NP-MRD: Showing NP-Card for juncuenin A (NP0034564)

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Record Information

Version

2.0

Created at

2021-06-20 18:15:27 UTC

Updated at

2021-06-30 00:05:02 UTC

NP-MRD ID

NP0034564

Secondary Accession Numbers

None

Natural Product Identification

Common Name

juncuenin A

Provided By

JEOL Database JEOL Logo

Description

6-Ethenyl-1,7-dimethyl-9,10-dihydrophenanthren-2-ol 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 A is found in Juncus setchuensis. juncuenin A was first documented in 2009 (Wang, X. -Y., et al.). Based on a literature review very few articles have been published on 6-ethenyl-1,7-dimethyl-9,10-dihydrophenanthren-2-ol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202120153D          

 37 39  0  0  0  0            999 V2000
    3.3946   -2.9420   -1.5212 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7012   -1.9893   -2.1574 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1555   -0.8014   -1.4826 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3421   -0.9662   -0.3447 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7650    0.1246    0.3295 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0533    1.4132   -0.1592 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8394    1.5890   -1.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3973    0.4913   -1.9778 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2406    0.7312   -3.2007 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4593    2.6102    0.5379 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3819    2.3884    2.0496 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3049    1.0805    2.3965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1060   -0.0252    1.5250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7672   -1.2274    1.8262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5677   -1.3523    2.9624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7133   -0.2738    3.8275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4968   -0.4031    4.9406 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0769    0.9473    3.5782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2508    2.1004    4.5315 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6025   -2.8909   -0.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7854   -3.7956   -2.0658 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5319   -2.0602   -3.2284 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1686   -1.9768    0.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0214    2.5961   -1.6790 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7502    0.3166   -4.0872 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2290    0.2758   -3.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3964    1.8008   -3.3780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5427    2.7869    0.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0599    3.5067    0.3435 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3890    2.3708    2.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1514    3.2433    2.4780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6867   -2.0886    1.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0658   -2.2979    3.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8604   -1.3028    4.9653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2897    2.5874    4.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9512    2.8297    4.1127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6332    1.7827    5.5064 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 14  1  0  0  0  0
 14 13  2  0  0  0  0
  5  6  1  0  0  0  0
 13 12  1  0  0  0  0
  6  7  2  0  0  0  0
 18 16  1  0  0  0  0
  7  8  1  0  0  0  0
 12 18  2  0  0  0  0
  8  3  2  0  0  0  0
 16 15  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  3  2  1  0  0  0  0
 13  5  1  0  0  0  0
  2  1  2  3  0  0  0
 12 11  1  0  0  0  0
  8  9  1  0  0  0  0
 11 10  1  0  0  0  0
 18 19  1  0  0  0  0
 10  6  1  0  0  0  0
 16 17  1  0  0  0  0
 15 33  1  0  0  0  0
 14 32  1  0  0  0  0
 11 30  1  0  0  0  0
 11 31  1  0  0  0  0
 10 28  1  0  0  0  0
 10 29  1  0  0  0  0
  7 24  1  0  0  0  0
  4 23  1  0  0  0  0
  2 22  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  9 25  1  0  0  0  0
  9 26  1  0  0  0  0
  9 27  1  0  0  0  0
 19 35  1  0  0  0  0
 19 36  1  0  0  0  0
 19 37  1  0  0  0  0
 17 34  1  0  0  0  0
M  END

     RDKit          3D

 37 39  0  0  0  0  0  0  0  0999 V2000
    3.3946   -2.9420   -1.5212 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7012   -1.9893   -2.1574 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1555   -0.8014   -1.4826 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3421   -0.9662   -0.3447 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7650    0.1246    0.3295 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0533    1.4132   -0.1592 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8394    1.5890   -1.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3973    0.4913   -1.9778 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2406    0.7312   -3.2007 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4593    2.6102    0.5379 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3819    2.3884    2.0496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3049    1.0805    2.3965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1060   -0.0252    1.5250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7672   -1.2274    1.8262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5677   -1.3523    2.9624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7133   -0.2738    3.8275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4968   -0.4031    4.9406 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0769    0.9473    3.5782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2508    2.1004    4.5315 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6025   -2.8909   -0.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7854   -3.7956   -2.0658 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5319   -2.0602   -3.2284 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1686   -1.9768    0.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0214    2.5961   -1.6790 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7502    0.3166   -4.0872 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2290    0.2758   -3.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3964    1.8008   -3.3780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5427    2.7869    0.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0599    3.5067    0.3435 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3890    2.3708    2.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1514    3.2433    2.4780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6867   -2.0886    1.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0658   -2.2979    3.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8604   -1.3028    4.9653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2897    2.5874    4.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9512    2.8297    4.1127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6332    1.7827    5.5064 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 14  1  0
 14 13  2  0
  5  6  1  0
 13 12  1  0
  6  7  2  0
 18 16  1  0
  7  8  1  0
 12 18  2  0
  8  3  2  0
 16 15  2  0
  3  4  1  0
  4  5  2  0
  3  2  1  0
 13  5  1  0
  2  1  2  3
 12 11  1  0
  8  9  1  0
 11 10  1  0
 18 19  1  0
 10  6  1  0
 16 17  1  0
 15 33  1  0
 14 32  1  0
 11 30  1  0
 11 31  1  0
 10 28  1  0
 10 29  1  0
  7 24  1  0
  4 23  1  0
  2 22  1  0
  1 20  1  0
  1 21  1  0
  9 25  1  0
  9 26  1  0
  9 27  1  0
 19 35  1  0
 19 36  1  0
 19 37  1  0
 17 34  1  0
M  END


  Mrv1652306202120153D          

 37 39  0  0  0  0            999 V2000
    3.3946   -2.9420   -1.5212 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7012   -1.9893   -2.1574 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1555   -0.8014   -1.4826 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3421   -0.9662   -0.3447 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7650    0.1246    0.3295 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0533    1.4132   -0.1592 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8394    1.5890   -1.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3973    0.4913   -1.9778 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2406    0.7312   -3.2007 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4593    2.6102    0.5379 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3819    2.3884    2.0496 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3049    1.0805    2.3965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1060   -0.0252    1.5250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7672   -1.2274    1.8262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5677   -1.3523    2.9624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7133   -0.2738    3.8275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4968   -0.4031    4.9406 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0769    0.9473    3.5782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2508    2.1004    4.5315 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6025   -2.8909   -0.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7854   -3.7956   -2.0658 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5319   -2.0602   -3.2284 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1686   -1.9768    0.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0214    2.5961   -1.6790 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7502    0.3166   -4.0872 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2290    0.2758   -3.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3964    1.8008   -3.3780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5427    2.7869    0.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0599    3.5067    0.3435 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3890    2.3708    2.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1514    3.2433    2.4780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6867   -2.0886    1.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0658   -2.2979    3.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8604   -1.3028    4.9653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2897    2.5874    4.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9512    2.8297    4.1127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6332    1.7827    5.5064 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 14  1  0  0  0  0
 14 13  2  0  0  0  0
  5  6  1  0  0  0  0
 13 12  1  0  0  0  0
  6  7  2  0  0  0  0
 18 16  1  0  0  0  0
  7  8  1  0  0  0  0
 12 18  2  0  0  0  0
  8  3  2  0  0  0  0
 16 15  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  3  2  1  0  0  0  0
 13  5  1  0  0  0  0
  2  1  2  3  0  0  0
 12 11  1  0  0  0  0
  8  9  1  0  0  0  0
 11 10  1  0  0  0  0
 18 19  1  0  0  0  0
 10  6  1  0  0  0  0
 16 17  1  0  0  0  0
 15 33  1  0  0  0  0
 14 32  1  0  0  0  0
 11 30  1  0  0  0  0
 11 31  1  0  0  0  0
 10 28  1  0  0  0  0
 10 29  1  0  0  0  0
  7 24  1  0  0  0  0
  4 23  1  0  0  0  0
  2 22  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  9 25  1  0  0  0  0
  9 26  1  0  0  0  0
  9 27  1  0  0  0  0
 19 35  1  0  0  0  0
 19 36  1  0  0  0  0
 19 37  1  0  0  0  0
 17 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0034564

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C2C3=C([H])C(C([H])=C([H])[H])=C(C([H])=C3C([H])([H])C([H])([H])C2=C1C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H18O/c1-4-13-10-17-14(9-11(13)2)5-6-15-12(3)18(19)8-7-16(15)17/h4,7-10,19H,1,5-6H2,2-3H3

> <INCHI_KEY>
ZKHJYNKTVQGQSJ-UHFFFAOYSA-N

> <FORMULA>
C18H18O

> <MOLECULAR_WEIGHT>
250.341

> <EXACT_MASS>
250.1357652

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
30.16837647568106

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-ethenyl-1,7-dimethyl-9,10-dihydrophenanthren-2-ol

> <ALOGPS_LOGP>
4.82

> <JCHEM_LOGP>
5.643567579

> <ALOGPS_LOGS>
-5.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.354820221688378

> <JCHEM_PKA_STRONGEST_BASIC>
-5.468842181091959

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
81.22399999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.11e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-ethenyl-1,7-dimethyl-9,10-dihydrophenanthren-2-ol

> <JCHEM_VEBER_RULE>
1

$$$$

     RDKit          3D

 37 39  0  0  0  0  0  0  0  0999 V2000
    3.3946   -2.9420   -1.5212 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7012   -1.9893   -2.1574 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1555   -0.8014   -1.4826 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3421   -0.9662   -0.3447 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7650    0.1246    0.3295 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0533    1.4132   -0.1592 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8394    1.5890   -1.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3973    0.4913   -1.9778 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2406    0.7312   -3.2007 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4593    2.6102    0.5379 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3819    2.3884    2.0496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3049    1.0805    2.3965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1060   -0.0252    1.5250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7672   -1.2274    1.8262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5677   -1.3523    2.9624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7133   -0.2738    3.8275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4968   -0.4031    4.9406 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0769    0.9473    3.5782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2508    2.1004    4.5315 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6025   -2.8909   -0.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7854   -3.7956   -2.0658 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5319   -2.0602   -3.2284 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1686   -1.9768    0.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0214    2.5961   -1.6790 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7502    0.3166   -4.0872 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2290    0.2758   -3.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3964    1.8008   -3.3780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5427    2.7869    0.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0599    3.5067    0.3435 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3890    2.3708    2.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1514    3.2433    2.4780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6867   -2.0886    1.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0658   -2.2979    3.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8604   -1.3028    4.9653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2897    2.5874    4.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9512    2.8297    4.1127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6332    1.7827    5.5064 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 14  1  0
 14 13  2  0
  5  6  1  0
 13 12  1  0
  6  7  2  0
 18 16  1  0
  7  8  1  0
 12 18  2  0
  8  3  2  0
 16 15  2  0
  3  4  1  0
  4  5  2  0
  3  2  1  0
 13  5  1  0
  2  1  2  3
 12 11  1  0
  8  9  1  0
 11 10  1  0
 18 19  1  0
 10  6  1  0
 16 17  1  0
 15 33  1  0
 14 32  1  0
 11 30  1  0
 11 31  1  0
 10 28  1  0
 10 29  1  0
  7 24  1  0
  4 23  1  0
  2 22  1  0
  1 20  1  0
  1 21  1  0
  9 25  1  0
  9 26  1  0
  9 27  1  0
 19 35  1  0
 19 36  1  0
 19 37  1  0
 17 34  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       3.395  -2.942  -1.521  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.701  -1.989  -2.157  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.155  -0.801  -1.483  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.342  -0.966  -0.345  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.765   0.125   0.330  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.053   1.413  -0.159  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.839   1.589  -1.308  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.397   0.491  -1.978  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.241   0.731  -3.201  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.459   2.610   0.538  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.382   2.388   2.050  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.305   1.081   2.397  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.106  -0.025   1.525  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.767  -1.227   1.826  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.568  -1.352   2.962  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.713  -0.274   3.828  0.00  0.00           C+0
HETATM   17  O   UNK     0      -2.497  -0.403   4.941  0.00  0.00           O+0
HETATM   18  C   UNK     0      -1.077   0.947   3.578  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.251   2.100   4.532  0.00  0.00           C+0
HETATM   20  H   UNK     0       3.603  -2.891  -0.457  0.00  0.00           H+0
HETATM   21  H   UNK     0       3.785  -3.796  -2.066  0.00  0.00           H+0
HETATM   22  H   UNK     0       2.532  -2.060  -3.228  0.00  0.00           H+0
HETATM   23  H   UNK     0       1.169  -1.977   0.016  0.00  0.00           H+0
HETATM   24  H   UNK     0       2.021   2.596  -1.679  0.00  0.00           H+0
HETATM   25  H   UNK     0       2.750   0.317  -4.087  0.00  0.00           H+0
HETATM   26  H   UNK     0       4.229   0.276  -3.081  0.00  0.00           H+0
HETATM   27  H   UNK     0       3.396   1.801  -3.378  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.543   2.787   0.127  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.060   3.507   0.344  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.389   2.371   2.485  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.151   3.243   2.478  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.687  -2.089   1.169  0.00  0.00           H+0
HETATM   33  H   UNK     0      -2.066  -2.298   3.152  0.00  0.00           H+0
HETATM   34  H   UNK     0      -2.860  -1.303   4.965  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.290   2.587   4.727  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.951   2.830   4.113  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.633   1.783   5.506  0.00  0.00           H+0
CONECT    1    2   20   21                                                  
CONECT    2    3    1   22                                                  
CONECT    3    8    4    2                                                  
CONECT    4    3    5   23                                                  
CONECT    5    6    4   13                                                  
CONECT    6    5    7   10                                                  
CONECT    7    6    8   24                                                  
CONECT    8    7    3    9                                                  
CONECT    9    8   25   26   27                                             
CONECT   10   11    6   28   29                                             
CONECT   11   12   10   30   31                                             
CONECT   12   13   18   11                                                  
CONECT   13   14   12    5                                                  
CONECT   14   15   13   32                                                  
CONECT   15   14   16   33                                                  
CONECT   16   18   15   17                                                  
CONECT   17   16   34                                                       
CONECT   18   16   12   19                                                  
CONECT   19   18   35   36   37                                             
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    2                                                            
CONECT   23    4                                                            
CONECT   24    7                                                            
CONECT   25    9                                                            
CONECT   26    9                                                            
CONECT   27    9                                                            
CONECT   28   10                                                            
CONECT   29   10                                                            
CONECT   30   11                                                            
CONECT   31   11                                                            
CONECT   32   14                                                            
CONECT   33   15                                                            
CONECT   34   17                                                            
CONECT   35   19                                                            
CONECT   36   19                                                            
CONECT   37   19                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   78    0
END

RDKit          3D

37 39  0  0  0  0  0  0  0  0999 V2000
    3.3946   -2.9420   -1.5212 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7012   -1.9893   -2.1574 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1555   -0.8014   -1.4826 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3421   -0.9662   -0.3447 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7650    0.1246    0.3295 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0533    1.4132   -0.1592 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8394    1.5890   -1.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3973    0.4913   -1.9778 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2406    0.7312   -3.2007 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4593    2.6102    0.5379 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3819    2.3884    2.0496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3049    1.0805    2.3965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1060   -0.0252    1.5250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7672   -1.2274    1.8262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5677   -1.3523    2.9624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7133   -0.2738    3.8275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4968   -0.4031    4.9406 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0769    0.9473    3.5782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2508    2.1004    4.5315 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6025   -2.8909   -0.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7854   -3.7956   -2.0658 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5319   -2.0602   -3.2284 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1686   -1.9768    0.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0214    2.5961   -1.6790 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7502    0.3166   -4.0872 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2290    0.2758   -3.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3964    1.8008   -3.3780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5427    2.7869    0.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0599    3.5067    0.3435 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3890    2.3708    2.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1514    3.2433    2.4780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6867   -2.0886    1.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0658   -2.2979    3.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8604   -1.3028    4.9653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2897    2.5874    4.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9512    2.8297    4.1127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6332    1.7827    5.5064 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 14  1  0
 14 13  2  0
  5  6  1  0
 13 12  1  0
  6  7  2  0
 18 16  1  0
  7  8  1  0
 12 18  2  0
  8  3  2  0
 16 15  2  0
  3  4  1  0
  4  5  2  0
  3  2  1  0
 13  5  1  0
  2  1  2  3
 12 11  1  0
  8  9  1  0
 11 10  1  0
 18 19  1  0
 10  6  1  0
 16 17  1  0
 15 33  1  0
 14 32  1  0
 11 30  1  0
 11 31  1  0
 10 28  1  0
 10 29  1  0
  7 24  1  0
  4 23  1  0
  2 22  1  0
  1 20  1  0
  1 21  1  0
  9 25  1  0
  9 26  1  0
  9 27  1  0
 19 35  1  0
 19 36  1  0
 19 37  1  0
 17 34  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₈O

Average Mass

250.3410 Da

Monoisotopic Mass

250.13577 Da

IUPAC Name

6-ethenyl-1,7-dimethyl-9,10-dihydrophenanthren-2-ol

Traditional Name

6-ethenyl-1,7-dimethyl-9,10-dihydrophenanthren-2-ol

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C2C3=C([H])C(C([H])=C([H])[H])=C(C([H])=C3C([H])([H])C([H])([H])C2=C1C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C18H18O/c1-4-13-10-17-14(9-11(13)2)5-6-15-12(3)18(19)8-7-16(15)17/h4,7-10,19H,1,5-6H2,2-3H3

InChI Key

ZKHJYNKTVQGQSJ-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, 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
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	4.82	ALOGPS
logP	5.64	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	10.35	ChemAxon
pKa (Strongest Basic)	-5.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	81.22 m³·mol⁻¹	ChemAxon
Polarizability	30.17 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	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

76761026

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44178765

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 A (NP0034564)

MOL for NP0034564 (juncuenin A)

3D MOL for NP0034564 (juncuenin A)

3D SDF for NP0034564 (juncuenin A)

3D-SDF for NP0034564 (juncuenin A)

PDB for NP0034564 (juncuenin A)

3D PDB for NP0034564 (juncuenin A)

SMILES for NP0034564 (juncuenin A)

INCHI for NP0034564 (juncuenin A)

Structure for NP0034564 (juncuenin A)

3D Structure for NP0034564 (juncuenin A)