NP-MRD: Showing NP-Card for 2-{[(1r,2s,4as,8ar)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]methyl}-4-(acetyloxy)phenyl acetate (NP0225187)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-06 03:50:08 UTC

Updated at

2022-09-06 03:50:08 UTC

NP-MRD ID

NP0225187

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-{[(1r,2s,4as,8ar)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]methyl}-4-(acetyloxy)phenyl acetate

Description

3-{[(1R,2S,4aS,8aR)-1,2,4a,5-tetramethyl-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-yl]methyl}-4-(acetyloxy)phenyl acetate belongs to the class of organic compounds known as phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group. 2-{[(1r,2s,4as,8ar)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]methyl}-4-(acetyloxy)phenyl acetate is found in Dysidea avara. Based on a literature review very few articles have been published on 3-{[(1R,2S,4aS,8aR)-1,2,4a,5-tetramethyl-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-yl]methyl}-4-(acetyloxy)phenyl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062205502D          

 29 31  0  0  1  0            999 V2000
    4.1825   -5.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3701   -4.8942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8398   -5.5262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0879   -4.1190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2754   -3.9757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7451   -4.6077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9327   -4.4645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6505   -3.6892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1620   -3.5460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6923   -4.1779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4101   -4.9532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5047   -4.0347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1808   -3.0572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8986   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9592   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  1  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  2  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  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
    2.8579    0.8250    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
    1.9933   -3.2005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 15 14  1  6  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 28 27  1  6  0  0  0
 21 28  1  0  0  0  0
 15 28  1  0  0  0  0
 13 29  2  0  0  0  0
  5 29  1  0  0  0  0
M  END

     RDKit          3D

 63 65  0  0  0  0  0  0  0  0999 V2000
    5.0129   -4.2501   -1.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3685   -2.9204   -1.1888 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8097   -2.3203   -2.1521 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3883   -2.3317    0.0666 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8088   -1.0876    0.3061 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5525    0.0362    0.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9849    1.2549    0.4027 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6434    1.3631    0.7849 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2028    2.6587    0.9992 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4388    3.5819   -0.0104 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0038    5.0114    0.1190 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0247    3.2896   -1.0871 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8415    0.2275    0.9372 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4715    0.2829    1.3587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6686    0.6408    0.5131 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5477    2.0234   -0.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8720    0.6003    1.5029 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5439    1.2345    2.8105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9678    1.4074    0.8631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3782    0.8518   -0.4469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5586   -0.3429   -0.8796 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7378   -0.3814   -2.4051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2328   -1.5492   -0.3455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5514   -1.5074    0.3749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6526   -2.7169   -0.5094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3567   -2.6978   -1.2270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5136   -1.6575   -0.5187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0973   -0.2835   -0.5976 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4900   -0.9540    0.6835 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1210   -4.0525   -1.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6924   -4.7381   -2.3152 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8129   -4.9084   -0.4864 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6027   -0.0792   -0.1345 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5981    2.1371    0.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9279    5.6100   -0.1261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2730    5.2331   -0.6726 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6562    5.2453    1.1377 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4600    1.0437    2.2317 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1619   -0.6530    1.9456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4621    2.8220    0.6411 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3048    1.9726   -0.8362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3994    2.2988   -0.7490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2047   -0.4185    1.6571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5378    1.4026    3.3262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0965    2.2320    2.7549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    0.5404    3.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6865    2.4679    0.7592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8019    1.4227    1.6302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5131    1.5858   -1.2573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4393    0.4718   -0.3020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2963   -1.2422   -2.7595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7621   -0.3428   -2.9367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2872    0.5148   -2.7822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7446   -2.5059    0.7995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3972   -1.3184   -0.3211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5333   -0.8210    1.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0553   -3.6533   -0.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8042   -3.6722   -1.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4118   -2.5791   -2.3052 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4687   -1.7356   -1.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3788   -2.0079    0.5307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5729    0.1692   -1.5158 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9589   -1.9055    0.7973 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 17  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  6
 21 28  1  0
 28 27  1  0
 27 26  1  0
 26 25  1  0
 25 23  2  0
 23 24  1  0
 28 15  1  0
 15 16  1  6
 15 14  1  0
 14 13  1  0
 13 29  2  0
 29  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 15 17  1  0
  8 13  1  0
 23 21  1  0
 18 44  1  0
 18 45  1  0
 18 46  1  0
 17 43  1  1
 19 47  1  0
 19 48  1  0
 20 49  1  0
 20 50  1  0
 22 51  1  0
 22 52  1  0
 22 53  1  0
 28 62  1  6
 27 60  1  0
 27 61  1  0
 26 58  1  0
 26 59  1  0
 25 57  1  0
 24 54  1  0
 24 55  1  0
 24 56  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
 14 38  1  0
 14 39  1  0
 29 63  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  6 33  1  0
  7 34  1  0
 11 35  1  0
 11 36  1  0
 11 37  1  0
M  END


  Mrv1652309062205502D          

 29 31  0  0  1  0            999 V2000
    4.1825   -5.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3701   -4.8942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8398   -5.5262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0879   -4.1190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2754   -3.9757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7451   -4.6077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9327   -4.4645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6505   -3.6892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1620   -3.5460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6923   -4.1779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4101   -4.9532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5047   -4.0347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1808   -3.0572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8986   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9592   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  1  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  2  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  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
    2.8579    0.8250    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
    1.9933   -3.2005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 15 14  1  6  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 28 27  1  6  0  0  0
 21 28  1  0  0  0  0
 15 28  1  0  0  0  0
 13 29  2  0  0  0  0
  5 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0225187

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1CC[C@@]2(C)[C@H](CCC=C2C)[C@]1(C)CC1=CC(OC(C)=O)=CC=C1OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H34O4/c1-16-8-7-9-23-24(16,5)13-12-17(2)25(23,6)15-20-14-21(28-18(3)26)10-11-22(20)29-19(4)27/h8,10-11,14,17,23H,7,9,12-13,15H2,1-6H3/t17-,23-,24+,25+/m0/s1

> <INCHI_KEY>
JZVUBOIVLRRPJN-DOSYHTAQSA-N

> <FORMULA>
C25H34O4

> <MOLECULAR_WEIGHT>
398.543

> <EXACT_MASS>
398.245709575

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
45.42575410925952

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{[(1R,2S,4aS,8aR)-1,2,4a,5-tetramethyl-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-yl]methyl}-4-(acetyloxy)phenyl acetate

> <JCHEM_LOGP>
5.515328243999999

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.840449205949219

> <JCHEM_POLAR_SURFACE_AREA>
52.6

> <JCHEM_REFRACTIVITY>
114.50979999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
2-{[(1R,2S,4aS,8aR)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]methyl}-4-(acetyloxy)phenyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       7.807  -9.403   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.291  -9.136   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       5.301 -10.316   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       5.764  -7.689   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.247  -7.421   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.258  -8.601   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.741  -8.334   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.214  -6.887   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.302  -6.619   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.292  -7.799   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.766  -9.246   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -2.809  -7.531   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.204  -5.707   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.677  -4.260   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.657  -4.260   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001  -0.770   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       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.721  -5.974   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   29                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    8   14   29                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17   28                                             
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23   28                                             
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   21   15                                                  
CONECT   29   13    5                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

View in JSmol

Synonyms

Value	Source
3-{[(1R,2S,4as,8ar)-1,2,4a,5-tetramethyl-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-yl]methyl}-4-(acetyloxy)phenyl acetic acid	Generator

Chemical Formula

C₂₅H₃₄O₄

Average Mass

398.5430 Da

Monoisotopic Mass

398.24571 Da

IUPAC Name

2-{[(1R,2S,4aS,8aR)-1,2,4a,5-tetramethyl-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-yl]methyl}-4-(acetyloxy)phenyl acetate

Traditional Name

2-{[(1R,2S,4aS,8aR)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]methyl}-4-(acetyloxy)phenyl acetate

CAS Registry Number

Not Available

SMILES

C[C@H]1CC[C@@]2(C)[C@H](CCC=C2C)[C@]1(C)CC1=CC(OC(C)=O)=CC=C1OC(C)=O

InChI Identifier

InChI=1S/C25H34O4/c1-16-8-7-9-23-24(16,5)13-12-17(2)25(23,6)15-20-14-21(28-18(3)26)10-11-22(20)29-19(4)27/h8,10-11,14,17,23H,7,9,12-13,15H2,1-6H3/t17-,23-,24+,25+/m0/s1

InChI Key

JZVUBOIVLRRPJN-DOSYHTAQSA-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
Dysidea avara	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol esters

Sub Class

Not Available

Direct Parent

Phenol esters

Alternative Parents

Substituents

Phenol ester
Phenoxy compound
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homopolycyclic compound

Molecular Framework

Aromatic 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	5.52	ChemAxon
pKa (Strongest Basic)	-6.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	52.6 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	114.51 m³·mol⁻¹	ChemAxon
Polarizability	45.43 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

71401337

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-{[(1r,2s,4as,8ar)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]methyl}-4-(acetyloxy)phenyl acetate (NP0225187)

MOL for NP0225187 (2-{[(1r,2s,4as,8ar)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]methyl}-4-(acetyloxy)phenyl acetate)

3D MOL for NP0225187 (2-{[(1r,2s,4as,8ar)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]methyl}-4-(acetyloxy)phenyl acetate)

3D SDF for NP0225187 (2-{[(1r,2s,4as,8ar)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]methyl}-4-(acetyloxy)phenyl acetate)

3D-SDF for NP0225187 (2-{[(1r,2s,4as,8ar)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]methyl}-4-(acetyloxy)phenyl acetate)

PDB for NP0225187 (2-{[(1r,2s,4as,8ar)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]methyl}-4-(acetyloxy)phenyl acetate)

3D PDB for NP0225187 (2-{[(1r,2s,4as,8ar)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]methyl}-4-(acetyloxy)phenyl acetate)

SMILES for NP0225187 (2-{[(1r,2s,4as,8ar)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]methyl}-4-(acetyloxy)phenyl acetate)

INCHI for NP0225187 (2-{[(1r,2s,4as,8ar)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]methyl}-4-(acetyloxy)phenyl acetate)

Structure for NP0225187 (2-{[(1r,2s,4as,8ar)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]methyl}-4-(acetyloxy)phenyl acetate)

3D Structure for NP0225187 (2-{[(1r,2s,4as,8ar)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]methyl}-4-(acetyloxy)phenyl acetate)