NP-MRD: Showing NP-Card for (2s,3s,4as,6r,7s,8s,8ar)-2-(4-hydroxy-3-methoxyphenyl)-3,6-bis(hydroxymethyl)-hexahydro-2h-pyrano[2,3-b][1,4]dioxine-7,8-diol (NP0244291)

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Record Information

Version

2.0

Created at

2022-09-07 05:03:18 UTC

Updated at

2022-09-07 05:03:18 UTC

NP-MRD ID

NP0244291

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,3s,4as,6r,7s,8s,8ar)-2-(4-hydroxy-3-methoxyphenyl)-3,6-bis(hydroxymethyl)-hexahydro-2h-pyrano[2,3-b][1,4]dioxine-7,8-diol

Description

1-O,2-O-[(2S,3S)-1-Hydroxy-3-(3-methoxy-4-hydroxyphenyl)-2,3-propanediyl]-beta-D-glucopyranose belongs to the class of organic compounds known as pyranodioxins. These are polycyclic compounds containing a pyranodioxin moiety, which consists of a pyran ring fused to a dioxin ring. (2s,3s,4as,6r,7s,8s,8ar)-2-(4-hydroxy-3-methoxyphenyl)-3,6-bis(hydroxymethyl)-hexahydro-2h-pyrano[2,3-b][1,4]dioxine-7,8-diol is found in Juniperus phoenicea. 1-O,2-O-[(2S,3S)-1-Hydroxy-3-(3-methoxy-4-hydroxyphenyl)-2,3-propanediyl]-beta-D-glucopyranose is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309272006302D          

 27 29  0  0  0  0            999 V2000
10001.4469 9998.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.1612 9998.5361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.599310000.6042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1751 9999.7764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1751 9998.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4621 9998.5361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3103 9997.7127    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.310310000.1883    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10002.161210001.8352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.311110002.3272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.587810001.0118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5993 9999.7760    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.8848 9999.3635    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.8848 9998.5384    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.5993 9998.1260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.0233 9999.7760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3088 9999.3635    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.3088 9998.5384    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.0233 9998.1260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.7378 9998.5384    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.7378 9999.3635    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10002.875110000.6010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.160610001.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.446110000.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.4460 9999.7759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.1605 9999.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.8751 9999.7759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  5  6  1  0  0  0  0
  9 10  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 12  3  1  6  0  0  0
 13  4  1  1  0  0  0
 14  5  1  6  0  0  0
 17 18  1  0  0  0  0
 20 21  1  0  0  0  0
 16 17  1  0  0  0  0
 16 21  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20  1  1  6  0  0  0
 12 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18  7  1  1  0  0  0
 17  8  1  6  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 22  1  0  0  0  0
 22 11  1  0  0  0  0
 23  9  1  0  0  0  0
 21 25  1  1  0  0  0
M  END

     RDKit          3D

 47 49  0  0  0  0  0  0  0  0999 V2000
    5.7005   -0.5422   -0.8440 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6427    0.5449    0.0473 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4076    0.9566    0.5093 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2562    0.3212    0.1098 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0076    0.7066    0.5517 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7674   -0.0106    0.0947 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2142    0.9131   -0.2485 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3741    0.2178   -0.4845 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8873   -0.2911    0.8318 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9298   -0.8778    1.5946 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3133   -1.0472    1.0657 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5203   -2.4560    0.4942 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3598   -3.4196    1.4831 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0428   -1.0714    0.6635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0357   -0.2605    0.1123 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3303   -1.0507    0.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3954   -0.3378   -0.3833 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6544    0.0987   -1.3068 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6800    0.6737   -2.0114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4320    1.0205   -1.2050 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9492    1.2607   -2.5024 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9433    1.7690    1.4236 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0960    2.4095    1.8270 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3409    2.0172    1.3799 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4960    2.6920    1.8111 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2575   -0.2836   -1.8391 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1063   -1.4189   -0.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7801   -0.8104   -0.9661 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2740   -0.5254   -0.5815 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0534   -0.5228   -0.8582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1466   -0.6544   -1.1258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2491    0.6210    1.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0395   -1.0067    1.9344 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5811   -2.4998    0.1685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1737   -2.6891   -0.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0561   -4.1383    1.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1774    0.6754    0.7154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1749   -1.9319   -0.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5012   -1.4132    1.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4048    0.5691    0.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2717   -0.8416   -1.7783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6641    0.3598   -2.9553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6921    1.9458   -0.6795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9980    1.5459   -2.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9612    2.0729    1.7718 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0310    3.2440    2.5134 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3870    3.4656    2.4523 H   0  0  0  0  0  0  0  0  0  0  0  0
  9 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20  8  1  0
  8  7  1  0
  7  6  1  0
  6 11  1  0
 11 12  1  0
 12 13  1  0
 11 10  1  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  3  2  1  0
  2  1  1  0
  3 24  2  0
 24 25  1  0
 24 23  1  0
 23 22  2  0
  8  9  1  0
 22  5  1  0
 10  9  1  0
  9 32  1  1
 15 37  1  1
 16 38  1  0
 16 39  1  0
 17 40  1  0
 18 41  1  6
 19 42  1  0
 20 43  1  1
 21 44  1  0
  8 31  1  6
  6 30  1  6
 11 33  1  1
 12 34  1  0
 12 35  1  0
 13 36  1  0
  4 29  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
 25 47  1  0
 23 46  1  0
 22 45  1  0
M  END


