NP-MRD: Showing NP-Card for vitexdoin E (NP0034758)

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Record Information

Version

2.0

Created at

2021-06-20 18:23:43 UTC

Updated at

2021-06-30 00:05:21 UTC

NP-MRD ID

NP0034758

Secondary Accession Numbers

None

Natural Product Identification

Common Name

vitexdoin E

Provided By

JEOL Database JEOL Logo

Description

vitexdoin E is found in Vitex negundo. vitexdoin E was first documented in 2009 (Zheng, C. -J., et al.). Based on a literature review very few articles have been published on 1,6-dihydroxy-4-(4-hydroxy-3-methoxyphenyl)-7-methoxynaphthalene-2-carbaldehyde.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202120233D          

 41 43  0  0  0  0            999 V2000
    1.1809   -4.3716   -4.9147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2263   -4.3571   -5.1280 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9643   -3.5556   -4.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4804   -2.8337   -3.2033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3477   -2.0392   -2.4270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8351   -1.2878   -1.2677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0399   -1.8377    0.0107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5673   -1.1866    1.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8096   -1.8119    2.4616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4080   -1.2821    3.4931 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1197    0.0260    1.0273 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5990    0.6838    2.1387 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3416    0.6118   -0.2368 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0339    1.8410   -0.3669 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2525    2.4266   -1.6109 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9068    3.6062   -1.8526 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4022    4.3032   -0.7144 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7699    1.7750   -2.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9620    2.3166   -3.9840 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0853    0.5685   -2.6510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1427   -0.0480   -1.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7108   -1.9866   -2.7631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2021   -2.7105   -3.8484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3281   -3.4851   -4.5985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8349   -4.1864   -5.6586 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6089   -3.3698   -5.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4255   -4.8014   -3.9379 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6278   -5.0119   -5.6813 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5699   -2.8651   -2.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5697   -2.7849    0.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3613   -2.7668    2.4768 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3669    0.1587    2.9383 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3939    2.3226    0.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1542    3.7092   -0.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8894    5.2165   -1.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5863    4.5991   -0.0467 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4449    3.1509   -3.8231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2719    0.1199   -3.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3968   -1.3736   -2.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2551   -2.6686   -4.1103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0650   -4.6436   -6.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 20  1  0  0  0  0
 22 23  2  0  0  0  0
 20 21  2  0  0  0  0
 23 24  1  0  0  0  0
 15 18  2  0  0  0  0
 24  3  2  0  0  0  0
 13 14  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
 14 15  1  0  0  0  0
 24 25  1  0  0  0  0
 13 11  1  0  0  0  0
  3  2  1  0  0  0  0
 21  6  1  0  0  0  0
  2  1  1  0  0  0  0
  6  7  2  0  0  0  0
 15 16  1  0  0  0  0
  7  8  1  0  0  0  0
 16 17  1  0  0  0  0
  8 11  2  0  0  0  0
 18 19  1  0  0  0  0
 13 21  1  0  0  0  0
 11 12  1  0  0  0  0
  6  5  1  0  0  0  0
  8  9  1  0  0  0  0
  9 31  1  0  0  0  0
  5 22  1  0  0  0  0
  9 10  2  0  0  0  0
 20 38  1  0  0  0  0
 14 33  1  0  0  0  0
  7 30  1  0  0  0  0
 22 39  1  0  0  0  0
 23 40  1  0  0  0  0
  4 29  1  0  0  0  0
 25 41  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
 17 34  1  0  0  0  0
 17 35  1  0  0  0  0
 17 36  1  0  0  0  0
 19 37  1  0  0  0  0
 12 32  1  0  0  0  0
M  END

