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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 12:42:12 UTC

Update Date

2021-09-26 23:07:18 UTC

HMDB ID

HMDB0253830

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-(7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methoxy-6,6-dimethyl-tetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)acetamide

Description

N-(7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methoxy-6,6-dimethyl-tetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)acetamide, also known as ku-32 compound, belongs to the class of organic compounds known as coumarin glycosides. These are aromatic compounds containing a carbohydrate moiety glycosidically bound to a coumarin moiety. Based on a literature review very few articles have been published on N-(7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methoxy-6,6-dimethyl-tetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)acetamide. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-(7-((2r,3r,4s,5r)-3,4-dihydroxy-5-methoxy-6,6-dimethyl-tetrahydro-2h-pyran-2-yloxy)-8-methyl-2-oxo-2h-chromen-3-yl)acetamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-(7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methoxy-6,6-dimethyl-tetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)acetamide 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


  Mrv1652309112114422D          

 29 31  0  0  0  0            999 V2000
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2773    2.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1100    2.0913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    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
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
  6 12  1  0  0  0  0
 11 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
  3 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 25  1  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  0  0  0  0
 20 28  1  0  0  0  0
 19 29  1  0  0  0  0
M  END

HMDB0253830
     RDKit          3D
N-(7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methoxy-6,6-dimethyl-tetrahydro-2H-pyran-...
 54 56  0  0  0  0  0  0  0  0999 V2000
   -6.9432   -0.5288    0.3984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7011   -0.2603    0.9690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6608   -0.3375    0.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7882   -1.4739    0.4172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4402   -2.7032    0.3491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5435   -1.4671   -0.4395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6642   -2.3990    0.1141 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9119   -0.1071   -0.2754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6957   -0.1302   -0.9626 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5692   -0.0331   -0.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8860    0.1134    0.8496 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2027    0.2096    1.3042 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2451    0.1570    0.3897 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5615    0.2483    0.7959 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5538    0.1903   -0.1524 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9349    0.2744    0.1582 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5232    0.4243    1.4187 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0112    0.4964    1.5705 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8661    0.5056    2.4709 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1567    0.0402   -1.4879 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0901   -0.0127   -2.3640 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9040   -0.0436   -1.8435 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9410    0.0102   -0.9473 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6228   -0.0826   -1.3679 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3156   -0.2411   -2.8205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7142    0.9325   -0.6569 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9715    0.9633   -0.1549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8803    1.9308   -0.9298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8632    1.5962    1.2469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9494   -1.5610   -0.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1470    0.2029   -0.4195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6867   -0.4553    1.2108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1492   -0.6053   -0.9459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4667   -1.3349    1.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3782   -3.0316   -0.5926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7217   -1.7513   -1.4784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1801   -2.9146   -0.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7159    0.0106    0.8084 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1211    0.1600    1.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4566    0.3230    2.3302 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7633    0.3606    1.8312 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6095    0.2169   -0.6655 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5155    0.7017    0.6122 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2540    1.2137    2.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3637   -0.5062    1.9047 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8255   -1.2308   -2.9677 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6283    0.5588   -3.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2542   -0.2726   -3.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3534    1.4188   -1.7893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7139    2.2656   -0.2728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3352    2.8196   -1.2540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4335    0.8276    1.9077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2523    2.5094    1.2217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9142    1.8020    1.6039 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 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
 17 19  2  0
 15 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
  8 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 27  3  1  0
 24 10  1  0
 23 13  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  4 34  1  0
  5 35  1  0
  6 36  1  0
  7 37  1  0
  8 38  1  0
 11 39  1  0
 12 40  1  0
 14 41  1  0
 16 42  1  0
 18 43  1  0
 18 44  1  0
 18 45  1  0
 25 46  1  0
 25 47  1  0
 25 48  1  0
 28 49  1  0
 28 50  1  0
 28 51  1  0
 29 52  1  0
 29 53  1  0
 29 54  1  0
M  END


  Mrv1652309112114422D          

 29 31  0  0  0  0            999 V2000
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2773    2.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1100    2.0913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    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
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
  6 12  1  0  0  0  0
 11 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
  3 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 25  1  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  0  0  0  0
 20 28  1  0  0  0  0
 19 29  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253830

