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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-09 16:05:02 UTC

Update Date

2021-09-14 15:46:16 UTC

HMDB ID

HMDB0060882

Secondary Accession Numbers

HMDB60882

Metabolite Identification

Common Name

6-Hydroxy-R-acenocoumarol

Description

6-Hydroxy-R-acenocoumarol belongs to the class of organic compounds known as 4-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to C4-position the coumarin skeleton. Acenocoumarol is an anticoagulant that functions as a vitamin K antagonist. It is a derivative of coumarin and is marketed under the brand names Sintrom and Sinthrome. 6-Hydroxy-R-acenocoumarol is an extremely weak basic (essentially neutral) compound (based on its pKa). 6-Hydroxy-R-acenocoumarol is a metabolite of acenocoumarol.

Structure

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

  Mrv0541 07091309052D          

 27 29  0  0  0  0            999 V2000
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    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
    3.5724    2.0625    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
   -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
    3.5724   -0.4125    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
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   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
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  1  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
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    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
    2.8579    3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 O   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 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  7  6  2  0  0  0  0
 10  1  1  0  0  0  0
 10  8  1  0  0  0  0
 11  2  2  0  0  0  0
 11  3  1  0  0  0  0
 12  4  2  0  0  0  0
 12  5  1  0  0  0  0
 13  6  1  0  0  0  0
 13  9  2  0  0  0  0
 14  8  1  0  0  0  0
 14 11  1  0  0  0  0
 15  9  1  0  0  0  0
 16  7  1  0  0  0  0
 16 15  2  0  0  0  0
 14 17  1  6  0  0  0
 18 15  1  0  0  0  0
 18 17  2  0  0  0  0
 19 17  1  0  0  0  0
 20 12  1  0  0  0  0
 21 10  2  0  0  0  0
 22 13  1  0  0  0  0
 23 18  1  0  0  0  0
 24 19  2  0  0  0  0
 25 20  2  0  0  0  0
 26 20  2  0  0  0  0
 27 16  1  0  0  0  0
 27 19  1  0  0  0  0
M  END

HMDB0060882
     RDKit          3D
6-Hydroxy-R-acenocoumarol
 42 44  0  0  0  0  0  0  0  0999 V2000
   -0.1611    3.3367    1.2047 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5207    3.0197   -0.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2338    3.6449   -1.0661 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5314    1.9622   -0.1249 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9988    0.6757   -0.7231 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0667   -0.3550   -0.7766 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2968   -0.2364   -0.1683 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2707   -1.2329   -0.2346 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0309   -2.3950   -0.9258 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0189   -3.4361   -1.0119 N   0  0  0  0  0  4  0  0  0  0  0  0
    6.1324   -3.3336   -0.4699 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7705   -4.5998   -1.7076 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.8031   -2.5375   -1.5454 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8475   -1.5499   -1.4750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1867    0.1968    0.0353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4560    0.4440   -0.5099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5450    1.1074   -1.6992 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5617    0.0022    0.1883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8460    0.2272   -0.3158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9666   -0.2064    0.3680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2361    0.0349   -0.1638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7709   -0.8690    1.5649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5063   -1.0910    2.0620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3868   -0.6635    1.3903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1788   -0.8676    1.8527 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0899   -0.4645    1.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0806   -0.6687    1.6821 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1526    3.8022    1.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4605    4.1220    1.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2284    2.4866    1.8899 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8789    1.6700    0.9152 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4406    2.2420   -0.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7057    0.8923   -1.7628 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5025    0.6814    0.3774 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2367   -1.1009    0.2617 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6277   -3.4610   -2.0859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8900   -1.6752   -1.9658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3602    1.3463   -2.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9789    0.7428   -1.2453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7082    0.9131    0.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6693   -1.1965    2.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3560   -1.6098    3.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  1  0
 13 14  2  0
  5 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 14  6  1  0
 26 15  1  0
 24 18  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  6
  7 34  1  0
  8 35  1  0
 13 36  1  0
 14 37  1  0
 17 38  1  0
 19 39  1  0
 21 40  1  0
 22 41  1  0
 23 42  1  0
M  CHG  2  10   1  12  -1
M  END

