NP-MRD: Showing NP-Card for 5-[(2r,3s)-3-hydroxy-5-[2-(3-hydroxyphenyl)ethyl]-7-methoxy-3,4-dihydro-2h-1-benzopyran-2-yl]-3-methoxybenzene-1,2-diol (NP0258203)

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Record Information

Version

2.0

Created at

2022-09-07 23:32:45 UTC

Updated at

2022-09-07 23:32:45 UTC

NP-MRD ID

NP0258203

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-[(2r,3s)-3-hydroxy-5-[2-(3-hydroxyphenyl)ethyl]-7-methoxy-3,4-dihydro-2h-1-benzopyran-2-yl]-3-methoxybenzene-1,2-diol

Description

Shanciol B belongs to the class of organic compounds known as linear diarylheptanoids. These are diarylheptanoids with an open heptane chain. The two aromatic rings are linked only by the heptane chain. 5-[(2r,3s)-3-hydroxy-5-[2-(3-hydroxyphenyl)ethyl]-7-methoxy-3,4-dihydro-2h-1-benzopyran-2-yl]-3-methoxybenzene-1,2-diol is found in Pleione bulbocodioides. Based on a literature review very few articles have been published on Shanciol B.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082201322D          

 32 35  0  0  1  0            999 V2000
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
  8 14  1  0  0  0  0
  5 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
  3 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 29  2  0  0  0  0
 20 29  1  0  0  0  0
 19 30  1  0  0  0  0
 30 31  1  1  0  0  0
 30 32  1  0  0  0  0
 15 32  1  0  0  0  0
M  END

     RDKit          3D

 58 61  0  0  0  0  0  0  0  0999 V2000
   -0.1397   -0.2197    5.7593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2697   -0.2329    4.9035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0467   -0.4660    3.5520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1130   -0.4926    2.6528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8996   -0.7239    1.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0707   -0.7049    0.4086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1492    0.6368   -0.2589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3281    0.6241   -1.1623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2527    0.2427   -2.4713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3863    0.2501   -3.2567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6042    0.6430   -2.7249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6877    1.0296   -1.4030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9182    1.4302   -0.8518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5418    1.0119   -0.6454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6539   -0.9369    0.7922 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4195   -0.9097    1.6949 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2162   -0.6795    3.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7158   -1.1118    1.2740 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0088   -1.2315   -0.0890 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4061   -0.7866   -0.2783 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3231   -1.2842    0.6316 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6758   -0.9653    0.5997 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5651   -1.4830    1.5280 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1354   -0.1162   -0.3786 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4960    0.2408   -0.4585 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2298    0.3824   -1.2866 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6859    1.2435   -2.2823 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7941    1.7844   -3.2433 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8711    0.0498   -1.2379 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9901   -0.5181   -0.8954 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1996   -0.6202   -2.2723 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3569   -1.2166   -0.6295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4697   -0.1415    6.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5832    0.5624    5.4948 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4189   -1.1992    5.7002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0955   -0.3238    3.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0223   -0.8306    0.9891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9556   -1.5327   -0.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3621    1.3826    0.5701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2405    0.9972   -0.7300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2986   -0.0710   -2.9102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3495   -0.0460   -4.2896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4792    0.6397   -3.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2053    2.3936   -0.8786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6267    1.3230    0.4056 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0638   -0.6626    3.7197 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9272   -2.3277   -0.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0034   -1.9672    1.4333 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5382   -1.2338    1.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8220    0.8660   -1.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3466    2.5572   -3.8285 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4664    0.9914   -3.9597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9248    2.2854   -2.7910 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2003    0.4531   -1.9505 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8381    0.5414   -0.6056 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8775    0.1697   -2.7639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0949   -2.3164   -0.7256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1248   -0.9640   -1.3438 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
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  5 15  2  0
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 32 30  1  0
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 17  3  1  0
 29 20  1  0
 14  8  1  0
 16 15  1  0
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  6 37  1  0
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 11 43  1  0
 13 44  1  0
 14 45  1  0
 32 57  1  0
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 30 55  1  1
 31 56  1  0
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 17 46  1  0
 21 48  1  0
 23 49  1  0
 25 50  1  0
 28 51  1  0
 28 52  1  0
 28 53  1  0
 29 54  1  0
M  END


  Mrv1652309082201322D          

 32 35  0  0  1  0            999 V2000
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
  8 14  1  0  0  0  0
  5 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
  3 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 29  2  0  0  0  0
 20 29  1  0  0  0  0
 19 30  1  0  0  0  0
 30 31  1  1  0  0  0
 30 32  1  0  0  0  0
 15 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0258203

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(CCC2=CC=CC(O)=C2)=C2C[C@H](O)[C@H](OC2=C1)C1=CC(O)=C(O)C(OC)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C25H26O7/c1-30-18-9-15(7-6-14-4-3-5-17(26)8-14)19-13-21(28)25(32-22(19)12-18)16-10-20(27)24(29)23(11-16)31-2/h3-5,8-12,21,25-29H,6-7,13H2,1-2H3/t21-,25+/m0/s1

> <INCHI_KEY>
RVILORKPEPKFSF-SQJMNOBHSA-N

> <FORMULA>
C25H26O7

> <MOLECULAR_WEIGHT>
438.476

> <EXACT_MASS>
438.167853177

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
46.01778694323409

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[(2R,3S)-3-hydroxy-5-[2-(3-hydroxyphenyl)ethyl]-7-methoxy-3,4-dihydro-2H-1-benzopyran-2-yl]-3-methoxybenzene-1,2-diol

> <JCHEM_LOGP>
4.319692497666667

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.175395129699512

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.31822607070753

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2714968199590073

> <JCHEM_POLAR_SURFACE_AREA>
108.61000000000001

> <JCHEM_REFRACTIVITY>
119.28339999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
5-[(2R,3S)-3-hydroxy-5-[2-(3-hydroxyphenyl)ethyl]-7-methoxy-3,4-dihydro-2H-1-benzopyran-2-yl]-3-methoxybenzene-1,2-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -4.001 -10.010   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.667  -0.000   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   17                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   15                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12    8                                                       
CONECT   15    5   16   32                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16    3                                                       
CONECT   18   16   19                                                       
CONECT   19   18   20   30                                                  
CONECT   20   19   21   29                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   29                                                  
CONECT   27   26   28                                                       
CONECT   28   27                                                            
CONECT   29   26   20                                                       
CONECT   30   19   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   15                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₂₆O₇

Average Mass

438.4760 Da

Monoisotopic Mass

438.16785 Da

IUPAC Name

5-[(2R,3S)-3-hydroxy-5-[2-(3-hydroxyphenyl)ethyl]-7-methoxy-3,4-dihydro-2H-1-benzopyran-2-yl]-3-methoxybenzene-1,2-diol

Traditional Name

5-[(2R,3S)-3-hydroxy-5-[2-(3-hydroxyphenyl)ethyl]-7-methoxy-3,4-dihydro-2H-1-benzopyran-2-yl]-3-methoxybenzene-1,2-diol

CAS Registry Number

Not Available

SMILES

COC1=CC(CCC2=CC=CC(O)=C2)=C2C[C@H](O)[C@H](OC2=C1)C1=CC(O)=C(O)C(OC)=C1

InChI Identifier

InChI=1S/C25H26O7/c1-30-18-9-15(7-6-14-4-3-5-17(26)8-14)19-13-21(28)25(32-22(19)12-18)16-10-20(27)24(29)23(11-16)31-2/h3-5,8-12,21,25-29H,6-7,13H2,1-2H3/t21-,25+/m0/s1

InChI Key

RVILORKPEPKFSF-SQJMNOBHSA-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
Pleione bulbocodioides	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as linear diarylheptanoids. These are diarylheptanoids with an open heptane chain. The two aromatic rings are linked only by the heptane chain.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Diarylheptanoids

Sub Class

Linear diarylheptanoids

Direct Parent

Linear diarylheptanoids

Alternative Parents

Substituents

Linear 1,7-diphenylheptane skeleton
3p-methoxyflavonoid-skeleton
7-methoxyflavonoid-skeleton
Flavan-3-ol
3'-hydroxyflavonoid
3-hydroxyflavonoid
4'-hydroxyflavonoid
Hydroxyflavonoid
Flavan
Stilbene
Benzopyran
Chromane
1-benzopyran
Methoxyphenol
Phenoxy compound
Catechol
Methoxybenzene
Phenol ether
Anisole
Alkyl aryl ether
Phenol
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Ether
Organooxygen compound
Alcohol
Organic oxygen compound
Hydrocarbon derivative
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	4.32	ChemAxon
pKa (Strongest Acidic)	9.32	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	108.61 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	119.28 m³·mol⁻¹	ChemAxon
Polarizability	46.02 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00049014

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

102121475

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5-[(2r,3s)-3-hydroxy-5-[2-(3-hydroxyphenyl)ethyl]-7-methoxy-3,4-dihydro-2h-1-benzopyran-2-yl]-3-methoxybenzene-1,2-diol (NP0258203)

MOL for NP0258203 (5-[(2r,3s)-3-hydroxy-5-[2-(3-hydroxyphenyl)ethyl]-7-methoxy-3,4-dihydro-2h-1-benzopyran-2-yl]-3-methoxybenzene-1,2-diol)

3D MOL for NP0258203 (5-[(2r,3s)-3-hydroxy-5-[2-(3-hydroxyphenyl)ethyl]-7-methoxy-3,4-dihydro-2h-1-benzopyran-2-yl]-3-methoxybenzene-1,2-diol)

3D SDF for NP0258203 (5-[(2r,3s)-3-hydroxy-5-[2-(3-hydroxyphenyl)ethyl]-7-methoxy-3,4-dihydro-2h-1-benzopyran-2-yl]-3-methoxybenzene-1,2-diol)

3D-SDF for NP0258203 (5-[(2r,3s)-3-hydroxy-5-[2-(3-hydroxyphenyl)ethyl]-7-methoxy-3,4-dihydro-2h-1-benzopyran-2-yl]-3-methoxybenzene-1,2-diol)

PDB for NP0258203 (5-[(2r,3s)-3-hydroxy-5-[2-(3-hydroxyphenyl)ethyl]-7-methoxy-3,4-dihydro-2h-1-benzopyran-2-yl]-3-methoxybenzene-1,2-diol)

3D PDB for NP0258203 (5-[(2r,3s)-3-hydroxy-5-[2-(3-hydroxyphenyl)ethyl]-7-methoxy-3,4-dihydro-2h-1-benzopyran-2-yl]-3-methoxybenzene-1,2-diol)

SMILES for NP0258203 (5-[(2r,3s)-3-hydroxy-5-[2-(3-hydroxyphenyl)ethyl]-7-methoxy-3,4-dihydro-2h-1-benzopyran-2-yl]-3-methoxybenzene-1,2-diol)

INCHI for NP0258203 (5-[(2r,3s)-3-hydroxy-5-[2-(3-hydroxyphenyl)ethyl]-7-methoxy-3,4-dihydro-2h-1-benzopyran-2-yl]-3-methoxybenzene-1,2-diol)

Structure for NP0258203 (5-[(2r,3s)-3-hydroxy-5-[2-(3-hydroxyphenyl)ethyl]-7-methoxy-3,4-dihydro-2h-1-benzopyran-2-yl]-3-methoxybenzene-1,2-diol)

3D Structure for NP0258203 (5-[(2r,3s)-3-hydroxy-5-[2-(3-hydroxyphenyl)ethyl]-7-methoxy-3,4-dihydro-2h-1-benzopyran-2-yl]-3-methoxybenzene-1,2-diol)