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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:47:31 UTC

Update Date

2022-03-07 02:55:00 UTC

HMDB ID

HMDB0036629

Secondary Accession Numbers

HMDB36629

Metabolite Identification

Common Name

(-)-Maackiain

Description

(-)-Maackiain, also known as inermin or 6-OH-luteolin, belongs to the class of organic compounds known as pterocarpans. These are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids (-)-Maackiain has been detected, but not quantified in, several different foods, such as fireweeds (Chamerion angustifolium), nances (Byrsonima crassifolia), green bell peppers (Capsicum annuum), acerolas (Malpighia emarginata), and small-leaf lindens (Tilia cordata). This could make (-)-maackiain a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on (-)-Maackiain.

Structure

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

HMDB0254287
     RDKit          3D
Maackiain
 33 37  0  0  0  0  0  0  0  0999 V2000
   -6.1448   -1.0112    0.2303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8146   -0.6631    0.3550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3624    0.0863    1.4213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0196    0.4062    1.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1508   -0.0211    0.5155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5943   -0.7701   -0.5530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9364   -1.0859   -0.6213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6760   -1.1603   -1.4896 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4471   -0.5122   -1.7532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0858    0.5405   -0.7465 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3512    0.4102   -0.3809 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5303    0.8922   -0.9103 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7652    0.6118   -0.3613 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8063   -0.1862    0.7654 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6231   -0.6667    1.2922 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3833   -0.3870    0.7437 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0704   -0.7564    1.0984 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7390    0.3202    0.6017 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1505   -0.3144    1.1142 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9232    0.6414    0.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0737    0.9656   -0.6943 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7774   -0.3829   -0.2791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0494    0.4266    2.2007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7065    0.9991    2.3545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2688   -1.6827   -1.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3334   -1.3068   -1.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5514   -0.0732   -2.7881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3033    1.5646   -1.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5128    1.5295   -1.8081 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6656   -1.2921    2.1761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5079    1.1987    1.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1407    1.5411    1.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8060    0.1382    0.0198 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  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 14 19  1  0
 19 20  1  0
 20 21  1  0
  7  2  1  0
 18 10  1  0
 18  5  1  0
 16 11  1  0
 21 13  1  0
  1 22  1  0
  3 23  1  0
  4 24  1  0
  7 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 12 29  1  0
 15 30  1  0
 18 31  1  0
 20 32  1  0
 20 33  1  0
M  END


  Mrv0541 05061309152D          

 21 25  0  0  0  0            999 V2000
    0.9678    2.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7908    2.3914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0671    0.9086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0288    0.8705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0867    2.5195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1743    0.3392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0405    1.6253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6059    1.5926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2519    1.7074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3292    1.3079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5361    1.0807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8901    0.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3582    2.1324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7573    1.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7863    2.0822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0749    1.7647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2171    1.5353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3513    0.2819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5325    0.9754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5794    2.3094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5830    2.4147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  8  1  1  0  0  0  0
  8  3  2  0  0  0  0
  9  2  1  0  0  0  0
 10  4  2  0  0  0  0
 11  6  1  0  0  0  0
 11 10  1  0  0  0  0
 12  3  1  0  0  0  0
 12  9  2  0  0  0  0
 13  5  2  0  0  0  0
 13 10  1  0  0  0  0
 14  4  1  0  0  0  0
 15  5  1  0  0  0  0
 15 14  2  0  0  0  0
 16  9  1  0  0  0  0
 16 11  1  0  0  0  0
 17  8  1  0  0  0  0
 18  6  1  0  0  0  0
 18 12  1  0  0  0  0
 19  7  1  0  0  0  0
 19 14  1  0  0  0  0
 20  7  1  0  0  0  0
 20 15  1  0  0  0  0
 21 13  1  0  0  0  0
 21 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036629

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC2=C(C=C1)C1OC3=CC4=C(OCO4)C=C3C1CO2

> <INCHI_IDENTIFIER>
InChI=1S/C16H12O5/c17-8-1-2-9-12(3-8)18-6-11-10-4-14-15(20-7-19-14)5-13(10)21-16(9)11/h1-5,11,16-17H,6-7H2

> <INCHI_KEY>
HUKSJTUUSUGIDC-UHFFFAOYSA-N

> <FORMULA>
C16H12O5

> <MOLECULAR_WEIGHT>
284.2635

> <EXACT_MASS>
284.068473494

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
28.63646718741426

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-2,4(8),9,13(18),14,16-hexaen-16-ol

> <ALOGPS_LOGP>
2.19

> <JCHEM_LOGP>
2.2901281296666665

> <ALOGPS_LOGS>
-2.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.420754122248688

