NP-MRD: Showing NP-Card for (3s,4ar,6ar,8s,10r,10ar,10bs)-3-ethenyl-3,4a,7,7,10a-pentamethyl-10-[(3-methylbut-2-enoyl)oxy]-5-oxo-octahydronaphtho[2,1-b]pyran-8-yl (2s,3r)-2,3-dimethyloxirane-2-carboxylate (NP0175537)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-03 13:01:35 UTC

Updated at

2022-09-03 13:01:35 UTC

NP-MRD ID

NP0175537

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3s,4ar,6ar,8s,10r,10ar,10bs)-3-ethenyl-3,4a,7,7,10a-pentamethyl-10-[(3-methylbut-2-enoyl)oxy]-5-oxo-octahydronaphtho[2,1-b]pyran-8-yl (2s,3r)-2,3-dimethyloxirane-2-carboxylate

Description

(3S,4aR,6aR,8S,10R,10aR,10bS)-3-ethenyl-3,4a,7,7,10a-pentamethyl-10-[(3-methylbut-2-enoyl)oxy]-5-oxo-dodecahydro-1H-naphtho[2,1-b]pyran-8-yl (2S,3R)-2,3-dimethyloxirane-2-carboxylate belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Based on a literature review very few articles have been published on (3S,4aR,6aR,8S,10R,10aR,10bS)-3-ethenyl-3,4a,7,7,10a-pentamethyl-10-[(3-methylbut-2-enoyl)oxy]-5-oxo-dodecahydro-1H-naphtho[2,1-b]pyran-8-yl (2S,3R)-2,3-dimethyloxirane-2-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032215012D          

 37 40  0  0  1  0            999 V2000
    5.4217    0.6606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6465    0.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6465   -0.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1895   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452   -1.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4733   -0.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9355    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3163    1.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3163    0.3145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9483    0.8448    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7607    0.9881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
  3 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 14 13  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 22 20  1  1  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  6  0  0  0
 18 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  1  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 28 36  1  0  0  0  0
  7 36  1  0  0  0  0
 14 36  1  0  0  0  0
 36 37  1  6  0  0  0
M  END

     RDKit          3D

 81 84  0  0  0  0  0  0  0  0999 V2000
   -3.8729   -3.6857   -1.3010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7590   -2.7305   -1.5216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4666   -1.3657   -0.9645 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8501   -0.6844   -0.9509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6261   -0.6007   -1.8930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5244    0.2533   -1.2860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0270   -0.3958   -0.0768 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1764   -0.6611    0.8667 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0254    0.5036    1.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9750   -1.6141    0.2833 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6680   -1.2694    2.1384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5018   -1.6463    2.9530 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2492   -1.4538    2.4921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2994   -1.0844    1.3995 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1122   -1.0664    1.7893 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5419   -2.5444    1.9692 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3849   -0.4832    3.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0561   -0.5352    0.7687 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2052   -1.2913    0.5286 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4683   -0.7658    0.7543 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5177    0.4325    1.1942 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7375   -1.4605    0.5334 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0127   -0.6419    0.5307 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8766   -2.6336    1.3799 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8337   -2.7909   -0.0246 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1356   -3.2112   -0.6607 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2778   -0.2493   -0.5188 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2351    0.7762   -0.1322 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1779    1.6058   -1.1565 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0078    2.9701   -1.2803 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5971    3.5472   -0.3486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5266    3.6933   -2.4697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3561    4.9834   -2.5442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8745    5.7070   -3.7319 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3306    5.7685   -1.4918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8564    0.1318    0.6663 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2639    1.2162    1.6891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9980   -4.6999   -1.6636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9650   -3.4997   -0.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6420   -2.9845   -2.0884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5092   -1.0890   -0.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3382   -0.9723   -1.9333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7816    0.4087   -0.9981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2209    0.1306   -2.5220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2305   -1.3137   -2.6781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7757    1.3160   -1.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7123    0.1858   -2.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7405   -1.4381   -0.4447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1073    0.1681    1.2926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8642    0.9362    2.2322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0777    1.2890    0.4211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0309   -0.9723    3.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1114   -2.5508    2.6950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3761   -1.9384    0.6507 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8589   -3.0661    2.6700 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4835   -3.0243    0.9725 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6005   -2.5580    2.2802 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1358    0.5652    3.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4989   -0.6062    3.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9339   -1.1363    3.9702 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3605    0.4899    1.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8852   -1.2882    0.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8833    0.1758   -0.1960 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1322   -0.1650    1.5428 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8876   -3.2645   -0.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4687   -2.3865   -1.3299 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0068   -4.1462   -1.2293 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9285   -3.3716    0.1012 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9922    0.2205   -1.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8259   -1.1743   -0.9207 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7824    1.4798    0.5771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0303    3.1702   -3.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2639    6.5995   -3.8862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9121    6.0588   -3.4587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9119    5.0422   -4.6212 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3950    5.4895   -1.3479 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3391    6.8591   -1.7621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2214    5.7253   -0.5187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9367    1.9248    1.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5284    0.8200    2.6571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3515    1.8678    1.9117 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 25  1  0
 25 24  1  0
 24 22  1  0
 22 23  1  0
 22 20  1  1
 20 21  2  0
 20 19  1  0
 19 18  1  0
 18 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 32 33  2  3
 33 34  1  0
 33 35  1  0
 28 36  1  0
 36 37  1  1
 36  7  1  0
  7  6  1  0
  6  5  1  0
  5  3  1  0
  3  4  1  0
  3 10  1  0
 10  8  1  0
  8  9  1  1
  8 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
  3  2  1  6
  2  1  2  3
 22 25  1  0
 15 18  1  0
 14 36  1  0
  8  7  1  0
 26 66  1  0
 26 67  1  0
 26 68  1  0
 25 65  1  1
 23 62  1  0
 23 63  1  0
 23 64  1  0
 18 61  1  1
 27 69  1  0
 27 70  1  0
 28 71  1  1
 32 72  1  0
 34 73  1  0
 34 74  1  0
 34 75  1  0
 35 76  1  0
 35 77  1  0
 35 78  1  0
 37 79  1  0
 37 80  1  0
 37 81  1  0
  7 48  1  6
  6 46  1  0
  6 47  1  0
  5 44  1  0
  5 45  1  0
  4 41  1  0
  4 42  1  0
  4 43  1  0
  9 49  1  0
  9 50  1  0
  9 51  1  0
 13 52  1  0
 13 53  1  0
 14 54  1  6
 16 55  1  0
 16 56  1  0
 16 57  1  0
 17 58  1  0
 17 59  1  0
 17 60  1  0
  2 40  1  0
  1 38  1  0
  1 39  1  0
M  END


  Mrv1652309032215012D          

 37 40  0  0  1  0            999 V2000
    5.4217    0.6606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6465    0.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6465   -0.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1895   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452   -1.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4733   -0.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9355    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3163    1.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3163    0.3145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9483    0.8448    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7607    0.9881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
  3 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 14 13  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 22 20  1  1  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  6  0  0  0
 18 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  1  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 28 36  1  0  0  0  0
  7 36  1  0  0  0  0
 14 36  1  0  0  0  0
 36 37  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0175537

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C30H44O7/c1-11-27(7)13-12-19-28(8)20(15-21(31)30(19,10)37-27)26(5,6)22(35-25(33)29(9)18(4)36-29)16-23(28)34-24(32)14-17(2)3/h11,14,18-20,22-23H,1,12-13,15-16H2,2-10H3/t18-,19+,20-,22+,23-,27-,28+,29+,30-/m1/s1

> <INCHI_KEY>
BKRVAWZAKUQOFQ-CUELGDHRSA-N

> <FORMULA>
C30H44O7

> <MOLECULAR_WEIGHT>
516.675

> <EXACT_MASS>
516.308703757

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
56.92466038534987

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S,4aR,6aR,8S,10R,10aR,10bS)-3-ethenyl-3,4a,7,7,10a-pentamethyl-10-[(3-methylbut-2-enoyl)oxy]-5-oxo-dodecahydro-1H-naphtho[2,1-b]pyran-8-yl (2S,3R)-2,3-dimethyloxirane-2-carboxylate

> <ALOGPS_LOGP>
4.87

> <JCHEM_LOGP>
5.670293859999999

> <ALOGPS_LOGS>
-6.14

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.00930341484061

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9906140791273104

> <JCHEM_POLAR_SURFACE_AREA>
91.43

> <JCHEM_REFRACTIVITY>
139.26739999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.79e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S,4aR,6aR,8S,10R,10aR,10bS)-3-ethenyl-3,4a,7,7,10a-pentamethyl-10-[(3-methylbut-2-enoyl)oxy]-5-oxo-octahydronaphtho[2,1-b]pyran-8-yl (2S,3R)-2,3-dimethyloxirane-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0      10.121   1.233   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.673   1.760   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.673  -0.220   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.954  -1.897   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       6.724  -0.564   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       4.414  -1.897   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       5.184  -3.231   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.874  -1.897   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.831  -2.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.883  -1.090   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.746   0.770   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -2.516   2.104   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.746   3.437   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -4.056   2.104   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.324   3.620   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -4.324   0.587   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -5.503   1.577   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -7.020   1.844   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       2.874   3.437   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       2.104   4.771   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       0.564   4.771   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       2.874   6.105   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.104   7.438   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.874   8.772   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       0.564   7.438   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5   10                                             
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   36                                                  
CONECT    8    7    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8    3                                                       
CONECT   11    8   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   36                                                  
CONECT   15   14   16   17   18                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   15   19   27                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24   25                                             
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   22   26                                                  
CONECT   26   25                                                            
CONECT   27   18   28                                                       
CONECT   28   27   29   36                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36   28    7   14   37                                             
CONECT   37   36                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   80    0
END

View in JSmol

Synonyms

Value	Source
(3S,4AR,6ar,8S,10R,10ar,10BS)-3-ethenyl-3,4a,7,7,10a-pentamethyl-10-[(3-methylbut-2-enoyl)oxy]-5-oxo-dodecahydro-1H-naphtho[2,1-b]pyran-8-yl (2S,3R)-2,3-dimethyloxirane-2-carboxylic acid	Generator

Chemical Formula

C₃₀H₄₄O₇

Average Mass

516.6750 Da

Monoisotopic Mass

516.30870 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@H]1O[C@]1(C)C(=O)O[C@H]1C[C@@H](OC(=O)C=C(C)C)[C@@]2(C)[C@@H]3CC[C@](C)(O[C@@]3(C)C(=O)C[C@@H]2C1(C)C)C=C

InChI Identifier

InChI=1S/C30H44O7/c1-11-27(7)13-12-19-28(8)20(15-21(31)30(19,10)37-27)26(5,6)22(35-25(33)29(9)18(4)36-29)16-23(28)34-24(32)14-17(2)3/h11,14,18-20,22-23H,1,12-13,15-16H2,2-10H3/t18-,19+,20-,22+,23-,27-,28+,29+,30-/m1/s1

InChI Key

BKRVAWZAKUQOFQ-CUELGDHRSA-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 triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Naphthopyran
Naphthalene
Fatty acid ester
Dicarboxylic acid or derivatives
Fatty acyl
Oxane
Oxirane carboxylic acid
Oxirane carboxylic acid or derivatives
Pyran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Ketone
Carboxylic acid ester
Organoheterocyclic compound
Oxacycle
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
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

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

162897796

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3s,4ar,6ar,8s,10r,10ar,10bs)-3-ethenyl-3,4a,7,7,10a-pentamethyl-10-[(3-methylbut-2-enoyl)oxy]-5-oxo-octahydronaphtho[2,1-b]pyran-8-yl (2s,3r)-2,3-dimethyloxirane-2-carboxylate (NP0175537)

MOL for NP0175537 ((3s,4ar,6ar,8s,10r,10ar,10bs)-3-ethenyl-3,4a,7,7,10a-pentamethyl-10-[(3-methylbut-2-enoyl)oxy]-5-oxo-octahydronaphtho[2,1-b]pyran-8-yl (2s,3r)-2,3-dimethyloxirane-2-carboxylate)

3D MOL for NP0175537 ((3s,4ar,6ar,8s,10r,10ar,10bs)-3-ethenyl-3,4a,7,7,10a-pentamethyl-10-[(3-methylbut-2-enoyl)oxy]-5-oxo-octahydronaphtho[2,1-b]pyran-8-yl (2s,3r)-2,3-dimethyloxirane-2-carboxylate)

3D SDF for NP0175537 ((3s,4ar,6ar,8s,10r,10ar,10bs)-3-ethenyl-3,4a,7,7,10a-pentamethyl-10-[(3-methylbut-2-enoyl)oxy]-5-oxo-octahydronaphtho[2,1-b]pyran-8-yl (2s,3r)-2,3-dimethyloxirane-2-carboxylate)

3D-SDF for NP0175537 ((3s,4ar,6ar,8s,10r,10ar,10bs)-3-ethenyl-3,4a,7,7,10a-pentamethyl-10-[(3-methylbut-2-enoyl)oxy]-5-oxo-octahydronaphtho[2,1-b]pyran-8-yl (2s,3r)-2,3-dimethyloxirane-2-carboxylate)

PDB for NP0175537 ((3s,4ar,6ar,8s,10r,10ar,10bs)-3-ethenyl-3,4a,7,7,10a-pentamethyl-10-[(3-methylbut-2-enoyl)oxy]-5-oxo-octahydronaphtho[2,1-b]pyran-8-yl (2s,3r)-2,3-dimethyloxirane-2-carboxylate)

3D PDB for NP0175537 ((3s,4ar,6ar,8s,10r,10ar,10bs)-3-ethenyl-3,4a,7,7,10a-pentamethyl-10-[(3-methylbut-2-enoyl)oxy]-5-oxo-octahydronaphtho[2,1-b]pyran-8-yl (2s,3r)-2,3-dimethyloxirane-2-carboxylate)

SMILES for NP0175537 ((3s,4ar,6ar,8s,10r,10ar,10bs)-3-ethenyl-3,4a,7,7,10a-pentamethyl-10-[(3-methylbut-2-enoyl)oxy]-5-oxo-octahydronaphtho[2,1-b]pyran-8-yl (2s,3r)-2,3-dimethyloxirane-2-carboxylate)

INCHI for NP0175537 ((3s,4ar,6ar,8s,10r,10ar,10bs)-3-ethenyl-3,4a,7,7,10a-pentamethyl-10-[(3-methylbut-2-enoyl)oxy]-5-oxo-octahydronaphtho[2,1-b]pyran-8-yl (2s,3r)-2,3-dimethyloxirane-2-carboxylate)

Structure for NP0175537 ((3s,4ar,6ar,8s,10r,10ar,10bs)-3-ethenyl-3,4a,7,7,10a-pentamethyl-10-[(3-methylbut-2-enoyl)oxy]-5-oxo-octahydronaphtho[2,1-b]pyran-8-yl (2s,3r)-2,3-dimethyloxirane-2-carboxylate)

3D Structure for NP0175537 ((3s,4ar,6ar,8s,10r,10ar,10bs)-3-ethenyl-3,4a,7,7,10a-pentamethyl-10-[(3-methylbut-2-enoyl)oxy]-5-oxo-octahydronaphtho[2,1-b]pyran-8-yl (2s,3r)-2,3-dimethyloxirane-2-carboxylate)