NP-MRD: Showing NP-Card for 5-[2-(3-hydroxyphenyl)ethyl]-4,6-bis[(4-hydroxyphenyl)methyl]benzene-1,3-diol (NP0272095)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-08 18:36:02 UTC

Updated at

2022-09-08 18:36:02 UTC

NP-MRD ID

NP0272095

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-[2-(3-hydroxyphenyl)ethyl]-4,6-bis[(4-hydroxyphenyl)methyl]benzene-1,3-diol

Description

5-[2-(3-Hydroxyphenyl)ethyl]-4,6-bis[(4-hydroxyphenyl)methyl]benzene-1,3-diol belongs to the class of organic compounds known as curcuminoids. These are aromatic compounds containing a curcumin moiety, which is composed of two aryl buten-2-one (feruloyl) chromophores joined by a methylene group. 5-[2-(3-hydroxyphenyl)ethyl]-4,6-bis[(4-hydroxyphenyl)methyl]benzene-1,3-diol is found in Pleione bulbocodioides and Pleione yunnanensis. 5-[2-(3-Hydroxyphenyl)ethyl]-4,6-bis[(4-hydroxyphenyl)methyl]benzene-1,3-diol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004191514242D          

 33 36  0  0  0  0            999 V2000
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 15 21  1  0  0  0  0
 13 22  2  0  0  0  0
  7 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 25 31  1  0  0  0  0
  5 32  1  0  0  0  0
 32 33  2  0  0  0  0
  2 33  1  0  0  0  0
M  END

     RDKit          3D

 59 62  0  0  0  0  0  0  0  0999 V2000
    7.5120    1.9411    1.4957 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2491    1.3837    1.2033 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2800    1.2625    2.1682 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0405    0.7139    1.8759 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7246    0.2672    0.6119 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4335   -0.3503    0.2550 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3147    0.5682    0.0747 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5616    1.9109   -0.1218 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8724    2.3347   -0.1845 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5471    2.8379   -0.2567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7781    2.4095   -0.1924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8081    3.3231   -0.3250 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0377    1.0743    0.0027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4156    0.5885    0.0941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4291    1.6396   -0.0246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8962    2.3170    1.0875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8413    3.2946    1.0226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3923    3.6631   -0.2034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3623    4.6689   -0.2594 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9472    3.0074   -1.3210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9961    2.0249   -1.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0125    0.1354    0.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2950   -1.3010    0.3184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1945   -2.0180   -0.9855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4715   -3.4717   -0.8160 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5744   -4.3138   -0.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3436   -5.6708   -0.3810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9141   -6.2038   -0.4979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9556   -5.3441   -0.7783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2224   -5.8761   -0.8967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7340   -3.9809   -0.9367 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7019    0.3913   -0.3540 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9484    0.9418   -0.0649 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2513    1.3088    1.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4829    1.5988    3.1700 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2821    0.6283    2.6684 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5634   -1.0476   -0.6231 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1847   -1.0444    1.1137 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0772    3.3121   -0.3265 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7752    3.8849   -0.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6473    4.3042   -0.4642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6190    0.0781    1.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6436   -0.1644   -0.6927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4961    2.0655    2.0784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1797    3.7995    1.9151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0337    5.6299   -0.3835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3567    3.2739   -2.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6155    1.4788   -2.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3553   -1.4350    0.6670 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3049   -1.7727    1.1272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0563   -1.6232   -1.6172 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7025   -1.8886   -1.5728 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5736   -3.8946   -0.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2118   -6.2961   -0.1602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0646   -7.2856   -0.3684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4438   -6.8393   -0.7949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5762   -3.3477   -1.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5339    0.0652   -1.3741 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7194    1.0419   -0.8215 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 22 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 13 11  2  0
 11 12  1  0
 11 10  1  0
 10  8  2  0
  8  9  1  0
  5 32  1  0
 32 33  2  0
 33  2  1  0
  8  7  1  0
 31 25  1  0
 21 15  1  0
  1 34  1  0
  3 35  1  0
  4 36  1  0
  6 37  1  0
  6 38  1  0
 23 49  1  0
 23 50  1  0
 24 51  1  0
 24 52  1  0
 26 53  1  0
 27 54  1  0
 28 55  1  0
 30 56  1  0
 31 57  1  0
 14 42  1  0
 14 43  1  0
 16 44  1  0
 17 45  1  0
 19 46  1  0
 20 47  1  0
 21 48  1  0
 12 41  1  0
 10 40  1  0
  9 39  1  0
 32 58  1  0
 33 59  1  0
M  END


  Mrv1533004191514242D          

 33 36  0  0  0  0            999 V2000
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 15 21  1  0  0  0  0
 13 22  2  0  0  0  0
  7 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 25 31  1  0  0  0  0
  5 32  1  0  0  0  0
 32 33  2  0  0  0  0
  2 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0272095

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC=C(CC2=C(CCC3=CC=CC(O)=C3)C(CC3=CC=C(O)C=C3)=C(O)C=C2O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C28H26O5/c29-21-9-4-19(5-10-21)15-25-24(13-8-18-2-1-3-23(31)14-18)26(28(33)17-27(25)32)16-20-6-11-22(30)12-7-20/h1-7,9-12,14,17,29-33H,8,13,15-16H2

> <INCHI_KEY>
WPTSLJNPLKWZDU-UHFFFAOYSA-N

> <FORMULA>
C28H26O5

> <MOLECULAR_WEIGHT>
442.511

> <EXACT_MASS>
442.178023937

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
47.74506663787044

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-[2-(3-hydroxyphenyl)ethyl]-4,6-bis[(4-hydroxyphenyl)methyl]benzene-1,3-diol

> <ALOGPS_LOGP>
4.25

> <JCHEM_LOGP>
7.1753699536666655

> <ALOGPS_LOGS>
-5.42

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.782860884276689

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.302616721192717

> <JCHEM_PKA_STRONGEST_BASIC>
-5.455901837405524

> <JCHEM_POLAR_SURFACE_AREA>
101.15

> <JCHEM_REFRACTIVITY>
129.7751

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.68e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[2-(3-hydroxyphenyl)ethyl]-4,6-bis[(4-hydroxyphenyl)methyl]benzene-1,3-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.335  -7.700   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.000  -7.700   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -5.335  -7.700   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   33                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   32                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   22                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   22                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   15                                                       
CONECT   22   13    7   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   31                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   25                                                       
CONECT   32    5   33                                                       
CONECT   33   32    2                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₂₆O₅

Average Mass

442.5110 Da

Monoisotopic Mass

442.17802 Da

IUPAC Name

5-[2-(3-hydroxyphenyl)ethyl]-4,6-bis[(4-hydroxyphenyl)methyl]benzene-1,3-diol

Traditional Name

5-[2-(3-hydroxyphenyl)ethyl]-4,6-bis[(4-hydroxyphenyl)methyl]benzene-1,3-diol

CAS Registry Number

Not Available

SMILES

OC1=CC=C(CC2=C(CCC3=CC=CC(O)=C3)C(CC3=CC=C(O)C=C3)=C(O)C=C2O)C=C1

InChI Identifier

InChI=1S/C28H26O5/c29-21-9-4-19(5-10-21)15-25-24(13-8-18-2-1-3-23(31)14-18)26(28(33)17-27(25)32)16-20-6-11-22(30)12-7-20/h1-7,9-12,14,17,29-33H,8,13,15-16H2

InChI Key

WPTSLJNPLKWZDU-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Pleione bulbocodioides	LOTUS Database	35616633
Pleione yunnanensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as curcuminoids. These are aromatic compounds containing a curcumin moiety, which is composed of two aryl buten-2-one (feruloyl) chromophores joined by a methylene group.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Diarylheptanoids

Sub Class

Linear diarylheptanoids

Direct Parent

Curcuminoids

Alternative Parents

Substituents

Bis-desmethoxycurcumin
Stilbene
Diphenylmethane
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	4.25	ALOGPS
logP	7.18	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	9.3	ChemAxon
pKa (Strongest Basic)	-5.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	101.15 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	129.78 m³·mol⁻¹	ChemAxon
Polarizability	47.75 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

101995286

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5-[2-(3-hydroxyphenyl)ethyl]-4,6-bis[(4-hydroxyphenyl)methyl]benzene-1,3-diol (NP0272095)

MOL for NP0272095 (5-[2-(3-hydroxyphenyl)ethyl]-4,6-bis[(4-hydroxyphenyl)methyl]benzene-1,3-diol)

3D MOL for NP0272095 (5-[2-(3-hydroxyphenyl)ethyl]-4,6-bis[(4-hydroxyphenyl)methyl]benzene-1,3-diol)

3D SDF for NP0272095 (5-[2-(3-hydroxyphenyl)ethyl]-4,6-bis[(4-hydroxyphenyl)methyl]benzene-1,3-diol)

3D-SDF for NP0272095 (5-[2-(3-hydroxyphenyl)ethyl]-4,6-bis[(4-hydroxyphenyl)methyl]benzene-1,3-diol)

PDB for NP0272095 (5-[2-(3-hydroxyphenyl)ethyl]-4,6-bis[(4-hydroxyphenyl)methyl]benzene-1,3-diol)

3D PDB for NP0272095 (5-[2-(3-hydroxyphenyl)ethyl]-4,6-bis[(4-hydroxyphenyl)methyl]benzene-1,3-diol)

SMILES for NP0272095 (5-[2-(3-hydroxyphenyl)ethyl]-4,6-bis[(4-hydroxyphenyl)methyl]benzene-1,3-diol)

INCHI for NP0272095 (5-[2-(3-hydroxyphenyl)ethyl]-4,6-bis[(4-hydroxyphenyl)methyl]benzene-1,3-diol)

Structure for NP0272095 (5-[2-(3-hydroxyphenyl)ethyl]-4,6-bis[(4-hydroxyphenyl)methyl]benzene-1,3-diol)

3D Structure for NP0272095 (5-[2-(3-hydroxyphenyl)ethyl]-4,6-bis[(4-hydroxyphenyl)methyl]benzene-1,3-diol)