NP-MRD: Showing NP-Card for 5-hydroxy-2-(1'-hydroxy-4'-oxo-cyclohex-2'-en-1'-yl)-6,7-dimethoxy-2,3-di+ (NP0042902)

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Record Information

Version

2.0

Created at

2021-06-21 00:27:00 UTC

Updated at

2021-06-30 00:18:17 UTC

NP-MRD ID

NP0042902

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-hydroxy-2-(1'-hydroxy-4'-oxo-cyclohex-2'-en-1'-yl)-6,7-dimethoxy-2,3-di+

Provided By

JEOL Database JEOL Logo

Description

5-hydroxy-2-(1'-hydroxy-4'-oxo-cyclohex-2'-en-1'-yl)-6,7-dimethoxy-2,3-di+ is found in Piper carniconnectivum C. DC. 5-hydroxy-2-(1'-hydroxy-4'-oxo-cyclohex-2'-en-1'-yl)-6,7-dimethoxy-2,3-di+ was first documented in 2014 (Freitas, G. C., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212102273D          

 42 44  0  0  0  0            999 V2000
    0.7870    0.6208    2.3650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4172   -0.0493    2.0186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4584   -0.6958    0.8109 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6427   -0.8891   -0.0283 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4940   -1.5760   -1.2364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7591   -2.0472   -1.6322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8682   -1.8697   -0.8009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1182   -2.3174   -1.1472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7098   -1.2091    0.4241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8055   -0.9749    1.2219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0471   -2.1002    2.0641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8773   -2.6881   -2.9549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9619   -3.1208   -3.3360 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3564   -2.7197   -3.8125 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5707   -2.8476   -2.9013 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9372   -2.9068   -3.6558 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9814   -2.9230   -2.6728 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2093   -1.6975   -4.5179 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8598   -1.7357   -5.6894 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4341   -3.0081   -6.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9980   -3.0234   -7.2827 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3518   -4.2283   -5.3045 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0707   -4.2060   -4.4741 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6284   -1.7192   -1.9937 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6011   -0.0938    2.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6176    1.1467    3.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0574    1.3679    1.6113 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6296   -0.5249    0.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0753   -2.7138   -2.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3227   -2.9854    1.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1792   -2.3181    2.6966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8879   -1.8532    2.7193 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2766   -3.5760   -4.4877 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3723   -1.7945   -4.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4935   -3.7511   -2.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7937   -2.1932   -2.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8660   -0.7318   -4.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0394   -0.8527   -6.2914 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2426   -4.2566   -4.6681 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3537   -5.1214   -5.9388 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2207   -4.3234   -5.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0764   -5.0745   -3.8040 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 23  1  0  0  0  0
  9  7  1  0  0  0  0
 23 22  1  0  0  0  0
  7  6  2  0  0  0  0
 22 20  1  0  0  0  0
  3  9  2  0  0  0  0
 20 19  1  0  0  0  0
  5  4  2  0  0  0  0
 19 18  2  0  0  0  0
 18 16  1  0  0  0  0
  4  3  1  0  0  0  0
 20 21  2  0  0  0  0
  5 24  1  0  0  0  0
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  4 28  1  0  0  0  0
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 18 37  1  0  0  0  0
  8 29  1  0  0  0  0
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  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
 17 36  1  0  0  0  0
M  END

     RDKit          3D

 42 44  0  0  0  0  0  0  0  0999 V2000
    0.7870    0.6208    2.3650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4172   -0.0493    2.0186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4584   -0.6958    0.8109 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6427   -0.8891   -0.0283 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4940   -1.5760   -1.2364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7591   -2.0472   -1.6322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8682   -1.8697   -0.8009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1182   -2.3174   -1.1472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7098   -1.2091    0.4241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8055   -0.9749    1.2219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0471   -2.1002    2.0641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8773   -2.6881   -2.9549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9619   -3.1208   -3.3360 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3564   -2.7197   -3.8125 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5707   -2.8476   -2.9013 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9372   -2.9068   -3.6558 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9814   -2.9230   -2.6728 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2093   -1.6975   -4.5179 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8598   -1.7357   -5.6894 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4341   -3.0081   -6.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9980   -3.0234   -7.2827 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3518   -4.2283   -5.3045 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0707   -4.2060   -4.4741 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6284   -1.7192   -1.9937 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6011   -0.0938    2.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6176    1.1467    3.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0574    1.3679    1.6113 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6296   -0.5249    0.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0753   -2.7138   -2.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3227   -2.9854    1.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1792   -2.3181    2.6966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8879   -1.8532    2.7193 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2766   -3.5760   -4.4877 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3723   -1.7945   -4.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4935   -3.7511   -2.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7937   -2.1932   -2.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8660   -0.7318   -4.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0394   -0.8527   -6.2914 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2426   -4.2566   -4.6681 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3537   -5.1214   -5.9388 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2207   -4.3234   -5.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0764   -5.0745   -3.8040 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 23  1  0
  9  7  1  0
 23 22  1  0
  7  6  2  0
 22 20  1  0
  3  9  2  0
 20 19  1  0
  5  4  2  0
 19 18  2  0
 18 16  1  0
  4  3  1  0
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  5 24  1  0
 12 13  2  0
  6 12  1  0
  3  2  1  0
 12 14  1  0
  9 10  1  0
 14 15  1  0
  7  8  1  0
 15 24  1  0
 10 11  1  0
  5  6  1  0
  2  1  1  0
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 16 17  1  1
  4 28  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  1
 23 41  1  0
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 22 39  1  0
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 19 38  1  0
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  8 29  1  0
 11 30  1  0
 11 31  1  0
 11 32  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
 17 36  1  0
M  END


  Mrv1652306212102273D          

 42 44  0  0  0  0            999 V2000
    0.7870    0.6208    2.3650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4172   -0.0493    2.0186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4584   -0.6958    0.8109 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6427   -0.8891   -0.0283 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4940   -1.5760   -1.2364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7591   -2.0472   -1.6322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8682   -1.8697   -0.8009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1182   -2.3174   -1.1472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7098   -1.2091    0.4241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8055   -0.9749    1.2219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0471   -2.1002    2.0641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8773   -2.6881   -2.9549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9619   -3.1208   -3.3360 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3564   -2.7197   -3.8125 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5707   -2.8476   -2.9013 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9372   -2.9068   -3.6558 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9814   -2.9230   -2.6728 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2093   -1.6975   -4.5179 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8598   -1.7357   -5.6894 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4341   -3.0081   -6.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9980   -3.0234   -7.2827 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3518   -4.2283   -5.3045 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0707   -4.2060   -4.4741 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6284   -1.7192   -1.9937 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6011   -0.0938    2.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6176    1.1467    3.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0574    1.3679    1.6113 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6296   -0.5249    0.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0753   -2.7138   -2.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3227   -2.9854    1.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1792   -2.3181    2.6966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8879   -1.8532    2.7193 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2766   -3.5760   -4.4877 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3723   -1.7945   -4.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4935   -3.7511   -2.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7937   -2.1932   -2.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8660   -0.7318   -4.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0394   -0.8527   -6.2914 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2426   -4.2566   -4.6681 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3537   -5.1214   -5.9388 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2207   -4.3234   -5.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0764   -5.0745   -3.8040 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 23  1  0  0  0  0
  9  7  1  0  0  0  0
 23 22  1  0  0  0  0
  7  6  2  0  0  0  0
 22 20  1  0  0  0  0
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 20 19  1  0  0  0  0
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 19 18  2  0  0  0  0
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 20 21  2  0  0  0  0
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 12 13  2  0  0  0  0
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 11 30  1  0  0  0  0
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  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
 17 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0042902

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C2C(O[C@@]([H])(C([H])([H])C2=O)[C@]2(O[H])C([H])=C([H])C(=O)C([H])([H])C2([H])[H])=C([H])C(OC([H])([H])[H])=C1OC([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C17H18O7/c1-22-12-8-11-14(15(20)16(12)23-2)10(19)7-13(24-11)17(21)5-3-9(18)4-6-17/h3,5,8,13,20-21H,4,6-7H2,1-2H3/t13-,17-/m0/s1

> <INCHI_KEY>
CKKVFHZSGFGFOK-GUYCJALGSA-N

> <FORMULA>
C17H18O7

> <MOLECULAR_WEIGHT>
334.324

> <EXACT_MASS>
334.10525292

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
33.73747675535131

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-5-hydroxy-2-[(1R)-1-hydroxy-4-oxocyclohex-2-en-1-yl]-6,7-dimethoxy-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
1.21

> <JCHEM_LOGP>
1.4098735026666662

> <ALOGPS_LOGS>
-2.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.7213906338417

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.261201686546531

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5204516639971573

> <JCHEM_POLAR_SURFACE_AREA>
102.29

> <JCHEM_REFRACTIVITY>
84.41859999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.12e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-5-hydroxy-2-[(1R)-1-hydroxy-4-oxocyclohex-2-en-1-yl]-6,7-dimethoxy-2,3-dihydro-1-benzopyran-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 42 44  0  0  0  0  0  0  0  0999 V2000
    0.7870    0.6208    2.3650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4172   -0.0493    2.0186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4584   -0.6958    0.8109 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6427   -0.8891   -0.0283 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4940   -1.5760   -1.2364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7591   -2.0472   -1.6322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8682   -1.8697   -0.8009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1182   -2.3174   -1.1472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7098   -1.2091    0.4241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8055   -0.9749    1.2219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0471   -2.1002    2.0641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8773   -2.6881   -2.9549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9619   -3.1208   -3.3360 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3564   -2.7197   -3.8125 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5707   -2.8476   -2.9013 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9372   -2.9068   -3.6558 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9814   -2.9230   -2.6728 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2093   -1.6975   -4.5179 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8598   -1.7357   -5.6894 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4341   -3.0081   -6.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9980   -3.0234   -7.2827 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3518   -4.2283   -5.3045 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0707   -4.2060   -4.4741 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6284   -1.7192   -1.9937 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6011   -0.0938    2.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6176    1.1467    3.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0574    1.3679    1.6113 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6296   -0.5249    0.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0753   -2.7138   -2.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3227   -2.9854    1.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1792   -2.3181    2.6966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8879   -1.8532    2.7193 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2766   -3.5760   -4.4877 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3723   -1.7945   -4.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4935   -3.7511   -2.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7937   -2.1932   -2.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8660   -0.7318   -4.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0394   -0.8527   -6.2914 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2426   -4.2566   -4.6681 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3537   -5.1214   -5.9388 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2207   -4.3234   -5.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0764   -5.0745   -3.8040 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 23  1  0
  9  7  1  0
 23 22  1  0
  7  6  2  0
 22 20  1  0
  3  9  2  0
 20 19  1  0
  5  4  2  0
 19 18  2  0
 18 16  1  0
  4  3  1  0
 20 21  2  0
  5 24  1  0
 12 13  2  0
  6 12  1  0
  3  2  1  0
 12 14  1  0
  9 10  1  0
 14 15  1  0
  7  8  1  0
 15 24  1  0
 10 11  1  0
  5  6  1  0
  2  1  1  0
 15 16  1  0
 16 17  1  1
  4 28  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  1
 23 41  1  0
 23 42  1  0
 22 39  1  0
 22 40  1  0
 19 38  1  0
 18 37  1  0
  8 29  1  0
 11 30  1  0
 11 31  1  0
 11 32  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
 17 36  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0       0.787   0.621   2.365  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.417  -0.049   2.019  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.458  -0.696   0.811  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.643  -0.889  -0.028  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.494  -1.576  -1.236  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.759  -2.047  -1.632  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.868  -1.870  -0.801  0.00  0.00           C+0
HETATM    8  O   UNK     0      -3.118  -2.317  -1.147  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.710  -1.209   0.424  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.805  -0.975   1.222  0.00  0.00           O+0
HETATM   11  C   UNK     0      -3.047  -2.100   2.064  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.877  -2.688  -2.955  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.962  -3.121  -3.336  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.356  -2.720  -3.813  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.571  -2.848  -2.901  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.937  -2.907  -3.656  0.00  0.00           C+0
HETATM   17  O   UNK     0       3.981  -2.923  -2.673  0.00  0.00           O+0
HETATM   18  C   UNK     0       3.209  -1.698  -4.518  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.860  -1.736  -5.689  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.434  -3.008  -6.192  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.998  -3.023  -7.283  0.00  0.00           O+0
HETATM   22  C   UNK     0       4.352  -4.228  -5.305  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.071  -4.206  -4.474  0.00  0.00           C+0
HETATM   24  O   UNK     0       1.628  -1.719  -1.994  0.00  0.00           O+0
HETATM   25  H   UNK     0       1.601  -0.094   2.524  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.618   1.147   3.309  0.00  0.00           H+0
HETATM   27  H   UNK     0       1.057   1.368   1.611  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.630  -0.525   0.237  0.00  0.00           H+0
HETATM   29  H   UNK     0      -3.075  -2.714  -2.046  0.00  0.00           H+0
HETATM   30  H   UNK     0      -3.323  -2.985   1.481  0.00  0.00           H+0
HETATM   31  H   UNK     0      -2.179  -2.318   2.697  0.00  0.00           H+0
HETATM   32  H   UNK     0      -3.888  -1.853   2.719  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.277  -3.576  -4.488  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.372  -1.795  -4.398  0.00  0.00           H+0
HETATM   35  H   UNK     0       1.494  -3.751  -2.277  0.00  0.00           H+0
HETATM   36  H   UNK     0       3.794  -2.193  -2.053  0.00  0.00           H+0
HETATM   37  H   UNK     0       2.866  -0.732  -4.153  0.00  0.00           H+0
HETATM   38  H   UNK     0       4.039  -0.853  -6.291  0.00  0.00           H+0
HETATM   39  H   UNK     0       5.243  -4.257  -4.668  0.00  0.00           H+0
HETATM   40  H   UNK     0       4.354  -5.121  -5.939  0.00  0.00           H+0
HETATM   41  H   UNK     0       2.221  -4.323  -5.156  0.00  0.00           H+0
HETATM   42  H   UNK     0       3.076  -5.074  -3.804  0.00  0.00           H+0
CONECT    1    2   25   26   27                                             
CONECT    2    3    1                                                       
CONECT    3    9    4    2                                                  
CONECT    4    5    3   28                                                  
CONECT    5    4   24    6                                                  
CONECT    6    7   12    5                                                  
CONECT    7    9    6    8                                                  
CONECT    8    7   29                                                       
CONECT    9    7    3   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   30   31   32                                             
CONECT   12   13    6   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   33   34                                             
CONECT   15   14   24   16   35                                             
CONECT   16   23   18   15   17                                             
CONECT   17   16   36                                                       
CONECT   18   19   16   37                                                  
CONECT   19   20   18   38                                                  
CONECT   20   22   19   21                                                  
CONECT   21   20                                                            
CONECT   22   23   20   39   40                                             
CONECT   23   16   22   41   42                                             
CONECT   24    5   15                                                       
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    4                                                            
CONECT   29    8                                                            
CONECT   30   11                                                            
CONECT   31   11                                                            
CONECT   32   11                                                            
CONECT   33   14                                                            
CONECT   34   14                                                            
CONECT   35   15                                                            
CONECT   36   17                                                            
CONECT   37   18                                                            
CONECT   38   19                                                            
CONECT   39   22                                                            
CONECT   40   22                                                            
CONECT   41   23                                                            
CONECT   42   23                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   88    0
END

RDKit          3D

42 44  0  0  0  0  0  0  0  0999 V2000
    0.7870    0.6208    2.3650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4172   -0.0493    2.0186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4584   -0.6958    0.8109 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6427   -0.8891   -0.0283 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4940   -1.5760   -1.2364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7591   -2.0472   -1.6322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8682   -1.8697   -0.8009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1182   -2.3174   -1.1472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7098   -1.2091    0.4241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8055   -0.9749    1.2219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0471   -2.1002    2.0641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8773   -2.6881   -2.9549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9619   -3.1208   -3.3360 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3564   -2.7197   -3.8125 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5707   -2.8476   -2.9013 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9372   -2.9068   -3.6558 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9814   -2.9230   -2.6728 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2093   -1.6975   -4.5179 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8598   -1.7357   -5.6894 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4341   -3.0081   -6.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9980   -3.0234   -7.2827 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3518   -4.2283   -5.3045 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0707   -4.2060   -4.4741 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6284   -1.7192   -1.9937 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6011   -0.0938    2.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6176    1.1467    3.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0574    1.3679    1.6113 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6296   -0.5249    0.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0753   -2.7138   -2.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3227   -2.9854    1.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1792   -2.3181    2.6966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8879   -1.8532    2.7193 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2766   -3.5760   -4.4877 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3723   -1.7945   -4.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4935   -3.7511   -2.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7937   -2.1932   -2.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8660   -0.7318   -4.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0394   -0.8527   -6.2914 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2426   -4.2566   -4.6681 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3537   -5.1214   -5.9388 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2207   -4.3234   -5.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0764   -5.0745   -3.8040 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 23  1  0
  9  7  1  0
 23 22  1  0
  7  6  2  0
 22 20  1  0
  3  9  2  0
 20 19  1  0
  5  4  2  0
 19 18  2  0
 18 16  1  0
  4  3  1  0
 20 21  2  0
  5 24  1  0
 12 13  2  0
  6 12  1  0
  3  2  1  0
 12 14  1  0
  9 10  1  0
 14 15  1  0
  7  8  1  0
 15 24  1  0
 10 11  1  0
  5  6  1  0
  2  1  1  0
 15 16  1  0
 16 17  1  1
  4 28  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  1
 23 41  1  0
 23 42  1  0
 22 39  1  0
 22 40  1  0
 19 38  1  0
 18 37  1  0
  8 29  1  0
 11 30  1  0
 11 31  1  0
 11 32  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
 17 36  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₁₈O₇

Average Mass

334.3240 Da

Monoisotopic Mass

334.10525 Da

IUPAC Name

(2S)-5-hydroxy-2-[(1R)-1-hydroxy-4-oxocyclohex-2-en-1-yl]-6,7-dimethoxy-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

(2S)-5-hydroxy-2-[(1R)-1-hydroxy-4-oxocyclohex-2-en-1-yl]-6,7-dimethoxy-2,3-dihydro-1-benzopyran-4-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C2C(O[C@@]([H])(C([H])([H])C2=O)[C@]2(O[H])C([H])=C([H])C(=O)C([H])([H])C2([H])[H])=C([H])C(OC([H])([H])[H])=C1OC([H])([H])[H]

InChI Identifier

InChI=1S/C17H18O7/c1-22-12-8-11-14(15(20)16(12)23-2)10(19)7-13(24-11)17(21)5-3-9(18)4-6-17/h3,5,8,13,20-21H,4,6-7H2,1-2H3/t13-,17-/m0/s1

InChI Key

CKKVFHZSGFGFOK-GUYCJALGSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, 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
Piper carniconnectivum	JEOL database	Freitas, G. C., et al., Phytochem. 97, 81 (2014)

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	1.21	ALOGPS
logP	1.41	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	9.26	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	102.29 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	84.42 m³·mol⁻¹	ChemAxon
Polarizability	33.74 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

Not Available

References

General References

Freitas, G. C., et al. (2014). Freitas, G. C., et al., Phytochem. 97, 81 (2014). Phytochem..

Showing NP-Card for 5-hydroxy-2-(1'-hydroxy-4'-oxo-cyclohex-2'-en-1'-yl)-6,7-dimethoxy-2,3-di+ (NP0042902)

MOL for NP0042902 (5-hydroxy-2-(1'-hydroxy-4'-oxo-cyclohex-2'-en-1'-yl)-6,7-dimethoxy-2,3-di+)

3D MOL for NP0042902 (5-hydroxy-2-(1'-hydroxy-4'-oxo-cyclohex-2'-en-1'-yl)-6,7-dimethoxy-2,3-di+)

3D SDF for NP0042902 (5-hydroxy-2-(1'-hydroxy-4'-oxo-cyclohex-2'-en-1'-yl)-6,7-dimethoxy-2,3-di+)

3D-SDF for NP0042902 (5-hydroxy-2-(1'-hydroxy-4'-oxo-cyclohex-2'-en-1'-yl)-6,7-dimethoxy-2,3-di+)

PDB for NP0042902 (5-hydroxy-2-(1'-hydroxy-4'-oxo-cyclohex-2'-en-1'-yl)-6,7-dimethoxy-2,3-di+)

3D PDB for NP0042902 (5-hydroxy-2-(1'-hydroxy-4'-oxo-cyclohex-2'-en-1'-yl)-6,7-dimethoxy-2,3-di+)

SMILES for NP0042902 (5-hydroxy-2-(1'-hydroxy-4'-oxo-cyclohex-2'-en-1'-yl)-6,7-dimethoxy-2,3-di+)

INCHI for NP0042902 (5-hydroxy-2-(1'-hydroxy-4'-oxo-cyclohex-2'-en-1'-yl)-6,7-dimethoxy-2,3-di+)

Structure for NP0042902 (5-hydroxy-2-(1'-hydroxy-4'-oxo-cyclohex-2'-en-1'-yl)-6,7-dimethoxy-2,3-di+)

3D Structure for NP0042902 (5-hydroxy-2-(1'-hydroxy-4'-oxo-cyclohex-2'-en-1'-yl)-6,7-dimethoxy-2,3-di+)