NP-MRD: Showing NP-Card for (1s,3s,5r,6as,7s,8s,9r,10r,10as)-1-(acetyloxy)-9,10-dihydroxy-3-methoxy-7,8-dimethyl-7-[(2z)-3-methylpenta-2,4-dien-1-yl]-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-5-yl hexanoate (NP0200907)

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Record Information

Version

2.0

Created at

2022-09-04 19:51:06 UTC

Updated at

2022-09-04 19:51:06 UTC

NP-MRD ID

NP0200907

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,3s,5r,6as,7s,8s,9r,10r,10as)-1-(acetyloxy)-9,10-dihydroxy-3-methoxy-7,8-dimethyl-7-[(2z)-3-methylpenta-2,4-dien-1-yl]-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-5-yl hexanoate

Description

Caseargrewiin K belongs to the class of organic compounds known as colensane and clerodane diterpenoids. These are diterpenoids with a structure based on the clerodane or the colensane skeleton. Clerodanes arise from labdanes by two methyl migrations. Based on a literature review very few articles have been published on Caseargrewiin K.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042221512D          

 37 39  0  0  1  0            999 V2000
    0.0812   -2.9911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0397   -2.1751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6066   -1.6623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3738   -1.9656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4857   -0.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3164   -0.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7614    0.2623    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0998    0.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4558   -0.1832    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4705   -1.0526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1888    0.1954    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9886   -0.3535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2772    0.7915    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0823    1.2199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5330    1.4650    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5716    2.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8772    2.7345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1442    2.3559    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5268    2.9068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3083    2.5822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2202    1.7619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0730    2.9206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7792    2.4564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4688    2.9501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2248    2.5822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9083    3.0442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1056    1.5318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8000    1.0864    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3673    2.5070    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6799    3.3226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4956    3.5680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8204    1.8177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3048    1.1736    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6946    0.3052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5978    0.2530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9684   -0.4840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0508    0.9425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  9 10  1  6  0  0  0
  9 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 18 27  1  0  0  0  0
 28 27  1  1  0  0  0
  7 28  1  0  0  0  0
 15 28  1  0  0  0  0
 16 29  1  0  0  0  0
 29 30  1  6  0  0  0
 30 31  1  0  0  0  0
 29 32  1  0  0  0  0
 32 33  1  0  0  0  0
 15 33  1  0  0  0  0
 33 34  1  6  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  2  0  0  0  0
M  END

     RDKit          3D

 81 83  0  0  0  0  0  0  0  0999 V2000
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   -1.8664    1.5015    1.4024 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.1939   -0.0140    0.0149 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1468   -0.1721    1.1643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2485   -1.2289   -0.8762 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7133   -0.9211   -2.1674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9721   -1.9702   -1.0357 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3299   -3.2844   -1.3615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1171   -2.0241    0.2146 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1338   -2.7599   -0.1390 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2056   -2.1699   -0.5827 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1317   -0.6630   -0.6859 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4653   -0.2024   -0.7476 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9338    0.5124   -1.8133 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.3459    1.0246   -1.9237 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1171    0.6307   -0.6952 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5308    1.1182   -0.7707 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5984    2.6209   -0.8856 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0675    3.0263   -0.9507 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5429   -0.1683    0.6251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8858   -0.6541    0.7948 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2214   -4.2080    0.1249 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9530   -4.9719    0.1965 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8939   -6.0388   -0.6810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7998   -4.0572    1.3721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7393   -3.0155    1.1344 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0463   -2.5514    2.4314 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2583   -2.8788    2.9960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6787   -2.4379    4.3567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0698   -3.5957    2.3286 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3751    5.9054    1.1736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3708    6.2747    0.7478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1766    3.6083    1.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0390    5.4446   -0.4041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3775    5.7397    1.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3505    4.5359    0.4590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8178    2.4768    0.8321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8484    1.8623    1.5999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2128    1.0992    2.3847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3432    1.6738   -0.7604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4963    0.7015   -1.8503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0341    2.0838   -0.9304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6580    0.8191   -0.6054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0331    0.5051    1.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5858   -1.2202    1.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6781   -0.1769    2.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0243   -1.9352   -0.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6896   -0.7893   -2.0993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3551   -1.6559   -1.9270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2767   -3.4719   -1.2631 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0740   -2.7279   -0.8524 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2409    2.1366   -1.9455 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8377    0.6406   -2.8234 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0633   -0.4505   -0.4841 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6631    1.1330    0.2094 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0197    0.7062   -1.6823 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1274    0.7876    0.1013 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0664    3.1103   -0.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1063    2.9097   -1.8471 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4231    3.1072    0.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5910    2.2466   -1.5332 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1522    4.0080   -1.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1657   -0.6663    1.4271 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6758    0.8830    0.7241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0376   -0.7573    1.8899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8478   -4.6724   -0.6046 H   0  0  0  0  0  0  0  0  0  0  0  0
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 25 24  1  0
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 23 22  1  0
 22 20  1  0
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 20 19  1  0
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 18 27  1  0
 27 28  1  0
 28 15  1  0
 15 33  1  0
 33 34  1  0
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 33 32  1  0
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 29 30  1  0
 30 31  1  0
 29 16  1  0
 16 17  2  0
 15 13  1  0
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  9  7  1  0
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  7  6  1  0
  6  5  1  0
  5  3  2  0
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  3  2  1  0
  2  1  2  0
 17 18  1  0
  7 28  1  0
 15 16  1  6
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 24 64  1  0
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 22 60  1  0
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 18 59  1  6
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 29 74  1  6
 31 75  1  0
 31 76  1  0
 31 77  1  0
 17 58  1  0
 13 56  1  6
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 11 54  1  1
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  9 50  1  6
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 10 53  1  0
  8 47  1  0
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  6 45  1  0
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  5 44  1  0
  4 41  1  0
  4 42  1  0
  4 43  1  0
  2 40  1  0
  1 38  1  0
  1 39  1  0
M  END


