NP-MRD: Showing NP-Card for trans-(3)E-3-(3,4-dihydroxybenzylidene)-5-(3,4-dihydroxyphenyl)-4-(hydrox+ (NP0042954)

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Record Information

Version

1.0

Created at

2021-06-21 00:29:14 UTC

Updated at

2021-06-30 00:18:22 UTC

NP-MRD ID

NP0042954

Secondary Accession Numbers

None

Natural Product Identification

Common Name

trans-(3)E-3-(3,4-dihydroxybenzylidene)-5-(3,4-dihydroxyphenyl)-4-(hydrox+

Provided By

JEOL Database JEOL Logo

Description

CHEMBL3088133 belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety. trans-(3)E-3-(3,4-dihydroxybenzylidene)-5-(3,4-dihydroxyphenyl)-4-(hydrox+ is found in Morinda citrifolia. It was first documented in 2013 (Nguyen, P. -H., et al.). Based on a literature review very few articles have been published on CHEMBL3088133.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212102293D          

 41 43  0  0  0  0            999 V2000
   -1.4221    3.7168    3.1917 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2521    3.1821    2.1113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4647    3.7682    0.9059 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4129    2.7676   -0.1190 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9095    3.3793   -1.4123 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0870    4.3742   -1.4187 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5601    4.9122   -2.6202 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0394    4.4487   -3.8208 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4613    4.9328   -5.0279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9419    3.4621   -3.8259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4449    3.0066   -5.0109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4213    2.9264   -2.6386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4994    1.6590    0.4079 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8218    0.3072   -0.2340 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1864   -0.0451   -0.0355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7192    1.8181    1.8797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5161    1.0115    2.9332 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0654   -0.3281    2.8754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7315   -1.4407    3.1859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1976   -2.7328    3.1431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1357   -2.9012    2.7909 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7167   -4.1371    2.7285 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9293   -1.7971    2.4883 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2382   -1.9739    2.1408 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4100   -0.5108    2.5332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4488    2.4335   -0.2651 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4963    4.7441   -0.4795 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3241    5.6825   -2.5929 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1185    5.6300   -4.8594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9770    3.5312   -5.6913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1921    2.1606   -2.6759 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5539    1.8983    0.2072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1937   -0.4928    0.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6419    0.3480   -1.3134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3012   -0.9441   -0.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7740    1.3488    3.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7769   -1.3039    3.4572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8325   -3.5789    3.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0561   -4.7972    3.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3790   -2.9404    2.1964 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0528    0.3346    2.3061 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
 23 21  2  0  0  0  0
 21 20  1  0  0  0  0
 13 14  1  0  0  0  0
 20 19  2  0  0  0  0
 19 18  1  0  0  0  0
 13  4  1  0  0  0  0
 23 24  1  0  0  0  0
  4  5  1  0  0  0  0
 21 22  1  0  0  0  0
  4  3  1  0  0  0  0
  5 12  2  0  0  0  0
 16 17  2  0  0  0  0
 12 10  1  0  0  0  0
  3  2  1  0  0  0  0
 10  8  2  0  0  0  0
 17 18  1  0  0  0  0
  8  7  1  0  0  0  0
  2 16  1  0  0  0  0
  7  6  2  0  0  0  0
  6  5  1  0  0  0  0
 18 25  2  0  0  0  0
  8  9  1  0  0  0  0
 16 13  1  0  0  0  0
 10 11  1  0  0  0  0
 25 23  1  0  0  0  0
 14 15  1  0  0  0  0
 13 32  1  1  0  0  0
  4 26  1  6  0  0  0
 14 33  1  0  0  0  0
 14 34  1  0  0  0  0
 17 36  1  0  0  0  0
 25 41  1  0  0  0  0
 20 38  1  0  0  0  0
 19 37  1  0  0  0  0
 24 40  1  0  0  0  0
 22 39  1  0  0  0  0
 12 31  1  0  0  0  0
  7 28  1  0  0  0  0
  6 27  1  0  0  0  0
  9 29  1  0  0  0  0
 11 30  1  0  0  0  0
 15 35  1  0  0  0  0
M  END

     RDKit          3D

 41 43  0  0  0  0  0  0  0  0999 V2000
   -1.4221    3.7168    3.1917 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2521    3.1821    2.1113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4647    3.7682    0.9059 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4129    2.7676   -0.1190 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9095    3.3793   -1.4123 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0870    4.3742   -1.4187 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5601    4.9122   -2.6202 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0394    4.4487   -3.8208 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4613    4.9328   -5.0279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9419    3.4621   -3.8259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4449    3.0066   -5.0109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4213    2.9264   -2.6386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4994    1.6590    0.4079 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8218    0.3072   -0.2340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1864   -0.0451   -0.0355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7192    1.8181    1.8797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5161    1.0115    2.9332 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0654   -0.3281    2.8754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7315   -1.4407    3.1859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1976   -2.7328    3.1431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1357   -2.9012    2.7909 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7167   -4.1371    2.7285 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9293   -1.7971    2.4883 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2382   -1.9739    2.1408 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4100   -0.5108    2.5332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4488    2.4335   -0.2651 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4963    4.7441   -0.4795 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3241    5.6825   -2.5929 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1185    5.6300   -4.8594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9770    3.5312   -5.6913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1921    2.1606   -2.6759 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5539    1.8983    0.2072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1937   -0.4928    0.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6419    0.3480   -1.3134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3012   -0.9441   -0.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7740    1.3488    3.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7769   -1.3039    3.4572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8325   -3.5789    3.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0561   -4.7972    3.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3790   -2.9404    2.1964 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0528    0.3346    2.3061 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
 23 21  2  0
 21 20  1  0
 13 14  1  0
 20 19  2  0
 19 18  1  0
 13  4  1  0
 23 24  1  0
  4  5  1  0
 21 22  1  0
  4  3  1  0
  5 12  2  0
 16 17  2  0
 12 10  1  0
  3  2  1  0
 10  8  2  0
 17 18  1  0
  8  7  1  0
  2 16  1  0
  7  6  2  0
  6  5  1  0
 18 25  2  0
  8  9  1  0
 16 13  1  0
 10 11  1  0
 25 23  1  0
 14 15  1  0
 13 32  1  1
  4 26  1  6
 14 33  1  0
 14 34  1  0
 17 36  1  0
 25 41  1  0
 20 38  1  0
 19 37  1  0
 24 40  1  0
 22 39  1  0
 12 31  1  0
  7 28  1  0
  6 27  1  0
  9 29  1  0
 11 30  1  0
 15 35  1  0
M  END


  Mrv1652306212102293D          

 41 43  0  0  0  0            999 V2000
   -1.4221    3.7168    3.1917 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2521    3.1821    2.1113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4647    3.7682    0.9059 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4129    2.7676   -0.1190 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9095    3.3793   -1.4123 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0870    4.3742   -1.4187 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5601    4.9122   -2.6202 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0394    4.4487   -3.8208 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4613    4.9328   -5.0279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9419    3.4621   -3.8259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4449    3.0066   -5.0109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4213    2.9264   -2.6386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4994    1.6590    0.4079 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8218    0.3072   -0.2340 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1864   -0.0451   -0.0355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7192    1.8181    1.8797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5161    1.0115    2.9332 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0654   -0.3281    2.8754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7315   -1.4407    3.1859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1976   -2.7328    3.1431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1357   -2.9012    2.7909 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7167   -4.1371    2.7285 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9293   -1.7971    2.4883 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2382   -1.9739    2.1408 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4100   -0.5108    2.5332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4488    2.4335   -0.2651 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4963    4.7441   -0.4795 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3241    5.6825   -2.5929 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1185    5.6300   -4.8594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9770    3.5312   -5.6913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1921    2.1606   -2.6759 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5539    1.8983    0.2072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1937   -0.4928    0.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6419    0.3480   -1.3134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3012   -0.9441   -0.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7740    1.3488    3.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7769   -1.3039    3.4572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8325   -3.5789    3.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0561   -4.7972    3.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3790   -2.9404    2.1964 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0528    0.3346    2.3061 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
 23 21  2  0  0  0  0
 21 20  1  0  0  0  0
 13 14  1  0  0  0  0
 20 19  2  0  0  0  0
 19 18  1  0  0  0  0
 13  4  1  0  0  0  0
 23 24  1  0  0  0  0
  4  5  1  0  0  0  0
 21 22  1  0  0  0  0
  4  3  1  0  0  0  0
  5 12  2  0  0  0  0
 16 17  2  0  0  0  0
 12 10  1  0  0  0  0
  3  2  1  0  0  0  0
 10  8  2  0  0  0  0
 17 18  1  0  0  0  0
  8  7  1  0  0  0  0
  2 16  1  0  0  0  0
  7  6  2  0  0  0  0
  6  5  1  0  0  0  0
 18 25  2  0  0  0  0
  8  9  1  0  0  0  0
 16 13  1  0  0  0  0
 10 11  1  0  0  0  0
 25 23  1  0  0  0  0
 14 15  1  0  0  0  0
 13 32  1  1  0  0  0
  4 26  1  6  0  0  0
 14 33  1  0  0  0  0
 14 34  1  0  0  0  0
 17 36  1  0  0  0  0
 25 41  1  0  0  0  0
 20 38  1  0  0  0  0
 19 37  1  0  0  0  0
 24 40  1  0  0  0  0
 22 39  1  0  0  0  0
 12 31  1  0  0  0  0
  7 28  1  0  0  0  0
  6 27  1  0  0  0  0
  9 29  1  0  0  0  0
 11 30  1  0  0  0  0
 15 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0042954

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(O[H])C([H])=C(\C([H])=C2\C(=O)O[C@@]([H])(C3=C([H])C(O[H])=C(O[H])C([H])=C3[H])[C@]2([H])C([H])([H])O[H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H16O7/c19-8-12-11(5-9-1-3-13(20)15(22)6-9)18(24)25-17(12)10-2-4-14(21)16(23)7-10/h1-7,12,17,19-23H,8H2/b11-5+/t12-,17+/m1/s1

> <INCHI_KEY>
ABOXLMIYXNSNKX-VXYYBLMZSA-N

> <FORMULA>
C18H16O7

> <MOLECULAR_WEIGHT>
344.319

> <EXACT_MASS>
344.089602855

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
34.043472222299876

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3E,4S,5R)-5-(3,4-dihydroxyphenyl)-3-[(3,4-dihydroxyphenyl)methylidene]-4-(hydroxymethyl)oxolan-2-one

> <ALOGPS_LOGP>
1.58

> <JCHEM_LOGP>
1.9771610929999994

> <ALOGPS_LOGS>
-3.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.500976786724705

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.898943077993135

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6643615269652345

> <JCHEM_POLAR_SURFACE_AREA>
127.45000000000002

> <JCHEM_REFRACTIVITY>
88.96239999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.51e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3E,4S,5R)-5-(3,4-dihydroxyphenyl)-3-[(3,4-dihydroxyphenyl)methylidene]-4-(hydroxymethyl)oxolan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 41 43  0  0  0  0  0  0  0  0999 V2000
   -1.4221    3.7168    3.1917 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2521    3.1821    2.1113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4647    3.7682    0.9059 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4129    2.7676   -0.1190 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9095    3.3793   -1.4123 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0870    4.3742   -1.4187 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5601    4.9122   -2.6202 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0394    4.4487   -3.8208 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4613    4.9328   -5.0279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9419    3.4621   -3.8259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4449    3.0066   -5.0109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4213    2.9264   -2.6386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4994    1.6590    0.4079 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8218    0.3072   -0.2340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1864   -0.0451   -0.0355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7192    1.8181    1.8797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5161    1.0115    2.9332 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0654   -0.3281    2.8754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7315   -1.4407    3.1859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1976   -2.7328    3.1431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1357   -2.9012    2.7909 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7167   -4.1371    2.7285 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9293   -1.7971    2.4883 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2382   -1.9739    2.1408 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4100   -0.5108    2.5332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4488    2.4335   -0.2651 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4963    4.7441   -0.4795 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3241    5.6825   -2.5929 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1185    5.6300   -4.8594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9770    3.5312   -5.6913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1921    2.1606   -2.6759 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5539    1.8983    0.2072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1937   -0.4928    0.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6419    0.3480   -1.3134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3012   -0.9441   -0.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7740    1.3488    3.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7769   -1.3039    3.4572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8325   -3.5789    3.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0561   -4.7972    3.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3790   -2.9404    2.1964 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0528    0.3346    2.3061 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
 23 21  2  0
 21 20  1  0
 13 14  1  0
 20 19  2  0
 19 18  1  0
 13  4  1  0
 23 24  1  0
  4  5  1  0
 21 22  1  0
  4  3  1  0
  5 12  2  0
 16 17  2  0
 12 10  1  0
  3  2  1  0
 10  8  2  0
 17 18  1  0
  8  7  1  0
  2 16  1  0
  7  6  2  0
  6  5  1  0
 18 25  2  0
  8  9  1  0
 16 13  1  0
 10 11  1  0
 25 23  1  0
 14 15  1  0
 13 32  1  1
  4 26  1  6
 14 33  1  0
 14 34  1  0
 17 36  1  0
 25 41  1  0
 20 38  1  0
 19 37  1  0
 24 40  1  0
 22 39  1  0
 12 31  1  0
  7 28  1  0
  6 27  1  0
  9 29  1  0
 11 30  1  0
 15 35  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  O   UNK     0      -1.422   3.717   3.192  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.252   3.182   2.111  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.465   3.768   0.906  0.00  0.00           O+0
HETATM    4  C   UNK     0      -1.413   2.768  -0.119  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.910   3.379  -1.412  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.087   4.374  -1.419  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.560   4.912  -2.620  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.039   4.449  -3.821  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.461   4.933  -5.028  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.942   3.462  -3.826  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.445   3.007  -5.011  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.421   2.926  -2.639  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.499   1.659   0.408  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.822   0.307  -0.234  0.00  0.00           C+0
HETATM   15  O   UNK     0      -2.186  -0.045  -0.036  0.00  0.00           O+0
HETATM   16  C   UNK     0      -0.719   1.818   1.880  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.516   1.012   2.933  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.065  -0.328   2.875  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.732  -1.441   3.186  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.198  -2.733   3.143  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.136  -2.901   2.791  0.00  0.00           C+0
HETATM   22  O   UNK     0       1.717  -4.137   2.728  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.929  -1.797   2.488  0.00  0.00           C+0
HETATM   24  O   UNK     0       3.238  -1.974   2.141  0.00  0.00           O+0
HETATM   25  C   UNK     0       1.410  -0.511   2.533  0.00  0.00           C+0
HETATM   26  H   UNK     0      -2.449   2.434  -0.265  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.496   4.744  -0.480  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.324   5.683  -2.593  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.119   5.630  -4.859  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.977   3.531  -5.691  0.00  0.00           H+0
HETATM   31  H   UNK     0      -2.192   2.161  -2.676  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.554   1.898   0.207  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.194  -0.493   0.163  0.00  0.00           H+0
HETATM   34  H   UNK     0      -0.642   0.348  -1.313  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.301  -0.944  -0.392  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.774   1.349   3.937  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.777  -1.304   3.457  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.833  -3.579   3.385  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.056  -4.797   3.002  0.00  0.00           H+0
HETATM   40  H   UNK     0       3.379  -2.940   2.196  0.00  0.00           H+0
HETATM   41  H   UNK     0       2.053   0.335   2.306  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3   16                                                  
CONECT    3    4    2                                                       
CONECT    4   13    5    3   26                                             
CONECT    5    4   12    6                                                  
CONECT    6    7    5   27                                                  
CONECT    7    8    6   28                                                  
CONECT    8   10    7    9                                                  
CONECT    9    8   29                                                       
CONECT   10   12    8   11                                                  
CONECT   11   10   30                                                       
CONECT   12    5   10   31                                                  
CONECT   13   14    4   16   32                                             
CONECT   14   13   15   33   34                                             
CONECT   15   14   35                                                       
CONECT   16   17    2   13                                                  
CONECT   17   16   18   36                                                  
CONECT   18   19   17   25                                                  
CONECT   19   20   18   37                                                  
CONECT   20   21   19   38                                                  
CONECT   21   23   20   22                                                  
CONECT   22   21   39                                                       
CONECT   23   21   24   25                                                  
CONECT   24   23   40                                                       
CONECT   25   18   23   41                                                  
CONECT   26    4                                                            
CONECT   27    6                                                            
CONECT   28    7                                                            
CONECT   29    9                                                            
CONECT   30   11                                                            
CONECT   31   12                                                            
CONECT   32   13                                                            
CONECT   33   14                                                            
CONECT   34   14                                                            
CONECT   35   15                                                            
CONECT   36   17                                                            
CONECT   37   19                                                            
CONECT   38   20                                                            
CONECT   39   22                                                            
CONECT   40   24                                                            
CONECT   41   25                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   86    0
END

RDKit          3D

41 43  0  0  0  0  0  0  0  0999 V2000
   -1.4221    3.7168    3.1917 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2521    3.1821    2.1113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4647    3.7682    0.9059 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4129    2.7676   -0.1190 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9095    3.3793   -1.4123 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0870    4.3742   -1.4187 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5601    4.9122   -2.6202 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0394    4.4487   -3.8208 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4613    4.9328   -5.0279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9419    3.4621   -3.8259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4449    3.0066   -5.0109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4213    2.9264   -2.6386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4994    1.6590    0.4079 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8218    0.3072   -0.2340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1864   -0.0451   -0.0355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7192    1.8181    1.8797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5161    1.0115    2.9332 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0654   -0.3281    2.8754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7315   -1.4407    3.1859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1976   -2.7328    3.1431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1357   -2.9012    2.7909 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7167   -4.1371    2.7285 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9293   -1.7971    2.4883 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2382   -1.9739    2.1408 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4100   -0.5108    2.5332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4488    2.4335   -0.2651 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4963    4.7441   -0.4795 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3241    5.6825   -2.5929 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1185    5.6300   -4.8594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9770    3.5312   -5.6913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1921    2.1606   -2.6759 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5539    1.8983    0.2072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1937   -0.4928    0.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6419    0.3480   -1.3134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3012   -0.9441   -0.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7740    1.3488    3.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7769   -1.3039    3.4572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8325   -3.5789    3.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0561   -4.7972    3.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3790   -2.9404    2.1964 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0528    0.3346    2.3061 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
 23 21  2  0
 21 20  1  0
 13 14  1  0
 20 19  2  0
 19 18  1  0
 13  4  1  0
 23 24  1  0
  4  5  1  0
 21 22  1  0
  4  3  1  0
  5 12  2  0
 16 17  2  0
 12 10  1  0
  3  2  1  0
 10  8  2  0
 17 18  1  0
  8  7  1  0
  2 16  1  0
  7  6  2  0
  6  5  1  0
 18 25  2  0
  8  9  1  0
 16 13  1  0
 10 11  1  0
 25 23  1  0
 14 15  1  0
 13 32  1  1
  4 26  1  6
 14 33  1  0
 14 34  1  0
 17 36  1  0
 25 41  1  0
 20 38  1  0
 19 37  1  0
 24 40  1  0
 22 39  1  0
 12 31  1  0
  7 28  1  0
  6 27  1  0
  9 29  1  0
 11 30  1  0
 15 35  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₆O₇

Average Mass

344.3190 Da

Monoisotopic Mass

344.08960 Da

IUPAC Name

(3E,4S,5R)-5-(3,4-dihydroxyphenyl)-3-[(3,4-dihydroxyphenyl)methylidene]-4-(hydroxymethyl)oxolan-2-one

Traditional Name

(3E,4S,5R)-5-(3,4-dihydroxyphenyl)-3-[(3,4-dihydroxyphenyl)methylidene]-4-(hydroxymethyl)oxolan-2-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C(O[H])C([H])=C(\C([H])=C2\C(=O)O[C@@]([H])(C3=C([H])C(O[H])=C(O[H])C([H])=C3[H])[C@]2([H])C([H])([H])O[H])C([H])=C1[H]

InChI Identifier

InChI=1S/C18H16O7/c19-8-12-11(5-9-1-3-13(20)15(22)6-9)18(24)25-17(12)10-2-4-14(21)16(23)7-10/h1-7,12,17,19-23H,8H2/b11-5+/t12-,17+/m1/s1

InChI Key

ABOXLMIYXNSNKX-VXYYBLMZSA-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
Morinda citrifolia	JEOL database	Nguyen, P. -H., et al, J. Nat. Prod. 76, 2080 (2013)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Gamma butyrolactone
Oxolane
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Carboxylic acid ester
Lactone
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organoheterocyclic compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organic oxygen compound
Primary alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	1.58	ALOGPS
logP	1.98	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	8.9	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	127.45 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	88.96 m³·mol⁻¹	ChemAxon
Polarizability	34.04 Å³	ChemAxon
Number of Rings	3	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

30829904

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

72947030

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Nguyen, P. -H., et al. (2013). Nguyen, P. -H., et al, J. Nat. Prod. 76, 2080 (2013). J. Nat. Prod..

Showing NP-Card for trans-(3)E-3-(3,4-dihydroxybenzylidene)-5-(3,4-dihydroxyphenyl)-4-(hydrox+ (NP0042954)

MOL for NP0042954 (trans-(3)E-3-(3,4-dihydroxybenzylidene)-5-(3,4-dihydroxyphenyl)-4-(hydrox+)

3D MOL for NP0042954 (trans-(3)E-3-(3,4-dihydroxybenzylidene)-5-(3,4-dihydroxyphenyl)-4-(hydrox+)

3D SDF for NP0042954 (trans-(3)E-3-(3,4-dihydroxybenzylidene)-5-(3,4-dihydroxyphenyl)-4-(hydrox+)

3D-SDF for NP0042954 (trans-(3)E-3-(3,4-dihydroxybenzylidene)-5-(3,4-dihydroxyphenyl)-4-(hydrox+)

PDB for NP0042954 (trans-(3)E-3-(3,4-dihydroxybenzylidene)-5-(3,4-dihydroxyphenyl)-4-(hydrox+)

3D PDB for NP0042954 (trans-(3)E-3-(3,4-dihydroxybenzylidene)-5-(3,4-dihydroxyphenyl)-4-(hydrox+)

SMILES for NP0042954 (trans-(3)E-3-(3,4-dihydroxybenzylidene)-5-(3,4-dihydroxyphenyl)-4-(hydrox+)

INCHI for NP0042954 (trans-(3)E-3-(3,4-dihydroxybenzylidene)-5-(3,4-dihydroxyphenyl)-4-(hydrox+)

Structure for NP0042954 (trans-(3)E-3-(3,4-dihydroxybenzylidene)-5-(3,4-dihydroxyphenyl)-4-(hydrox+)

3D Structure for NP0042954 (trans-(3)E-3-(3,4-dihydroxybenzylidene)-5-(3,4-dihydroxyphenyl)-4-(hydrox+)