NP-MRD: Showing NP-Card for (1's,2r,3'r,4r,7s,7'r,8r,9'r,10's,12'r,13r,14'r)-12',14'-dihydroxy-1',2,7,9',11-pentamethyl-5,6',13'-trioxaspiro[tetracyclo[10.2.1.0¹,¹⁰.0⁴,⁸]pentadecane-13,4'-tricyclo[8.4.0.0³,⁷]tetradecan]-10-ene-5',6-dione (NP0254977)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 19:18:21 UTC

Updated at

2022-09-07 19:18:21 UTC

NP-MRD ID

NP0254977

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1's,2r,3'r,4r,7s,7'r,8r,9'r,10's,12'r,13r,14'r)-12',14'-dihydroxy-1',2,7,9',11-pentamethyl-5,6',13'-trioxaspiro[tetracyclo[10.2.1.0¹,¹⁰.0⁴,⁸]pentadecane-13,4'-tricyclo[8.4.0.0³,⁷]tetradecan]-10-ene-5',6-dione

Description

(1'S,2R,3'R,4R,7S,7'R,8R,9'R,10'S,12'R,13R,14'R)-12',14'-dihydroxy-1',2,7,9',11-pentamethyl-5,6',13'-trioxaspiro[tetracyclo[10.2.1.0¹,¹⁰.0⁴,⁸]Pentadecane-13,4'-tricyclo[8.4.0.0³,⁷]Tetradecan]-10-ene-5',6-dione belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units. (1's,2r,3'r,4r,7s,7'r,8r,9'r,10's,12'r,13r,14'r)-12',14'-dihydroxy-1',2,7,9',11-pentamethyl-5,6',13'-trioxaspiro[tetracyclo[10.2.1.0¹,¹⁰.0⁴,⁸]pentadecane-13,4'-tricyclo[8.4.0.0³,⁷]tetradecan]-10-ene-5',6-dione is found in Hymenoxys richardsonii. Based on a literature review very few articles have been published on (1'S,2R,3'R,4R,7S,7'R,8R,9'R,10'S,12'R,13R,14'R)-12',14'-dihydroxy-1',2,7,9',11-pentamethyl-5,6',13'-trioxaspiro[tetracyclo[10.2.1.0¹,¹⁰.0⁴,⁸]Pentadecane-13,4'-tricyclo[8.4.0.0³,⁷]Tetradecan]-10-ene-5',6-dione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072221182D          

 37 43  0  0  1  0            999 V2000
    1.0268   -1.6190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8240   -0.8193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0370   -0.4961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7477   -0.8897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5221   -0.5611    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2146   -1.0095    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2588   -1.8333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8550   -0.4894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6522   -0.7019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5583    0.2804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7345    0.2361    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2511    0.9052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4158    0.9002    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1263    1.6727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2504    0.3263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2446    0.4028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3836   -0.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3323    0.9353    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4820    1.1087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1573    1.7415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4021    2.0737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8699    2.1571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4854    1.6078    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2830    1.8189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9452    1.3269    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6758    1.7102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9736    0.5024    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7514    0.2275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9023   -0.5836    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6801   -0.8585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2753   -1.1198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4974   -0.8449    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8705   -1.3811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3466   -0.0338    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7614   -0.6154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5364    0.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1532    0.8527    0.0000 C   0  0  2  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  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 11 10  1  6  0  0  0
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
  3 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  2 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 15 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 23 22  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  0  0  0  0
 27 28  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  1  0  0  0
 32 34  1  0  0  0  0
 27 34  1  0  0  0  0
 34 35  1  6  0  0  0
 34 36  1  0  0  0  0
 37 36  1  6  0  0  0
 23 37  1  0  0  0  0
 18 37  1  0  0  0  0
M  END

     RDKit          3D

 79 85  0  0  0  0  0  0  0  0999 V2000
   -2.9879    3.0361    0.5189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3330    1.6846    0.5370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8687    0.5814   -0.0426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2456    0.4576   -0.5081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8196   -0.9118   -0.4537 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.2784   -0.7332    0.0370 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.8866    0.5128   -0.5509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0008   -0.5940    1.4900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7911   -0.1243    2.3359 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7298   -1.0598    1.7957 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3475   -1.8061    0.6244 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0039   -2.3259    0.6043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0233   -1.7602   -0.3726 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3664   -1.9639   -1.8030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7301   -0.3710   -0.0620 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2874   -0.1675    1.4018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0438    1.3365    1.1639 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0497    1.1690    0.0914 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6331    0.2866   -0.8619 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2652    2.5592   -0.4112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3929    3.1162   -1.3447 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3050    3.0355    0.3672 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2497    1.9747    0.3994 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9909    2.0273   -0.8776 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3876    1.4974   -0.6308 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1447    2.5430    0.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3044    0.2647    0.2110 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6477   -0.4601    0.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8052   -1.5322    1.1179 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4393   -2.6410    0.5445 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4874   -1.9071    1.4680 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7979   -2.0715    0.2851 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6827   -2.9101    0.4941 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2398   -0.7177   -0.2211 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1922   -0.8683   -1.7253 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9154   -0.5377    0.4250 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3609    0.7958    0.6589 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3094    3.7590    0.9836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9633    2.9980    1.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1868    3.3596   -0.5336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3796    0.8462   -1.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8489    1.2077    0.0900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9351   -1.3960   -1.4421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8684   -1.6326   -0.1352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8909    1.3676    0.1280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9638    0.2649   -0.7778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4228    0.7362   -1.5357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0784   -2.6746    0.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5334   -2.2086    1.6265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9785   -3.4472    0.4507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0653   -2.3423   -0.1927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4631   -2.2764   -2.4080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7308   -1.0487   -2.3145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0627   -2.8236   -1.8892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3811   -0.7038    1.6392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1174   -0.2733    2.0972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7446    1.8742    2.0218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0596   -0.3936   -1.4761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1245    0.9681   -1.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9476    2.2006    1.2322 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1520    3.1237   -1.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4954    1.6119   -1.7480 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9870    1.3821   -1.5557 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9533    3.0289   -0.3736 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4696    3.3593    0.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6317    2.0791    1.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1621    0.4966    1.2685 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4831    0.2462    0.0241 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6083   -0.9525   -0.9486 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3771   -1.1714    1.9746 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9481   -2.3150   -0.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4122   -2.5536   -0.4842 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9558   -3.8356    0.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4844   -1.9046   -2.0742 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9619   -0.2217   -2.2421 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1918   -0.7235   -2.1642 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9697   -1.1097    1.4079 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2149   -1.2201   -0.1517 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2067    0.9035    1.7902 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  2 17  1  0
 17 16  1  0
 16 15  1  0
 15 19  1  6
 19 18  1  0
 18 37  1  0
 37 36  1  0
 36 34  1  0
 34 35  1  6
 34 32  1  0
 32 33  1  0
 32 31  1  0
 31 29  1  0
 29 30  1  0
 29 28  1  0
 28 27  1  0
 27 25  1  0
 25 26  1  0
 25 24  1  0
 24 23  1  0
 23 22  1  0
 22 20  1  0
 20 21  2  0
 15 13  1  0
 13 14  1  0
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10  8  1  0
  8  9  2  0
  8  6  1  0
 11  5  1  0
 15  3  1  0
 18 20  1  6
 18 17  1  0
 23 37  1  0
 27 34  1  0
  7 45  1  0
  7 46  1  0
  7 47  1  0
  6 44  1  1
  5 43  1  6
  4 41  1  0
  4 42  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
 17 57  1  1
 16 55  1  0
 16 56  1  0
 19 58  1  0
 19 59  1  0
 37 79  1  1
 36 77  1  0
 36 78  1  0
 35 74  1  0
 35 75  1  0
 35 76  1  0
 32 72  1  6
 33 73  1  0
 29 70  1  1
 30 71  1  0
 28 68  1  0
 28 69  1  0
 27 67  1  1
 25 63  1  6
 26 64  1  0
 26 65  1  0
 26 66  1  0
 24 61  1  0
 24 62  1  0
 23 60  1  1
 13 51  1  1
 14 52  1  0
 14 53  1  0
 14 54  1  0
 12 49  1  0
 12 50  1  0
 11 48  1  1
M  END


  Mrv1652309072221182D          

 37 43  0  0  1  0            999 V2000
    1.0268   -1.6190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8240   -0.8193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0370   -0.4961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7477   -0.8897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5221   -0.5611    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2146   -1.0095    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2588   -1.8333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8550   -0.4894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6522   -0.7019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5583    0.2804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7345    0.2361    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2511    0.9052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4158    0.9002    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1263    1.6727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2504    0.3263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2446    0.4028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3836   -0.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3323    0.9353    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4820    1.1087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1573    1.7415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4021    2.0737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8699    2.1571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4854    1.6078    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2830    1.8189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9452    1.3269    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6758    1.7102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9736    0.5024    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7514    0.2275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9023   -0.5836    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6801   -0.8585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2753   -1.1198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4974   -0.8449    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8705   -1.3811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3466   -0.0338    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7614   -0.6154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5364    0.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1532    0.8527    0.0000 C   0  0  2  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  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 11 10  1  6  0  0  0
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
  3 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  2 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 15 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 23 22  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  0  0  0  0
 27 28  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  1  0  0  0
 32 34  1  0  0  0  0
 27 34  1  0  0  0  0
 34 35  1  6  0  0  0
 34 36  1  0  0  0  0
 37 36  1  6  0  0  0
 23 37  1  0  0  0  0
 18 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0254977

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1[C@H]2CC3=C(C)C4CC3(C[C@]43[C@H]4C[C@]5(C)[C@H](O)O[C@@H](O)C[C@H]5[C@H](C)C[C@H]4OC3=O)[C@H](C)C[C@H]2OC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C30H42O7/c1-13-6-23-21(10-28(5)18(13)9-24(31)37-26(28)33)30(27(34)36-23)12-29-11-20(30)16(4)19(29)8-17-15(3)25(32)35-22(17)7-14(29)2/h13-15,17-18,20-24,26,31,33H,6-12H2,1-5H3/t13-,14-,15+,17-,18+,20?,21+,22-,23-,24-,26-,28+,29?,30-/m1/s1

> <INCHI_KEY>
MINKPZFTHWCOMA-DVGQPDFZSA-N

> <FORMULA>
C30H42O7

> <MOLECULAR_WEIGHT>
514.659

> <EXACT_MASS>
514.293053692

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
79

> <JCHEM_AVERAGE_POLARIZABILITY>
56.0949323840249

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1'S,2R,3'R,4R,7S,7'R,8R,9'R,10'S,12'R,13R,14'R)-12',14'-dihydroxy-1',2,7,9',11-pentamethyl-5,6',13'-trioxaspiro[tetracyclo[10.2.1.0^{1,10}.0^{4,8}]pentadecane-13,4'-tricyclo[8.4.0.0^{3,7}]tetradecan]-10-ene-5',6-dione

> <JCHEM_LOGP>
3.4984205979999996

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.606293214828717

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.7776314090663

> <JCHEM_PKA_STRONGEST_BASIC>
-3.936407033823971

> <JCHEM_POLAR_SURFACE_AREA>
102.29000000000002

> <JCHEM_REFRACTIVITY>
134.17289999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1'S,2R,3'R,4R,7S,7'R,8R,9'R,10'S,12'R,13R,14'R)-12',14'-dihydroxy-1',2,7,9',11-pentamethyl-5,6',13'-trioxaspiro[tetracyclo[10.2.1.0^{1,10}.0^{4,8}]pentadecane-13,4'-tricyclo[8.4.0.0^{3,7}]tetradecan]-10-ene-5',6-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       1.917  -3.022   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.538  -1.529   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.069  -0.926   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.396  -1.661   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.841  -1.047   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.134  -1.884   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.216  -3.422   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.329  -0.914   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -6.817  -1.310   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -4.776   0.523   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -3.238   0.441   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.335   1.690   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.776   1.680   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.236   3.122   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.467   0.609   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.323   0.752   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.583  -0.249   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.487   1.746   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.900   2.070   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.160   3.251   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.751   3.871   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       3.491   4.027   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       4.639   3.001   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.128   3.395   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.364   2.477   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.728   3.192   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.417   0.938   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.869   0.425   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.151  -1.089   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      10.603  -1.602   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       7.981  -2.090   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       6.529  -1.577   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       5.358  -2.578   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       6.247  -0.063   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.155  -1.149   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       4.735   0.228   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       4.019   1.592   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   17                                                  
CONECT    3    2    4   15                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10    5   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13    3   16   19                                             
CONECT   16   15   17                                                       
CONECT   17   16    2   18                                                  
CONECT   18   17   19   20   37                                             
CONECT   19   18   15                                                       
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24   37                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   34                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   27   35   36                                             
CONECT   35   34                                                            
CONECT   36   34   37                                                       
CONECT   37   36   23   18                                                  
MASTER        0    0    0    0    0    0    0    0   37    0   86    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₄₂O₇

Average Mass

514.6590 Da

Monoisotopic Mass

514.29305 Da

IUPAC Name

(1'S,2R,3'R,4R,7S,7'R,8R,9'R,10'S,12'R,13R,14'R)-12',14'-dihydroxy-1',2,7,9',11-pentamethyl-5,6',13'-trioxaspiro[tetracyclo[10.2.1.0^{1,10}.0^{4,8}]pentadecane-13,4'-tricyclo[8.4.0.0^{3,7}]tetradecan]-10-ene-5',6-dione

Traditional Name

CAS Registry Number

Not Available

SMILES

C[C@H]1[C@H]2CC3=C(C)C4CC3(C[C@]43[C@H]4C[C@]5(C)[C@H](O)O[C@@H](O)C[C@H]5[C@H](C)C[C@H]4OC3=O)[C@H](C)C[C@H]2OC1=O

InChI Identifier

InChI=1S/C30H42O7/c1-13-6-23-21(10-28(5)18(13)9-24(31)37-26(28)33)30(27(34)36-23)12-29-11-20(30)16(4)19(29)8-17-15(3)25(32)35-22(17)7-14(29)2/h13-15,17-18,20-24,26,31,33H,6-12H2,1-5H3/t13-,14-,15+,17-,18+,20?,21+,22-,23-,24-,26-,28+,29?,30-/m1/s1

InChI Key

MINKPZFTHWCOMA-DVGQPDFZSA-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
Hymenoxys richardsonii	LOTUS Database	35616633

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesterterpenoids

Direct Parent

Sesterterpenoids

Alternative Parents

Substituents

Sesterterpenoid
Oxane
Gamma butyrolactone
Dicarboxylic acid or derivatives
Tetrahydrofuran
Lactone
Hemiacetal
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen 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
logP	3.5	ChemAxon
pKa (Strongest Acidic)	11.78	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	102.29 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	134.17 m³·mol⁻¹	ChemAxon
Polarizability	56.09 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

163195207

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1's,2r,3'r,4r,7s,7'r,8r,9'r,10's,12'r,13r,14'r)-12',14'-dihydroxy-1',2,7,9',11-pentamethyl-5,6',13'-trioxaspiro[tetracyclo[10.2.1.0¹,¹⁰.0⁴,⁸]pentadecane-13,4'-tricyclo[8.4.0.0³,⁷]tetradecan]-10-ene-5',6-dione (NP0254977)

MOL for NP0254977 ((1's,2r,3'r,4r,7s,7'r,8r,9'r,10's,12'r,13r,14'r)-12',14'-dihydroxy-1',2,7,9',11-pentamethyl-5,6',13'-trioxaspiro[tetracyclo[10.2.1.0¹,¹⁰.0⁴,⁸]pentadecane-13,4'-tricyclo[8.4.0.0³,⁷]tetradecan]-10-ene-5',6-dione)

3D MOL for NP0254977 ((1's,2r,3'r,4r,7s,7'r,8r,9'r,10's,12'r,13r,14'r)-12',14'-dihydroxy-1',2,7,9',11-pentamethyl-5,6',13'-trioxaspiro[tetracyclo[10.2.1.0¹,¹⁰.0⁴,⁸]pentadecane-13,4'-tricyclo[8.4.0.0³,⁷]tetradecan]-10-ene-5',6-dione)

3D SDF for NP0254977 ((1's,2r,3'r,4r,7s,7'r,8r,9'r,10's,12'r,13r,14'r)-12',14'-dihydroxy-1',2,7,9',11-pentamethyl-5,6',13'-trioxaspiro[tetracyclo[10.2.1.0¹,¹⁰.0⁴,⁸]pentadecane-13,4'-tricyclo[8.4.0.0³,⁷]tetradecan]-10-ene-5',6-dione)

3D-SDF for NP0254977 ((1's,2r,3'r,4r,7s,7'r,8r,9'r,10's,12'r,13r,14'r)-12',14'-dihydroxy-1',2,7,9',11-pentamethyl-5,6',13'-trioxaspiro[tetracyclo[10.2.1.0¹,¹⁰.0⁴,⁸]pentadecane-13,4'-tricyclo[8.4.0.0³,⁷]tetradecan]-10-ene-5',6-dione)

PDB for NP0254977 ((1's,2r,3'r,4r,7s,7'r,8r,9'r,10's,12'r,13r,14'r)-12',14'-dihydroxy-1',2,7,9',11-pentamethyl-5,6',13'-trioxaspiro[tetracyclo[10.2.1.0¹,¹⁰.0⁴,⁸]pentadecane-13,4'-tricyclo[8.4.0.0³,⁷]tetradecan]-10-ene-5',6-dione)

3D PDB for NP0254977 ((1's,2r,3'r,4r,7s,7'r,8r,9'r,10's,12'r,13r,14'r)-12',14'-dihydroxy-1',2,7,9',11-pentamethyl-5,6',13'-trioxaspiro[tetracyclo[10.2.1.0¹,¹⁰.0⁴,⁸]pentadecane-13,4'-tricyclo[8.4.0.0³,⁷]tetradecan]-10-ene-5',6-dione)

SMILES for NP0254977 ((1's,2r,3'r,4r,7s,7'r,8r,9'r,10's,12'r,13r,14'r)-12',14'-dihydroxy-1',2,7,9',11-pentamethyl-5,6',13'-trioxaspiro[tetracyclo[10.2.1.0¹,¹⁰.0⁴,⁸]pentadecane-13,4'-tricyclo[8.4.0.0³,⁷]tetradecan]-10-ene-5',6-dione)

INCHI for NP0254977 ((1's,2r,3'r,4r,7s,7'r,8r,9'r,10's,12'r,13r,14'r)-12',14'-dihydroxy-1',2,7,9',11-pentamethyl-5,6',13'-trioxaspiro[tetracyclo[10.2.1.0¹,¹⁰.0⁴,⁸]pentadecane-13,4'-tricyclo[8.4.0.0³,⁷]tetradecan]-10-ene-5',6-dione)

Structure for NP0254977 ((1's,2r,3'r,4r,7s,7'r,8r,9'r,10's,12'r,13r,14'r)-12',14'-dihydroxy-1',2,7,9',11-pentamethyl-5,6',13'-trioxaspiro[tetracyclo[10.2.1.0¹,¹⁰.0⁴,⁸]pentadecane-13,4'-tricyclo[8.4.0.0³,⁷]tetradecan]-10-ene-5',6-dione)

3D Structure for NP0254977 ((1's,2r,3'r,4r,7s,7'r,8r,9'r,10's,12'r,13r,14'r)-12',14'-dihydroxy-1',2,7,9',11-pentamethyl-5,6',13'-trioxaspiro[tetracyclo[10.2.1.0¹,¹⁰.0⁴,⁸]pentadecane-13,4'-tricyclo[8.4.0.0³,⁷]tetradecan]-10-ene-5',6-dione)