NP-MRD: Showing NP-Card for (4as,5s,8as)-1,1,4a,6-tetramethyl-5-[(3e,7e)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-2,3,4,5,8,8a-hexahydronaphthalene (NP0310062)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-11 05:05:02 UTC

Updated at

2022-09-11 05:05:02 UTC

NP-MRD ID

NP0310062

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(4as,5s,8as)-1,1,4a,6-tetramethyl-5-[(3e,7e)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-2,3,4,5,8,8a-hexahydronaphthalene

Description

Gamma-Polypodatetraene belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. (4as,5s,8as)-1,1,4a,6-tetramethyl-5-[(3e,7e)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-2,3,4,5,8,8a-hexahydronaphthalene is found in Pleopeltis polypodioides and Polystichum polyblepharum. (4as,5s,8as)-1,1,4a,6-tetramethyl-5-[(3e,7e)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-2,3,4,5,8,8a-hexahydronaphthalene was first documented in 2001 (PMID: 11749956). Based on a literature review a small amount of articles have been published on gamma-Polypodatetraene (PMID: 12353625) (PMID: 12130851).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112207052D          

 30 31  0  0  1  0            999 V2000
   -2.8579   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3276    0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3882    0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 16  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 22 21  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 23 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 22 29  1  0  0  0  0
 17 29  1  0  0  0  0
 29 30  1  1  0  0  0
M  END

     RDKit          3D

 80 81  0  0  0  0  0  0  0  0999 V2000
    9.1144    0.2135   -2.0001 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6208   -0.4360   -0.7666 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0726   -1.8256   -0.7881 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6397    0.1770    0.4116 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1578   -0.4329    1.6663 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0624    0.4017    2.2569 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8997    0.4972    1.3495 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9135    1.0983    0.0008 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7197    0.0207    1.7803 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4841    0.0603    0.9618 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4396    0.8682    1.6909 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1658    0.9587    0.9386 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1552    1.5786   -0.4238 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0076    0.5168    1.4025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2866    0.6157    0.6228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8774   -0.7015    0.3728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1042   -0.7495   -0.4174 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4821   -2.2522   -0.6182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5666   -3.3041   -0.1233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6081   -2.5060   -1.2295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5455   -1.4898   -1.7416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2130   -0.0947   -1.3135 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3605    0.8284   -1.2741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0148    2.1597   -1.9526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5642    0.3032   -2.0684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8693    1.1399    0.0923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8187    1.5993    1.0286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4046    1.1480    0.6811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3859   -0.1569   -0.0035 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0732   -1.1604    0.9403 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0738   -0.2530   -2.2875 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4195    0.0988   -2.8534 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2216    1.3062   -1.8324 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1166   -2.1928   -1.8187 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9908   -1.7419   -0.5008 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6255   -2.4902   -0.0814 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0401    1.1825    0.4485 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6935   -1.4284    1.3876 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9894   -0.6046    2.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7726    0.0380    3.2691 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4235    1.4596    2.4391 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0587    1.8392   -0.1044 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8132    1.7230   -0.1438 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8783    0.3661   -0.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6743   -0.4104    2.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6439    0.3711   -0.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0856   -0.9923    0.9194 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2619    0.4583    2.6884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8327    1.9035    1.7888 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4622    2.4292   -0.4303 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1968    1.9229   -0.6894 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8913    0.8338   -1.1920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0247    0.0657    2.3765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1109    1.1322   -0.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8995    1.2783    1.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0923   -1.2837   -0.2337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9227   -1.3471    1.3047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9015   -0.4601   -1.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4077   -3.2954    0.9695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5919   -3.2682   -0.6813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9983   -4.2881   -0.3660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9073   -3.5565   -1.3890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4982   -1.5491   -2.8668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6052   -1.7692   -1.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4743    0.2992   -2.0761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9695    2.4388   -1.8271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6674    2.9357   -1.5034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2143    2.0606   -3.0557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2738   -0.1108   -3.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2093    1.1869   -2.2652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1684   -0.3892   -1.4493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5155    0.3189    0.5128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6004    1.9946   -0.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7736    2.7269    1.0652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1274    1.3014    2.0512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8283    1.9633    0.2241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9622    0.9818    1.7159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4205   -2.0238    1.1623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2620   -0.6884    1.9439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0168   -1.5489    0.5200 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  1
 29 17  1  0
 29 22  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  8 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 11 48  1  0
 11 49  1  0
 13 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  0
 15 54  1  0
 15 55  1  0
 16 56  1  0
 16 57  1  0
 17 58  1  6
 19 59  1  0
 19 60  1  0
 19 61  1  0
 20 62  1  0
 21 63  1  0
 21 64  1  0
 22 65  1  6
 24 66  1  0
 24 67  1  0
 24 68  1  0
 25 69  1  0
 25 70  1  0
 25 71  1  0
 26 72  1  0
 26 73  1  0
 27 74  1  0
 27 75  1  0
 28 76  1  0
 28 77  1  0
 30 78  1  0
 30 79  1  0
 30 80  1  0
M  END


  Mrv1652309112207052D          

 30 31  0  0  1  0            999 V2000
   -2.8579   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3276    0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3882    0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 16  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 22 21  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 23 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 22 29  1  0  0  0  0
 17 29  1  0  0  0  0
 29 30  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0310062

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC\C(C)=C\CC\C(C)=C\CC[C@H]1C(C)=CC[C@H]2C(C)(C)CCC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C30H50/c1-23(2)13-9-14-24(3)15-10-16-25(4)17-11-18-27-26(5)19-20-28-29(6,7)21-12-22-30(27,28)8/h13,15,17,19,27-28H,9-12,14,16,18,20-22H2,1-8H3/b24-15+,25-17+/t27-,28-,30+/m0/s1

> <INCHI_KEY>
HPKNCAAZGBOERA-XXPUDMTESA-N

> <FORMULA>
C30H50

> <MOLECULAR_WEIGHT>
410.73

> <EXACT_MASS>
410.39125161

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
55.1733643607309

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4aS,5S,8aS)-1,1,4a,6-tetramethyl-5-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-1,2,3,4,4a,5,8,8a-octahydronaphthalene

> <JCHEM_LOGP>
9.701576482666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
138.9568

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(4aS,5S,8aS)-1,1,4a,6-tetramethyl-5-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-2,3,4,5,8,8a-hexahydronaphthalene

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0      -5.335 -18.480   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.335 -16.940   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.668 -16.170   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001 -16.170   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001 -14.630   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667 -13.860   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667 -12.320   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.001 -11.550   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.345   1.180   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.325   1.180   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.001  -3.850   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   29                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   29                                                  
CONECT   23   22   24   25   26                                             
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   23   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   22   17   30                                             
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

View in JSmol

Synonyms

Value	Source
g-Polypodatetraene	Generator
Γ-polypodatetraene	Generator

Chemical Formula

C₃₀H₅₀

Average Mass

410.7300 Da

Monoisotopic Mass

410.39125 Da

IUPAC Name

(4aS,5S,8aS)-1,1,4a,6-tetramethyl-5-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-1,2,3,4,4a,5,8,8a-octahydronaphthalene

Traditional Name

(4aS,5S,8aS)-1,1,4a,6-tetramethyl-5-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-2,3,4,5,8,8a-hexahydronaphthalene

CAS Registry Number

Not Available

SMILES

CC(C)=CCC\C(C)=C\CC\C(C)=C\CC[C@H]1C(C)=CC[C@H]2C(C)(C)CCC[C@]12C

InChI Identifier

InChI=1S/C30H50/c1-23(2)13-9-14-24(3)15-10-16-25(4)17-11-18-27-26(5)19-20-28-29(6,7)21-12-22-30(27,28)8/h13,15,17,19,27-28H,9-12,14,16,18,20-22H2,1-8H3/b24-15+,25-17+/t27-,28-,30+/m0/s1

