NP-MRD: Showing NP-Card for Bractein (NP0055412)

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Record Information

Version

2.0

Created at

2022-04-28 01:28:29 UTC

Updated at

2022-04-28 01:28:29 UTC

NP-MRD ID

NP0055412

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Bractein

Description

Bractein belongs to the class of organic compounds known as aurone o-glycosides. These are aurone flavonoids containing a carbohydrate moiety O-glycosidically bound to the aurone skeleton. Bractein is found in Helichrysum bracteatum. Based on a literature review very few articles have been published on Bractein.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282203282D          

 33 36  0  0  1  0            999 V2000
    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
    2.0701   -1.1104    0.0000 C   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
    2.0701   -2.7604    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7845   -2.3479    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4990   -2.7604    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4990   -3.5854    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7845   -3.9979    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0701   -3.5854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -5.2354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135   -3.9979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135   -2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.1271    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  0  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    0.0165    0.0000 C   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 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909    1.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    1.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    0.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    2.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034    2.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284    0.7310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -2.1500    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
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  8 13  1  0  0  0  0
 12 14  1  1  0  0  0
 14 15  1  0  0  0  0
 11 16  1  6  0  0  0
 10 17  1  1  0  0  0
  9 18  1  6  0  0  0
  4 19  1  0  0  0  0
  2 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
 27 29  1  0  0  0  0
 26 30  1  0  0  0  0
 25 31  1  0  0  0  0
 21 32  1  0  0  0  0
  1 32  1  0  0  0  0
 32 33  2  0  0  0  0
M  END

     RDKit          3D

 53 56  0  0  0  0  0  0  0  0999 V2000
    0.5468    1.8554    0.8365 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1132    0.8024    0.4691 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5754    0.5791    0.4362 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5283    1.4104    0.7726 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9153    0.9782    0.6615 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8288    1.9218    0.2144 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1730    1.6654    0.0610 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0782    2.6279   -0.3907 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5945    0.3793    0.3828 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9383    0.0433    0.2540 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7002   -0.5714    0.8289 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1503   -1.8674    1.1489 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3501   -0.2776    0.9719 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7775   -0.7092   -0.0300 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5548   -1.3301   -0.2990 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2275   -2.6009   -0.7768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0673   -3.0146   -0.9722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3937   -4.2809   -1.4481 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0721   -2.1046   -0.6716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7930   -0.8394   -0.1975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7545    0.0927    0.1132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1330   -0.0265    0.0197 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7049    0.9743   -0.7869 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9349    0.5166   -1.2191 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6515    1.5649   -2.0571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8574    2.7249   -1.3030 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8344    0.0389   -0.1181 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.1035   -1.3264   -0.2690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2867    0.3590    1.2587 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5713    1.6923    1.5352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8212    0.0939    1.3690 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6290   -1.0660    2.1300 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5384   -0.4474   -0.0088 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2905    2.3999    1.1273 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4875    2.9227   -0.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6924    3.5392   -0.6031 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6033    0.7315   -0.0715 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1342   -2.0743    1.0425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6486   -1.0029    1.3172 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0242   -3.2920   -1.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5265   -5.0033   -0.7240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0874   -2.4221   -0.8224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4425   -0.9993   -0.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7334   -0.3398   -1.9232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1083    1.7931   -2.9761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6464    1.1287   -2.3039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9693    3.0364   -0.9977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8124    0.5664   -0.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5429   -1.6945    0.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8398   -0.2443    2.0036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9483    2.0565    2.2080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3460    0.9244    1.9241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8600   -1.8844    1.6030 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 25  1  0
 25 24  1  0
 24 23  1  0
 23 22  1  0
 22 21  1  0
 21 20  1  0
 20 19  2  0
 19 17  1  0
 17 18  1  0
 17 16  2  0
 16 15  1  0
 15 33  2  0
 33  2  1  0
  2  1  2  0
  2  3  1  0
  3 14  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  2  0
 22 31  1  0
 31 32  1  0
 31 29  1  0
 29 30  1  0
 29 27  1  0
 27 28  1  0
 27 24  1  0
 33 20  1  0
 13  5  1  0
 14 15  1  0
 26 47  1  0
 25 45  1  0
 25 46  1  0
 24 44  1  6
 22 43  1  6
 19 42  1  0
 18 41  1  0
 16 40  1  0
  4 34  1  0
  6 35  1  0
  8 36  1  0
 10 37  1  0
 12 38  1  0
 13 39  1  0
 31 52  1  1
 32 53  1  0
 29 50  1  1
 30 51  1  0
 27 48  1  6
 28 49  1  0
M  END


  Mrv1652304282203282D          

 33 36  0  0  1  0            999 V2000
    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
    2.0701   -1.1104    0.0000 C   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
    2.0701   -2.7604    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7845   -2.3479    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4990   -2.7604    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4990   -3.5854    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7845   -3.9979    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0701   -3.5854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -5.2354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135   -3.9979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135   -2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.1271    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  0  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    0.0165    0.0000 C   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 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909    1.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    1.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    0.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    2.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034    2.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284    0.7310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -2.1500    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
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  8 13  1  0  0  0  0
 12 14  1  1  0  0  0
 14 15  1  0  0  0  0
 11 16  1  6  0  0  0
 10 17  1  1  0  0  0
  9 18  1  6  0  0  0
  4 19  1  0  0  0  0
  2 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
 27 29  1  0  0  0  0
 26 30  1  0  0  0  0
 25 31  1  0  0  0  0
 21 32  1  0  0  0  0
  1 32  1  0  0  0  0
 32 33  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0055412

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1O[C@@H](OC2=CC(O)=CC3=C2C(=O)\C(O3)=C\C2=CC(O)=C(O)C(O)=C2)[C@H](O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C21H20O12/c22-6-14-18(28)19(29)20(30)21(33-14)32-12-5-8(23)4-11-15(12)17(27)13(31-11)3-7-1-9(24)16(26)10(25)2-7/h1-5,14,18-26,28-30H,6H2/b13-3-/t14-,18-,19+,20-,21-/m1/s1

> <INCHI_KEY>
CNLUHMGCIFZWFM-KJOZQHLTSA-N

> <FORMULA>
C21H20O12

> <MOLECULAR_WEIGHT>
464.379

> <EXACT_MASS>
464.095476084

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
44.57854138458802

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2Z)-6-hydroxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2-[(3,4,5-trihydroxyphenyl)methylidene]-2,3-dihydro-1-benzofuran-3-one

> <ALOGPS_LOGP>
0.50

> <JCHEM_LOGP>
-0.5836203853333334

> <ALOGPS_LOGS>
-2.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.45523869463821

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.591711396998723

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810923463095635

> <JCHEM_POLAR_SURFACE_AREA>
206.59999999999997

> <JCHEM_REFRACTIVITY>
109.09519999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.32e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z)-6-hydroxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2-[(3,4,5-trihydroxyphenyl)methylidene]-1-benzofuran-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.197  -0.533   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.530   0.237   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.864  -0.533   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.864  -2.073   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.530  -2.843   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.530  -4.383   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       3.864  -5.153   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.198  -4.383   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.531  -5.153   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.531  -6.693   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.198  -7.463   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       3.864  -6.693   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       5.198  -9.003   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.531  -9.773   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       7.865  -7.463   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       7.865  -4.383   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       5.198  -2.843   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.198   0.237   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -0.268  -0.057   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -1.173  -1.303   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.713  -1.303   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.483   0.031   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.023   0.031   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -5.793   1.365   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -5.023   2.698   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -3.483   2.698   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.713   1.365   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -2.713   4.032   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -5.793   4.032   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -7.333   1.365   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -0.268  -2.549   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -0.744  -4.013   0.000  0.00  0.00           O+0
CONECT    1    2    6   32                                                  
CONECT    2    1    3   20                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   19                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10   18                                                  
CONECT   10    9   11   17                                                  
CONECT   11   10   12   16                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12    8                                                       
CONECT   14   12   15                                                       
CONECT   15   14                                                            
CONECT   16   11                                                            
CONECT   17   10                                                            
CONECT   18    9                                                            
CONECT   19    4                                                            
CONECT   20    2   21                                                       
CONECT   21   20   22   32                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   31                                                  
CONECT   26   25   27   30                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27   23                                                       
CONECT   29   27                                                            
CONECT   30   26                                                            
CONECT   31   25                                                            
CONECT   32   21    1   33                                                  
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₀O₁₂

Average Mass

464.3790 Da

Monoisotopic Mass

464.09548 Da

IUPAC Name

(2Z)-6-hydroxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2-[(3,4,5-trihydroxyphenyl)methylidene]-2,3-dihydro-1-benzofuran-3-one

Traditional Name

(2Z)-6-hydroxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2-[(3,4,5-trihydroxyphenyl)methylidene]-1-benzofuran-3-one

CAS Registry Number

Not Available

SMILES

OC[C@H]1O[C@@H](OC2=CC(O)=CC3=C2C(=O)\C(O3)=C\C2=CC(O)=C(O)C(O)=C2)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C21H20O12/c22-6-14-18(28)19(29)20(30)21(33-14)32-12-5-8(23)4-11-15(12)17(27)13(31-11)3-7-1-9(24)16(26)10(25)2-7/h1-5,14,18-26,28-30H,6H2/b13-3-/t14-,18-,19+,20-,21-/m1/s1

InChI Key

CNLUHMGCIFZWFM-KJOZQHLTSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Helichrysum bracteatum	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aurone o-glycosides. These are aurone flavonoids containing a carbohydrate moiety O-glycosidically bound to the aurone skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Aurone O-glycosides

Alternative Parents

Substituents

Aurone-4-o-glycoside
Aurone
Phenolic glycoside
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Coumaran
Pyrogallol derivative
Benzofuran
Benzenetriol
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Oxane
Monosaccharide
Monocyclic benzene moiety
Secondary alcohol
Ketone
Oxacycle
Organoheterocyclic compound
Polyol
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
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	0.5	ALOGPS
logP	-0.58	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	7.59	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	206.6 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	109.1 m³·mol⁻¹	ChemAxon
Polarizability	44.58 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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

C00008059

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

14430150

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Bractein (NP0055412)

MOL for NP0055412 (Bractein)

3D MOL for NP0055412 (Bractein)

3D SDF for NP0055412 (Bractein)

3D-SDF for NP0055412 (Bractein)

PDB for NP0055412 (Bractein)

3D PDB for NP0055412 (Bractein)

SMILES for NP0055412 (Bractein)

INCHI for NP0055412 (Bractein)

Structure for NP0055412 (Bractein)

3D Structure for NP0055412 (Bractein)