NP-MRD: Showing NP-Card for 1,7-bis(4-hydroxyphenyl)-2,4,6-heptatrienone (NP0028005)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-19 20:00:42 UTC

Updated at

2021-06-29 23:54:30 UTC

NP-MRD ID

NP0028005

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1,7-bis(4-hydroxyphenyl)-2,4,6-heptatrienone

Provided By

JEOL Database JEOL Logo

Description

1,7-Bis-(4-hydroxyphenyl)-2,4,6-heptatrienone is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. 1,7-bis(4-hydroxyphenyl)-2,4,6-heptatrienone is found in Etlingera elatior. 1,7-bis(4-hydroxyphenyl)-2,4,6-heptatrienone was first documented in 2005 (PMID: 15730265). Based on a literature review very few articles have been published on 1,7-bis-(4-hydroxyphenyl)-2,4,6-heptatrienone (PMID: 22605941).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192122003D          

 38 39  0  0  0  0            999 V2000
   -4.4255    3.5051   -1.5663 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9624    3.0709   -2.6162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8909    2.0373   -2.6358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2637    1.7106   -1.4962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2232    0.7077   -1.4305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5968    0.3872   -0.2882 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4440   -0.6153   -0.2173 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0758   -0.9248    0.9258 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1405   -1.9329    1.0242 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0751   -3.1563    0.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0941   -4.1016    0.4851 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1747   -3.8310    1.3146 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1461   -4.7810    1.4233 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2529   -2.6306    2.0116 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2318   -1.6861    1.8693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5007    3.5473   -3.9191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8248    4.0105   -3.9537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3820    4.4751   -5.1476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6073    4.4839   -6.3024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1066    4.9287   -7.4898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2883    4.0438   -6.2809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7286    3.5790   -5.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6542    1.5504   -3.5728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5359    2.2112   -0.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9537    0.2049   -2.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8662    0.8892    0.6395 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7142   -1.1151   -1.1451 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8300   -0.4093    1.8514 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2269   -3.3930   -0.2938 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0398   -5.0474   -0.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8299   -4.4566    2.0317 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0906   -2.4115    2.6658 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -0.7491    2.4178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4266    4.0086   -3.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4096    4.8249   -5.1528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0234    5.2203   -7.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6940    4.0722   -7.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6868    3.2726   -5.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  9 10  2  0  0  0  0
  4  3  2  0  0  0  0
 10 11  1  0  0  0  0
  3  2  1  0  0  0  0
  2 16  1  0  0  0  0
 11 12  2  0  0  0  0
  9  8  1  0  0  0  0
 22 16  1  0  0  0  0
 14 15  2  0  0  0  0
 16 17  2  0  0  0  0
  8  7  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
  7  6  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 15  9  1  0  0  0  0
 19 20  1  0  0  0  0
  6  5  2  0  0  0  0
  2  1  2  0  0  0  0
 12 14  1  0  0  0  0
 12 13  1  0  0  0  0
 11 30  1  0  0  0  0
 14 32  1  0  0  0  0
 15 33  1  0  0  0  0
 10 29  1  0  0  0  0
  8 28  1  0  0  0  0
  7 27  1  0  0  0  0
  6 26  1  0  0  0  0
  5 25  1  0  0  0  0
  4 24  1  0  0  0  0
  3 23  1  0  0  0  0
 22 38  1  0  0  0  0
 17 34  1  0  0  0  0
 18 35  1  0  0  0  0
 21 37  1  0  0  0  0
 20 36  1  0  0  0  0
 13 31  1  0  0  0  0
M  END

     RDKit          3D

 38 39  0  0  0  0  0  0  0  0999 V2000
   -4.4255    3.5051   -1.5663 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9624    3.0709   -2.6162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8909    2.0373   -2.6358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2637    1.7106   -1.4962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2232    0.7077   -1.4305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5968    0.3872   -0.2882 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4440   -0.6153   -0.2173 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0758   -0.9248    0.9258 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1405   -1.9329    1.0242 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0751   -3.1563    0.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0941   -4.1016    0.4851 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1747   -3.8310    1.3146 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1461   -4.7810    1.4233 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2529   -2.6306    2.0116 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2318   -1.6861    1.8693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5007    3.5473   -3.9191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8248    4.0105   -3.9537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3820    4.4751   -5.1476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6073    4.4839   -6.3024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1066    4.9287   -7.4898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2883    4.0438   -6.2809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7286    3.5790   -5.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6542    1.5504   -3.5728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5359    2.2112   -0.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9537    0.2049   -2.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8662    0.8892    0.6395 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7142   -1.1151   -1.1451 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8300   -0.4093    1.8514 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2269   -3.3930   -0.2938 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0398   -5.0474   -0.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8299   -4.4566    2.0317 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0906   -2.4115    2.6658 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -0.7491    2.4178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4266    4.0086   -3.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4096    4.8249   -5.1528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0234    5.2203   -7.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6940    4.0722   -7.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6868    3.2726   -5.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0
  9 10  2  0
  4  3  2  0
 10 11  1  0
  3  2  1  0
  2 16  1  0
 11 12  2  0
  9  8  1  0
 22 16  1  0
 14 15  2  0
 16 17  2  0
  8  7  2  0
 17 18  1  0
 18 19  2  0
  7  6  1  0
 19 21  1  0
 21 22  2  0
 15  9  1  0
 19 20  1  0
  6  5  2  0
  2  1  2  0
 12 14  1  0
 12 13  1  0
 11 30  1  0
 14 32  1  0
 15 33  1  0
 10 29  1  0
  8 28  1  0
  7 27  1  0
  6 26  1  0
  5 25  1  0
  4 24  1  0
  3 23  1  0
 22 38  1  0
 17 34  1  0
 18 35  1  0
 21 37  1  0
 20 36  1  0
 13 31  1  0
M  END


  Mrv1652306192122003D          

 38 39  0  0  0  0            999 V2000
   -4.4255    3.5051   -1.5663 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9624    3.0709   -2.6162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8909    2.0373   -2.6358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2637    1.7106   -1.4962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2232    0.7077   -1.4305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5968    0.3872   -0.2882 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4440   -0.6153   -0.2173 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0758   -0.9248    0.9258 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1405   -1.9329    1.0242 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0751   -3.1563    0.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0941   -4.1016    0.4851 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1747   -3.8310    1.3146 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1461   -4.7810    1.4233 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2529   -2.6306    2.0116 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2318   -1.6861    1.8693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5007    3.5473   -3.9191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8248    4.0105   -3.9537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3820    4.4751   -5.1476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6073    4.4839   -6.3024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1066    4.9287   -7.4898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2883    4.0438   -6.2809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7286    3.5790   -5.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6542    1.5504   -3.5728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5359    2.2112   -0.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9537    0.2049   -2.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8662    0.8892    0.6395 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7142   -1.1151   -1.1451 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8300   -0.4093    1.8514 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2269   -3.3930   -0.2938 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0398   -5.0474   -0.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8299   -4.4566    2.0317 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0906   -2.4115    2.6658 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -0.7491    2.4178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4266    4.0086   -3.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4096    4.8249   -5.1528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0234    5.2203   -7.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6940    4.0722   -7.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6868    3.2726   -5.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  9 10  2  0  0  0  0
  4  3  2  0  0  0  0
 10 11  1  0  0  0  0
  3  2  1  0  0  0  0
  2 16  1  0  0  0  0
 11 12  2  0  0  0  0
  9  8  1  0  0  0  0
 22 16  1  0  0  0  0
 14 15  2  0  0  0  0
 16 17  2  0  0  0  0
  8  7  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
  7  6  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 15  9  1  0  0  0  0
 19 20  1  0  0  0  0
  6  5  2  0  0  0  0
  2  1  2  0  0  0  0
 12 14  1  0  0  0  0
 12 13  1  0  0  0  0
 11 30  1  0  0  0  0
 14 32  1  0  0  0  0
 15 33  1  0  0  0  0
 10 29  1  0  0  0  0
  8 28  1  0  0  0  0
  7 27  1  0  0  0  0
  6 26  1  0  0  0  0
  5 25  1  0  0  0  0
  4 24  1  0  0  0  0
  3 23  1  0  0  0  0
 22 38  1  0  0  0  0
 17 34  1  0  0  0  0
 18 35  1  0  0  0  0
 21 37  1  0  0  0  0
 20 36  1  0  0  0  0
 13 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0028005

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C19H16O3/c20-17-11-7-15(8-12-17)5-3-1-2-4-6-19(22)16-9-13-18(21)14-10-16/h1-14,20-21H/b2-1+,5-3+,6-4+

> <INCHI_KEY>
WRCGSWXFJPRBPO-CRQXNEITSA-N

> <FORMULA>
C19H16O3

> <MOLECULAR_WEIGHT>
292.334

> <EXACT_MASS>
292.109944375

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
33.51032318868829

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E,4E,6E)-1,7-bis(4-hydroxyphenyl)hepta-2,4,6-trien-1-one

> <ALOGPS_LOGP>
4.71

> <JCHEM_LOGP>
4.337626012333333

> <ALOGPS_LOGS>
-4.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.131977360382038

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.849780718160805

> <JCHEM_PKA_STRONGEST_BASIC>
-6.349587681228301

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
91.47600000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.19e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E,4E,6E)-1,7-bis(4-hydroxyphenyl)hepta-2,4,6-trien-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 38 39  0  0  0  0  0  0  0  0999 V2000
   -4.4255    3.5051   -1.5663 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9624    3.0709   -2.6162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8909    2.0373   -2.6358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2637    1.7106   -1.4962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2232    0.7077   -1.4305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5968    0.3872   -0.2882 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4440   -0.6153   -0.2173 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0758   -0.9248    0.9258 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1405   -1.9329    1.0242 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0751   -3.1563    0.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0941   -4.1016    0.4851 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1747   -3.8310    1.3146 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1461   -4.7810    1.4233 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2529   -2.6306    2.0116 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2318   -1.6861    1.8693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5007    3.5473   -3.9191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8248    4.0105   -3.9537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3820    4.4751   -5.1476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6073    4.4839   -6.3024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1066    4.9287   -7.4898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2883    4.0438   -6.2809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7286    3.5790   -5.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6542    1.5504   -3.5728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5359    2.2112   -0.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9537    0.2049   -2.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8662    0.8892    0.6395 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7142   -1.1151   -1.1451 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8300   -0.4093    1.8514 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2269   -3.3930   -0.2938 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0398   -5.0474   -0.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8299   -4.4566    2.0317 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0906   -2.4115    2.6658 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -0.7491    2.4178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4266    4.0086   -3.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4096    4.8249   -5.1528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0234    5.2203   -7.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6940    4.0722   -7.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6868    3.2726   -5.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0
  9 10  2  0
  4  3  2  0
 10 11  1  0
  3  2  1  0
  2 16  1  0
 11 12  2  0
  9  8  1  0
 22 16  1  0
 14 15  2  0
 16 17  2  0
  8  7  2  0
 17 18  1  0
 18 19  2  0
  7  6  1  0
 19 21  1  0
 21 22  2  0
 15  9  1  0
 19 20  1  0
  6  5  2  0
  2  1  2  0
 12 14  1  0
 12 13  1  0
 11 30  1  0
 14 32  1  0
 15 33  1  0
 10 29  1  0
  8 28  1  0
  7 27  1  0
  6 26  1  0
  5 25  1  0
  4 24  1  0
  3 23  1  0
 22 38  1  0
 17 34  1  0
 18 35  1  0
 21 37  1  0
 20 36  1  0
 13 31  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  O   UNK     0      -4.426   3.505  -1.566  0.00  0.00           O+0
HETATM    2  C   UNK     0      -3.962   3.071  -2.616  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.891   2.037  -2.636  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.264   1.711  -1.496  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.223   0.708  -1.431  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.597   0.387  -0.288  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.444  -0.615  -0.217  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.076  -0.925   0.926  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.140  -1.933   1.024  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.075  -3.156   0.344  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.094  -4.102   0.485  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.175  -3.831   1.315  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.146  -4.781   1.423  0.00  0.00           O+0
HETATM   14  C   UNK     0       4.253  -2.631   2.012  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.232  -1.686   1.869  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.501   3.547  -3.919  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.825   4.011  -3.954  0.00  0.00           C+0
HETATM   18  C   UNK     0      -6.382   4.475  -5.148  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.607   4.484  -6.302  0.00  0.00           C+0
HETATM   20  O   UNK     0      -6.107   4.929  -7.490  0.00  0.00           O+0
HETATM   21  C   UNK     0      -4.288   4.044  -6.281  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.729   3.579  -5.088  0.00  0.00           C+0
HETATM   23  H   UNK     0      -2.654   1.550  -3.573  0.00  0.00           H+0
HETATM   24  H   UNK     0      -2.536   2.211  -0.567  0.00  0.00           H+0
HETATM   25  H   UNK     0      -0.954   0.205  -2.357  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.866   0.889   0.640  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.714  -1.115  -1.145  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.830  -0.409   1.851  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.227  -3.393  -0.294  0.00  0.00           H+0
HETATM   30  H   UNK     0       3.040  -5.047  -0.046  0.00  0.00           H+0
HETATM   31  H   UNK     0       5.830  -4.457   2.032  0.00  0.00           H+0
HETATM   32  H   UNK     0       5.091  -2.412   2.666  0.00  0.00           H+0
HETATM   33  H   UNK     0       3.300  -0.749   2.418  0.00  0.00           H+0
HETATM   34  H   UNK     0      -6.427   4.009  -3.046  0.00  0.00           H+0
HETATM   35  H   UNK     0      -7.410   4.825  -5.153  0.00  0.00           H+0
HETATM   36  H   UNK     0      -7.023   5.220  -7.354  0.00  0.00           H+0
HETATM   37  H   UNK     0      -3.694   4.072  -7.191  0.00  0.00           H+0
HETATM   38  H   UNK     0      -2.687   3.273  -5.091  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    3   16    1                                                  
CONECT    3    4    2   23                                                  
CONECT    4    5    3   24                                                  
CONECT    5    4    6   25                                                  
CONECT    6    7    5   26                                                  
CONECT    7    8    6   27                                                  
CONECT    8    9    7   28                                                  
CONECT    9   10    8   15                                                  
CONECT   10    9   11   29                                                  
CONECT   11   10   12   30                                                  
CONECT   12   11   14   13                                                  
CONECT   13   12   31                                                       
CONECT   14   15   12   32                                                  
CONECT   15   14    9   33                                                  
CONECT   16    2   22   17                                                  
CONECT   17   16   18   34                                                  
CONECT   18   17   19   35                                                  
CONECT   19   18   21   20                                                  
CONECT   20   19   36                                                       
CONECT   21   19   22   37                                                  
CONECT   22   16   21   38                                                  
CONECT   23    3                                                            
CONECT   24    4                                                            
CONECT   25    5                                                            
CONECT   26    6                                                            
CONECT   27    7                                                            
CONECT   28    8                                                            
CONECT   29   10                                                            
CONECT   30   11                                                            
CONECT   31   13                                                            
CONECT   32   14                                                            
CONECT   33   15                                                            
CONECT   34   17                                                            
CONECT   35   18                                                            
CONECT   36   20                                                            
CONECT   37   21                                                            
CONECT   38   22                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   78    0
END

RDKit          3D

38 39  0  0  0  0  0  0  0  0999 V2000
   -4.4255    3.5051   -1.5663 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9624    3.0709   -2.6162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8909    2.0373   -2.6358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2637    1.7106   -1.4962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2232    0.7077   -1.4305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5968    0.3872   -0.2882 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4440   -0.6153   -0.2173 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0758   -0.9248    0.9258 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1405   -1.9329    1.0242 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0751   -3.1563    0.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0941   -4.1016    0.4851 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1747   -3.8310    1.3146 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1461   -4.7810    1.4233 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2529   -2.6306    2.0116 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2318   -1.6861    1.8693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5007    3.5473   -3.9191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8248    4.0105   -3.9537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3820    4.4751   -5.1476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6073    4.4839   -6.3024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1066    4.9287   -7.4898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2883    4.0438   -6.2809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7286    3.5790   -5.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6542    1.5504   -3.5728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5359    2.2112   -0.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9537    0.2049   -2.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8662    0.8892    0.6395 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7142   -1.1151   -1.1451 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8300   -0.4093    1.8514 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2269   -3.3930   -0.2938 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0398   -5.0474   -0.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8299   -4.4566    2.0317 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0906   -2.4115    2.6658 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -0.7491    2.4178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4266    4.0086   -3.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4096    4.8249   -5.1528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0234    5.2203   -7.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6940    4.0722   -7.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6868    3.2726   -5.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0
  9 10  2  0
  4  3  2  0
 10 11  1  0
  3  2  1  0
  2 16  1  0
 11 12  2  0
  9  8  1  0
 22 16  1  0
 14 15  2  0
 16 17  2  0
  8  7  2  0
 17 18  1  0
 18 19  2  0
  7  6  1  0
 19 21  1  0
 21 22  2  0
 15  9  1  0
 19 20  1  0
  6  5  2  0
  2  1  2  0
 12 14  1  0
 12 13  1  0
 11 30  1  0
 14 32  1  0
 15 33  1  0
 10 29  1  0
  8 28  1  0
  7 27  1  0
  6 26  1  0
  5 25  1  0
  4 24  1  0
  3 23  1  0
 22 38  1  0
 17 34  1  0
 18 35  1  0
 21 37  1  0
 20 36  1  0
 13 31  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₁₆O₃

Average Mass

292.3340 Da

Monoisotopic Mass

292.10994 Da

IUPAC Name

(2E,4E,6E)-1,7-bis(4-hydroxyphenyl)hepta-2,4,6-trien-1-one

Traditional Name

(2E,4E,6E)-1,7-bis(4-hydroxyphenyl)hepta-2,4,6-trien-1-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C(\C([H])=C(/[H])\C(\[H])=C(/[H])\C(\[H])=C(/[H])C(=O)C2=C([H])C([H])=C(O[H])C([H])=C2[H])C([H])=C1[H]

InChI Identifier

InChI=1S/C19H16O3/c20-17-11-7-15(8-12-17)5-3-1-2-4-6-19(22)16-9-13-18(21)14-10-16/h1-14,20-21H/b2-1+,5-3+,6-4+

InChI Key

WRCGSWXFJPRBPO-CRQXNEITSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, NULL, 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
Etlingera elatior	JEOL database	Mohamad, H., et al, J. Nat. Prod. 68, 285 (2005)

Chemical Taxonomy

Classification

Not classified

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	4.71	ALOGPS
logP	4.34	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	7.85	ChemAxon
pKa (Strongest Basic)	-6.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	91.48 m³·mol⁻¹	ChemAxon
Polarizability	33.51 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

9452770

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

65503

Good Scents ID

Not Available

References

General References

Mohamad H, Lajis NH, Abas F, Ali AM, Sukari MA, Kikuzaki H, Nakatani N: Antioxidative constituents of Etlingera elatior. J Nat Prod. 2005 Feb;68(2):285-8. doi: 10.1021/np040098l. [PubMed:15730265 ]
Habsah M, Ali A, Lajis N, Sukari M, Yap Y, Kikuzaki H, Nakatani N: Antitumour-promoting and cytotoxic constituents of etlingera elatior. Malays J Med Sci. 2005 Jan;12(1):6-12. [PubMed:22605941 ]
Mohamad, H., et al. (2005). Mohamad, H., et al, J. Nat. Prod. 68, 285 (2005). J. Nat. Prod..

Showing NP-Card for 1,7-bis(4-hydroxyphenyl)-2,4,6-heptatrienone (NP0028005)

MOL for NP0028005 (1,7-bis(4-hydroxyphenyl)-2,4,6-heptatrienone)

3D MOL for NP0028005 (1,7-bis(4-hydroxyphenyl)-2,4,6-heptatrienone)

3D SDF for NP0028005 (1,7-bis(4-hydroxyphenyl)-2,4,6-heptatrienone)

3D-SDF for NP0028005 (1,7-bis(4-hydroxyphenyl)-2,4,6-heptatrienone)

PDB for NP0028005 (1,7-bis(4-hydroxyphenyl)-2,4,6-heptatrienone)

3D PDB for NP0028005 (1,7-bis(4-hydroxyphenyl)-2,4,6-heptatrienone)

SMILES for NP0028005 (1,7-bis(4-hydroxyphenyl)-2,4,6-heptatrienone)

INCHI for NP0028005 (1,7-bis(4-hydroxyphenyl)-2,4,6-heptatrienone)

Structure for NP0028005 (1,7-bis(4-hydroxyphenyl)-2,4,6-heptatrienone)

3D Structure for NP0028005 (1,7-bis(4-hydroxyphenyl)-2,4,6-heptatrienone)