NP-MRD: Showing NP-Card for vitexdoin B (NP0034754)

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Record Information

Version

2.0

Created at

2021-06-20 18:23:33 UTC

Updated at

2021-06-30 00:05:21 UTC

NP-MRD ID

NP0034754

Secondary Accession Numbers

None

Natural Product Identification

Common Name

vitexdoin B

Provided By

JEOL Database JEOL Logo

Description

6-Hydroxy-4-(4-hydroxy-3-methoxyphenyl)-5-methoxynaphthalene-2-carbaldehyde belongs to the class of organic compounds known as naphthols and derivatives. These are naphthalene derivatives carrying one or more hydroxyl (-OH) groups at any ring position. vitexdoin B is found in Vitex negundo. vitexdoin B was first documented in 2009 (Zheng, C. -J., et al.). Based on a literature review very few articles have been published on 6-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-5-methoxynaphthalene-2-carbaldehyde.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202120233D          

 40 42  0  0  0  0            999 V2000
    0.5903    3.0531   -3.3156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7375    2.5429   -3.3673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1894    1.9011   -2.2427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5062    1.7792   -1.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0766    1.0782    0.0496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3591    0.9674    1.3344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8618    1.7427    2.4013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2303    1.7450    3.6389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7793    2.5692    4.7338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2585    2.6081    5.8414 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9183    0.9861    3.8382 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4499    0.2037    2.8050 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6261   -0.5253    3.0598 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2236   -1.3049    2.0752 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6276   -1.3800    0.8335 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2456   -2.1208   -0.1352 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4272   -0.7071    0.5671 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8951   -0.8939   -0.6900 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0295   -2.0359   -0.6888 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8162    0.1555    1.5278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3607    0.5243   -0.1013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0527    0.6483   -1.3051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4616    1.3316   -2.3585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1592    1.4373   -3.5311 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8169    3.4923   -4.2919 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3155    2.2528   -3.1340 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6777    3.8461   -2.5657 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4817    2.2094   -0.8980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7476    2.3566    2.2433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6875    3.1523    4.5064 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4037    1.0132    4.8139 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1043   -0.4775    4.0376 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1456   -1.8416    2.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7711   -1.9181   -0.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5512   -2.0149   -1.6157 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6153   -2.9609   -0.6768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6700   -2.0271    0.1544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8253   -0.0156    0.7212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0420    0.2167   -1.4225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5742    1.9466   -4.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0  0  0  0
 15 17  1  0  0  0  0
  9 30  1  0  0  0  0
 17 20  2  0  0  0  0
  9 10  2  0  0  0  0
 14 15  2  0  0  0  0
  6  5  1  0  0  0  0
 12 13  2  0  0  0  0
  5 21  1  0  0  0  0
 13 14  1  0  0  0  0
 21 22  2  0  0  0  0
 12 11  1  0  0  0  0
 22 23  1  0  0  0  0
 20  6  1  0  0  0  0
 23  3  2  0  0  0  0
  6  7  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  7  8  1  0  0  0  0
 23 24  1  0  0  0  0
  8 11  2  0  0  0  0
  3  2  1  0  0  0  0
 12 20  1  0  0  0  0
  2  1  1  0  0  0  0
 15 16  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 33  1  0  0  0  0
 13 32  1  0  0  0  0
  7 29  1  0  0  0  0
 11 31  1  0  0  0  0
 16 34  1  0  0  0  0
 21 38  1  0  0  0  0
 22 39  1  0  0  0  0
  4 28  1  0  0  0  0
 24 40  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
 19 35  1  0  0  0  0
 19 36  1  0  0  0  0
 19 37  1  0  0  0  0
M  END

     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
    0.5903    3.0531   -3.3156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7375    2.5429   -3.3673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1894    1.9011   -2.2427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5062    1.7792   -1.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0766    1.0782    0.0496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3591    0.9674    1.3344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8618    1.7427    2.4013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2303    1.7450    3.6389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7793    2.5692    4.7338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2585    2.6081    5.8414 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9183    0.9861    3.8382 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4499    0.2037    2.8050 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6261   -0.5253    3.0598 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2236   -1.3049    2.0752 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6276   -1.3800    0.8335 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2456   -2.1208   -0.1352 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4272   -0.7071    0.5671 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8951   -0.8939   -0.6900 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0295   -2.0359   -0.6888 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8162    0.1555    1.5278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3607    0.5243   -0.1013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0527    0.6483   -1.3051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4616    1.3316   -2.3585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1592    1.4373   -3.5311 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8169    3.4923   -4.2919 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3155    2.2528   -3.1340 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6777    3.8461   -2.5657 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4817    2.2094   -0.8980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7476    2.3566    2.2433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6875    3.1523    4.5064 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4037    1.0132    4.8139 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1043   -0.4775    4.0376 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1456   -1.8416    2.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7711   -1.9181   -0.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5512   -2.0149   -1.6157 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6153   -2.9609   -0.6768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6700   -2.0271    0.1544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8253   -0.0156    0.7212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0420    0.2167   -1.4225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5742    1.9466   -4.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0
 15 17  1  0
  9 30  1  0
 17 20  2  0
  9 10  2  0
 14 15  2  0
  6  5  1  0
 12 13  2  0
  5 21  1  0
 13 14  1  0
 21 22  2  0
 12 11  1  0
 22 23  1  0
 20  6  1  0
 23  3  2  0
  6  7  2  0
  3  4  1  0
  4  5  2  0
  7  8  1  0
 23 24  1  0
  8 11  2  0
  3  2  1  0
 12 20  1  0
  2  1  1  0
 15 16  1  0
 17 18  1  0
 18 19  1  0
 14 33  1  0
 13 32  1  0
  7 29  1  0
 11 31  1  0
 16 34  1  0
 21 38  1  0
 22 39  1  0
  4 28  1  0
 24 40  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
 19 35  1  0
 19 36  1  0
 19 37  1  0
M  END


  Mrv1652306202120233D          

 40 42  0  0  0  0            999 V2000
    0.5903    3.0531   -3.3156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7375    2.5429   -3.3673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1894    1.9011   -2.2427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5062    1.7792   -1.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0766    1.0782    0.0496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3591    0.9674    1.3344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8618    1.7427    2.4013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2303    1.7450    3.6389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7793    2.5692    4.7338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2585    2.6081    5.8414 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9183    0.9861    3.8382 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4499    0.2037    2.8050 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6261   -0.5253    3.0598 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2236   -1.3049    2.0752 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6276   -1.3800    0.8335 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2456   -2.1208   -0.1352 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4272   -0.7071    0.5671 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8951   -0.8939   -0.6900 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0295   -2.0359   -0.6888 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8162    0.1555    1.5278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3607    0.5243   -0.1013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0527    0.6483   -1.3051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4616    1.3316   -2.3585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1592    1.4373   -3.5311 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8169    3.4923   -4.2919 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3155    2.2528   -3.1340 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6777    3.8461   -2.5657 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4817    2.2094   -0.8980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7476    2.3566    2.2433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6875    3.1523    4.5064 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4037    1.0132    4.8139 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1043   -0.4775    4.0376 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1456   -1.8416    2.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7711   -1.9181   -0.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5512   -2.0149   -1.6157 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6153   -2.9609   -0.6768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6700   -2.0271    0.1544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8253   -0.0156    0.7212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0420    0.2167   -1.4225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5742    1.9466   -4.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0  0  0  0
 15 17  1  0  0  0  0
  9 30  1  0  0  0  0
 17 20  2  0  0  0  0
  9 10  2  0  0  0  0
 14 15  2  0  0  0  0
  6  5  1  0  0  0  0
 12 13  2  0  0  0  0
  5 21  1  0  0  0  0
 13 14  1  0  0  0  0
 21 22  2  0  0  0  0
 12 11  1  0  0  0  0
 22 23  1  0  0  0  0
 20  6  1  0  0  0  0
 23  3  2  0  0  0  0
  6  7  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  7  8  1  0  0  0  0
 23 24  1  0  0  0  0
  8 11  2  0  0  0  0
  3  2  1  0  0  0  0
 12 20  1  0  0  0  0
  2  1  1  0  0  0  0
 15 16  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 33  1  0  0  0  0
 13 32  1  0  0  0  0
  7 29  1  0  0  0  0
 11 31  1  0  0  0  0
 16 34  1  0  0  0  0
 21 38  1  0  0  0  0
 22 39  1  0  0  0  0
  4 28  1  0  0  0  0
 24 40  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
 19 35  1  0  0  0  0
 19 36  1  0  0  0  0
 19 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0034754

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C2C([H])=C(C([H])=O)C([H])=C(C3=C([H])C(OC([H])([H])[H])=C(O[H])C([H])=C3[H])C2=C1OC([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C19H16O5/c1-23-17-9-12(3-5-15(17)21)14-8-11(10-20)7-13-4-6-16(22)19(24-2)18(13)14/h3-10,21-22H,1-2H3

> <INCHI_KEY>
HWWOGKWMIOQRRX-UHFFFAOYSA-N

> <FORMULA>
C19H16O5

> <MOLECULAR_WEIGHT>
324.332

> <EXACT_MASS>
324.099773615

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
33.59669285719384

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-5-methoxynaphthalene-2-carbaldehyde

> <ALOGPS_LOGP>
4.01

> <JCHEM_LOGP>
3.3999771046666662

> <ALOGPS_LOGS>
-4.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.902182112066487

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.186936564679263

> <JCHEM_PKA_STRONGEST_BASIC>
-4.604351413424062

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
91.1166

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.92e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-5-methoxynaphthalene-2-carbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
    0.5903    3.0531   -3.3156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7375    2.5429   -3.3673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1894    1.9011   -2.2427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5062    1.7792   -1.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0766    1.0782    0.0496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3591    0.9674    1.3344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8618    1.7427    2.4013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2303    1.7450    3.6389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7793    2.5692    4.7338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2585    2.6081    5.8414 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9183    0.9861    3.8382 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4499    0.2037    2.8050 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6261   -0.5253    3.0598 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2236   -1.3049    2.0752 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6276   -1.3800    0.8335 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2456   -2.1208   -0.1352 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4272   -0.7071    0.5671 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8951   -0.8939   -0.6900 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0295   -2.0359   -0.6888 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8162    0.1555    1.5278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3607    0.5243   -0.1013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0527    0.6483   -1.3051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4616    1.3316   -2.3585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1592    1.4373   -3.5311 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8169    3.4923   -4.2919 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3155    2.2528   -3.1340 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6777    3.8461   -2.5657 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4817    2.2094   -0.8980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7476    2.3566    2.2433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6875    3.1523    4.5064 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4037    1.0132    4.8139 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1043   -0.4775    4.0376 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1456   -1.8416    2.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7711   -1.9181   -0.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5512   -2.0149   -1.6157 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6153   -2.9609   -0.6768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6700   -2.0271    0.1544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8253   -0.0156    0.7212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0420    0.2167   -1.4225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5742    1.9466   -4.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0
 15 17  1  0
  9 30  1  0
 17 20  2  0
  9 10  2  0
 14 15  2  0
  6  5  1  0
 12 13  2  0
  5 21  1  0
 13 14  1  0
 21 22  2  0
 12 11  1  0
 22 23  1  0
 20  6  1  0
 23  3  2  0
  6  7  2  0
  3  4  1  0
  4  5  2  0
  7  8  1  0
 23 24  1  0
  8 11  2  0
  3  2  1  0
 12 20  1  0
  2  1  1  0
 15 16  1  0
 17 18  1  0
 18 19  1  0
 14 33  1  0
 13 32  1  0
  7 29  1  0
 11 31  1  0
 16 34  1  0
 21 38  1  0
 22 39  1  0
  4 28  1  0
 24 40  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
 19 35  1  0
 19 36  1  0
 19 37  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       0.590   3.053  -3.316  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.738   2.543  -3.367  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.189   1.901  -2.243  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.506   1.779  -1.032  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.077   1.078   0.050  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.359   0.967   1.334  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.862   1.743   2.401  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.230   1.745   3.639  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.779   2.569   4.734  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.259   2.608   5.841  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.918   0.986   3.838  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.450   0.204   2.805  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.626  -0.525   3.060  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.224  -1.305   2.075  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.628  -1.380   0.834  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.246  -2.121  -0.135  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.427  -0.707   0.567  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.895  -0.894  -0.690  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.030  -2.036  -0.689  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.816   0.156   1.528  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.361   0.524  -0.101  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.053   0.648  -1.305  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.462   1.332  -2.358  0.00  0.00           C+0
HETATM   24  O   UNK     0      -3.159   1.437  -3.531  0.00  0.00           O+0
HETATM   25  H   UNK     0       0.817   3.492  -4.292  0.00  0.00           H+0
HETATM   26  H   UNK     0       1.315   2.253  -3.134  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.678   3.846  -2.566  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.482   2.209  -0.898  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.748   2.357   2.243  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.688   3.152   4.506  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.404   1.013   4.814  0.00  0.00           H+0
HETATM   32  H   UNK     0       3.104  -0.478   4.038  0.00  0.00           H+0
HETATM   33  H   UNK     0       4.146  -1.842   2.277  0.00  0.00           H+0
HETATM   34  H   UNK     0       2.771  -1.918  -0.964  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.551  -2.015  -1.616  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.615  -2.961  -0.677  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.670  -2.027   0.154  0.00  0.00           H+0
HETATM   38  H   UNK     0      -2.825  -0.016   0.721  0.00  0.00           H+0
HETATM   39  H   UNK     0      -4.042   0.217  -1.423  0.00  0.00           H+0
HETATM   40  H   UNK     0      -2.574   1.947  -4.126  0.00  0.00           H+0
CONECT    1    2   25   26   27                                             
CONECT    2    3    1                                                       
CONECT    3   23    4    2                                                  
CONECT    4    3    5   28                                                  
CONECT    5    6   21    4                                                  
CONECT    6    5   20    7                                                  
CONECT    7    6    8   29                                                  
CONECT    8    9    7   11                                                  
CONECT    9    8   30   10                                                  
CONECT   10    9                                                            
CONECT   11   12    8   31                                                  
CONECT   12   13   11   20                                                  
CONECT   13   12   14   32                                                  
CONECT   14   15   13   33                                                  
CONECT   15   17   14   16                                                  
CONECT   16   15   34                                                       
CONECT   17   15   20   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   35   36   37                                             
CONECT   20   17    6   12                                                  
CONECT   21    5   22   38                                                  
CONECT   22   21   23   39                                                  
CONECT   23   22    3   24                                                  
CONECT   24   23   40                                                       
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    4                                                            
CONECT   29    7                                                            
CONECT   30    9                                                            
CONECT   31   11                                                            
CONECT   32   13                                                            
CONECT   33   14                                                            
CONECT   34   16                                                            
CONECT   35   19                                                            
CONECT   36   19                                                            
CONECT   37   19                                                            
CONECT   38   21                                                            
CONECT   39   22                                                            
CONECT   40   24                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   84    0
END

RDKit          3D

40 42  0  0  0  0  0  0  0  0999 V2000
    0.5903    3.0531   -3.3156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7375    2.5429   -3.3673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1894    1.9011   -2.2427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5062    1.7792   -1.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0766    1.0782    0.0496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3591    0.9674    1.3344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8618    1.7427    2.4013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2303    1.7450    3.6389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7793    2.5692    4.7338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2585    2.6081    5.8414 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9183    0.9861    3.8382 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4499    0.2037    2.8050 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6261   -0.5253    3.0598 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2236   -1.3049    2.0752 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6276   -1.3800    0.8335 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2456   -2.1208   -0.1352 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4272   -0.7071    0.5671 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8951   -0.8939   -0.6900 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0295   -2.0359   -0.6888 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8162    0.1555    1.5278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3607    0.5243   -0.1013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0527    0.6483   -1.3051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4616    1.3316   -2.3585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1592    1.4373   -3.5311 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8169    3.4923   -4.2919 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3155    2.2528   -3.1340 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6777    3.8461   -2.5657 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4817    2.2094   -0.8980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7476    2.3566    2.2433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6875    3.1523    4.5064 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4037    1.0132    4.8139 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1043   -0.4775    4.0376 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1456   -1.8416    2.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7711   -1.9181   -0.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5512   -2.0149   -1.6157 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6153   -2.9609   -0.6768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6700   -2.0271    0.1544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8253   -0.0156    0.7212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0420    0.2167   -1.4225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5742    1.9466   -4.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0
 15 17  1  0
  9 30  1  0
 17 20  2  0
  9 10  2  0
 14 15  2  0
  6  5  1  0
 12 13  2  0
  5 21  1  0
 13 14  1  0
 21 22  2  0
 12 11  1  0
 22 23  1  0
 20  6  1  0
 23  3  2  0
  6  7  2  0
  3  4  1  0
  4  5  2  0
  7  8  1  0
 23 24  1  0
  8 11  2  0
  3  2  1  0
 12 20  1  0
  2  1  1  0
 15 16  1  0
 17 18  1  0
 18 19  1  0
 14 33  1  0
 13 32  1  0
  7 29  1  0
 11 31  1  0
 16 34  1  0
 21 38  1  0
 22 39  1  0
  4 28  1  0
 24 40  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
 19 35  1  0
 19 36  1  0
 19 37  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₁₆O₅

Average Mass

324.3320 Da

Monoisotopic Mass

324.09977 Da

IUPAC Name

6-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-5-methoxynaphthalene-2-carbaldehyde

Traditional Name

6-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-5-methoxynaphthalene-2-carbaldehyde

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C2C([H])=C(C([H])=O)C([H])=C(C3=C([H])C(OC([H])([H])[H])=C(O[H])C([H])=C3[H])C2=C1OC([H])([H])[H]

InChI Identifier

InChI=1S/C19H16O5/c1-23-17-9-12(3-5-15(17)21)14-8-11(10-20)7-13-4-6-16(22)19(24-2)18(13)14/h3-10,21-22H,1-2H3

InChI Key

HWWOGKWMIOQRRX-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

Belongs to the class of organic compounds known as naphthols and derivatives. These are naphthalene derivatives carrying one or more hydroxyl (-OH) groups at any ring position.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Naphthols and derivatives

Direct Parent

Naphthols and derivatives

Alternative Parents

Substituents

2-naphthol
Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Aryl-aldehyde
Phenol
Monocyclic benzene moiety
Ether
Hydrocarbon derivative
Aldehyde
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	4.01	ALOGPS
logP	3.4	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	9.19	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	91.12 m³·mol⁻¹	ChemAxon
Polarizability	33.6 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

C00048228

Chemspider ID

24657508

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44478948

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 B (NP0034754)

MOL for NP0034754 (vitexdoin B)

3D MOL for NP0034754 (vitexdoin B)

3D SDF for NP0034754 (vitexdoin B)

3D-SDF for NP0034754 (vitexdoin B)

PDB for NP0034754 (vitexdoin B)

3D PDB for NP0034754 (vitexdoin B)

SMILES for NP0034754 (vitexdoin B)

INCHI for NP0034754 (vitexdoin B)

Structure for NP0034754 (vitexdoin B)

3D Structure for NP0034754 (vitexdoin B)