NP-MRD: Showing NP-Card for (2r,6r)-6-[(1r,2s,3'ar,4's,5's)-4'-(2-carboxyethyl)-2,4'-dimethyl-5-methylidene-5'-(prop-1-en-2-yl)-3',3'a,5',6'-tetrahydro-1'h-spiro[cyclopentane-1,2'-inden]-2-yl]-2-methyl-4-oxoheptanoic acid (NP0165438)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2022-09-03 00:35:02 UTC

Updated at

2022-09-03 00:35:02 UTC

NP-MRD ID

NP0165438

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,6r)-6-[(1r,2s,3'ar,4's,5's)-4'-(2-carboxyethyl)-2,4'-dimethyl-5-methylidene-5'-(prop-1-en-2-yl)-3',3'a,5',6'-tetrahydro-1'h-spiro[cyclopentane-1,2'-inden]-2-yl]-2-methyl-4-oxoheptanoic acid

Description

(2R,6R)-6-[(1R,3'aR,4'S,5S,5'S)-4'-(2-carboxyethyl)-4',5-dimethyl-2-methylidene-5'-(prop-1-en-2-yl)-1',3',3'a,4',5',6'-hexahydrospiro[cyclopentane-1,2'-indene]-5-yl]-2-methyl-4-oxoheptanoic acid belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. (2r,6r)-6-[(1r,2s,3'ar,4's,5's)-4'-(2-carboxyethyl)-2,4'-dimethyl-5-methylidene-5'-(prop-1-en-2-yl)-3',3'a,5',6'-tetrahydro-1'h-spiro[cyclopentane-1,2'-inden]-2-yl]-2-methyl-4-oxoheptanoic acid is found in Abies alba. Based on a literature review very few articles have been published on (2R,6R)-6-[(1R,3'aR,4'S,5S,5'S)-4'-(2-carboxyethyl)-4',5-dimethyl-2-methylidene-5'-(prop-1-en-2-yl)-1',3',3'a,4',5',6'-hexahydrospiro[cyclopentane-1,2'-indene]-5-yl]-2-methyl-4-oxoheptanoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032202352D          

 35 37  0  0  1  0            999 V2000
    0.8646   -1.1317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2573   -0.5733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5299   -0.8200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4373    0.2319    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1700    0.7903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0100    1.5954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7972    1.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1406    2.5923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9602    2.4974    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1232    1.6887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4045    1.2837    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2245    0.4786    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4986   -0.2996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0229    0.2706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2420   -0.5248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0403   -0.7327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2594   -1.5281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6196   -0.1453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7971    3.3062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0470    3.6496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5159    3.7111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1231    3.1527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7797    2.4026    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4854    1.9752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7797    1.5776    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0652    1.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4942    1.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2086    1.5776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2086    2.4026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9231    1.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6376    1.5776    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6376    2.4026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3521    1.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0665    1.5776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3521    0.3401    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
  4  2  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
 11 10  1  1  0  0  0
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
  4 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
  9 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  9 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  1  0  0  0
 25 26  1  1  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  1  0  0  0
 31 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
M  END