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1C(O)C(O)C(OC2=C(C)C3=C(C=C2)C=C(NC(C)=O)C(=O)O3)OC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C20H25NO8/c1-9-13(27-19-15(24)14(23)17(26-5)20(3,4)29-19)7-6-11-8-12(21-10(2)22)18(25)28-16(9)11/h6-8,14-15,17,19,23-24H,1-5H3,(H,21,22)

> <INCHI_KEY>
KJAWXHNSLFJNTM-UHFFFAOYSA-N

> <FORMULA>
C20H25NO8

> <MOLECULAR_WEIGHT>
407.419

> <EXACT_MASS>
407.158016769

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
41.38259530535414

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-{7-[(3,4-dihydroxy-5-methoxy-6,6-dimethyloxan-2-yl)oxy]-8-methyl-2-oxo-2H-chromen-3-yl}acetamide

> <ALOGPS_LOGP>
1.61

> <JCHEM_LOGP>
0.6306020723333334

> <ALOGPS_LOGS>
-2.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.697338299117114

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.074424479767456

> <JCHEM_PKA_STRONGEST_BASIC>
-3.684558832275429

> <JCHEM_POLAR_SURFACE_AREA>
123.55000000000001

> <JCHEM_REFRACTIVITY>
101.62950000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.07e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-{7-[(3,4-dihydroxy-5-methoxy-6,6-dimethyloxan-2-yl)oxy]-8-methyl-2-oxochromen-3-yl}acetamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253830
     RDKit          3D
N-(7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methoxy-6,6-dimethyl-tetrahydro-2H-pyran-...
 54 56  0  0  0  0  0  0  0  0999 V2000
   -6.9432   -0.5288    0.3984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7011   -0.2603    0.9690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6608   -0.3375    0.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7882   -1.4739    0.4172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4402   -2.7032    0.3491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5435   -1.4671   -0.4395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6642   -2.3990    0.1141 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9119   -0.1071   -0.2754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6957   -0.1302   -0.9626 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5692   -0.0331   -0.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8860    0.1134    0.8496 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2027    0.2096    1.3042 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2451    0.1570    0.3897 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5615    0.2483    0.7959 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5538    0.1903   -0.1524 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9349    0.2744    0.1582 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5232    0.4243    1.4187 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0112    0.4964    1.5705 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8661    0.5056    2.4709 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1567    0.0402   -1.4879 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0901   -0.0127   -2.3640 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9040   -0.0436   -1.8435 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9410    0.0102   -0.9473 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6228   -0.0826   -1.3679 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3156   -0.2411   -2.8205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7142    0.9325   -0.6569 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9715    0.9633   -0.1549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8803    1.9308   -0.9298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8632    1.5962    1.2469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9494   -1.5610   -0.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1470    0.2029   -0.4195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6867   -0.4553    1.2108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1492   -0.6053   -0.9459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4667   -1.3349    1.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3782   -3.0316   -0.5926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7217   -1.7513   -1.4784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1801   -2.9146   -0.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7159    0.0106    0.8084 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1211    0.1600    1.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4566    0.3230    2.3302 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7633    0.3606    1.8312 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6095    0.2169   -0.6655 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5155    0.7017    0.6122 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2540    1.2137    2.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3637   -0.5062    1.9047 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8255   -1.2308   -2.9677 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6283    0.5588   -3.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2542   -0.2726   -3.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3534    1.4188   -1.7893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7139    2.2656   -0.2728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3352    2.8196   -1.2540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4335    0.8276    1.9077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2523    2.5094    1.2217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9142    1.8020    1.6039 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 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
 17 19  2  0
 15 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
  8 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 27  3  1  0
 24 10  1  0
 23 13  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  4 34  1  0
  5 35  1  0
  6 36  1  0
  7 37  1  0
  8 38  1  0
 11 39  1  0
 12 40  1  0
 14 41  1  0
 16 42  1  0
 18 43  1  0
 18 44  1  0
 18 45  1  0
 25 46  1  0
 25 47  1  0
 25 48  1  0
 28 49  1  0
 28 50  1  0
 28 51  1  0
 29 52  1  0
 29 53  1  0
 29 54  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       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.667  -0.000   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       5.335  -0.000   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       5.335  -3.080   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.668  -5.390   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -2.667  -0.000   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -0.518   5.156   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.205   3.904   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -2.667   6.160   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -5.335   4.620   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -5.335   1.540   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4   17                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   12                                                  
CONECT    7    6    2    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11    6                                                       
CONECT   13   11   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17    3   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20   29                                                  
CONECT   20   19   21   28                                                  
CONECT   21   20   22   26                                                  
CONECT   22   21   23   24   25                                             
CONECT   23   22   18                                                       
CONECT   24   22                                                            
CONECT   25   22                                                            
CONECT   26   21   27                                                       
CONECT   27   26                                                            
CONECT   28   20                                                            
CONECT   29   19                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

