NP-MRD: Showing NP-Card for 4'-chloro-2-hydroxyaurone (NP0025655)

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Record Information

Version

2.0

Created at

2021-06-19 17:43:34 UTC

Updated at

2021-06-29 23:50:44 UTC

NP-MRD ID

NP0025655

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4'-chloro-2-hydroxyaurone

Provided By

JEOL Database JEOL Logo

Description

4'-chloro-2-hydroxyaurone is found in Spatoglossum variabile. 4'-chloro-2-hydroxyaurone was first documented in 2001 (Atta-UR-Rahman, et al.). Based on a literature review very few articles have been published on (2R)-2-Hydroxy-2-(4-chlorobenzyl)-2,3-dihydrobenzofuran-3-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119433D          

 30 32  0  0  0  0            999 V2000
    2.8840    1.7217    0.0621 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7020    2.0130    0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0688    2.8025    1.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5649    3.3066    2.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6880    4.0565    3.0809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6367    4.2797    2.6589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1028    3.7565    1.4467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2271    3.0138    0.6815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5594    2.4468   -0.5227 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6160    1.7106   -0.9484 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9922    2.1407   -2.2528 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3042    0.2035   -1.0243 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0566   -0.4558    0.2897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3788   -0.4335    0.7562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7055   -1.0133    1.9837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7122   -1.6187    2.7497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1144   -2.3280    4.2647 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.6050   -1.6511    2.2979 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9325   -1.0716    1.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5896    3.1240    2.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0283    4.4729    4.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3066    4.8669    3.2844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1232    3.9282    1.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692    2.9144   -2.1380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5225    0.0416   -1.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1589   -0.3266   -1.4666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1622    0.0419    0.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7333   -0.9875    2.3355 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3809   -2.1232    2.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9675   -1.0995    0.7317 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  4  5  2  0  0  0  0
  2  1  2  0  0  0  0
  3  8  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
  6  7  2  0  0  0  0
 13 14  2  0  0  0  0
  7  8  1  0  0  0  0
 14 15  1  0  0  0  0
  5  6  1  0  0  0  0
 15 16  2  0  0  0  0
  3  4  1  0  0  0  0
 16 18  1  0  0  0  0
  8  9  1  0  0  0  0
 18 19  2  0  0  0  0
 19 13  1  0  0  0  0
  9 10  1  0  0  0  0
 16 17  1  0  0  0  0
 10  2  1  0  0  0  0
 10 11  1  0  0  0  0
  5 21  1  0  0  0  0
  6 22  1  0  0  0  0
  7 23  1  0  0  0  0
  4 20  1  0  0  0  0
 12 25  1  0  0  0  0
 12 26  1  0  0  0  0
 14 27  1  0  0  0  0
 15 28  1  0  0  0  0
 18 29  1  0  0  0  0
 19 30  1  0  0  0  0
 11 24  1  0  0  0  0
M  END

     RDKit          3D

 30 32  0  0  0  0  0  0  0  0999 V2000
    2.8840    1.7217    0.0621 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7020    2.0130    0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0688    2.8025    1.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5649    3.3066    2.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6880    4.0565    3.0809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6367    4.2797    2.6589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1028    3.7565    1.4467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2271    3.0138    0.6815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5594    2.4468   -0.5227 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6160    1.7106   -0.9484 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9922    2.1407   -2.2528 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3042    0.2035   -1.0243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0566   -0.4558    0.2897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3788   -0.4335    0.7562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7055   -1.0133    1.9837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7122   -1.6187    2.7497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1144   -2.3280    4.2647 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.6050   -1.6511    2.2979 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9325   -1.0716    1.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5896    3.1240    2.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0283    4.4729    4.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3066    4.8669    3.2844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1232    3.9282    1.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692    2.9144   -2.1380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5225    0.0416   -1.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1589   -0.3266   -1.4666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1622    0.0419    0.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7333   -0.9875    2.3355 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3809   -2.1232    2.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9675   -1.0995    0.7317 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  4  5  2  0
  2  1  2  0
  3  8  2  0
 10 12  1  0
 12 13  1  0
  6  7  2  0
 13 14  2  0
  7  8  1  0
 14 15  1  0
  5  6  1  0
 15 16  2  0
  3  4  1  0
 16 18  1  0
  8  9  1  0
 18 19  2  0
 19 13  1  0
  9 10  1  0
 16 17  1  0
 10  2  1  0
 10 11  1  0
  5 21  1  0
  6 22  1  0
  7 23  1  0
  4 20  1  0
 12 25  1  0
 12 26  1  0
 14 27  1  0
 15 28  1  0
 18 29  1  0
 19 30  1  0
 11 24  1  0
M  END


  Mrv1652306192119433D          

 30 32  0  0  0  0            999 V2000
    2.8840    1.7217    0.0621 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7020    2.0130    0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0688    2.8025    1.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5649    3.3066    2.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6880    4.0565    3.0809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6367    4.2797    2.6589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1028    3.7565    1.4467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2271    3.0138    0.6815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5594    2.4468   -0.5227 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6160    1.7106   -0.9484 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9922    2.1407   -2.2528 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3042    0.2035   -1.0243 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0566   -0.4558    0.2897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3788   -0.4335    0.7562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7055   -1.0133    1.9837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7122   -1.6187    2.7497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1144   -2.3280    4.2647 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.6050   -1.6511    2.2979 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9325   -1.0716    1.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5896    3.1240    2.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0283    4.4729    4.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3066    4.8669    3.2844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1232    3.9282    1.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692    2.9144   -2.1380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5225    0.0416   -1.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1589   -0.3266   -1.4666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1622    0.0419    0.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7333   -0.9875    2.3355 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3809   -2.1232    2.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9675   -1.0995    0.7317 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  4  5  2  0  0  0  0
  2  1  2  0  0  0  0
  3  8  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
  6  7  2  0  0  0  0
 13 14  2  0  0  0  0
  7  8  1  0  0  0  0
 14 15  1  0  0  0  0
  5  6  1  0  0  0  0
 15 16  2  0  0  0  0
  3  4  1  0  0  0  0
 16 18  1  0  0  0  0
  8  9  1  0  0  0  0
 18 19  2  0  0  0  0
 19 13  1  0  0  0  0
  9 10  1  0  0  0  0
 16 17  1  0  0  0  0
 10  2  1  0  0  0  0
 10 11  1  0  0  0  0
  5 21  1  0  0  0  0
  6 22  1  0  0  0  0
  7 23  1  0  0  0  0
  4 20  1  0  0  0  0
 12 25  1  0  0  0  0
 12 26  1  0  0  0  0
 14 27  1  0  0  0  0
 15 28  1  0  0  0  0
 18 29  1  0  0  0  0
 19 30  1  0  0  0  0
 11 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0025655

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1(OC2=C(C([H])=C([H])C([H])=C2[H])C1=O)C([H])([H])C1=C([H])C([H])=C(Cl)C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H11ClO3/c16-11-7-5-10(6-8-11)9-15(18)14(17)12-3-1-2-4-13(12)19-15/h1-8,18H,9H2/t15-/m1/s1

> <INCHI_KEY>
SGHMQSOFJHQKCW-OAHLLOKOSA-N

> <FORMULA>
C15H11ClO3

> <MOLECULAR_WEIGHT>
274.7

> <EXACT_MASS>
274.0396719

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
26.38959278706868

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R)-2-[(4-chlorophenyl)methyl]-2-hydroxy-2,3-dihydro-1-benzofuran-3-one

> <ALOGPS_LOGP>
2.95

> <JCHEM_LOGP>
3.637490088

> <ALOGPS_LOGS>
-3.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.921105065279326

> <JCHEM_PKA_STRONGEST_BASIC>
-5.020308644446824

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
71.93540000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.17e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-[(4-chlorophenyl)methyl]-2-hydroxy-1-benzofuran-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 30 32  0  0  0  0  0  0  0  0999 V2000
    2.8840    1.7217    0.0621 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7020    2.0130    0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0688    2.8025    1.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5649    3.3066    2.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6880    4.0565    3.0809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6367    4.2797    2.6589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1028    3.7565    1.4467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2271    3.0138    0.6815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5594    2.4468   -0.5227 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6160    1.7106   -0.9484 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9922    2.1407   -2.2528 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3042    0.2035   -1.0243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0566   -0.4558    0.2897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3788   -0.4335    0.7562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7055   -1.0133    1.9837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7122   -1.6187    2.7497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1144   -2.3280    4.2647 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.6050   -1.6511    2.2979 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9325   -1.0716    1.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5896    3.1240    2.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0283    4.4729    4.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3066    4.8669    3.2844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1232    3.9282    1.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692    2.9144   -2.1380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5225    0.0416   -1.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1589   -0.3266   -1.4666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1622    0.0419    0.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7333   -0.9875    2.3355 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3809   -2.1232    2.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9675   -1.0995    0.7317 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  4  5  2  0
  2  1  2  0
  3  8  2  0
 10 12  1  0
 12 13  1  0
  6  7  2  0
 13 14  2  0
  7  8  1  0
 14 15  1  0
  5  6  1  0
 15 16  2  0
  3  4  1  0
 16 18  1  0
  8  9  1  0
 18 19  2  0
 19 13  1  0
  9 10  1  0
 16 17  1  0
 10  2  1  0
 10 11  1  0
  5 21  1  0
  6 22  1  0
  7 23  1  0
  4 20  1  0
 12 25  1  0
 12 26  1  0
 14 27  1  0
 15 28  1  0
 18 29  1  0
 19 30  1  0
 11 24  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  O   UNK     0       2.884   1.722   0.062  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.702   2.013   0.088  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.069   2.803   1.110  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.565   3.307   2.296  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.688   4.056   3.081  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.637   4.280   2.659  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.103   3.757   1.447  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.227   3.014   0.682  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.559   2.447  -0.523  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.616   1.711  -0.948  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.992   2.141  -2.253  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.304   0.204  -1.024  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.057  -0.456   0.290  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.379  -0.434   0.756  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.706  -1.013   1.984  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.712  -1.619   2.750  0.00  0.00           C+0
HETATM   17 Cl   UNK     0      -1.114  -2.328   4.265  0.00  0.00          Cl+0
HETATM   18  C   UNK     0       0.605  -1.651   2.298  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.933  -1.072   1.071  0.00  0.00           C+0
HETATM   20  H   UNK     0       2.590   3.124   2.602  0.00  0.00           H+0
HETATM   21  H   UNK     0       1.028   4.473   4.027  0.00  0.00           H+0
HETATM   22  H   UNK     0      -1.307   4.867   3.284  0.00  0.00           H+0
HETATM   23  H   UNK     0      -2.123   3.928   1.120  0.00  0.00           H+0
HETATM   24  H   UNK     0       1.569   2.914  -2.138  0.00  0.00           H+0
HETATM   25  H   UNK     0      -0.523   0.042  -1.730  0.00  0.00           H+0
HETATM   26  H   UNK     0       1.159  -0.327  -1.467  0.00  0.00           H+0
HETATM   27  H   UNK     0      -2.162   0.042   0.169  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.733  -0.988   2.336  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.381  -2.123   2.895  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.968  -1.099   0.732  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    3    1   10                                                  
CONECT    3    2    8    4                                                  
CONECT    4    5    3   20                                                  
CONECT    5    4    6   21                                                  
CONECT    6    7    5   22                                                  
CONECT    7    6    8   23                                                  
CONECT    8    3    7    9                                                  
CONECT    9    8   10                                                       
CONECT   10   12    9    2   11                                             
CONECT   11   10   24                                                       
CONECT   12   10   13   25   26                                             
CONECT   13   12   14   19                                                  
CONECT   14   13   15   27                                                  
CONECT   15   14   16   28                                                  
CONECT   16   15   18   17                                                  
CONECT   17   16                                                            
CONECT   18   16   19   29                                                  
CONECT   19   18   13   30                                                  
CONECT   20    4                                                            
CONECT   21    5                                                            
CONECT   22    6                                                            
CONECT   23    7                                                            
CONECT   24   11                                                            
CONECT   25   12                                                            
CONECT   26   12                                                            
CONECT   27   14                                                            
CONECT   28   15                                                            
CONECT   29   18                                                            
CONECT   30   19                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

RDKit          3D

30 32  0  0  0  0  0  0  0  0999 V2000
    2.8840    1.7217    0.0621 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7020    2.0130    0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0688    2.8025    1.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5649    3.3066    2.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6880    4.0565    3.0809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6367    4.2797    2.6589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1028    3.7565    1.4467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2271    3.0138    0.6815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5594    2.4468   -0.5227 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6160    1.7106   -0.9484 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9922    2.1407   -2.2528 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3042    0.2035   -1.0243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0566   -0.4558    0.2897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3788   -0.4335    0.7562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7055   -1.0133    1.9837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7122   -1.6187    2.7497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1144   -2.3280    4.2647 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.6050   -1.6511    2.2979 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9325   -1.0716    1.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5896    3.1240    2.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0283    4.4729    4.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3066    4.8669    3.2844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1232    3.9282    1.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692    2.9144   -2.1380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5225    0.0416   -1.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1589   -0.3266   -1.4666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1622    0.0419    0.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7333   -0.9875    2.3355 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3809   -2.1232    2.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9675   -1.0995    0.7317 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  4  5  2  0
  2  1  2  0
  3  8  2  0
 10 12  1  0
 12 13  1  0
  6  7  2  0
 13 14  2  0
  7  8  1  0
 14 15  1  0
  5  6  1  0
 15 16  2  0
  3  4  1  0
 16 18  1  0
  8  9  1  0
 18 19  2  0
 19 13  1  0
  9 10  1  0
 16 17  1  0
 10  2  1  0
 10 11  1  0
  5 21  1  0
  6 22  1  0
  7 23  1  0
  4 20  1  0
 12 25  1  0
 12 26  1  0
 14 27  1  0
 15 28  1  0
 18 29  1  0
 19 30  1  0
 11 24  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₁₁ClO₃

Average Mass

274.7000 Da

Monoisotopic Mass

274.03967 Da

IUPAC Name

(2R)-2-[(4-chlorophenyl)methyl]-2-hydroxy-2,3-dihydro-1-benzofuran-3-one

Traditional Name

(2R)-2-[(4-chlorophenyl)methyl]-2-hydroxy-1-benzofuran-3-one

CAS Registry Number

Not Available

SMILES

[H]O[C@@]1(OC2=C(C([H])=C([H])C([H])=C2[H])C1=O)C([H])([H])C1=C([H])C([H])=C(Cl)C([H])=C1[H]

InChI Identifier

InChI=1S/C15H11ClO3/c16-11-7-5-10(6-8-11)9-15(18)14(17)12-3-1-2-4-13(12)19-15/h1-8,18H,9H2/t15-/m1/s1

InChI Key

SGHMQSOFJHQKCW-OAHLLOKOSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, 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
Spatoglossum variabile	JEOL database	Atta-UR-Rahman, et al, Chem. Pharm. Bull. 49, 105 (2001)

Chemical Taxonomy

Classification

Not classified

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	2.95	ALOGPS
logP	3.64	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	9.92	ChemAxon
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	71.94 m³·mol⁻¹	ChemAxon
Polarizability	26.39 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

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

101077896

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Atta-UR-Rahman, et al. (2001). Atta-UR-Rahman, et al, Chem. Pharm. Bull. 49, 105 (2001). Chem. Pharm. Bull..

Showing NP-Card for 4'-chloro-2-hydroxyaurone (NP0025655)

MOL for NP0025655 (4'-chloro-2-hydroxyaurone)

3D MOL for NP0025655 (4'-chloro-2-hydroxyaurone)

3D SDF for NP0025655 (4'-chloro-2-hydroxyaurone)

3D-SDF for NP0025655 (4'-chloro-2-hydroxyaurone)

PDB for NP0025655 (4'-chloro-2-hydroxyaurone)

3D PDB for NP0025655 (4'-chloro-2-hydroxyaurone)

SMILES for NP0025655 (4'-chloro-2-hydroxyaurone)

INCHI for NP0025655 (4'-chloro-2-hydroxyaurone)

Structure for NP0025655 (4'-chloro-2-hydroxyaurone)

3D Structure for NP0025655 (4'-chloro-2-hydroxyaurone)