NP-MRD: Showing NP-Card for hypholomine b (NP0231427)

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Record Information

Version

2.0

Created at

2022-09-06 12:17:00 UTC

Updated at

2022-09-06 12:17:01 UTC

NP-MRD ID

NP0231427

Secondary Accession Numbers

None

Natural Product Identification

Common Name

hypholomine b

Description

HYPHOLOMINE B belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety. hypholomine b is found in Sanghuangporus baumii and Tropicoporus linteus. Based on a literature review very few articles have been published on HYPHOLOMINE B.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062214172D          

 36 40  0  0  1  0            999 V2000
    0.4507   -4.1608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1014   -3.5477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083   -3.7192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4604   -3.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2673   -3.2777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054   -2.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    2.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279    2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6424    2.6021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279    1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6424    0.9521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4534   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659   -1.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909   -1.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284   -0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034    0.7310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1536   -2.7631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 15 22  1  0  0  0  0
 12 23  1  0  0  0  0
 23 24  1  0  0  0  0
  9 24  1  0  0  0  0
 24 25  2  0  0  0  0
 10 26  1  0  0  0  0
 26 27  1  0  0  0  0
  8 27  1  0  0  0  0
 27 28  1  1  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 28 35  1  0  0  0  0
  7 36  1  0  0  0  0
  2 36  1  0  0  0  0
M  END

     RDKit          3D

 54 58  0  0  0  0  0  0  0  0999 V2000
   -4.0512   -4.8236    0.5567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6898   -3.9079   -0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7829   -4.0811   -1.5667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3753   -3.0510   -2.3805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4478   -3.1727   -3.7616 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8900   -1.8854   -1.8355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8192   -1.7666   -0.4675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3154   -0.5632    0.2240 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8267   -0.4963    0.1955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4815    0.8151   -0.0531 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8699    1.0989   -0.1207 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8636    0.1611    0.0437 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2817    0.4985   -0.0347 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2219   -0.4101    0.1249 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6489   -0.1418    0.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1279    1.1082   -0.1796 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5081    1.3073   -0.2318 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3923    0.2632   -0.0463 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7677    0.4963   -0.1048 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8916   -0.9897    0.1933 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7345   -2.0622    0.3846 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5256   -1.1785    0.2435 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4591   -1.0785    0.2796 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1913   -1.4075    0.3547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0816   -2.6148    0.5832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6312    1.6033   -0.1879 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7355    0.7081   -0.4005 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8949    1.3559    0.2583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7892    0.7184    1.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8549    1.4157    1.6386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0015    2.7540    1.3983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0528    3.4775    1.9606 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1083    3.4274    0.5888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2730    4.7858    0.3562 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0688    2.7073    0.0340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2264   -2.7928    0.2608 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1728   -5.0177   -2.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1559   -2.4338   -4.3677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5608   -1.0674   -2.4775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5729   -0.6319    1.3125 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1865    2.1199   -0.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5664    1.5131   -0.2273 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8451   -1.4200    0.3177 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5050    1.9729   -0.3344 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8892    2.2945   -0.4205 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1073    1.4274   -0.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3979   -2.9919    0.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1639   -2.1884    0.4361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9086    0.6137   -1.4742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6740   -0.3265    1.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5659    0.8995    2.2779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1740    4.4578    1.7944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5944    5.2367   -0.2433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3682    3.2636   -0.6082 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0
  4  3  2  0
  3  2  1  0
  2  1  2  0
  2 36  1  0
 36  7  1  0
  7  6  2  0
  7  8  1  0
  8 27  1  0
 27 26  1  0
 26 10  1  0
 10  9  2  0
  9 24  1  0
 24 25  2  0
 24 23  1  0
 23 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  2  0
 12 11  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 33 35  2  0
  6  4  1  0
  9  8  1  0
 22 15  1  0
 35 28  1  0
 11 10  1  0
  5 38  1  0
  3 37  1  0
  6 39  1  0
  8 40  1  1
 27 49  1  6
 13 42  1  0
 14 43  1  0
 16 44  1  0
 17 45  1  0
 19 46  1  0
 21 47  1  0
 22 48  1  0
 11 41  1  0
 29 50  1  0
 30 51  1  0
 32 52  1  0
 34 53  1  0
 35 54  1  0
M  END


  Mrv1652309062214172D          

 36 40  0  0  1  0            999 V2000
    0.4507   -4.1608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1014   -3.5477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083   -3.7192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4604   -3.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2673   -3.2777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054   -2.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    2.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279    2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6424    2.6021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279    1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6424    0.9521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4534   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659   -1.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909   -1.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284   -0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034    0.7310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1536   -2.7631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
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 15 22  1  0  0  0  0
 12 23  1  0  0  0  0
 23 24  1  0  0  0  0
  9 24  1  0  0  0  0
 24 25  2  0  0  0  0
 10 26  1  0  0  0  0
 26 27  1  0  0  0  0
  8 27  1  0  0  0  0
 27 28  1  1  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
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 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 28 35  1  0  0  0  0
  7 36  1  0  0  0  0
  2 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0231427

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC(=O)OC(=C1)[C@@H]1[C@H](OC2=C1C(=O)OC(\C=C\C1=CC=C(O)C(O)=C1)=C2)C1=CC=C(O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C26H18O10/c27-14-9-20(35-22(32)10-14)23-24-21(36-25(23)13-3-6-17(29)19(31)8-13)11-15(34-26(24)33)4-1-12-2-5-16(28)18(30)7-12/h1-11,23,25,27-31H/b4-1+/t23-,25+/m0/s1

> <INCHI_KEY>
CGMQDMKDINCGOB-NJYVMNEESA-N

> <FORMULA>
C26H18O10

> <MOLECULAR_WEIGHT>
490.42

> <EXACT_MASS>
490.08999678

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
48.401247459010854

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-[(2S,3S)-2-(3,4-dihydroxyphenyl)-6-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-4-oxo-2H,3H,4H-furo[3,2-c]pyran-3-yl]-4-hydroxy-2H-pyran-2-one

> <JCHEM_LOGP>
2.812188082333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.63896103911762

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.854463171048521

> <JCHEM_PKA_STRONGEST_BASIC>
-4.899955989583016

> <JCHEM_POLAR_SURFACE_AREA>
162.98

> <JCHEM_REFRACTIVITY>
130.6711

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
6-[(2S,3S)-2-(3,4-dihydroxyphenyl)-6-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-4-oxo-2H,3H-furo[3,2-c]pyran-3-yl]-4-hydroxypyran-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  O   UNK     0       0.841  -7.767   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -0.189  -6.622   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.696  -6.943   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.726  -5.798   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -4.232  -6.118   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.250  -4.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.744  -4.013   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.268  -2.549   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.197  -0.533   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.530   0.237   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.864  -0.533   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.198   0.237   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.198   1.777   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.531   2.547   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.531   4.087   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.865   4.857   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.199   4.087   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      10.533   4.857   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       9.199   2.547   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      10.533   1.777   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       7.865   1.777   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       3.864  -2.073   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       2.530  -2.843   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.530  -4.383   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -0.268  -0.057   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -1.173  -1.303   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.713  -1.303   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -3.483  -2.637   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -5.023  -2.637   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -5.793  -1.303   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -7.333  -1.303   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -5.023   0.031   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -5.793   1.365   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -3.483   0.031   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       0.287  -5.158   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   36                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   36                                                  
CONECT    8    7    9   27                                                  
CONECT    9    8   10   24                                                  
CONECT   10    9   11   26                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   23                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   22                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   15                                                       
CONECT   23   12   24                                                       
CONECT   24   23    9   25                                                  
CONECT   25   24                                                            
CONECT   26   10   27                                                       
CONECT   27   26    8   28                                                  
CONECT   28   27   29   35                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   28                                                       
CONECT   36    7    2                                                       
MASTER        0    0    0    0    0    0    0    0   36    0   80    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₁₈O₁₀

Average Mass

490.4200 Da

Monoisotopic Mass

490.09000 Da

IUPAC Name

6-[(2S,3S)-2-(3,4-dihydroxyphenyl)-6-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-4-oxo-2H,3H,4H-furo[3,2-c]pyran-3-yl]-4-hydroxy-2H-pyran-2-one

Traditional Name

6-[(2S,3S)-2-(3,4-dihydroxyphenyl)-6-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-4-oxo-2H,3H-furo[3,2-c]pyran-3-yl]-4-hydroxypyran-2-one

CAS Registry Number

Not Available

SMILES

OC1=CC(=O)OC(=C1)[C@@H]1[C@H](OC2=C1C(=O)OC(\C=C\C1=CC=C(O)C(O)=C1)=C2)C1=CC=C(O)C(O)=C1

InChI Identifier

InChI=1S/C26H18O10/c27-14-9-20(35-22(32)10-14)23-24-21(36-25(23)13-3-6-17(29)19(31)8-13)11-15(34-26(24)33)4-1-12-2-5-16(28)18(30)7-12/h1-11,23,25,27-31H/b4-1+/t23-,25+/m0/s1

InChI Key

CGMQDMKDINCGOB-NJYVMNEESA-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
Sanghuangporus baumii	LOTUS Database	35616633
Tropicoporus linteus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Catechol
Styrene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Monocyclic benzene moiety
Pyran
Heteroaromatic compound
Vinylogous ester
Vinylogous acid
Lactone
Oxacycle
Ether
Organoheterocyclic compound
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
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	2.81	ChemAxon
pKa (Strongest Acidic)	3.85	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	162.98 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	130.67 m³·mol⁻¹	ChemAxon
Polarizability	48.4 Å³	ChemAxon
Number of Rings	5	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

26384083

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

54730031

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for hypholomine b (NP0231427)

MOL for NP0231427 (hypholomine b)

3D MOL for NP0231427 (hypholomine b)

3D SDF for NP0231427 (hypholomine b)

3D-SDF for NP0231427 (hypholomine b)

PDB for NP0231427 (hypholomine b)

3D PDB for NP0231427 (hypholomine b)

SMILES for NP0231427 (hypholomine b)

INCHI for NP0231427 (hypholomine b)

Structure for NP0231427 (hypholomine b)

3D Structure for NP0231427 (hypholomine b)