NP-MRD: Showing NP-Card for S-3'-hydroxy-4,4'-dimethoxydalbergione (NP0035856)

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Record Information

Version

2.0

Created at

2021-06-20 19:11:08 UTC

Updated at

2021-06-30 00:07:08 UTC

NP-MRD ID

NP0035856

Secondary Accession Numbers

None

Natural Product Identification

Common Name

S-3'-hydroxy-4,4'-dimethoxydalbergione

Provided By

JEOL Database JEOL Logo

Description

(S)-3'-hydroxy-4,4'-dimethoxydalbergione belongs to the class of organic compounds known as dalbergiones. These are quinone derivatives containing a dalbergione moiety, which consists of a 1-4 quinone conjugated to a phenyl group at ring carbon 2. Thus, (S)-3'-hydroxy-4,4'-dimethoxydalbergione is considered to be a flavonoid. S-3'-hydroxy-4,4'-dimethoxydalbergione is found in Pterocarpus santalinus. S-3'-hydroxy-4,4'-dimethoxydalbergione was first documented in 2011 (Wu, S. -F., et al.). Based on a literature review very few articles have been published on (s)-3'-hydroxy-4,4'-dimethoxydalbergione.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI

  Mrv1652306202121113D          

 38 39  0  0  0  0            999 V2000
    1.2395    3.1237   -3.4722 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7544    1.9387   -3.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0692    1.2863   -1.7340 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0201    0.1030   -1.8403 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1849   -0.6790   -2.9183 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1262   -1.8177   -2.9647 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2393   -2.4498   -4.0084 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8921   -2.1293   -1.7181 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7838   -3.1883   -1.6162 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4946   -4.3327   -2.4130 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7475   -1.3313   -0.6563 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8494   -0.1644   -0.6339 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8132    0.5516    0.3601 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2090    0.9076   -0.9863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4782    1.4724    0.2730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6339    1.1335    0.9902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5407    0.2194    0.4600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7050   -0.2041    1.0471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0100    0.3499    2.3220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2684   -0.3456   -0.7898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1354   -1.2521   -1.3389 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1249   -0.0173   -1.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9647    3.5391   -4.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9126    3.7077   -2.8516 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0754    1.4145   -3.7432 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5811    2.0612   -1.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6247   -0.5284   -3.8345 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4304   -4.5897   -2.3855 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0521   -5.1767   -1.9953 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8447   -4.1854   -3.4385 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3037   -1.5119    0.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2241    2.1781    0.7155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7854    1.5997    1.9579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2471    0.0835    3.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1404    1.4354    2.2598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9596   -0.0807    2.6542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8564   -1.3346   -0.6844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9625   -0.4892   -2.4749 H   0  0  0  0  0  0  0  0  0  0  0  0
 11  8  2  0  0  0  0
 15 16  2  0  0  0  0
  8  6  1  0  0  0  0
 16 17  1  0  0  0  0
  6  5  1  0  0  0  0
  5  4  2  0  0  0  0
 17 20  2  0  0  0  0
 17 18  1  0  0  0  0
 14  3  1  0  0  0  0
 18 19  1  0  0  0  0
 22 14  2  0  0  0  0
 20 21  1  0  0  0  0
  3  4  1  0  0  0  0
  6  7  2  0  0  0  0
  8  9  1  0  0  0  0
  4 12  1  0  0  0  0
 12 13  2  0  0  0  0
 14 15  1  0  0  0  0
  9 10  1  0  0  0  0
 12 11  1  0  0  0  0
  3  2  1  0  0  0  0
 20 22  1  0  0  0  0
  2  1  2  3  0  0  0
 22 38  1  0  0  0  0
 15 32  1  0  0  0  0
 16 33  1  0  0  0  0
  3 26  1  1  0  0  0
 11 31  1  0  0  0  0
  5 27  1  0  0  0  0
 19 34  1  0  0  0  0
 19 35  1  0  0  0  0
 19 36  1  0  0  0  0
 21 37  1  0  0  0  0
 10 28  1  0  0  0  0
 10 29  1  0  0  0  0
 10 30  1  0  0  0  0
  2 25  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
M  END

     RDKit          3D

 38 39  0  0  0  0  0  0  0  0999 V2000
    1.2395    3.1237   -3.4722 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7544    1.9387   -3.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0692    1.2863   -1.7340 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0201    0.1030   -1.8403 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1849   -0.6790   -2.9183 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1262   -1.8177   -2.9647 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2393   -2.4498   -4.0084 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8921   -2.1293   -1.7181 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7838   -3.1883   -1.6162 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4946   -4.3327   -2.4130 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7475   -1.3313   -0.6563 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8494   -0.1644   -0.6339 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8132    0.5516    0.3601 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2090    0.9076   -0.9863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4782    1.4724    0.2730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6339    1.1335    0.9902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5407    0.2194    0.4600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7050   -0.2041    1.0471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0100    0.3499    2.3220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2684   -0.3456   -0.7898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1354   -1.2521   -1.3389 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1249   -0.0173   -1.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9647    3.5391   -4.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9126    3.7077   -2.8516 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0754    1.4145   -3.7432 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5811    2.0612   -1.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6247   -0.5284   -3.8345 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4304   -4.5897   -2.3855 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0521   -5.1767   -1.9953 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8447   -4.1854   -3.4385 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3037   -1.5119    0.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2241    2.1781    0.7155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7854    1.5997    1.9579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2471    0.0835    3.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1404    1.4354    2.2598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9596   -0.0807    2.6542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8564   -1.3346   -0.6844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9625   -0.4892   -2.4749 H   0  0  0  0  0  0  0  0  0  0  0  0
 11  8  2  0
 15 16  2  0
  8  6  1  0
 16 17  1  0
  6  5  1  0
  5  4  2  0
 17 20  2  0
 17 18  1  0
 14  3  1  0
 18 19  1  0
 22 14  2  0
 20 21  1  0
  3  4  1  0
  6  7  2  0
  8  9  1  0
  4 12  1  0
 12 13  2  0
 14 15  1  0
  9 10  1  0
 12 11  1  0
  3  2  1  0
 20 22  1  0
  2  1  2  3
 22 38  1  0
 15 32  1  0
 16 33  1  0
  3 26  1  1
 11 31  1  0
  5 27  1  0
 19 34  1  0
 19 35  1  0
 19 36  1  0
 21 37  1  0
 10 28  1  0
 10 29  1  0
 10 30  1  0
  2 25  1  0
  1 23  1  0
  1 24  1  0
M  END

  Mrv1652306202121113D          

 38 39  0  0  0  0            999 V2000
    1.2395    3.1237   -3.4722 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7544    1.9387   -3.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0692    1.2863   -1.7340 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0201    0.1030   -1.8403 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1849   -0.6790   -2.9183 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1262   -1.8177   -2.9647 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2393   -2.4498   -4.0084 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8921   -2.1293   -1.7181 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7838   -3.1883   -1.6162 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4946   -4.3327   -2.4130 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7475   -1.3313   -0.6563 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8494   -0.1644   -0.6339 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8132    0.5516    0.3601 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2090    0.9076   -0.9863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4782    1.4724    0.2730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6339    1.1335    0.9902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5407    0.2194    0.4600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7050   -0.2041    1.0471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0100    0.3499    2.3220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2684   -0.3456   -0.7898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1354   -1.2521   -1.3389 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1249   -0.0173   -1.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9647    3.5391   -4.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9126    3.7077   -2.8516 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0754    1.4145   -3.7432 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5811    2.0612   -1.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6247   -0.5284   -3.8345 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4304   -4.5897   -2.3855 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0521   -5.1767   -1.9953 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8447   -4.1854   -3.4385 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3037   -1.5119    0.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2241    2.1781    0.7155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7854    1.5997    1.9579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2471    0.0835    3.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1404    1.4354    2.2598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9596   -0.0807    2.6542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8564   -1.3346   -0.6844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9625   -0.4892   -2.4749 H   0  0  0  0  0  0  0  0  0  0  0  0
 11  8  2  0  0  0  0
 15 16  2  0  0  0  0
  8  6  1  0  0  0  0
 16 17  1  0  0  0  0
  6  5  1  0  0  0  0
  5  4  2  0  0  0  0
 17 20  2  0  0  0  0
 17 18  1  0  0  0  0
 14  3  1  0  0  0  0
 18 19  1  0  0  0  0
 22 14  2  0  0  0  0
 20 21  1  0  0  0  0
  3  4  1  0  0  0  0
  6  7  2  0  0  0  0
  8  9  1  0  0  0  0
  4 12  1  0  0  0  0
 12 13  2  0  0  0  0
 14 15  1  0  0  0  0
  9 10  1  0  0  0  0
 12 11  1  0  0  0  0
  3  2  1  0  0  0  0
 20 22  1  0  0  0  0
  2  1  2  3  0  0  0
 22 38  1  0  0  0  0
 15 32  1  0  0  0  0
 16 33  1  0  0  0  0
  3 26  1  1  0  0  0
 11 31  1  0  0  0  0
  5 27  1  0  0  0  0
 19 34  1  0  0  0  0
 19 35  1  0  0  0  0
 19 36  1  0  0  0  0
 21 37  1  0  0  0  0
 10 28  1  0  0  0  0
 10 29  1  0  0  0  0
 10 30  1  0  0  0  0
  2 25  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0035856

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C17H16O5/c1-4-11(10-5-6-16(21-2)14(19)7-10)12-8-15(20)17(22-3)9-13(12)18/h4-9,11,19H,1H2,2-3H3/t11-/m0/s1

> <INCHI_KEY>
BJJFYNLYABNPSS-NSHDSACASA-N

> <FORMULA>
C17H16O5

> <MOLECULAR_WEIGHT>
300.31

> <EXACT_MASS>
300.099773615

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
31.174939575071864

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(1S)-1-(3-hydroxy-4-methoxyphenyl)prop-2-en-1-yl]-5-methoxycyclohexa-2,5-diene-1,4-dione

> <ALOGPS_LOGP>
2.39

> <JCHEM_LOGP>
2.558569833999999

> <ALOGPS_LOGS>
-3.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.86287392703234

> <JCHEM_PKA_STRONGEST_BASIC>
-4.613849466901998

> <JCHEM_POLAR_SURFACE_AREA>
72.83000000000001

> <JCHEM_REFRACTIVITY>
84.4383

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.59e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(1S)-1-(3-hydroxy-4-methoxyphenyl)prop-2-en-1-yl]-5-methoxycyclohexa-2,5-diene-1,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 38 39  0  0  0  0  0  0  0  0999 V2000
    1.2395    3.1237   -3.4722 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7544    1.9387   -3.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0692    1.2863   -1.7340 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0201    0.1030   -1.8403 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1849   -0.6790   -2.9183 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1262   -1.8177   -2.9647 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2393   -2.4498   -4.0084 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8921   -2.1293   -1.7181 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7838   -3.1883   -1.6162 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4946   -4.3327   -2.4130 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7475   -1.3313   -0.6563 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8494   -0.1644   -0.6339 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8132    0.5516    0.3601 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2090    0.9076   -0.9863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4782    1.4724    0.2730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6339    1.1335    0.9902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5407    0.2194    0.4600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7050   -0.2041    1.0471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0100    0.3499    2.3220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2684   -0.3456   -0.7898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1354   -1.2521   -1.3389 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1249   -0.0173   -1.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9647    3.5391   -4.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9126    3.7077   -2.8516 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0754    1.4145   -3.7432 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5811    2.0612   -1.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6247   -0.5284   -3.8345 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4304   -4.5897   -2.3855 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0521   -5.1767   -1.9953 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8447   -4.1854   -3.4385 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3037   -1.5119    0.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2241    2.1781    0.7155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7854    1.5997    1.9579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2471    0.0835    3.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1404    1.4354    2.2598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9596   -0.0807    2.6542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8564   -1.3346   -0.6844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9625   -0.4892   -2.4749 H   0  0  0  0  0  0  0  0  0  0  0  0
 11  8  2  0
 15 16  2  0
  8  6  1  0
 16 17  1  0
  6  5  1  0
  5  4  2  0
 17 20  2  0
 17 18  1  0
 14  3  1  0
 18 19  1  0
 22 14  2  0
 20 21  1  0
  3  4  1  0
  6  7  2  0
  8  9  1  0
  4 12  1  0
 12 13  2  0
 14 15  1  0
  9 10  1  0
 12 11  1  0
  3  2  1  0
 20 22  1  0
  2  1  2  3
 22 38  1  0
 15 32  1  0
 16 33  1  0
  3 26  1  1
 11 31  1  0
  5 27  1  0
 19 34  1  0
 19 35  1  0
 19 36  1  0
 21 37  1  0
 10 28  1  0
 10 29  1  0
 10 30  1  0
  2 25  1  0
  1 23  1  0
  1 24  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       1.240   3.124  -3.472  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.754   1.939  -3.073  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.069   1.286  -1.734  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.020   0.103  -1.840  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.185  -0.679  -2.918  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.126  -1.818  -2.965  0.00  0.00           C+0
HETATM    7  O   UNK     0       3.239  -2.450  -4.008  0.00  0.00           O+0
HETATM    8  C   UNK     0       3.892  -2.129  -1.718  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.784  -3.188  -1.616  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.495  -4.333  -2.413  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.748  -1.331  -0.656  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.849  -0.164  -0.634  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.813   0.552   0.360  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.209   0.908  -0.986  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.478   1.472   0.273  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.634   1.133   0.990  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.541   0.219   0.460  0.00  0.00           C+0
HETATM   18  O   UNK     0      -3.705  -0.204   1.047  0.00  0.00           O+0
HETATM   19  C   UNK     0      -4.010   0.350   2.322  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.268  -0.346  -0.790  0.00  0.00           C+0
HETATM   21  O   UNK     0      -3.135  -1.252  -1.339  0.00  0.00           O+0
HETATM   22  C   UNK     0      -1.125  -0.017  -1.510  0.00  0.00           C+0
HETATM   23  H   UNK     0       0.965   3.539  -4.438  0.00  0.00           H+0
HETATM   24  H   UNK     0       1.913   3.708  -2.852  0.00  0.00           H+0
HETATM   25  H   UNK     0       0.075   1.415  -3.743  0.00  0.00           H+0
HETATM   26  H   UNK     0       1.581   2.061  -1.145  0.00  0.00           H+0
HETATM   27  H   UNK     0       1.625  -0.528  -3.834  0.00  0.00           H+0
HETATM   28  H   UNK     0       3.430  -4.590  -2.385  0.00  0.00           H+0
HETATM   29  H   UNK     0       5.052  -5.177  -1.995  0.00  0.00           H+0
HETATM   30  H   UNK     0       4.845  -4.185  -3.438  0.00  0.00           H+0
HETATM   31  H   UNK     0       4.304  -1.512   0.257  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.224   2.178   0.716  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.785   1.600   1.958  0.00  0.00           H+0
HETATM   34  H   UNK     0      -3.247   0.084   3.061  0.00  0.00           H+0
HETATM   35  H   UNK     0      -4.140   1.435   2.260  0.00  0.00           H+0
HETATM   36  H   UNK     0      -4.960  -0.081   2.654  0.00  0.00           H+0
HETATM   37  H   UNK     0      -3.856  -1.335  -0.684  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.963  -0.489  -2.475  0.00  0.00           H+0
CONECT    1    2   23   24                                                  
CONECT    2    3    1   25                                                  
CONECT    3   14    4    2   26                                             
CONECT    4    5    3   12                                                  
CONECT    5    6    4   27                                                  
CONECT    6    8    5    7                                                  
CONECT    7    6                                                            
CONECT    8   11    6    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   28   29   30                                             
CONECT   11    8   12   31                                                  
CONECT   12    4   13   11                                                  
CONECT   13   12                                                            
CONECT   14    3   22   15                                                  
CONECT   15   16   14   32                                                  
CONECT   16   15   17   33                                                  
CONECT   17   16   20   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   34   35   36                                             
CONECT   20   17   21   22                                                  
CONECT   21   20   37                                                       
CONECT   22   14   20   38                                                  
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    2                                                            
CONECT   26    3                                                            
CONECT   27    5                                                            
CONECT   28   10                                                            
CONECT   29   10                                                            
CONECT   30   10                                                            
CONECT   31   11                                                            
CONECT   32   15                                                            
CONECT   33   16                                                            
CONECT   34   19                                                            
CONECT   35   19                                                            
CONECT   36   19                                                            
CONECT   37   21                                                            
CONECT   38   22                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   78    0
END

RDKit          3D

38 39  0  0  0  0  0  0  0  0999 V2000
    1.2395    3.1237   -3.4722 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7544    1.9387   -3.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0692    1.2863   -1.7340 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0201    0.1030   -1.8403 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1849   -0.6790   -2.9183 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1262   -1.8177   -2.9647 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2393   -2.4498   -4.0084 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8921   -2.1293   -1.7181 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7838   -3.1883   -1.6162 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4946   -4.3327   -2.4130 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7475   -1.3313   -0.6563 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8494   -0.1644   -0.6339 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8132    0.5516    0.3601 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2090    0.9076   -0.9863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4782    1.4724    0.2730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6339    1.1335    0.9902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5407    0.2194    0.4600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7050   -0.2041    1.0471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0100    0.3499    2.3220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2684   -0.3456   -0.7898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1354   -1.2521   -1.3389 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1249   -0.0173   -1.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9647    3.5391   -4.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9126    3.7077   -2.8516 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0754    1.4145   -3.7432 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5811    2.0612   -1.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6247   -0.5284   -3.8345 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4304   -4.5897   -2.3855 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0521   -5.1767   -1.9953 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8447   -4.1854   -3.4385 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3037   -1.5119    0.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2241    2.1781    0.7155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7854    1.5997    1.9579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2471    0.0835    3.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1404    1.4354    2.2598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9596   -0.0807    2.6542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8564   -1.3346   -0.6844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9625   -0.4892   -2.4749 H   0  0  0  0  0  0  0  0  0  0  0  0
 11  8  2  0
 15 16  2  0
  8  6  1  0
 16 17  1  0
  6  5  1  0
  5  4  2  0
 17 20  2  0
 17 18  1  0
 14  3  1  0
 18 19  1  0
 22 14  2  0
 20 21  1  0
  3  4  1  0
  6  7  2  0
  8  9  1  0
  4 12  1  0
 12 13  2  0
 14 15  1  0
  9 10  1  0
 12 11  1  0
  3  2  1  0
 20 22  1  0
  2  1  2  3
 22 38  1  0
 15 32  1  0
 16 33  1  0
  3 26  1  1
 11 31  1  0
  5 27  1  0
 19 34  1  0
 19 35  1  0
 19 36  1  0
 21 37  1  0
 10 28  1  0
 10 29  1  0
 10 30  1  0
  2 25  1  0
  1 23  1  0
  1 24  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₁₆O₅

Average Mass

300.3100 Da

Monoisotopic Mass

300.09977 Da

IUPAC Name

2-[(1S)-1-(3-hydroxy-4-methoxyphenyl)prop-2-en-1-yl]-5-methoxycyclohexa-2,5-diene-1,4-dione

Traditional Name

2-[(1S)-1-(3-hydroxy-4-methoxyphenyl)prop-2-en-1-yl]-5-methoxycyclohexa-2,5-diene-1,4-dione

CAS Registry Number

Not Available

SMILES

[H]OC1=C(OC([H])([H])[H])C([H])=C([H])C(=C1[H])[C@]([H])(C([H])=C([H])[H])C1=C([H])C(=O)C(OC([H])([H])[H])=C([H])C1=O

InChI Identifier

InChI=1S/C17H16O5/c1-4-11(10-5-6-16(21-2)14(19)7-10)12-8-15(20)17(22-3)9-13(12)18/h4-9,11,19H,1H2,2-3H3/t11-/m0/s1

InChI Key

BJJFYNLYABNPSS-NSHDSACASA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, acetone-d6, 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
Dalbergia melanoxylon	KNApSAcK Database	22123792
Pterocarpus santalinus	JEOL database	Wu, S. -F., et al, J. Nat. Prod. 74, 989 (2011)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dalbergiones. These are quinone derivatives containing a dalbergione moiety, which consists of a 1-4 quinone conjugated to a phenyl group at ring carbon 2.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Neoflavonoids

Sub Class

Dalbergiones

Direct Parent

Dalbergiones

Alternative Parents

Substituents

Dalbergione skeleton
Methoxyphenol
Phenoxy compound
P-benzoquinone
Phenol ether
Quinone
Methoxybenzene
Anisole
1-hydroxy-4-unsubstituted benzenoid
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Vinylogous ester
Cyclic ketone
Ketone
Ether
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

neoflavonoid (CHEBI:67394 )
Neoflavonoids (LMPK12100075 )

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	2.39	ALOGPS
logP	2.56	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	9.86	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.83 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	84.44 m³·mol⁻¹	ChemAxon
Polarizability	31.17 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00010257

Chemspider ID

24843148

KEGG Compound ID

Not Available

BioCyc ID

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BiGG ID

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Wikipedia Link

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METLIN ID

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PubChem Compound

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PDB ID

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ChEBI ID

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Good Scents ID

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References

General References

Wu, S. -F., et al. (2011). Wu, S. -F., et al, J. Nat. Prod. 74, 989 (2011). J. Nat. Prod..

Showing NP-Card for S-3'-hydroxy-4,4'-dimethoxydalbergione (NP0035856)

MOL for NP0035856 (S-3'-hydroxy-4,4'-dimethoxydalbergione)

3D MOL for NP0035856 (S-3'-hydroxy-4,4'-dimethoxydalbergione)

3D SDF for NP0035856 (S-3'-hydroxy-4,4'-dimethoxydalbergione)

3D-SDF for NP0035856 (S-3'-hydroxy-4,4'-dimethoxydalbergione)

PDB for NP0035856 (S-3'-hydroxy-4,4'-dimethoxydalbergione)

3D PDB for NP0035856 (S-3'-hydroxy-4,4'-dimethoxydalbergione)

SMILES for NP0035856 (S-3'-hydroxy-4,4'-dimethoxydalbergione)

INCHI for NP0035856 (S-3'-hydroxy-4,4'-dimethoxydalbergione)

Structure for NP0035856 (S-3'-hydroxy-4,4'-dimethoxydalbergione)

3D Structure for NP0035856 (S-3'-hydroxy-4,4'-dimethoxydalbergione)