NP-MRD: Showing NP-Card for methyl 2-(4-{[(8ar)-5,6,8a-trimethyl-2-methylidene-1,3,4,6,7,8-hexahydronaphthalen-1-yl]methyl}-2,5-dihydroxyphenyl)acetate (NP0317801)

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Record Information

Version

2.0

Created at

2022-09-11 17:53:28 UTC

Updated at

2022-09-11 17:53:29 UTC

NP-MRD ID

NP0317801

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 2-(4-{[(8ar)-5,6,8a-trimethyl-2-methylidene-1,3,4,6,7,8-hexahydronaphthalen-1-yl]methyl}-2,5-dihydroxyphenyl)acetate

Description

Peyssonol B belongs to the class of organic compounds known as hydroquinones. Hydroquinones are compounds containing a hydroquinone moiety, which consists of a benzene ring with a hydroxyl groups at positions 1 and 4. methyl 2-(4-{[(8ar)-5,6,8a-trimethyl-2-methylidene-1,3,4,6,7,8-hexahydronaphthalen-1-yl]methyl}-2,5-dihydroxyphenyl)acetate was first documented in 1995 (PMID: 7532386). Based on a literature review very few articles have been published on Peyssonol B.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112219532D          

 28 30  0  0  1  0            999 V2000
    0.0000   -1.6500    0.0000 C   0  0  0  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
    0.7145   -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  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
    4.2868   -0.0000    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  1  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
    1.4289   -1.6500    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
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    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 O   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
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    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
    1.4289   -4.1250    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
  3  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
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  5 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
  2 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  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
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 20 26  1  0  0  0  0
 26 27  2  0  0  0  0
 16 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END

     RDKit          3D

 60 62  0  0  0  0  0  0  0  0999 V2000
   -0.3279    2.0983   -0.4283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5608    0.8539   -0.7256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7781    0.6082   -2.2306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2027    0.0611   -2.3139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8736    0.0680   -0.9596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9911    0.7395   -0.8438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5816    1.4643   -2.0068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7046    0.8367    0.4527 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7683   -0.2009    0.6534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6734    0.7331    1.5590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8638   -0.5622    1.3988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1912   -0.7111    0.1040 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3150   -2.1696   -0.3230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7088   -0.3293    0.0706 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0469   -0.5135    1.3608 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4173   -0.4488    1.3746 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1923   -1.5063    0.8553 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5599   -1.4634    0.7800 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2406   -2.5483    0.2551 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2378   -0.3600    1.2196 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7170   -0.3020    1.1774 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1648   -0.0368   -0.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3959    0.1074   -1.1904 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5423    0.0686   -0.4764 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0250    0.3212   -1.7777 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5347    0.7045    1.7370 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1461    0.6262    1.7997 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5456    1.7345    2.3507 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1880    2.5465    0.5406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2361    2.8842   -1.2306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0464   -0.1527   -2.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6466    1.5198   -2.7989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1659   -0.9617   -2.7041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7406    0.6915   -3.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5509    1.9417   -1.7163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8828    2.2498   -2.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8524    0.7534   -2.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1340    1.8623    0.5415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7758    0.2965    0.7831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8569   -0.9176   -0.1773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6056   -0.7751    1.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0253    1.5980    1.6507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2339    0.6157    2.5071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6677   -1.3595    1.5001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2872   -0.6614    2.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8051   -2.3659   -1.2735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9246   -2.8556    0.4353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4043   -2.3449   -0.4863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2347   -1.1784   -0.5771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2674   -1.5787    1.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4963    0.2012    2.0981 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6164   -2.3579    0.5127 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7954   -3.3735   -0.0960 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1754   -1.2288    1.5767 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0920    0.5353    1.8255 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7521    1.3592   -2.0781 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6590   -0.4375   -2.4932 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1393    0.2626   -1.7018 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0981    1.5624    2.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5693    1.7957    2.5229 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 24  1  0
 24 22  1  0
 22 23  2  0
 22 21  1  0
 21 20  1  0
 20 18  2  0
 18 19  1  0
 18 17  1  0
 17 16  2  0
 16 15  1  0
 15 14  1  0
 14  2  1  0
  2  1  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  6
 16 27  1  0
 27 28  1  0
 27 26  2  0
 26 20  1  0
 12 14  1  0
 12  5  1  0
 25 56  1  0
 25 57  1  0
 25 58  1  0
 21 54  1  0
 21 55  1  0
 19 53  1  0
 17 52  1  0
 15 50  1  0
 15 51  1  0
 14 49  1  6
  1 29  1  0
  1 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  7 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  6
  9 39  1  0
  9 40  1  0
  9 41  1  0
 10 42  1  0
 10 43  1  0
 11 44  1  0
 11 45  1  0
 13 46  1  0
 13 47  1  0
 13 48  1  0
 28 60  1  0
 26 59  1  0
M  END


  Mrv1652309112219532D          

 28 30  0  0  1  0            999 V2000
    0.0000   -1.6500    0.0000 C   0  0  0  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
    0.7145   -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  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
    4.2868   -0.0000    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  1  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
    1.4289   -1.6500    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
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    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 O   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
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    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
    1.4289   -4.1250    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
  3  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
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  5 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
  2 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  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
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 20 26  1  0  0  0  0
 26 27  2  0  0  0  0
 16 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0317801

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)CC1=C(O)C=C(CC2C(=C)CCC3=C(C)C(C)CC[C@]23C)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C24H32O4/c1-14-8-9-24(4)19(16(14)3)7-6-15(2)20(24)10-17-11-22(26)18(12-21(17)25)13-23(27)28-5/h11-12,14,20,25-26H,2,6-10,13H2,1,3-5H3/t14?,20?,24-/m0/s1

> <INCHI_KEY>
SIFBYOROOILJHS-DQUWJENYSA-N

> <FORMULA>
C24H32O4

> <MOLECULAR_WEIGHT>
384.516

> <EXACT_MASS>
384.23005951

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
43.977050831574424

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2-(4-{[(8aR)-5,6,8a-trimethyl-2-methylidene-1,2,3,4,6,7,8,8a-octahydronaphthalen-1-yl]methyl}-2,5-dihydroxyphenyl)acetate

> <JCHEM_LOGP>
5.0729863380000015

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.555856299051356

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.643451078677222

> <JCHEM_PKA_STRONGEST_BASIC>
-5.896632296571046

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
111.86789999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl (4-{[(8aR)-5,6,8a-trimethyl-2-methylidene-1,3,4,6,7,8-hexahydronaphthalen-1-yl]methyl}-2,5-dihydroxyphenyl)acetate

> <JCHEM_VEBER_RULE>
0

$$$$

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       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -5.335  -7.700   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       2.667  -7.700   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   14                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   12                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    5   13   14                                             
CONECT   13   12                                                            
CONECT   14   12    2   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   27                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   26                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24                                                            
CONECT   26   20   27                                                       
CONECT   27   26   16   28                                                  
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₃₂O₄

Average Mass

384.5160 Da

Monoisotopic Mass

384.23006 Da

IUPAC Name

methyl 2-(4-{[(8aR)-5,6,8a-trimethyl-2-methylidene-1,2,3,4,6,7,8,8a-octahydronaphthalen-1-yl]methyl}-2,5-dihydroxyphenyl)acetate

Traditional Name

methyl (4-{[(8aR)-5,6,8a-trimethyl-2-methylidene-1,3,4,6,7,8-hexahydronaphthalen-1-yl]methyl}-2,5-dihydroxyphenyl)acetate

CAS Registry Number

Not Available

SMILES

COC(=O)CC1=C(O)C=C(CC2C(=C)CCC3=C(C)C(C)CC[C@]23C)C(O)=C1

InChI Identifier

InChI=1S/C24H32O4/c1-14-8-9-24(4)19(16(14)3)7-6-15(2)20(24)10-17-11-22(26)18(12-21(17)25)13-23(27)28-5/h11-12,14,20,25-26H,2,6-10,13H2,1,3-5H3/t14?,20?,24-/m0/s1

InChI Key

SIFBYOROOILJHS-DQUWJENYSA-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 hydroquinones. Hydroquinones are compounds containing a hydroquinone moiety, which consists of a benzene ring with a hydroxyl groups at positions 1 and 4.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Hydroquinone
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Methyl ester
Carboxylic acid ester
Monocarboxylic acid or derivatives
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	5.07	ChemAxon
pKa (Strongest Acidic)	9.64	ChemAxon
pKa (Strongest Basic)	-5.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	111.87 m³·mol⁻¹	ChemAxon
Polarizability	43.98 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	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

405131

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

460368

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Loya S, Bakhanashvili M, Kashman Y, Hizi A: Peyssonols A and B, two novel inhibitors of the reverse transcriptases of human immunodeficiency virus types 1 and 2. Arch Biochem Biophys. 1995 Feb 1;316(2):789-96. doi: 10.1006/abbi.1995.1105. [PubMed:7532386 ]
LOTUS database [Link]

Showing NP-Card for methyl 2-(4-{[(8ar)-5,6,8a-trimethyl-2-methylidene-1,3,4,6,7,8-hexahydronaphthalen-1-yl]methyl}-2,5-dihydroxyphenyl)acetate (NP0317801)

MOL for NP0317801 (methyl 2-(4-{[(8ar)-5,6,8a-trimethyl-2-methylidene-1,3,4,6,7,8-hexahydronaphthalen-1-yl]methyl}-2,5-dihydroxyphenyl)acetate)

3D MOL for NP0317801 (methyl 2-(4-{[(8ar)-5,6,8a-trimethyl-2-methylidene-1,3,4,6,7,8-hexahydronaphthalen-1-yl]methyl}-2,5-dihydroxyphenyl)acetate)

3D SDF for NP0317801 (methyl 2-(4-{[(8ar)-5,6,8a-trimethyl-2-methylidene-1,3,4,6,7,8-hexahydronaphthalen-1-yl]methyl}-2,5-dihydroxyphenyl)acetate)

3D-SDF for NP0317801 (methyl 2-(4-{[(8ar)-5,6,8a-trimethyl-2-methylidene-1,3,4,6,7,8-hexahydronaphthalen-1-yl]methyl}-2,5-dihydroxyphenyl)acetate)

PDB for NP0317801 (methyl 2-(4-{[(8ar)-5,6,8a-trimethyl-2-methylidene-1,3,4,6,7,8-hexahydronaphthalen-1-yl]methyl}-2,5-dihydroxyphenyl)acetate)

3D PDB for NP0317801 (methyl 2-(4-{[(8ar)-5,6,8a-trimethyl-2-methylidene-1,3,4,6,7,8-hexahydronaphthalen-1-yl]methyl}-2,5-dihydroxyphenyl)acetate)

SMILES for NP0317801 (methyl 2-(4-{[(8ar)-5,6,8a-trimethyl-2-methylidene-1,3,4,6,7,8-hexahydronaphthalen-1-yl]methyl}-2,5-dihydroxyphenyl)acetate)

INCHI for NP0317801 (methyl 2-(4-{[(8ar)-5,6,8a-trimethyl-2-methylidene-1,3,4,6,7,8-hexahydronaphthalen-1-yl]methyl}-2,5-dihydroxyphenyl)acetate)

Structure for NP0317801 (methyl 2-(4-{[(8ar)-5,6,8a-trimethyl-2-methylidene-1,3,4,6,7,8-hexahydronaphthalen-1-yl]methyl}-2,5-dihydroxyphenyl)acetate)

3D Structure for NP0317801 (methyl 2-(4-{[(8ar)-5,6,8a-trimethyl-2-methylidene-1,3,4,6,7,8-hexahydronaphthalen-1-yl]methyl}-2,5-dihydroxyphenyl)acetate)