NP-MRD: Showing NP-Card for (5as,10br)-5a,10b-dimethyl-2-[(1s,6r,7s)-1,6,7,11,11-pentamethyl-2-oxatricyclo[8.4.0.0³,⁷]tetradecan-6-yl]-1h,2h,3h,3ah,4h,5h,10h,10ah-cyclopenta[a]fluorene-6,9-diol (NP0265330)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-08 09:16:14 UTC

Updated at

2022-09-08 09:16:15 UTC

NP-MRD ID

NP0265330

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(5as,10br)-5a,10b-dimethyl-2-[(1s,6r,7s)-1,6,7,11,11-pentamethyl-2-oxatricyclo[8.4.0.0³,⁷]tetradecan-6-yl]-1h,2h,3h,3ah,4h,5h,10h,10ah-cyclopenta[a]fluorene-6,9-diol

Description

(5AS,10bR)-2-[(3R,3aS,9aS)-3,3a,6,6,9a-pentamethyl-2,4,5,5a,7,8,9,10a-octahydro-1H-benzo[[?]]Cyclopenta[[?]]Oxepin-3-yl]-5a,10b-dimethyl-1,2,3,3a,4,5,10,10a-octahydrocyclopenta[a]fluorene-6,9-diol belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units. (5as,10br)-5a,10b-dimethyl-2-[(1s,6r,7s)-1,6,7,11,11-pentamethyl-2-oxatricyclo[8.4.0.0³,⁷]tetradecan-6-yl]-1h,2h,3h,3ah,4h,5h,10h,10ah-cyclopenta[a]fluorene-6,9-diol is found in Haliclona toxia. Based on a literature review very few articles have been published on (5aS,10bR)-2-[(3R,3aS,9aS)-3,3a,6,6,9a-pentamethyl-2,4,5,5a,7,8,9,10a-octahydro-1H-benzo[[?]]Cyclopenta[[?]]Oxepin-3-yl]-5a,10b-dimethyl-1,2,3,3a,4,5,10,10a-octahydrocyclopenta[a]fluorene-6,9-diol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082211162D          

 39 45  0  0  1  0            999 V2000
    0.6949   -5.0091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3469   -5.5146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7315   -4.7847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7359   -6.0689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9105   -6.8753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6961   -7.1272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3071   -6.5729    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4209   -7.3900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0463   -6.9391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7936   -6.5895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4970   -7.0205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1244   -6.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8086   -5.7225    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5996   -5.4882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6582   -4.9113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9136   -4.5562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0212   -3.7383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4854   -3.1109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7608   -2.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5720   -2.1829    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1046   -1.5030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0030   -1.4794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7686   -0.6884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9664   -0.4959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3365   -0.0900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1387   -0.2825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3731   -1.0735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1753   -1.2661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8052   -1.6720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8700   -2.4944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1078   -2.8102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8324   -3.5879    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6549   -3.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2261   -4.3129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9862   -5.7873    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3189   -5.0323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4790   -5.1366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6541   -5.1273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1325   -5.7666    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  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  6  0  0  0
  7  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  6  0  0  0
 13 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 22 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 20 31  1  0  0  0  0
 31 32  1  0  0  0  0
 17 32  1  0  0  0  0
 32 33  1  1  0  0  0
 32 34  1  0  0  0  0
 15 34  1  0  0  0  0
 13 35  1  0  0  0  0
 10 35  1  0  0  0  0
 35 36  1  6  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
  2 39  1  0  0  0  0
  7 39  1  0  0  0  0
M  END

     RDKit          3D

 93 99  0  0  0  0  0  0  0  0999 V2000
    5.9996   -1.9257    0.7007 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8920   -0.4884    0.1584 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0754   -0.3825   -0.8094 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0532    0.4122    1.3351 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7988    1.0724    1.7963 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0520    1.8012    0.7092 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1163    1.1287   -0.6268 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2155    1.9039   -1.3957 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0498    1.2752   -1.4414 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7975    1.1272   -1.0478 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8584    1.6239   -2.1297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2638    0.6316   -2.2190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0076   -0.4036   -1.1006 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6166   -1.6801   -1.6478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6711   -0.0082    0.1653 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7236   -1.1037    1.2026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0414   -0.9599    1.9522 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9381   -2.1242    1.7555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2695   -1.8803    1.1546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9105   -0.5718    1.3907 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0450   -0.7092    2.4007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5516   -0.1037    0.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3189   -0.7822   -0.8245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5671   -2.1196   -0.6302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8219   -0.1476   -1.9369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5833    1.1863   -2.1458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8269    1.8885   -1.2186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5715    3.2397   -1.4077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3300    1.2242   -0.1024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5165    1.7747    0.9974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0063    0.5660    1.7101 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5716    0.3363    1.4547 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7923    1.4497    2.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1591    0.3364    0.0022 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4773   -0.3799   -1.0964 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0223   -0.8584   -2.4209 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1667   -0.9273    0.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6041   -1.2869   -0.0745 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5634   -0.3095   -0.5719 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4660   -2.6536    0.1007 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0817   -2.2625    0.6959 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7452   -1.9466    1.7966 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5257    0.6093   -0.8334 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9167   -1.0670   -0.4806 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7830   -0.7861   -1.8056 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4519   -0.1323    2.2472 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8817    1.1541    1.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1461    0.3514    2.2878 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0976    1.8087    2.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4872    2.8471    0.6966 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0262    1.9588    1.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9287    2.3811   -0.6911 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7613    2.7948   -1.9302 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6640    1.2986   -2.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4642    1.5956   -0.1204 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4908    2.6542   -1.8542 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3652    1.6733   -3.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2676    0.1216   -3.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2095    1.1428   -2.1325 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1267   -2.5033   -1.6900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0172   -1.5814   -2.6761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4976   -1.9375   -1.0290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2405    0.8764    0.6716 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0713   -1.0094    1.9687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6440   -2.1277    0.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8704   -0.8296    3.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0082   -2.7160    2.7127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3980   -2.8402    1.0648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2997   -2.1353    0.0509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9558   -2.6745    1.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8722   -1.6189    3.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0457    0.2160    3.0017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0347   -0.7832    1.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1151   -2.6220   -1.3057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4217   -0.6821   -2.6824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9650    1.7102   -3.0080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0195    3.7250   -0.7175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1183    2.4416    1.6612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6969    2.3690    0.5011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1383    0.7720    2.8141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4001    1.8696    2.9797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5929    2.2575    1.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8592    1.0568    2.6148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7293   -0.4233   -0.5175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2179    1.3521   -0.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4698   -0.0447   -3.0294 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1957   -1.2733   -3.0711 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7603   -1.6540   -2.3638 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6590   -1.8656    0.3928 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0689   -0.2344    0.9565 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6236   -2.2523   -0.6520 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9232   -1.6290    0.9601 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8156   -0.5772   -1.6443 H   0  0  0  0  0  0  0  0  0  0  0  0
 32 33  1  1
 32 34  1  0
 34 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  1
 20 31  1  0
 31 30  1  0
 30 29  1  0
 29 27  2  0
 27 28  1  0
 27 26  1  0
 26 25  2  0
 25 23  1  0
 23 24  1  0
 23 22  2  0
 15 13  1  0
 13 14  1  6
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9  7  1  0
  7  8  1  6
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  1  0
  2 39  1  0
 39 38  1  0
 38 37  1  0
 37 35  1  0
 35 36  1  6
 17 32  1  0
 22 20  1  0
 35 13  1  0
 31 32  1  0
 22 29  1  0
 35 10  1  0
 39  7  1  0
 33 81  1  0
 33 82  1  0
 33 83  1  0
 34 84  1  0
 34 85  1  0
 15 63  1  1
 16 64  1  0
 16 65  1  0
 17 66  1  1
 18 67  1  0
 18 68  1  0
 19 69  1  0
 19 70  1  0
 21 71  1  0
 21 72  1  0
 21 73  1  0
 31 80  1  1
 30 78  1  0
 30 79  1  0
 28 77  1  0
 26 76  1  0
 25 75  1  0
 24 74  1  0
 14 60  1  0
 14 61  1  0
 14 62  1  0
 12 58  1  0
 12 59  1  0
 11 56  1  0
 11 57  1  0
 10 55  1  1
  8 52  1  0
  8 53  1  0
  8 54  1  0
  6 50  1  0
  6 51  1  0
  5 48  1  0
  5 49  1  0
  4 46  1  0
  4 47  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
  3 43  1  0
  3 44  1  0
  3 45  1  0
 39 93  1  6
 38 91  1  0
 38 92  1  0
 37 89  1  0
 37 90  1  0
 36 86  1  0
 36 87  1  0
 36 88  1  0
M  END


  Mrv1652309082211162D          

 39 45  0  0  1  0            999 V2000
    0.6949   -5.0091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3469   -5.5146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7315   -4.7847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7359   -6.0689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9105   -6.8753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6961   -7.1272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3071   -6.5729    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4209   -7.3900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0463   -6.9391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7936   -6.5895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4970   -7.0205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1244   -6.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8086   -5.7225    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5996   -5.4882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6582   -4.9113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9136   -4.5562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0212   -3.7383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4854   -3.1109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7608   -2.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5720   -2.1829    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1046   -1.5030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0030   -1.4794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7686   -0.6884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9664   -0.4959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3365   -0.0900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1387   -0.2825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3731   -1.0735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1753   -1.2661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8052   -1.6720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8700   -2.4944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1078   -2.8102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8324   -3.5879    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6549   -3.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2261   -4.3129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9862   -5.7873    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3189   -5.0323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4790   -5.1366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6541   -5.1273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1325   -5.7666    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  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  6  0  0  0
  7  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  6  0  0  0
 13 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 22 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 20 31  1  0  0  0  0
 31 32  1  0  0  0  0
 17 32  1  0  0  0  0
 32 33  1  1  0  0  0
 32 34  1  0  0  0  0
 15 34  1  0  0  0  0
 13 35  1  0  0  0  0
 10 35  1  0  0  0  0
 35 36  1  6  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
  2 39  1  0  0  0  0
  7 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0265330

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@]12CC(CC1CC[C@@]1(C)C2CC2=C(O)C=CC(O)=C12)[C@@]1(C)CCC2O[C@@]3(C)CCCC(C)(C)C3CC[C@@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C36H54O3/c1-31(2)14-8-15-36(7)27(31)12-17-35(6)29(39-36)13-18-34(35,5)23-19-22-11-16-32(3)28(33(22,4)21-23)20-24-25(37)9-10-26(38)30(24)32/h9-10,22-23,27-29,37-38H,8,11-21H2,1-7H3/t22?,23?,27?,28?,29?,32-,33+,34+,35+,36-/m0/s1

> <INCHI_KEY>
IHTYFAABRSMFAM-GRVSLJGQSA-N

> <FORMULA>
C36H54O3

> <MOLECULAR_WEIGHT>
534.825

> <EXACT_MASS>
534.407295599

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
93

> <JCHEM_AVERAGE_POLARIZABILITY>
65.17836103418648

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5aS,10bR)-5a,10b-dimethyl-2-[(1S,6R,7S)-1,6,7,11,11-pentamethyl-2-oxatricyclo[8.4.0.0^{3,7}]tetradecan-6-yl]-1H,2H,3H,3aH,4H,5H,5aH,10H,10aH,10bH-cyclopenta[a]fluorene-6,9-diol

> <JCHEM_LOGP>
8.839832926666668

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.032489411433202

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.140415513886474

> <JCHEM_PKA_STRONGEST_BASIC>
-4.192131414668088

> <JCHEM_POLAR_SURFACE_AREA>
49.69

> <JCHEM_REFRACTIVITY>
158.45319999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(5aS,10bR)-5a,10b-dimethyl-2-[(1S,6R,7S)-1,6,7,11,11-pentamethyl-2-oxatricyclo[8.4.0.0^{3,7}]tetradecan-6-yl]-1H,2H,3H,3aH,4H,5H,10H,10aH-cyclopenta[a]fluorene-6,9-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       1.297  -9.350   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.514 -10.294   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.232  -8.931   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.374 -11.329   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.700 -12.834   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.166 -13.304   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.307 -12.269   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.519 -13.795   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.687 -12.953   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       7.081 -12.300   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.394 -13.105   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.565 -12.105   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.976 -10.682   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.453 -10.245   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.695  -9.168   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.305  -8.505   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.506  -6.978   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.506  -5.807   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.020  -4.355   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.534  -4.075   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.662  -2.806   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.339  -2.762   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.901  -1.285   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       7.404  -0.926   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       9.961  -0.168   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.459  -0.527   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.896  -2.004   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      13.394  -2.363   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      10.836  -3.121   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      10.957  -4.656   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       9.535  -5.246   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.021  -6.697   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      10.556  -6.576   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       9.755  -8.051   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       7.441 -10.803   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       8.062  -9.394   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       6.494  -9.588   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       4.954  -9.571   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       3.981 -10.764   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4   39                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9   39                                             
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   35                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15   35                                             
CONECT   14   13                                                            
CONECT   15   13   16   34                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   32                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22   31                                             
CONECT   21   20                                                            
CONECT   22   20   23   29                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   22   30                                                  
CONECT   30   29   31                                                       
CONECT   31   30   20   32                                                  
CONECT   32   31   17   33   34                                             
CONECT   33   32                                                            
CONECT   34   32   15                                                       
CONECT   35   13   10   36   37                                             
CONECT   36   35                                                            
CONECT   37   35   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38    2    7                                                  
MASTER        0    0    0    0    0    0    0    0   39    0   90    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₆H₅₄O₃

Average Mass

534.8250 Da

Monoisotopic Mass

534.40730 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@@]12CC(CC1CC[C@@]1(C)C2CC2=C(O)C=CC(O)=C12)[C@@]1(C)CCC2O[C@@]3(C)CCCC(C)(C)C3CC[C@@]12C

InChI Identifier

InChI=1S/C36H54O3/c1-31(2)14-8-15-36(7)27(31)12-17-35(6)29(39-36)13-18-34(35,5)23-19-22-11-16-32(3)28(33(22,4)21-23)20-24-25(37)9-10-26(38)30(24)32/h9-10,22-23,27-29,37-38H,8,11-21H2,1-7H3/t22?,23?,27?,28?,29?,32-,33+,34+,35+,36-/m0/s1

InChI Key

IHTYFAABRSMFAM-GRVSLJGQSA-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
Haliclona toxia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesterterpenoids

Direct Parent

Sesterterpenoids

Alternative Parents

Substituents

Sesterterpenoid
Fluorene
Indane
1-hydroxy-2-unsubstituted benzenoid
Oxepane
Benzenoid
Oxacycle
Organoheterocyclic compound
Ether
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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

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

400701

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

455070

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (5as,10br)-5a,10b-dimethyl-2-[(1s,6r,7s)-1,6,7,11,11-pentamethyl-2-oxatricyclo[8.4.0.0³,⁷]tetradecan-6-yl]-1h,2h,3h,3ah,4h,5h,10h,10ah-cyclopenta[a]fluorene-6,9-diol (NP0265330)

MOL for NP0265330 ((5as,10br)-5a,10b-dimethyl-2-[(1s,6r,7s)-1,6,7,11,11-pentamethyl-2-oxatricyclo[8.4.0.0³,⁷]tetradecan-6-yl]-1h,2h,3h,3ah,4h,5h,10h,10ah-cyclopenta[a]fluorene-6,9-diol)

3D MOL for NP0265330 ((5as,10br)-5a,10b-dimethyl-2-[(1s,6r,7s)-1,6,7,11,11-pentamethyl-2-oxatricyclo[8.4.0.0³,⁷]tetradecan-6-yl]-1h,2h,3h,3ah,4h,5h,10h,10ah-cyclopenta[a]fluorene-6,9-diol)

3D SDF for NP0265330 ((5as,10br)-5a,10b-dimethyl-2-[(1s,6r,7s)-1,6,7,11,11-pentamethyl-2-oxatricyclo[8.4.0.0³,⁷]tetradecan-6-yl]-1h,2h,3h,3ah,4h,5h,10h,10ah-cyclopenta[a]fluorene-6,9-diol)

3D-SDF for NP0265330 ((5as,10br)-5a,10b-dimethyl-2-[(1s,6r,7s)-1,6,7,11,11-pentamethyl-2-oxatricyclo[8.4.0.0³,⁷]tetradecan-6-yl]-1h,2h,3h,3ah,4h,5h,10h,10ah-cyclopenta[a]fluorene-6,9-diol)

PDB for NP0265330 ((5as,10br)-5a,10b-dimethyl-2-[(1s,6r,7s)-1,6,7,11,11-pentamethyl-2-oxatricyclo[8.4.0.0³,⁷]tetradecan-6-yl]-1h,2h,3h,3ah,4h,5h,10h,10ah-cyclopenta[a]fluorene-6,9-diol)

3D PDB for NP0265330 ((5as,10br)-5a,10b-dimethyl-2-[(1s,6r,7s)-1,6,7,11,11-pentamethyl-2-oxatricyclo[8.4.0.0³,⁷]tetradecan-6-yl]-1h,2h,3h,3ah,4h,5h,10h,10ah-cyclopenta[a]fluorene-6,9-diol)

SMILES for NP0265330 ((5as,10br)-5a,10b-dimethyl-2-[(1s,6r,7s)-1,6,7,11,11-pentamethyl-2-oxatricyclo[8.4.0.0³,⁷]tetradecan-6-yl]-1h,2h,3h,3ah,4h,5h,10h,10ah-cyclopenta[a]fluorene-6,9-diol)

INCHI for NP0265330 ((5as,10br)-5a,10b-dimethyl-2-[(1s,6r,7s)-1,6,7,11,11-pentamethyl-2-oxatricyclo[8.4.0.0³,⁷]tetradecan-6-yl]-1h,2h,3h,3ah,4h,5h,10h,10ah-cyclopenta[a]fluorene-6,9-diol)

Structure for NP0265330 ((5as,10br)-5a,10b-dimethyl-2-[(1s,6r,7s)-1,6,7,11,11-pentamethyl-2-oxatricyclo[8.4.0.0³,⁷]tetradecan-6-yl]-1h,2h,3h,3ah,4h,5h,10h,10ah-cyclopenta[a]fluorene-6,9-diol)

3D Structure for NP0265330 ((5as,10br)-5a,10b-dimethyl-2-[(1s,6r,7s)-1,6,7,11,11-pentamethyl-2-oxatricyclo[8.4.0.0³,⁷]tetradecan-6-yl]-1h,2h,3h,3ah,4h,5h,10h,10ah-cyclopenta[a]fluorene-6,9-diol)