NP-MRD: Showing NP-Card for (2R,3R)-3,7-dihydroxyflavan (NP0038470)

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Record Information

Version

2.0

Created at

2021-06-20 21:09:00 UTC

Updated at

2021-06-30 00:11:16 UTC

NP-MRD ID

NP0038470

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2R,3R)-3,7-dihydroxyflavan

Provided By

JEOL Database JEOL Logo

Description

(2R)-2alpha-Phenyl-3,4-dihydro-2H-1-benzopyran-3alpha,7-diol belongs to the class of organic compounds known as flavan-3-ols. These are flavans that bear and hydroxyl group at position 3 (B ring), but not at position 4. (2R,3R)-3,7-dihydroxyflavan is found in Habranthus brachyandrus. (2R,3R)-3,7-dihydroxyflavan was first documented in 2009 (Jutsuno, M., et al.). Based on a literature review very few articles have been published on (2R)-2alpha-Phenyl-3,4-dihydro-2H-1-benzopyran-3alpha,7-diol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202123093D          

 32 34  0  0  0  0            999 V2000
    0.5698   -0.6758    4.0284 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3899   -0.0262    2.8430 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3887   -0.1418    1.8837 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2431    0.4977    0.6520 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0956    1.2555    0.3802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8862    1.3819    1.3707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7514    0.7284    2.5957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0408    2.0984    1.1941 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9624    3.0981    0.1573 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3007    3.8227    0.1301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1705    3.8116   -0.9697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3816    4.5095   -0.9327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7436    5.2291    0.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8966    5.2504    1.3065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6873    4.5533    1.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4830    2.4521   -1.1603 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3195    1.3552   -1.5652 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0587    1.9290   -0.9583 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2096   -0.5217    4.5875 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2755   -0.7341    2.0919 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0249    0.3926   -0.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5362    0.8245    3.3387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2207    3.8538    0.4597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9325    3.2564   -1.8740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0446    4.4858   -1.7940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6868    5.7680    0.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1770    5.8058    2.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0408    4.5756    2.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4851    3.1752   -1.9833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5371    0.8560   -0.7541 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6473    2.7674   -0.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1952    1.2201   -1.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
  5 18  1  0  0  0  0
 18 16  1  0  0  0  0
 16  9  1  0  0  0  0
  9  8  1  0  0  0  0
  6  5  1  0  0  0  0
  2  1  1  0  0  0  0
  9 10  1  0  0  0  0
  3  4  1  0  0  0  0
 10 11  2  0  0  0  0
  4  5  2  0  0  0  0
 11 12  1  0  0  0  0
  2  3  2  0  0  0  0
 12 13  2  0  0  0  0
  6  7  2  0  0  0  0
 13 14  1  0  0  0  0
  7  2  1  0  0  0  0
 14 15  2  0  0  0  0
 15 10  1  0  0  0  0
  6  8  1  0  0  0  0
 16 17  1  0  0  0  0
  3 20  1  0  0  0  0
  4 21  1  0  0  0  0
  7 22  1  0  0  0  0
 18 31  1  0  0  0  0
 18 32  1  0  0  0  0
 16 29  1  6  0  0  0
  9 23  1  1  0  0  0
  1 19  1  0  0  0  0
 11 24  1  0  0  0  0
 12 25  1  0  0  0  0
 13 26  1  0  0  0  0
 14 27  1  0  0  0  0
 15 28  1  0  0  0  0
 17 30  1  0  0  0  0
M  END

     RDKit          3D

 32 34  0  0  0  0  0  0  0  0999 V2000
    0.5698   -0.6758    4.0284 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3899   -0.0262    2.8430 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3887   -0.1418    1.8837 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2431    0.4977    0.6520 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0956    1.2555    0.3802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8862    1.3819    1.3707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7514    0.7284    2.5957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0408    2.0984    1.1941 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9624    3.0981    0.1573 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3007    3.8227    0.1301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1705    3.8116   -0.9697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3816    4.5095   -0.9327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7436    5.2291    0.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8966    5.2504    1.3065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6873    4.5533    1.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4830    2.4521   -1.1603 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3195    1.3552   -1.5652 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0587    1.9290   -0.9583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2096   -0.5217    4.5875 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2755   -0.7341    2.0919 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0249    0.3926   -0.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5362    0.8245    3.3387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2207    3.8538    0.4597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9325    3.2564   -1.8740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0446    4.4858   -1.7940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6868    5.7680    0.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1770    5.8058    2.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0408    4.5756    2.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4851    3.1752   -1.9833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5371    0.8560   -0.7541 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6473    2.7674   -0.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1952    1.2201   -1.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
  5 18  1  0
 18 16  1  0
 16  9  1  0
  9  8  1  0
  6  5  1  0
  2  1  1  0
  9 10  1  0
  3  4  1  0
 10 11  2  0
  4  5  2  0
 11 12  1  0
  2  3  2  0
 12 13  2  0
  6  7  2  0
 13 14  1  0
  7  2  1  0
 14 15  2  0
 15 10  1  0
  6  8  1  0
 16 17  1  0
  3 20  1  0
  4 21  1  0
  7 22  1  0
 18 31  1  0
 18 32  1  0
 16 29  1  6
  9 23  1  1
  1 19  1  0
 11 24  1  0
 12 25  1  0
 13 26  1  0
 14 27  1  0
 15 28  1  0
 17 30  1  0
M  END


  Mrv1652306202123093D          

 32 34  0  0  0  0            999 V2000
    0.5698   -0.6758    4.0284 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3899   -0.0262    2.8430 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3887   -0.1418    1.8837 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2431    0.4977    0.6520 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0956    1.2555    0.3802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8862    1.3819    1.3707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7514    0.7284    2.5957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0408    2.0984    1.1941 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9624    3.0981    0.1573 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3007    3.8227    0.1301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1705    3.8116   -0.9697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3816    4.5095   -0.9327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7436    5.2291    0.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8966    5.2504    1.3065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6873    4.5533    1.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4830    2.4521   -1.1603 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3195    1.3552   -1.5652 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0587    1.9290   -0.9583 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2096   -0.5217    4.5875 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2755   -0.7341    2.0919 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0249    0.3926   -0.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5362    0.8245    3.3387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2207    3.8538    0.4597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9325    3.2564   -1.8740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0446    4.4858   -1.7940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6868    5.7680    0.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1770    5.8058    2.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0408    4.5756    2.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4851    3.1752   -1.9833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5371    0.8560   -0.7541 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6473    2.7674   -0.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1952    1.2201   -1.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
  5 18  1  0  0  0  0
 18 16  1  0  0  0  0
 16  9  1  0  0  0  0
  9  8  1  0  0  0  0
  6  5  1  0  0  0  0
  2  1  1  0  0  0  0
  9 10  1  0  0  0  0
  3  4  1  0  0  0  0
 10 11  2  0  0  0  0
  4  5  2  0  0  0  0
 11 12  1  0  0  0  0
  2  3  2  0  0  0  0
 12 13  2  0  0  0  0
  6  7  2  0  0  0  0
 13 14  1  0  0  0  0
  7  2  1  0  0  0  0
 14 15  2  0  0  0  0
 15 10  1  0  0  0  0
  6  8  1  0  0  0  0
 16 17  1  0  0  0  0
  3 20  1  0  0  0  0
  4 21  1  0  0  0  0
  7 22  1  0  0  0  0
 18 31  1  0  0  0  0
 18 32  1  0  0  0  0
 16 29  1  6  0  0  0
  9 23  1  1  0  0  0
  1 19  1  0  0  0  0
 11 24  1  0  0  0  0
 12 25  1  0  0  0  0
 13 26  1  0  0  0  0
 14 27  1  0  0  0  0
 15 28  1  0  0  0  0
 17 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0038470

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C2C(O[C@]([H])(C3=C([H])C([H])=C([H])C([H])=C3[H])[C@]([H])(O[H])C2([H])[H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H14O3/c16-12-7-6-11-8-13(17)15(18-14(11)9-12)10-4-2-1-3-5-10/h1-7,9,13,15-17H,8H2/t13-,15-/m1/s1

> <INCHI_KEY>
IEBWEPWIIBEIII-UKRRQHHQSA-N

> <FORMULA>
C15H14O3

> <MOLECULAR_WEIGHT>
242.274

> <EXACT_MASS>
242.094294311

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
26.10122610371471

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3R)-2-phenyl-3,4-dihydro-2H-1-benzopyran-3,7-diol

> <ALOGPS_LOGP>
2.17

> <JCHEM_LOGP>
2.7058029803333334

> <ALOGPS_LOGS>
-2.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.967263252332522

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.711920511875274

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2699082033325313

> <JCHEM_POLAR_SURFACE_AREA>
49.69

> <JCHEM_REFRACTIVITY>
68.05700000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.00e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R)-2-phenyl-3,4-dihydro-2H-1-benzopyran-3,7-diol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 32 34  0  0  0  0  0  0  0  0999 V2000
    0.5698   -0.6758    4.0284 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3899   -0.0262    2.8430 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3887   -0.1418    1.8837 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2431    0.4977    0.6520 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0956    1.2555    0.3802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8862    1.3819    1.3707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7514    0.7284    2.5957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0408    2.0984    1.1941 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9624    3.0981    0.1573 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3007    3.8227    0.1301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1705    3.8116   -0.9697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3816    4.5095   -0.9327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7436    5.2291    0.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8966    5.2504    1.3065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6873    4.5533    1.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4830    2.4521   -1.1603 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3195    1.3552   -1.5652 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0587    1.9290   -0.9583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2096   -0.5217    4.5875 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2755   -0.7341    2.0919 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0249    0.3926   -0.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5362    0.8245    3.3387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2207    3.8538    0.4597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9325    3.2564   -1.8740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0446    4.4858   -1.7940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6868    5.7680    0.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1770    5.8058    2.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0408    4.5756    2.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4851    3.1752   -1.9833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5371    0.8560   -0.7541 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6473    2.7674   -0.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1952    1.2201   -1.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
  5 18  1  0
 18 16  1  0
 16  9  1  0
  9  8  1  0
  6  5  1  0
  2  1  1  0
  9 10  1  0
  3  4  1  0
 10 11  2  0
  4  5  2  0
 11 12  1  0
  2  3  2  0
 12 13  2  0
  6  7  2  0
 13 14  1  0
  7  2  1  0
 14 15  2  0
 15 10  1  0
  6  8  1  0
 16 17  1  0
  3 20  1  0
  4 21  1  0
  7 22  1  0
 18 31  1  0
 18 32  1  0
 16 29  1  6
  9 23  1  1
  1 19  1  0
 11 24  1  0
 12 25  1  0
 13 26  1  0
 14 27  1  0
 15 28  1  0
 17 30  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  O   UNK     0       0.570  -0.676   4.028  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.390  -0.026   2.843  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.389  -0.142   1.884  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.243   0.498   0.652  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.096   1.256   0.380  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.886   1.382   1.371  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.751   0.728   2.596  0.00  0.00           C+0
HETATM    8  O   UNK     0      -2.041   2.098   1.194  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.962   3.098   0.157  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.301   3.823   0.130  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.170   3.812  -0.970  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.382   4.510  -0.933  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.744   5.229   0.203  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.897   5.250   1.307  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.687   4.553   1.270  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.483   2.452  -1.160  0.00  0.00           C+0
HETATM   17  O   UNK     0      -2.320   1.355  -1.565  0.00  0.00           O+0
HETATM   18  C   UNK     0      -0.059   1.929  -0.958  0.00  0.00           C+0
HETATM   19  H   UNK     0      -0.210  -0.522   4.588  0.00  0.00           H+0
HETATM   20  H   UNK     0       2.276  -0.734   2.092  0.00  0.00           H+0
HETATM   21  H   UNK     0       2.025   0.393  -0.097  0.00  0.00           H+0
HETATM   22  H   UNK     0      -1.536   0.825   3.339  0.00  0.00           H+0
HETATM   23  H   UNK     0      -1.221   3.854   0.460  0.00  0.00           H+0
HETATM   24  H   UNK     0      -3.933   3.256  -1.874  0.00  0.00           H+0
HETATM   25  H   UNK     0      -6.045   4.486  -1.794  0.00  0.00           H+0
HETATM   26  H   UNK     0      -6.687   5.768   0.229  0.00  0.00           H+0
HETATM   27  H   UNK     0      -5.177   5.806   2.197  0.00  0.00           H+0
HETATM   28  H   UNK     0      -3.041   4.576   2.146  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.485   3.175  -1.983  0.00  0.00           H+0
HETATM   30  H   UNK     0      -2.537   0.856  -0.754  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.647   2.767  -0.997  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.195   1.220  -1.755  0.00  0.00           H+0
CONECT    1    2   19                                                       
CONECT    2    1    3    7                                                  
CONECT    3    4    2   20                                                  
CONECT    4    3    5   21                                                  
CONECT    5   18    6    4                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6    2   22                                                  
CONECT    8    9    6                                                       
CONECT    9   16    8   10   23                                             
CONECT   10    9   11   15                                                  
CONECT   11   10   12   24                                                  
CONECT   12   11   13   25                                                  
CONECT   13   12   14   26                                                  
CONECT   14   13   15   27                                                  
CONECT   15   14   10   28                                                  
CONECT   16   18    9   17   29                                             
CONECT   17   16   30                                                       
CONECT   18    5   16   31   32                                             
CONECT   19    1                                                            
CONECT   20    3                                                            
CONECT   21    4                                                            
CONECT   22    7                                                            
CONECT   23    9                                                            
CONECT   24   11                                                            
CONECT   25   12                                                            
CONECT   26   13                                                            
CONECT   27   14                                                            
CONECT   28   15                                                            
CONECT   29   16                                                            
CONECT   30   17                                                            
CONECT   31   18                                                            
CONECT   32   18                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

RDKit          3D

32 34  0  0  0  0  0  0  0  0999 V2000
    0.5698   -0.6758    4.0284 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3899   -0.0262    2.8430 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3887   -0.1418    1.8837 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2431    0.4977    0.6520 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0956    1.2555    0.3802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8862    1.3819    1.3707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7514    0.7284    2.5957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0408    2.0984    1.1941 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9624    3.0981    0.1573 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3007    3.8227    0.1301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1705    3.8116   -0.9697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3816    4.5095   -0.9327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7436    5.2291    0.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8966    5.2504    1.3065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6873    4.5533    1.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4830    2.4521   -1.1603 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3195    1.3552   -1.5652 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0587    1.9290   -0.9583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2096   -0.5217    4.5875 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2755   -0.7341    2.0919 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0249    0.3926   -0.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5362    0.8245    3.3387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2207    3.8538    0.4597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9325    3.2564   -1.8740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0446    4.4858   -1.7940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6868    5.7680    0.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1770    5.8058    2.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0408    4.5756    2.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4851    3.1752   -1.9833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5371    0.8560   -0.7541 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6473    2.7674   -0.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1952    1.2201   -1.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
  5 18  1  0
 18 16  1  0
 16  9  1  0
  9  8  1  0
  6  5  1  0
  2  1  1  0
  9 10  1  0
  3  4  1  0
 10 11  2  0
  4  5  2  0
 11 12  1  0
  2  3  2  0
 12 13  2  0
  6  7  2  0
 13 14  1  0
  7  2  1  0
 14 15  2  0
 15 10  1  0
  6  8  1  0
 16 17  1  0
  3 20  1  0
  4 21  1  0
  7 22  1  0
 18 31  1  0
 18 32  1  0
 16 29  1  6
  9 23  1  1
  1 19  1  0
 11 24  1  0
 12 25  1  0
 13 26  1  0
 14 27  1  0
 15 28  1  0
 17 30  1  0
M  END

View in JSmol

Synonyms

Value	Source
(2R)-2a-Phenyl-3,4-dihydro-2H-1-benzopyran-3a,7-diol	Generator
(2R)-2Α-phenyl-3,4-dihydro-2H-1-benzopyran-3α,7-diol	Generator

Chemical Formula

C₁₅H₁₄O₃

Average Mass

242.2740 Da

Monoisotopic Mass

242.09429 Da

IUPAC Name

(2R,3R)-2-phenyl-3,4-dihydro-2H-1-benzopyran-3,7-diol

Traditional Name

(2R,3R)-2-phenyl-3,4-dihydro-2H-1-benzopyran-3,7-diol

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C2C(O[C@]([H])(C3=C([H])C([H])=C([H])C([H])=C3[H])[C@]([H])(O[H])C2([H])[H])=C1[H]

InChI Identifier

InChI=1S/C15H14O3/c16-12-7-6-11-8-13(17)15(18-14(11)9-12)10-4-2-1-3-5-10/h1-7,9,13,15-17H,8H2/t13-,15-/m1/s1

InChI Key

IEBWEPWIIBEIII-UKRRQHHQSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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
Zephyranthes brachyandra	JEOL database	Jutsuno, M., et al, Chem. Pharm. Bull. 57, 1153 (2009)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavan-3-ols. These are flavans that bear and hydroxyl group at position 3 (B ring), but not at position 4.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

Flavan-3-ols

Alternative Parents

Substituents

3-hydroxyflavonoid
7-hydroxyflavonoid
Flavan-3-ol
Hydroxyflavonoid
Chromane
Benzopyran
1-benzopyran
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Secondary alcohol
Ether
Organoheterocyclic compound
Oxacycle
Hydrocarbon derivative
Organic oxygen compound
Alcohol
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	2.17	ALOGPS
logP	2.71	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	9.71	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.69 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	68.06 m³·mol⁻¹	ChemAxon
Polarizability	26.1 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

44475661

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Jutsuno, M., et al. (2009). Jutsuno, M., et al, Chem. Pharm. Bull. 57, 1153 (2009). Chem. Pharm. Bull..

Showing NP-Card for (2R,3R)-3,7-dihydroxyflavan (NP0038470)

MOL for NP0038470 ((2R,3R)-3,7-dihydroxyflavan)

3D MOL for NP0038470 ((2R,3R)-3,7-dihydroxyflavan)

3D SDF for NP0038470 ((2R,3R)-3,7-dihydroxyflavan)

3D-SDF for NP0038470 ((2R,3R)-3,7-dihydroxyflavan)

PDB for NP0038470 ((2R,3R)-3,7-dihydroxyflavan)

3D PDB for NP0038470 ((2R,3R)-3,7-dihydroxyflavan)

SMILES for NP0038470 ((2R,3R)-3,7-dihydroxyflavan)

INCHI for NP0038470 ((2R,3R)-3,7-dihydroxyflavan)

Structure for NP0038470 ((2R,3R)-3,7-dihydroxyflavan)

3D Structure for NP0038470 ((2R,3R)-3,7-dihydroxyflavan)