NP-MRD: Showing NP-Card for 2,7-dihydroxy-1-methyl-5-vinylphenanthrene (NP0028372)

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Record Information

Version

2.0

Created at

2021-06-19 20:16:45 UTC

Updated at

2021-06-29 23:55:08 UTC

NP-MRD ID

NP0028372

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,7-dihydroxy-1-methyl-5-vinylphenanthrene

Provided By

JEOL Database JEOL Logo

Description

5-Ethenyl-1,6-dimethylphenanthrene-2,7-diol belongs to the class of organic compounds known as phenanthrols. Phenanthrols are compounds containing a phenanthrene (or its hydrogenated derivative) to which a hydroxyl group is attached. 2,7-dihydroxy-1-methyl-5-vinylphenanthrene is found in Juncus acutus. 2,7-dihydroxy-1-methyl-5-vinylphenanthrene was first documented in 2002 (DellaGreca, M., et al.). Based on a literature review very few articles have been published on 5-ethenyl-1,6-dimethylphenanthrene-2,7-diol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192122163D          

 36 38  0  0  0  0            999 V2000
   -3.7470    0.8223    0.9784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6525    0.2842    1.5325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9729   -0.8782    0.9324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4071   -2.1496    1.4118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4225   -2.2772    2.5237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9228   -3.2954    0.7929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3537   -4.5221    1.2143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0254   -3.2044   -0.2580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5673   -1.9614   -0.7149 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3186   -1.9818   -1.7874 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8309   -0.8086   -2.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5153    0.4462   -1.7894 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0860    1.6324   -2.3514 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0049    1.5698   -3.5505 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8031    2.8718   -1.7749 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3520    4.0070   -2.2999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0166    2.9581   -0.6684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5799    1.7960   -0.1355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3742    0.4988   -0.6700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9848   -0.7350   -0.1292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2474    1.6647    1.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1654    0.4368    0.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2431    0.6585    2.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4288   -2.0886    2.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2062   -1.5779    3.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4146   -3.2726    2.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9255   -5.2118    0.6821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6732   -4.1158   -0.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6259   -2.9225   -2.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5090   -0.9090   -3.1657 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3142    2.5576   -3.9047 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9170    1.0191   -3.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4986    1.0831   -4.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0452    4.7720   -1.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2324    3.9106   -0.1946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1812    1.9482    0.7507 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 17  2  0  0  0  0
 20  9  2  0  0  0  0
 19 12  2  0  0  0  0
  9  8  1  0  0  0  0
  8  6  2  0  0  0  0
 15 13  2  0  0  0  0
  6  4  1  0  0  0  0
 13 12  1  0  0  0  0
  4  3  2  0  0  0  0
  3 20  1  0  0  0  0
 17 15  1  0  0  0  0
 13 14  1  0  0  0  0
 19 20  1  0  0  0  0
  3  2  1  0  0  0  0
 12 11  1  0  0  0  0
  2  1  2  3  0  0  0
 11 10  2  0  0  0  0
  6  7  1  0  0  0  0
 10  9  1  0  0  0  0
 15 16  1  0  0  0  0
 19 18  1  0  0  0  0
  4  5  1  0  0  0  0
 17 35  1  0  0  0  0
 18 36  1  0  0  0  0
 11 30  1  0  0  0  0
 10 29  1  0  0  0  0
  8 28  1  0  0  0  0
 14 31  1  0  0  0  0
 14 32  1  0  0  0  0
 14 33  1  0  0  0  0
  2 23  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  7 27  1  0  0  0  0
 16 34  1  0  0  0  0
  5 24  1  0  0  0  0
  5 25  1  0  0  0  0
  5 26  1  0  0  0  0
M  END

     RDKit          3D

 36 38  0  0  0  0  0  0  0  0999 V2000
   -3.7470    0.8223    0.9784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6525    0.2842    1.5325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9729   -0.8782    0.9324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4071   -2.1496    1.4118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4225   -2.2772    2.5237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9228   -3.2954    0.7929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3537   -4.5221    1.2143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0254   -3.2044   -0.2580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5673   -1.9614   -0.7149 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3186   -1.9818   -1.7874 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8309   -0.8086   -2.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5153    0.4462   -1.7894 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0860    1.6324   -2.3514 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0049    1.5698   -3.5505 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8031    2.8718   -1.7749 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3520    4.0070   -2.2999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0166    2.9581   -0.6684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5799    1.7960   -0.1355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3742    0.4988   -0.6700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9848   -0.7350   -0.1292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2474    1.6647    1.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1654    0.4368    0.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2431    0.6585    2.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4288   -2.0886    2.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2062   -1.5779    3.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4146   -3.2726    2.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9255   -5.2118    0.6821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6732   -4.1158   -0.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6259   -2.9225   -2.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5090   -0.9090   -3.1657 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3142    2.5576   -3.9047 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9170    1.0191   -3.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4986    1.0831   -4.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0452    4.7720   -1.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2324    3.9106   -0.1946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1812    1.9482    0.7507 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 17  2  0
 20  9  2  0
 19 12  2  0
  9  8  1  0
  8  6  2  0
 15 13  2  0
  6  4  1  0
 13 12  1  0
  4  3  2  0
  3 20  1  0
 17 15  1  0
 13 14  1  0
 19 20  1  0
  3  2  1  0
 12 11  1  0
  2  1  2  3
 11 10  2  0
  6  7  1  0
 10  9  1  0
 15 16  1  0
 19 18  1  0
  4  5  1  0
 17 35  1  0
 18 36  1  0
 11 30  1  0
 10 29  1  0
  8 28  1  0
 14 31  1  0
 14 32  1  0
 14 33  1  0
  2 23  1  0
  1 21  1  0
  1 22  1  0
  7 27  1  0
 16 34  1  0
  5 24  1  0
  5 25  1  0
  5 26  1  0
M  END


  Mrv1652306192122163D          

 36 38  0  0  0  0            999 V2000
   -3.7470    0.8223    0.9784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6525    0.2842    1.5325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9729   -0.8782    0.9324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4071   -2.1496    1.4118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4225   -2.2772    2.5237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9228   -3.2954    0.7929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3537   -4.5221    1.2143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0254   -3.2044   -0.2580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5673   -1.9614   -0.7149 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3186   -1.9818   -1.7874 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8309   -0.8086   -2.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5153    0.4462   -1.7894 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0860    1.6324   -2.3514 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0049    1.5698   -3.5505 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8031    2.8718   -1.7749 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3520    4.0070   -2.2999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0166    2.9581   -0.6684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5799    1.7960   -0.1355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3742    0.4988   -0.6700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9848   -0.7350   -0.1292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2474    1.6647    1.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1654    0.4368    0.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2431    0.6585    2.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4288   -2.0886    2.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2062   -1.5779    3.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4146   -3.2726    2.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9255   -5.2118    0.6821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6732   -4.1158   -0.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6259   -2.9225   -2.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5090   -0.9090   -3.1657 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3142    2.5576   -3.9047 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9170    1.0191   -3.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4986    1.0831   -4.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0452    4.7720   -1.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2324    3.9106   -0.1946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1812    1.9482    0.7507 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 17  2  0  0  0  0
 20  9  2  0  0  0  0
 19 12  2  0  0  0  0
  9  8  1  0  0  0  0
  8  6  2  0  0  0  0
 15 13  2  0  0  0  0
  6  4  1  0  0  0  0
 13 12  1  0  0  0  0
  4  3  2  0  0  0  0
  3 20  1  0  0  0  0
 17 15  1  0  0  0  0
 13 14  1  0  0  0  0
 19 20  1  0  0  0  0
  3  2  1  0  0  0  0
 12 11  1  0  0  0  0
  2  1  2  3  0  0  0
 11 10  2  0  0  0  0
  6  7  1  0  0  0  0
 10  9  1  0  0  0  0
 15 16  1  0  0  0  0
 19 18  1  0  0  0  0
  4  5  1  0  0  0  0
 17 35  1  0  0  0  0
 18 36  1  0  0  0  0
 11 30  1  0  0  0  0
 10 29  1  0  0  0  0
  8 28  1  0  0  0  0
 14 31  1  0  0  0  0
 14 32  1  0  0  0  0
 14 33  1  0  0  0  0
  2 23  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  7 27  1  0  0  0  0
 16 34  1  0  0  0  0
  5 24  1  0  0  0  0
  5 25  1  0  0  0  0
  5 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0028372

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C2=C(C(C([H])=C([H])[H])=C1C([H])([H])[H])C1=C(C([H])=C2[H])C(=C(O[H])C([H])=C1[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H16O2/c1-4-13-10(2)17(20)9-12-5-6-14-11(3)16(19)8-7-15(14)18(12)13/h4-9,19-20H,1H2,2-3H3

> <INCHI_KEY>
IZVFYHBVHNNKGE-UHFFFAOYSA-N

> <FORMULA>
C18H16O2

> <MOLECULAR_WEIGHT>
264.324

> <EXACT_MASS>
264.115029755

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
30.098452732288013

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-ethenyl-1,6-dimethylphenanthrene-2,7-diol

> <ALOGPS_LOGP>
4.72

> <JCHEM_LOGP>
5.108613532666666

> <ALOGPS_LOGS>
-4.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.265322241529434

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.488367303884148

> <JCHEM_PKA_STRONGEST_BASIC>
-5.48101702791183

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
82.6889

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.11e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-ethenyl-1,6-dimethylphenanthrene-2,7-diol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 36 38  0  0  0  0  0  0  0  0999 V2000
   -3.7470    0.8223    0.9784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6525    0.2842    1.5325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9729   -0.8782    0.9324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4071   -2.1496    1.4118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4225   -2.2772    2.5237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9228   -3.2954    0.7929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3537   -4.5221    1.2143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0254   -3.2044   -0.2580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5673   -1.9614   -0.7149 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3186   -1.9818   -1.7874 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8309   -0.8086   -2.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5153    0.4462   -1.7894 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0860    1.6324   -2.3514 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0049    1.5698   -3.5505 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8031    2.8718   -1.7749 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3520    4.0070   -2.2999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0166    2.9581   -0.6684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5799    1.7960   -0.1355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3742    0.4988   -0.6700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9848   -0.7350   -0.1292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2474    1.6647    1.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1654    0.4368    0.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2431    0.6585    2.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4288   -2.0886    2.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2062   -1.5779    3.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4146   -3.2726    2.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9255   -5.2118    0.6821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6732   -4.1158   -0.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6259   -2.9225   -2.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5090   -0.9090   -3.1657 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3142    2.5576   -3.9047 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9170    1.0191   -3.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4986    1.0831   -4.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0452    4.7720   -1.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2324    3.9106   -0.1946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1812    1.9482    0.7507 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 17  2  0
 20  9  2  0
 19 12  2  0
  9  8  1  0
  8  6  2  0
 15 13  2  0
  6  4  1  0
 13 12  1  0
  4  3  2  0
  3 20  1  0
 17 15  1  0
 13 14  1  0
 19 20  1  0
  3  2  1  0
 12 11  1  0
  2  1  2  3
 11 10  2  0
  6  7  1  0
 10  9  1  0
 15 16  1  0
 19 18  1  0
  4  5  1  0
 17 35  1  0
 18 36  1  0
 11 30  1  0
 10 29  1  0
  8 28  1  0
 14 31  1  0
 14 32  1  0
 14 33  1  0
  2 23  1  0
  1 21  1  0
  1 22  1  0
  7 27  1  0
 16 34  1  0
  5 24  1  0
  5 25  1  0
  5 26  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0      -3.747   0.822   0.978  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.652   0.284   1.533  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.973  -0.878   0.932  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.407  -2.150   1.412  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.422  -2.277   2.524  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.923  -3.295   0.793  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.354  -4.522   1.214  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.025  -3.204  -0.258  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.567  -1.961  -0.715  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.319  -1.982  -1.787  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.831  -0.809  -2.322  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.515   0.446  -1.789  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.086   1.632  -2.351  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.005   1.570  -3.551  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.803   2.872  -1.775  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.352   4.007  -2.300  0.00  0.00           O+0
HETATM   17  C   UNK     0      -0.017   2.958  -0.668  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.580   1.796  -0.136  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.374   0.499  -0.670  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.985  -0.735  -0.129  0.00  0.00           C+0
HETATM   21  H   UNK     0      -4.247   1.665   1.444  0.00  0.00           H+0
HETATM   22  H   UNK     0      -4.165   0.437   0.053  0.00  0.00           H+0
HETATM   23  H   UNK     0      -2.243   0.659   2.466  0.00  0.00           H+0
HETATM   24  H   UNK     0      -4.429  -2.089   2.136  0.00  0.00           H+0
HETATM   25  H   UNK     0      -3.206  -1.578   3.338  0.00  0.00           H+0
HETATM   26  H   UNK     0      -3.415  -3.273   2.979  0.00  0.00           H+0
HETATM   27  H   UNK     0      -1.926  -5.212   0.682  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.673  -4.116  -0.736  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.626  -2.922  -2.242  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.509  -0.909  -3.166  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.314   2.558  -3.905  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.917   1.019  -3.298  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.499   1.083  -4.391  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.045   4.772  -1.787  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.232   3.911  -0.195  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.181   1.948   0.751  0.00  0.00           H+0
CONECT    1    2   21   22                                                  
CONECT    2    3    1   23                                                  
CONECT    3    4   20    2                                                  
CONECT    4    6    3    5                                                  
CONECT    5    4   24   25   26                                             
CONECT    6    8    4    7                                                  
CONECT    7    6   27                                                       
CONECT    8    9    6   28                                                  
CONECT    9   20    8   10                                                  
CONECT   10   11    9   29                                                  
CONECT   11   12   10   30                                                  
CONECT   12   19   13   11                                                  
CONECT   13   15   12   14                                                  
CONECT   14   13   31   32   33                                             
CONECT   15   13   17   16                                                  
CONECT   16   15   34                                                       
CONECT   17   18   15   35                                                  
CONECT   18   17   19   36                                                  
CONECT   19   12   20   18                                                  
CONECT   20    9    3   19                                                  
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    2                                                            
CONECT   24    5                                                            
CONECT   25    5                                                            
CONECT   26    5                                                            
CONECT   27    7                                                            
CONECT   28    8                                                            
CONECT   29   10                                                            
CONECT   30   11                                                            
CONECT   31   14                                                            
CONECT   32   14                                                            
CONECT   33   14                                                            
CONECT   34   16                                                            
CONECT   35   17                                                            
CONECT   36   18                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   76    0
END

RDKit          3D

36 38  0  0  0  0  0  0  0  0999 V2000
   -3.7470    0.8223    0.9784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6525    0.2842    1.5325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9729   -0.8782    0.9324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4071   -2.1496    1.4118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4225   -2.2772    2.5237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9228   -3.2954    0.7929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3537   -4.5221    1.2143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0254   -3.2044   -0.2580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5673   -1.9614   -0.7149 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3186   -1.9818   -1.7874 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8309   -0.8086   -2.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5153    0.4462   -1.7894 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0860    1.6324   -2.3514 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0049    1.5698   -3.5505 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8031    2.8718   -1.7749 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3520    4.0070   -2.2999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0166    2.9581   -0.6684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5799    1.7960   -0.1355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3742    0.4988   -0.6700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9848   -0.7350   -0.1292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2474    1.6647    1.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1654    0.4368    0.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2431    0.6585    2.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4288   -2.0886    2.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2062   -1.5779    3.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4146   -3.2726    2.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9255   -5.2118    0.6821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6732   -4.1158   -0.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6259   -2.9225   -2.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5090   -0.9090   -3.1657 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3142    2.5576   -3.9047 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9170    1.0191   -3.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4986    1.0831   -4.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0452    4.7720   -1.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2324    3.9106   -0.1946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1812    1.9482    0.7507 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 17  2  0
 20  9  2  0
 19 12  2  0
  9  8  1  0
  8  6  2  0
 15 13  2  0
  6  4  1  0
 13 12  1  0
  4  3  2  0
  3 20  1  0
 17 15  1  0
 13 14  1  0
 19 20  1  0
  3  2  1  0
 12 11  1  0
  2  1  2  3
 11 10  2  0
  6  7  1  0
 10  9  1  0
 15 16  1  0
 19 18  1  0
  4  5  1  0
 17 35  1  0
 18 36  1  0
 11 30  1  0
 10 29  1  0
  8 28  1  0
 14 31  1  0
 14 32  1  0
 14 33  1  0
  2 23  1  0
  1 21  1  0
  1 22  1  0
  7 27  1  0
 16 34  1  0
  5 24  1  0
  5 25  1  0
  5 26  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₆O₂

Average Mass

264.3240 Da

Monoisotopic Mass

264.11503 Da

IUPAC Name

5-ethenyl-1,6-dimethylphenanthrene-2,7-diol

Traditional Name

5-ethenyl-1,6-dimethylphenanthrene-2,7-diol

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C2=C(C(C([H])=C([H])[H])=C1C([H])([H])[H])C1=C(C([H])=C2[H])C(=C(O[H])C([H])=C1[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C18H16O2/c1-4-13-10(2)17(20)9-12-5-6-14-11(3)16(19)8-7-15(14)18(12)13/h4-9,19-20H,1H2,2-3H3

InChI Key

IZVFYHBVHNNKGE-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Juncus acutus	JEOL database	DellaGreca, M., et al, Phytochemistry 30, 633 (2002)
Juncus acutus L.	KNApSAcK Database	22123792
Juncus effusus	KNApSAcK Database	22123792
Juncus roemerianus	KNApSAcK Database	22123792

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenanthrols. Phenanthrols are compounds containing a phenanthrene (or its hydrogenated derivative) to which a hydroxyl group is attached.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Phenanthrols

Direct Parent

Phenanthrols

Alternative Parents

Substituents

Phenanthrol
2-naphthol
Naphthalene
Styrene
1-hydroxy-2-unsubstituted benzenoid
Phenol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
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	4.72	ALOGPS
logP	5.11	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	9.49	ChemAxon
pKa (Strongest Basic)	-5.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	82.69 m³·mol⁻¹	ChemAxon
Polarizability	30.1 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

C00015761

Chemspider ID

4475754

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

DellaGreca, M., et al. (2002). DellaGreca, M., et al, Phytochemistry 30, 633 (2002). Phytochem..

Showing NP-Card for 2,7-dihydroxy-1-methyl-5-vinylphenanthrene (NP0028372)

MOL for NP0028372 (2,7-dihydroxy-1-methyl-5-vinylphenanthrene)

3D MOL for NP0028372 (2,7-dihydroxy-1-methyl-5-vinylphenanthrene)

3D SDF for NP0028372 (2,7-dihydroxy-1-methyl-5-vinylphenanthrene)

3D-SDF for NP0028372 (2,7-dihydroxy-1-methyl-5-vinylphenanthrene)

PDB for NP0028372 (2,7-dihydroxy-1-methyl-5-vinylphenanthrene)

3D PDB for NP0028372 (2,7-dihydroxy-1-methyl-5-vinylphenanthrene)

SMILES for NP0028372 (2,7-dihydroxy-1-methyl-5-vinylphenanthrene)

INCHI for NP0028372 (2,7-dihydroxy-1-methyl-5-vinylphenanthrene)

Structure for NP0028372 (2,7-dihydroxy-1-methyl-5-vinylphenanthrene)

3D Structure for NP0028372 (2,7-dihydroxy-1-methyl-5-vinylphenanthrene)