     RDKit          3D

 79 81  0  0  0  0  0  0  0  0999 V2000
   -6.1906   -0.3930    0.9771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9760   -0.6712    0.5535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7657   -2.0332   -0.0716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8719    0.2081    0.7785 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8988    1.1005    2.0173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4406    1.0605    2.4620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4755    0.9499    1.5769 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0419    0.7623    1.6563 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1572   -0.4649    0.7853 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9606   -0.3983   -0.2345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6805    0.8667    0.0830 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1608    0.9463   -0.2959 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4340    2.4717   -0.1655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3806    0.5441   -1.6901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6895    0.5963   -2.3329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3490    1.8632   -2.6320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8459    2.9941   -2.6059 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7257    1.8054   -2.9958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1199   -1.7281    1.5665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5628   -1.9269    2.7624 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2632   -2.7989    0.5655 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2223   -2.1298   -0.4064 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4963   -0.8165    0.3029 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3155   -1.2056    1.5547 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3105    0.1323   -0.4470 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7708    0.7592   -1.6727 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6234   -0.5766   -0.8202 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6316    0.3809   -1.3619 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6205    0.5943   -2.5555 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6234    1.0617   -0.4989 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0375    0.6173   -0.7003 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2068   -0.8656   -0.4321 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6531    1.0706   -1.9494 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9796    1.6517   -2.8158 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9997    0.8496   -2.1664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3742    0.5215    1.5111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9996   -1.0700    0.7958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6231   -2.7174    0.1870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8823   -2.5188    0.4569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6243   -2.0205   -1.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0408   -0.5789    1.1325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2885    2.0882    1.8729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5359    0.6115    2.8093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2210    1.1236    3.4948 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3817    0.6382    2.6783 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4769    1.6389    1.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6724   -1.2433   -0.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6033   -0.3916   -1.2788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1424    1.7649   -0.3184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8772    2.9352   -0.9847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4866    2.6449   -0.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8594    2.8221    0.7601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6918    1.2183   -2.3189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9507   -0.4837   -1.9138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4759   -0.0502   -1.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5907    0.0750   -3.3549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3593    1.9336   -2.1939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8117   -1.1007    3.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6946   -2.9275    3.1422 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7030   -3.6534    1.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7061   -3.0484    0.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6864   -1.9676   -1.3503 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1435   -2.7100   -0.5748 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7131   -1.1314    2.4807 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6703   -2.2538    1.4989 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1525   -0.4876    1.7066 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6326    0.9471    0.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6253    0.0633   -2.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9052    1.4277   -1.4753 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5525    1.4852   -2.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4412   -1.3368   -1.6071 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0774   -1.1054    0.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4956    2.1547   -0.5477 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3623    0.7875    0.5662 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6281    1.1246    0.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0723   -1.0024    0.6724 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2583   -1.1457   -0.6509 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4658   -1.4816   -0.9545 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6430    1.1423   -1.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
 32 31  1  0
 31 30  1  0
 30 28  1  0
 28 29  2  0
 28 27  1  0
 27 25  1  0
 25 26  1  0
 25 23  1  0
 23 24  1  1
 23 22  1  0
 22 21  1  0
 21 19  1  0
 19 20  2  3
  9 19  1  1
  9 10  1  0
 10 11  1  0
 11  7  1  0
  7  8  1  0
  7  6  2  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  3  1  0
  2  1  2  3
  4 12  1  0
 12 13  1  6
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 18  1  0
 16 17  2  0
 31 33  1  0
 33 35  1  0
 33 34  2  0
  9 23  1  0
  8  9  1  0
 12 11  1  0
 32 76  1  0
 32 77  1  0
 32 78  1  0
 31 75  1  1
 30 73  1  0
 30 74  1  0
 27 71  1  0
 27 72  1  0
 25 67  1  1
 26 68  1  0
 26 69  1  0
 26 70  1  0
 24 64  1  0
 24 65  1  0
 24 66  1  0
 22 62  1  0
 22 63  1  0
 21 60  1  0
 21 61  1  0
 20 58  1  0
 20 59  1  0
 10 47  1  0
 10 48  1  0
 11 49  1  6
  8 45  1  0
  8 46  1  0
  6 44  1  0
  5 42  1  0
  5 43  1  0
  4 41  1  1
  3 38  1  0
  3 39  1  0
  3 40  1  0
  1 36  1  0
  1 37  1  0
 13 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  0
 14 54  1  0
 15 55  1  0
 15 56  1  0
 18 57  1  0
 35 79  1  0
M  END


  Mrv1652309032202352D          

 35 37  0  0  1  0            999 V2000
    0.8646   -1.1317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2573   -0.5733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5299   -0.8200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4373    0.2319    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1700    0.7903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0100    1.5954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7972    1.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1406    2.5923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9602    2.4974    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1232    1.6887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4045    1.2837    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2245    0.4786    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4986   -0.2996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0229    0.2706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2420   -0.5248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0403   -0.7327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2594   -1.5281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6196   -0.1453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7971    3.3062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0470    3.6496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5159    3.7111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1231    3.1527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7797    2.4026    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4854    1.9752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7797    1.5776    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0652    1.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4942    1.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2086    1.5776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2086    2.4026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9231    1.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6376    1.5776    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6376    2.4026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3521    1.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0665    1.5776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3521    0.3401    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
  4  2  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
 11 10  1  1  0  0  0
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
  4 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
  9 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  9 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  1  0  0  0
 25 26  1  1  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  1  0  0  0
 31 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0165438

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H](CC(=O)C[C@@H](C)[C@]1(C)CCC(=C)[C@]11C[C@@H]2C(C1)=CC[C@@H](C(C)=C)[C@]2(C)CCC(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C30H44O5/c1-18(2)24-9-8-22-16-30(17-25(22)28(24,6)12-11-26(32)33)20(4)10-13-29(30,7)21(5)15-23(31)14-19(3)27(34)35/h8,19,21,24-25H,1,4,9-17H2,2-3,5-7H3,(H,32,33)(H,34,35)/t19-,21-,24+,25-,28+,29+,30+/m1/s1

> <INCHI_KEY>
QDMMUVWIKPTNHN-GRDCQMQTSA-N

> <FORMULA>
C30H44O5

> <MOLECULAR_WEIGHT>
484.677

> <EXACT_MASS>
484.318874517

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
79

> <JCHEM_AVERAGE_POLARIZABILITY>
54.93853158036541

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,6R)-6-[(1R,2S,3'aR,4'S,5'S)-4'-(2-carboxyethyl)-2,4'-dimethyl-5-methylidene-5'-(prop-1-en-2-yl)-1',3',3'a,4',5',6'-hexahydrospiro[cyclopentane-1,2'-indene]-2-yl]-2-methyl-4-oxoheptanoic acid

> <ALOGPS_LOGP>
5.14

> <JCHEM_LOGP>
5.735942646333331

> <ALOGPS_LOGS>
-5.54

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.012141638118778

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.3679945590149805

> <JCHEM_PKA_STRONGEST_BASIC>
-7.366821782279022

> <JCHEM_POLAR_SURFACE_AREA>
91.67

> <JCHEM_REFRACTIVITY>
137.927

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.39e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,6R)-6-[(1R,2S,3'aR,4'S,5'S)-4'-(2-carboxyethyl)-2,4'-dimethyl-5-methylidene-5'-(prop-1-en-2-yl)-3',3'a,5',6'-tetrahydro-1'H-spiro[cyclopentane-1,2'-indene]-2-yl]-2-methyl-4-oxoheptanoic acid

> <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       1.614  -2.112   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.480  -1.070   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.989  -1.531   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.816   0.433   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.317   1.475   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.019   2.978   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.488   3.439   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.129   4.839   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.659   4.662   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.963   3.152   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.622   2.396   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.286   0.893   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.797  -0.559   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.776   0.505   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.185  -0.980   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.675  -1.368   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.084  -2.852   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       6.757  -0.271   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       3.355   6.171   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.954   6.813   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.696   6.927   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.830   5.885   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.189   4.485   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.506   3.687   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.189   2.945   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.855   2.175   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.522   2.175   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.856   2.945   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       7.856   4.485   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       9.190   2.175   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      10.523   2.945   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      10.523   4.485   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      11.857   2.175   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      13.191   2.945   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      11.857   0.635   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   12                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   19   23                                             
CONECT   10    9   11                                                       
CONECT   11   10    7   12                                                  
CONECT   12   11    4   13   14                                             
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19    9   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22    9   24   25                                             
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   74    0
END

View in JSmol

Synonyms

Value	Source
(2R,6R)-6-[(1R,3'AR,4's,5S,5's)-4'-(2-carboxyethyl)-4',5-dimethyl-2-methylidene-5'-(prop-1-en-2-yl)-1',3',3'a,4',5',6'-hexahydrospiro[cyclopentane-1,2'-indene]-5-yl]-2-methyl-4-oxoheptanoate	Generator

Chemical Formula

C₃₀H₄₄O₅

Average Mass

484.6770 Da

Monoisotopic Mass

484.31887 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@H](CC(=O)C[C@@H](C)[C@]1(C)CCC(=C)[C@]11C[C@@H]2C(C1)=CC[C@@H](C(C)=C)[C@]2(C)CCC(O)=O)C(O)=O

InChI Identifier

InChI=1S/C30H44O5/c1-18(2)24-9-8-22-16-30(17-25(22)28(24,6)12-11-26(32)33)20(4)10-13-29(30,7)21(5)15-23(31)14-19(3)27(34)35/h8,19,21,24-25H,1,4,9-17H2,2-3,5-7H3,(H,32,33)(H,34,35)/t19-,21-,24+,25-,28+,29+,30+/m1/s1

InChI Key

QDMMUVWIKPTNHN-GRDCQMQTSA-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
Abies alba	LOTUS Database	35616633

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
Medium-chain keto acid
Gamma-keto acid
Branched fatty acid
Methyl-branched fatty acid
Dicarboxylic acid or derivatives
Fatty acyl
Keto acid
Ketone
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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

