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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 18:41:25 UTC

Update Date

2021-09-23 18:41:25 UTC

HMDB ID

HMDB0302556

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Poncitrin

Description

Poncitrin is a member of the class of compounds known as linear pyranocoumarins. Linear pyranocoumarins are organic compounds containing a pyran (or a hydrogenated derivative) linearly fused to a coumarin moiety. Poncitrin is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Poncitrin can be found in sweet orange, which makes poncitrin a potential biomarker for the consumption of this food product.

Structure

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

HMDB0302556
     RDKit          3D
Poncitrin
 46 48  0  0  0  0  0  0  0  0999 V2000
   -2.7339   -3.0714   -0.2076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0500   -2.4473    0.7391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6529   -2.0390    0.4627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1350   -2.9041   -0.6861 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1322   -2.4038    1.6959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6161   -0.6281    0.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5602    0.0536   -0.1972 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5727    1.3936   -0.5209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6191    2.0819   -0.5334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6331    3.4228   -0.8539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4999    4.4734    0.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8070    1.4622   -0.2319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9883    2.1930   -0.2558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1779    1.5645    0.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0880    0.2240    0.3589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1841   -0.3600    0.6401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9615   -0.4028    0.3648 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7815    0.1019    0.0919 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8472    2.0404   -0.8399 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9726    1.3764   -0.8247 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9801   -0.0615   -0.4800 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6301   -0.7953   -1.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9795   -0.2060    0.6720 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7539   -0.6261   -0.1870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7609   -3.3982   -0.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2943   -3.2905   -1.1805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5508   -2.2673    1.6800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4624   -3.9566   -0.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9784   -2.7959   -0.6551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4609   -2.5395   -1.6661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2074   -2.5060    1.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1044   -1.7129    2.5325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2402   -3.4047    2.0134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4054    4.1027    1.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3939    5.0828   -0.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3685    5.1847   -0.0294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9954    3.2500   -0.5090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1111    2.1003    0.0392 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7977    3.1004   -1.0884 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8999    1.8915   -1.0675 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9289   -0.7393   -2.4914 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9017   -1.8111   -1.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5253   -0.1929   -1.9320 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8847    0.3540    0.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1599   -1.2476    0.9382 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5760    0.3537    1.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  3  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
  8 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
 18  6  1  0
 24  7  1  0
 18 12  2  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  4 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  5 33  1  0
 11 34  1  0
 11 35  1  0
 11 36  1  0
 13 37  1  0
 14 38  1  0
 19 39  1  0
 20 40  1  0
 22 41  1  0
 22 42  1  0
 22 43  1  0
 23 44  1  0
 23 45  1  0
 23 46  1  0
M  END

  Mrv0541 02241221462D          

 24 26  0  0  0  0            999 V2000
   -1.7111   -0.8748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230    0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2414   -1.7933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
  2 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  2  0  0  0  0
  8 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
  7 21  1  0  0  0  0
  6 22  1  0  0  0  0
 22 23  1  0  0  0  0
  2 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302556

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C2C=CC(C)(C)OC2=C(C2=C1C=CC(=O)O2)C(C)(C)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C20H22O4/c1-7-19(2,3)15-17-12(8-9-14(21)23-17)16(22-6)13-10-11-20(4,5)24-18(13)15/h7-11H,1H2,2-6H3

> <INCHI_KEY>
QBFYQVZGIDUNIY-UHFFFAOYSA-N

> <FORMULA>
C20H22O4

> <MOLECULAR_WEIGHT>
326.3863

> <EXACT_MASS>
326.151809192

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
35.45705109661736

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-methoxy-8,8-dimethyl-10-(2-methylbut-3-en-2-yl)-2H,8H-pyrano[3,2-g]chromen-2-one

> <ALOGPS_LOGP>
4.82

> <JCHEM_LOGP>
4.211948701000001

> <ALOGPS_LOGS>
-5.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.602342603983875

> <JCHEM_POLAR_SURFACE_AREA>
44.760000000000005

> <JCHEM_REFRACTIVITY>
95.71620000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.70e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-methoxy-8,8-dimethyl-10-(2-methylbut-3-en-2-yl)pyrano[3,2-g]chromen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302556
     RDKit          3D
Poncitrin
 46 48  0  0  0  0  0  0  0  0999 V2000
   -2.7339   -3.0714   -0.2076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0500   -2.4473    0.7391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6529   -2.0390    0.4627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1350   -2.9041   -0.6861 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1322   -2.4038    1.6959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6161   -0.6281    0.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5602    0.0536   -0.1972 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5727    1.3936   -0.5209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6191    2.0819   -0.5334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6331    3.4228   -0.8539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4999    4.4734    0.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8070    1.4622   -0.2319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9883    2.1930   -0.2558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1779    1.5645    0.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0880    0.2240    0.3589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1841   -0.3600    0.6401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9615   -0.4028    0.3648 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7815    0.1019    0.0919 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8472    2.0404   -0.8399 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9726    1.3764   -0.8247 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9801   -0.0615   -0.4800 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6301   -0.7953   -1.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9795   -0.2060    0.6720 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7539   -0.6261   -0.1870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7609   -3.3982   -0.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2943   -3.2905   -1.1805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5508   -2.2673    1.6800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4624   -3.9566   -0.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9784   -2.7959   -0.6551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4609   -2.5395   -1.6661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2074   -2.5060    1.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1044   -1.7129    2.5325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2402   -3.4047    2.0134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4054    4.1027    1.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3939    5.0828   -0.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3685    5.1847   -0.0294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9954    3.2500   -0.5090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1111    2.1003    0.0392 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7977    3.1004   -1.0884 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8999    1.8915   -1.0675 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9289   -0.7393   -2.4914 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9017   -1.8111   -1.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5253   -0.1929   -1.9320 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8847    0.3540    0.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1599   -1.2476    0.9382 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5760    0.3537    1.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  3  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
  8 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
 18  6  1  0
 24  7  1  0
 18 12  2  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  4 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  5 33  1  0
 11 34  1  0
 11 35  1  0
 11 36  1  0
 13 37  1  0
 14 38  1  0
 19 39  1  0
 20 40  1  0
 22 41  1  0
 22 42  1  0
 22 43  1  0
 23 44  1  0
 23 45  1  0
 23 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  C   UNK     0      -3.194  -1.633   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.874  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.206  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.976   0.564   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.184  -3.347   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   11   24                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7   22                                                  
CONECT    7    6    8   21                                                  
CONECT    8    7    9   17                                                  
CONECT    9    8   10   12                                                  
CONECT   10    9    5   11                                                  
CONECT   11   10    2                                                       
CONECT   12    9   13   14   15                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   12   16                                                       
CONECT   16   15                                                            
CONECT   17    8   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20    7                                                       
CONECT   22    6   23                                                       
CONECT   23   22                                                            
CONECT   24    2                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0302556
HETATM    1  C1  UNL     1      -2.734  -3.071  -0.208  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.050  -2.447   0.739  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.653  -2.039   0.463  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.135  -2.904  -0.686  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.132  -2.404   1.696  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.616  -0.628   0.118  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.560   0.054  -0.197  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.573   1.394  -0.521  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.619   2.082  -0.533  1.00  0.00           C  
HETATM   10  O1  UNL     1      -0.633   3.423  -0.854  1.00  0.00           O  
HETATM   11  C10 UNL     1      -0.500   4.473   0.059  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.807   1.462  -0.232  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.988   2.193  -0.256  1.00  0.00           C  
HETATM   14  C13 UNL     1      -4.178   1.565   0.048  1.00  0.00           C  
HETATM   15  C14 UNL     1      -4.088   0.224   0.359  1.00  0.00           C  
HETATM   16  O2  UNL     1      -5.184  -0.360   0.640  1.00  0.00           O  
HETATM   17  O3  UNL     1      -2.961  -0.403   0.365  1.00  0.00           O  
HETATM   18  C15 UNL     1      -1.781   0.102   0.092  1.00  0.00           C  
HETATM   19  C16 UNL     1       1.847   2.040  -0.840  1.00  0.00           C  
HETATM   20  C17 UNL     1       2.973   1.376  -0.825  1.00  0.00           C  
HETATM   21  C18 UNL     1       2.980  -0.061  -0.480  1.00  0.00           C  
HETATM   22  C19 UNL     1       3.630  -0.795  -1.648  1.00  0.00           C  
HETATM   23  C20 UNL     1       3.979  -0.206   0.672  1.00  0.00           C  
HETATM   24  O4  UNL     1       1.754  -0.626  -0.187  1.00  0.00           O  
HETATM   25  H1  UNL     1      -3.761  -3.398  -0.073  1.00  0.00           H  
HETATM   26  H2  UNL     1      -2.294  -3.291  -1.181  1.00  0.00           H  
HETATM   27  H3  UNL     1      -2.551  -2.267   1.680  1.00  0.00           H  
HETATM   28  H4  UNL     1      -0.462  -3.957  -0.567  1.00  0.00           H  
HETATM   29  H5  UNL     1       0.978  -2.796  -0.655  1.00  0.00           H  
HETATM   30  H6  UNL     1      -0.461  -2.539  -1.666  1.00  0.00           H  
HETATM   31  H7  UNL     1       1.207  -2.506   1.523  1.00  0.00           H  
HETATM   32  H8  UNL     1      -0.104  -1.713   2.532  1.00  0.00           H  
HETATM   33  H9  UNL     1      -0.240  -3.405   2.013  1.00  0.00           H  
HETATM   34  H10 UNL     1      -0.405   4.103   1.095  1.00  0.00           H  
HETATM   35  H11 UNL     1       0.394   5.083  -0.185  1.00  0.00           H  
HETATM   36  H12 UNL     1      -1.368   5.185  -0.029  1.00  0.00           H  
HETATM   37  H13 UNL     1      -2.995   3.250  -0.509  1.00  0.00           H  
HETATM   38  H14 UNL     1      -5.111   2.100   0.039  1.00  0.00           H  
HETATM   39  H15 UNL     1       1.798   3.100  -1.088  1.00  0.00           H  
HETATM   40  H16 UNL     1       3.900   1.891  -1.068  1.00  0.00           H  
HETATM   41  H17 UNL     1       2.929  -0.739  -2.491  1.00  0.00           H  
HETATM   42  H18 UNL     1       3.902  -1.811  -1.336  1.00  0.00           H  
HETATM   43  H19 UNL     1       4.525  -0.193  -1.932  1.00  0.00           H  
HETATM   44  H20 UNL     1       4.885   0.354   0.362  1.00  0.00           H  
HETATM   45  H21 UNL     1       4.160  -1.248   0.938  1.00  0.00           H  
HETATM   46  H22 UNL     1       3.576   0.354   1.563  1.00  0.00           H  
CONECT    1    2    2   25   26
CONECT    2    3   27
CONECT    3    4    5    6
CONECT    4   28   29   30
CONECT    5   31   32   33
CONECT    6    7    7   18
CONECT    7    8   24
CONECT    8    9    9   19
CONECT    9   10   12
CONECT   10   11
CONECT   11   34   35   36
CONECT   12   13   18   18
CONECT   13   14   14   37
CONECT   14   15   38
CONECT   15   16   16   17
CONECT   17   18
CONECT   19   20   20   39
CONECT   20   21   40
CONECT   21   22   23   24
CONECT   22   41   42   43
CONECT   23   44   45   46
END

HMDB0302556
     RDKit          3D
Poncitrin
 46 48  0  0  0  0  0  0  0  0999 V2000
   -2.7339   -3.0714   -0.2076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0500   -2.4473    0.7391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6529   -2.0390    0.4627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1350   -2.9041   -0.6861 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1322   -2.4038    1.6959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6161   -0.6281    0.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5602    0.0536   -0.1972 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5727    1.3936   -0.5209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6191    2.0819   -0.5334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6331    3.4228   -0.8539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4999    4.4734    0.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8070    1.4622   -0.2319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9883    2.1930   -0.2558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1779    1.5645    0.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0880    0.2240    0.3589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1841   -0.3600    0.6401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9615   -0.4028    0.3648 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7815    0.1019    0.0919 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8472    2.0404   -0.8399 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9726    1.3764   -0.8247 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9801   -0.0615   -0.4800 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6301   -0.7953   -1.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9795   -0.2060    0.6720 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7539   -0.6261   -0.1870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7609   -3.3982   -0.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2943   -3.2905   -1.1805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5508   -2.2673    1.6800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4624   -3.9566   -0.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9784   -2.7959   -0.6551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4609   -2.5395   -1.6661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2074   -2.5060    1.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1044   -1.7129    2.5325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2402   -3.4047    2.0134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4054    4.1027    1.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3939    5.0828   -0.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3685    5.1847   -0.0294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9954    3.2500   -0.5090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1111    2.1003    0.0392 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7977    3.1004   -1.0884 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8999    1.8915   -1.0675 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9289   -0.7393   -2.4914 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9017   -1.8111   -1.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5253   -0.1929   -1.9320 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8847    0.3540    0.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1599   -1.2476    0.9382 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5760    0.3537    1.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  3  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
  8 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
 18  6  1  0
 24  7  1  0
 18 12  2  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  4 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  5 33  1  0
 11 34  1  0
 11 35  1  0
 11 36  1  0
 13 37  1  0
 14 38  1  0
 19 39  1  0
 20 40  1  0
 22 41  1  0
 22 42  1  0
 22 43  1  0
 23 44  1  0
 23 45  1  0
 23 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₀H₂₂O₄

Average Molecular Weight

326.3863

Monoisotopic Molecular Weight

326.151809192

IUPAC Name

5-methoxy-8,8-dimethyl-10-(2-methylbut-3-en-2-yl)-2H,8H-pyrano[3,2-g]chromen-2-one

Traditional Name

5-methoxy-8,8-dimethyl-10-(2-methylbut-3-en-2-yl)pyrano[3,2-g]chromen-2-one

CAS Registry Number

Not Available

SMILES

COC1=C2C=CC(C)(C)OC2=C(C2=C1C=CC(=O)O2)C(C)(C)C=C

InChI Identifier

InChI=1S/C20H22O4/c1-7-19(2,3)15-17-12(8-9-14(21)23-17)16(22-6)13-10-11-20(4,5)24-18(13)15/h7-11H,1H2,2-6H3

InChI Key

QBFYQVZGIDUNIY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as linear pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) linearly fused to a coumarin moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Pyranocoumarins

Direct Parent

Linear pyranocoumarins

Alternative Parents

Substituents

Linear pyranocoumarin
Pyranochromene
2,2-dimethyl-1-benzopyran
Benzopyran
1-benzopyran
Anisole
Alkyl aryl ether
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Lactone
Oxacycle
Ether
Organoheterocyclic compound
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

coumarins (CHEBI:69939 )

Ontology

Not Available

Exogenous (HMDB: HMDB0302556)

Food

Fruit

Citrus

Sweet orange (FooDB: FOOD00057)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.82	ALOGPS
logP	4.21	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	44.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	95.72 m³·mol⁻¹	ChemAxon
Polarizability	35.46 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	173.87	32859911
AllCCS	[M+H-H2O]+	170.546	32859911
AllCCS	[M+Na]+	177.839	32859911
AllCCS	[M+NH4]+	176.953	32859911
AllCCS	[M-H]-	184.792	32859911
AllCCS	[M+Na-2H]-	184.307	32859911
AllCCS	[M+HCOO]-	183.916	32859911
DeepCCS	[M+H]+	182.521	30932474
DeepCCS	[M-H]-	180.042	30932474
DeepCCS	[M-2H]-	214.455	30932474
DeepCCS	[M+Na]+	190.034	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Poncitrin 10V, Positive-QTOF	splash10-004i-1029000000-7f1e8ee835519526e352	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Poncitrin 20V, Positive-QTOF	splash10-016r-6096000000-db51ef37a96ac6efaefc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Poncitrin 40V, Positive-QTOF	splash10-014i-5090000000-214ec80cd91539b4b26f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Poncitrin 10V, Negative-QTOF	splash10-004i-0029000000-6114645b484a2c80e70e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Poncitrin 20V, Negative-QTOF	splash10-056r-0096000000-4369c63d9e7a0b35e35c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Poncitrin 40V, Negative-QTOF	splash10-02bg-1190000000-f140618e7b9a1301668b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Poncitrin 10V, Negative-QTOF	splash10-004i-0009000000-976dd6ecdf84064dc4ff	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Poncitrin 20V, Negative-QTOF	splash10-004i-0089000000-86eda793897b5ba386a4	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Poncitrin 40V, Negative-QTOF	splash10-014i-2091000000-d8022eb1374bf6b601ef	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Poncitrin 10V, Positive-QTOF	splash10-004i-0009000000-7ea7f9a230088d16cead	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Poncitrin 20V, Positive-QTOF	splash10-0fb9-0019000000-0aed2c1472d47ed1ae12	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Poncitrin 40V, Positive-QTOF	splash10-0a6r-2093000000-ec6bc83752c79c5dcd6b	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB005144

KNApSAcK ID

C00030116

Chemspider ID

303869

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Poncitrin (HMDB0302556)

MOL for HMDB0302556 (Poncitrin)

3D MOL for HMDB0302556 (Poncitrin)

3D SDF for HMDB0302556 (Poncitrin)

3D-SDF for HMDB0302556 (Poncitrin)

PDB for HMDB0302556 (Poncitrin)

3D PDB for HMDB0302556 (Poncitrin)

SMILES for HMDB0302556 (Poncitrin)

INCHI for HMDB0302556 (Poncitrin)

Structure for HMDB0302556 (Poncitrin)

3D Structure for HMDB0302556 (Poncitrin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra