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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:51:42 UTC

Update Date

2022-03-07 02:56:55 UTC

HMDB ID

HMDB0041196

Secondary Accession Numbers

HMDB41196

Metabolite Identification

Common Name

Edulisin IV

Description

Edulisin IV belongs to the class of organic compounds known as angular furanocoumarins. These are furanocoumarins, with a structure characterized by a furan ring angularly fused to a coumarin. Edulisin IV has been detected, but not quantified in, green vegetables. This could make edulisin IV a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Edulisin IV.

Structure

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


  Mrv0541 02241208012D          

 26 28  0  0  0  0            999 V2000
    1.6777    0.7102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9630    1.1225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2498    0.7102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0780   -0.0964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6291   -0.7093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7426   -0.1830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0778    0.5701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4649    1.1225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4649    1.9471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2498    2.3593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9630    1.9471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6777    2.3593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3923    1.9471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3923    1.1225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1055    0.7102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5671   -1.6109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1548   -0.8963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4402   -1.3086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8680   -0.4839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6930   -0.4839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1055    0.2305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1055   -1.1984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3436   -1.1218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3436   -1.9468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0581   -0.7093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0581   -2.3593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 14  1  0  0  0  0
  2  3  1  0  0  0  0
  2 11  2  0  0  0  0
  3  4  1  0  0  0  0
  3  8  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 17  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
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
  5 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 24 26  1  0  0  0  0
M  END

HMDB0041196
     RDKit          3D
Edulisin IV
 46 48  0  0  0  0  0  0  0  0999 V2000
   -2.4600    4.3697    1.9033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8763    3.0739    1.2555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6723    2.2542    0.9750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5393    2.7034    1.2764 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7443    0.9970    0.3865 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5465    0.2840    0.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3899   -0.0771   -1.2794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5770   -1.4238   -1.4301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4740   -1.9838   -2.7150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1882   -1.1679   -3.7876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0048    0.1902   -3.5984 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2843    1.0434   -4.6490 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4608    2.4093   -4.4018 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3501    2.9143   -3.1243 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5125    4.1424   -2.9233 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0750    2.0645   -2.1646 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0984    0.7721   -2.3548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8477   -1.9830   -0.1876 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5262   -1.0514    0.8316 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8494   -1.4331    1.3572 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3810   -0.4572    2.3527 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8155   -1.4862    0.1822 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7290   -2.7510    1.8557 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7512   -3.4734    2.4249 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4541   -4.8640    2.9041 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8832   -2.9494    2.5220 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6876    4.2281    2.6776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3775    4.8488    2.2968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0610    5.0845    1.1366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3889    3.2255    0.2919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5389    2.5168    1.9726 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3575    0.8290    0.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6293   -3.0536   -2.7928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1078   -1.5961   -4.7797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3638    0.6143   -5.6366 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6846    3.0293   -5.2547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2709   -1.0788    1.6553 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2672    0.0864    1.9633 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6492    0.3175    2.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6668   -0.9823    3.3069 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5125   -2.3216   -0.4790 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8507   -0.5071   -0.3662 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8402   -1.7192    0.5446 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2657   -4.8889    3.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3942   -5.4457    2.6990 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6080   -5.3040    2.3461 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
  8 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 19  6  1  0
 17  7  1  0
 17 11  2  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  6 32  1  0
  9 33  1  0
 10 34  1  0
 12 35  1  0
 13 36  1  0
 19 37  1  0
 21 38  1  0
 21 39  1  0
 21 40  1  0
 22 41  1  0
 22 42  1  0
 22 43  1  0
 25 44  1  0
 25 45  1  0
 25 46  1  0
M  END


  Mrv0541 02241208012D          

 26 28  0  0  0  0            999 V2000
    1.6777    0.7102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9630    1.1225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2498    0.7102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0780   -0.0964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6291   -0.7093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7426   -0.1830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0778    0.5701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4649    1.1225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4649    1.9471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2498    2.3593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9630    1.9471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6777    2.3593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3923    1.9471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3923    1.1225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1055    0.7102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5671   -1.6109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1548   -0.8963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4402   -1.3086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8680   -0.4839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6930   -0.4839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1055    0.2305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1055   -1.1984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3436   -1.1218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3436   -1.9468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0581   -0.7093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0581   -2.3593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 14  1  0  0  0  0
  2  3  1  0  0  0  0
  2 11  2  0  0  0  0
  3  4  1  0  0  0  0
  3  8  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 17  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
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
  5 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 24 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041196

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(=O)OC1C(OC2=C1C1=C(C=C2)C=CC(=O)O1)C(C)(C)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H20O7/c1-5-13(21)24-17-15-12(23-18(17)19(3,4)26-10(2)20)8-6-11-7-9-14(22)25-16(11)15/h6-9,17-18H,5H2,1-4H3

> <INCHI_KEY>
YPBNKPNGOBYSJH-UHFFFAOYSA-N

> <FORMULA>
C19H20O7

> <MOLECULAR_WEIGHT>
360.3579

> <EXACT_MASS>
360.120902994

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
36.50788650368246

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-[2-(acetyloxy)propan-2-yl]-2-oxo-2H,8H,9H-furo[2,3-h]chromen-9-yl propanoate

> <ALOGPS_LOGP>
2.88

> <JCHEM_LOGP>
2.3961841276666673

> <ALOGPS_LOGS>
-4.10

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.904487869967742

> <JCHEM_POLAR_SURFACE_AREA>
88.13

> <JCHEM_REFRACTIVITY>
90.47829999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.89e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-[2-(acetyloxy)propan-2-yl]-2-oxo-8H,9H-furo[2,3-h]chromen-9-yl propanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041196
     RDKit          3D
Edulisin IV
 46 48  0  0  0  0  0  0  0  0999 V2000
   -2.4600    4.3697    1.9033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8763    3.0739    1.2555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6723    2.2542    0.9750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5393    2.7034    1.2764 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7443    0.9970    0.3865 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5465    0.2840    0.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3899   -0.0771   -1.2794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5770   -1.4238   -1.4301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4740   -1.9838   -2.7150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1882   -1.1679   -3.7876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0048    0.1902   -3.5984 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2843    1.0434   -4.6490 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4608    2.4093   -4.4018 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3501    2.9143   -3.1243 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5125    4.1424   -2.9233 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0750    2.0645   -2.1646 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0984    0.7721   -2.3548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8477   -1.9830   -0.1876 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5262   -1.0514    0.8316 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8494   -1.4331    1.3572 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3810   -0.4572    2.3527 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8155   -1.4862    0.1822 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7290   -2.7510    1.8557 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7512   -3.4734    2.4249 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4541   -4.8640    2.9041 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8832   -2.9494    2.5220 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6876    4.2281    2.6776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3775    4.8488    2.2968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0610    5.0845    1.1366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3889    3.2255    0.2919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5389    2.5168    1.9726 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3575    0.8290    0.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6293   -3.0536   -2.7928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1078   -1.5961   -4.7797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3638    0.6143   -5.6366 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6846    3.0293   -5.2547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2709   -1.0788    1.6553 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2672    0.0864    1.9633 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6492    0.3175    2.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6668   -0.9823    3.3069 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5125   -2.3216   -0.4790 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8507   -0.5071   -0.3662 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8402   -1.7192    0.5446 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2657   -4.8889    3.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3942   -5.4457    2.6990 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6080   -5.3040    2.3461 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
  8 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 19  6  1  0
 17  7  1  0
 17 11  2  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  6 32  1  0
  9 33  1  0
 10 34  1  0
 12 35  1  0
 13 36  1  0
 19 37  1  0
 21 38  1  0
 21 39  1  0
 21 40  1  0
 22 41  1  0
 22 42  1  0
 22 43  1  0
 25 44  1  0
 25 45  1  0
 25 46  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       3.132   1.326   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.798   2.095   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.466   1.326   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.146  -0.180   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.174  -1.324   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -1.386  -0.342   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.012   1.064   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.868   2.095   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.868   3.635   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.466   4.404   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.798   3.635   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.132   4.404   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.466   3.635   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.466   2.095   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       5.797   1.326   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -2.925  -3.007   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.156  -1.673   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.822  -2.443   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -3.487  -0.903   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -5.027  -0.903   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -5.797   0.430   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -5.797  -2.237   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.508  -2.094   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.508  -3.634   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       3.842  -1.324   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       3.842  -4.404   0.000  0.00  0.00           C+0
CONECT    1    2   14                                                       
CONECT    2    1    3   11                                                  
CONECT    3    2    4    8                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4   23                                                       
CONECT    6    4    7   17                                                  
CONECT    7    6    8                                                       
CONECT    8    3    7    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11    2   10   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14    1   13   15                                                  
CONECT   15   14                                                            
CONECT   16   17                                                            
CONECT   17    6   16   18   19                                             
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23    5   24   25                                                  
CONECT   24   23   26                                                       
CONECT   25   23                                                            
CONECT   26   24                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

COMPND    HMDB0041196
HETATM    1  C1  UNL     1      -2.460   4.370   1.903  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.876   3.074   1.255  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.672   2.254   0.975  1.00  0.00           C  
HETATM    4  O1  UNL     1      -0.539   2.703   1.276  1.00  0.00           O  
HETATM    5  O2  UNL     1      -1.744   0.997   0.386  1.00  0.00           O  
HETATM    6  C4  UNL     1      -0.546   0.284   0.154  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.390  -0.077  -1.279  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.577  -1.424  -1.430  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.474  -1.984  -2.715  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.188  -1.168  -3.788  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.005   0.190  -3.598  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.284   1.043  -4.649  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.461   2.409  -4.402  1.00  0.00           C  
HETATM   14  C12 UNL     1       0.350   2.914  -3.124  1.00  0.00           C  
HETATM   15  O3  UNL     1       0.513   4.142  -2.923  1.00  0.00           O  
HETATM   16  O4  UNL     1       0.075   2.065  -2.165  1.00  0.00           O  
HETATM   17  C13 UNL     1      -0.098   0.772  -2.355  1.00  0.00           C  
HETATM   18  O5  UNL     1      -0.848  -1.983  -0.188  1.00  0.00           O  
HETATM   19  C14 UNL     1      -0.526  -1.051   0.832  1.00  0.00           C  
HETATM   20  C15 UNL     1       0.849  -1.433   1.357  1.00  0.00           C  
HETATM   21  C16 UNL     1       1.381  -0.457   2.353  1.00  0.00           C  
HETATM   22  C17 UNL     1       1.816  -1.486   0.182  1.00  0.00           C  
HETATM   23  O6  UNL     1       0.729  -2.751   1.856  1.00  0.00           O  
HETATM   24  C18 UNL     1       1.751  -3.473   2.425  1.00  0.00           C  
HETATM   25  C19 UNL     1       1.454  -4.864   2.904  1.00  0.00           C  
HETATM   26  O7  UNL     1       2.883  -2.949   2.522  1.00  0.00           O  
HETATM   27  H1  UNL     1      -1.688   4.228   2.678  1.00  0.00           H  
HETATM   28  H2  UNL     1      -3.378   4.849   2.297  1.00  0.00           H  
HETATM   29  H3  UNL     1      -2.061   5.085   1.137  1.00  0.00           H  
HETATM   30  H4  UNL     1      -3.389   3.225   0.292  1.00  0.00           H  
HETATM   31  H5  UNL     1      -3.539   2.517   1.973  1.00  0.00           H  
HETATM   32  H6  UNL     1       0.358   0.829   0.475  1.00  0.00           H  
HETATM   33  H7  UNL     1      -0.629  -3.054  -2.793  1.00  0.00           H  
HETATM   34  H8  UNL     1      -0.108  -1.596  -4.780  1.00  0.00           H  
HETATM   35  H9  UNL     1       0.364   0.614  -5.637  1.00  0.00           H  
HETATM   36  H10 UNL     1       0.685   3.029  -5.255  1.00  0.00           H  
HETATM   37  H11 UNL     1      -1.271  -1.079   1.655  1.00  0.00           H  
HETATM   38  H12 UNL     1       2.267   0.086   1.963  1.00  0.00           H  
HETATM   39  H13 UNL     1       0.649   0.317   2.656  1.00  0.00           H  
HETATM   40  H14 UNL     1       1.667  -0.982   3.307  1.00  0.00           H  
HETATM   41  H15 UNL     1       1.512  -2.322  -0.479  1.00  0.00           H  
HETATM   42  H16 UNL     1       1.851  -0.507  -0.366  1.00  0.00           H  
HETATM   43  H17 UNL     1       2.840  -1.719   0.545  1.00  0.00           H  
HETATM   44  H18 UNL     1       1.266  -4.889   3.993  1.00  0.00           H  
HETATM   45  H19 UNL     1       2.394  -5.446   2.699  1.00  0.00           H  
HETATM   46  H20 UNL     1       0.608  -5.304   2.346  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3   30   31
CONECT    3    4    4    5
CONECT    5    6
CONECT    6    7   19   32
CONECT    7    8    8   17
CONECT    8    9   18
CONECT    9   10   10   33
CONECT   10   11   34
CONECT   11   12   17   17
CONECT   12   13   13   35
CONECT   13   14   36
CONECT   14   15   15   16
CONECT   16   17
CONECT   18   19
CONECT   19   20   37
CONECT   20   21   22   23
CONECT   21   38   39   40
CONECT   22   41   42   43
CONECT   23   24
CONECT   24   25   26   26
CONECT   25   44   45   46
END

HMDB0041196
     RDKit          3D
Edulisin IV
 46 48  0  0  0  0  0  0  0  0999 V2000
   -2.4600    4.3697    1.9033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8763    3.0739    1.2555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6723    2.2542    0.9750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5393    2.7034    1.2764 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7443    0.9970    0.3865 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5465    0.2840    0.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3899   -0.0771   -1.2794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5770   -1.4238   -1.4301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4740   -1.9838   -2.7150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1882   -1.1679   -3.7876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0048    0.1902   -3.5984 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2843    1.0434   -4.6490 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4608    2.4093   -4.4018 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3501    2.9143   -3.1243 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5125    4.1424   -2.9233 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0750    2.0645   -2.1646 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0984    0.7721   -2.3548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8477   -1.9830   -0.1876 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5262   -1.0514    0.8316 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8494   -1.4331    1.3572 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3810   -0.4572    2.3527 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8155   -1.4862    0.1822 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7290   -2.7510    1.8557 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7512   -3.4734    2.4249 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4541   -4.8640    2.9041 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8832   -2.9494    2.5220 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6876    4.2281    2.6776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3775    4.8488    2.2968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0610    5.0845    1.1366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3889    3.2255    0.2919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5389    2.5168    1.9726 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3575    0.8290    0.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6293   -3.0536   -2.7928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1078   -1.5961   -4.7797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3638    0.6143   -5.6366 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6846    3.0293   -5.2547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2709   -1.0788    1.6553 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2672    0.0864    1.9633 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6492    0.3175    2.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6668   -0.9823    3.3069 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5125   -2.3216   -0.4790 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8507   -0.5071   -0.3662 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8402   -1.7192    0.5446 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2657   -4.8889    3.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3942   -5.4457    2.6990 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6080   -5.3040    2.3461 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
  8 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 19  6  1  0
 17  7  1  0
 17 11  2  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  6 32  1  0
  9 33  1  0
 10 34  1  0
 12 35  1  0
 13 36  1  0
 19 37  1  0
 21 38  1  0
 21 39  1  0
 21 40  1  0
 22 41  1  0
 22 42  1  0
 22 43  1  0
 25 44  1  0
 25 45  1  0
 25 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
8-[2-(Acetyloxy)propan-2-yl]-2-oxo-2H,8H,9H-furo[2,3-H]chromen-9-yl propanoic acid	HMDB
3'-Propionyloxy-4'-acetoxy-2',3'-dihydrooroselol	HMDB
3'-Propyryloxy-4'-acetoxy-2',3'-dihydrooroselol	HMDB
Edulisin IV	MeSH

Chemical Formula

C₁₉H₂₀O₇

Average Molecular Weight

360.3579

Monoisotopic Molecular Weight

360.120902994

IUPAC Name

8-[2-(acetyloxy)propan-2-yl]-2-oxo-2H,8H,9H-furo[2,3-h]chromen-9-yl propanoate

Traditional Name

8-[2-(acetyloxy)propan-2-yl]-2-oxo-8H,9H-furo[2,3-h]chromen-9-yl propanoate

CAS Registry Number

158446-38-9

SMILES

CCC(=O)OC1C(OC2=C1C1=C(C=C2)C=CC(=O)O1)C(C)(C)OC(C)=O

InChI Identifier

InChI=1S/C19H20O7/c1-5-13(21)24-17-15-12(23-18(17)19(3,4)26-10(2)20)8-6-11-7-9-14(22)25-16(11)15/h6-9,17-18H,5H2,1-4H3

InChI Key

YPBNKPNGOBYSJH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as angular furanocoumarins. These are furanocoumarins, with a structure characterized by a furan ring angularly fused to a coumarin.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Furanocoumarins

Direct Parent

Angular furanocoumarins

Alternative Parents

Substituents

Angular furanocoumarin
Benzopyran
1-benzopyran
Coumaran
Alkyl aryl ether
Pyranone
Dicarboxylic acid or derivatives
Benzenoid
Pyran
Heteroaromatic compound
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0041196)
Cell membrane (HMDB: HMDB0041196)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041196)

Source

Exogenous

Exogenous (HMDB: HMDB0041196)

Food

Food (HMDB: HMDB0041196)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Endogenous

Plant

Plant (HMDB: HMDB0041196)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0041196)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	119 - 120 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	21.1 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.029 g/L	ALOGPS
logP	2.88	ALOGPS
logP	2.4	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	88.13 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	90.48 m³·mol⁻¹	ChemAxon
Polarizability	36.51 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	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	183.319	31661259
DarkChem	[M-H]-	180.707	31661259
DeepCCS	[M+H]+	179.486	30932474
DeepCCS	[M-H]-	177.128	30932474
DeepCCS	[M-2H]-	211.112	30932474
DeepCCS	[M+Na]+	186.34	30932474
AllCCS	[M+H]+	183.2	32859911
AllCCS	[M+H-H2O]+	180.3	32859911
AllCCS	[M+NH4]+	186.0	32859911
AllCCS	[M+Na]+	186.7	32859911
AllCCS	[M-H]-	188.8	32859911
AllCCS	[M+Na-2H]-	188.8	32859911
AllCCS	[M+HCOO]-	188.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Edulisin IV	CCC(=O)OC1C(OC2=C1C1=C(C=C2)C=CC(=O)O1)C(C)(C)OC(C)=O	3608.7	Standard polar	33892256
Edulisin IV	CCC(=O)OC1C(OC2=C1C1=C(C=C2)C=CC(=O)O1)C(C)(C)OC(C)=O	2418.8	Standard non polar	33892256
Edulisin IV	CCC(=O)OC1C(OC2=C1C1=C(C=C2)C=CC(=O)O1)C(C)(C)OC(C)=O	2632.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Edulisin IV GC-MS (Non-derivatized) - 70eV, Positive	splash10-0zi3-9332000000-ea3a2b04feec84fba313	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Edulisin IV 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 - Edulisin IV 10V, Positive-QTOF	splash10-0nmi-4139000000-e5ec62ae5a0514c3bc15	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulisin IV 20V, Positive-QTOF	splash10-0pbi-9264000000-aa7b7d54d3c86bc586bf	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulisin IV 40V, Positive-QTOF	splash10-0a4i-9630000000-6a4f3e3896eb6767a815	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulisin IV 10V, Negative-QTOF	splash10-0a4i-8029000000-e4bf4de4229a2bf1193f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulisin IV 20V, Negative-QTOF	splash10-0a4i-9043000000-6ace25f65e3a9a707580	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulisin IV 40V, Negative-QTOF	splash10-0a4i-9010000000-58944478fc3c7ce07212	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulisin IV 10V, Negative-QTOF	splash10-0a4i-9030000000-0788d70b5ff86f666ac4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulisin IV 20V, Negative-QTOF	splash10-0a4i-9111000000-060256640d7f9ccc51c6	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulisin IV 40V, Negative-QTOF	splash10-052u-9720000000-0ad0deaae18c72d7a55f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulisin IV 10V, Positive-QTOF	splash10-0002-0094000000-b0887269f0080eaa850b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulisin IV 20V, Positive-QTOF	splash10-004j-0092000000-d007be1cc44e84556379	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulisin IV 40V, Positive-QTOF	splash10-004l-3290000000-9798dd9eab66cf562d3f	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB021095

KNApSAcK ID

C00019858

Chemspider ID

35015123

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131753064

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1890381

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Edulisin IV (HMDB0041196)

MOL for HMDB0041196 (Edulisin IV)

3D MOL for HMDB0041196 (Edulisin IV)

3D SDF for HMDB0041196 (Edulisin IV)

3D-SDF for HMDB0041196 (Edulisin IV)

PDB for HMDB0041196 (Edulisin IV)

3D PDB for HMDB0041196 (Edulisin IV)

SMILES for HMDB0041196 (Edulisin IV)

INCHI for HMDB0041196 (Edulisin IV)

Structure for HMDB0041196 (Edulisin IV)

3D Structure for HMDB0041196 (Edulisin IV)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra