NP-MRD: Showing NP-Card for (1's,2s,3s,3'r,5r,7'r,9'e,11'r,14'r)-14'-hydroxy-3,3',14'-trimethyl-5-(2-methylprop-1-en-1-yl)-12'-oxospiro[oxolane-2,6'-tricyclo[9.3.0.0³,⁷]tetradecan]-9'-ene-9'-carbaldehyde (NP0321313)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-11 23:27:33 UTC

Updated at

2022-09-11 23:27:33 UTC

NP-MRD ID

NP0321313

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1's,2s,3s,3'r,5r,7'r,9'e,11'r,14'r)-14'-hydroxy-3,3',14'-trimethyl-5-(2-methylprop-1-en-1-yl)-12'-oxospiro[oxolane-2,6'-tricyclo[9.3.0.0³,⁷]tetradecan]-9'-ene-9'-carbaldehyde

Description

(1'S,2S,3S,3'R,5R,7'R,9'E,11'R,14'R)-14'-hydroxy-3,3',14'-trimethyl-5-(2-methylprop-1-en-1-yl)-12'-oxospiro[oxolane-2,6'-tricyclo[9.3.0.0³,⁷]Tetradecan]-9'-ene-9'-carbaldehyde belongs to the class of organic compounds known as precapnellane sesquiterpenoids. These are sesquiterpenes with a structure characterized by the presence of a precapnellane skeleton. Precapnellane is a bicyclic compound made up of a cyclopentane fused to a cyclooctane and carrying one methyl group at the 1- and 5-position, as well as two methyl groups at the 8-position. Based on a literature review very few articles have been published on (1'S,2S,3S,3'R,5R,7'R,9'E,11'R,14'R)-14'-hydroxy-3,3',14'-trimethyl-5-(2-methylprop-1-en-1-yl)-12'-oxospiro[oxolane-2,6'-tricyclo[9.3.0.0³,⁷]Tetradecan]-9'-ene-9'-carbaldehyde.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122201272D          

 29 32  0  0  1  0            999 V2000
    0.7063   -3.9328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9910   -3.1585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4627   -2.5248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8039   -3.0179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0886   -2.2435    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6295   -1.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1395   -0.9096    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9146   -0.1159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9138   -1.1943    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9453   -0.3699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7390   -0.1451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1982   -0.8305    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5427   -0.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0173   -0.7326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6658   -1.2426    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7637   -2.0618    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2537   -2.7103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4345   -2.8082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2115   -3.6024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4121   -3.8064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7860   -2.2981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6881   -1.4790    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5730   -2.2218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9193   -2.9707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9753   -1.5016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4146   -0.8964    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9514   -0.2699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1567   -0.1127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8824   -2.0187    0.0000 O   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
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  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  1  0  0  0
 12 14  1  0  0  0  0
 15 14  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 18 21  1  0  0  0  0
 22 21  1  1  0  0  0
  9 22  1  0  0  0  0
 12 22  1  0  0  0  0
 16 23  1  6  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 15 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  6  0  0  0
  9 29  1  6  0  0  0
  5 29  1  0  0  0  0
M  END

     RDKit          3D

 65 68  0  0  0  0  0  0  0  0999 V2000
    5.1987    3.5056    1.4705 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7068    2.3851    0.6154 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4770    1.9149   -0.5748 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5807    1.8020    0.9110 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0675    0.6672    0.0576 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5124   -0.6611    0.5921 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2075   -1.4673    0.6887 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5007   -2.8298    0.1682 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2632   -0.6502   -0.0561 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2502   -0.8274   -1.5490 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0970    0.1369   -1.8831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9804   -0.4642   -0.9555 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5190   -1.6519   -1.6543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9372    0.6301   -0.6825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3433    0.2777   -0.3993 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5901   -0.3749    0.9343 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0925   -1.7100    1.0993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9401   -2.3551    1.1193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1033   -3.7837    1.3424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1420   -4.5847    1.3981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5306   -2.0278    0.9785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1929   -0.7499    0.3008 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0973    0.6568    1.8696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4691    0.4942    2.8789 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5407    1.9501    1.3033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0402    1.6285   -0.1131 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5264    1.4947   -0.1653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5878    2.6134   -0.9634 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7023    0.6618    0.1825 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6972    3.0120    2.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3313    4.0638    1.9286 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8875    4.1695    0.9391 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9721    2.3435   -1.4620 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4797    2.3834   -0.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5127    0.8138   -0.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0116    2.1374    1.7765 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4291    0.8810   -0.9638 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0029   -0.5503    1.5590 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364   -1.1643   -0.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9635   -1.4893    1.7588 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0253   -3.1013   -0.7678 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2062   -3.6034    0.9304 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6066   -3.0105    0.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1390   -0.4424   -2.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9055   -1.8130   -1.8837 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3614    1.1555   -1.5659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2212    0.0415   -2.9243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1957   -2.6137   -1.2054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1591   -1.7277   -2.7247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6196   -1.6930   -1.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5574    1.2443    0.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9458    1.3686   -1.5366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9009   -0.1663   -1.2207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7185   -0.3375    1.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9245   -2.4240    1.2594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0950   -4.1743    1.4657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0332   -2.8931    0.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0134   -2.0044    1.9711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3879    0.0586    1.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3719    2.4129    1.8811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6984    2.6655    1.2691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7792    0.4714   -0.5080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9258    2.1935   -0.9459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0289    1.7504    0.7912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1494    3.3608   -0.5060 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5 29  1  0
  9 29  1  6
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  6
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 21  1  0
 21 22  1  0
 18 19  1  0
 19 20  2  0
 16 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  6
  5  4  1  0
  4  2  2  3
  2  1  1  0
  2  3  1  0
  9  7  1  0
 22  9  1  0
 22 12  1  0
 26 15  1  0
  8 41  1  0
  8 42  1  0
  8 43  1  0
  7 40  1  1
  6 38  1  0
  6 39  1  0
  5 37  1  6
 10 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 13 48  1  0
 13 49  1  0
 13 50  1  0
 14 51  1  0
 14 52  1  0
 15 53  1  6
 16 54  1  1
 17 55  1  0
 21 57  1  0
 21 58  1  0
 22 59  1  1
 19 56  1  0
 25 60  1  0
 25 61  1  0
 27 62  1  0
 27 63  1  0
 27 64  1  0
 28 65  1  0
  4 36  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
M  END


  Mrv1652309122201272D          

 29 32  0  0  1  0            999 V2000
    0.7063   -3.9328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9910   -3.1585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4627   -2.5248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8039   -3.0179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0886   -2.2435    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6295   -1.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1395   -0.9096    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9146   -0.1159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9138   -1.1943    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9453   -0.3699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7390   -0.1451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1982   -0.8305    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5427   -0.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0173   -0.7326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6658   -1.2426    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7637   -2.0618    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2537   -2.7103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4345   -2.8082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2115   -3.6024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4121   -3.8064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7860   -2.2981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6881   -1.4790    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5730   -2.2218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9193   -2.9707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9753   -1.5016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4146   -0.8964    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9514   -0.2699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1567   -0.1127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8824   -2.0187    0.0000 O   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
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  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  1  0  0  0
 12 14  1  0  0  0  0
 15 14  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 18 21  1  0  0  0  0
 22 21  1  1  0  0  0
  9 22  1  0  0  0  0
 12 22  1  0  0  0  0
 16 23  1  6  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 15 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  6  0  0  0
  9 29  1  6  0  0  0
  5 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0321313

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1C[C@@H](O[C@@]11CC[C@]2(C)C[C@H]3[C@@H](\C=C(/C[C@@H]12)C=O)C(=O)C[C@@]3(C)O)C=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C25H36O4/c1-15(2)8-18-9-16(3)25(29-18)7-6-23(4)12-20-19(21(27)13-24(20,5)28)10-17(14-26)11-22(23)25/h8,10,14,16,18-20,22,28H,6-7,9,11-13H2,1-5H3/b17-10+/t16-,18-,19+,20-,22+,23+,24+,25-/m0/s1

> <INCHI_KEY>
HPVHSSYMRJUBHG-VBAGMWEJSA-N

> <FORMULA>
C25H36O4

> <MOLECULAR_WEIGHT>
400.559

> <EXACT_MASS>
400.261359639

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
45.5568813625563

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1'S,2S,3S,3'R,5R,7'R,9'E,11'R,14'R)-14'-hydroxy-3,3',14'-trimethyl-5-(2-methylprop-1-en-1-yl)-12'-oxospiro[oxolane-2,6'-tricyclo[9.3.0.0^{3,7}]tetradecan]-9'-ene-9'-carbaldehyde

> <JCHEM_LOGP>
3.535256972666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.951490280797575

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.264165694568318

> <JCHEM_PKA_STRONGEST_BASIC>
-2.988874447615541

> <JCHEM_POLAR_SURFACE_AREA>
63.60000000000001

> <JCHEM_REFRACTIVITY>
115.04379999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1'S,2S,3S,3'R,5R,7'R,9'E,11'R,14'R)-14'-hydroxy-3,3',14'-trimethyl-5-(2-methylprop-1-en-1-yl)-12'-oxospiro[oxolane-2,6'-tricyclo[9.3.0.0^{3,7}]tetradecan]-9'-ene-9'-carbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0       1.318  -7.341   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.850  -5.896   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.864  -4.713   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.367  -5.633   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.899  -4.188   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.042  -2.908   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.994  -1.698   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.574  -0.216   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.439  -2.229   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.498  -0.690   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.980  -0.271   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.837  -1.550   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.480  -0.151   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.366  -1.368   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.576  -2.320   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.759  -3.849   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.807  -5.059   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.278  -5.242   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.861  -6.725   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       6.369  -7.105   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       7.067  -4.290   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.885  -2.761   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.270  -4.147   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      12.916  -5.545   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      13.021  -2.803   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.974  -1.673   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      12.976  -0.504   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      11.493  -0.210   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       5.380  -3.768   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   29                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   22   29                                             
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14   22                                             
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   26                                                  
CONECT   16   15   17   23                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21   18   22                                                       
CONECT   22   21    9   12                                                  
CONECT   23   16   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   15   27   28                                             
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29    9    5                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₃₆O₄

Average Mass

400.5590 Da

Monoisotopic Mass

400.26136 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@H]1C[C@@H](O[C@@]11CC[C@]2(C)C[C@H]3[C@@H](\C=C(/C[C@@H]12)C=O)C(=O)C[C@@]3(C)O)C=C(C)C

InChI Identifier

InChI=1S/C25H36O4/c1-15(2)8-18-9-16(3)25(29-18)7-6-23(4)12-20-19(21(27)13-24(20,5)28)10-17(14-26)11-22(23)25/h8,10,14,16,18-20,22,28H,6-7,9,11-13H2,1-5H3/b17-10+/t16-,18-,19+,20-,22+,23+,24+,25-/m0/s1

InChI Key

HPVHSSYMRJUBHG-VBAGMWEJSA-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 precapnellane sesquiterpenoids. These are sesquiterpenes with a structure characterized by the presence of a precapnellane skeleton. Precapnellane is a bicyclic compound made up of a cyclopentane fused to a cyclooctane and carrying one methyl group at the 1- and 5-position, as well as two methyl groups at the 8-position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Precapnellane sesquiterpenoids

Alternative Parents

Substituents

Precapnellane sesquiterpenoid
Cyclic alcohol
Tertiary alcohol
Tetrahydrofuran
Ketone
Dialkyl ether
Ether
Oxacycle
Organoheterocyclic compound
Organic oxide
Aldehyde
Alcohol
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
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

163043009

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,2s,3s,3'r,5r,7'r,9'e,11'r,14'r)-14'-hydroxy-3,3',14'-trimethyl-5-(2-methylprop-1-en-1-yl)-12'-oxospiro[oxolane-2,6'-tricyclo[9.3.0.0³,⁷]tetradecan]-9'-ene-9'-carbaldehyde (NP0321313)

MOL for NP0321313 ((1's,2s,3s,3'r,5r,7'r,9'e,11'r,14'r)-14'-hydroxy-3,3',14'-trimethyl-5-(2-methylprop-1-en-1-yl)-12'-oxospiro[oxolane-2,6'-tricyclo[9.3.0.0³,⁷]tetradecan]-9'-ene-9'-carbaldehyde)

3D MOL for NP0321313 ((1's,2s,3s,3'r,5r,7'r,9'e,11'r,14'r)-14'-hydroxy-3,3',14'-trimethyl-5-(2-methylprop-1-en-1-yl)-12'-oxospiro[oxolane-2,6'-tricyclo[9.3.0.0³,⁷]tetradecan]-9'-ene-9'-carbaldehyde)

3D SDF for NP0321313 ((1's,2s,3s,3'r,5r,7'r,9'e,11'r,14'r)-14'-hydroxy-3,3',14'-trimethyl-5-(2-methylprop-1-en-1-yl)-12'-oxospiro[oxolane-2,6'-tricyclo[9.3.0.0³,⁷]tetradecan]-9'-ene-9'-carbaldehyde)

3D-SDF for NP0321313 ((1's,2s,3s,3'r,5r,7'r,9'e,11'r,14'r)-14'-hydroxy-3,3',14'-trimethyl-5-(2-methylprop-1-en-1-yl)-12'-oxospiro[oxolane-2,6'-tricyclo[9.3.0.0³,⁷]tetradecan]-9'-ene-9'-carbaldehyde)

PDB for NP0321313 ((1's,2s,3s,3'r,5r,7'r,9'e,11'r,14'r)-14'-hydroxy-3,3',14'-trimethyl-5-(2-methylprop-1-en-1-yl)-12'-oxospiro[oxolane-2,6'-tricyclo[9.3.0.0³,⁷]tetradecan]-9'-ene-9'-carbaldehyde)

3D PDB for NP0321313 ((1's,2s,3s,3'r,5r,7'r,9'e,11'r,14'r)-14'-hydroxy-3,3',14'-trimethyl-5-(2-methylprop-1-en-1-yl)-12'-oxospiro[oxolane-2,6'-tricyclo[9.3.0.0³,⁷]tetradecan]-9'-ene-9'-carbaldehyde)

SMILES for NP0321313 ((1's,2s,3s,3'r,5r,7'r,9'e,11'r,14'r)-14'-hydroxy-3,3',14'-trimethyl-5-(2-methylprop-1-en-1-yl)-12'-oxospiro[oxolane-2,6'-tricyclo[9.3.0.0³,⁷]tetradecan]-9'-ene-9'-carbaldehyde)

INCHI for NP0321313 ((1's,2s,3s,3'r,5r,7'r,9'e,11'r,14'r)-14'-hydroxy-3,3',14'-trimethyl-5-(2-methylprop-1-en-1-yl)-12'-oxospiro[oxolane-2,6'-tricyclo[9.3.0.0³,⁷]tetradecan]-9'-ene-9'-carbaldehyde)

Structure for NP0321313 ((1's,2s,3s,3'r,5r,7'r,9'e,11'r,14'r)-14'-hydroxy-3,3',14'-trimethyl-5-(2-methylprop-1-en-1-yl)-12'-oxospiro[oxolane-2,6'-tricyclo[9.3.0.0³,⁷]tetradecan]-9'-ene-9'-carbaldehyde)

3D Structure for NP0321313 ((1's,2s,3s,3'r,5r,7'r,9'e,11'r,14'r)-14'-hydroxy-3,3',14'-trimethyl-5-(2-methylprop-1-en-1-yl)-12'-oxospiro[oxolane-2,6'-tricyclo[9.3.0.0³,⁷]tetradecan]-9'-ene-9'-carbaldehyde)