     RDKit          3D

 41 43  0  0  0  0  0  0  0  0999 V2000
    1.1809   -4.3716   -4.9147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2263   -4.3571   -5.1280 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9643   -3.5556   -4.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4804   -2.8337   -3.2033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3477   -2.0392   -2.4270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8351   -1.2878   -1.2677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0399   -1.8377    0.0107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5673   -1.1866    1.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8096   -1.8119    2.4616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4080   -1.2821    3.4931 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1197    0.0260    1.0273 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5990    0.6838    2.1387 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3416    0.6118   -0.2368 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0339    1.8410   -0.3669 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2525    2.4266   -1.6109 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9068    3.6062   -1.8526 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4022    4.3032   -0.7144 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7699    1.7750   -2.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9620    2.3166   -3.9840 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0853    0.5685   -2.6510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1427   -0.0480   -1.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7108   -1.9866   -2.7631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2021   -2.7105   -3.8484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3281   -3.4851   -4.5985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8349   -4.1864   -5.6586 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6089   -3.3698   -5.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4255   -4.8014   -3.9379 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6278   -5.0119   -5.6813 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5699   -2.8651   -2.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5697   -2.7849    0.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3613   -2.7668    2.4768 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3669    0.1587    2.9383 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3939    2.3226    0.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1542    3.7092   -0.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8894    5.2165   -1.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5863    4.5991   -0.0467 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4449    3.1509   -3.8231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2719    0.1199   -3.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3968   -1.3736   -2.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2551   -2.6686   -4.1103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0650   -4.6436   -6.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 20  1  0
 22 23  2  0
 20 21  2  0
 23 24  1  0
 15 18  2  0
 24  3  2  0
 13 14  2  0
  3  4  1  0
  4  5  2  0
 14 15  1  0
 24 25  1  0
 13 11  1  0
  3  2  1  0
 21  6  1  0
  2  1  1  0
  6  7  2  0
 15 16  1  0
  7  8  1  0
 16 17  1  0
  8 11  2  0
 18 19  1  0
 13 21  1  0
 11 12  1  0
  6  5  1  0
  8  9  1  0
  9 31  1  0
  5 22  1  0
  9 10  2  0
 20 38  1  0
 14 33  1  0
  7 30  1  0
 22 39  1  0
 23 40  1  0
  4 29  1  0
 25 41  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
 17 34  1  0
 17 35  1  0
 17 36  1  0
 19 37  1  0
 12 32  1  0
M  END


  Mrv1652306202120233D          

 41 43  0  0  0  0            999 V2000
    1.1809   -4.3716   -4.9147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2263   -4.3571   -5.1280 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9643   -3.5556   -4.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4804   -2.8337   -3.2033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3477   -2.0392   -2.4270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8351   -1.2878   -1.2677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0399   -1.8377    0.0107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5673   -1.1866    1.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8096   -1.8119    2.4616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4080   -1.2821    3.4931 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1197    0.0260    1.0273 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5990    0.6838    2.1387 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3416    0.6118   -0.2368 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0339    1.8410   -0.3669 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2525    2.4266   -1.6109 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9068    3.6062   -1.8526 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4022    4.3032   -0.7144 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7699    1.7750   -2.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9620    2.3166   -3.9840 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0853    0.5685   -2.6510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1427   -0.0480   -1.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7108   -1.9866   -2.7631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2021   -2.7105   -3.8484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3281   -3.4851   -4.5985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8349   -4.1864   -5.6586 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6089   -3.3698   -5.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4255   -4.8014   -3.9379 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6278   -5.0119   -5.6813 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5699   -2.8651   -2.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5697   -2.7849    0.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3613   -2.7668    2.4768 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3669    0.1587    2.9383 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3939    2.3226    0.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1542    3.7092   -0.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8894    5.2165   -1.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5863    4.5991   -0.0467 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4449    3.1509   -3.8231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2719    0.1199   -3.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3968   -1.3736   -2.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2551   -2.6686   -4.1103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0650   -4.6436   -6.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 20  1  0  0  0  0
 22 23  2  0  0  0  0
 20 21  2  0  0  0  0
 23 24  1  0  0  0  0
 15 18  2  0  0  0  0
 24  3  2  0  0  0  0
 13 14  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
 14 15  1  0  0  0  0
 24 25  1  0  0  0  0
 13 11  1  0  0  0  0
  3  2  1  0  0  0  0
 21  6  1  0  0  0  0
  2  1  1  0  0  0  0
  6  7  2  0  0  0  0
 15 16  1  0  0  0  0
  7  8  1  0  0  0  0
 16 17  1  0  0  0  0
  8 11  2  0  0  0  0
 18 19  1  0  0  0  0
 13 21  1  0  0  0  0
 11 12  1  0  0  0  0
  6  5  1  0  0  0  0
  8  9  1  0  0  0  0
  9 31  1  0  0  0  0
  5 22  1  0  0  0  0
  9 10  2  0  0  0  0
 20 38  1  0  0  0  0
 14 33  1  0  0  0  0
  7 30  1  0  0  0  0
 22 39  1  0  0  0  0
 23 40  1  0  0  0  0
  4 29  1  0  0  0  0
 25 41  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
 17 34  1  0  0  0  0
 17 35  1  0  0  0  0
 17 36  1  0  0  0  0
 19 37  1  0  0  0  0
 12 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0034758

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(OC([H])([H])[H])C([H])=C(C([H])=C1[H])C1=C([H])C(C([H])=O)=C(O[H])C2=C([H])C(OC([H])([H])[H])=C(O[H])C([H])=C12

> <INCHI_IDENTIFIER>
InChI=1S/C19H16O6/c1-24-17-6-10(3-4-15(17)21)12-5-11(9-20)19(23)14-8-18(25-2)16(22)7-13(12)14/h3-9,21-23H,1-2H3

> <INCHI_KEY>
WFANYWPAAJRIFF-UHFFFAOYSA-N

> <FORMULA>
C19H16O6

> <MOLECULAR_WEIGHT>
340.331

> <EXACT_MASS>
340.094688235

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
35.291597521830205

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,6-dihydroxy-4-(4-hydroxy-3-methoxyphenyl)-7-methoxynaphthalene-2-carbaldehyde

> <ALOGPS_LOGP>
3.58

> <JCHEM_LOGP>
3.7464117829999997

> <ALOGPS_LOGS>
-4.14

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.226647771259014

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.007745964223645

> <JCHEM_PKA_STRONGEST_BASIC>
-4.593874559542256

> <JCHEM_POLAR_SURFACE_AREA>
96.22000000000001

> <JCHEM_REFRACTIVITY>
93.09750000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.47e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,6-dihydroxy-4-(4-hydroxy-3-methoxyphenyl)-7-methoxynaphthalene-2-carbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 41 43  0  0  0  0  0  0  0  0999 V2000
    1.1809   -4.3716   -4.9147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2263   -4.3571   -5.1280 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9643   -3.5556   -4.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4804   -2.8337   -3.2033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3477   -2.0392   -2.4270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8351   -1.2878   -1.2677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0399   -1.8377    0.0107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5673   -1.1866    1.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8096   -1.8119    2.4616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4080   -1.2821    3.4931 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1197    0.0260    1.0273 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5990    0.6838    2.1387 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3416    0.6118   -0.2368 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0339    1.8410   -0.3669 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2525    2.4266   -1.6109 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9068    3.6062   -1.8526 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4022    4.3032   -0.7144 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7699    1.7750   -2.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9620    2.3166   -3.9840 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0853    0.5685   -2.6510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1427   -0.0480   -1.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7108   -1.9866   -2.7631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2021   -2.7105   -3.8484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3281   -3.4851   -4.5985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8349   -4.1864   -5.6586 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6089   -3.3698   -5.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4255   -4.8014   -3.9379 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6278   -5.0119   -5.6813 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5699   -2.8651   -2.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5697   -2.7849    0.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3613   -2.7668    2.4768 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3669    0.1587    2.9383 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3939    2.3226    0.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1542    3.7092   -0.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8894    5.2165   -1.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5863    4.5991   -0.0467 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4449    3.1509   -3.8231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2719    0.1199   -3.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3968   -1.3736   -2.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2551   -2.6686   -4.1103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0650   -4.6436   -6.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 20  1  0
 22 23  2  0
 20 21  2  0
 23 24  1  0
 15 18  2  0
 24  3  2  0
 13 14  2  0
  3  4  1  0
  4  5  2  0
 14 15  1  0
 24 25  1  0
 13 11  1  0
  3  2  1  0
 21  6  1  0
  2  1  1  0
  6  7  2  0
 15 16  1  0
  7  8  1  0
 16 17  1  0
  8 11  2  0
 18 19  1  0
 13 21  1  0
 11 12  1  0
  6  5  1  0
  8  9  1  0
  9 31  1  0
  5 22  1  0
  9 10  2  0
 20 38  1  0
 14 33  1  0
  7 30  1  0
 22 39  1  0
 23 40  1  0
  4 29  1  0
 25 41  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
 17 34  1  0
 17 35  1  0
 17 36  1  0
 19 37  1  0
 12 32  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       1.181  -4.372  -4.915  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.226  -4.357  -5.128  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.964  -3.556  -4.295  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.480  -2.834  -3.203  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.348  -2.039  -2.427  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.835  -1.288  -1.268  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.040  -1.838   0.011  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.567  -1.187   1.148  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.810  -1.812   2.462  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.408  -1.282   3.493  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.120   0.026   1.027  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.599   0.684   2.139  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.342   0.612  -0.237  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.034   1.841  -0.367  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.252   2.427  -1.611  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.907   3.606  -1.853  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.402   4.303  -0.714  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.770   1.775  -2.742  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.962   2.317  -3.984  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.085   0.569  -2.651  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.143  -0.048  -1.401  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.711  -1.987  -2.763  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.202  -2.711  -3.848  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.328  -3.485  -4.598  0.00  0.00           C+0
HETATM   25  O   UNK     0      -2.835  -4.186  -5.659  0.00  0.00           O+0
HETATM   26  H   UNK     0       1.609  -3.370  -5.026  0.00  0.00           H+0
HETATM   27  H   UNK     0       1.426  -4.801  -3.938  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.628  -5.012  -5.681  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.570  -2.865  -2.930  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.570  -2.785   0.102  0.00  0.00           H+0
HETATM   31  H   UNK     0      -1.361  -2.767   2.477  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.367   0.159   2.938  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.394   2.323   0.538  0.00  0.00           H+0
HETATM   34  H   UNK     0       3.154   3.709  -0.185  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.889   5.216  -1.069  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.586   4.599  -0.047  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.445   3.151  -3.823  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.272   0.120  -3.575  0.00  0.00           H+0
HETATM   39  H   UNK     0      -3.397  -1.374  -2.182  0.00  0.00           H+0
HETATM   40  H   UNK     0      -4.255  -2.669  -4.110  0.00  0.00           H+0
HETATM   41  H   UNK     0      -2.065  -4.644  -6.050  0.00  0.00           H+0
CONECT    1    2   26   27   28                                             
CONECT    2    3    1                                                       
CONECT    3   24    4    2                                                  
CONECT    4    3    5   29                                                  
CONECT    5    4    6   22                                                  
CONECT    6   21    7    5                                                  
CONECT    7    6    8   30                                                  
CONECT    8    7   11    9                                                  
CONECT    9    8   31   10                                                  
CONECT   10    9                                                            
CONECT   11   13    8   12                                                  
CONECT   12   11   32                                                       
CONECT   13   14   11   21                                                  
CONECT   14   13   15   33                                                  
CONECT   15   18   14   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   34   35   36                                             
CONECT   18   20   15   19                                                  
CONECT   19   18   37                                                       
CONECT   20   18   21   38                                                  
CONECT   21   20    6   13                                                  
CONECT   22   23    5   39                                                  
CONECT   23   22   24   40                                                  
CONECT   24   23    3   25                                                  
CONECT   25   24   41                                                       
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    4                                                            
CONECT   30    7                                                            
CONECT   31    9                                                            
CONECT   32   12                                                            
CONECT   33   14                                                            
CONECT   34   17                                                            
CONECT   35   17                                                            
CONECT   36   17                                                            
CONECT   37   19                                                            
CONECT   38   20                                                            
CONECT   39   22                                                            
CONECT   40   23                                                            
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
    1.1809   -4.3716   -4.9147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2263   -4.3571   -5.1280 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9643   -3.5556   -4.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4804   -2.8337   -3.2033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3477   -2.0392   -2.4270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8351   -1.2878   -1.2677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0399   -1.8377    0.0107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5673   -1.1866    1.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8096   -1.8119    2.4616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4080   -1.2821    3.4931 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1197    0.0260    1.0273 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5990    0.6838    2.1387 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3416    0.6118   -0.2368 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0339    1.8410   -0.3669 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2525    2.4266   -1.6109 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9068    3.6062   -1.8526 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4022    4.3032   -0.7144 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7699    1.7750   -2.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9620    2.3166   -3.9840 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0853    0.5685   -2.6510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1427   -0.0480   -1.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7108   -1.9866   -2.7631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2021   -2.7105   -3.8484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3281   -3.4851   -4.5985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8349   -4.1864   -5.6586 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6089   -3.3698   -5.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4255   -4.8014   -3.9379 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6278   -5.0119   -5.6813 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5699   -2.8651   -2.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5697   -2.7849    0.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3613   -2.7668    2.4768 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3669    0.1587    2.9383 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3939    2.3226    0.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1542    3.7092   -0.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8894    5.2165   -1.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5863    4.5991   -0.0467 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4449    3.1509   -3.8231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2719    0.1199   -3.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3968   -1.3736   -2.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2551   -2.6686   -4.1103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0650   -4.6436   -6.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 20  1  0
 22 23  2  0
 20 21  2  0
 23 24  1  0
 15 18  2  0
 24  3  2  0
 13 14  2  0
  3  4  1  0
  4  5  2  0
 14 15  1  0
 24 25  1  0
 13 11  1  0
  3  2  1  0
 21  6  1  0
  2  1  1  0
  6  7  2  0
 15 16  1  0
  7  8  1  0
 16 17  1  0
  8 11  2  0
 18 19  1  0
 13 21  1  0
 11 12  1  0
  6  5  1  0
  8  9  1  0
  9 31  1  0
  5 22  1  0
  9 10  2  0
 20 38  1  0
 14 33  1  0
  7 30  1  0
 22 39  1  0
 23 40  1  0
  4 29  1  0
 25 41  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
 17 34  1  0
 17 35  1  0
 17 36  1  0
 19 37  1  0
 12 32  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₁₆O₆

Average Mass

340.3310 Da

Monoisotopic Mass

340.09469 Da

IUPAC Name

1,6-dihydroxy-4-(4-hydroxy-3-methoxyphenyl)-7-methoxynaphthalene-2-carbaldehyde

Traditional Name

1,6-dihydroxy-4-(4-hydroxy-3-methoxyphenyl)-7-methoxynaphthalene-2-carbaldehyde

CAS Registry Number

Not Available

SMILES

[H]OC1=C(OC([H])([H])[H])C([H])=C(C([H])=C1[H])C1=C([H])C(C([H])=O)=C(O[H])C2=C([H])C(OC([H])([H])[H])=C(O[H])C([H])=C12

InChI Identifier

InChI=1S/C19H16O6/c1-24-17-6-10(3-4-15(17)21)12-5-11(9-20)19(23)14-8-18(25-2)16(22)7-13(12)14/h3-9,21-23H,1-2H3

InChI Key

WFANYWPAAJRIFF-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Vitex negundo	JEOL database	Zheng, C. -J., et al, J. Nat. Prod. 72, 1627 (2009)

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as biphenols. These are organic compounds containing two phenol groups linked together by a C-C bond.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Biphenols

Direct Parent

Biphenols

Alternative Parents

Substituents

Biphenol
1-naphthol
2-naphthol
Methoxyphenol
Naphthalene
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Aryl-aldehyde
Phenol
Vinylogous acid
Ether
Aldehyde
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.58	ALOGPS
logP	3.75	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	8.01	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	93.1 m³·mol⁻¹	ChemAxon
Polarizability	35.29 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

C00048231

Chemspider ID

24655965

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44479221

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Zheng, C. -J., et al. (2009). Zheng, C. -J., et al, J. Nat. Prod. 72, 1627 (2009). J. Nat. Prod..

Showing NP-Card for vitexdoin E (NP0034758)

MOL for NP0034758 (vitexdoin E)

3D MOL for NP0034758 (vitexdoin E)

3D SDF for NP0034758 (vitexdoin E)

3D-SDF for NP0034758 (vitexdoin E)

PDB for NP0034758 (vitexdoin E)

3D PDB for NP0034758 (vitexdoin E)

SMILES for NP0034758 (vitexdoin E)

INCHI for NP0034758 (vitexdoin E)

Structure for NP0034758 (vitexdoin E)

3D Structure for NP0034758 (vitexdoin E)