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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:33:53 UTC

Update Date

2022-03-07 02:52:23 UTC

HMDB ID

HMDB0029972

Secondary Accession Numbers

HMDB29972

Metabolite Identification

Common Name

Coriandrone D

Description

Coriandrone D belongs to the class of organic compounds known as 2-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 2-position. Coriandrone D has been detected, but not quantified in, corianders (Coriandrum sativum) and herbs and spices. This could make coriandrone D a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Coriandrone D.

Structure

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

HMDB0029972
     RDKit          3D
Coriandrone D
 49 50  0  0  0  0  0  0  0  0999 V2000
    0.6343    0.0717    3.7176 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0259   -0.4470    2.5574 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7135   -0.3917    1.3535 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9752    0.1579    1.2699 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6593    0.2122    0.0687 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0598   -0.2947   -1.0579 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7863   -0.8603   -1.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2075   -1.3598   -2.1672 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1336   -0.8997    0.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2299   -1.4723    0.3640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2773   -0.4008    0.4870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3745    0.4438   -0.6174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0905    1.7866   -0.6173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2467    2.5466   -1.8813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7154    2.2931    0.4529 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5989   -0.9422    0.9682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3633   -1.6910   -0.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4216    0.2632    1.4074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3440   -1.7533    2.0621 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7587   -0.2548   -2.3449 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2659   -0.6992   -3.4042 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0136    0.3085   -2.3342 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7019    0.8280   -1.2479 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9917   -0.0009   -1.0990 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0061    0.8186    0.0605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0787    0.1409    4.5691 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4947   -0.5617    4.0137 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0470    1.1006    3.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4579    0.5630    2.1654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7026   -1.7646   -2.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2334   -2.0137    1.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3879   -2.2292   -0.3849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9281    0.2611    1.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2124    2.2692   -2.3741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3441    3.6325   -1.6407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4311    2.3548   -2.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4056   -1.3438   -0.2035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4359   -2.7510    0.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7901   -1.7107   -1.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7191    0.9520    1.9511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2249   -0.0850    2.0880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9096    0.7549    0.5530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9615   -1.1947    2.7880 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9935    1.8847   -1.5240 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6091    0.0836   -2.0013 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7229   -1.0546   -0.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5793    0.3608   -0.2317 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9938    1.8566    0.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5956    0.2320    0.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 11 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
  6 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
  9  3  1  0
 25  5  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  8 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 17 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
 18 41  1  0
 18 42  1  0
 19 43  1  0
 23 44  1  0
 24 45  1  0
 24 46  1  0
 24 47  1  0
 25 48  1  0
 25 49  1  0
M  END


  Mrv0541 02241219462D          

 25 26  0  0  0  0            999 V2000
   -0.3533    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3533   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3602   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0725   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0725    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3602    0.8236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7861   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4984   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4984    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7861    0.8236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7861   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3602   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0683    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0683    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0683   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7833   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7833    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4984    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4984    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2134    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4984   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4984   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2134   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2134   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2134    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  1 13  1  0  0  0  0
  2  3  1  0  0  0  0
  2 15  1  0  0  0  0
  3  4  2  0  0  0  0
  3 12  1  0  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  5  6  2  0  0  0  0
  5 10  1  0  0  0  0
  7  8  1  0  0  0  0
  7 11  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 25  1  0  0  0  0
 13 14  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 21  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
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 21 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029972

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(CC(OC(C)=O)C(C)(C)O)C(O)=C2C(=O)OC(C)CC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H24O7/c1-9-6-11-7-13(23-5)12(16(20)15(11)17(21)24-9)8-14(18(3,4)22)25-10(2)19/h7,9,14,20,22H,6,8H2,1-5H3

> <INCHI_KEY>
ZSKZYWHCOISHNI-UHFFFAOYSA-N

> <FORMULA>
C18H24O7

> <MOLECULAR_WEIGHT>
352.379

> <EXACT_MASS>
352.152203122

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
36.28501501388334

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-hydroxy-1-(8-hydroxy-6-methoxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-yl)-3-methylbutan-2-yl acetate

> <ALOGPS_LOGP>
2.02

> <JCHEM_LOGP>
2.451203322666666

> <ALOGPS_LOGS>
-3.20

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.29137676305994

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.384807052709423

> <JCHEM_PKA_STRONGEST_BASIC>
-3.10883567523487

> <JCHEM_POLAR_SURFACE_AREA>
102.29

> <JCHEM_REFRACTIVITY>
89.99770000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.21e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxy-1-(8-hydroxy-6-methoxy-3-methyl-1-oxo-3,4-dihydro-2-benzopyran-7-yl)-3-methylbutan-2-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029972
     RDKit          3D
Coriandrone D
 49 50  0  0  0  0  0  0  0  0999 V2000
    0.6343    0.0717    3.7176 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0259   -0.4470    2.5574 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7135   -0.3917    1.3535 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9752    0.1579    1.2699 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6593    0.2122    0.0687 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0598   -0.2947   -1.0579 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7863   -0.8603   -1.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2075   -1.3598   -2.1672 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1336   -0.8997    0.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2299   -1.4723    0.3640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2773   -0.4008    0.4870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3745    0.4438   -0.6174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0905    1.7866   -0.6173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2467    2.5466   -1.8813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7154    2.2931    0.4529 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5989   -0.9422    0.9682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3633   -1.6910   -0.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4216    0.2632    1.4074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3440   -1.7533    2.0621 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7587   -0.2548   -2.3449 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2659   -0.6992   -3.4042 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0136    0.3085   -2.3342 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7019    0.8280   -1.2479 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9917   -0.0009   -1.0990 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0061    0.8186    0.0605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0787    0.1409    4.5691 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4947   -0.5617    4.0137 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0470    1.1006    3.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4579    0.5630    2.1654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7026   -1.7646   -2.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2334   -2.0137    1.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3879   -2.2292   -0.3849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9281    0.2611    1.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2124    2.2692   -2.3741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3441    3.6325   -1.6407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4311    2.3548   -2.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4056   -1.3438   -0.2035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4359   -2.7510    0.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7901   -1.7107   -1.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7191    0.9520    1.9511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2249   -0.0850    2.0880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9096    0.7549    0.5530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9615   -1.1947    2.7880 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9935    1.8847   -1.5240 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6091    0.0836   -2.0013 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7229   -1.0546   -0.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5793    0.3608   -0.2317 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9938    1.8566    0.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5956    0.2320    0.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 11 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
  6 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
  9  3  1  0
 25  5  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  8 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 17 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
 18 41  1  0
 18 42  1  0
 19 43  1  0
 23 44  1  0
 24 45  1  0
 24 46  1  0
 24 47  1  0
 25 48  1  0
 25 49  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      -0.659   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.659  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.672  -1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.002  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.002   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.672   1.537   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.334  -1.540   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.664  -0.770   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       4.664   0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.334   1.537   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.334  -3.080   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       0.672  -3.080   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -1.994   1.540   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.994   3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.994  -1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.329  -0.770   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -3.329   0.770   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -4.664   1.540   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -4.664   3.080   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -5.998   0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.664  -1.540   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.664  -3.080   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -5.998  -0.770   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -5.998  -2.310   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.998   1.540   0.000  0.00  0.00           C+0
CONECT    1    2    6   13                                                  
CONECT    2    1    3   15                                                  
CONECT    3    2    4   12                                                  
CONECT    4    3    5    7                                                  
CONECT    5    4    6   10                                                  
CONECT    6    1    5                                                       
CONECT    7    4    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   25                                                  
CONECT   10    5    9                                                       
CONECT   11    7                                                            
CONECT   12    3                                                            
CONECT   13    1   14                                                       
CONECT   14   13                                                            
CONECT   15    2   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   16   22   23   24                                             
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   21                                                            
CONECT   25    9                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

COMPND    HMDB0029972
HETATM    1  C1  UNL     1       0.634   0.072   3.718  1.00  0.00           C  
HETATM    2  O1  UNL     1       0.026  -0.447   2.557  1.00  0.00           O  
HETATM    3  C2  UNL     1       0.713  -0.392   1.353  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.975   0.158   1.270  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.659   0.212   0.069  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.060  -0.295  -1.058  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.786  -0.860  -1.026  1.00  0.00           C  
HETATM    8  O2  UNL     1       0.207  -1.360  -2.167  1.00  0.00           O  
HETATM    9  C7  UNL     1       0.134  -0.900   0.180  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.230  -1.472   0.364  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.277  -0.401   0.487  1.00  0.00           C  
HETATM   12  O3  UNL     1      -2.374   0.444  -0.617  1.00  0.00           O  
HETATM   13  C10 UNL     1      -2.090   1.787  -0.617  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.247   2.547  -1.881  1.00  0.00           C  
HETATM   15  O4  UNL     1      -1.715   2.293   0.453  1.00  0.00           O  
HETATM   16  C12 UNL     1      -3.599  -0.942   0.968  1.00  0.00           C  
HETATM   17  C13 UNL     1      -4.363  -1.691  -0.054  1.00  0.00           C  
HETATM   18  C14 UNL     1      -4.422   0.263   1.407  1.00  0.00           C  
HETATM   19  O5  UNL     1      -3.344  -1.753   2.062  1.00  0.00           O  
HETATM   20  C15 UNL     1       2.759  -0.255  -2.345  1.00  0.00           C  
HETATM   21  O6  UNL     1       2.266  -0.699  -3.404  1.00  0.00           O  
HETATM   22  O7  UNL     1       4.014   0.309  -2.334  1.00  0.00           O  
HETATM   23  C16 UNL     1       4.702   0.828  -1.248  1.00  0.00           C  
HETATM   24  C17 UNL     1       5.992  -0.001  -1.099  1.00  0.00           C  
HETATM   25  C18 UNL     1       4.006   0.819   0.061  1.00  0.00           C  
HETATM   26  H1  UNL     1      -0.079   0.141   4.569  1.00  0.00           H  
HETATM   27  H2  UNL     1       1.495  -0.562   4.014  1.00  0.00           H  
HETATM   28  H3  UNL     1       1.047   1.101   3.522  1.00  0.00           H  
HETATM   29  H4  UNL     1       2.458   0.563   2.165  1.00  0.00           H  
HETATM   30  H5  UNL     1      -0.703  -1.765  -2.178  1.00  0.00           H  
HETATM   31  H6  UNL     1      -1.233  -2.014   1.362  1.00  0.00           H  
HETATM   32  H7  UNL     1      -1.388  -2.229  -0.385  1.00  0.00           H  
HETATM   33  H8  UNL     1      -1.928   0.261   1.332  1.00  0.00           H  
HETATM   34  H9  UNL     1      -3.212   2.269  -2.374  1.00  0.00           H  
HETATM   35  H10 UNL     1      -2.344   3.632  -1.641  1.00  0.00           H  
HETATM   36  H11 UNL     1      -1.431   2.355  -2.581  1.00  0.00           H  
HETATM   37  H12 UNL     1      -5.406  -1.344  -0.203  1.00  0.00           H  
HETATM   38  H13 UNL     1      -4.436  -2.751   0.263  1.00  0.00           H  
HETATM   39  H14 UNL     1      -3.790  -1.711  -1.012  1.00  0.00           H  
HETATM   40  H15 UNL     1      -3.719   0.952   1.951  1.00  0.00           H  
HETATM   41  H16 UNL     1      -5.225  -0.085   2.088  1.00  0.00           H  
HETATM   42  H17 UNL     1      -4.910   0.755   0.553  1.00  0.00           H  
HETATM   43  H18 UNL     1      -2.962  -1.195   2.788  1.00  0.00           H  
HETATM   44  H19 UNL     1       4.994   1.885  -1.524  1.00  0.00           H  
HETATM   45  H20 UNL     1       6.609   0.084  -2.001  1.00  0.00           H  
HETATM   46  H21 UNL     1       5.723  -1.055  -0.888  1.00  0.00           H  
HETATM   47  H22 UNL     1       6.579   0.361  -0.232  1.00  0.00           H  
HETATM   48  H23 UNL     1       3.994   1.857   0.472  1.00  0.00           H  
HETATM   49  H24 UNL     1       4.596   0.232   0.823  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3
CONECT    3    4    4    9
CONECT    4    5   29
CONECT    5    6    6   25
CONECT    6    7   20
CONECT    7    8    9    9
CONECT    8   30
CONECT    9   10
CONECT   10   11   31   32
CONECT   11   12   16   33
CONECT   12   13
CONECT   13   14   15   15
CONECT   14   34   35   36
CONECT   16   17   18   19
CONECT   17   37   38   39
CONECT   18   40   41   42
CONECT   19   43
CONECT   20   21   21   22
CONECT   22   23
CONECT   23   24   25   44
CONECT   24   45   46   47
CONECT   25   48   49
END

HMDB0029972
     RDKit          3D
Coriandrone D
 49 50  0  0  0  0  0  0  0  0999 V2000
    0.6343    0.0717    3.7176 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0259   -0.4470    2.5574 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7135   -0.3917    1.3535 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9752    0.1579    1.2699 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6593    0.2122    0.0687 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0598   -0.2947   -1.0579 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7863   -0.8603   -1.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2075   -1.3598   -2.1672 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1336   -0.8997    0.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2299   -1.4723    0.3640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2773   -0.4008    0.4870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3745    0.4438   -0.6174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0905    1.7866   -0.6173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2467    2.5466   -1.8813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7154    2.2931    0.4529 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5989   -0.9422    0.9682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3633   -1.6910   -0.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4216    0.2632    1.4074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3440   -1.7533    2.0621 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7587   -0.2548   -2.3449 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2659   -0.6992   -3.4042 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0136    0.3085   -2.3342 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7019    0.8280   -1.2479 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9917   -0.0009   -1.0990 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0061    0.8186    0.0605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0787    0.1409    4.5691 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4947   -0.5617    4.0137 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0470    1.1006    3.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4579    0.5630    2.1654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7026   -1.7646   -2.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2334   -2.0137    1.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3879   -2.2292   -0.3849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9281    0.2611    1.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2124    2.2692   -2.3741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3441    3.6325   -1.6407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4311    2.3548   -2.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4056   -1.3438   -0.2035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4359   -2.7510    0.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7901   -1.7107   -1.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7191    0.9520    1.9511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2249   -0.0850    2.0880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9096    0.7549    0.5530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9615   -1.1947    2.7880 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9935    1.8847   -1.5240 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6091    0.0836   -2.0013 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7229   -1.0546   -0.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5793    0.3608   -0.2317 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9938    1.8566    0.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5956    0.2320    0.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 11 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
  6 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
  9  3  1  0
 25  5  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  8 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 17 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
 18 41  1  0
 18 42  1  0
 19 43  1  0
 23 44  1  0
 24 45  1  0
 24 46  1  0
 24 47  1  0
 25 48  1  0
 25 49  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Hydroxy-1-(8-hydroxy-6-methoxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-yl)-3-methylbutan-2-yl acetic acid	HMDB

Chemical Formula

C₁₈H₂₄O₇

Average Molecular Weight

352.379

Monoisotopic Molecular Weight

352.152203122

IUPAC Name

3-hydroxy-1-(8-hydroxy-6-methoxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-yl)-3-methylbutan-2-yl acetate

Traditional Name

3-hydroxy-1-(8-hydroxy-6-methoxy-3-methyl-1-oxo-3,4-dihydro-2-benzopyran-7-yl)-3-methylbutan-2-yl acetate

CAS Registry Number

177795-33-4

SMILES

COC1=C(CC(OC(C)=O)C(C)(C)O)C(O)=C2C(=O)OC(C)CC2=C1

InChI Identifier

InChI=1S/C18H24O7/c1-9-6-11-7-13(23-5)12(16(20)15(11)17(21)24-9)8-14(18(3,4)22)25-10(2)19/h7,9,14,20,22H,6,8H2,1-5H3

InChI Key

ZSKZYWHCOISHNI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 2-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

2-benzopyrans

Direct Parent

2-benzopyrans

Alternative Parents

Substituents

2-benzopyran
Anisole
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Dicarboxylic acid or derivatives
Benzenoid
Vinylogous acid
Tertiary alcohol
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Oxacycle
Ether
Hydrocarbon derivative
Alcohol
Carbonyl group
Organic oxygen compound
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0029972)
Cytoplasm (HMDB: HMDB0029972)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029972)

Source

Endogenous

Endogenous (HMDB: HMDB0029972)

Plant

Plant (HMDB: HMDB0029972)

Exogenous

Food

Food (HMDB: HMDB0029972)

Herb and spice

Herb

Coriander (FooDB: FOOD00061)

Herbs and Spices (FooDB: FOOD00866)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	172 - 173 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	254.8 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	0.22 g/L	ALOGPS
logP	2.02	ALOGPS
logP	2.45	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	9.38	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	102.29 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	90 m³·mol⁻¹	ChemAxon
Polarizability	36.29 Å³	ChemAxon
Number of Rings	2	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]+	183.657	31661259
DarkChem	[M-H]-	183.494	31661259
DeepCCS	[M+H]+	183.913	30932474
DeepCCS	[M-H]-	181.555	30932474
DeepCCS	[M-2H]-	215.777	30932474
DeepCCS	[M+Na]+	191.005	30932474
AllCCS	[M+H]+	183.4	32859911
AllCCS	[M+H-H2O]+	180.5	32859911
AllCCS	[M+NH4]+	186.1	32859911
AllCCS	[M+Na]+	186.9	32859911
AllCCS	[M-H]-	187.8	32859911
AllCCS	[M+Na-2H]-	188.3	32859911
AllCCS	[M+HCOO]-	189.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Coriandrone D	COC1=C(CC(OC(C)=O)C(C)(C)O)C(O)=C2C(=O)OC(C)CC2=C1	3665.1	Standard polar	33892256
Coriandrone D	COC1=C(CC(OC(C)=O)C(C)(C)O)C(O)=C2C(=O)OC(C)CC2=C1	2471.5	Standard non polar	33892256
Coriandrone D	COC1=C(CC(OC(C)=O)C(C)(C)O)C(O)=C2C(=O)OC(C)CC2=C1	2582.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Coriandrone D,1TMS,isomer #1	COC1=CC2=C(C(=O)OC(C)C2)C(O)=C1CC(OC(C)=O)C(C)(C)O[Si](C)(C)C	2569.6	Semi standard non polar	33892256
Coriandrone D,1TMS,isomer #2	COC1=CC2=C(C(=O)OC(C)C2)C(O[Si](C)(C)C)=C1CC(OC(C)=O)C(C)(C)O	2540.6	Semi standard non polar	33892256
Coriandrone D,2TMS,isomer #1	COC1=CC2=C(C(=O)OC(C)C2)C(O[Si](C)(C)C)=C1CC(OC(C)=O)C(C)(C)O[Si](C)(C)C	2596.0	Semi standard non polar	33892256
Coriandrone D,1TBDMS,isomer #1	COC1=CC2=C(C(=O)OC(C)C2)C(O)=C1CC(OC(C)=O)C(C)(C)O[Si](C)(C)C(C)(C)C	2811.5	Semi standard non polar	33892256
Coriandrone D,1TBDMS,isomer #2	COC1=CC2=C(C(=O)OC(C)C2)C(O[Si](C)(C)C(C)(C)C)=C1CC(OC(C)=O)C(C)(C)O	2769.8	Semi standard non polar	33892256
Coriandrone D,2TBDMS,isomer #1	COC1=CC2=C(C(=O)OC(C)C2)C(O[Si](C)(C)C(C)(C)C)=C1CC(OC(C)=O)C(C)(C)O[Si](C)(C)C(C)(C)C	3051.6	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 - Coriandrone D GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9121000000-a10dfd4745e316db892b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Coriandrone D GC-MS (2 TMS) - 70eV, Positive	splash10-001i-4910600000-357ad85b380e91fb0917	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Coriandrone D GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Coriandrone D 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 - Coriandrone D 10V, Positive-QTOF	splash10-0udr-0049000000-f9b7addc8811e499f648	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coriandrone D 20V, Positive-QTOF	splash10-004l-0496000000-e5978dced50e87b96de0	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coriandrone D 40V, Positive-QTOF	splash10-0096-3390000000-e1b499eedbec0bde2409	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coriandrone D 10V, Negative-QTOF	splash10-0pb9-2029000000-79f38f4546bee20d6b45	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coriandrone D 20V, Negative-QTOF	splash10-0a4l-4497000000-66dda8619be5fb386eb0	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coriandrone D 40V, Negative-QTOF	splash10-0a4l-9350000000-f520372629b2d2dde71a	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coriandrone D 10V, Positive-QTOF	splash10-0fbl-2094000000-241d2f3e9db24e67b7ab	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coriandrone D 20V, Positive-QTOF	splash10-00dl-1690000000-e27b2636671ebcd16ebf	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coriandrone D 40V, Positive-QTOF	splash10-01bc-7930000000-635dd20de0cf5eee255d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coriandrone D 10V, Negative-QTOF	splash10-0a4i-9011000000-6cc6b7b5ab9e314a7e56	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coriandrone D 20V, Negative-QTOF	splash10-0a4i-9010000000-da6d537c8d7fb0019b3e	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coriandrone D 40V, Negative-QTOF	splash10-0a4l-9120000000-c08295922ff44e3e5d33	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB001259

KNApSAcK ID

C00055364

Chemspider ID

35013112

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131750936

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1812681

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 Coriandrone D (HMDB0029972)

MOL for HMDB0029972 (Coriandrone D)

3D MOL for HMDB0029972 (Coriandrone D)

3D SDF for HMDB0029972 (Coriandrone D)

3D-SDF for HMDB0029972 (Coriandrone D)

PDB for HMDB0029972 (Coriandrone D)

3D PDB for HMDB0029972 (Coriandrone D)

SMILES for HMDB0029972 (Coriandrone D)

INCHI for HMDB0029972 (Coriandrone D)

Structure for HMDB0029972 (Coriandrone D)

3D Structure for HMDB0029972 (Coriandrone D)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra