NP-MRD: Showing NP-Card for juncuenin C (NP0034566)

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Record Information

Version

2.0

Created at

2021-06-20 18:15:34 UTC

Updated at

2021-06-30 00:05:03 UTC

NP-MRD ID

NP0034566

Secondary Accession Numbers

None

Natural Product Identification

Common Name

juncuenin C

Provided By

JEOL Database JEOL Logo

Description

1-Ethenyl-3,7-dihydroxy-8-methyl-9,10-dihydrophenanthrene-2-carboxylic acid belongs to the class of organic compounds known as hydrophenanthrenes. These are a phenanthrene derivative where at least one ring CC bond is substituted by hydrogenation. juncuenin C is found in Juncus setchuensis. juncuenin C was first documented in 2009 (Wang, X. -Y., et al.). Based on a literature review very few articles have been published on 1-ethenyl-3,7-dihydroxy-8-methyl-9,10-dihydrophenanthrene-2-carboxylic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202120153D          

 38 40  0  0  0  0            999 V2000
    3.2836    0.2350    2.8319 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8962    1.2484    2.0471 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1914    1.0236    0.7742 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8123    0.6723    0.7884 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1315    0.3327   -0.4074 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8432    0.4253   -1.6116 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1864    0.8018   -1.6375 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7505    0.8389   -2.8875 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8786    1.1108   -0.4575 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3010    1.5639   -0.5024 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9074    2.2249    0.3180 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9327    1.1602   -1.6289 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2936   -0.0915   -0.3588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8888   -0.8416   -1.3875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2321   -1.2153   -1.3328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0111   -0.8348   -0.2465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3274   -1.2007   -0.1986 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4708   -0.0877    0.8059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3352    0.3118    1.9730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0934    0.2454    0.7636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4350    1.0182    1.8859 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0236    0.5995    2.0827 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0839   -0.8015    2.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8226    0.4303    3.7537 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1233    2.2793    2.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3613    0.2194   -2.5640 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7201    0.9275   -2.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8470    1.4968   -1.4879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3106   -1.1672   -2.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6482   -1.8001   -2.1473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5431   -1.7034   -1.0005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1172   -0.3259    2.8354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1619    1.3595    2.2402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4033    0.2287    1.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4978    2.0881    1.6498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9519    0.8564    2.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0772   -0.4297    2.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4473    1.2591    2.8473 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 20  2  0  0  0  0
  4  3  2  0  0  0  0
 18 16  2  0  0  0  0
  3  9  1  0  0  0  0
 20 18  1  0  0  0  0
  9  7  2  0  0  0  0
 16 15  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  2  0  0  0  0
  9 10  1  0  0  0  0
 13  5  1  0  0  0  0
 18 19  1  0  0  0  0
 20 21  1  0  0  0  0
 16 17  1  0  0  0  0
 21 22  1  0  0  0  0
  3  2  1  0  0  0  0
 22  4  1  0  0  0  0
  2  1  2  3  0  0  0
 15 14  2  0  0  0  0
  7  8  1  0  0  0  0
 14 13  1  0  0  0  0
 10 12  1  0  0  0  0
  5  4  1  0  0  0  0
 10 11  2  0  0  0  0
 15 30  1  0  0  0  0
 14 29  1  0  0  0  0
 21 35  1  0  0  0  0
 21 36  1  0  0  0  0
 22 37  1  0  0  0  0
 22 38  1  0  0  0  0
  6 26  1  0  0  0  0
 19 32  1  0  0  0  0
 19 33  1  0  0  0  0
 19 34  1  0  0  0  0
 17 31  1  0  0  0  0
  2 25  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  8 27  1  0  0  0  0
 12 28  1  0  0  0  0
M  END