  Mrv1652309042221512D          

 37 39  0  0  1  0            999 V2000
    0.0812   -2.9911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0397   -2.1751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9083    3.0442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1056    1.5318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8000    1.0864    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3673    2.5070    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6799    3.3226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4956    3.5680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8204    1.8177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3048    1.1736    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6946    0.3052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5978    0.2530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9684   -0.4840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0508    0.9425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  9 10  1  6  0  0  0
  9 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 18 27  1  0  0  0  0
 28 27  1  1  0  0  0
  7 28  1  0  0  0  0
 15 28  1  0  0  0  0
 16 29  1  0  0  0  0
 29 30  1  6  0  0  0
 30 31  1  0  0  0  0
 29 32  1  0  0  0  0
 32 33  1  0  0  0  0
 15 33  1  0  0  0  0
 33 34  1  6  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0200907

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC(=O)O[C@@H]1C[C@@H]2[C@@]3([C@H](OC(C)=O)O[C@H](OC)C3=C1)[C@@H](O)[C@H](O)[C@@H](C)[C@@]2(C)C\C=C(\C)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C29H44O8/c1-8-10-11-12-23(31)36-20-15-21-26(34-7)37-27(35-19(5)30)29(21)22(16-20)28(6,14-13-17(3)9-2)18(4)24(32)25(29)33/h9,13,15,18,20,22,24-27,32-33H,2,8,10-12,14,16H2,1,3-7H3/b17-13-/t18-,20+,22+,24-,25+,26+,27-,28-,29-/m1/s1

> <INCHI_KEY>
DFOVJJUJVJRZRW-GYNHMMAVSA-N

> <FORMULA>
C29H44O8

> <MOLECULAR_WEIGHT>
520.663

> <EXACT_MASS>
520.303618377

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
57.04416262323963

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,3S,5R,6aS,7S,8S,9R,10R,10aS)-1-(acetyloxy)-9,10-dihydroxy-3-methoxy-7,8-dimethyl-7-[(2Z)-3-methylpenta-2,4-dien-1-yl]-1H,3H,5H,6H,6aH,7H,8H,9H,10H-naphtho[1,8a-c]furan-5-yl hexanoate

> <JCHEM_LOGP>
4.0509204773333325

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.886060105459627

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.370940187353032

> <JCHEM_PKA_STRONGEST_BASIC>
-3.27232373487936

> <JCHEM_POLAR_SURFACE_AREA>
111.52000000000001

> <JCHEM_REFRACTIVITY>
139.29439999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3S,5R,6aS,7S,8S,9R,10R,10aS)-1-(acetyloxy)-9,10-dihydroxy-3-methoxy-7,8-dimethyl-7-[(2Z)-3-methylpenta-2,4-dien-1-yl]-1H,3H,5H,6H,6aH,8H,9H,10H-naphtho[1,8a-c]furan-5-yl hexanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       0.152  -5.583   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.074  -4.060   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.132  -3.103   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.564  -3.669   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.907  -1.580   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.591  -0.988   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.421   0.490   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.186   0.639   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.718  -0.342   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.745  -1.965   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.086   0.365   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -5.579  -0.660   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -4.251   1.478   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -5.754   2.277   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -2.862   2.735   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.934   4.273   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.637   5.104   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.269   4.398   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.983   5.426   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.442   4.820   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.278   3.289   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.870   5.452   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.188   4.585   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.475   5.507   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.886   4.820   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.162   5.683   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.197   2.859   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.493   2.028   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -4.419   4.680   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -5.002   6.202   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -6.525   6.660   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -5.265   3.393   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -4.302   2.191   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -5.030   0.570   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -6.716   0.472   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -7.408  -0.904   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      -7.562   1.759   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9   28                                             
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   28   33                                             
CONECT   16   15   17   29                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   27                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   18   28                                                       
CONECT   28   27    7   15                                                  
CONECT   29   16   30   32                                                  
CONECT   30   29   31                                                       
CONECT   31   30                                                            
CONECT   32   29   33                                                       
CONECT   33   32   15   34                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   78    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₄₄O₈

Average Mass

520.6630 Da

Monoisotopic Mass

520.30362 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CCCCCC(=O)O[C@@H]1C[C@@H]2[C@@]3([C@H](OC(C)=O)O[C@H](OC)C3=C1)[C@@H](O)[C@H](O)[C@@H](C)[C@@]2(C)C\C=C(\C)C=C

InChI Identifier

InChI=1S/C29H44O8/c1-8-10-11-12-23(31)36-20-15-21-26(34-7)37-27(35-19(5)30)29(21)22(16-20)28(6,14-13-17(3)9-2)18(4)24(32)25(29)33/h9,13,15,18,20,22,24-27,32-33H,2,8,10-12,14,16H2,1,3-7H3/b17-13-/t18-,20+,22+,24-,25+,26+,27-,28-,29-/m1/s1

InChI Key

DFOVJJUJVJRZRW-GYNHMMAVSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as colensane and clerodane diterpenoids. These are diterpenoids with a structure based on the clerodane or the colensane skeleton. Clerodanes arise from labdanes by two methyl migrations.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Colensane and clerodane diterpenoids

Alternative Parents

Substituents

Clerodane diterpenoid
Naphthofuran
Fatty acid ester
Dicarboxylic acid or derivatives
Fatty acyl
Cyclic alcohol
Tetrahydrofuran
1,2-diol
Carboxylic acid ester
Secondary alcohol
Acetal
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Organic oxide
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Alcohol
Organooxygen compound
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

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

23285689

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16756992

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,3s,5r,6as,7s,8s,9r,10r,10as)-1-(acetyloxy)-9,10-dihydroxy-3-methoxy-7,8-dimethyl-7-[(2z)-3-methylpenta-2,4-dien-1-yl]-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-5-yl hexanoate (NP0200907)

MOL for NP0200907 ((1s,3s,5r,6as,7s,8s,9r,10r,10as)-1-(acetyloxy)-9,10-dihydroxy-3-methoxy-7,8-dimethyl-7-[(2z)-3-methylpenta-2,4-dien-1-yl]-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-5-yl hexanoate)

3D MOL for NP0200907 ((1s,3s,5r,6as,7s,8s,9r,10r,10as)-1-(acetyloxy)-9,10-dihydroxy-3-methoxy-7,8-dimethyl-7-[(2z)-3-methylpenta-2,4-dien-1-yl]-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-5-yl hexanoate)

3D SDF for NP0200907 ((1s,3s,5r,6as,7s,8s,9r,10r,10as)-1-(acetyloxy)-9,10-dihydroxy-3-methoxy-7,8-dimethyl-7-[(2z)-3-methylpenta-2,4-dien-1-yl]-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-5-yl hexanoate)

3D-SDF for NP0200907 ((1s,3s,5r,6as,7s,8s,9r,10r,10as)-1-(acetyloxy)-9,10-dihydroxy-3-methoxy-7,8-dimethyl-7-[(2z)-3-methylpenta-2,4-dien-1-yl]-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-5-yl hexanoate)

PDB for NP0200907 ((1s,3s,5r,6as,7s,8s,9r,10r,10as)-1-(acetyloxy)-9,10-dihydroxy-3-methoxy-7,8-dimethyl-7-[(2z)-3-methylpenta-2,4-dien-1-yl]-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-5-yl hexanoate)

3D PDB for NP0200907 ((1s,3s,5r,6as,7s,8s,9r,10r,10as)-1-(acetyloxy)-9,10-dihydroxy-3-methoxy-7,8-dimethyl-7-[(2z)-3-methylpenta-2,4-dien-1-yl]-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-5-yl hexanoate)

SMILES for NP0200907 ((1s,3s,5r,6as,7s,8s,9r,10r,10as)-1-(acetyloxy)-9,10-dihydroxy-3-methoxy-7,8-dimethyl-7-[(2z)-3-methylpenta-2,4-dien-1-yl]-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-5-yl hexanoate)

INCHI for NP0200907 ((1s,3s,5r,6as,7s,8s,9r,10r,10as)-1-(acetyloxy)-9,10-dihydroxy-3-methoxy-7,8-dimethyl-7-[(2z)-3-methylpenta-2,4-dien-1-yl]-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-5-yl hexanoate)

Structure for NP0200907 ((1s,3s,5r,6as,7s,8s,9r,10r,10as)-1-(acetyloxy)-9,10-dihydroxy-3-methoxy-7,8-dimethyl-7-[(2z)-3-methylpenta-2,4-dien-1-yl]-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-5-yl hexanoate)

3D Structure for NP0200907 ((1s,3s,5r,6as,7s,8s,9r,10r,10as)-1-(acetyloxy)-9,10-dihydroxy-3-methoxy-7,8-dimethyl-7-[(2z)-3-methylpenta-2,4-dien-1-yl]-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-5-yl hexanoate)