COMPND    HMDB0253830
HETATM    1  C1  UNL     1      -6.943  -0.529   0.398  1.00  0.00           C  
HETATM    2  O1  UNL     1      -5.701  -0.260   0.969  1.00  0.00           O  
HETATM    3  C2  UNL     1      -4.661  -0.338   0.036  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.788  -1.474   0.417  1.00  0.00           C  
HETATM    5  O2  UNL     1      -4.440  -2.703   0.349  1.00  0.00           O  
HETATM    6  C4  UNL     1      -2.543  -1.467  -0.440  1.00  0.00           C  
HETATM    7  O3  UNL     1      -1.664  -2.399   0.114  1.00  0.00           O  
HETATM    8  C5  UNL     1      -1.912  -0.107  -0.275  1.00  0.00           C  
HETATM    9  O4  UNL     1      -0.696  -0.130  -0.963  1.00  0.00           O  
HETATM   10  C6  UNL     1       0.569  -0.033  -0.480  1.00  0.00           C  
HETATM   11  C7  UNL     1       0.886   0.113   0.850  1.00  0.00           C  
HETATM   12  C8  UNL     1       2.203   0.210   1.304  1.00  0.00           C  
HETATM   13  C9  UNL     1       3.245   0.157   0.390  1.00  0.00           C  
HETATM   14  C10 UNL     1       4.561   0.248   0.796  1.00  0.00           C  
HETATM   15  C11 UNL     1       5.554   0.190  -0.152  1.00  0.00           C  
HETATM   16  N1  UNL     1       6.935   0.274   0.158  1.00  0.00           N  
HETATM   17  C12 UNL     1       7.523   0.424   1.419  1.00  0.00           C  
HETATM   18  C13 UNL     1       9.011   0.496   1.571  1.00  0.00           C  
HETATM   19  O5  UNL     1       6.866   0.506   2.471  1.00  0.00           O  
HETATM   20  C14 UNL     1       5.157   0.040  -1.488  1.00  0.00           C  
HETATM   21  O6  UNL     1       6.090  -0.013  -2.364  1.00  0.00           O  
HETATM   22  O7  UNL     1       3.904  -0.044  -1.844  1.00  0.00           O  
HETATM   23  C15 UNL     1       2.941   0.010  -0.947  1.00  0.00           C  
HETATM   24  C16 UNL     1       1.623  -0.083  -1.368  1.00  0.00           C  
HETATM   25  C17 UNL     1       1.316  -0.241  -2.821  1.00  0.00           C  
HETATM   26  O8  UNL     1      -2.714   0.933  -0.657  1.00  0.00           O  
HETATM   27  C18 UNL     1      -3.971   0.963  -0.155  1.00  0.00           C  
HETATM   28  C19 UNL     1      -4.880   1.931  -0.930  1.00  0.00           C  
HETATM   29  C20 UNL     1      -3.863   1.596   1.247  1.00  0.00           C  
HETATM   30  H1  UNL     1      -6.949  -1.561  -0.036  1.00  0.00           H  
HETATM   31  H2  UNL     1      -7.147   0.203  -0.419  1.00  0.00           H  
HETATM   32  H3  UNL     1      -7.687  -0.455   1.211  1.00  0.00           H  
HETATM   33  H4  UNL     1      -5.149  -0.605  -0.946  1.00  0.00           H  
HETATM   34  H5  UNL     1      -3.467  -1.335   1.470  1.00  0.00           H  
HETATM   35  H6  UNL     1      -4.378  -3.032  -0.593  1.00  0.00           H  
HETATM   36  H7  UNL     1      -2.722  -1.751  -1.478  1.00  0.00           H  
HETATM   37  H8  UNL     1      -1.180  -2.915  -0.556  1.00  0.00           H  
HETATM   38  H9  UNL     1      -1.716   0.011   0.808  1.00  0.00           H  
HETATM   39  H10 UNL     1       0.121   0.160   1.600  1.00  0.00           H  
HETATM   40  H11 UNL     1       2.457   0.323   2.330  1.00  0.00           H  
HETATM   41  H12 UNL     1       4.763   0.361   1.831  1.00  0.00           H  
HETATM   42  H13 UNL     1       7.610   0.217  -0.665  1.00  0.00           H  
HETATM   43  H14 UNL     1       9.515   0.702   0.612  1.00  0.00           H  
HETATM   44  H15 UNL     1       9.254   1.214   2.359  1.00  0.00           H  
HETATM   45  H16 UNL     1       9.364  -0.506   1.905  1.00  0.00           H  
HETATM   46  H17 UNL     1       0.825  -1.231  -2.968  1.00  0.00           H  
HETATM   47  H18 UNL     1       0.628   0.559  -3.172  1.00  0.00           H  
HETATM   48  H19 UNL     1       2.254  -0.273  -3.413  1.00  0.00           H  
HETATM   49  H20 UNL     1      -5.353   1.419  -1.789  1.00  0.00           H  
HETATM   50  H21 UNL     1      -5.714   2.266  -0.273  1.00  0.00           H  
HETATM   51  H22 UNL     1      -4.335   2.820  -1.254  1.00  0.00           H  
HETATM   52  H23 UNL     1      -3.433   0.828   1.908  1.00  0.00           H  
HETATM   53  H24 UNL     1      -3.252   2.509   1.222  1.00  0.00           H  
HETATM   54  H25 UNL     1      -4.914   1.802   1.604  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3
CONECT    3    4   27   33
CONECT    4    5    6   34
CONECT    5   35
CONECT    6    7    8   36
CONECT    7   37
CONECT    8    9   26   38
CONECT    9   10
CONECT   10   11   11   24
CONECT   11   12   39
CONECT   12   13   13   40
CONECT   13   14   23
CONECT   14   15   15   41
CONECT   15   16   20
CONECT   16   17   42
CONECT   17   18   19   19
CONECT   18   43   44   45
CONECT   20   21   21   22
CONECT   22   23
CONECT   23   24   24
CONECT   24   25
CONECT   25   46   47   48
CONECT   26   27
CONECT   27   28   29
CONECT   28   49   50   51
CONECT   29   52   53   54
END

HMDB0253830
     RDKit          3D
N-(7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methoxy-6,6-dimethyl-tetrahydro-2H-pyran-...
 54 56  0  0  0  0  0  0  0  0999 V2000
   -6.9432   -0.5288    0.3984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7011   -0.2603    0.9690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6608   -0.3375    0.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7882   -1.4739    0.4172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4402   -2.7032    0.3491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5435   -1.4671   -0.4395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6642   -2.3990    0.1141 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9119   -0.1071   -0.2754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6957   -0.1302   -0.9626 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5692   -0.0331   -0.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8860    0.1134    0.8496 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2027    0.2096    1.3042 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2451    0.1570    0.3897 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5615    0.2483    0.7959 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5538    0.1903   -0.1524 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9349    0.2744    0.1582 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5232    0.4243    1.4187 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0112    0.4964    1.5705 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8661    0.5056    2.4709 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1567    0.0402   -1.4879 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0901   -0.0127   -2.3640 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9040   -0.0436   -1.8435 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9410    0.0102   -0.9473 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6228   -0.0826   -1.3679 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3156   -0.2411   -2.8205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7142    0.9325   -0.6569 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9715    0.9633   -0.1549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8803    1.9308   -0.9298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8632    1.5962    1.2469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9494   -1.5610   -0.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1470    0.2029   -0.4195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6867   -0.4553    1.2108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1492   -0.6053   -0.9459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4667   -1.3349    1.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3782   -3.0316   -0.5926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7217   -1.7513   -1.4784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1801   -2.9146   -0.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7159    0.0106    0.8084 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1211    0.1600    1.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4566    0.3230    2.3302 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7633    0.3606    1.8312 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6095    0.2169   -0.6655 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5155    0.7017    0.6122 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2540    1.2137    2.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3637   -0.5062    1.9047 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8255   -1.2308   -2.9677 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6283    0.5588   -3.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2542   -0.2726   -3.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3534    1.4188   -1.7893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7139    2.2656   -0.2728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3352    2.8196   -1.2540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4335    0.8276    1.9077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2523    2.5094    1.2217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9142    1.8020    1.6039 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 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
 17 19  2  0
 15 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
  8 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 27  3  1  0
 24 10  1  0
 23 13  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  4 34  1  0
  5 35  1  0
  6 36  1  0
  7 37  1  0
  8 38  1  0
 11 39  1  0
 12 40  1  0
 14 41  1  0
 16 42  1  0
 18 43  1  0
 18 44  1  0
 18 45  1  0
 25 46  1  0
 25 47  1  0
 25 48  1  0
 28 49  1  0
 28 50  1  0
 28 51  1  0
 29 52  1  0
 29 53  1  0
 29 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
KU-32 compound	MeSH

Chemical Formula

C₂₀H₂₅NO₈

Average Molecular Weight

407.419

Monoisotopic Molecular Weight

407.158016769

IUPAC Name

N-{7-[(3,4-dihydroxy-5-methoxy-6,6-dimethyloxan-2-yl)oxy]-8-methyl-2-oxo-2H-chromen-3-yl}acetamide

Traditional Name

N-{7-[(3,4-dihydroxy-5-methoxy-6,6-dimethyloxan-2-yl)oxy]-8-methyl-2-oxochromen-3-yl}acetamide

CAS Registry Number

Not Available

SMILES

COC1C(O)C(O)C(OC2=C(C)C3=C(C=C2)C=C(NC(C)=O)C(=O)O3)OC1(C)C

InChI Identifier

InChI=1S/C20H25NO8/c1-9-13(27-19-15(24)14(23)17(26-5)20(3,4)29-19)7-6-11-8-12(21-10(2)22)18(25)28-16(9)11/h6-8,14-15,17,19,23-24H,1-5H3,(H,21,22)

InChI Key

KJAWXHNSLFJNTM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumarin glycosides. These are aromatic compounds containing a carbohydrate moiety glycosidically bound to a coumarin moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Coumarin glycosides

Direct Parent

Coumarin glycosides

Alternative Parents

Substituents

Coumarin-7-o-glycoside
Coumarin o-glycoside
Phenolic glycoside
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Benzopyran
1-benzopyran
N-acetylarylamine
N-arylamide
Pyranone
Monosaccharide
Oxane
Pyran
Benzenoid
Acetamide
Heteroaromatic compound
Secondary alcohol
Secondary carboxylic acid amide
Carboxamide group
Lactone
1,2-diol
Organoheterocyclic compound
Oxacycle
Acetal
Carboxylic acid derivative
Dialkyl ether
Ether
Organopnictogen compound
Organic oxygen compound
Alcohol
Organic nitrogen compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	1.61	ALOGPS
logP	0.63	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	12.07	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	123.55 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	101.63 m³·mol⁻¹	ChemAxon
Polarizability	41.38 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	200.893	30932474
DeepCCS	[M-H]-	198.535	30932474
DeepCCS	[M-2H]-	232.117	30932474
DeepCCS	[M+Na]+	207.198	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	11.2406 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.94 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1956.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	192.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	128.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	166.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	59.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	374.8 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	439.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	137.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	771.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	309.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1355.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	269.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	265.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	252.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	280.9 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	39.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-(7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methoxy-6,6-dimethyl-tetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)acetamide	COC1C(O)C(O)C(OC2=C(C)C3=C(C=C2)C=C(NC(C)=O)C(=O)O3)OC1(C)C	4120.2	Standard polar	33892256
N-(7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methoxy-6,6-dimethyl-tetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)acetamide	COC1C(O)C(O)C(OC2=C(C)C3=C(C=C2)C=C(NC(C)=O)C(=O)O3)OC1(C)C	3005.7	Standard non polar	33892256
N-(7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methoxy-6,6-dimethyl-tetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)acetamide	COC1C(O)C(O)C(OC2=C(C)C3=C(C=C2)C=C(NC(C)=O)C(=O)O3)OC1(C)C	3500.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-(7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methoxy-6,6-dimethyl-tetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)acetamide,3TMS,isomer #1	COC1C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(OC2=CC=C3C=C(N(C(C)=O)[Si](C)(C)C)C(=O)OC3=C2C)OC1(C)C	3113.8	Semi standard non polar	33892256
N-(7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methoxy-6,6-dimethyl-tetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)acetamide,3TMS,isomer #1	COC1C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(OC2=CC=C3C=C(N(C(C)=O)[Si](C)(C)C)C(=O)OC3=C2C)OC1(C)C	3154.4	Standard non polar	33892256
N-(7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methoxy-6,6-dimethyl-tetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)acetamide,3TMS,isomer #1	COC1C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(OC2=CC=C3C=C(N(C(C)=O)[Si](C)(C)C)C(=O)OC3=C2C)OC1(C)C	3522.6	Standard polar	33892256
N-(7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methoxy-6,6-dimethyl-tetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)acetamide,3TBDMS,isomer #1	COC1C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(OC2=CC=C3C=C(N(C(C)=O)[Si](C)(C)C(C)(C)C)C(=O)OC3=C2C)OC1(C)C	3704.9	Semi standard non polar	33892256
N-(7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methoxy-6,6-dimethyl-tetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)acetamide,3TBDMS,isomer #1	COC1C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(OC2=CC=C3C=C(N(C(C)=O)[Si](C)(C)C(C)(C)C)C(=O)OC3=C2C)OC1(C)C	3702.7	Standard non polar	33892256
N-(7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methoxy-6,6-dimethyl-tetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)acetamide,3TBDMS,isomer #1	COC1C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(OC2=CC=C3C=C(N(C(C)=O)[Si](C)(C)C(C)(C)C)C(=O)OC3=C2C)OC1(C)C	3786.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-(7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methoxy-6,6-dimethyl-tetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)acetamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fki-9716000000-12f4f7f5033298c7b1d9	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methoxy-6,6-dimethyl-tetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)acetamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methoxy-6,6-dimethyl-tetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)acetamide GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methoxy-6,6-dimethyl-tetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)acetamide GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methoxy-6,6-dimethyl-tetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)acetamide GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methoxy-6,6-dimethyl-tetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)acetamide GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methoxy-6,6-dimethyl-tetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)acetamide GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methoxy-6,6-dimethyl-tetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)acetamide GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methoxy-6,6-dimethyl-tetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)acetamide GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methoxy-6,6-dimethyl-tetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)acetamide GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methoxy-6,6-dimethyl-tetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)acetamide GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methoxy-6,6-dimethyl-tetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)acetamide GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methoxy-6,6-dimethyl-tetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)acetamide GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methoxy-6,6-dimethyl-tetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)acetamide GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-04	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

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

74926876

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-(7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methoxy-6,6-dimethyl-tetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)acetamide (HMDB0253830)

MOL for HMDB0253830 (N-(7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methoxy-6,6-dimethyl-tetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)acetamide)

3D MOL for HMDB0253830 (N-(7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methoxy-6,6-dimethyl-tetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)acetamide)

3D SDF for HMDB0253830 (N-(7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methoxy-6,6-dimethyl-tetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)acetamide)

3D-SDF for HMDB0253830 (N-(7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methoxy-6,6-dimethyl-tetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)acetamide)

PDB for HMDB0253830 (N-(7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methoxy-6,6-dimethyl-tetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)acetamide)

3D PDB for HMDB0253830 (N-(7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methoxy-6,6-dimethyl-tetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)acetamide)

SMILES for HMDB0253830 (N-(7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methoxy-6,6-dimethyl-tetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)acetamide)

INCHI for HMDB0253830 (N-(7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methoxy-6,6-dimethyl-tetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)acetamide)

Structure for HMDB0253830 (N-(7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methoxy-6,6-dimethyl-tetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)acetamide)

3D Structure for HMDB0253830 (N-(7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methoxy-6,6-dimethyl-tetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)acetamide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra