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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:37:50 UTC

Update Date

2022-03-07 02:52:36 UTC

HMDB ID

HMDB0030593

Secondary Accession Numbers

HMDB30593

Metabolite Identification

Common Name

Edulisin II

Description

Edulisin II 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. Based on a literature review very few articles have been published on Edulisin II.

Structure

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


  Mrv0541 05061305222D          

 31 33  0  0  0  0            999 V2000
    0.7220   -3.1334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3230   -1.7612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4135   -3.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9853   -3.3002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9267   -1.0931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7959    0.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5837    1.8150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3245    1.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4083    1.7892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1101    0.4383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7108   -2.1018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7380   -2.0856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9186   -2.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7123   -2.9102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1491    1.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7983    1.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2799   -0.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9074   -1.3006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0368   -1.6510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3637    0.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5391    0.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8963   -0.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6601    0.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3613   -0.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1547   -0.9900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3119   -0.7297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3098   -2.0410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5995    0.8656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1045   -0.3145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6996   -1.0703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0626   -0.8264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  7  2  0  0  0  0
 10  8  2  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13 11  2  0  0  0  0
 14  3  1  0  0  0  0
 14  4  1  0  0  0  0
 14 12  2  0  0  0  0
 15  7  1  0  0  0  0
 15  8  1  0  0  0  0
 16  9  1  0  0  0  0
 17 10  1  0  0  0  0
 18 11  1  0  0  0  0
 19 12  1  0  0  0  0
 20 16  2  0  0  0  0
 21 15  2  0  0  0  0
 21 20  1  0  0  0  0
 22 20  1  0  0  0  0
 23 22  1  0  0  0  0
 24  5  1  0  0  0  0
 24  6  1  0  0  0  0
 24 23  1  0  0  0  0
 25 17  2  0  0  0  0
 26 18  2  0  0  0  0
 27 19  2  0  0  0  0
 28 16  1  0  0  0  0
 28 23  1  0  0  0  0
 29 17  1  0  0  0  0
 29 21  1  0  0  0  0
 30 18  1  0  0  0  0
 30 22  1  0  0  0  0
 31 19  1  0  0  0  0
 31 24  1  0  0  0  0
M  END

HMDB0030593
     RDKit          3D
Edulisin II
 57 59  0  0  0  0  0  0  0  0999 V2000
   -2.3055   -2.6076   -2.1084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6876   -2.6586   -0.6861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5478   -3.8030   -0.2380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3260   -1.7740    0.2078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4904   -0.6442   -0.1749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1117   -0.5067   -1.3557 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0748    0.3236    0.7270 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2863    1.4212    0.4509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8972    2.7192    0.8272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2975    3.1196    1.9876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6972    4.3135    2.5473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6742    5.0855    1.9568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2919    4.6901    0.7770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2697    5.4468    0.1713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8623    5.0142   -1.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3938    3.8088   -1.4881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8977    3.3719   -2.5549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4628    3.1209   -0.8817 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8694    3.4911    0.2429 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6604    2.1527    2.3753 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0075    1.5018    1.1939 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7467    0.2259    1.3582 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0497    0.5335    2.0679 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0314   -0.8363    2.1056 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0067   -0.2793    0.0385 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6944   -1.4807   -0.1532 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0777   -2.1051    0.8527 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9124   -1.9143   -1.5290 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5545   -3.0383   -1.7692 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7548   -3.4430   -3.1892 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0692   -3.8875   -0.6896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6534   -1.6908   -2.6308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7381   -3.4876   -2.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1836   -2.6535   -2.2427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2115   -4.0485   -1.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9334   -4.6571    0.1070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2021   -3.4044    0.5628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6637   -1.9071    1.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0336    1.3964   -0.6495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2296    4.6579    3.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0013    6.0311    2.3861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5665    6.3741    0.6243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6318    5.5903   -1.5034 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6718    2.2004    0.6167 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8029    0.9767    1.4109 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8148    1.3051    2.8512 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4135   -0.3544    2.6290 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6739   -1.6757    1.4485 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7349   -1.3216    2.8121 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1929   -0.4520    2.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5552   -1.3284   -2.3643 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9368   -2.5003   -3.7694 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6196   -4.1365   -3.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8587   -3.9157   -3.6281 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5914   -4.7691   -1.1463 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8027   -3.3373   -0.0840 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2581   -4.2535   -0.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 10 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  2  3
 29 30  1  0
 29 31  1  0
 21  8  1  0
 19  9  1  0
 19 13  2  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  8 39  1  0
 11 40  1  0
 12 41  1  0
 14 42  1  0
 15 43  1  0
 21 44  1  0
 23 45  1  0
 23 46  1  0
 23 47  1  0
 24 48  1  0
 24 49  1  0
 24 50  1  0
 28 51  1  0
 30 52  1  0
 30 53  1  0
 30 54  1  0
 31 55  1  0
 31 56  1  0
 31 57  1  0
M  END


  Mrv0541 05061305222D          

 31 33  0  0  0  0            999 V2000
    0.7220   -3.1334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3230   -1.7612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4135   -3.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9853   -3.3002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9267   -1.0931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7959    0.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5837    1.8150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3245    1.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4083    1.7892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1101    0.4383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7108   -2.1018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7380   -2.0856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9186   -2.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7123   -2.9102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1491    1.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7983    1.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2799   -0.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9074   -1.3006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0368   -1.6510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3637    0.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5391    0.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8963   -0.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6601    0.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3613   -0.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1547   -0.9900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3119   -0.7297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3098   -2.0410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5995    0.8656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1045   -0.3145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6996   -1.0703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0626   -0.8264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  7  2  0  0  0  0
 10  8  2  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13 11  2  0  0  0  0
 14  3  1  0  0  0  0
 14  4  1  0  0  0  0
 14 12  2  0  0  0  0
 15  7  1  0  0  0  0
 15  8  1  0  0  0  0
 16  9  1  0  0  0  0
 17 10  1  0  0  0  0
 18 11  1  0  0  0  0
 19 12  1  0  0  0  0
 20 16  2  0  0  0  0
 21 15  2  0  0  0  0
 21 20  1  0  0  0  0
 22 20  1  0  0  0  0
 23 22  1  0  0  0  0
 24  5  1  0  0  0  0
 24  6  1  0  0  0  0
 24 23  1  0  0  0  0
 25 17  2  0  0  0  0
 26 18  2  0  0  0  0
 27 19  2  0  0  0  0
 28 16  1  0  0  0  0
 28 23  1  0  0  0  0
 29 17  1  0  0  0  0
 29 21  1  0  0  0  0
 30 18  1  0  0  0  0
 30 22  1  0  0  0  0
 31 19  1  0  0  0  0
 31 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030593

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C24H26O7/c1-13(2)11-18(26)30-22-20-16(9-7-15-8-10-17(25)29-21(15)20)28-23(22)24(5,6)31-19(27)12-14(3)4/h7-12,22-23H,1-6H3

> <INCHI_KEY>
QMDNUCYGVSWWRO-UHFFFAOYSA-N

> <FORMULA>
C24H26O7

> <MOLECULAR_WEIGHT>
426.459

> <EXACT_MASS>
426.167853186

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
44.20910883929679

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{9-[(3-methylbut-2-enoyl)oxy]-2-oxo-2H,8H,9H-furo[2,3-h]chromen-8-yl}propan-2-yl 3-methylbut-2-enoate

> <ALOGPS_LOGP>
4.57

> <JCHEM_LOGP>
4.934893494

> <ALOGPS_LOGS>
-5.06

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.900425948252565

> <JCHEM_POLAR_SURFACE_AREA>
88.13000000000001

> <JCHEM_REFRACTIVITY>
115.05779999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.70e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{9-[(3-methylbut-2-enoyl)oxy]-2-oxo-8H,9H-furo[2,3-h]chromen-8-yl}propan-2-yl 3-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030593
     RDKit          3D
Edulisin II
 57 59  0  0  0  0  0  0  0  0999 V2000
   -2.3055   -2.6076   -2.1084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6876   -2.6586   -0.6861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5478   -3.8030   -0.2380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3260   -1.7740    0.2078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4904   -0.6442   -0.1749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1117   -0.5067   -1.3557 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0748    0.3236    0.7270 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2863    1.4212    0.4509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8972    2.7192    0.8272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2975    3.1196    1.9876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6972    4.3135    2.5473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6742    5.0855    1.9568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2919    4.6901    0.7770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2697    5.4468    0.1713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8623    5.0142   -1.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3938    3.8088   -1.4881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8977    3.3719   -2.5549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4628    3.1209   -0.8817 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8694    3.4911    0.2429 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6604    2.1527    2.3753 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0075    1.5018    1.1939 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7467    0.2259    1.3582 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0497    0.5335    2.0679 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0314   -0.8363    2.1056 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0067   -0.2793    0.0385 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6944   -1.4807   -0.1532 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0777   -2.1051    0.8527 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9124   -1.9143   -1.5290 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5545   -3.0383   -1.7692 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7548   -3.4430   -3.1892 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0692   -3.8875   -0.6896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6534   -1.6908   -2.6308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7381   -3.4876   -2.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1836   -2.6535   -2.2427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2115   -4.0485   -1.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9334   -4.6571    0.1070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2021   -3.4044    0.5628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6637   -1.9071    1.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0336    1.3964   -0.6495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2296    4.6579    3.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0013    6.0311    2.3861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5665    6.3741    0.6243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6318    5.5903   -1.5034 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6718    2.2004    0.6167 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8029    0.9767    1.4109 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8148    1.3051    2.8512 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4135   -0.3544    2.6290 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6739   -1.6757    1.4485 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7349   -1.3216    2.8121 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1929   -0.4520    2.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5552   -1.3284   -2.3643 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9368   -2.5003   -3.7694 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6196   -4.1365   -3.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8587   -3.9157   -3.6281 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5914   -4.7691   -1.1463 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8027   -3.3373   -0.0840 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2581   -4.2535   -0.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 10 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  2  3
 29 30  1  0
 29 31  1  0
 21  8  1  0
 19  9  1  0
 19 13  2  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  8 39  1  0
 11 40  1  0
 12 41  1  0
 14 42  1  0
 15 43  1  0
 21 44  1  0
 23 45  1  0
 23 46  1  0
 23 47  1  0
 24 48  1  0
 24 49  1  0
 24 50  1  0
 28 51  1  0
 30 52  1  0
 30 53  1  0
 30 54  1  0
 31 55  1  0
 31 56  1  0
 31 57  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       1.348  -5.849   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.603  -3.288   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.972  -6.244   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.306  -6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.330  -2.040   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.952   0.578   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.956   3.388   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.606   2.127   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.495   3.340   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.206   0.818   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.193  -3.923   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.711  -3.893   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.715  -4.353   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.663  -5.432   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.145   2.079   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.223   1.983   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.522  -0.539   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.560  -2.428   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.402  -3.082   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.412   0.674   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.873   0.722   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.406  -0.502   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.832   0.080   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.141  -0.731   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -0.289  -1.848   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       2.449  -1.362   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       8.045  -3.810   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       6.719   1.616   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       2.062  -0.587   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       5.039  -1.998   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       9.450  -1.543   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   13                                                            
CONECT    3   14                                                            
CONECT    4   14                                                            
CONECT    5   24                                                            
CONECT    6   24                                                            
CONECT    7    9   15                                                       
CONECT    8   10   15                                                       
CONECT    9    7   16                                                       
CONECT   10    8   17                                                       
CONECT   11   13   18                                                       
CONECT   12   14   19                                                       
CONECT   13    1    2   11                                                  
CONECT   14    3    4   12                                                  
CONECT   15    7    8   21                                                  
CONECT   16    9   20   28                                                  
CONECT   17   10   25   29                                                  
CONECT   18   11   26   30                                                  
CONECT   19   12   27   31                                                  
CONECT   20   16   21   22                                                  
CONECT   21   15   20   29                                                  
CONECT   22   20   23   30                                                  
CONECT   23   22   24   28                                                  
CONECT   24    5    6   23   31                                             
CONECT   25   17                                                            
CONECT   26   18                                                            
CONECT   27   19                                                            
CONECT   28   16   23                                                       
CONECT   29   17   21                                                       
CONECT   30   18   22                                                       
CONECT   31   19   24                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

COMPND    HMDB0030593
HETATM    1  C1  UNL     1      -2.305  -2.608  -2.108  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.688  -2.659  -0.686  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.548  -3.803  -0.238  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.326  -1.774   0.208  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.490  -0.644  -0.175  1.00  0.00           C  
HETATM    6  O1  UNL     1      -1.112  -0.507  -1.356  1.00  0.00           O  
HETATM    7  O2  UNL     1      -1.075   0.324   0.727  1.00  0.00           O  
HETATM    8  C6  UNL     1      -0.286   1.421   0.451  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.897   2.719   0.827  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.298   3.120   1.988  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.697   4.313   2.547  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.674   5.086   1.957  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.292   4.690   0.777  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.270   5.447   0.171  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.862   5.014  -1.009  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.394   3.809  -1.488  1.00  0.00           C  
HETATM   17  O3  UNL     1      -3.898   3.372  -2.555  1.00  0.00           O  
HETATM   18  O4  UNL     1      -2.463   3.121  -0.882  1.00  0.00           O  
HETATM   19  C15 UNL     1      -1.869   3.491   0.243  1.00  0.00           C  
HETATM   20  O5  UNL     1       0.660   2.153   2.375  1.00  0.00           O  
HETATM   21  C16 UNL     1       1.008   1.502   1.194  1.00  0.00           C  
HETATM   22  C17 UNL     1       1.747   0.226   1.358  1.00  0.00           C  
HETATM   23  C18 UNL     1       3.050   0.533   2.068  1.00  0.00           C  
HETATM   24  C19 UNL     1       1.031  -0.836   2.106  1.00  0.00           C  
HETATM   25  O6  UNL     1       2.007  -0.279   0.038  1.00  0.00           O  
HETATM   26  C20 UNL     1       2.694  -1.481  -0.153  1.00  0.00           C  
HETATM   27  O7  UNL     1       3.078  -2.105   0.853  1.00  0.00           O  
HETATM   28  C21 UNL     1       2.912  -1.914  -1.529  1.00  0.00           C  
HETATM   29  C22 UNL     1       3.555  -3.038  -1.769  1.00  0.00           C  
HETATM   30  C23 UNL     1       3.755  -3.443  -3.189  1.00  0.00           C  
HETATM   31  C24 UNL     1       4.069  -3.887  -0.690  1.00  0.00           C  
HETATM   32  H1  UNL     1      -2.653  -1.691  -2.631  1.00  0.00           H  
HETATM   33  H2  UNL     1      -2.738  -3.488  -2.622  1.00  0.00           H  
HETATM   34  H3  UNL     1      -1.184  -2.653  -2.243  1.00  0.00           H  
HETATM   35  H4  UNL     1      -4.211  -4.049  -1.086  1.00  0.00           H  
HETATM   36  H5  UNL     1      -2.933  -4.657   0.107  1.00  0.00           H  
HETATM   37  H6  UNL     1      -4.202  -3.404   0.563  1.00  0.00           H  
HETATM   38  H7  UNL     1      -2.664  -1.907   1.230  1.00  0.00           H  
HETATM   39  H8  UNL     1      -0.034   1.396  -0.650  1.00  0.00           H  
HETATM   40  H9  UNL     1      -0.230   4.658   3.481  1.00  0.00           H  
HETATM   41  H10 UNL     1      -2.001   6.031   2.386  1.00  0.00           H  
HETATM   42  H11 UNL     1      -3.567   6.374   0.624  1.00  0.00           H  
HETATM   43  H12 UNL     1      -4.632   5.590  -1.503  1.00  0.00           H  
HETATM   44  H13 UNL     1       1.672   2.200   0.617  1.00  0.00           H  
HETATM   45  H14 UNL     1       3.803   0.977   1.411  1.00  0.00           H  
HETATM   46  H15 UNL     1       2.815   1.305   2.851  1.00  0.00           H  
HETATM   47  H16 UNL     1       3.413  -0.354   2.629  1.00  0.00           H  
HETATM   48  H17 UNL     1       0.674  -1.676   1.448  1.00  0.00           H  
HETATM   49  H18 UNL     1       1.735  -1.322   2.812  1.00  0.00           H  
HETATM   50  H19 UNL     1       0.193  -0.452   2.740  1.00  0.00           H  
HETATM   51  H20 UNL     1       2.555  -1.328  -2.364  1.00  0.00           H  
HETATM   52  H21 UNL     1       3.937  -2.500  -3.769  1.00  0.00           H  
HETATM   53  H22 UNL     1       4.620  -4.136  -3.233  1.00  0.00           H  
HETATM   54  H23 UNL     1       2.859  -3.916  -3.628  1.00  0.00           H  
HETATM   55  H24 UNL     1       4.591  -4.769  -1.146  1.00  0.00           H  
HETATM   56  H25 UNL     1       4.803  -3.337  -0.084  1.00  0.00           H  
HETATM   57  H26 UNL     1       3.258  -4.253  -0.001  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3    4    4
CONECT    3   35   36   37
CONECT    4    5   38
CONECT    5    6    6    7
CONECT    7    8
CONECT    8    9   21   39
CONECT    9   10   10   19
CONECT   10   11   20
CONECT   11   12   12   40
CONECT   12   13   41
CONECT   13   14   19   19
CONECT   14   15   15   42
CONECT   15   16   43
CONECT   16   17   17   18
CONECT   18   19
CONECT   20   21
CONECT   21   22   44
CONECT   22   23   24   25
CONECT   23   45   46   47
CONECT   24   48   49   50
CONECT   25   26
CONECT   26   27   27   28
CONECT   28   29   29   51
CONECT   29   30   31
CONECT   30   52   53   54
CONECT   31   55   56   57
END

HMDB0030593
     RDKit          3D
Edulisin II
 57 59  0  0  0  0  0  0  0  0999 V2000
   -2.3055   -2.6076   -2.1084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6876   -2.6586   -0.6861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5478   -3.8030   -0.2380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3260   -1.7740    0.2078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4904   -0.6442   -0.1749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1117   -0.5067   -1.3557 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0748    0.3236    0.7270 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2863    1.4212    0.4509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8972    2.7192    0.8272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2975    3.1196    1.9876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6972    4.3135    2.5473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6742    5.0855    1.9568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2919    4.6901    0.7770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2697    5.4468    0.1713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8623    5.0142   -1.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3938    3.8088   -1.4881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8977    3.3719   -2.5549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4628    3.1209   -0.8817 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8694    3.4911    0.2429 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6604    2.1527    2.3753 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0075    1.5018    1.1939 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7467    0.2259    1.3582 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0497    0.5335    2.0679 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0314   -0.8363    2.1056 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0067   -0.2793    0.0385 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6944   -1.4807   -0.1532 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0777   -2.1051    0.8527 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9124   -1.9143   -1.5290 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5545   -3.0383   -1.7692 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7548   -3.4430   -3.1892 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0692   -3.8875   -0.6896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6534   -1.6908   -2.6308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7381   -3.4876   -2.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1836   -2.6535   -2.2427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2115   -4.0485   -1.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9334   -4.6571    0.1070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2021   -3.4044    0.5628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6637   -1.9071    1.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0336    1.3964   -0.6495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2296    4.6579    3.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0013    6.0311    2.3861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5665    6.3741    0.6243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6318    5.5903   -1.5034 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6718    2.2004    0.6167 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8029    0.9767    1.4109 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8148    1.3051    2.8512 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4135   -0.3544    2.6290 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6739   -1.6757    1.4485 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7349   -1.3216    2.8121 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1929   -0.4520    2.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5552   -1.3284   -2.3643 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9368   -2.5003   -3.7694 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6196   -4.1365   -3.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8587   -3.9157   -3.6281 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5914   -4.7691   -1.1463 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8027   -3.3373   -0.0840 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2581   -4.2535   -0.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 10 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  2  3
 29 30  1  0
 29 31  1  0
 21  8  1  0
 19  9  1  0
 19 13  2  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  8 39  1  0
 11 40  1  0
 12 41  1  0
 14 42  1  0
 15 43  1  0
 21 44  1  0
 23 45  1  0
 23 46  1  0
 23 47  1  0
 24 48  1  0
 24 49  1  0
 24 50  1  0
 28 51  1  0
 30 52  1  0
 30 53  1  0
 30 54  1  0
 31 55  1  0
 31 56  1  0
 31 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-{9-[(3-methylbut-2-enoyl)oxy]-2-oxo-2H,8H,9H-furo[2,3-H]chromen-8-yl}propan-2-yl 3-methylbut-2-enoic acid	HMDB

Chemical Formula

C₂₄H₂₆O₇

Average Molecular Weight

426.459

Monoisotopic Molecular Weight

426.167853186

IUPAC Name

2-{9-[(3-methylbut-2-enoyl)oxy]-2-oxo-2H,8H,9H-furo[2,3-h]chromen-8-yl}propan-2-yl 3-methylbut-2-enoate

Traditional Name

2-{9-[(3-methylbut-2-enoyl)oxy]-2-oxo-8H,9H-furo[2,3-h]chromen-8-yl}propan-2-yl 3-methylbut-2-enoate

CAS Registry Number

96608-83-2

SMILES

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

InChI Identifier

InChI=1S/C24H26O7/c1-13(2)11-18(26)30-22-20-16(9-7-15-8-10-17(25)29-21(15)20)28-23(22)24(5,6)31-19(27)12-14(3)4/h7-12,22-23H,1-6H3

InChI Key

QMDNUCYGVSWWRO-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
Fatty acid ester
Pyranone
Dicarboxylic acid or derivatives
Pyran
Fatty acyl
Benzenoid
Heteroaromatic compound
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Lactone
Carboxylic acid ester
Oxacycle
Ether
Carboxylic acid derivative
Organoheterocyclic compound
Organic oxide
Organooxygen compound
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0030593)
Cell membrane (HMDB: HMDB0030593)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030593)

Source

Endogenous

Endogenous (HMDB: HMDB0030593)

Plant

Plant (HMDB: HMDB0030593)

Exogenous

Food

Food (HMDB: HMDB0030593)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Exogenous (HMDB: HMDB0030593)

Process

Not Available

Role

Not Available

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	0.12 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	0.0037 g/L	ALOGPS
logP	4.57	ALOGPS
logP	4.93	ChemAxon
logS	-5.1	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	7	ChemAxon
Refractivity	115.06 m³·mol⁻¹	ChemAxon
Polarizability	44.21 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]+	200.688	31661259
DarkChem	[M-H]-	198.12	31661259
DeepCCS	[M+H]+	201.91	30932474
DeepCCS	[M-H]-	199.515	30932474
DeepCCS	[M-2H]-	232.398	30932474
DeepCCS	[M+Na]+	207.823	30932474
AllCCS	[M+H]+	201.1	32859911
AllCCS	[M+H-H2O]+	198.7	32859911
AllCCS	[M+NH4]+	203.3	32859911
AllCCS	[M+Na]+	203.9	32859911
AllCCS	[M-H]-	206.0	32859911
AllCCS	[M+Na-2H]-	206.0	32859911
AllCCS	[M+HCOO]-	206.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	9.12 minutes	32390414
Predicted by Siyang on May 30, 2022	17.7751 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.19 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	28.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3079.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	410.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	223.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	198.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	82.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	768.9 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	835.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	84.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1335.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	645.9 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	1833.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	432.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	435.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	210.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	374.1 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	8.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Edulisin II	CC(C)=CC(=O)OC1C(OC2=C1C1=C(C=C2)C=CC(=O)O1)C(C)(C)OC(=O)C=C(C)C	4523.9	Standard polar	33892256
Edulisin II	CC(C)=CC(=O)OC1C(OC2=C1C1=C(C=C2)C=CC(=O)O1)C(C)(C)OC(=O)C=C(C)C	2838.3	Standard non polar	33892256
Edulisin II	CC(C)=CC(=O)OC1C(OC2=C1C1=C(C=C2)C=CC(=O)O1)C(C)(C)OC(=O)C=C(C)C	3109.3	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 II GC-MS (Non-derivatized) - 70eV, Positive	splash10-003u-9423100000-6d9793d60a871e5a4798	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Edulisin II 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 II 10V, Positive-QTOF	splash10-004i-5119500000-d908ccdea236acddefd1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulisin II 20V, Positive-QTOF	splash10-0006-9023000000-90d5a29cb632385b1745	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulisin II 40V, Positive-QTOF	splash10-06ry-9440000000-eb0529f55bbd292018f9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulisin II 10V, Negative-QTOF	splash10-005c-6149700000-7fa8689a9db98a171b5c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulisin II 20V, Negative-QTOF	splash10-002g-6059100000-140fd034b497901610c6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulisin II 40V, Negative-QTOF	splash10-0002-9041000000-13db474b0aae2ab6ef4f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulisin II 10V, Negative-QTOF	splash10-004l-1009800000-beb57b57c6d2c5cc3c19	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulisin II 20V, Negative-QTOF	splash10-0a7j-9213100000-be07f7423cc46a35762a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulisin II 40V, Negative-QTOF	splash10-014i-9420000000-11d555647f8e2879e5a7	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulisin II 10V, Positive-QTOF	splash10-004i-0095000000-ca97e5e73f2f7888d426	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulisin II 20V, Positive-QTOF	splash10-004i-1093000000-2d2babb83190dae7da0c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulisin II 40V, Positive-QTOF	splash10-0a4l-9162000000-6cbe2e77e896e088fe69	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

FDB002486

KNApSAcK ID

C00019854

Chemspider ID

35013234

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

76801427

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1821271

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.. .

Enzymes

Enzyme Details

1. Liver carboxylesterase 1

General function:: Lipid transport and metabolism
Specific function:: Involved in the detoxification of xenobiotics and in the activation of ester and amide prodrugs. Hydrolyzes aromatic and aliphatic esters, but has no catalytic activity toward amides or a fatty acyl-CoA ester. Hydrolyzes the methyl ester group of cocaine to form benzoylecgonine. Catalyzes the transesterification of cocaine to form cocaethylene. Displays fatty acid ethyl ester synthase activity, catalyzing the ethyl esterification of oleic acid to ethyloleate.
Gene Name:: CES1
Uniprot ID:: P23141
Molecular weight:: 62520.62

Reactions

Edulisin II → 8-(2-hydroxypropan-2-yl)-2-oxo-2H,8H,9H-furo[2,3-h]chromen-9-yl 3-methylbut-2-enoate	details
Edulisin II → Senecioic acid	details
Edulisin II → 2-{9-hydroxy-2-oxo-2H,8H,9H-furo[2,3-h]chromen-8-yl}propan-2-yl 3-methylbut-2-enoate	details

Showing metabocard for Edulisin II (HMDB0030593)

MOL for HMDB0030593 (Edulisin II)

3D MOL for HMDB0030593 (Edulisin II)

3D SDF for HMDB0030593 (Edulisin II)

3D-SDF for HMDB0030593 (Edulisin II)

PDB for HMDB0030593 (Edulisin II)

3D PDB for HMDB0030593 (Edulisin II)

SMILES for HMDB0030593 (Edulisin II)

INCHI for HMDB0030593 (Edulisin II)

Structure for HMDB0030593 (Edulisin II)

3D Structure for HMDB0030593 (Edulisin II)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions