NP-MRD: Showing NP-Card for methyl 2-[(1r,2r,5r,7r,8s,11s,12r)-11-(acetyloxy)-2,7,8-trihydroxy-2,8,12-trimethyl-15-oxabicyclo[10.2.1]pentadecan-5-yl]prop-2-enoate (NP0261287)

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Record Information

Version

2.0

Created at

2022-09-08 03:41:42 UTC

Updated at

2022-09-08 03:41:42 UTC

NP-MRD ID

NP0261287

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 2-[(1r,2r,5r,7r,8s,11s,12r)-11-(acetyloxy)-2,7,8-trihydroxy-2,8,12-trimethyl-15-oxabicyclo[10.2.1]pentadecan-5-yl]prop-2-enoate

Description

Methyl 2-[(1R,2R,5R,7R,8S,11S,12R)-11-(acetyloxy)-2,7,8-trihydroxy-2,8,12-trimethyl-15-oxabicyclo[10.2.1]Pentadecan-5-yl]prop-2-enoate belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review very few articles have been published on methyl 2-[(1R,2R,5R,7R,8S,11S,12R)-11-(acetyloxy)-2,7,8-trihydroxy-2,8,12-trimethyl-15-oxabicyclo[10.2.1]Pentadecan-5-yl]prop-2-enoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082205412D          

 31 32  0  0  1  0            999 V2000
    4.8803   -0.3552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1677   -0.7708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1713   -1.5958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4587   -2.0115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8876   -2.0052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8912   -2.8302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4514   -0.3615    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7387   -0.7771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9362   -0.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1300   -0.5388    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3884   -1.3222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3778   -0.8776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7143    0.1739    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5382    0.1298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8347    0.8996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2989    1.6915    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4945    1.8747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2637    0.7894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0115    2.1072    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0079    2.9322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7205    3.3478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7169    4.1728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4368    2.9385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7278    1.6978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4405    2.1135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1567    1.7041    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4355    2.4806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9698    1.5645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1604    0.8791    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8767    0.4698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4477    0.4635    0.0000 C   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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  2  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  1  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 13 18  1  6  0  0  0
 16 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  6  0  0  0
 26 29  1  0  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
  7 31  1  0  0  0  0
M  END

     RDKit          3D

 69 70  0  0  0  0  0  0  0  0999 V2000
   -4.3526    2.3478    0.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9483    1.1878   -0.1662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9136    0.3746   -0.9442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0792    0.7969   -1.1494 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5966   -0.8558   -1.4724 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5736   -1.5932   -2.2150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5688    0.6910    0.0775 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6734   -0.6692    0.6409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6252   -1.2153    1.5118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7485   -2.2674    0.8128 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9448   -3.6448    1.4071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1457   -2.3681   -0.5398 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6705   -1.8442    0.8843 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6730   -2.9153    1.1612 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9676   -2.1307    0.8808 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4979   -1.2669   -0.2687 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1886   -1.8250   -1.5184 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1389   -1.3512   -0.3537 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9056    0.1762   -0.1009 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2755    0.3713   -0.3993 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2234    0.7397    0.5185 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6639    0.9376    0.1677 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8901    0.9224    1.7017 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0133    1.1471   -0.8285 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7638    1.4701   -0.0346 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1258    2.7686   -0.3924 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0613    2.8533   -1.9139 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9136    3.8160    0.1143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2934    2.8755    0.1113 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3080    4.0303    0.9354 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7952    1.6766    0.8565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3902    2.6333    0.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8106    3.0632    0.8581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1413   -2.5293   -2.6060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9685   -0.9222   -3.0058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4427   -1.8535   -1.5725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1711    0.5752   -0.9882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7745   -1.3947   -0.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6878   -0.7650    1.1380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1519   -1.8180    2.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9924   -0.5427    2.0783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7887   -3.5161    2.5169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9847   -3.9655    1.2482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1985   -4.3105    0.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9505   -3.2501   -0.9184 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8164   -1.0585    1.6832 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6692   -3.7283    0.4083 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6401   -3.2784    2.2048 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8030   -2.7863    0.6419 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1220   -1.5128    1.8032 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2889   -1.6921   -1.3167 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0249   -2.9159   -1.5826 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9035   -1.2702   -2.4293 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7999    0.3901    0.9936 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7483    0.9073   -0.9508 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2623    0.1228    0.6134 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9862    1.9308    0.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5770    2.0848   -0.9808 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6951    0.7275   -1.8275 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0611    1.5118    1.0365 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0428    0.6831   -0.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1662    1.8468   -2.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7927    3.5010   -2.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0256    3.2468   -2.3191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7953    3.4530    0.3017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0102    3.0880   -0.7070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9306    4.8012    0.4637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4159    2.0478    1.7204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8987    1.2599    1.3751 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0
  5  3  1  0
  3  4  2  0
  3  2  1  0
  2  1  2  3
  2  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  6
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  6
 16 18  1  0
 16 19  1  0
 19 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  1
 26 29  1  0
 29 30  1  0
 29 31  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 31  7  1  0
 18 13  1  0
  6 34  1  0
  6 35  1  0
  6 36  1  0
  1 32  1  0
  1 33  1  0
  7 37  1  6
  8 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 11 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  0
 13 46  1  1
 14 47  1  0
 14 48  1  0
 15 49  1  0
 15 50  1  0
 17 51  1  0
 17 52  1  0
 17 53  1  0
 19 54  1  1
 24 58  1  0
 24 59  1  0
 25 60  1  0
 25 61  1  0
 27 62  1  0
 27 63  1  0
 27 64  1  0
 28 65  1  0
 29 66  1  6
 30 67  1  0
 31 68  1  0
 31 69  1  0
 22 55  1  0
 22 56  1  0
 22 57  1  0
M  END


  Mrv1652309082205412D          

 31 32  0  0  1  0            999 V2000
    4.8803   -0.3552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1677   -0.7708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1713   -1.5958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4587   -2.0115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8876   -2.0052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8912   -2.8302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4514   -0.3615    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7387   -0.7771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9362   -0.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1300   -0.5388    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3884   -1.3222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3778   -0.8776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7143    0.1739    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5382    0.1298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8347    0.8996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2989    1.6915    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4945    1.8747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2637    0.7894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0115    2.1072    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0079    2.9322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7205    3.3478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7169    4.1728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4368    2.9385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7278    1.6978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4405    2.1135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1567    1.7041    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4355    2.4806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9698    1.5645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1604    0.8791    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8767    0.4698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4477    0.4635    0.0000 C   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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  2  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  1  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 13 18  1  6  0  0  0
 16 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  6  0  0  0
 26 29  1  0  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
  7 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0261287

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C(=C)[C@@H]1CC[C@@](C)(O)[C@H]2CC[C@@](C)(O2)[C@H](CC[C@](C)(O)[C@H](O)C1)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H38O8/c1-14(20(26)29-6)16-7-10-22(4,28)18-9-12-23(5,31-18)19(30-15(2)24)8-11-21(3,27)17(25)13-16/h16-19,25,27-28H,1,7-13H2,2-6H3/t16-,17-,18-,19+,21+,22-,23-/m1/s1

> <INCHI_KEY>
XSLKTOZEKJVWIJ-CQNSGCRMSA-N

> <FORMULA>
C23H38O8

> <MOLECULAR_WEIGHT>
442.549

> <EXACT_MASS>
442.256668184

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
46.79077872967595

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2-[(1R,2R,5R,7R,8S,11S,12R)-11-(acetyloxy)-2,7,8-trihydroxy-2,8,12-trimethyl-15-oxabicyclo[10.2.1]pentadecan-5-yl]prop-2-enoate

> <JCHEM_LOGP>
1.5255349306666672

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.186650466013273

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.557762687074476

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2093602059248267

> <JCHEM_POLAR_SURFACE_AREA>
122.52000000000001

> <JCHEM_REFRACTIVITY>
113.02499999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2-[(1R,2R,5R,7R,8S,11S,12R)-11-(acetyloxy)-2,7,8-trihydroxy-2,8,12-trimethyl-15-oxabicyclo[10.2.1]pentadecan-5-yl]prop-2-enoate

> <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       9.110  -0.663   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.780  -1.439   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.786  -2.979   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       6.456  -3.755   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       9.124  -3.743   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       9.130  -5.283   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.443  -0.675   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.112  -1.451   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.614  -0.679   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.109  -1.006   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.592  -2.468   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.705  -1.638   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.333   0.325   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.871   0.242   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.425   1.679   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.425   3.158   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.923   3.500   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.359   1.474   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       3.755   3.933   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       3.748   5.473   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       5.078   6.249   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.072   7.789   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       6.415   5.485   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       5.092   3.169   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.422   3.945   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.759   3.181   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.280   4.630   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       9.277   2.920   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       7.766   1.641   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       9.103   0.877   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       6.436   0.865   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5                                                            
CONECT    7    2    8   31                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12   13                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   10   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18   19                                             
CONECT   17   16                                                            
CONECT   18   16   13                                                       
CONECT   19   16   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   19   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28   29                                             
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   26   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29    7                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   64    0
END

