NP-MRD: Showing NP-Card for 5-[(4e,6e,8e)-11-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,9-dimethylundeca-2,4,6,8-tetraen-10-yn-1-ylidene]-3-(6-hydroxy-4,4,7a-trimethyl-2,5,6,7-tetrahydro-1-benzofuran-2-yl)furan-2-one (NP0306186)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-10 22:30:23 UTC

Updated at

2022-09-10 22:30:23 UTC

NP-MRD ID

NP0306186

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-[(4e,6e,8e)-11-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,9-dimethylundeca-2,4,6,8-tetraen-10-yn-1-ylidene]-3-(6-hydroxy-4,4,7a-trimethyl-2,5,6,7-tetrahydro-1-benzofuran-2-yl)furan-2-one

Description

5-[(4e,6e,8e)-11-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,9-dimethylundeca-2,4,6,8-tetraen-10-yn-1-ylidene]-3-(6-hydroxy-4,4,7a-trimethyl-2,5,6,7-tetrahydro-1-benzofuran-2-yl)furan-2-one is found in Corbicula japonica. 5-[(4E,6E,8E)-11-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,9-dimethylundeca-2,4,6,8-tetraen-10-yn-1-ylidene]-3-(6-hydroxy-4,4,7a-trimethyl-2,4,5,6,7,7a-hexahydro-1-benzofuran-2-yl)-2,5-dihydrofuran-2-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004151518012D          

 42 45  0  0  0  0            999 V2000
   -1.2683   -2.7514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0219   -2.4158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6894   -2.9008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6032   -3.7212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2706   -4.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1844   -5.0267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8518   -5.5116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7656   -6.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4330   -6.8170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1867   -6.4814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3468   -7.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2605   -8.4579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1743   -9.2784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4206   -9.6140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7532   -9.1291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3344  -10.4345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0018  -10.9194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9156  -11.7399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7555  -10.5838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8417   -9.7633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6647   -9.8209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3496   -9.1132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1082   -1.5954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4407   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4407   -0.2854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6561   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4012    0.7541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6561   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8371    0.5350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1681   -2.1549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1075   -2.1549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    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
  3  4  1  4  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  3  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 13 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 23  2  1  4  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  2  0  0  0  0
 24 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 38 41  1  0  0  0  0
 32 41  1  0  0  0  0
 41 42  2  0  0  0  0
 30 42  1  0  0  0  0
M  END