InChI Key

HPKNCAAZGBOERA-XXPUDMTESA-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
Pleopeltis polypodioides	LOTUS Database	35616633
Polystichum polyblepharum	LOTUS Database	35616633

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
Branched unsaturated hydrocarbon
Polycyclic hydrocarbon
Cyclic olefin
Unsaturated aliphatic hydrocarbon
Unsaturated hydrocarbon
Olefin
Hydrocarbon
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
logP	9.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	138.96 m³·mol⁻¹	ChemAxon
Polarizability	55.17 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	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

9048576

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10873299

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Sato T, Sasahara S, Yamakami T, Hoshino T: Functional analyses of Tyr420 and Leu607 of Alicyclobacillus acidocaldarius squalene-hopene cyclase. Neoachillapentaene, a novel triterpene with the 1,5,6-trimethylcyclohexene moiety produced through folding of the constrained boat structure. Biosci Biotechnol Biochem. 2002 Aug;66(8):1660-70. doi: 10.1271/bbb.66.1660. [PubMed:12353625 ]
Kinoshita M, Ohtsuka M, Nakamura D, Akita H: First synthesis of (+)-alpha- and (+)-gamma-polypodatetraenes. Chem Pharm Bull (Tokyo). 2002 Jul;50(7):930-4. doi: 10.1248/cpb.50.930. [PubMed:12130851 ]
Full C: Bicyclic triterpenes as new main products of squalene-hopene cyclase by mutation at conserved tyrosine residues. FEBS Lett. 2001 Dec 14;509(3):361-4. doi: 10.1016/s0014-5793(01)03153-2. [PubMed:11749956 ]
LOTUS database [Link]

Showing NP-Card for (4as,5s,8as)-1,1,4a,6-tetramethyl-5-[(3e,7e)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-2,3,4,5,8,8a-hexahydronaphthalene (NP0310062)

MOL for NP0310062 ((4as,5s,8as)-1,1,4a,6-tetramethyl-5-[(3e,7e)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-2,3,4,5,8,8a-hexahydronaphthalene)

3D MOL for NP0310062 ((4as,5s,8as)-1,1,4a,6-tetramethyl-5-[(3e,7e)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-2,3,4,5,8,8a-hexahydronaphthalene)

3D SDF for NP0310062 ((4as,5s,8as)-1,1,4a,6-tetramethyl-5-[(3e,7e)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-2,3,4,5,8,8a-hexahydronaphthalene)

3D-SDF for NP0310062 ((4as,5s,8as)-1,1,4a,6-tetramethyl-5-[(3e,7e)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-2,3,4,5,8,8a-hexahydronaphthalene)

PDB for NP0310062 ((4as,5s,8as)-1,1,4a,6-tetramethyl-5-[(3e,7e)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-2,3,4,5,8,8a-hexahydronaphthalene)

3D PDB for NP0310062 ((4as,5s,8as)-1,1,4a,6-tetramethyl-5-[(3e,7e)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-2,3,4,5,8,8a-hexahydronaphthalene)

SMILES for NP0310062 ((4as,5s,8as)-1,1,4a,6-tetramethyl-5-[(3e,7e)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-2,3,4,5,8,8a-hexahydronaphthalene)

INCHI for NP0310062 ((4as,5s,8as)-1,1,4a,6-tetramethyl-5-[(3e,7e)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-2,3,4,5,8,8a-hexahydronaphthalene)

Structure for NP0310062 ((4as,5s,8as)-1,1,4a,6-tetramethyl-5-[(3e,7e)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-2,3,4,5,8,8a-hexahydronaphthalene)

3D Structure for NP0310062 ((4as,5s,8as)-1,1,4a,6-tetramethyl-5-[(3e,7e)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-2,3,4,5,8,8a-hexahydronaphthalene)