  Mrv1652309272006302D          

 27 29  0  0  0  0            999 V2000
10001.4469 9998.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.1612 9998.5361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.599310000.6042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1751 9999.7764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1751 9998.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4621 9998.5361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3103 9997.7127    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.310310000.1883    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10002.161210001.8352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.311110002.3272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.587810001.0118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5993 9999.7760    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.8848 9999.3635    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.8848 9998.5384    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.5993 9998.1260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.0233 9999.7760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3088 9999.3635    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.3088 9998.5384    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.0233 9998.1260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.7378 9998.5384    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.7378 9999.3635    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10002.875110000.6010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.160610001.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.446110000.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.4460 9999.7759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.1605 9999.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.8751 9999.7759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  5  6  1  0  0  0  0
  9 10  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 12  3  1  6  0  0  0
 13  4  1  1  0  0  0
 14  5  1  6  0  0  0
 17 18  1  0  0  0  0
 20 21  1  0  0  0  0
 16 17  1  0  0  0  0
 16 21  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20  1  1  6  0  0  0
 12 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18  7  1  1  0  0  0
 17  8  1  6  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 22  1  0  0  0  0
 22 11  1  0  0  0  0
 23  9  1  0  0  0  0
 21 25  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0244291

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12O[C@H](CO)[C@@H](O)[C@H](O)[C@@]1([H])O[C@H]([C@H](CO)O2)C1=CC(OC)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H22O9/c1-22-9-4-7(2-3-8(9)19)14-11(6-18)24-16-15(25-14)13(21)12(20)10(5-17)23-16/h2-4,10-21H,5-6H2,1H3/t10-,11+,12-,13+,14+,15-,16+/m1/s1

> <INCHI_KEY>
SCOGTMHNCINCBN-SBXGDREPSA-N

> <FORMULA>
C16H22O9

> <MOLECULAR_WEIGHT>
358.343

> <EXACT_MASS>
358.126382288

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
35.925255127311814

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4aS,6R,7S,8S,8aR)-2-(4-hydroxy-3-methoxyphenyl)-3,6-bis(hydroxymethyl)-hexahydro-2H-pyrano[2,3-b][1,4]dioxine-7,8-diol

> <ALOGPS_LOGP>
-1.30

> <JCHEM_LOGP>
-1.1251424959999996

> <ALOGPS_LOGS>
-1.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.703207249485217

