NP-MRD: Showing NP-Card for (3as,5ar,5br,7ar,11ar,11bs,13as,13br)-5a,5b,8,8,11a,13b-hexamethyl-3-(propan-2-ylidene)-dodecahydro-1h-cyclopenta[a]chrysene-2,9-dione (NP0207765)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 04:30:30 UTC

Updated at

2022-09-05 04:30:30 UTC

NP-MRD ID

NP0207765

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3as,5ar,5br,7ar,11ar,11bs,13as,13br)-5a,5b,8,8,11a,13b-hexamethyl-3-(propan-2-ylidene)-dodecahydro-1h-cyclopenta[a]chrysene-2,9-dione

Description

(1R,2R,5S,9R,10S,13S,14R,19R)-1,2,9,14,18,18-hexamethyl-6-(propan-2-ylidene)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]Henicosane-7,17-dione belongs to the class of organic compounds known as hopanoids. These are terpenoids containing hopane skeleton(A'-Neogammacerane), a pentacyclic structure with four cyclohexane rings and one cyclopentane ring (and often, a side chain emerging from C30). (3as,5ar,5br,7ar,11ar,11bs,13as,13br)-5a,5b,8,8,11a,13b-hexamethyl-3-(propan-2-ylidene)-dodecahydro-1h-cyclopenta[a]chrysene-2,9-dione is found in Lagerstroemia parviflora. Based on a literature review very few articles have been published on (1R,2R,5S,9R,10S,13S,14R,19R)-1,2,9,14,18,18-hexamethyl-6-(propan-2-ylidene)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]Henicosane-7,17-dione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052206302D          

 32 36  0  0  1  0            999 V2000
    6.5288    2.2262    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
    7.4687    1.1499    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
    6.1403    0.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8484   -0.3709    0.0000 O   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
    4.8390    0.3498    0.0000 C   0  0  1  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
    5.2623    1.0579    0.0000 C   0  0  2  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  2  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
    4.0141    0.3623    0.0000 C   0  0  1  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
    2.7659   -0.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3643    0.3874    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5394    0.4000    0.0000 C   0  0  1  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
   -0.4580    1.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4685    1.9434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1378    1.1206    0.0000 C   0  0  2  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
    2.7876    1.0955    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7139    1.9172    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
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10  4  1  6  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  1  0  0  0
 13 15  1  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  6  0  0  0
 16 17  1  0  0  0  0
 18 17  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  6  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
 19 28  1  0  0  0  0
 28 29  1  6  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 18 31  1  0  0  0  0
 13 31  1  0  0  0  0
 31 32  1  6  0  0  0
M  END

     RDKit          3D

 78 82  0  0  0  0  0  0  0  0999 V2000
    6.2733    1.1817    0.0740 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9558   -0.2496   -0.0765 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0529   -1.2254   -0.1944 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7016   -0.6420   -0.1036 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2276   -1.9967   -0.2423 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9216   -2.9716   -0.6238 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7747   -2.0220    0.1481 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5142   -0.6800    0.7602 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0739   -0.7630    2.1911 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4629    0.2101    0.0031 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9635    0.4605   -1.3718 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5353    0.8328   -1.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8042    0.9389   -0.1495 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3602    2.1642    0.5256 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1013   -0.2355    0.7533 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1846   -1.3885    0.5871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5785   -1.4260   -0.6968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2838   -0.1369   -1.0311 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7852   -0.2424   -0.9007 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4034    0.7274   -1.8888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2650   -1.6694   -1.1642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7652   -1.6672   -1.4972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3976   -0.6969   -0.5773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5418   -0.3393   -0.8573 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7310   -0.1487    0.6380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4534    1.1517    1.0144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0905   -1.1259    1.7699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2663    0.0151    0.5186 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8006    1.3184    0.9881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3609    1.6358    0.7757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6990    1.0849   -0.4258 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7386    2.2399   -1.4554 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5940    1.7723   -0.5657 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1012    1.5062    1.1295 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3176    1.4036   -0.2472 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8665   -2.1660    0.3862 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2667   -1.5329   -1.2369 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0148   -0.7593    0.1700 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7242   -2.8579    0.9074 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2469   -2.2406   -0.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3351   -1.2448    2.8313 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2750    0.2877    2.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0394   -1.3036    2.1167 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7969    1.0981    0.5636 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6647    1.1866   -1.8608 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1116   -0.4912   -1.9648 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9945    0.2473   -2.2324 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5251    1.8885   -1.9055 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6357    2.9601    0.7504 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7922    1.9318    1.5474 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1460    2.6928   -0.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8920    0.1694    1.7960 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7748   -2.3528    0.6210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5358   -1.5281    1.4483 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0362   -1.8304   -1.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2968   -2.2922   -0.5575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1290   -0.0246   -2.1546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8013    1.6445   -1.3805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2362    0.3315   -2.4712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6394    1.0001   -2.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2693   -2.2754   -0.2055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7433   -2.1564   -1.9846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2196   -2.6686   -1.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9769   -1.5468   -2.5504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4734    0.8168    1.3674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6325    1.7977    0.1588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9921    1.6365    1.8852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0634   -0.8670    2.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0622   -2.1705    1.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3081   -0.9436    2.5573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7853   -0.7870    1.1383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9813    1.3770    2.1047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4976    2.1109    0.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3610    2.7708    0.8147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7675    1.3473    1.6849 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0172    3.0329   -1.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4413    1.9078   -2.4475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7019    2.7871   -1.3971 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  1
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  6
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  6
 15  8  1  0
  8  9  1  1
  8  7  1  0
  7  5  1  0
  5  6  2  0
  5  4  1  0
  8 10  1  0
 31 13  1  0
 31 18  1  0
 28 19  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
 10 44  1  1
 11 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 14 49  1  0
 14 50  1  0
 14 51  1  0
 15 52  1  1
 16 53  1  0
 16 54  1  0
 17 55  1  0
 17 56  1  0
 18 57  1  6
 20 58  1  0
 20 59  1  0
 20 60  1  0
 21 61  1  0
 21 62  1  0
 22 63  1  0
 22 64  1  0
 26 65  1  0
 26 66  1  0
 26 67  1  0
 27 68  1  0
 27 69  1  0
 27 70  1  0
 28 71  1  1
 29 72  1  0
 29 73  1  0
 30 74  1  0
 30 75  1  0
 32 76  1  0
 32 77  1  0
 32 78  1  0
  9 41  1  0
  9 42  1  0
  9 43  1  0
  7 39  1  0
  7 40  1  0
M  END


  Mrv1652309052206302D          

 32 36  0  0  1  0            999 V2000
    6.5288    2.2262    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
    7.4687    1.1499    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
    6.1403    0.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8484   -0.3709    0.0000 O   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
    4.8390    0.3498    0.0000 C   0  0  1  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
    5.2623    1.0579    0.0000 C   0  0  2  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  2  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
    4.0141    0.3623    0.0000 C   0  0  1  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
    2.7659   -0.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3643    0.3874    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5394    0.4000    0.0000 C   0  0  1  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
   -0.4580    1.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4685    1.9434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1378    1.1206    0.0000 C   0  0  2  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
    2.7876    1.0955    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7139    1.9172    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
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10  4  1  6  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  1  0  0  0
 13 15  1  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  6  0  0  0
 16 17  1  0  0  0  0
 18 17  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  6  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
 19 28  1  0  0  0  0
 28 29  1  6  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 18 31  1  0  0  0  0
 13 31  1  0  0  0  0
 31 32  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0207765

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=C1[C@H]2CC[C@]3(C)[C@@H](CC[C@H]4[C@@]5(C)CCC(=O)C(C)(C)[C@@H]5CC[C@@]34C)[C@@]2(C)CC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C30H46O2/c1-18(2)25-19-11-15-29(7)23(28(19,6)17-20(25)31)10-9-22-27(5)14-13-24(32)26(3,4)21(27)12-16-30(22,29)8/h19,21-23H,9-17H2,1-8H3/t19-,21+,22+,23+,27+,28+,29-,30-/m1/s1

> <INCHI_KEY>
HDFDMBHCIVUCNC-FIDMPDDJSA-N

> <FORMULA>
C30H46O2

> <MOLECULAR_WEIGHT>
438.696

> <EXACT_MASS>
438.349780721

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
53.43355234744937

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,5S,9R,10S,13S,14R,19R)-1,2,9,14,18,18-hexamethyl-6-(propan-2-ylidene)pentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosane-7,17-dione

> <JCHEM_LOGP>
7.242699330333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.962170410266708

> <JCHEM_PKA_STRONGEST_BASIC>
-4.61486850289843

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
131.58509999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,5S,9R,10S,13S,14R,19R)-1,2,9,14,18,18-hexamethyl-6-(propan-2-ylidene)pentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosane-7,17-dione

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      12.187   4.156   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.484   2.645   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.941   2.146   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.324   1.632   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.462   0.098   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      12.784  -0.692   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      10.046  -0.507   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.033   0.653   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.385  -0.744   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.823   1.975   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.073   3.320   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.534   3.343   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.743   2.022   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.994   3.367   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.493   0.676   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.703  -0.645   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.163  -0.622   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       2.874   0.747   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.623  -0.599   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.083  -0.575   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.543  -0.552   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.206   0.793   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -1.746   0.817   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       0.584   2.115   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.855   2.664   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.875   3.628   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.124   2.092   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.914   3.414   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.454   3.390   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.204   2.045   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.066   3.579   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   10   15                                             
CONECT    9    8                                                            
CONECT   10    8    4   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15   31                                             
CONECT   14   13                                                            
CONECT   15   13    8   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   31                                                  
CONECT   19   18   20   21   28                                             
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27   28                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   25   19   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   18   13   32                                             
CONECT   32   31                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₄₆O₂

Average Mass

438.6960 Da

Monoisotopic Mass

438.34978 Da

IUPAC Name

(1R,2R,5S,9R,10S,13S,14R,19R)-1,2,9,14,18,18-hexamethyl-6-(propan-2-ylidene)pentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosane-7,17-dione

Traditional Name

(1R,2R,5S,9R,10S,13S,14R,19R)-1,2,9,14,18,18-hexamethyl-6-(propan-2-ylidene)pentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosane-7,17-dione

CAS Registry Number

Not Available

SMILES

CC(C)=C1[C@H]2CC[C@]3(C)[C@@H](CC[C@H]4[C@@]5(C)CCC(=O)C(C)(C)[C@@H]5CC[C@@]34C)[C@@]2(C)CC1=O

InChI Identifier

InChI=1S/C30H46O2/c1-18(2)25-19-11-15-29(7)23(28(19,6)17-20(25)31)10-9-22-27(5)14-13-24(32)26(3,4)21(27)12-16-30(22,29)8/h19,21-23H,9-17H2,1-8H3/t19-,21+,22+,23+,27+,28+,29-,30-/m1/s1

InChI Key

HDFDMBHCIVUCNC-FIDMPDDJSA-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
Lagerstroemia parviflora	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hopanoids. These are terpenoids containing hopane skeleton(A'-Neogammacerane), a pentacyclic structure with four cyclohexane rings and one cyclopentane ring (and often, a side chain emerging from C30).

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Hopanoids

Direct Parent

Hopanoids

Alternative Parents

Substituents

Triterpenoid
Hopane-skeleton
Oxosteroid
16-oxosteroid
Steroid
Cyclic ketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	7.24	ChemAxon
pKa (Strongest Acidic)	19.96	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	34.14 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	131.59 m³·mol⁻¹	ChemAxon
Polarizability	53.43 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	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

162849108

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3as,5ar,5br,7ar,11ar,11bs,13as,13br)-5a,5b,8,8,11a,13b-hexamethyl-3-(propan-2-ylidene)-dodecahydro-1h-cyclopenta[a]chrysene-2,9-dione (NP0207765)

MOL for NP0207765 ((3as,5ar,5br,7ar,11ar,11bs,13as,13br)-5a,5b,8,8,11a,13b-hexamethyl-3-(propan-2-ylidene)-dodecahydro-1h-cyclopenta[a]chrysene-2,9-dione)

3D MOL for NP0207765 ((3as,5ar,5br,7ar,11ar,11bs,13as,13br)-5a,5b,8,8,11a,13b-hexamethyl-3-(propan-2-ylidene)-dodecahydro-1h-cyclopenta[a]chrysene-2,9-dione)

3D SDF for NP0207765 ((3as,5ar,5br,7ar,11ar,11bs,13as,13br)-5a,5b,8,8,11a,13b-hexamethyl-3-(propan-2-ylidene)-dodecahydro-1h-cyclopenta[a]chrysene-2,9-dione)

3D-SDF for NP0207765 ((3as,5ar,5br,7ar,11ar,11bs,13as,13br)-5a,5b,8,8,11a,13b-hexamethyl-3-(propan-2-ylidene)-dodecahydro-1h-cyclopenta[a]chrysene-2,9-dione)

PDB for NP0207765 ((3as,5ar,5br,7ar,11ar,11bs,13as,13br)-5a,5b,8,8,11a,13b-hexamethyl-3-(propan-2-ylidene)-dodecahydro-1h-cyclopenta[a]chrysene-2,9-dione)

3D PDB for NP0207765 ((3as,5ar,5br,7ar,11ar,11bs,13as,13br)-5a,5b,8,8,11a,13b-hexamethyl-3-(propan-2-ylidene)-dodecahydro-1h-cyclopenta[a]chrysene-2,9-dione)

SMILES for NP0207765 ((3as,5ar,5br,7ar,11ar,11bs,13as,13br)-5a,5b,8,8,11a,13b-hexamethyl-3-(propan-2-ylidene)-dodecahydro-1h-cyclopenta[a]chrysene-2,9-dione)

INCHI for NP0207765 ((3as,5ar,5br,7ar,11ar,11bs,13as,13br)-5a,5b,8,8,11a,13b-hexamethyl-3-(propan-2-ylidene)-dodecahydro-1h-cyclopenta[a]chrysene-2,9-dione)

Structure for NP0207765 ((3as,5ar,5br,7ar,11ar,11bs,13as,13br)-5a,5b,8,8,11a,13b-hexamethyl-3-(propan-2-ylidene)-dodecahydro-1h-cyclopenta[a]chrysene-2,9-dione)

3D Structure for NP0207765 ((3as,5ar,5br,7ar,11ar,11bs,13as,13br)-5a,5b,8,8,11a,13b-hexamethyl-3-(propan-2-ylidene)-dodecahydro-1h-cyclopenta[a]chrysene-2,9-dione)