NP-MRD: Showing NP-Card for rhusopolyphenol A (NP0042369)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-21 00:03:02 UTC

Updated at

2021-06-30 00:17:25 UTC

NP-MRD ID

NP0042369

Secondary Accession Numbers

None

Natural Product Identification

Common Name

rhusopolyphenol A

Provided By

JEOL Database JEOL Logo

Description

Rhusopolyphenol A belongs to the class of organic compounds known as cinnamylphenols. These are organic compounds containing the 1,3-diphenylpropene moiety with one benzene ring bearing one or more hydroxyl groups. rhusopolyphenol A is found in Rhus verniciflua. rhusopolyphenol A was first documented in 2013 (Kim, K. H., et al.). Based on a literature review very few articles have been published on Rhusopolyphenol A.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212102033D          

 38 39  0  0  0  0            999 V2000
   -6.2840   -0.4555    1.5645 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0187   -0.9436    1.7068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1769   -0.8925    0.6023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8694   -1.3738    0.7035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3918   -1.9032    1.9133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9476   -2.3297    2.0270 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8982   -3.5638    2.7799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0532   -1.3151    2.7690 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2599   -1.9063    2.9349 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0600    0.0923    2.1375 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0875    0.7990    2.8572 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3724    0.1859    0.6576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3780    1.0606   -0.1547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1098    1.1895   -1.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9232    0.4505   -2.0797 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2365    0.5304   -3.4077 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6829   -0.4017   -1.2849 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7044   -1.1189   -1.8385 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4230   -0.5362    0.0730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2808   -1.9727    2.9954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9090   -2.5508    4.1778 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5819   -1.4850    2.9091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7620   -0.5996    2.3985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5387   -0.4821   -0.3362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2267   -1.3321   -0.1737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5356   -2.5755    1.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0628   -3.7096    2.9181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4146   -1.1936    3.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8114   -1.1680    3.2711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8794    0.6230    2.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4435    1.4820    2.2604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1895    1.6474    0.2752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7112    1.8653   -2.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6239    1.1578   -3.8289 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6980   -0.8692   -2.7841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0485   -1.2035    0.6601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1820   -3.1752    3.9540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2324   -1.5520    3.7743 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 16  1  0  0  0  0
 15 14  1  0  0  0  0
  5 20  2  0  0  0  0
 14 13  2  0  0  0  0
 20 22  1  0  0  0  0
 13 12  1  0  0  0  0
 22  2  2  0  0  0  0
 12 10  1  0  0  0  0
  2  3  1  0  0  0  0
 19 17  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
 10  8  1  0  0  0  0
  6  7  1  0  0  0  0
  8  9  1  0  0  0  0
  8  6  1  0  0  0  0
 10 11  1  0  0  0  0
 17 15  2  0  0  0  0
 17 18  1  0  0  0  0
  6  5  1  0  0  0  0
 20 21  1  0  0  0  0
 12 19  2  0  0  0  0
  2  1  1  0  0  0  0
 13 32  1  0  0  0  0
 19 36  1  0  0  0  0
 14 33  1  0  0  0  0
 10 30  1  6  0  0  0
  8 28  1  1  0  0  0
  6 26  1  6  0  0  0
 16 34  1  0  0  0  0
 22 38  1  0  0  0  0
  3 24  1  0  0  0  0
  4 25  1  0  0  0  0
  7 27  1  0  0  0  0
  9 29  1  0  0  0  0
 11 31  1  0  0  0  0
 18 35  1  0  0  0  0
 21 37  1  0  0  0  0
  1 23  1  0  0  0  0
M  END

     RDKit          3D

 38 39  0  0  0  0  0  0  0  0999 V2000
   -6.2840   -0.4555    1.5645 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0187   -0.9436    1.7068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1769   -0.8925    0.6023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8694   -1.3738    0.7035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3918   -1.9032    1.9133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9476   -2.3297    2.0270 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8982   -3.5638    2.7799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0532   -1.3151    2.7690 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2599   -1.9063    2.9349 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0600    0.0923    2.1375 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0875    0.7990    2.8572 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3724    0.1859    0.6576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3780    1.0606   -0.1547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1098    1.1895   -1.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9232    0.4505   -2.0797 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2365    0.5304   -3.4077 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6829   -0.4017   -1.2849 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7044   -1.1189   -1.8385 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4230   -0.5362    0.0730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2808   -1.9727    2.9954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9090   -2.5508    4.1778 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5819   -1.4850    2.9091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7620   -0.5996    2.3985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5387   -0.4821   -0.3362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2267   -1.3321   -0.1737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5356   -2.5755    1.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0628   -3.7096    2.9181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4146   -1.1936    3.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8114   -1.1680    3.2711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8794    0.6230    2.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4435    1.4820    2.2604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1895    1.6474    0.2752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7112    1.8653   -2.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6239    1.1578   -3.8289 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6980   -0.8692   -2.7841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0485   -1.2035    0.6601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1820   -3.1752    3.9540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2324   -1.5520    3.7743 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 16  1  0
 15 14  1  0
  5 20  2  0
 14 13  2  0
 20 22  1  0
 13 12  1  0
 22  2  2  0
 12 10  1  0
  2  3  1  0
 19 17  1  0
  3  4  2  0
  4  5  1  0
 10  8  1  0
  6  7  1  0
  8  9  1  0
  8  6  1  0
 10 11  1  0
 17 15  2  0
 17 18  1  0
  6  5  1  0
 20 21  1  0
 12 19  2  0
  2  1  1  0
 13 32  1  0
 19 36  1  0
 14 33  1  0
 10 30  1  6
  8 28  1  1
  6 26  1  6
 16 34  1  0
 22 38  1  0
  3 24  1  0
  4 25  1  0
  7 27  1  0
  9 29  1  0
 11 31  1  0
 18 35  1  0
 21 37  1  0
  1 23  1  0
M  END


  Mrv1652306212102033D          

 38 39  0  0  0  0            999 V2000
   -6.2840   -0.4555    1.5645 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0187   -0.9436    1.7068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1769   -0.8925    0.6023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8694   -1.3738    0.7035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3918   -1.9032    1.9133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9476   -2.3297    2.0270 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8982   -3.5638    2.7799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0532   -1.3151    2.7690 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2599   -1.9063    2.9349 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0600    0.0923    2.1375 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0875    0.7990    2.8572 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3724    0.1859    0.6576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3780    1.0606   -0.1547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1098    1.1895   -1.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9232    0.4505   -2.0797 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2365    0.5304   -3.4077 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6829   -0.4017   -1.2849 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7044   -1.1189   -1.8385 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4230   -0.5362    0.0730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2808   -1.9727    2.9954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9090   -2.5508    4.1778 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5819   -1.4850    2.9091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7620   -0.5996    2.3985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5387   -0.4821   -0.3362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2267   -1.3321   -0.1737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5356   -2.5755    1.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0628   -3.7096    2.9181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4146   -1.1936    3.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8114   -1.1680    3.2711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8794    0.6230    2.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4435    1.4820    2.2604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1895    1.6474    0.2752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7112    1.8653   -2.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6239    1.1578   -3.8289 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6980   -0.8692   -2.7841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0485   -1.2035    0.6601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1820   -3.1752    3.9540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2324   -1.5520    3.7743 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 16  1  0  0  0  0
 15 14  1  0  0  0  0
  5 20  2  0  0  0  0
 14 13  2  0  0  0  0
 20 22  1  0  0  0  0
 13 12  1  0  0  0  0
 22  2  2  0  0  0  0
 12 10  1  0  0  0  0
  2  3  1  0  0  0  0
 19 17  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
 10  8  1  0  0  0  0
  6  7  1  0  0  0  0
  8  9  1  0  0  0  0
  8  6  1  0  0  0  0
 10 11  1  0  0  0  0
 17 15  2  0  0  0  0
 17 18  1  0  0  0  0
  6  5  1  0  0  0  0
 20 21  1  0  0  0  0
 12 19  2  0  0  0  0
  2  1  1  0  0  0  0
 13 32  1  0  0  0  0
 19 36  1  0  0  0  0
 14 33  1  0  0  0  0
 10 30  1  6  0  0  0
  8 28  1  1  0  0  0
  6 26  1  6  0  0  0
 16 34  1  0  0  0  0
 22 38  1  0  0  0  0
  3 24  1  0  0  0  0
  4 25  1  0  0  0  0
  7 27  1  0  0  0  0
  9 29  1  0  0  0  0
 11 31  1  0  0  0  0
 18 35  1  0  0  0  0
 21 37  1  0  0  0  0
  1 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0042369

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H16O7/c16-8-2-3-9(11(18)6-8)14(21)15(22)13(20)7-1-4-10(17)12(19)5-7/h1-6,13-22H/t13-,14-,15-/m0/s1

> <INCHI_KEY>
WQBLQOORXZOQEE-KKUMJFAQSA-N

> <FORMULA>
C15H16O7

> <MOLECULAR_WEIGHT>
308.286

> <EXACT_MASS>
308.089602855

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
29.460594288754315

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,3S)-1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)propane-1,2,3-triol

> <ALOGPS_LOGP>
0.17

> <JCHEM_LOGP>
0.515205065333333

> <ALOGPS_LOGS>
-2.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.579877387604617

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.974724326820573

> <JCHEM_PKA_STRONGEST_BASIC>
-3.515569373177226

> <JCHEM_POLAR_SURFACE_AREA>
141.61

> <JCHEM_REFRACTIVITY>
77.0053

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.17e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,3S)-1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)propane-1,2,3-triol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 38 39  0  0  0  0  0  0  0  0999 V2000
   -6.2840   -0.4555    1.5645 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0187   -0.9436    1.7068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1769   -0.8925    0.6023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8694   -1.3738    0.7035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3918   -1.9032    1.9133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9476   -2.3297    2.0270 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8982   -3.5638    2.7799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0532   -1.3151    2.7690 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2599   -1.9063    2.9349 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0600    0.0923    2.1375 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0875    0.7990    2.8572 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3724    0.1859    0.6576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3780    1.0606   -0.1547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1098    1.1895   -1.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9232    0.4505   -2.0797 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2365    0.5304   -3.4077 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6829   -0.4017   -1.2849 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7044   -1.1189   -1.8385 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4230   -0.5362    0.0730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2808   -1.9727    2.9954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9090   -2.5508    4.1778 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5819   -1.4850    2.9091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7620   -0.5996    2.3985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5387   -0.4821   -0.3362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2267   -1.3321   -0.1737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5356   -2.5755    1.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0628   -3.7096    2.9181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4146   -1.1936    3.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8114   -1.1680    3.2711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8794    0.6230    2.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4435    1.4820    2.2604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1895    1.6474    0.2752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7112    1.8653   -2.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6239    1.1578   -3.8289 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6980   -0.8692   -2.7841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0485   -1.2035    0.6601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1820   -3.1752    3.9540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2324   -1.5520    3.7743 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 16  1  0
 15 14  1  0
  5 20  2  0
 14 13  2  0
 20 22  1  0
 13 12  1  0
 22  2  2  0
 12 10  1  0
  2  3  1  0
 19 17  1  0
  3  4  2  0
  4  5  1  0
 10  8  1  0
  6  7  1  0
  8  9  1  0
  8  6  1  0
 10 11  1  0
 17 15  2  0
 17 18  1  0
  6  5  1  0
 20 21  1  0
 12 19  2  0
  2  1  1  0
 13 32  1  0
 19 36  1  0
 14 33  1  0
 10 30  1  6
  8 28  1  1
  6 26  1  6
 16 34  1  0
 22 38  1  0
  3 24  1  0
  4 25  1  0
  7 27  1  0
  9 29  1  0
 11 31  1  0
 18 35  1  0
 21 37  1  0
  1 23  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  O   UNK     0      -6.284  -0.456   1.565  0.00  0.00           O+0
HETATM    2  C   UNK     0      -5.019  -0.944   1.707  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.177  -0.893   0.602  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.869  -1.374   0.704  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.392  -1.903   1.913  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.948  -2.330   2.027  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.898  -3.564   2.780  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.053  -1.315   2.769  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.260  -1.906   2.935  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.060   0.092   2.138  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.087   0.799   2.857  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.372   0.186   0.658  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.378   1.061  -0.155  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.110   1.190  -1.522  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.923   0.451  -2.080  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.236   0.530  -3.408  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.683  -0.402  -1.285  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.704  -1.119  -1.839  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.423  -0.536   0.073  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.281  -1.973   2.995  0.00  0.00           C+0
HETATM   21  O   UNK     0      -2.909  -2.551   4.178  0.00  0.00           O+0
HETATM   22  C   UNK     0      -4.582  -1.485   2.909  0.00  0.00           C+0
HETATM   23  H   UNK     0      -6.762  -0.600   2.398  0.00  0.00           H+0
HETATM   24  H   UNK     0      -4.539  -0.482  -0.336  0.00  0.00           H+0
HETATM   25  H   UNK     0      -2.227  -1.332  -0.174  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.536  -2.575   1.042  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.063  -3.710   2.918  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.415  -1.194   3.799  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.811  -1.168   3.271  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.879   0.623   2.334  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.444   1.482   2.260  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.190   1.647   0.275  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.711   1.865  -2.122  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.624   1.158  -3.829  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.698  -0.869  -2.784  0.00  0.00           H+0
HETATM   36  H   UNK     0       2.049  -1.204   0.660  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.182  -3.175   3.954  0.00  0.00           H+0
HETATM   38  H   UNK     0      -5.232  -1.552   3.774  0.00  0.00           H+0
CONECT    1    2   23                                                       
CONECT    2   22    3    1                                                  
CONECT    3    2    4   24                                                  
CONECT    4    3    5   25                                                  
CONECT    5   20    4    6                                                  
CONECT    6    7    8    5   26                                             
CONECT    7    6   27                                                       
CONECT    8   10    9    6   28                                             
CONECT    9    8   29                                                       
CONECT   10   12    8   11   30                                             
CONECT   11   10   31                                                       
CONECT   12   13   10   19                                                  
CONECT   13   14   12   32                                                  
CONECT   14   15   13   33                                                  
CONECT   15   16   14   17                                                  
CONECT   16   15   34                                                       
CONECT   17   19   15   18                                                  
CONECT   18   17   35                                                       
CONECT   19   17   12   36                                                  
CONECT   20    5   22   21                                                  
CONECT   21   20   37                                                       
CONECT   22   20    2   38                                                  
CONECT   23    1                                                            
CONECT   24    3                                                            
CONECT   25    4                                                            
CONECT   26    6                                                            
CONECT   27    7                                                            
CONECT   28    8                                                            
CONECT   29    9                                                            
CONECT   30   10                                                            
CONECT   31   11                                                            
CONECT   32   13                                                            
CONECT   33   14                                                            
CONECT   34   16                                                            
CONECT   35   18                                                            
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
   -6.2840   -0.4555    1.5645 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0187   -0.9436    1.7068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1769   -0.8925    0.6023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8694   -1.3738    0.7035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3918   -1.9032    1.9133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9476   -2.3297    2.0270 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8982   -3.5638    2.7799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0532   -1.3151    2.7690 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2599   -1.9063    2.9349 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0600    0.0923    2.1375 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0875    0.7990    2.8572 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3724    0.1859    0.6576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3780    1.0606   -0.1547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1098    1.1895   -1.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9232    0.4505   -2.0797 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2365    0.5304   -3.4077 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6829   -0.4017   -1.2849 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7044   -1.1189   -1.8385 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4230   -0.5362    0.0730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2808   -1.9727    2.9954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9090   -2.5508    4.1778 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5819   -1.4850    2.9091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7620   -0.5996    2.3985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5387   -0.4821   -0.3362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2267   -1.3321   -0.1737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5356   -2.5755    1.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0628   -3.7096    2.9181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4146   -1.1936    3.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8114   -1.1680    3.2711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8794    0.6230    2.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4435    1.4820    2.2604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1895    1.6474    0.2752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7112    1.8653   -2.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6239    1.1578   -3.8289 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6980   -0.8692   -2.7841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0485   -1.2035    0.6601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1820   -3.1752    3.9540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2324   -1.5520    3.7743 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 16  1  0
 15 14  1  0
  5 20  2  0
 14 13  2  0
 20 22  1  0
 13 12  1  0
 22  2  2  0
 12 10  1  0
  2  3  1  0
 19 17  1  0
  3  4  2  0
  4  5  1  0
 10  8  1  0
  6  7  1  0
  8  9  1  0
  8  6  1  0
 10 11  1  0
 17 15  2  0
 17 18  1  0
  6  5  1  0
 20 21  1  0
 12 19  2  0
  2  1  1  0
 13 32  1  0
 19 36  1  0
 14 33  1  0
 10 30  1  6
  8 28  1  1
  6 26  1  6
 16 34  1  0
 22 38  1  0
  3 24  1  0
  4 25  1  0
  7 27  1  0
  9 29  1  0
 11 31  1  0
 18 35  1  0
 21 37  1  0
  1 23  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₁₆O₇

Average Mass

308.2860 Da

Monoisotopic Mass

308.08960 Da

IUPAC Name

(1S,2S,3S)-1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)propane-1,2,3-triol

Traditional Name

(1S,2S,3S)-1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)propane-1,2,3-triol

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C15H16O7/c16-8-2-3-9(11(18)6-8)14(21)15(22)13(20)7-1-4-10(17)12(19)5-7/h1-6,13-22H/t13-,14-,15-/m0/s1

InChI Key

WQBLQOORXZOQEE-KKUMJFAQSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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
Toxicodendron vernicifluum	JEOL database	Kim, K. H., et al, Phytochem. 92, 113 (2013)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cinnamylphenols. These are organic compounds containing the 1,3-diphenylpropene moiety with one benzene ring bearing one or more hydroxyl groups.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Linear 1,3-diarylpropanoids

Sub Class

Cinnamylphenols

Direct Parent

Cinnamylphenols

Alternative Parents

Substituents

Cinnamylphenol
Catechol
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Sugar alcohol
Secondary alcohol
Polyol
Aromatic alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	0.17	ALOGPS
logP	0.52	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	8.97	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	141.61 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	77.01 m³·mol⁻¹	ChemAxon
Polarizability	29.46 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71734421

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kim, K. H., et al. (2013). Kim, K. H., et al, Phytochem. 92, 113 (2013). Phytochem..

Showing NP-Card for rhusopolyphenol A (NP0042369)

MOL for NP0042369 (rhusopolyphenol A)

3D MOL for NP0042369 (rhusopolyphenol A)

3D SDF for NP0042369 (rhusopolyphenol A)

3D-SDF for NP0042369 (rhusopolyphenol A)

PDB for NP0042369 (rhusopolyphenol A)

3D PDB for NP0042369 (rhusopolyphenol A)

SMILES for NP0042369 (rhusopolyphenol A)

INCHI for NP0042369 (rhusopolyphenol A)

Structure for NP0042369 (rhusopolyphenol A)

3D Structure for NP0042369 (rhusopolyphenol A)