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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:34:37 UTC

Update Date

2022-03-07 02:52:25 UTC

HMDB ID

HMDB0030080

Secondary Accession Numbers

HMDB30080

Metabolite Identification

Common Name

Wampetin

Description

Wampetin belongs to the class of organic compounds known as psoralens. These are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one. Based on a literature review very few articles have been published on Wampetin.

Structure

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


  Mrv0541 02241215232D          

 27 30  0  0  0  0            999 V2000
   -2.9996    2.7776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4836    2.1106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9996    1.4423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2145    1.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2145    2.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4995    2.9356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7857    2.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0707    2.9356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6441    2.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6441    1.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0707    1.2856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7857    1.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4995    1.2856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4995    0.4606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7857    0.0481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7857   -0.7768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0707   -1.1894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6441   -0.7768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3577   -1.1894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1113   -0.8538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6640   -1.4670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2516   -2.1821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4444   -2.0102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0707   -2.0144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4836   -1.3804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3577    1.2856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5870   -2.9356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  5  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4 13  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7 12  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 26  2  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  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 24  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 23  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 25  1  0  0  0  0
 22 23  1  0  0  0  0
 22 27  2  0  0  0  0
M  END

HMDB0030080
     RDKit          3D
Wampetin
 45 48  0  0  0  0  0  0  0  0999 V2000
   -4.2652    1.0911   -2.4846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1564    0.0665   -1.3913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8982    0.3157   -0.1237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8791   -0.9445    0.6022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4889   -1.2514    1.1650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0275   -0.2233    2.0901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8054    0.0848    3.3515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9315    0.4835    1.8898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0117    0.3761    0.7519 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2987    0.0247    1.2305 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3600   -0.1431    0.3813 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6114   -1.4010   -0.1505 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0340   -2.5724   -0.0312 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6456   -3.4867   -0.7425 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6992   -2.8564   -1.3693 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6953   -1.5256   -1.0051 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4760   -0.4270   -1.2983 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2230    0.8237   -0.7672 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0043    1.9227   -1.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7160    3.1630   -0.5057 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6229    3.2077    0.3343 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3453    4.3391    0.8516 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8977    2.1463    0.5954 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1459    0.9537    0.0837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1458   -1.9393   -0.3425 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3234   -1.3681   -1.5817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5831   -1.9590   -2.6885 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0716    1.8138   -2.1722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3303    1.6816   -2.5797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6033    0.6289   -3.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7385    1.3397    0.2302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6302   -0.9617    1.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5895   -2.2402    1.7140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7655   -1.4489    0.3737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2570    1.0952    3.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5857   -0.6845    3.5270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1123    0.0188    4.2172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6477    1.2498    2.6448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2947   -0.2553   -0.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1282    1.4106    0.3140 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3866   -4.5484   -0.8345 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4075   -3.3321   -2.0348 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3037   -0.5379   -1.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8416    1.8187   -1.7229 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2995    4.0512   -0.7064 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  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
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
  4 25  1  0
 25 26  1  0
 26 27  2  0
 26  2  1  0
 24 11  1  0
 16 12  1  0
 24 18  2  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  7 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 14 41  1  0
 15 42  1  0
 17 43  1  0
 19 44  1  0
 20 45  1  0
M  END


  Mrv0541 02241215232D          

 27 30  0  0  0  0            999 V2000
   -2.9996    2.7776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4836    2.1106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9996    1.4423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2145    1.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2145    2.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4995    2.9356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7857    2.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0707    2.9356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6441    2.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6441    1.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0707    1.2856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7857    1.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4995    1.2856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4995    0.4606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7857    0.0481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7857   -0.7768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0707   -1.1894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6441   -0.7768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3577   -1.1894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1113   -0.8538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6640   -1.4670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2516   -2.1821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4444   -2.0102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0707   -2.0144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4836   -1.3804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3577    1.2856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5870   -2.9356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  5  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4 13  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7 12  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 26  2  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  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 24  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 23  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 25  1  0  0  0  0
 22 23  1  0  0  0  0
 22 27  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030080

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C(CC1OC(=O)C(C)=C1)=C\COC1=C2OC(=O)C=CC2=CC2=C1OC=C2

> <INCHI_IDENTIFIER>
InChI=1S/C21H18O6/c1-12(9-16-10-13(2)21(23)26-16)5-7-25-20-18-15(6-8-24-18)11-14-3-4-17(22)27-19(14)20/h3-6,8,10-11,16H,7,9H2,1-2H3/b12-5-

> <INCHI_KEY>
XVVBVBKVMMNZHB-XGICHPGQSA-N

> <FORMULA>
C21H18O6

> <MOLECULAR_WEIGHT>
366.364

> <EXACT_MASS>
366.110338308

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
36.894449091551465

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-methyl-5-[(2Z)-2-methyl-4-({7-oxo-7H-furo[3,2-g]chromen-9-yl}oxy)but-2-en-1-yl]-2,5-dihydrofuran-2-one

> <ALOGPS_LOGP>
3.72

> <JCHEM_LOGP>
3.6644581049999996

> <ALOGPS_LOGS>
-4.14

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.283053027781822

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4598387960808483

> <JCHEM_POLAR_SURFACE_AREA>
74.97

> <JCHEM_REFRACTIVITY>
99.5142

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.63e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-methyl-5-[(2Z)-2-methyl-4-({7-oxofuro[3,2-g]chromen-9-yl}oxy)but-2-en-1-yl]-5H-furan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030080
     RDKit          3D
Wampetin
 45 48  0  0  0  0  0  0  0  0999 V2000
   -4.2652    1.0911   -2.4846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1564    0.0665   -1.3913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8982    0.3157   -0.1237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8791   -0.9445    0.6022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4889   -1.2514    1.1650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0275   -0.2233    2.0901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8054    0.0848    3.3515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9315    0.4835    1.8898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0117    0.3761    0.7519 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2987    0.0247    1.2305 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3600   -0.1431    0.3813 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6114   -1.4010   -0.1505 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0340   -2.5724   -0.0312 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6456   -3.4867   -0.7425 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6992   -2.8564   -1.3693 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6953   -1.5256   -1.0051 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4760   -0.4270   -1.2983 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2230    0.8237   -0.7672 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0043    1.9227   -1.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7160    3.1630   -0.5057 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6229    3.2077    0.3343 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3453    4.3391    0.8516 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8977    2.1463    0.5954 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1459    0.9537    0.0837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1458   -1.9393   -0.3425 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3234   -1.3681   -1.5817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5831   -1.9590   -2.6885 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0716    1.8138   -2.1722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3303    1.6816   -2.5797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6033    0.6289   -3.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7385    1.3397    0.2302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6302   -0.9617    1.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5895   -2.2402    1.7140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7655   -1.4489    0.3737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2570    1.0952    3.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5857   -0.6845    3.5270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1123    0.0188    4.2172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6477    1.2498    2.6448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2947   -0.2553   -0.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1282    1.4106    0.3140 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3866   -4.5484   -0.8345 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4075   -3.3321   -2.0348 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3037   -0.5379   -1.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8416    1.8187   -1.7229 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2995    4.0512   -0.7064 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  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
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
  4 25  1  0
 25 26  1  0
 26 27  2  0
 26  2  1  0
 24 11  1  0
 16 12  1  0
 24 18  2  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  7 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 14 41  1  0
 15 42  1  0
 17 43  1  0
 19 44  1  0
 20 45  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  C   UNK     0      -5.599   5.185   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.503   3.940   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -5.599   2.692   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -4.134   3.170   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.134   4.710   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.799   5.480   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.467   4.710   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.132   5.480   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.202   4.710   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.202   3.170   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.132   2.400   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.467   3.170   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.799   2.400   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -2.799   0.860   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -1.467   0.090   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.467  -1.450   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.132  -2.220   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.202  -1.450   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.534  -2.220   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.941  -1.594   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.973  -2.738   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.203  -4.073   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.696  -3.752   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -0.132  -3.760   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.503  -2.577   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       2.534   2.400   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       4.829  -5.480   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   13                                                  
CONECT    5    1    4    6                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   26                                                  
CONECT   11   10   12                                                       
CONECT   12    7   11   13                                                  
CONECT   13    4   12   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   24                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   23                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   25                                                  
CONECT   22   21   23   27                                                  
CONECT   23   19   22                                                       
CONECT   24   17                                                            
CONECT   25   21                                                            
CONECT   26   10                                                            
CONECT   27   22                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

COMPND    HMDB0030080
HETATM    1  C1  UNL     1      -4.265   1.091  -2.485  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.156   0.066  -1.391  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.898   0.316  -0.124  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.879  -0.945   0.602  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.489  -1.251   1.165  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.028  -0.223   2.090  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.805   0.085   3.351  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.932   0.484   1.890  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.012   0.376   0.752  1.00  0.00           C  
HETATM   10  O1  UNL     1       1.299   0.025   1.231  1.00  0.00           O  
HETATM   11  C10 UNL     1       2.360  -0.143   0.381  1.00  0.00           C  
HETATM   12  C11 UNL     1       2.611  -1.401  -0.151  1.00  0.00           C  
HETATM   13  O2  UNL     1       2.034  -2.572  -0.031  1.00  0.00           O  
HETATM   14  C12 UNL     1       2.646  -3.487  -0.743  1.00  0.00           C  
HETATM   15  C13 UNL     1       3.699  -2.856  -1.369  1.00  0.00           C  
HETATM   16  C14 UNL     1       3.695  -1.526  -1.005  1.00  0.00           C  
HETATM   17  C15 UNL     1       4.476  -0.427  -1.298  1.00  0.00           C  
HETATM   18  C16 UNL     1       4.223   0.824  -0.767  1.00  0.00           C  
HETATM   19  C17 UNL     1       5.004   1.923  -1.061  1.00  0.00           C  
HETATM   20  C18 UNL     1       4.716   3.163  -0.506  1.00  0.00           C  
HETATM   21  C19 UNL     1       3.623   3.208   0.334  1.00  0.00           C  
HETATM   22  O3  UNL     1       3.345   4.339   0.852  1.00  0.00           O  
HETATM   23  O4  UNL     1       2.898   2.146   0.595  1.00  0.00           O  
HETATM   24  C20 UNL     1       3.146   0.954   0.084  1.00  0.00           C  
HETATM   25  O5  UNL     1      -4.146  -1.939  -0.343  1.00  0.00           O  
HETATM   26  C21 UNL     1      -4.323  -1.368  -1.582  1.00  0.00           C  
HETATM   27  O6  UNL     1      -4.583  -1.959  -2.689  1.00  0.00           O  
HETATM   28  H1  UNL     1      -5.072   1.814  -2.172  1.00  0.00           H  
HETATM   29  H2  UNL     1      -3.330   1.682  -2.580  1.00  0.00           H  
HETATM   30  H3  UNL     1      -4.603   0.629  -3.413  1.00  0.00           H  
HETATM   31  H4  UNL     1      -3.738   1.340   0.230  1.00  0.00           H  
HETATM   32  H5  UNL     1      -4.630  -0.962   1.448  1.00  0.00           H  
HETATM   33  H6  UNL     1      -2.589  -2.240   1.714  1.00  0.00           H  
HETATM   34  H7  UNL     1      -1.765  -1.449   0.374  1.00  0.00           H  
HETATM   35  H8  UNL     1      -3.257   1.095   3.239  1.00  0.00           H  
HETATM   36  H9  UNL     1      -3.586  -0.685   3.527  1.00  0.00           H  
HETATM   37  H10 UNL     1      -2.112   0.019   4.217  1.00  0.00           H  
HETATM   38  H11 UNL     1      -0.648   1.250   2.645  1.00  0.00           H  
HETATM   39  H12 UNL     1      -0.295  -0.255  -0.074  1.00  0.00           H  
HETATM   40  H13 UNL     1       0.128   1.411   0.314  1.00  0.00           H  
HETATM   41  H14 UNL     1       2.387  -4.548  -0.835  1.00  0.00           H  
HETATM   42  H15 UNL     1       4.408  -3.332  -2.035  1.00  0.00           H  
HETATM   43  H16 UNL     1       5.304  -0.538  -1.955  1.00  0.00           H  
HETATM   44  H17 UNL     1       5.842   1.819  -1.723  1.00  0.00           H  
HETATM   45  H18 UNL     1       5.299   4.051  -0.706  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3    3   26
CONECT    3    4   31
CONECT    4    5   25   32
CONECT    5    6   33   34
CONECT    6    7    8    8
CONECT    7   35   36   37
CONECT    8    9   38
CONECT    9   10   39   40
CONECT   10   11
CONECT   11   12   12   24
CONECT   12   13   16
CONECT   13   14
CONECT   14   15   15   41
CONECT   15   16   42
CONECT   16   17   17
CONECT   17   18   43
CONECT   18   19   24   24
CONECT   19   20   20   44
CONECT   20   21   45
CONECT   21   22   22   23
CONECT   23   24
CONECT   25   26
CONECT   26   27   27
END

HMDB0030080
     RDKit          3D
Wampetin
 45 48  0  0  0  0  0  0  0  0999 V2000
   -4.2652    1.0911   -2.4846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1564    0.0665   -1.3913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8982    0.3157   -0.1237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8791   -0.9445    0.6022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4889   -1.2514    1.1650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0275   -0.2233    2.0901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8054    0.0848    3.3515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9315    0.4835    1.8898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0117    0.3761    0.7519 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2987    0.0247    1.2305 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3600   -0.1431    0.3813 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6114   -1.4010   -0.1505 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0340   -2.5724   -0.0312 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6456   -3.4867   -0.7425 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6992   -2.8564   -1.3693 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6953   -1.5256   -1.0051 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4760   -0.4270   -1.2983 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2230    0.8237   -0.7672 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0043    1.9227   -1.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7160    3.1630   -0.5057 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6229    3.2077    0.3343 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3453    4.3391    0.8516 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8977    2.1463    0.5954 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1459    0.9537    0.0837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1458   -1.9393   -0.3425 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3234   -1.3681   -1.5817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5831   -1.9590   -2.6885 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0716    1.8138   -2.1722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3303    1.6816   -2.5797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6033    0.6289   -3.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7385    1.3397    0.2302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6302   -0.9617    1.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5895   -2.2402    1.7140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7655   -1.4489    0.3737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2570    1.0952    3.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5857   -0.6845    3.5270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1123    0.0188    4.2172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6477    1.2498    2.6448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2947   -0.2553   -0.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1282    1.4106    0.3140 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3866   -4.5484   -0.8345 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4075   -3.3321   -2.0348 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3037   -0.5379   -1.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8416    1.8187   -1.7229 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2995    4.0512   -0.7064 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  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
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
  4 25  1  0
 25 26  1  0
 26 27  2  0
 26  2  1  0
 24 11  1  0
 16 12  1  0
 24 18  2  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  7 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 14 41  1  0
 15 42  1  0
 17 43  1  0
 19 44  1  0
 20 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₁H₁₈O₆

Average Molecular Weight

366.364

Monoisotopic Molecular Weight

366.110338308

IUPAC Name

3-methyl-5-[(2Z)-2-methyl-4-({7-oxo-7H-furo[3,2-g]chromen-9-yl}oxy)but-2-en-1-yl]-2,5-dihydrofuran-2-one

Traditional Name

3-methyl-5-[(2Z)-2-methyl-4-({7-oxofuro[3,2-g]chromen-9-yl}oxy)but-2-en-1-yl]-5H-furan-2-one

CAS Registry Number

89824-26-0

SMILES

C\C(CC1OC(=O)C(C)=C1)=C\COC1=C2OC(=O)C=CC2=CC2=C1OC=C2

InChI Identifier

InChI=1S/C21H18O6/c1-12(9-16-10-13(2)21(23)26-16)5-7-25-20-18-15(6-8-24-18)11-14-3-4-17(22)27-19(14)20/h3-6,8,10-11,16H,7,9H2,1-2H3/b12-5-

InChI Key

XVVBVBKVMMNZHB-XGICHPGQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as psoralens. These are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Furanocoumarins

Direct Parent

Psoralens

Alternative Parents

Substituents

Psoralen
Benzopyran
1-benzopyran
Benzofuran
Alkyl aryl ether
Pyranone
2-furanone
Benzenoid
Pyran
Heteroaromatic compound
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Dihydrofuran
Furan
Carboxylic acid ester
Lactone
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Ether
Monocarboxylic acid or derivatives
Carbonyl group
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Fruits (FooDB: FOOD00871)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	78 °C	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	0.026 g/L	ALOGPS
logP	3.72	ALOGPS
logP	3.66	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	15.28	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	74.97 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	99.51 m³·mol⁻¹	ChemAxon
Polarizability	36.89 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	186.511	31661259
DarkChem	[M-H]-	184.849	31661259
DeepCCS	[M+H]+	189.612	30932474
DeepCCS	[M-H]-	187.184	30932474
DeepCCS	[M-2H]-	221.545	30932474
DeepCCS	[M+Na]+	196.821	30932474
AllCCS	[M+H]+	187.1	32859911
AllCCS	[M+H-H2O]+	184.0	32859911
AllCCS	[M+NH4]+	189.9	32859911
AllCCS	[M+Na]+	190.7	32859911
AllCCS	[M-H]-	188.4	32859911
AllCCS	[M+Na-2H]-	187.7	32859911
AllCCS	[M+HCOO]-	187.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Wampetin	C\C(CC1OC(=O)C(C)=C1)=C\COC1=C2OC(=O)C=CC2=CC2=C1OC=C2	4313.2	Standard polar	33892256
Wampetin	C\C(CC1OC(=O)C(C)=C1)=C\COC1=C2OC(=O)C=CC2=CC2=C1OC=C2	3100.0	Standard non polar	33892256
Wampetin	C\C(CC1OC(=O)C(C)=C1)=C\COC1=C2OC(=O)C=CC2=CC2=C1OC=C2	3343.2	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 - Wampetin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udr-9087000000-7a081191cec34d873a91	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Wampetin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Wampetin 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 - Wampetin 10V, Positive-QTOF	splash10-014l-1398000000-bf3030bd8d4b83f64e00	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wampetin 20V, Positive-QTOF	splash10-0udm-5191000000-5e6fd5032f33af4daea5	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wampetin 40V, Positive-QTOF	splash10-0uxr-9230000000-8233d1972f191dcf74ef	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wampetin 10V, Negative-QTOF	splash10-014i-0039000000-efdcd9550566a66ae02d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wampetin 20V, Negative-QTOF	splash10-0udi-1495000000-9a25f34661d0d213fa8a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wampetin 40V, Negative-QTOF	splash10-0pb9-2960000000-77b9ea5576e1159b1e05	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wampetin 10V, Negative-QTOF	splash10-014i-0019000000-b640c1bc185b22bf4658	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wampetin 20V, Negative-QTOF	splash10-0v4r-1059000000-6ae60e2d4d706ad9463f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wampetin 40V, Negative-QTOF	splash10-0udi-1490000000-d26f672f647eb9b82223	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wampetin 10V, Positive-QTOF	splash10-014i-0119000000-476de50ec2d1821e0f83	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wampetin 20V, Positive-QTOF	splash10-0udi-4297000000-fb36db3593191a335700	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wampetin 40V, Positive-QTOF	splash10-0uxr-1292000000-1176768a49418aac8324	2021-09-22	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

FDB001948

KNApSAcK ID

C00058251

Chemspider ID

4525091

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5375648

PDB ID

Not Available

ChEBI ID

175695

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

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

Showing metabocard for Wampetin (HMDB0030080)

MOL for HMDB0030080 (Wampetin)

3D MOL for HMDB0030080 (Wampetin)

3D SDF for HMDB0030080 (Wampetin)

3D-SDF for HMDB0030080 (Wampetin)

PDB for HMDB0030080 (Wampetin)

3D PDB for HMDB0030080 (Wampetin)

SMILES for HMDB0030080 (Wampetin)

INCHI for HMDB0030080 (Wampetin)

Structure for HMDB0030080 (Wampetin)

3D Structure for HMDB0030080 (Wampetin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra