NP-MRD: Showing NP-Card for (3S,4R)-4'-hydroxy-6,3'-dimethoxyisoflavan-4-ol (NP0035793)

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Record Information

Version

2.0

Created at

2021-06-20 19:08:24 UTC

Updated at

2021-06-30 00:07:01 UTC

NP-MRD ID

NP0035793

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3S,4R)-4'-hydroxy-6,3'-dimethoxyisoflavan-4-ol

Provided By

JEOL Database JEOL Logo

Description

(3S,4R)-4' hydroxy-6,3' dimethoxyisoflavan-4-ol is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. (3S,4R)-4'-hydroxy-6,3'-dimethoxyisoflavan-4-ol is found in Taxus wallichiana and Taxus yunnanensis. (3S,4R)-4'-hydroxy-6,3'-dimethoxyisoflavan-4-ol was first documented in 2011 (PMID: 21138310). Based on a literature review very few articles have been published on (3S,4R)-4' hydroxy-6,3' dimethoxyisoflavan-4-ol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202121083D          

 40 42  0  0  0  0            999 V2000
   -5.6913   -0.3093   -0.4485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3688   -1.6147    0.0145 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0401   -1.9138    0.1387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7711   -3.2290    0.5196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4560   -3.6642    0.6837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3972   -2.7821    0.4765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6432   -1.4642    0.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9761   -1.0357   -0.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5002   -0.5067   -0.1513 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7614    0.2790   -1.3181 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8241   -1.2712   -0.3172 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0349   -0.3476   -0.3146 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3911    0.3978    0.8218 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4958    1.2476    0.7928 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2442    1.3531   -0.3711 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3218    2.1963   -0.3709 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9187    0.6260   -1.5196 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7479    0.8351   -2.5912 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4629    0.0965   -3.7739 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8108   -0.2228   -1.4854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8963   -2.3317    0.7823 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1449   -3.3044    0.6568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2757   -0.1284   -1.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7808   -0.2419   -0.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3606    0.4540    0.2636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5924   -3.9211    0.6871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2588   -4.6913    0.9783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1492   -0.0072   -0.3801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4643    0.1757    0.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0334    0.9206   -1.3946 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7902   -1.7927   -1.2854 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8160    0.3301    1.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7735    1.8244    1.6704 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7041    2.1171   -1.2666 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4800    0.3619   -4.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2135    0.3647   -4.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5410   -0.9810   -3.5948 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5268   -0.8001   -2.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8485   -1.8970    1.7892 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8463   -2.8754    0.7190 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  2  0  0  0  0
  3  2  1  0  0  0  0
  2  1  1  0  0  0  0
  3  8  2  0  0  0  0
  9 10  1  0  0  0  0
  8  7  1  0  0  0  0
 11 12  1  0  0  0  0
  4  3  1  0  0  0  0
 12 13  2  0  0  0  0
  6  5  1  0  0  0  0
 13 14  1  0  0  0  0
  5  4  2  0  0  0  0
 14 15  2  0  0  0  0
  6 22  1  0  0  0  0
 15 17  1  0  0  0  0
  7  9  1  0  0  0  0
 17 20  2  0  0  0  0
 20 12  1  0  0  0  0
  9 11  1  0  0  0  0
 17 18  1  0  0  0  0
 11 21  1  0  0  0  0
 18 19  1  0  0  0  0
 21 22  1  0  0  0  0
 15 16  1  0  0  0  0
  4 26  1  0  0  0  0
  8 28  1  0  0  0  0
  5 27  1  0  0  0  0
  9 29  1  1  0  0  0
 11 31  1  6  0  0  0
 21 39  1  0  0  0  0
 21 40  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
 10 30  1  0  0  0  0
 13 32  1  0  0  0  0
 14 33  1  0  0  0  0
 20 38  1  0  0  0  0
 19 35  1  0  0  0  0
 19 36  1  0  0  0  0
 19 37  1  0  0  0  0
 16 34  1  0  0  0  0
M  END

     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
   -5.6913   -0.3093   -0.4485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3688   -1.6147    0.0145 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0401   -1.9138    0.1387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7711   -3.2290    0.5196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4560   -3.6642    0.6837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3972   -2.7821    0.4765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6432   -1.4642    0.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9761   -1.0357   -0.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5002   -0.5067   -0.1513 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7614    0.2790   -1.3181 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8241   -1.2712   -0.3172 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0349   -0.3476   -0.3146 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3911    0.3978    0.8218 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4958    1.2476    0.7928 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2442    1.3531   -0.3711 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3218    2.1963   -0.3709 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9187    0.6260   -1.5196 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7479    0.8351   -2.5912 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4629    0.0965   -3.7739 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8108   -0.2228   -1.4854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8963   -2.3317    0.7823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1449   -3.3044    0.6568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2757   -0.1284   -1.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7808   -0.2419   -0.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3606    0.4540    0.2636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5924   -3.9211    0.6871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2588   -4.6913    0.9783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1492   -0.0072   -0.3801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4643    0.1757    0.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0334    0.9206   -1.3946 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7902   -1.7927   -1.2854 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8160    0.3301    1.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7735    1.8244    1.6704 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7041    2.1171   -1.2666 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4800    0.3619   -4.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2135    0.3647   -4.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5410   -0.9810   -3.5948 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5268   -0.8001   -2.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8485   -1.8970    1.7892 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8463   -2.8754    0.7190 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  2  0
  3  2  1  0
  2  1  1  0
  3  8  2  0
  9 10  1  0
  8  7  1  0
 11 12  1  0
  4  3  1  0
 12 13  2  0
  6  5  1  0
 13 14  1  0
  5  4  2  0
 14 15  2  0
  6 22  1  0
 15 17  1  0
  7  9  1  0
 17 20  2  0
 20 12  1  0
  9 11  1  0
 17 18  1  0
 11 21  1  0
 18 19  1  0
 21 22  1  0
 15 16  1  0
  4 26  1  0
  8 28  1  0
  5 27  1  0
  9 29  1  1
 11 31  1  6
 21 39  1  0
 21 40  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
 10 30  1  0
 13 32  1  0
 14 33  1  0
 20 38  1  0
 19 35  1  0
 19 36  1  0
 19 37  1  0
 16 34  1  0
M  END


  Mrv1652306202121083D          

 40 42  0  0  0  0            999 V2000
   -5.6913   -0.3093   -0.4485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3688   -1.6147    0.0145 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0401   -1.9138    0.1387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7711   -3.2290    0.5196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4560   -3.6642    0.6837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3972   -2.7821    0.4765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6432   -1.4642    0.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9761   -1.0357   -0.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5002   -0.5067   -0.1513 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7614    0.2790   -1.3181 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8241   -1.2712   -0.3172 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0349   -0.3476   -0.3146 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3911    0.3978    0.8218 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4958    1.2476    0.7928 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2442    1.3531   -0.3711 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3218    2.1963   -0.3709 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9187    0.6260   -1.5196 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7479    0.8351   -2.5912 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4629    0.0965   -3.7739 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8108   -0.2228   -1.4854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8963   -2.3317    0.7823 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1449   -3.3044    0.6568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2757   -0.1284   -1.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7808   -0.2419   -0.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3606    0.4540    0.2636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5924   -3.9211    0.6871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2588   -4.6913    0.9783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1492   -0.0072   -0.3801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4643    0.1757    0.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0334    0.9206   -1.3946 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7902   -1.7927   -1.2854 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8160    0.3301    1.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7735    1.8244    1.6704 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7041    2.1171   -1.2666 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4800    0.3619   -4.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2135    0.3647   -4.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5410   -0.9810   -3.5948 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5268   -0.8001   -2.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8485   -1.8970    1.7892 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8463   -2.8754    0.7190 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  2  0  0  0  0
  3  2  1  0  0  0  0
  2  1  1  0  0  0  0
  3  8  2  0  0  0  0
  9 10  1  0  0  0  0
  8  7  1  0  0  0  0
 11 12  1  0  0  0  0
  4  3  1  0  0  0  0
 12 13  2  0  0  0  0
  6  5  1  0  0  0  0
 13 14  1  0  0  0  0
  5  4  2  0  0  0  0
 14 15  2  0  0  0  0
  6 22  1  0  0  0  0
 15 17  1  0  0  0  0
  7  9  1  0  0  0  0
 17 20  2  0  0  0  0
 20 12  1  0  0  0  0
  9 11  1  0  0  0  0
 17 18  1  0  0  0  0
 11 21  1  0  0  0  0
 18 19  1  0  0  0  0
 21 22  1  0  0  0  0
 15 16  1  0  0  0  0
  4 26  1  0  0  0  0
  8 28  1  0  0  0  0
  5 27  1  0  0  0  0
  9 29  1  1  0  0  0
 11 31  1  6  0  0  0
 21 39  1  0  0  0  0
 21 40  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
 10 30  1  0  0  0  0
 13 32  1  0  0  0  0
 14 33  1  0  0  0  0
 20 38  1  0  0  0  0
 19 35  1  0  0  0  0
 19 36  1  0  0  0  0
 19 37  1  0  0  0  0
 16 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0035793

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(C([H])=C1OC([H])([H])[H])[C@@]1([H])C([H])([H])OC2=C(C([H])=C(OC([H])([H])[H])C([H])=C2[H])[C@]1([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C17H18O5/c1-20-11-4-6-15-12(8-11)17(19)13(9-22-15)10-3-5-14(18)16(7-10)21-2/h3-8,13,17-19H,9H2,1-2H3/t13-,17+/m1/s1

> <INCHI_KEY>
ZBKQJCCSUWZZQH-DYVFJYSZSA-N

> <FORMULA>
C17H18O5

> <MOLECULAR_WEIGHT>
302.326

> <EXACT_MASS>
302.11542368

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
32.30367441052362

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S,4R)-3-(4-hydroxy-3-methoxyphenyl)-6-methoxy-3,4-dihydro-2H-1-benzopyran-4-ol

> <ALOGPS_LOGP>
2.25

> <JCHEM_LOGP>
1.9906463276666666

> <ALOGPS_LOGS>
-3.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.806748723680126

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.994721716200411

> <JCHEM_PKA_STRONGEST_BASIC>
-3.339167654625018

> <JCHEM_POLAR_SURFACE_AREA>
68.15

> <JCHEM_REFRACTIVITY>
81.3224

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.24e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S,4R)-3-(4-hydroxy-3-methoxyphenyl)-6-methoxy-3,4-dihydro-2H-1-benzopyran-4-ol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
   -5.6913   -0.3093   -0.4485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3688   -1.6147    0.0145 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0401   -1.9138    0.1387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7711   -3.2290    0.5196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4560   -3.6642    0.6837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3972   -2.7821    0.4765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6432   -1.4642    0.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9761   -1.0357   -0.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5002   -0.5067   -0.1513 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7614    0.2790   -1.3181 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8241   -1.2712   -0.3172 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0349   -0.3476   -0.3146 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3911    0.3978    0.8218 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4958    1.2476    0.7928 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2442    1.3531   -0.3711 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3218    2.1963   -0.3709 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9187    0.6260   -1.5196 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7479    0.8351   -2.5912 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4629    0.0965   -3.7739 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8108   -0.2228   -1.4854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8963   -2.3317    0.7823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1449   -3.3044    0.6568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2757   -0.1284   -1.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7808   -0.2419   -0.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3606    0.4540    0.2636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5924   -3.9211    0.6871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2588   -4.6913    0.9783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1492   -0.0072   -0.3801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4643    0.1757    0.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0334    0.9206   -1.3946 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7902   -1.7927   -1.2854 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8160    0.3301    1.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7735    1.8244    1.6704 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7041    2.1171   -1.2666 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4800    0.3619   -4.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2135    0.3647   -4.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5410   -0.9810   -3.5948 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5268   -0.8001   -2.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8485   -1.8970    1.7892 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8463   -2.8754    0.7190 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  2  0
  3  2  1  0
  2  1  1  0
  3  8  2  0
  9 10  1  0
  8  7  1  0
 11 12  1  0
  4  3  1  0
 12 13  2  0
  6  5  1  0
 13 14  1  0
  5  4  2  0
 14 15  2  0
  6 22  1  0
 15 17  1  0
  7  9  1  0
 17 20  2  0
 20 12  1  0
  9 11  1  0
 17 18  1  0
 11 21  1  0
 18 19  1  0
 21 22  1  0
 15 16  1  0
  4 26  1  0
  8 28  1  0
  5 27  1  0
  9 29  1  1
 11 31  1  6
 21 39  1  0
 21 40  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
 10 30  1  0
 13 32  1  0
 14 33  1  0
 20 38  1  0
 19 35  1  0
 19 36  1  0
 19 37  1  0
 16 34  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      -5.691  -0.309  -0.449  0.00  0.00           C+0
HETATM    2  O   UNK     0      -5.369  -1.615   0.015  0.00  0.00           O+0
HETATM    3  C   UNK     0      -4.040  -1.914   0.139  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.771  -3.229   0.520  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.456  -3.664   0.684  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.397  -2.782   0.477  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.643  -1.464   0.076  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.976  -1.036  -0.077  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.500  -0.507  -0.151  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.761   0.279  -1.318  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.824  -1.271  -0.317  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.035  -0.348  -0.315  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.391   0.398   0.822  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.496   1.248   0.793  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.244   1.353  -0.371  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.322   2.196  -0.371  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.919   0.626  -1.520  0.00  0.00           C+0
HETATM   18  O   UNK     0       4.748   0.835  -2.591  0.00  0.00           O+0
HETATM   19  C   UNK     0       4.463   0.097  -3.774  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.811  -0.223  -1.485  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.896  -2.332   0.782  0.00  0.00           C+0
HETATM   22  O   UNK     0      -0.145  -3.304   0.657  0.00  0.00           O+0
HETATM   23  H   UNK     0      -5.276  -0.128  -1.445  0.00  0.00           H+0
HETATM   24  H   UNK     0      -6.781  -0.242  -0.525  0.00  0.00           H+0
HETATM   25  H   UNK     0      -5.361   0.454   0.264  0.00  0.00           H+0
HETATM   26  H   UNK     0      -4.592  -3.921   0.687  0.00  0.00           H+0
HETATM   27  H   UNK     0      -2.259  -4.691   0.978  0.00  0.00           H+0
HETATM   28  H   UNK     0      -3.149  -0.007  -0.380  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.464   0.176   0.707  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.033   0.921  -1.395  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.790  -1.793  -1.285  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.816   0.330   1.743  0.00  0.00           H+0
HETATM   33  H   UNK     0       3.773   1.824   1.670  0.00  0.00           H+0
HETATM   34  H   UNK     0       5.704   2.117  -1.267  0.00  0.00           H+0
HETATM   35  H   UNK     0       3.480   0.362  -4.177  0.00  0.00           H+0
HETATM   36  H   UNK     0       5.213   0.365  -4.524  0.00  0.00           H+0
HETATM   37  H   UNK     0       4.541  -0.981  -3.595  0.00  0.00           H+0
HETATM   38  H   UNK     0       2.527  -0.800  -2.361  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.849  -1.897   1.789  0.00  0.00           H+0
HETATM   40  H   UNK     0       1.846  -2.875   0.719  0.00  0.00           H+0
CONECT    1    2   23   24   25                                             
CONECT    2    3    1                                                       
CONECT    3    2    8    4                                                  
CONECT    4    3    5   26                                                  
CONECT    5    6    4   27                                                  
CONECT    6    7    5   22                                                  
CONECT    7    6    8    9                                                  
CONECT    8    3    7   28                                                  
CONECT    9   10    7   11   29                                             
CONECT   10    9   30                                                       
CONECT   11   12    9   21   31                                             
CONECT   12   11   13   20                                                  
CONECT   13   12   14   32                                                  
CONECT   14   13   15   33                                                  
CONECT   15   14   17   16                                                  
CONECT   16   15   34                                                       
CONECT   17   15   20   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   35   36   37                                             
CONECT   20   17   12   38                                                  
CONECT   21   11   22   39   40                                             
CONECT   22    6   21                                                       
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    4                                                            
CONECT   27    5                                                            
CONECT   28    8                                                            
CONECT   29    9                                                            
CONECT   30   10                                                            
CONECT   31   11                                                            
CONECT   32   13                                                            
CONECT   33   14                                                            
CONECT   34   16                                                            
CONECT   35   19                                                            
CONECT   36   19                                                            
CONECT   37   19                                                            
CONECT   38   20                                                            
CONECT   39   21                                                            
CONECT   40   21                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   84    0
END

RDKit          3D

40 42  0  0  0  0  0  0  0  0999 V2000
   -5.6913   -0.3093   -0.4485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3688   -1.6147    0.0145 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0401   -1.9138    0.1387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7711   -3.2290    0.5196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4560   -3.6642    0.6837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3972   -2.7821    0.4765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6432   -1.4642    0.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9761   -1.0357   -0.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5002   -0.5067   -0.1513 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7614    0.2790   -1.3181 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8241   -1.2712   -0.3172 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0349   -0.3476   -0.3146 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3911    0.3978    0.8218 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4958    1.2476    0.7928 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2442    1.3531   -0.3711 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3218    2.1963   -0.3709 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9187    0.6260   -1.5196 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7479    0.8351   -2.5912 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4629    0.0965   -3.7739 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8108   -0.2228   -1.4854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8963   -2.3317    0.7823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1449   -3.3044    0.6568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2757   -0.1284   -1.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7808   -0.2419   -0.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3606    0.4540    0.2636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5924   -3.9211    0.6871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2588   -4.6913    0.9783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1492   -0.0072   -0.3801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4643    0.1757    0.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0334    0.9206   -1.3946 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7902   -1.7927   -1.2854 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8160    0.3301    1.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7735    1.8244    1.6704 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7041    2.1171   -1.2666 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4800    0.3619   -4.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2135    0.3647   -4.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5410   -0.9810   -3.5948 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5268   -0.8001   -2.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8485   -1.8970    1.7892 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8463   -2.8754    0.7190 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  2  0
  3  2  1  0
  2  1  1  0
  3  8  2  0
  9 10  1  0
  8  7  1  0
 11 12  1  0
  4  3  1  0
 12 13  2  0
  6  5  1  0
 13 14  1  0
  5  4  2  0
 14 15  2  0
  6 22  1  0
 15 17  1  0
  7  9  1  0
 17 20  2  0
 20 12  1  0
  9 11  1  0
 17 18  1  0
 11 21  1  0
 18 19  1  0
 21 22  1  0
 15 16  1  0
  4 26  1  0
  8 28  1  0
  5 27  1  0
  9 29  1  1
 11 31  1  6
 21 39  1  0
 21 40  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
 10 30  1  0
 13 32  1  0
 14 33  1  0
 20 38  1  0
 19 35  1  0
 19 36  1  0
 19 37  1  0
 16 34  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₁₈O₅

Average Mass

302.3260 Da

Monoisotopic Mass

302.11542 Da

IUPAC Name

(3S,4R)-3-(4-hydroxy-3-methoxyphenyl)-6-methoxy-3,4-dihydro-2H-1-benzopyran-4-ol

Traditional Name

(3S,4R)-3-(4-hydroxy-3-methoxyphenyl)-6-methoxy-3,4-dihydro-2H-1-benzopyran-4-ol

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C(C([H])=C1OC([H])([H])[H])[C@@]1([H])C([H])([H])OC2=C(C([H])=C(OC([H])([H])[H])C([H])=C2[H])[C@]1([H])O[H]

InChI Identifier

InChI=1S/C17H18O5/c1-20-11-4-6-15-12(8-11)17(19)13(9-22-15)10-3-5-14(18)16(7-10)21-2/h3-8,13,17-19H,9H2,1-2H3/t13-,17+/m1/s1

InChI Key

ZBKQJCCSUWZZQH-DYVFJYSZSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃ + 3 drops of CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃ + 3 drops of CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃ + 3 drops of CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃ + 3 drops of CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃ + 3 drops of CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃ + 3 drops of CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃ + 3 drops of CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃ + 3 drops of CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃ + 3 drops of CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃ + 3 drops of CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃ + 3 drops of CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃ + 3 drops of CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃ + 3 drops of CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃ + 3 drops of CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃ + 3 drops of CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃ + 3 drops of CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃ + 3 drops of CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃ + 3 drops of CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃ + 3 drops of CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃ + 3 drops of 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
Taxus wallichiana	LOTUS Database	35616633
Taxus wallichiana var. yunnanensis	JEOL database	Tezuka, Y., et al, J. Nat. Prod. 74, 102 (2011)

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	2.25	ALOGPS
logP	1.99	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	9.99	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	68.15 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	81.32 m³·mol⁻¹	ChemAxon
Polarizability	32.3 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

28288460

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

70191

Good Scents ID

Not Available

References

General References

Tezuka Y, Morikawa K, Li F, Auw L, Awale S, Nobukawa T, Kadota S: Cytochrome P450 3A4 inhibitory constituents of the wood of Taxus yunnanensis. J Nat Prod. 2011 Jan 28;74(1):102-5. doi: 10.1021/np100665j. Epub 2010 Dec 7. [PubMed:21138310 ]
Tezuka, Y., et al. (2011). Tezuka, Y., et al, J. Nat. Prod. 74, 102 (2011). J. Nat. Prod..

Showing NP-Card for (3S,4R)-4'-hydroxy-6,3'-dimethoxyisoflavan-4-ol (NP0035793)

MOL for NP0035793 ((3S,4R)-4'-hydroxy-6,3'-dimethoxyisoflavan-4-ol)

3D MOL for NP0035793 ((3S,4R)-4'-hydroxy-6,3'-dimethoxyisoflavan-4-ol)

3D SDF for NP0035793 ((3S,4R)-4'-hydroxy-6,3'-dimethoxyisoflavan-4-ol)

3D-SDF for NP0035793 ((3S,4R)-4'-hydroxy-6,3'-dimethoxyisoflavan-4-ol)

PDB for NP0035793 ((3S,4R)-4'-hydroxy-6,3'-dimethoxyisoflavan-4-ol)

3D PDB for NP0035793 ((3S,4R)-4'-hydroxy-6,3'-dimethoxyisoflavan-4-ol)

SMILES for NP0035793 ((3S,4R)-4'-hydroxy-6,3'-dimethoxyisoflavan-4-ol)

INCHI for NP0035793 ((3S,4R)-4'-hydroxy-6,3'-dimethoxyisoflavan-4-ol)

Structure for NP0035793 ((3S,4R)-4'-hydroxy-6,3'-dimethoxyisoflavan-4-ol)

3D Structure for NP0035793 ((3S,4R)-4'-hydroxy-6,3'-dimethoxyisoflavan-4-ol)