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.907925434327613

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810837763747218

> <JCHEM_POLAR_SURFACE_AREA>
138.07

> <JCHEM_REFRACTIVITY>
82.14620000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.49e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4aS,6R,7S,8S,8aR)-2-(4-hydroxy-3-methoxyphenyl)-3,6-bis(hydroxymethyl)-hexahydro-2H-pyrano[2,3-b][1,4]dioxine-7,8-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0    8669.3688663.164   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0    8670.7018663.934   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0    8664.0528667.795   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0    8661.3948666.249   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0    8661.3948663.164   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0    8660.0638663.934   0.000  0.00  0.00           O+0
HETATM    7  H   UNK     0    8665.3798662.397   0.000  0.00  0.00           H+0
HETATM    8  H   UNK     0    8665.3798667.018   0.000  0.00  0.00           H+0
HETATM    9  O   UNK     0    8670.7018670.092   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0    8669.1148671.011   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0    8673.3648668.555   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0    8664.0528666.249   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8662.7188665.479   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8662.7188663.938   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0    8664.0528663.169   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0    8666.7108666.249   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0    8665.3768665.479   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8665.3768663.938   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0    8666.7108663.169   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0    8668.0448663.938   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8668.0448665.479   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8672.0348667.789   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8670.7008668.558   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8669.3668667.788   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8669.3668666.248   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8670.7008665.478   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8672.0348666.248   0.000  0.00  0.00           C+0
CONECT    1    2   20                                                       
CONECT    2    1                                                            
CONECT    3   12                                                            
CONECT    4   13                                                            
CONECT    5    6   14                                                       
CONECT    6    5                                                            
CONECT    7   18                                                            
CONECT    8   17                                                            
CONECT    9   10   23                                                       
CONECT   10    9                                                            
CONECT   11   22                                                            
CONECT   12   13    3   17                                                  
CONECT   13   12   14    4                                                  
CONECT   14   13   15    5                                                  
CONECT   15   14   18                                                       
CONECT   16   17   21                                                       
CONECT   17   18   16   12    8                                             
CONECT   18   17   19   15    7                                             
CONECT   19   18   20                                                       
CONECT   20   21   19    1                                                  
CONECT   21   20   16   25                                                  
CONECT   22   23   27   11                                                  
CONECT   23   22   24    9                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   21                                                  
CONECT   26   25   27                                                       
CONECT   27   26   22                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

View in JSmol

Synonyms

Value	Source
1-O,2-O-[(2S,3S)-1-Hydroxy-3-(3-methoxy-4-hydroxyphenyl)-2,3-propanediyl]-b-D-glucopyranose	Generator
1-O,2-O-[(2S,3S)-1-Hydroxy-3-(3-methoxy-4-hydroxyphenyl)-2,3-propanediyl]-β-D-glucopyranose	Generator
(7S,8S)-[4-Hydroxy-3-methoxy-7,8-(2',1'-O-beta-D-glucopyranosyl)phenyl]propanetriol	PhytoBank
(7S,8S)-[4-Hydroxy-3-methoxy-7,8-(2’,1’-O-β-D-glucopyranosyl)phenyl]propanetriol	PhytoBank
(7S,8S)-[4-Hydroxy-3-methoxy-7,8-(2',1'-O-β-D-glucopyranosyl)phenyl]propanetriol	PhytoBank
1,2-O-[(1S,2S)-2-(4-Hydroxy-3-methoxyphenyl)-1-(hydroxymethyl)-1,2-ethanediyl]-beta-D-glucopyranose	PhytoBank
1,2-O-[(1S,2S)-2-(4-Hydroxy-3-methoxyphenyl)-1-(hydroxymethyl)-1,2-ethanediyl]-β-D-glucopyranose	PhytoBank
Ficuscarpanoside A	PhytoBank

Chemical Formula

C₁₆H₂₂O₉

Average Mass

358.3430 Da

Monoisotopic Mass

358.12638 Da

IUPAC Name

(2S,3S,4aS,6R,7S,8S,8aR)-2-(4-hydroxy-3-methoxyphenyl)-3,6-bis(hydroxymethyl)-hexahydro-2H-pyrano[2,3-b][1,4]dioxine-7,8-diol

Traditional Name

(2S,3S,4aS,6R,7S,8S,8aR)-2-(4-hydroxy-3-methoxyphenyl)-3,6-bis(hydroxymethyl)-hexahydro-2H-pyrano[2,3-b][1,4]dioxine-7,8-diol

CAS Registry Number

Not Available

SMILES

[H][C@@]12O[C@H](CO)[C@@H](O)[C@H](O)[C@@]1([H])O[C@H]([C@H](CO)O2)C1=CC(OC)=C(O)C=C1

InChI Identifier

InChI=1S/C16H22O9/c1-22-9-4-7(2-3-8(9)19)14-11(6-18)24-16-15(25-14)13(21)12(20)10(5-17)23-16/h2-4,10-21H,5-6H2,1H3/t10-,11+,12-,13+,14+,15-,16+/m1/s1

InChI Key

SCOGTMHNCINCBN-SBXGDREPSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Juniperus phoenicea	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranodioxins. These are polycyclic compounds containing a pyranodioxin moiety, which consists of a pyran ring fused to a dioxin ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyranodioxins

Sub Class

Not Available

Direct Parent

Pyranodioxins

Alternative Parents

Substituents

Methoxyphenol
Pyranodioxin
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Para-dioxane
Monocyclic benzene moiety
Monosaccharide
Oxane
Benzenoid
Secondary alcohol
Oxacycle
Ether
Dialkyl ether
Acetal
Alcohol
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
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	-1.3	ALOGPS
logP	-1.1	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	9.91	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	138.07 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	82.15 m³·mol⁻¹	ChemAxon
Polarizability	35.93 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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

101730738

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,3s,4as,6r,7s,8s,8ar)-2-(4-hydroxy-3-methoxyphenyl)-3,6-bis(hydroxymethyl)-hexahydro-2h-pyrano[2,3-b][1,4]dioxine-7,8-diol (NP0244291)

MOL for NP0244291 ((2s,3s,4as,6r,7s,8s,8ar)-2-(4-hydroxy-3-methoxyphenyl)-3,6-bis(hydroxymethyl)-hexahydro-2h-pyrano[2,3-b][1,4]dioxine-7,8-diol)

3D MOL for NP0244291 ((2s,3s,4as,6r,7s,8s,8ar)-2-(4-hydroxy-3-methoxyphenyl)-3,6-bis(hydroxymethyl)-hexahydro-2h-pyrano[2,3-b][1,4]dioxine-7,8-diol)

3D SDF for NP0244291 ((2s,3s,4as,6r,7s,8s,8ar)-2-(4-hydroxy-3-methoxyphenyl)-3,6-bis(hydroxymethyl)-hexahydro-2h-pyrano[2,3-b][1,4]dioxine-7,8-diol)

3D-SDF for NP0244291 ((2s,3s,4as,6r,7s,8s,8ar)-2-(4-hydroxy-3-methoxyphenyl)-3,6-bis(hydroxymethyl)-hexahydro-2h-pyrano[2,3-b][1,4]dioxine-7,8-diol)

PDB for NP0244291 ((2s,3s,4as,6r,7s,8s,8ar)-2-(4-hydroxy-3-methoxyphenyl)-3,6-bis(hydroxymethyl)-hexahydro-2h-pyrano[2,3-b][1,4]dioxine-7,8-diol)

3D PDB for NP0244291 ((2s,3s,4as,6r,7s,8s,8ar)-2-(4-hydroxy-3-methoxyphenyl)-3,6-bis(hydroxymethyl)-hexahydro-2h-pyrano[2,3-b][1,4]dioxine-7,8-diol)

SMILES for NP0244291 ((2s,3s,4as,6r,7s,8s,8ar)-2-(4-hydroxy-3-methoxyphenyl)-3,6-bis(hydroxymethyl)-hexahydro-2h-pyrano[2,3-b][1,4]dioxine-7,8-diol)

INCHI for NP0244291 ((2s,3s,4as,6r,7s,8s,8ar)-2-(4-hydroxy-3-methoxyphenyl)-3,6-bis(hydroxymethyl)-hexahydro-2h-pyrano[2,3-b][1,4]dioxine-7,8-diol)

Structure for NP0244291 ((2s,3s,4as,6r,7s,8s,8ar)-2-(4-hydroxy-3-methoxyphenyl)-3,6-bis(hydroxymethyl)-hexahydro-2h-pyrano[2,3-b][1,4]dioxine-7,8-diol)

3D Structure for NP0244291 ((2s,3s,4as,6r,7s,8s,8ar)-2-(4-hydroxy-3-methoxyphenyl)-3,6-bis(hydroxymethyl)-hexahydro-2h-pyrano[2,3-b][1,4]dioxine-7,8-diol)