Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 12:15:39 UTC

Update Date

2021-09-26 23:06:51 UTC

HMDB ID

HMDB0253559

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide

Description

N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. Based on a literature review very few articles have been published on N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-(4-(2,5-dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-d-glucopyranosyloxy)benzamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652309112114152D          

 33 36  0  0  0  0            999 V2000
   -5.1966   -6.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0216   -6.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2765   -5.4965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6091   -5.0116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6091   -4.1866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9416   -5.4965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5065   -6.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1709   -7.7023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6558   -8.3697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4763   -8.2835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8119   -7.5298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3270   -6.8624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9613   -8.9509    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6257   -9.7046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8052   -9.7908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1106  -10.3720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7751  -11.1257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2600  -11.7931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0805  -11.7069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4160  -10.9532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9311  -10.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5654  -12.3743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2298  -13.1280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4093  -13.2142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0738  -13.9679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5587  -14.6354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3792  -14.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7148  -13.7955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8641  -15.2166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5286  -15.9702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2232  -15.3890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2533  -14.0542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9244  -12.5468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  1  6  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  2  0  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
  7 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 23 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 26 31  1  0  0  0  0
 25 32  1  0  0  0  0
 24 33  1  0  0  0  0
M  END

HMDB0253559
     RDKit          3D
N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide
 56 59  0  0  0  0  0  0  0  0999 V2000
   11.9963   -0.2731   -0.2521 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8454    0.1886    0.0573 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5465   -0.2645   -0.4004 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6438    0.4860    0.1640 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1847    0.3315   -0.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6926   -0.6343   -0.8878 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3510   -0.7839   -1.0959 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4475    0.0695   -0.4456 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0836   -0.1173   -0.7161 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0554    0.3470    0.1085 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3231    0.9647    1.1670 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6263    0.1357   -0.2213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3515    0.5004    0.7071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6961    0.3297    0.4546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1356   -0.2125   -0.7346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4309   -0.4294   -1.0966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6015   -0.1766   -0.4000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3327    0.7739   -1.0857 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6044    0.9726   -0.6613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5472    0.5971   -1.8026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8798    0.7766   -1.4364 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0022    0.3643    0.6288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4141    0.2457    0.6168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4631   -0.9943    0.9100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4275   -1.9626    1.0918 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4120   -1.4215   -0.1128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5885   -2.3445    0.5190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1568   -0.5659   -1.6376 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2033   -0.4019   -1.4019 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9265    1.0345    0.3831 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3056    1.1540    0.5691 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2839    1.4761    1.0257 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6581    1.2390    0.9156 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3739   -1.0720   -1.0804 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3780   -1.3113   -1.4057 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9775   -1.5646   -1.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8240   -0.6474   -1.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0162    0.9238    1.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4446    0.6161    1.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3513    0.2642    0.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7430    2.0917   -0.5507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3780    1.2380   -2.6897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4034   -0.4517   -2.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4474    0.1381   -1.9543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8046    1.0931    1.4697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7233   -0.4926    1.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8976   -0.9286    1.8858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2103   -2.5960    1.8279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8435   -1.8851   -0.9973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8512   -2.6537   -0.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4274   -0.9998   -2.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9387   -0.6920   -2.1415 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2971    1.7563    0.9210 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6849    1.9323    1.2377 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9982    2.5099    0.7359 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9398    1.3271    2.0715 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 15 28  1  0
 28 29  2  0
  8 30  1  0
 30 31  2  0
  4 32  1  0
 32 33  1  0
 33  2  1  0
 31  5  1  0
 29 12  1  0
 26 17  1  0
  3 34  1  0
  6 35  1  0
  7 36  1  0
  9 37  1  0
 13 38  1  0
 14 39  1  0
 17 40  1  0
 19 41  1  0
 20 42  1  0
 20 43  1  0
 21 44  1  0
 22 45  1  0
 23 46  1  0
 24 47  1  0
 25 48  1  0
 26 49  1  0
 27 50  1  0
 28 51  1  0
 29 52  1  0
 30 53  1  0
 31 54  1  0
 32 55  1  0
 32 56  1  0
M  END


  Mrv1652309112114152D          

 33 36  0  0  0  0            999 V2000
   -5.1966   -6.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0216   -6.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2765   -5.4965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6091   -5.0116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6091   -4.1866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9416   -5.4965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5065   -6.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1709   -7.7023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6558   -8.3697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4763   -8.2835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8119   -7.5298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3270   -6.8624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9613   -8.9509    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6257   -9.7046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8052   -9.7908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1106  -10.3720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7751  -11.1257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2600  -11.7931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0805  -11.7069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4160  -10.9532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9311  -10.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5654  -12.3743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2298  -13.1280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4093  -13.2142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0738  -13.9679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5587  -14.6354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3792  -14.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7148  -13.7955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8641  -15.2166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5286  -15.9702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2232  -15.3890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2533  -14.0542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9244  -12.5468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  1  6  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  2  0  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
  7 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 23 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 26 31  1  0  0  0  0
 25 32  1  0  0  0  0
 24 33  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253559

> <DATABASE_NAME>
hmdb

> <SMILES>
OCC1OC(OC2=CC=C(C=C2)C(=O)NC2=CC=C(C=C2)C2=CC(=O)OC2)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C23H23NO9/c25-10-17-19(27)20(28)21(29)23(33-17)32-16-7-3-13(4-8-16)22(30)24-15-5-1-12(2-6-15)14-9-18(26)31-11-14/h1-9,17,19-21,23,25,27-29H,10-11H2,(H,24,30)

> <INCHI_KEY>
LIOKFWILDPMTCZ-UHFFFAOYSA-N

> <FORMULA>
C23H23NO9

> <MOLECULAR_WEIGHT>
457.435

> <EXACT_MASS>
457.137281325

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
44.92586391749472

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[4-(5-oxo-2,5-dihydrofuran-3-yl)phenyl]-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzamide

> <ALOGPS_LOGP>
0.91

> <JCHEM_LOGP>
0.5727655570000008

> <ALOGPS_LOGS>
-2.66

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.192348649441943

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.326333493674587

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981092343686506

> <JCHEM_POLAR_SURFACE_AREA>
154.78

> <JCHEM_REFRACTIVITY>
115.2832

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.01e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[4-(5-oxo-2H-furan-3-yl)phenyl]-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253559
     RDKit          3D
N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide
 56 59  0  0  0  0  0  0  0  0999 V2000
   11.9963   -0.2731   -0.2521 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8454    0.1886    0.0573 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5465   -0.2645   -0.4004 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6438    0.4860    0.1640 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1847    0.3315   -0.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6926   -0.6343   -0.8878 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3510   -0.7839   -1.0959 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4475    0.0695   -0.4456 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0836   -0.1173   -0.7161 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0554    0.3470    0.1085 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3231    0.9647    1.1670 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6263    0.1357   -0.2213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3515    0.5004    0.7071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6961    0.3297    0.4546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1356   -0.2125   -0.7346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4309   -0.4294   -1.0966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6015   -0.1766   -0.4000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3327    0.7739   -1.0857 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6044    0.9726   -0.6613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5472    0.5971   -1.8026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8798    0.7766   -1.4364 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0022    0.3643    0.6288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4141    0.2457    0.6168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4631   -0.9943    0.9100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4275   -1.9626    1.0918 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4120   -1.4215   -0.1128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5885   -2.3445    0.5190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1568   -0.5659   -1.6376 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2033   -0.4019   -1.4019 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9265    1.0345    0.3831 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3056    1.1540    0.5691 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2839    1.4761    1.0257 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6581    1.2390    0.9156 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3739   -1.0720   -1.0804 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3780   -1.3113   -1.4057 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9775   -1.5646   -1.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8240   -0.6474   -1.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0162    0.9238    1.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4446    0.6161    1.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3513    0.2642    0.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7430    2.0917   -0.5507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3780    1.2380   -2.6897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4034   -0.4517   -2.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4474    0.1381   -1.9543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8046    1.0931    1.4697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7233   -0.4926    1.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8976   -0.9286    1.8858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2103   -2.5960    1.8279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8435   -1.8851   -0.9973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8512   -2.6537   -0.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4274   -0.9998   -2.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9387   -0.6920   -2.1415 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2971    1.7563    0.9210 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6849    1.9323    1.2377 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9982    2.5099    0.7359 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9398    1.3271    2.0715 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 15 28  1  0
 28 29  2  0
  8 30  1  0
 30 31  2  0
  4 32  1  0
 32 33  1  0
 33  2  1  0
 31  5  1  0
 29 12  1  0
 26 17  1  0
  3 34  1  0
  6 35  1  0
  7 36  1  0
  9 37  1  0
 13 38  1  0
 14 39  1  0
 17 40  1  0
 19 41  1  0
 20 42  1  0
 20 43  1  0
 21 44  1  0
 22 45  1  0
 23 46  1  0
 24 47  1  0
 25 48  1  0
 26 49  1  0
 27 50  1  0
 28 51  1  0
 29 52  1  0
 30 53  1  0
 31 54  1  0
 32 55  1  0
 32 56  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -9.700 -11.725   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -11.240 -11.725   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -11.716 -10.260   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -10.470  -9.355   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0     -10.470  -7.815   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      -9.224 -10.260   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0     -12.145 -12.971   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -11.519 -14.378   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -12.424 -15.623   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -13.956 -15.462   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -14.582 -14.056   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -13.677 -12.810   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0     -14.861 -16.708   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0     -14.235 -18.115   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0     -12.703 -18.276   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0     -15.140 -19.361   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -14.513 -20.768   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -15.419 -22.014   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -16.950 -21.853   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -17.577 -20.446   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -16.671 -19.200   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0     -17.855 -23.099   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0     -17.229 -24.506   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -15.697 -24.667   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -15.071 -26.073   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -15.976 -27.319   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -17.508 -27.158   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0     -18.134 -25.752   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0     -18.413 -28.404   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0     -17.787 -29.811   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0     -15.350 -28.726   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0     -13.540 -26.234   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0     -14.792 -23.421   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    1                                                       
CONECT    7    2    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11    7                                                       
CONECT   13   10   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
CONECT   22   19   23                                                       
CONECT   23   22   24   28                                                  
CONECT   24   23   25   33                                                  
CONECT   25   24   26   32                                                  
CONECT   26   25   27   31                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27   23                                                       
CONECT   29   27   30                                                       
CONECT   30   29                                                            
CONECT   31   26                                                            
CONECT   32   25                                                            
CONECT   33   24                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

COMPND    HMDB0253559
HETATM    1  O1  UNL     1      11.996  -0.273  -0.252  1.00  0.00           O  
HETATM    2  C1  UNL     1      10.845   0.189   0.057  1.00  0.00           C  
HETATM    3  C2  UNL     1       9.546  -0.264  -0.400  1.00  0.00           C  
HETATM    4  C3  UNL     1       8.644   0.486   0.164  1.00  0.00           C  
HETATM    5  C4  UNL     1       7.185   0.331  -0.057  1.00  0.00           C  
HETATM    6  C5  UNL     1       6.693  -0.634  -0.888  1.00  0.00           C  
HETATM    7  C6  UNL     1       5.351  -0.784  -1.096  1.00  0.00           C  
HETATM    8  C7  UNL     1       4.448   0.070  -0.446  1.00  0.00           C  
HETATM    9  N1  UNL     1       3.084  -0.117  -0.716  1.00  0.00           N  
HETATM   10  C8  UNL     1       2.055   0.347   0.109  1.00  0.00           C  
HETATM   11  O2  UNL     1       2.323   0.965   1.167  1.00  0.00           O  
HETATM   12  C9  UNL     1       0.626   0.136  -0.221  1.00  0.00           C  
HETATM   13  C10 UNL     1      -0.351   0.500   0.707  1.00  0.00           C  
HETATM   14  C11 UNL     1      -1.696   0.330   0.455  1.00  0.00           C  
HETATM   15  C12 UNL     1      -2.136  -0.213  -0.735  1.00  0.00           C  
HETATM   16  O3  UNL     1      -3.431  -0.429  -1.097  1.00  0.00           O  
HETATM   17  C13 UNL     1      -4.602  -0.177  -0.400  1.00  0.00           C  
HETATM   18  O4  UNL     1      -5.333   0.774  -1.086  1.00  0.00           O  
HETATM   19  C14 UNL     1      -6.604   0.973  -0.661  1.00  0.00           C  
HETATM   20  C15 UNL     1      -7.547   0.597  -1.803  1.00  0.00           C  
HETATM   21  O5  UNL     1      -8.880   0.777  -1.436  1.00  0.00           O  
HETATM   22  C16 UNL     1      -7.002   0.364   0.629  1.00  0.00           C  
HETATM   23  O6  UNL     1      -8.414   0.246   0.617  1.00  0.00           O  
HETATM   24  C17 UNL     1      -6.463  -0.994   0.910  1.00  0.00           C  
HETATM   25  O7  UNL     1      -7.427  -1.963   1.092  1.00  0.00           O  
HETATM   26  C18 UNL     1      -5.412  -1.422  -0.113  1.00  0.00           C  
HETATM   27  O8  UNL     1      -4.588  -2.345   0.519  1.00  0.00           O  
HETATM   28  C19 UNL     1      -1.157  -0.566  -1.638  1.00  0.00           C  
HETATM   29  C20 UNL     1       0.203  -0.402  -1.402  1.00  0.00           C  
HETATM   30  C21 UNL     1       4.927   1.035   0.383  1.00  0.00           C  
HETATM   31  C22 UNL     1       6.306   1.154   0.569  1.00  0.00           C  
HETATM   32  C23 UNL     1       9.284   1.476   1.026  1.00  0.00           C  
HETATM   33  O9  UNL     1      10.658   1.239   0.916  1.00  0.00           O  
HETATM   34  H1  UNL     1       9.374  -1.072  -1.080  1.00  0.00           H  
HETATM   35  H2  UNL     1       7.378  -1.311  -1.406  1.00  0.00           H  
HETATM   36  H3  UNL     1       4.977  -1.565  -1.766  1.00  0.00           H  
HETATM   37  H4  UNL     1       2.824  -0.647  -1.611  1.00  0.00           H  
HETATM   38  H5  UNL     1      -0.016   0.924   1.636  1.00  0.00           H  
HETATM   39  H6  UNL     1      -2.445   0.616   1.182  1.00  0.00           H  
HETATM   40  H7  UNL     1      -4.351   0.264   0.586  1.00  0.00           H  
HETATM   41  H8  UNL     1      -6.743   2.092  -0.551  1.00  0.00           H  
HETATM   42  H9  UNL     1      -7.378   1.238  -2.690  1.00  0.00           H  
HETATM   43  H10 UNL     1      -7.403  -0.452  -2.130  1.00  0.00           H  
HETATM   44  H11 UNL     1      -9.447   0.138  -1.954  1.00  0.00           H  
HETATM   45  H12 UNL     1      -6.805   1.093   1.470  1.00  0.00           H  
HETATM   46  H13 UNL     1      -8.723  -0.493   1.185  1.00  0.00           H  
HETATM   47  H14 UNL     1      -5.898  -0.929   1.886  1.00  0.00           H  
HETATM   48  H15 UNL     1      -7.210  -2.596   1.828  1.00  0.00           H  
HETATM   49  H16 UNL     1      -5.843  -1.885  -0.997  1.00  0.00           H  
HETATM   50  H17 UNL     1      -3.851  -2.654  -0.067  1.00  0.00           H  
HETATM   51  H18 UNL     1      -1.427  -1.000  -2.597  1.00  0.00           H  
HETATM   52  H19 UNL     1       0.939  -0.692  -2.142  1.00  0.00           H  
HETATM   53  H20 UNL     1       4.297   1.756   0.921  1.00  0.00           H  
HETATM   54  H21 UNL     1       6.685   1.932   1.238  1.00  0.00           H  
HETATM   55  H22 UNL     1       8.998   2.510   0.736  1.00  0.00           H  
HETATM   56  H23 UNL     1       8.940   1.327   2.071  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   33
CONECT    3    4    4   34
CONECT    4    5   32
CONECT    5    6    6   31
CONECT    6    7   35
CONECT    7    8    8   36
CONECT    8    9   30
CONECT    9   10   37
CONECT   10   11   11   12
CONECT   12   13   13   29
CONECT   13   14   38
CONECT   14   15   15   39
CONECT   15   16   28
CONECT   16   17
CONECT   17   18   26   40
CONECT   18   19
CONECT   19   20   22   41
CONECT   20   21   42   43
CONECT   21   44
CONECT   22   23   24   45
CONECT   23   46
CONECT   24   25   26   47
CONECT   25   48
CONECT   26   27   49
CONECT   27   50
CONECT   28   29   29   51
CONECT   29   52
CONECT   30   31   31   53
CONECT   31   54
CONECT   32   33   55   56
END

HMDB0253559
     RDKit          3D
N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide
 56 59  0  0  0  0  0  0  0  0999 V2000
   11.9963   -0.2731   -0.2521 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8454    0.1886    0.0573 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5465   -0.2645   -0.4004 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6438    0.4860    0.1640 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1847    0.3315   -0.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6926   -0.6343   -0.8878 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3510   -0.7839   -1.0959 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4475    0.0695   -0.4456 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0836   -0.1173   -0.7161 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0554    0.3470    0.1085 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3231    0.9647    1.1670 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6263    0.1357   -0.2213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3515    0.5004    0.7071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6961    0.3297    0.4546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1356   -0.2125   -0.7346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4309   -0.4294   -1.0966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6015   -0.1766   -0.4000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3327    0.7739   -1.0857 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6044    0.9726   -0.6613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5472    0.5971   -1.8026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8798    0.7766   -1.4364 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0022    0.3643    0.6288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4141    0.2457    0.6168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4631   -0.9943    0.9100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4275   -1.9626    1.0918 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4120   -1.4215   -0.1128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5885   -2.3445    0.5190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1568   -0.5659   -1.6376 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2033   -0.4019   -1.4019 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9265    1.0345    0.3831 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3056    1.1540    0.5691 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2839    1.4761    1.0257 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6581    1.2390    0.9156 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3739   -1.0720   -1.0804 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3780   -1.3113   -1.4057 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9775   -1.5646   -1.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8240   -0.6474   -1.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0162    0.9238    1.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4446    0.6161    1.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3513    0.2642    0.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7430    2.0917   -0.5507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3780    1.2380   -2.6897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4034   -0.4517   -2.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4474    0.1381   -1.9543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8046    1.0931    1.4697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7233   -0.4926    1.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8976   -0.9286    1.8858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2103   -2.5960    1.8279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8435   -1.8851   -0.9973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8512   -2.6537   -0.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4274   -0.9998   -2.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9387   -0.6920   -2.1415 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2971    1.7563    0.9210 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6849    1.9323    1.2377 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9982    2.5099    0.7359 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9398    1.3271    2.0715 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 15 28  1  0
 28 29  2  0
  8 30  1  0
 30 31  2  0
  4 32  1  0
 32 33  1  0
 33  2  1  0
 31  5  1  0
 29 12  1  0
 26 17  1  0
  3 34  1  0
  6 35  1  0
  7 36  1  0
  9 37  1  0
 13 38  1  0
 14 39  1  0
 17 40  1  0
 19 41  1  0
 20 42  1  0
 20 43  1  0
 21 44  1  0
 22 45  1  0
 23 46  1  0
 24 47  1  0
 25 48  1  0
 26 49  1  0
 27 50  1  0
 28 51  1  0
 29 52  1  0
 30 53  1  0
 31 54  1  0
 32 55  1  0
 32 56  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(b-D-glucopyranosyloxy)benzamide	Generator
N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(β-D-glucopyranosyloxy)benzamide	Generator

Chemical Formula

C₂₃H₂₃NO₉

Average Molecular Weight

457.435

Monoisotopic Molecular Weight

457.137281325

IUPAC Name

N-[4-(5-oxo-2,5-dihydrofuran-3-yl)phenyl]-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzamide

Traditional Name

N-[4-(5-oxo-2H-furan-3-yl)phenyl]-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzamide

CAS Registry Number

Not Available

SMILES

OCC1OC(OC2=CC=C(C=C2)C(=O)NC2=CC=C(C=C2)C2=CC(=O)OC2)C(O)C(O)C1O

InChI Identifier

InChI=1S/C23H23NO9/c25-10-17-19(27)20(28)21(29)23(33-17)32-16-7-3-13(4-8-16)22(30)24-15-5-1-12(2-6-15)14-9-18(26)31-11-14/h1-9,17,19-21,23,25,27-29H,10-11H2,(H,24,30)

InChI Key

LIOKFWILDPMTCZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
Hexose monosaccharide
O-glycosyl compound
Phenoxy compound
Phenol ether
Monocyclic benzene moiety
2-furanone
Monosaccharide
Benzenoid
Oxane
Dihydrofuran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Lactone
Secondary alcohol
Acetal
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Polyol
Hydrocarbon derivative
Organopnictogen compound
Carbonyl group
Alcohol
Organic nitrogen compound
Organonitrogen compound
Primary alcohol
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	0.91	ALOGPS
logP	0.57	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	7.33	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	154.78 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	115.28 m³·mol⁻¹	ChemAxon
Polarizability	44.93 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	198.686	30932474
DeepCCS	[M-H]-	196.291	30932474
DeepCCS	[M-2H]-	229.174	30932474
DeepCCS	[M+Na]+	204.642	30932474
AllCCS	[M+H]+	205.2	32859911
AllCCS	[M+H-H2O]+	203.2	32859911
AllCCS	[M+NH4]+	207.1	32859911
AllCCS	[M+Na]+	207.6	32859911
AllCCS	[M-H]-	198.0	32859911
AllCCS	[M+Na-2H]-	198.6	32859911
AllCCS	[M+HCOO]-	199.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide	OCC1OC(OC2=CC=C(C=C2)C(=O)NC2=CC=C(C=C2)C2=CC(=O)OC2)C(O)C(O)C1O	5626.6	Standard polar	33892256
N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide	OCC1OC(OC2=CC=C(C=C2)C(=O)NC2=CC=C(C=C2)C2=CC(=O)OC2)C(O)C(O)C1O	4140.4	Standard non polar	33892256
N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide	OCC1OC(OC2=CC=C(C=C2)C(=O)NC2=CC=C(C=C2)C2=CC(=O)OC2)C(O)C(O)C1O	4988.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide,5TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=C(C(=O)N(C3=CC=C(C4=CC(=O)OC4)C=C3)[Si](C)(C)C)C=C2)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	4266.8	Semi standard non polar	33892256
N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide,5TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=C(C(=O)N(C3=CC=C(C4=CC(=O)OC4)C=C3)[Si](C)(C)C)C=C2)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3798.4	Standard non polar	33892256
N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide,5TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=C(C(=O)N(C3=CC=C(C4=CC(=O)OC4)C=C3)[Si](C)(C)C)C=C2)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	4739.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0kmi-7913500000-688e50f2512a6f7b8a9a	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide GC-MS (TMS_3_5) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide GC-MS (TMS_3_6) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide GC-MS (TMS_3_7) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide GC-MS (TMS_3_8) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide 10V, Positive-QTOF	splash10-052b-0160900000-4b374051cb19d43b44d0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide 20V, Positive-QTOF	splash10-052p-0025900000-a65a451b7f28ba505dc8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide 40V, Positive-QTOF	splash10-05we-7955400000-9e741652ab87a6124db3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide 10V, Negative-QTOF	splash10-0006-1090100000-931d600869bf3a3bb890	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide 20V, Negative-QTOF	splash10-08fu-2031900000-2995e439d60787c392db	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide 40V, Negative-QTOF	splash10-006x-5690000000-861aac5e72ff4a61db73	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

95639270

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

78411082

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide (HMDB0253559)

MOL for HMDB0253559 (N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide)

3D MOL for HMDB0253559 (N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide)

3D SDF for HMDB0253559 (N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide)

3D-SDF for HMDB0253559 (N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide)

PDB for HMDB0253559 (N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide)

3D PDB for HMDB0253559 (N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide)

SMILES for HMDB0253559 (N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide)

INCHI for HMDB0253559 (N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide)

Structure for HMDB0253559 (N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide)

3D Structure for HMDB0253559 (N-(4-(2,5-Dihydro-5-oxo-3-furanyl)phenyl)-4-(beta-D-glucopyranosyloxy)benzamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra