NP-MRD: Showing NP-Card for Delphinidin 3-sambubioside 5-glucoside (NP0048985)

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Record Information

Version

2.0

Created at

2022-03-17 21:05:19 UTC

Updated at

2022-03-17 21:05:19 UTC

NP-MRD ID

NP0048985

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Delphinidin 3-sambubioside 5-glucoside

Description

Delphinidin 3-lathyroside 5-glucoside, also known as delphinidin 5-glucoside 3-lathyroside, belongs to the class of organic compounds known as anthocyanidin-5-o-glycosides. These are phenolic compounds containing one anthocyanidin moiety which is O-glycosidically linked to a carbohydrate moiety at the C5-position. Delphinidin 3-lathyroside 5-glucoside is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, delphinidin 3-lathyroside 5-glucoside has been detected, but not quantified in, common pea and pulses. Delphinidin 3-sambubioside 5-glucoside is found in Lathyrus spp., Pisum spp. and Vaccinium padifolium. This could make delphinidin 3-lathyroside 5-glucoside a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241208592D          

 53 58  0  0  0  0            999 V2000
    1.0718    0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0718    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3568    1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3568    2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3570    2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3570    3.5063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9291    0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9291    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6442    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3592    1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7855   -3.5063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7855   -2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0718   -2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0718   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7855   -1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5005   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2155   -1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5005   -2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2155   -2.6813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2156   -1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5005   -1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7869   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0719   -1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3570   -1.4438    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
    0.3568   -1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3568   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3570    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0719   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7869    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5005   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7869    1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5005    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2156    1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9292    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6442    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3592    1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7869    2.6813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5005    2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2156    2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9292    2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6442    2.6813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2156    3.5063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0718    3.5063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0718    2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7855    2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7855    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5005    1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2155    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2155    2.2688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9291    2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6442    2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3592    2.6813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5005    2.6813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 26  1  0  0  0  0
  2  3  1  0  0  0  0
  2 46  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 44  1  0  0  0  0
  5  6  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 48  1  0  0  0  0
  9 10  1  0  0  0  0
  9 51  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 18  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 25  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 30  2  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 28  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 38  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 40  1  0  0  0  0
 35 36  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 42  1  0  0  0  0
 40 41  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 53  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
M  CHG  1  24   1
M  END


  Mrv0541 02241208592D          

 53 58  0  0  0  0            999 V2000
    1.0718    0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0718    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3568    1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3568    2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3570    2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3570    3.5063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9291    0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9291    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6442    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3592    1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7855   -3.5063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7855   -2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0718   -2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0718   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7855   -1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5005   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2155   -1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5005   -2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2155   -2.6813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2156   -1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5005   -1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7869   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0719   -1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3570   -1.4438    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
    0.3568   -1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3568   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3570    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0719   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7869    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5005   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7869    1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5005    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2156    1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9292    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6442    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3592    1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7869    2.6813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5005    2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2156    2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9292    2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6442    2.6813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2156    3.5063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0718    3.5063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0718    2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7855    2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7855    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5005    1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2155    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2155    2.2688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9291    2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6442    2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3592    2.6813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5005    2.6813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 26  1  0  0  0  0
  2  3  1  0  0  0  0
  2 46  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 44  1  0  0  0  0
  5  6  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 48  1  0  0  0  0
  9 10  1  0  0  0  0
  9 51  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 18  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 25  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 30  2  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 28  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 38  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 40  1  0  0  0  0
 35 36  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 42  1  0  0  0  0
 40 41  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 53  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
M  CHG  1  24   1
M  END
> <DATABASE_ID>
NP0048985

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC1OC(OC2=C3C=C(OC4OC(CO)C(O)C(O)C4OC4OCC(O)C(O)C4O)C(=[O+]C3=CC(O)=C2)C2=CC(O)=C(O)C(O)=C2)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C32H38O21/c33-6-18-22(41)24(43)27(46)31(51-18)49-16-4-10(35)3-15-11(16)5-17(28(48-15)9-1-12(36)20(39)13(37)2-9)50-32-29(25(44)23(42)19(7-34)52-32)53-30-26(45)21(40)14(38)8-47-30/h1-5,14,18-19,21-27,29-34,38,40-46H,6-8H2,(H3-,35,36,37,39)/p+1

> <INCHI_KEY>
SVKUZBZQDMYGEP-UHFFFAOYSA-O

> <FORMULA>
C32H39O21

> <MOLECULAR_WEIGHT>
759.6395

> <EXACT_MASS>
759.19838331

> <JCHEM_ACCEPTOR_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
72.23972475600245

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
14

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-7-hydroxy-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2-(3,4,5-trihydroxyphenyl)-1λ⁴-chromen-1-ylium

> <ALOGPS_LOGP>
-0.63

> <JCHEM_LOGP>
-4.004900000000001

> <ALOGPS_LOGS>
-2.25

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.582556094026955

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.612639699989876

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6789468869085615

> <JCHEM_POLAR_SURFACE_AREA>
351.74

> <JCHEM_REFRACTIVITY>
176.83360000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.51e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-7-hydroxy-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2-(3,4,5-trihydroxyphenyl)-1λ⁴-chromen-1-ylium

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       2.001   0.385   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.001   1.925   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.666   2.695   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       0.666   4.235   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.666   5.005   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.666   6.545   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       7.334   0.385   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       7.334   1.925   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.669   2.695   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      10.004   1.925   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       3.333  -6.545   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       3.333  -5.005   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.001  -4.235   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.001  -2.695   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.333  -1.925   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.668  -2.695   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.002  -1.925   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       4.668  -4.235   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.002  -5.005   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -6.002  -2.695   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -4.668  -1.925   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.336  -2.695   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.001  -1.925   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -0.666  -2.695   0.000  0.00  0.00           O+1
HETATM   25  C   UNK     0       0.666  -1.925   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.666  -0.385   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.666   0.385   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.001  -0.385   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -3.336   0.385   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -4.668  -0.385   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -3.336   1.925   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -4.668   2.695   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -6.002   1.925   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -7.335   2.695   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -8.669   1.925   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0     -10.004   2.695   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      -3.336   5.005   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      -4.668   4.235   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -6.002   5.005   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -7.335   4.235   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -8.669   5.005   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      -6.002   6.545   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       2.001   6.545   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       2.001   5.005   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       3.333   4.235   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       3.333   2.695   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0       4.668   1.925   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0       6.002   2.695   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0       6.002   4.235   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0       7.334   5.005   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       8.669   4.235   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0      10.004   5.005   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0       4.668   5.005   0.000  0.00  0.00           O+0
CONECT    1    2   26                                                       
CONECT    2    1    3   46                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   44                                                  
CONECT    5    4    6                                                       
CONECT    6    5                                                            
CONECT    7    8                                                            
CONECT    8    7    9   48                                                  
CONECT    9    8   10   51                                                  
CONECT   10    9                                                            
CONECT   11   12                                                            
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   25                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   12   16   19                                                  
CONECT   19   18                                                            
CONECT   20   21                                                            
CONECT   21   20   22   30                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   14   24   26                                                  
CONECT   26    1   25   27                                                  
CONECT   27   26   28                                                       
CONECT   28   23   27   29                                                  
CONECT   29   28   30   31                                                  
CONECT   30   21   29                                                       
CONECT   31   29   32                                                       
CONECT   32   31   33   38                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   40                                                  
CONECT   35   34   36                                                       
CONECT   36   35                                                            
CONECT   37   38                                                            
CONECT   38   32   37   39                                                  
CONECT   39   38   40   42                                                  
CONECT   40   34   39   41                                                  
CONECT   41   40                                                            
CONECT   42   39                                                            
CONECT   43   44                                                            
CONECT   44    4   43   45                                                  
CONECT   45   44   46   53                                                  
CONECT   46    2   45   47                                                  
CONECT   47   46   48                                                       
CONECT   48    8   47   49                                                  
CONECT   49   48   50                                                       
CONECT   50   49   51                                                       
CONECT   51    9   50   52                                                  
CONECT   52   51                                                            
CONECT   53   45                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  116    0
END

View in JSmol

Synonyms

Value	Source
Delphinidin 5-glucoside 3-lathyroside	HMDB

Chemical Formula

C₃₂H₃₉O₂₁

Average Mass

759.6395 Da

Monoisotopic Mass

759.19838 Da

IUPAC Name

3-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-7-hydroxy-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2-(3,4,5-trihydroxyphenyl)-1λ⁴-chromen-1-ylium

Traditional Name

3-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-7-hydroxy-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2-(3,4,5-trihydroxyphenyl)-1λ⁴-chromen-1-ylium

CAS Registry Number

36415-91-5

SMILES

OCC1OC(OC2=C3C=C(OC4OC(CO)C(O)C(O)C4OC4OCC(O)C(O)C4O)C(=[O+]C3=CC(O)=C2)C2=CC(O)=C(O)C(O)=C2)C(O)C(O)C1O

InChI Identifier

InChI=1S/C32H38O21/c33-6-18-22(41)24(43)27(46)31(51-18)49-16-4-10(35)3-15-11(16)5-17(28(48-15)9-1-12(36)20(39)13(37)2-9)50-32-29(25(44)23(42)19(7-34)52-32)53-30-26(45)21(40)14(38)8-47-30/h1-5,14,18-19,21-27,29-34,38,40-46H,6-8H2,(H3-,35,36,37,39)/p+1

InChI Key

SVKUZBZQDMYGEP-UHFFFAOYSA-O

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Lathyrus spp.	Plant	KNApSAcK
Pisum sativum	FooDB	KNAPSACK
Pisum spp.	Plant	KNApSAcK
Vaccinium padifolium	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anthocyanidin-5-o-glycosides. These are phenolic compounds containing one anthocyanidin moiety which is O-glycosidically linked to a carbohydrate moiety at the C5-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Anthocyanidin-5-O-glycosides

Alternative Parents

Not Available

Substituents

Not Available

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	-0.63	ALOGPS
logP	-4	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	6.61	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	14	ChemAxon
Polar Surface Area	351.74 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	176.83 m³·mol⁻¹	ChemAxon
Polarizability	72.24 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0037090

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB017208

KNApSAcK ID

C00006715

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

74818467

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Delphinidin 3-sambubioside 5-glucoside (NP0048985)

MOL for NP0048985 (Delphinidin 3-sambubioside 5-glucoside)

3D MOL for NP0048985 (Delphinidin 3-sambubioside 5-glucoside)

3D SDF for NP0048985 (Delphinidin 3-sambubioside 5-glucoside)

3D-SDF for NP0048985 (Delphinidin 3-sambubioside 5-glucoside)

PDB for NP0048985 (Delphinidin 3-sambubioside 5-glucoside)

3D PDB for NP0048985 (Delphinidin 3-sambubioside 5-glucoside)

SMILES for NP0048985 (Delphinidin 3-sambubioside 5-glucoside)

INCHI for NP0048985 (Delphinidin 3-sambubioside 5-glucoside)

Structure for NP0048985 (Delphinidin 3-sambubioside 5-glucoside)

3D Structure for NP0048985 (Delphinidin 3-sambubioside 5-glucoside)