     RDKit          3D

 38 40  0  0  0  0  0  0  0  0999 V2000
    3.2836    0.2350    2.8319 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8962    1.2484    2.0471 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1914    1.0236    0.7742 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8123    0.6723    0.7884 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1315    0.3327   -0.4074 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8432    0.4253   -1.6116 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1864    0.8018   -1.6375 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7505    0.8389   -2.8875 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8786    1.1108   -0.4575 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3010    1.5639   -0.5024 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9074    2.2249    0.3180 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9327    1.1602   -1.6289 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2936   -0.0915   -0.3588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8888   -0.8416   -1.3875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2321   -1.2153   -1.3328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0111   -0.8348   -0.2465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3274   -1.2007   -0.1986 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4708   -0.0877    0.8059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3352    0.3118    1.9730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0934    0.2454    0.7636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4350    1.0182    1.8859 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0236    0.5995    2.0827 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0839   -0.8015    2.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8226    0.4303    3.7537 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1233    2.2793    2.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3613    0.2194   -2.5640 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7201    0.9275   -2.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8470    1.4968   -1.4879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3106   -1.1672   -2.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6482   -1.8001   -2.1473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5431   -1.7034   -1.0005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1172   -0.3259    2.8354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1619    1.3595    2.2402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4033    0.2287    1.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4978    2.0881    1.6498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9519    0.8564    2.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0772   -0.4297    2.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4473    1.2591    2.8473 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 20  2  0
  4  3  2  0
 18 16  2  0
  3  9  1  0
 20 18  1  0
  9  7  2  0
 16 15  1  0
  7  6  1  0
  6  5  2  0
  9 10  1  0
 13  5  1  0
 18 19  1  0
 20 21  1  0
 16 17  1  0
 21 22  1  0
  3  2  1  0
 22  4  1  0
  2  1  2  3
 15 14  2  0
  7  8  1  0
 14 13  1  0
 10 12  1  0
  5  4  1  0
 10 11  2  0
 15 30  1  0
 14 29  1  0
 21 35  1  0
 21 36  1  0
 22 37  1  0
 22 38  1  0
  6 26  1  0
 19 32  1  0
 19 33  1  0
 19 34  1  0
 17 31  1  0
  2 25  1  0
  1 23  1  0
  1 24  1  0
  8 27  1  0
 12 28  1  0
M  END


  Mrv1652306202120153D          

 38 40  0  0  0  0            999 V2000
    3.2836    0.2350    2.8319 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8962    1.2484    2.0471 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1914    1.0236    0.7742 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8123    0.6723    0.7884 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1315    0.3327   -0.4074 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8432    0.4253   -1.6116 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1864    0.8018   -1.6375 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7505    0.8389   -2.8875 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8786    1.1108   -0.4575 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3010    1.5639   -0.5024 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9074    2.2249    0.3180 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9327    1.1602   -1.6289 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2936   -0.0915   -0.3588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8888   -0.8416   -1.3875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2321   -1.2153   -1.3328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0111   -0.8348   -0.2465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3274   -1.2007   -0.1986 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4708   -0.0877    0.8059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3352    0.3118    1.9730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0934    0.2454    0.7636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4350    1.0182    1.8859 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0236    0.5995    2.0827 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0839   -0.8015    2.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8226    0.4303    3.7537 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1233    2.2793    2.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3613    0.2194   -2.5640 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7201    0.9275   -2.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8470    1.4968   -1.4879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3106   -1.1672   -2.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6482   -1.8001   -2.1473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5431   -1.7034   -1.0005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1172   -0.3259    2.8354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1619    1.3595    2.2402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4033    0.2287    1.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4978    2.0881    1.6498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9519    0.8564    2.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0772   -0.4297    2.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4473    1.2591    2.8473 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 20  2  0  0  0  0
  4  3  2  0  0  0  0
 18 16  2  0  0  0  0
  3  9  1  0  0  0  0
 20 18  1  0  0  0  0
  9  7  2  0  0  0  0
 16 15  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  2  0  0  0  0
  9 10  1  0  0  0  0
 13  5  1  0  0  0  0
 18 19  1  0  0  0  0
 20 21  1  0  0  0  0
 16 17  1  0  0  0  0
 21 22  1  0  0  0  0
  3  2  1  0  0  0  0
 22  4  1  0  0  0  0
  2  1  2  3  0  0  0
 15 14  2  0  0  0  0
  7  8  1  0  0  0  0
 14 13  1  0  0  0  0
 10 12  1  0  0  0  0
  5  4  1  0  0  0  0
 10 11  2  0  0  0  0
 15 30  1  0  0  0  0
 14 29  1  0  0  0  0
 21 35  1  0  0  0  0
 21 36  1  0  0  0  0
 22 37  1  0  0  0  0
 22 38  1  0  0  0  0
  6 26  1  0  0  0  0
 19 32  1  0  0  0  0
 19 33  1  0  0  0  0
 19 34  1  0  0  0  0
 17 31  1  0  0  0  0
  2 25  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  8 27  1  0  0  0  0
 12 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0034566

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C1=C(O[H])C([H])=C2C3=C(C(=C(O[H])C([H])=C3[H])C([H])([H])[H])C([H])([H])C([H])([H])C2=C1C([H])=C([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H16O4/c1-3-10-12-5-4-11-9(2)15(19)7-6-13(11)14(12)8-16(20)17(10)18(21)22/h3,6-8,19-20H,1,4-5H2,2H3,(H,21,22)

> <INCHI_KEY>
DHTDQIZTXZNGCV-UHFFFAOYSA-N

> <FORMULA>
C18H16O4

> <MOLECULAR_WEIGHT>
296.322

> <EXACT_MASS>
296.104858995

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
32.00640685081686

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-ethenyl-3,7-dihydroxy-8-methyl-9,10-dihydrophenanthrene-2-carboxylic acid

> <ALOGPS_LOGP>
3.27

> <JCHEM_LOGP>
5.134163776

> <ALOGPS_LOGS>
-3.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.326643489990518

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.541096888705947

> <JCHEM_PKA_STRONGEST_BASIC>
-5.4742762562609935

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
85.4199

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.25e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-ethenyl-3,7-dihydroxy-8-methyl-9,10-dihydrophenanthrene-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 38 40  0  0  0  0  0  0  0  0999 V2000
    3.2836    0.2350    2.8319 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8962    1.2484    2.0471 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1914    1.0236    0.7742 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8123    0.6723    0.7884 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1315    0.3327   -0.4074 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8432    0.4253   -1.6116 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1864    0.8018   -1.6375 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7505    0.8389   -2.8875 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8786    1.1108   -0.4575 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3010    1.5639   -0.5024 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9074    2.2249    0.3180 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9327    1.1602   -1.6289 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2936   -0.0915   -0.3588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8888   -0.8416   -1.3875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2321   -1.2153   -1.3328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0111   -0.8348   -0.2465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3274   -1.2007   -0.1986 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4708   -0.0877    0.8059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3352    0.3118    1.9730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0934    0.2454    0.7636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4350    1.0182    1.8859 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0236    0.5995    2.0827 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0839   -0.8015    2.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8226    0.4303    3.7537 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1233    2.2793    2.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3613    0.2194   -2.5640 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7201    0.9275   -2.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8470    1.4968   -1.4879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3106   -1.1672   -2.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6482   -1.8001   -2.1473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5431   -1.7034   -1.0005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1172   -0.3259    2.8354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1619    1.3595    2.2402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4033    0.2287    1.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4978    2.0881    1.6498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9519    0.8564    2.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0772   -0.4297    2.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4473    1.2591    2.8473 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 20  2  0
  4  3  2  0
 18 16  2  0
  3  9  1  0
 20 18  1  0
  9  7  2  0
 16 15  1  0
  7  6  1  0
  6  5  2  0
  9 10  1  0
 13  5  1  0
 18 19  1  0
 20 21  1  0
 16 17  1  0
 21 22  1  0
  3  2  1  0
 22  4  1  0
  2  1  2  3
 15 14  2  0
  7  8  1  0
 14 13  1  0
 10 12  1  0
  5  4  1  0
 10 11  2  0
 15 30  1  0
 14 29  1  0
 21 35  1  0
 21 36  1  0
 22 37  1  0
 22 38  1  0
  6 26  1  0
 19 32  1  0
 19 33  1  0
 19 34  1  0
 17 31  1  0
  2 25  1  0
  1 23  1  0
  1 24  1  0
  8 27  1  0
 12 28  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       3.284   0.235   2.832  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.896   1.248   2.047  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.191   1.024   0.774  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.812   0.672   0.788  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.132   0.333  -0.407  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.843   0.425  -1.612  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.186   0.802  -1.638  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.751   0.839  -2.888  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.879   1.111  -0.458  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.301   1.564  -0.502  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.907   2.225   0.318  0.00  0.00           O+0
HETATM   12  O   UNK     0       4.933   1.160  -1.629  0.00  0.00           O+0
HETATM   13  C   UNK     0      -1.294  -0.092  -0.359  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.889  -0.842  -1.387  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.232  -1.215  -1.333  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.011  -0.835  -0.247  0.00  0.00           C+0
HETATM   17  O   UNK     0      -5.327  -1.201  -0.199  0.00  0.00           O+0
HETATM   18  C   UNK     0      -3.471  -0.088   0.806  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.335   0.312   1.973  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.093   0.245   0.764  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.435   1.018   1.886  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.024   0.600   2.083  0.00  0.00           C+0
HETATM   23  H   UNK     0       3.084  -0.802   2.578  0.00  0.00           H+0
HETATM   24  H   UNK     0       3.823   0.430   3.754  0.00  0.00           H+0
HETATM   25  H   UNK     0       3.123   2.279   2.308  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.361   0.219  -2.564  0.00  0.00           H+0
HETATM   27  H   UNK     0       3.720   0.928  -2.771  0.00  0.00           H+0
HETATM   28  H   UNK     0       5.847   1.497  -1.488  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.311  -1.167  -2.248  0.00  0.00           H+0
HETATM   30  H   UNK     0      -3.648  -1.800  -2.147  0.00  0.00           H+0
HETATM   31  H   UNK     0      -5.543  -1.703  -1.000  0.00  0.00           H+0
HETATM   32  H   UNK     0      -4.117  -0.326   2.835  0.00  0.00           H+0
HETATM   33  H   UNK     0      -4.162   1.359   2.240  0.00  0.00           H+0
HETATM   34  H   UNK     0      -5.403   0.229   1.750  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.498   2.088   1.650  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.952   0.856   2.837  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.077  -0.430   2.460  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.447   1.259   2.847  0.00  0.00           H+0
CONECT    1    2   23   24                                                  
CONECT    2    3    1   25                                                  
CONECT    3    4    9    2                                                  
CONECT    4    3   22    5                                                  
CONECT    5    6   13    4                                                  
CONECT    6    7    5   26                                                  
CONECT    7    9    6    8                                                  
CONECT    8    7   27                                                       
CONECT    9    3    7   10                                                  
CONECT   10    9   12   11                                                  
CONECT   11   10                                                            
CONECT   12   10   28                                                       
CONECT   13   20    5   14                                                  
CONECT   14   15   13   29                                                  
CONECT   15   16   14   30                                                  
CONECT   16   18   15   17                                                  
CONECT   17   16   31                                                       
CONECT   18   16   20   19                                                  
CONECT   19   18   32   33   34                                             
CONECT   20   13   18   21                                                  
CONECT   21   20   22   35   36                                             
CONECT   22   21    4   37   38                                             
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    2                                                            
CONECT   26    6                                                            
CONECT   27    8                                                            
CONECT   28   12                                                            
CONECT   29   14                                                            
CONECT   30   15                                                            
CONECT   31   17                                                            
CONECT   32   19                                                            
CONECT   33   19                                                            
CONECT   34   19                                                            
CONECT   35   21                                                            
CONECT   36   21                                                            
CONECT   37   22                                                            
CONECT   38   22                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   80    0
END

RDKit          3D

38 40  0  0  0  0  0  0  0  0999 V2000
    3.2836    0.2350    2.8319 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8962    1.2484    2.0471 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1914    1.0236    0.7742 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8123    0.6723    0.7884 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1315    0.3327   -0.4074 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8432    0.4253   -1.6116 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1864    0.8018   -1.6375 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7505    0.8389   -2.8875 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8786    1.1108   -0.4575 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3010    1.5639   -0.5024 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9074    2.2249    0.3180 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9327    1.1602   -1.6289 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2936   -0.0915   -0.3588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8888   -0.8416   -1.3875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2321   -1.2153   -1.3328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0111   -0.8348   -0.2465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3274   -1.2007   -0.1986 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4708   -0.0877    0.8059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3352    0.3118    1.9730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0934    0.2454    0.7636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4350    1.0182    1.8859 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0236    0.5995    2.0827 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0839   -0.8015    2.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8226    0.4303    3.7537 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1233    2.2793    2.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3613    0.2194   -2.5640 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7201    0.9275   -2.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8470    1.4968   -1.4879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3106   -1.1672   -2.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6482   -1.8001   -2.1473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5431   -1.7034   -1.0005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1172   -0.3259    2.8354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1619    1.3595    2.2402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4033    0.2287    1.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4978    2.0881    1.6498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9519    0.8564    2.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0772   -0.4297    2.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4473    1.2591    2.8473 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 20  2  0
  4  3  2  0
 18 16  2  0
  3  9  1  0
 20 18  1  0
  9  7  2  0
 16 15  1  0
  7  6  1  0
  6  5  2  0
  9 10  1  0
 13  5  1  0
 18 19  1  0
 20 21  1  0
 16 17  1  0
 21 22  1  0
  3  2  1  0
 22  4  1  0
  2  1  2  3
 15 14  2  0
  7  8  1  0
 14 13  1  0
 10 12  1  0
  5  4  1  0
 10 11  2  0
 15 30  1  0
 14 29  1  0
 21 35  1  0
 21 36  1  0
 22 37  1  0
 22 38  1  0
  6 26  1  0
 19 32  1  0
 19 33  1  0
 19 34  1  0
 17 31  1  0
  2 25  1  0
  1 23  1  0
  1 24  1  0
  8 27  1  0
 12 28  1  0
M  END

View in JSmol

Synonyms

Value	Source
1-Ethenyl-3,7-dihydroxy-8-methyl-9,10-dihydrophenanthrene-2-carboxylate	Generator

Chemical Formula

C₁₈H₁₆O₄

Average Mass

296.3220 Da

Monoisotopic Mass

296.10486 Da

IUPAC Name

1-ethenyl-3,7-dihydroxy-8-methyl-9,10-dihydrophenanthrene-2-carboxylic acid

Traditional Name

1-ethenyl-3,7-dihydroxy-8-methyl-9,10-dihydrophenanthrene-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)C1=C(O[H])C([H])=C2C3=C(C(=C(O[H])C([H])=C3[H])C([H])([H])[H])C([H])([H])C([H])([H])C2=C1C([H])=C([H])[H]

InChI Identifier

InChI=1S/C18H16O4/c1-3-10-12-5-4-11-9(2)15(19)7-6-13(11)14(12)8-16(20)17(10)18(21)22/h3,6-8,19-20H,1,4-5H2,2H3,(H,21,22)

InChI Key

DHTDQIZTXZNGCV-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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, 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 setchuensis	JEOL database	Wang, X. -Y., et al, J. Nat. Prod. 72, 1209 (2009)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydrophenanthrenes. These are a phenanthrene derivative where at least one ring CC bond is substituted by hydrogenation.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Hydrophenanthrenes

Direct Parent

Hydrophenanthrenes

Alternative Parents

Substituents

Hydrophenanthrene
2-naphthalenecarboxylic acid
2-naphthalenecarboxylic acid or derivatives
2-naphthol
Hydroxybenzoic acid
Salicylic acid or derivatives
Naphthalene
Styrene
1-hydroxy-2-unsubstituted benzenoid
Phenol
Vinylogous acid
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
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	3.27	ALOGPS
logP	5.13	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	2.54	ChemAxon
pKa (Strongest Basic)	-5.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	85.42 m³·mol⁻¹	ChemAxon
Polarizability	32.01 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

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

44178855

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Wang, X. -Y., et al. (2009). Wang, X. -Y., et al, J. Nat. Prod. 72, 1209 (2009). J. Nat. Prod..

Showing NP-Card for juncuenin C (NP0034566)

MOL for NP0034566 (juncuenin C)

3D MOL for NP0034566 (juncuenin C)

3D SDF for NP0034566 (juncuenin C)

3D-SDF for NP0034566 (juncuenin C)

PDB for NP0034566 (juncuenin C)

3D PDB for NP0034566 (juncuenin C)

SMILES for NP0034566 (juncuenin C)

INCHI for NP0034566 (juncuenin C)

Structure for NP0034566 (juncuenin C)

3D Structure for NP0034566 (juncuenin C)