163195347

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r,6r)-6-[(1r,2s,3'ar,4's,5's)-4'-(2-carboxyethyl)-2,4'-dimethyl-5-methylidene-5'-(prop-1-en-2-yl)-3',3'a,5',6'-tetrahydro-1'h-spiro[cyclopentane-1,2'-inden]-2-yl]-2-methyl-4-oxoheptanoic acid (NP0165438)

MOL for NP0165438 ((2r,6r)-6-[(1r,2s,3'ar,4's,5's)-4'-(2-carboxyethyl)-2,4'-dimethyl-5-methylidene-5'-(prop-1-en-2-yl)-3',3'a,5',6'-tetrahydro-1'h-spiro[cyclopentane-1,2'-inden]-2-yl]-2-methyl-4-oxoheptanoic acid)

3D MOL for NP0165438 ((2r,6r)-6-[(1r,2s,3'ar,4's,5's)-4'-(2-carboxyethyl)-2,4'-dimethyl-5-methylidene-5'-(prop-1-en-2-yl)-3',3'a,5',6'-tetrahydro-1'h-spiro[cyclopentane-1,2'-inden]-2-yl]-2-methyl-4-oxoheptanoic acid)

3D SDF for NP0165438 ((2r,6r)-6-[(1r,2s,3'ar,4's,5's)-4'-(2-carboxyethyl)-2,4'-dimethyl-5-methylidene-5'-(prop-1-en-2-yl)-3',3'a,5',6'-tetrahydro-1'h-spiro[cyclopentane-1,2'-inden]-2-yl]-2-methyl-4-oxoheptanoic acid)

3D-SDF for NP0165438 ((2r,6r)-6-[(1r,2s,3'ar,4's,5's)-4'-(2-carboxyethyl)-2,4'-dimethyl-5-methylidene-5'-(prop-1-en-2-yl)-3',3'a,5',6'-tetrahydro-1'h-spiro[cyclopentane-1,2'-inden]-2-yl]-2-methyl-4-oxoheptanoic acid)

PDB for NP0165438 ((2r,6r)-6-[(1r,2s,3'ar,4's,5's)-4'-(2-carboxyethyl)-2,4'-dimethyl-5-methylidene-5'-(prop-1-en-2-yl)-3',3'a,5',6'-tetrahydro-1'h-spiro[cyclopentane-1,2'-inden]-2-yl]-2-methyl-4-oxoheptanoic acid)

3D PDB for NP0165438 ((2r,6r)-6-[(1r,2s,3'ar,4's,5's)-4'-(2-carboxyethyl)-2,4'-dimethyl-5-methylidene-5'-(prop-1-en-2-yl)-3',3'a,5',6'-tetrahydro-1'h-spiro[cyclopentane-1,2'-inden]-2-yl]-2-methyl-4-oxoheptanoic acid)

SMILES for NP0165438 ((2r,6r)-6-[(1r,2s,3'ar,4's,5's)-4'-(2-carboxyethyl)-2,4'-dimethyl-5-methylidene-5'-(prop-1-en-2-yl)-3',3'a,5',6'-tetrahydro-1'h-spiro[cyclopentane-1,2'-inden]-2-yl]-2-methyl-4-oxoheptanoic acid)

INCHI for NP0165438 ((2r,6r)-6-[(1r,2s,3'ar,4's,5's)-4'-(2-carboxyethyl)-2,4'-dimethyl-5-methylidene-5'-(prop-1-en-2-yl)-3',3'a,5',6'-tetrahydro-1'h-spiro[cyclopentane-1,2'-inden]-2-yl]-2-methyl-4-oxoheptanoic acid)

Structure for NP0165438 ((2r,6r)-6-[(1r,2s,3'ar,4's,5's)-4'-(2-carboxyethyl)-2,4'-dimethyl-5-methylidene-5'-(prop-1-en-2-yl)-3',3'a,5',6'-tetrahydro-1'h-spiro[cyclopentane-1,2'-inden]-2-yl]-2-methyl-4-oxoheptanoic acid)

3D Structure for NP0165438 ((2r,6r)-6-[(1r,2s,3'ar,4's,5's)-4'-(2-carboxyethyl)-2,4'-dimethyl-5-methylidene-5'-(prop-1-en-2-yl)-3',3'a,5',6'-tetrahydro-1'h-spiro[cyclopentane-1,2'-inden]-2-yl]-2-methyl-4-oxoheptanoic acid)