  Mrv0541 07091309052D          

 27 29  0  0  0  0            999 V2000
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    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
    3.5724    2.0625    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
   -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
    3.5724   -0.4125    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
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   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
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  1  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
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    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
    2.8579    3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 O   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 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  7  6  2  0  0  0  0
 10  1  1  0  0  0  0
 10  8  1  0  0  0  0
 11  2  2  0  0  0  0
 11  3  1  0  0  0  0
 12  4  2  0  0  0  0
 12  5  1  0  0  0  0
 13  6  1  0  0  0  0
 13  9  2  0  0  0  0
 14  8  1  0  0  0  0
 14 11  1  0  0  0  0
 15  9  1  0  0  0  0
 16  7  1  0  0  0  0
 16 15  2  0  0  0  0
 14 17  1  6  0  0  0
 18 15  1  0  0  0  0
 18 17  2  0  0  0  0
 19 17  1  0  0  0  0
 20 12  1  0  0  0  0
 21 10  2  0  0  0  0
 22 13  1  0  0  0  0
 23 18  1  0  0  0  0
 24 19  2  0  0  0  0
 25 20  2  0  0  0  0
 26 20  2  0  0  0  0
 27 16  1  0  0  0  0
 27 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060882

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)C[C@@H](C1=CC=C(C=C1)N(=O)=O)C1=C(O)C2=C(OC1=O)C=CC(O)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C19H15NO7/c1-10(21)8-14(11-2-4-12(5-3-11)20(25)26)17-18(23)15-9-13(22)6-7-16(15)27-19(17)24/h2-7,9,14,22-23H,8H2,1H3/t14-/m0/s1

> <INCHI_KEY>
SUHPKJKJROTWOQ-AWEZNQCLSA-N

> <FORMULA>
C19H15NO7

> <MOLECULAR_WEIGHT>
369.3249

> <EXACT_MASS>
369.084851839

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
35.53755441910016

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4,6-dihydroxy-3-[(1S)-1-(4-nitrophenyl)-3-oxobutyl]-2H-chromen-2-one

> <ALOGPS_LOGP>
2.75

> <JCHEM_LOGP>
2.38112623

> <ALOGPS_LOGS>
-4.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.892046359662707

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.470411824819997

> <JCHEM_PKA_STRONGEST_BASIC>
-5.946056621921792

> <JCHEM_POLAR_SURFACE_AREA>
129.64999999999998

> <JCHEM_REFRACTIVITY>
96.16569999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.43e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,6-dihydroxy-3-[(1S)-1-(4-nitrophenyl)-3-oxobutyl]chromen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060882
     RDKit          3D
6-Hydroxy-R-acenocoumarol
 42 44  0  0  0  0  0  0  0  0999 V2000
   -0.1611    3.3367    1.2047 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5207    3.0197   -0.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2338    3.6449   -1.0661 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5314    1.9622   -0.1249 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9988    0.6757   -0.7231 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0667   -0.3550   -0.7766 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2968   -0.2364   -0.1683 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2707   -1.2329   -0.2346 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0309   -2.3950   -0.9258 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0189   -3.4361   -1.0119 N   0  0  0  0  0  4  0  0  0  0  0  0
    6.1324   -3.3336   -0.4699 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7705   -4.5998   -1.7076 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.8031   -2.5375   -1.5454 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8475   -1.5499   -1.4750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1867    0.1968    0.0353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4560    0.4440   -0.5099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5450    1.1074   -1.6992 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5617    0.0022    0.1883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8460    0.2272   -0.3158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9666   -0.2064    0.3680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2361    0.0349   -0.1638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7709   -0.8690    1.5649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5063   -1.0910    2.0620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3868   -0.6635    1.3903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1788   -0.8676    1.8527 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0899   -0.4645    1.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0806   -0.6687    1.6821 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1526    3.8022    1.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4605    4.1220    1.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2284    2.4866    1.8899 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8789    1.6700    0.9152 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4406    2.2420   -0.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7057    0.8923   -1.7628 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5025    0.6814    0.3774 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2367   -1.1009    0.2617 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6277   -3.4610   -2.0859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8900   -1.6752   -1.9658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3602    1.3463   -2.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9789    0.7428   -1.2453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7082    0.9131    0.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6693   -1.1965    2.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3560   -1.6098    3.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  1  0
 13 14  2  0
  5 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 14  6  1  0
 26 15  1  0
 24 18  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  6
  7 34  1  0
  8 35  1  0
 13 36  1  0
 14 37  1  0
 17 38  1  0
 19 39  1  0
 21 40  1  0
 22 41  1  0
 23 42  1  0
M  CHG  2  10   1  12  -1
M  END

HEADER    PROTEIN                                 09-JUL-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-JUL-13         0                                  
HETATM    1  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001   3.850   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       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667   0.000   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  N   UNK     0       5.335   6.160   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0       8.002   1.540   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       4.001   6.930   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       6.668   6.930   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2    4   11                                                       
CONECT    3    5   11                                                       
CONECT    4    2   12                                                       
CONECT    5    3   12                                                       
CONECT    6    7   13                                                       
CONECT    7    6   16                                                       
CONECT    8   10   14                                                       
CONECT    9   13   15                                                       
CONECT   10    1    8   21                                                  
CONECT   11    2    3   14                                                  
CONECT   12    4    5   20                                                  
CONECT   13    6    9   22                                                  
CONECT   14    8   11   17                                                  
CONECT   15    9   16   18                                                  
CONECT   16    7   15   27                                                  
CONECT   17   14   18   19                                                  
CONECT   18   15   17   23                                                  
CONECT   19   17   24   27                                                  
CONECT   20   12   25   26                                                  
CONECT   21   10                                                            
CONECT   22   13                                                            
CONECT   23   18                                                            
CONECT   24   19                                                            
CONECT   25   20                                                            
CONECT   26   20                                                            
CONECT   27   16   19                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

COMPND    HMDB0060882
HETATM    1  C1  UNL     1      -0.161   3.337   1.205  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.521   3.020  -0.068  1.00  0.00           C  
HETATM    3  O1  UNL     1       0.234   3.645  -1.066  1.00  0.00           O  
HETATM    4  C3  UNL     1       1.531   1.962  -0.125  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.999   0.676  -0.723  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.067  -0.355  -0.777  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.297  -0.236  -0.168  1.00  0.00           C  
HETATM    8  C7  UNL     1       4.271  -1.233  -0.235  1.00  0.00           C  
HETATM    9  C8  UNL     1       4.031  -2.395  -0.926  1.00  0.00           C  
HETATM   10  N1  UNL     1       5.019  -3.436  -1.012  1.00  0.00           N1+
HETATM   11  O2  UNL     1       6.132  -3.334  -0.470  1.00  0.00           O  
HETATM   12  O3  UNL     1       4.771  -4.600  -1.708  1.00  0.00           O1-
HETATM   13  C9  UNL     1       2.803  -2.537  -1.545  1.00  0.00           C  
HETATM   14  C10 UNL     1       1.848  -1.550  -1.475  1.00  0.00           C  
HETATM   15  C11 UNL     1      -0.187   0.197   0.035  1.00  0.00           C  
HETATM   16  C12 UNL     1      -1.456   0.444  -0.510  1.00  0.00           C  
HETATM   17  O4  UNL     1      -1.545   1.107  -1.699  1.00  0.00           O  
HETATM   18  C13 UNL     1      -2.562   0.002   0.188  1.00  0.00           C  
HETATM   19  C14 UNL     1      -3.846   0.227  -0.316  1.00  0.00           C  
HETATM   20  C15 UNL     1      -4.967  -0.206   0.368  1.00  0.00           C  
HETATM   21  O5  UNL     1      -6.236   0.035  -0.164  1.00  0.00           O  
HETATM   22  C16 UNL     1      -4.771  -0.869   1.565  1.00  0.00           C  
HETATM   23  C17 UNL     1      -3.506  -1.091   2.062  1.00  0.00           C  
HETATM   24  C18 UNL     1      -2.387  -0.664   1.390  1.00  0.00           C  
HETATM   25  O6  UNL     1      -1.179  -0.868   1.853  1.00  0.00           O  
HETATM   26  C19 UNL     1      -0.090  -0.465   1.223  1.00  0.00           C  
HETATM   27  O7  UNL     1       1.081  -0.669   1.682  1.00  0.00           O  
HETATM   28  H1  UNL     1      -1.153   3.802   1.001  1.00  0.00           H  
HETATM   29  H2  UNL     1       0.460   4.122   1.723  1.00  0.00           H  
HETATM   30  H3  UNL     1      -0.228   2.487   1.890  1.00  0.00           H  
HETATM   31  H4  UNL     1       1.879   1.670   0.915  1.00  0.00           H  
HETATM   32  H5  UNL     1       2.441   2.242  -0.677  1.00  0.00           H  
HETATM   33  H6  UNL     1       0.706   0.892  -1.763  1.00  0.00           H  
HETATM   34  H7  UNL     1       3.503   0.681   0.377  1.00  0.00           H  
HETATM   35  H8  UNL     1       5.237  -1.101   0.262  1.00  0.00           H  
HETATM   36  H9  UNL     1       2.628  -3.461  -2.086  1.00  0.00           H  
HETATM   37  H10 UNL     1       0.890  -1.675  -1.966  1.00  0.00           H  
HETATM   38  H11 UNL     1      -2.360   1.346  -2.197  1.00  0.00           H  
HETATM   39  H12 UNL     1      -3.979   0.743  -1.245  1.00  0.00           H  
HETATM   40  H13 UNL     1      -6.708   0.913   0.100  1.00  0.00           H  
HETATM   41  H14 UNL     1      -5.669  -1.196   2.078  1.00  0.00           H  
HETATM   42  H15 UNL     1      -3.356  -1.610   3.001  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3    3    4
CONECT    4    5   31   32
CONECT    5    6   15   33
CONECT    6    7    7   14
CONECT    7    8   34
CONECT    8    9    9   35
CONECT    9   10   13
CONECT   10   11   11   12
CONECT   13   14   14   36
CONECT   14   37
CONECT   15   16   16   26
CONECT   16   17   18
CONECT   17   38
CONECT   18   19   19   24
CONECT   19   20   39
CONECT   20   21   22   22
CONECT   21   40
CONECT   22   23   41
CONECT   23   24   24   42
CONECT   24   25
CONECT   25   26
CONECT   26   27   27
END

HMDB0060882
     RDKit          3D
6-Hydroxy-R-acenocoumarol
 42 44  0  0  0  0  0  0  0  0999 V2000
   -0.1611    3.3367    1.2047 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5207    3.0197   -0.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2338    3.6449   -1.0661 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5314    1.9622   -0.1249 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9988    0.6757   -0.7231 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0667   -0.3550   -0.7766 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2968   -0.2364   -0.1683 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2707   -1.2329   -0.2346 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0309   -2.3950   -0.9258 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0189   -3.4361   -1.0119 N   0  0  0  0  0  4  0  0  0  0  0  0
    6.1324   -3.3336   -0.4699 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7705   -4.5998   -1.7076 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.8031   -2.5375   -1.5454 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8475   -1.5499   -1.4750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1867    0.1968    0.0353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4560    0.4440   -0.5099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5450    1.1074   -1.6992 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5617    0.0022    0.1883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8460    0.2272   -0.3158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9666   -0.2064    0.3680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2361    0.0349   -0.1638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7709   -0.8690    1.5649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5063   -1.0910    2.0620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3868   -0.6635    1.3903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1788   -0.8676    1.8527 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0899   -0.4645    1.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0806   -0.6687    1.6821 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1526    3.8022    1.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4605    4.1220    1.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2284    2.4866    1.8899 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8789    1.6700    0.9152 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4406    2.2420   -0.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7057    0.8923   -1.7628 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5025    0.6814    0.3774 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2367   -1.1009    0.2617 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6277   -3.4610   -2.0859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8900   -1.6752   -1.9658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3602    1.3463   -2.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9789    0.7428   -1.2453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7082    0.9131    0.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6693   -1.1965    2.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3560   -1.6098    3.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  1  0
 13 14  2  0
  5 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 14  6  1  0
 26 15  1  0
 24 18  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  6
  7 34  1  0
  8 35  1  0
 13 36  1  0
 14 37  1  0
 17 38  1  0
 19 39  1  0
 21 40  1  0
 22 41  1  0
 23 42  1  0
M  CHG  2  10   1  12  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₉H₁₅NO₇

Average Molecular Weight

369.3249

Monoisotopic Molecular Weight

369.084851839

IUPAC Name

4,6-dihydroxy-3-[(1S)-1-(4-nitrophenyl)-3-oxobutyl]-2H-chromen-2-one

Traditional Name

4,6-dihydroxy-3-[(1S)-1-(4-nitrophenyl)-3-oxobutyl]chromen-2-one

CAS Registry Number

Not Available

SMILES

CC(=O)C[C@@H](C1=CC=C(C=C1)N(=O)=O)C1=C(O)C2=C(OC1=O)C=CC(O)=C2

InChI Identifier

InChI=1S/C19H15NO7/c1-10(21)8-14(11-2-4-12(5-3-11)20(25)26)17-18(23)15-9-13(22)6-7-16(15)27-19(17)24/h2-7,9,14,22-23H,8H2,1H3/t14-/m0/s1

InChI Key

SUHPKJKJROTWOQ-AWEZNQCLSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 4-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to C4-position the coumarin skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Hydroxycoumarins

Direct Parent

4-hydroxycoumarins

Alternative Parents

Substituents

4-hydroxycoumarin
Benzopyran
1-benzopyran
Nitrobenzene
Nitroaromatic compound
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Monocyclic benzene moiety
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Ketone
Lactone
C-nitro compound
Organic nitro compound
Oxacycle
Organic oxoazanium
Organoheterocyclic compound
Allyl-type 1,3-dipolar organic compound
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
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 (HMDB: HMDB0060882)

Organ

Kidney (HMDB: HMDB0060882)
Liver (HMDB: HMDB0060882)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060882)

Cellular substructure

Cytoplasm (HMDB: HMDB0060882)
Membrane (HMDB: HMDB0060882)

Source

Endogenous

Endogenous (HMDB: HMDB0060882)

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
Water Solubility	0.024 g/L	ALOGPS
logP	2.75	ALOGPS
logP	2.38	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	5.47	ChemAxon
pKa (Strongest Basic)	-5.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	129.65 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	96.17 m³·mol⁻¹	ChemAxon
Polarizability	35.54 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
DarkChem	[M+H]+	184.574	31661259
DarkChem	[M-H]-	183.322	31661259
DeepCCS	[M+H]+	186.76	30932474
DeepCCS	[M-H]-	184.365	30932474
DeepCCS	[M-2H]-	218.013	30932474
DeepCCS	[M+Na]+	193.048	30932474
AllCCS	[M+H]+	184.4	32859911
AllCCS	[M+H-H2O]+	181.3	32859911
AllCCS	[M+NH4]+	187.2	32859911
AllCCS	[M+Na]+	188.0	32859911
AllCCS	[M-H]-	185.7	32859911
AllCCS	[M+Na-2H]-	185.3	32859911
AllCCS	[M+HCOO]-	185.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
6-Hydroxy-R-acenocoumarol	CC(=O)C[C@@H](C1=CC=C(C=C1)N(=O)=O)C1=C(O)C2=C(OC1=O)C=CC(O)=C2	4626.7	Standard polar	33892256
6-Hydroxy-R-acenocoumarol	CC(=O)C[C@@H](C1=CC=C(C=C1)N(=O)=O)C1=C(O)C2=C(OC1=O)C=CC(O)=C2	1976.7	Standard non polar	33892256
6-Hydroxy-R-acenocoumarol	CC(=O)C[C@@H](C1=CC=C(C=C1)N(=O)=O)C1=C(O)C2=C(OC1=O)C=CC(O)=C2	3569.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
6-Hydroxy-R-acenocoumarol,1TMS,isomer #1	CC(=O)C[C@@H](C1=CC=C([N+](=O)[O-])C=C1)C1=C(O[Si](C)(C)C)C2=CC(O)=CC=C2OC1=O	3296.8	Semi standard non polar	33892256
6-Hydroxy-R-acenocoumarol,1TMS,isomer #2	CC(=O)C[C@@H](C1=CC=C([N+](=O)[O-])C=C1)C1=C(O)C2=CC(O[Si](C)(C)C)=CC=C2OC1=O	3323.6	Semi standard non polar	33892256
6-Hydroxy-R-acenocoumarol,1TMS,isomer #3	CC(=C[C@@H](C1=CC=C([N+](=O)[O-])C=C1)C1=C(O)C2=CC(O)=CC=C2OC1=O)O[Si](C)(C)C	3377.5	Semi standard non polar	33892256
6-Hydroxy-R-acenocoumarol,1TMS,isomer #4	C=C(C[C@@H](C1=CC=C([N+](=O)[O-])C=C1)C1=C(O)C2=CC(O)=CC=C2OC1=O)O[Si](C)(C)C	3373.5	Semi standard non polar	33892256
6-Hydroxy-R-acenocoumarol,2TMS,isomer #1	CC(=O)C[C@@H](C1=CC=C([N+](=O)[O-])C=C1)C1=C(O[Si](C)(C)C)C2=CC(O[Si](C)(C)C)=CC=C2OC1=O	3343.4	Semi standard non polar	33892256
6-Hydroxy-R-acenocoumarol,2TMS,isomer #2	CC(=C[C@@H](C1=CC=C([N+](=O)[O-])C=C1)C1=C(O[Si](C)(C)C)C2=CC(O)=CC=C2OC1=O)O[Si](C)(C)C	3328.9	Semi standard non polar	33892256
6-Hydroxy-R-acenocoumarol,2TMS,isomer #3	C=C(C[C@@H](C1=CC=C([N+](=O)[O-])C=C1)C1=C(O[Si](C)(C)C)C2=CC(O)=CC=C2OC1=O)O[Si](C)(C)C	3327.7	Semi standard non polar	33892256
6-Hydroxy-R-acenocoumarol,2TMS,isomer #4	CC(=C[C@@H](C1=CC=C([N+](=O)[O-])C=C1)C1=C(O)C2=CC(O[Si](C)(C)C)=CC=C2OC1=O)O[Si](C)(C)C	3380.5	Semi standard non polar	33892256
6-Hydroxy-R-acenocoumarol,2TMS,isomer #5	C=C(C[C@@H](C1=CC=C([N+](=O)[O-])C=C1)C1=C(O)C2=CC(O[Si](C)(C)C)=CC=C2OC1=O)O[Si](C)(C)C	3356.3	Semi standard non polar	33892256
6-Hydroxy-R-acenocoumarol,3TMS,isomer #1	CC(=C[C@@H](C1=CC=C([N+](=O)[O-])C=C1)C1=C(O[Si](C)(C)C)C2=CC(O[Si](C)(C)C)=CC=C2OC1=O)O[Si](C)(C)C	3401.5	Semi standard non polar	33892256
6-Hydroxy-R-acenocoumarol,3TMS,isomer #1	CC(=C[C@@H](C1=CC=C([N+](=O)[O-])C=C1)C1=C(O[Si](C)(C)C)C2=CC(O[Si](C)(C)C)=CC=C2OC1=O)O[Si](C)(C)C	3264.1	Standard non polar	33892256
6-Hydroxy-R-acenocoumarol,3TMS,isomer #1	CC(=C[C@@H](C1=CC=C([N+](=O)[O-])C=C1)C1=C(O[Si](C)(C)C)C2=CC(O[Si](C)(C)C)=CC=C2OC1=O)O[Si](C)(C)C	3778.4	Standard polar	33892256
6-Hydroxy-R-acenocoumarol,3TMS,isomer #2	C=C(C[C@@H](C1=CC=C([N+](=O)[O-])C=C1)C1=C(O[Si](C)(C)C)C2=CC(O[Si](C)(C)C)=CC=C2OC1=O)O[Si](C)(C)C	3372.6	Semi standard non polar	33892256
6-Hydroxy-R-acenocoumarol,3TMS,isomer #2	C=C(C[C@@H](C1=CC=C([N+](=O)[O-])C=C1)C1=C(O[Si](C)(C)C)C2=CC(O[Si](C)(C)C)=CC=C2OC1=O)O[Si](C)(C)C	3098.0	Standard non polar	33892256
6-Hydroxy-R-acenocoumarol,3TMS,isomer #2	C=C(C[C@@H](C1=CC=C([N+](=O)[O-])C=C1)C1=C(O[Si](C)(C)C)C2=CC(O[Si](C)(C)C)=CC=C2OC1=O)O[Si](C)(C)C	3780.7	Standard polar	33892256
6-Hydroxy-R-acenocoumarol,1TBDMS,isomer #1	CC(=O)C[C@@H](C1=CC=C([N+](=O)[O-])C=C1)C1=C(O[Si](C)(C)C(C)(C)C)C2=CC(O)=CC=C2OC1=O	3571.2	Semi standard non polar	33892256
6-Hydroxy-R-acenocoumarol,1TBDMS,isomer #2	CC(=O)C[C@@H](C1=CC=C([N+](=O)[O-])C=C1)C1=C(O)C2=CC(O[Si](C)(C)C(C)(C)C)=CC=C2OC1=O	3578.0	Semi standard non polar	33892256
6-Hydroxy-R-acenocoumarol,1TBDMS,isomer #3	CC(=C[C@@H](C1=CC=C([N+](=O)[O-])C=C1)C1=C(O)C2=CC(O)=CC=C2OC1=O)O[Si](C)(C)C(C)(C)C	3675.2	Semi standard non polar	33892256
6-Hydroxy-R-acenocoumarol,1TBDMS,isomer #4	C=C(C[C@@H](C1=CC=C([N+](=O)[O-])C=C1)C1=C(O)C2=CC(O)=CC=C2OC1=O)O[Si](C)(C)C(C)(C)C	3658.2	Semi standard non polar	33892256
6-Hydroxy-R-acenocoumarol,2TBDMS,isomer #1	CC(=O)C[C@@H](C1=CC=C([N+](=O)[O-])C=C1)C1=C(O[Si](C)(C)C(C)(C)C)C2=CC(O[Si](C)(C)C(C)(C)C)=CC=C2OC1=O	3841.8	Semi standard non polar	33892256
6-Hydroxy-R-acenocoumarol,2TBDMS,isomer #2	CC(=C[C@@H](C1=CC=C([N+](=O)[O-])C=C1)C1=C(O[Si](C)(C)C(C)(C)C)C2=CC(O)=CC=C2OC1=O)O[Si](C)(C)C(C)(C)C	3866.1	Semi standard non polar	33892256
6-Hydroxy-R-acenocoumarol,2TBDMS,isomer #3	C=C(C[C@@H](C1=CC=C([N+](=O)[O-])C=C1)C1=C(O[Si](C)(C)C(C)(C)C)C2=CC(O)=CC=C2OC1=O)O[Si](C)(C)C(C)(C)C	3864.4	Semi standard non polar	33892256
6-Hydroxy-R-acenocoumarol,2TBDMS,isomer #4	CC(=C[C@@H](C1=CC=C([N+](=O)[O-])C=C1)C1=C(O)C2=CC(O[Si](C)(C)C(C)(C)C)=CC=C2OC1=O)O[Si](C)(C)C(C)(C)C	3917.7	Semi standard non polar	33892256
6-Hydroxy-R-acenocoumarol,2TBDMS,isomer #5	C=C(C[C@@H](C1=CC=C([N+](=O)[O-])C=C1)C1=C(O)C2=CC(O[Si](C)(C)C(C)(C)C)=CC=C2OC1=O)O[Si](C)(C)C(C)(C)C	3885.2	Semi standard non polar	33892256
6-Hydroxy-R-acenocoumarol,3TBDMS,isomer #1	CC(=C[C@@H](C1=CC=C([N+](=O)[O-])C=C1)C1=C(O[Si](C)(C)C(C)(C)C)C2=CC(O[Si](C)(C)C(C)(C)C)=CC=C2OC1=O)O[Si](C)(C)C(C)(C)C	4144.9	Semi standard non polar	33892256
6-Hydroxy-R-acenocoumarol,3TBDMS,isomer #1	CC(=C[C@@H](C1=CC=C([N+](=O)[O-])C=C1)C1=C(O[Si](C)(C)C(C)(C)C)C2=CC(O[Si](C)(C)C(C)(C)C)=CC=C2OC1=O)O[Si](C)(C)C(C)(C)C	3904.6	Standard non polar	33892256
6-Hydroxy-R-acenocoumarol,3TBDMS,isomer #1	CC(=C[C@@H](C1=CC=C([N+](=O)[O-])C=C1)C1=C(O[Si](C)(C)C(C)(C)C)C2=CC(O[Si](C)(C)C(C)(C)C)=CC=C2OC1=O)O[Si](C)(C)C(C)(C)C	3918.7	Standard polar	33892256
6-Hydroxy-R-acenocoumarol,3TBDMS,isomer #2	C=C(C[C@@H](C1=CC=C([N+](=O)[O-])C=C1)C1=C(O[Si](C)(C)C(C)(C)C)C2=CC(O[Si](C)(C)C(C)(C)C)=CC=C2OC1=O)O[Si](C)(C)C(C)(C)C	4120.1	Semi standard non polar	33892256
6-Hydroxy-R-acenocoumarol,3TBDMS,isomer #2	C=C(C[C@@H](C1=CC=C([N+](=O)[O-])C=C1)C1=C(O[Si](C)(C)C(C)(C)C)C2=CC(O[Si](C)(C)C(C)(C)C)=CC=C2OC1=O)O[Si](C)(C)C(C)(C)C	3705.8	Standard non polar	33892256
6-Hydroxy-R-acenocoumarol,3TBDMS,isomer #2	C=C(C[C@@H](C1=CC=C([N+](=O)[O-])C=C1)C1=C(O[Si](C)(C)C(C)(C)C)C2=CC(O[Si](C)(C)C(C)(C)C)=CC=C2OC1=O)O[Si](C)(C)C(C)(C)C	3926.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Hydroxy-R-acenocoumarol GC-MS (Non-derivatized) - 70eV, Positive	splash10-03dl-3319000000-dcb10760473a18bbfadb	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Hydroxy-R-acenocoumarol GC-MS (2 TMS) - 70eV, Positive	splash10-002g-8210900000-86c0d5738e9adbca1e84	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Hydroxy-R-acenocoumarol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - 6-Hydroxy-R-acenocoumarol 10V, Positive-QTOF	splash10-0fk9-0009000000-5410eca78d2e29452736	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxy-R-acenocoumarol 20V, Positive-QTOF	splash10-0ul0-0109000000-90b5297b667111ff08ab	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxy-R-acenocoumarol 40V, Positive-QTOF	splash10-00ei-2917000000-81e253080caf09f09597	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxy-R-acenocoumarol 10V, Negative-QTOF	splash10-0gb9-0009000000-f0c057dc31a38298f94d	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxy-R-acenocoumarol 20V, Negative-QTOF	splash10-016r-1409000000-a55d79f9258390f41be1	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxy-R-acenocoumarol 40V, Negative-QTOF	splash10-0a4i-6902000000-160776f41011b9ab3aa0	2017-10-06	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	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

54742534

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

Not Available

Showing metabocard for 6-Hydroxy-R-acenocoumarol (HMDB0060882)

MOL for HMDB0060882 (6-Hydroxy-R-acenocoumarol)

3D MOL for HMDB0060882 (6-Hydroxy-R-acenocoumarol)

3D SDF for HMDB0060882 (6-Hydroxy-R-acenocoumarol)

3D-SDF for HMDB0060882 (6-Hydroxy-R-acenocoumarol)

PDB for HMDB0060882 (6-Hydroxy-R-acenocoumarol)

3D PDB for HMDB0060882 (6-Hydroxy-R-acenocoumarol)

SMILES for HMDB0060882 (6-Hydroxy-R-acenocoumarol)

INCHI for HMDB0060882 (6-Hydroxy-R-acenocoumarol)

Structure for HMDB0060882 (6-Hydroxy-R-acenocoumarol)

3D Structure for HMDB0060882 (6-Hydroxy-R-acenocoumarol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra