-yl benzoate)

SMILES for NP0258023 (7-(acetyloxy)-9,12-dihydroxy-5a,5b,11a,13b-tetramethyl-8-methylidene-3-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-6-yl benzoate)

INCHI for NP0258023 (7-(acetyloxy)-9,12-dihydroxy-5a,5b,11a,13b-tetramethyl-8-methylidene-3-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-6-yl benzoate)

Structure for NP0258023 (7-(acetyloxy)-9,12-dihydroxy-5a,5b,11a,13b-tetramethyl-8-methylidene-3-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-6-yl benzoate)

3D Structure for NP0258023 (7-(acetyloxy)-9,12-dihydroxy-5a,5b,11a,13b-tetramethyl-8-methylidene-3-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-6-yl benzoate)