View in JSmol

Synonyms

Value	Source
Methyl 2-[(1R,2R,5R,7R,8S,11S,12R)-11-(acetyloxy)-2,7,8-trihydroxy-2,8,12-trimethyl-15-oxabicyclo[10.2.1]pentadecan-5-yl]prop-2-enoic acid	Generator

Chemical Formula

C₂₃H₃₈O₈

Average Mass

442.5490 Da

Monoisotopic Mass

442.25667 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC(=O)C(=C)[C@@H]1CC[C@@](C)(O)[C@H]2CC[C@@](C)(O2)[C@H](CC[C@](C)(O)[C@H](O)C1)OC(C)=O

InChI Identifier

InChI=1S/C23H38O8/c1-14(20(26)29-6)16-7-10-22(4,28)18-9-12-23(5,31-18)19(30-15(2)24)8-11-21(3,27)17(25)13-16/h16-19,25,27-28H,1,7-13H2,2-6H3/t16-,17-,18-,19+,21+,22-,23-/m1/s1

InChI Key

XSLKTOZEKJVWIJ-CQNSGCRMSA-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 sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Dicarboxylic acid or derivatives
Tertiary alcohol
Tetrahydrofuran
Methyl ester
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Secondary alcohol
Carboxylic acid ester
Polyol
Ether
Dialkyl ether
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Carbonyl group
Alcohol
Organic oxide
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
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

27023710

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162903429

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 2-[(1r,2r,5r,7r,8s,11s,12r)-11-(acetyloxy)-2,7,8-trihydroxy-2,8,12-trimethyl-15-oxabicyclo[10.2.1]pentadecan-5-yl]prop-2-enoate (NP0261287)

MOL for NP0261287 (methyl 2-[(1r,2r,5r,7r,8s,11s,12r)-11-(acetyloxy)-2,7,8-trihydroxy-2,8,12-trimethyl-15-oxabicyclo[10.2.1]pentadecan-5-yl]prop-2-enoate)

3D MOL for NP0261287 (methyl 2-[(1r,2r,5r,7r,8s,11s,12r)-11-(acetyloxy)-2,7,8-trihydroxy-2,8,12-trimethyl-15-oxabicyclo[10.2.1]pentadecan-5-yl]prop-2-enoate)

3D SDF for NP0261287 (methyl 2-[(1r,2r,5r,7r,8s,11s,12r)-11-(acetyloxy)-2,7,8-trihydroxy-2,8,12-trimethyl-15-oxabicyclo[10.2.1]pentadecan-5-yl]prop-2-enoate)

3D-SDF for NP0261287 (methyl 2-[(1r,2r,5r,7r,8s,11s,12r)-11-(acetyloxy)-2,7,8-trihydroxy-2,8,12-trimethyl-15-oxabicyclo[10.2.1]pentadecan-5-yl]prop-2-enoate)

PDB for NP0261287 (methyl 2-[(1r,2r,5r,7r,8s,11s,12r)-11-(acetyloxy)-2,7,8-trihydroxy-2,8,12-trimethyl-15-oxabicyclo[10.2.1]pentadecan-5-yl]prop-2-enoate)

3D PDB for NP0261287 (methyl 2-[(1r,2r,5r,7r,8s,11s,12r)-11-(acetyloxy)-2,7,8-trihydroxy-2,8,12-trimethyl-15-oxabicyclo[10.2.1]pentadecan-5-yl]prop-2-enoate)

SMILES for NP0261287 (methyl 2-[(1r,2r,5r,7r,8s,11s,12r)-11-(acetyloxy)-2,7,8-trihydroxy-2,8,12-trimethyl-15-oxabicyclo[10.2.1]pentadecan-5-yl]prop-2-enoate)

INCHI for NP0261287 (methyl 2-[(1r,2r,5r,7r,8s,11s,12r)-11-(acetyloxy)-2,7,8-trihydroxy-2,8,12-trimethyl-15-oxabicyclo[10.2.1]pentadecan-5-yl]prop-2-enoate)

Structure for NP0261287 (methyl 2-[(1r,2r,5r,7r,8s,11s,12r)-11-(acetyloxy)-2,7,8-trihydroxy-2,8,12-trimethyl-15-oxabicyclo[10.2.1]pentadecan-5-yl]prop-2-enoate)

3D Structure for NP0261287 (methyl 2-[(1r,2r,5r,7r,8s,11s,12r)-11-(acetyloxy)-2,7,8-trihydroxy-2,8,12-trimethyl-15-oxabicyclo[10.2.1]pentadecan-5-yl]prop-2-enoate)