     RDKit          3D

 88 91  0  0  0  0  0  0  0  0999 V2000
    9.1892   -2.4750    0.3021 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1437   -1.3231    0.4384 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6240   -0.1199    0.6532 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2197    0.0696    0.7482 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0622    0.2055    0.7474 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6660    0.3564    0.6550 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6593   -0.5887    1.1315 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2315    1.4203   -0.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9371    1.5940   -0.3954 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6873    1.7819   -0.7016 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7361    0.7922   -0.1578 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4875    0.9023   -0.6866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4845   -0.0030   -0.1653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6790   -0.0599   -0.7330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8829    0.8180   -1.9132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7242   -0.6853    0.0375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9032   -0.9266   -0.4757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1057   -1.4981    0.0927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1004   -1.5894   -0.7170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5006   -2.1272   -0.5290 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.1251   -1.5668    0.7044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1223   -0.7857    0.3212 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0994    0.0480    1.0584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7652    0.1144    2.5389 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5228   -0.3993    0.9584 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0220    1.4917    0.4906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7942    1.5335   -0.4364 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.7379    1.0961    0.3651 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0145    0.6236   -1.6402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1995   -0.8102   -1.1792 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.5110   -1.3421   -1.7033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2250   -1.6580   -1.6189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6106   -1.0291   -2.0275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3014   -0.9530   -3.0763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3013   -0.6519   -1.8136 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5499    1.0081    0.7514 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9349    1.1989    2.2002 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7569    2.2470    0.3335 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7105    0.9148   -0.1905 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3462   -0.4370   -0.2786 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.6451   -0.4829    0.2794 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5856   -1.5586    0.3352 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6363   -3.2976   -0.2733 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2651   -2.1519   -0.2266 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9006   -2.8429    1.3228 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0375   -1.0036    0.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2107   -1.4926    1.5389 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0091   -0.2265    1.9506 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0802    2.1034   -0.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2328    2.1002   -1.6454 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4914    2.6351   -1.2290 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9321    0.0704    0.5704 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3028    1.6358   -1.4493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2836   -0.6537    0.6762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9003    0.8259   -2.3176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6344    1.8888   -1.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2346    0.4228   -2.7489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5650   -0.9656    1.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1394   -1.8253    1.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4440   -3.2133   -0.5501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8111   -1.7836    1.6962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8215   -0.3747    2.7966 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6060   -0.3695    3.1053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7968    1.1977    2.8169 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6367   -1.4348    1.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0135   -0.0939    0.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0929    0.1826    1.7665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8558    2.2301    1.2876 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8993    1.7426   -0.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6012    2.5211   -0.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9022    1.2719    1.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2453    0.7933   -2.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9829    0.9634   -2.1024 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3304   -2.1262   -2.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1273   -0.5593   -2.1569 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0788   -1.9392   -0.9346 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9657    0.8911    2.3463 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8529    2.2751    2.5166 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2142    0.6599    2.8597 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4531    3.0985    0.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3354    2.0810   -0.6761 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9552    2.4567    1.0770 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4007    1.3519   -1.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4879    1.6215    0.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4840   -0.6681   -1.3743 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.6247   -0.8226    1.1971 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7538   -2.5577   -0.1882 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9365   -1.7633    1.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 14  1  0
 14 13  2  0
 13 12  1  0
 12 11  2  0
 11 10  1  0
 10  9  2  0
  9  8  1  0
  8  6  2  0
  6  7  1  0
  6  5  1  0
  5  4  3  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  2 42  1  0
 42 40  1  0
 40 41  1  0
 40 39  1  0
 39 36  1  0
 36 37  1  0
 36 38  1  0
 14 16  1  0
 16 17  2  0
 17 35  1  0
 35 33  1  0
 33 34  2  0
 33 19  1  0
 19 18  2  0
 19 20  1  0
 20 32  1  0
 32 30  1  0
 30 31  1  1
 30 29  1  0
 29 27  1  0
 27 28  1  0
 27 26  1  0
 26 23  1  0
 23 24  1  0
 23 25  1  0
 23 22  1  0
 22 21  2  0
 36  3  1  0
 18 17  1  0
 21 20  1  0
 22 30  1  0
 15 55  1  0
 15 56  1  0
 15 57  1  0
 13 54  1  0
 12 53  1  0
 11 52  1  0
 10 51  1  0
  9 50  1  0
  8 49  1  0
  7 46  1  0
  7 47  1  0
  7 48  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
 42 87  1  0
 42 88  1  0
 40 85  1  6
 41 86  1  0
 39 83  1  0
 39 84  1  0
 37 77  1  0
 37 78  1  0
 37 79  1  0
 38 80  1  0
 38 81  1  0
 38 82  1  0
 16 58  1  0
 18 59  1  0
 20 60  1  1
 31 74  1  0
 31 75  1  0
 31 76  1  0
 29 72  1  0
 29 73  1  0
 27 70  1  6
 28 71  1  0
 26 68  1  0
 26 69  1  0
 24 62  1  0
 24 63  1  0
 24 64  1  0
 25 65  1  0
 25 66  1  0
 25 67  1  0
 21 61  1  0
M  END


  Mrv1533004151518012D          

 42 45  0  0  0  0            999 V2000
   -1.2683   -2.7514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0219   -2.4158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6894   -2.9008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6032   -3.7212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2706   -4.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1844   -5.0267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8518   -5.5116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7656   -6.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4330   -6.8170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1867   -6.4814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3468   -7.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2605   -8.4579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1743   -9.2784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4206   -9.6140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7532   -9.1291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3344  -10.4345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0018  -10.9194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9156  -11.7399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7555  -10.5838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8417   -9.7633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6647   -9.8209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3496   -9.1132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1082   -1.5954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4407   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4407   -0.2854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6561   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4012    0.7541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6561   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8371    0.5350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1681   -2.1549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1075   -2.1549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    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
  3  4  1  4  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  3  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 13 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 23  2  1  4  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  2  0  0  0  0
 24 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 38 41  1  0  0  0  0
 32 41  1  0  0  0  0
 41 42  2  0  0  0  0
 30 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0306186

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=C\C=C\C=C\C=C(/C)C#CC1=C(C)CC(O)CC1(C)C)C=C1OC(=O)C(=C1)C1OC2(C)CC(O)CC(C)(C)C2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C37H46O5/c1-24(15-16-31-26(3)18-27(38)21-35(31,4)5)13-11-9-10-12-14-25(2)17-29-19-30(34(40)41-29)32-20-33-36(6,7)22-28(39)23-37(33,8)42-32/h9-14,17,19-20,27-28,32,38-39H,18,21-23H2,1-8H3/b11-9+,12-10+,24-13+,25-14?,29-17?

> <INCHI_KEY>
ZXVDYXHNDNZGKI-QCPZLCTASA-N

> <FORMULA>
C37H46O5

> <MOLECULAR_WEIGHT>
570.77

> <EXACT_MASS>
570.334524581

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
88

> <JCHEM_AVERAGE_POLARIZABILITY>
68.28955559646113

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-[(4E,6E,8E)-11-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,9-dimethylundeca-2,4,6,8-tetraen-10-yn-1-ylidene]-3-(6-hydroxy-4,4,7a-trimethyl-2,4,5,6,7,7a-hexahydro-1-benzofuran-2-yl)-2,5-dihydrofuran-2-one

> <ALOGPS_LOGP>
6.78

> <JCHEM_LOGP>
5.597378411666668

> <ALOGPS_LOGS>
-5.61

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.35922673437043

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.102393313040615

> <JCHEM_PKA_STRONGEST_BASIC>
-1.1701329452174005

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
177.2752

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.39e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[(4E,6E,8E)-11-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,9-dimethylundeca-2,4,6,8-tetraen-10-yn-1-ylidene]-3-(6-hydroxy-4,4,7a-trimethyl-2,5,6,7-tetrahydro-1-benzofuran-2-yl)furan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-APR-15         0                                  
HETATM    1  C   UNK     0      -2.367  -5.136   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.774  -4.510   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.020  -5.415   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.859  -6.946   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.105  -7.852   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.944  -9.383   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -7.190 -10.288   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -7.029 -11.820   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -8.275 -12.725   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -9.682 -12.099   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -8.114 -14.257   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -7.953 -15.788   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -7.792 -17.320   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.385 -17.946   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.139 -17.041   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -6.224 -19.478   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -7.470 -20.383   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -7.309 -21.914   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -8.877 -19.756   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -9.038 -18.225   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -10.574 -18.332   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -9.986 -17.011   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.935  -2.978   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.689  -2.073   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -2.689  -0.533   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -1.225  -0.057   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -0.749   1.408   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -0.320  -1.303   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.225  -2.549   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       2.126  -0.057   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.429   0.999   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       7.591   0.237   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       5.914  -4.023   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       3.934  -4.023   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   23                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   20                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   13   21   22                                             
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23    2   24                                                       
CONECT   24   23   25   29                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30                                                  
CONECT   29   28   24                                                       
CONECT   30   28   31   42                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   34   41                                             
CONECT   33   32                                                            
CONECT   34   32   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38                                                       
CONECT   38   37   39   40   41                                             
CONECT   39   38                                                            
CONECT   40   38                                                            
CONECT   41   38   32   42                                                  
CONECT   42   41   30                                                       
MASTER        0    0    0    0    0    0    0    0   42    0   90    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₇H₄₆O₅

Average Mass

570.7700 Da

Monoisotopic Mass

570.33452 Da

IUPAC Name

5-[(4E,6E,8E)-11-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,9-dimethylundeca-2,4,6,8-tetraen-10-yn-1-ylidene]-3-(6-hydroxy-4,4,7a-trimethyl-2,4,5,6,7,7a-hexahydro-1-benzofuran-2-yl)-2,5-dihydrofuran-2-one

Traditional Name

5-[(4E,6E,8E)-11-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,9-dimethylundeca-2,4,6,8-tetraen-10-yn-1-ylidene]-3-(6-hydroxy-4,4,7a-trimethyl-2,5,6,7-tetrahydro-1-benzofuran-2-yl)furan-2-one

CAS Registry Number

Not Available

SMILES

CC(=C\C=C\C=C\C=C(/C)C#CC1=C(C)CC(O)CC1(C)C)C=C1OC(=O)C(=C1)C1OC2(C)CC(O)CC(C)(C)C2=C1

InChI Identifier

InChI=1S/C37H46O5/c1-24(15-16-31-26(3)18-27(38)21-35(31,4)5)13-11-9-10-12-14-25(2)17-29-19-30(34(40)41-29)32-20-33-36(6,7)22-28(39)23-37(33,8)42-32/h9-14,17,19-20,27-28,32,38-39H,18,21-23H2,1-8H3/b11-9+,12-10+,24-13+,25-14?,29-17?

InChI Key

ZXVDYXHNDNZGKI-QCPZLCTASA-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
Corbicula japonica	LOTUS Database	35616633

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Terpene lactones

Alternative Parents

Substituents

Terpene lactone
Cyclofarsesane sesquiterpenoid
Sesquiterpenoid
Benzofuran
2-furanone
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Enol ester
Dihydrofuran
Cyclic alcohol
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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
logP	6.78	ALOGPS
logP	5.6	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	15.1	ChemAxon
pKa (Strongest Basic)	-1.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	177.28 m³·mol⁻¹	ChemAxon
Polarizability	68.29 Å³	ChemAxon
Number of Rings	4	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5-[(4e,6e,8e)-11-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,9-dimethylundeca-2,4,6,8-tetraen-10-yn-1-ylidene]-3-(6-hydroxy-4,4,7a-trimethyl-2,5,6,7-tetrahydro-1-benzofuran-2-yl)furan-2-one (NP0306186)

MOL for NP0306186 (5-[(4e,6e,8e)-11-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,9-dimethylundeca-2,4,6,8-tetraen-10-yn-1-ylidene]-3-(6-hydroxy-4,4,7a-trimethyl-2,5,6,7-tetrahydro-1-benzofuran-2-yl)furan-2-one)

3D MOL for NP0306186 (5-[(4e,6e,8e)-11-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,9-dimethylundeca-2,4,6,8-tetraen-10-yn-1-ylidene]-3-(6-hydroxy-4,4,7a-trimethyl-2,5,6,7-tetrahydro-1-benzofuran-2-yl)furan-2-one)

3D SDF for NP0306186 (5-[(4e,6e,8e)-11-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,9-dimethylundeca-2,4,6,8-tetraen-10-yn-1-ylidene]-3-(6-hydroxy-4,4,7a-trimethyl-2,5,6,7-tetrahydro-1-benzofuran-2-yl)furan-2-one)

3D-SDF for NP0306186 (5-[(4e,6e,8e)-11-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,9-dimethylundeca-2,4,6,8-tetraen-10-yn-1-ylidene]-3-(6-hydroxy-4,4,7a-trimethyl-2,5,6,7-tetrahydro-1-benzofuran-2-yl)furan-2-one)

PDB for NP0306186 (5-[(4e,6e,8e)-11-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,9-dimethylundeca-2,4,6,8-tetraen-10-yn-1-ylidene]-3-(6-hydroxy-4,4,7a-trimethyl-2,5,6,7-tetrahydro-1-benzofuran-2-yl)furan-2-one)

3D PDB for NP0306186 (5-[(4e,6e,8e)-11-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,9-dimethylundeca-2,4,6,8-tetraen-10-yn-1-ylidene]-3-(6-hydroxy-4,4,7a-trimethyl-2,5,6,7-tetrahydro-1-benzofuran-2-yl)furan-2-one)

SMILES for NP0306186 (5-[(4e,6e,8e)-11-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,9-dimethylundeca-2,4,6,8-tetraen-10-yn-1-ylidene]-3-(6-hydroxy-4,4,7a-trimethyl-2,5,6,7-tetrahydro-1-benzofuran-2-yl)furan-2-one)

INCHI for NP0306186 (5-[(4e,6e,8e)-11-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,9-dimethylundeca-2,4,6,8-tetraen-10-yn-1-ylidene]-3-(6-hydroxy-4,4,7a-trimethyl-2,5,6,7-tetrahydro-1-benzofuran-2-yl)furan-2-one)

Structure for NP0306186 (5-[(4e,6e,8e)-11-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,9-dimethylundeca-2,4,6,8-tetraen-10-yn-1-ylidene]-3-(6-hydroxy-4,4,7a-trimethyl-2,5,6,7-tetrahydro-1-benzofuran-2-yl)furan-2-one)

3D Structure for NP0306186 (5-[(4e,6e,8e)-11-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,9-dimethylundeca-2,4,6,8-tetraen-10-yn-1-ylidene]-3-(6-hydroxy-4,4,7a-trimethyl-2,5,6,7-tetrahydro-1-benzofuran-2-yl)furan-2-one)