> <JCHEM_PKA_STRONGEST_BASIC>
-4.352233001903277

> <JCHEM_POLAR_SURFACE_AREA>
57.150000000000006

> <JCHEM_REFRACTIVITY>
72.36480000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.06e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-2,4(8),9,13(18),14,16-hexaen-16-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0254287
     RDKit          3D
Maackiain
 33 37  0  0  0  0  0  0  0  0999 V2000
   -6.1448   -1.0112    0.2303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8146   -0.6631    0.3550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3624    0.0863    1.4213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0196    0.4062    1.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1508   -0.0211    0.5155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5943   -0.7701   -0.5530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9364   -1.0859   -0.6213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6760   -1.1603   -1.4896 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4471   -0.5122   -1.7532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0858    0.5405   -0.7465 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3512    0.4102   -0.3809 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5303    0.8922   -0.9103 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7652    0.6118   -0.3613 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8063   -0.1862    0.7654 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6231   -0.6667    1.2922 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3833   -0.3870    0.7437 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0704   -0.7564    1.0984 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7390    0.3202    0.6017 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1505   -0.3144    1.1142 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9232    0.6414    0.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0737    0.9656   -0.6943 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7774   -0.3829   -0.2791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0494    0.4266    2.2007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7065    0.9991    2.3545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2688   -1.6827   -1.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3334   -1.3068   -1.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5514   -0.0732   -2.7881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3033    1.5646   -1.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5128    1.5295   -1.8081 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6656   -1.2921    2.1761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5079    1.1987    1.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1407    1.5411    1.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8060    0.1382    0.0198 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  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 14 19  1  0
 19 20  1  0
 20 21  1  0
  7  2  1  0
 18 10  1  0
 18  5  1  0
 16 11  1  0
 21 13  1  0
  1 22  1  0
  3 23  1  0
  4 24  1  0
  7 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 12 29  1  0
 15 30  1  0
 18 31  1  0
 20 32  1  0
 20 33  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       1.807   4.357   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.343   4.464   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.992   1.696   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.387   1.625   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.495   4.703   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.925   0.633   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.142   3.034   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.131   2.973   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.204   3.187   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.081   2.441   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.601   2.017   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.528   1.803   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.135   3.980   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.747   2.348   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.801   3.887   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.740   3.294   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -0.405   2.866   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       4.389   0.526   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      12.194   1.821   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      12.282   4.311   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       6.688   4.507   0.000  0.00  0.00           O+0
CONECT    1    2    8                                                       
CONECT    2    1    9                                                       
CONECT    3    8   12                                                       
CONECT    4   10   14                                                       
CONECT    5   13   15                                                       
CONECT    6   11   18                                                       
CONECT    7   19   20                                                       
CONECT    8    1    3   17                                                  
CONECT    9    2   12   16                                                  
CONECT   10    4   11   13                                                  
CONECT   11    6   10   16                                                  
CONECT   12    3    9   18                                                  
CONECT   13    5   10   21                                                  
CONECT   14    4   15   19                                                  
CONECT   15    5   14   20                                                  
CONECT   16    9   11   21                                                  
CONECT   17    8                                                            
CONECT   18    6   12                                                       
CONECT   19    7   14                                                       
CONECT   20    7   15                                                       
CONECT   21   13   16                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   50    0
END

COMPND    HMDB0254287
HETATM    1  O1  UNL     1      -6.145  -1.011   0.230  1.00  0.00           O  
HETATM    2  C1  UNL     1      -4.815  -0.663   0.355  1.00  0.00           C  
HETATM    3  C2  UNL     1      -4.362   0.086   1.421  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.020   0.406   1.496  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.151  -0.021   0.515  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.594  -0.770  -0.553  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.936  -1.086  -0.621  1.00  0.00           C  
HETATM    8  O2  UNL     1      -1.676  -1.160  -1.490  1.00  0.00           O  
HETATM    9  C7  UNL     1      -0.447  -0.512  -1.753  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.086   0.541  -0.746  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.351   0.410  -0.381  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.530   0.892  -0.910  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.765   0.612  -0.361  1.00  0.00           C  
HETATM   14  C12 UNL     1       3.806  -0.186   0.765  1.00  0.00           C  
HETATM   15  C13 UNL     1       2.623  -0.667   1.292  1.00  0.00           C  
HETATM   16  C14 UNL     1       1.383  -0.387   0.744  1.00  0.00           C  
HETATM   17  O3  UNL     1       0.070  -0.756   1.098  1.00  0.00           O  
HETATM   18  C15 UNL     1      -0.739   0.320   0.602  1.00  0.00           C  
HETATM   19  O4  UNL     1       5.151  -0.314   1.114  1.00  0.00           O  
HETATM   20  C16 UNL     1       5.923   0.641   0.415  1.00  0.00           C  
HETATM   21  O5  UNL     1       5.074   0.966  -0.694  1.00  0.00           O  
HETATM   22  H1  UNL     1      -6.777  -0.383  -0.279  1.00  0.00           H  
HETATM   23  H2  UNL     1      -5.049   0.427   2.201  1.00  0.00           H  
HETATM   24  H3  UNL     1      -2.707   0.999   2.355  1.00  0.00           H  
HETATM   25  H4  UNL     1      -4.269  -1.683  -1.480  1.00  0.00           H  
HETATM   26  H5  UNL     1       0.333  -1.307  -1.817  1.00  0.00           H  
HETATM   27  H6  UNL     1      -0.551  -0.073  -2.788  1.00  0.00           H  
HETATM   28  H7  UNL     1      -0.303   1.565  -1.140  1.00  0.00           H  
HETATM   29  H8  UNL     1       2.513   1.529  -1.808  1.00  0.00           H  
HETATM   30  H9  UNL     1       2.666  -1.292   2.176  1.00  0.00           H  
HETATM   31  H10 UNL     1      -0.508   1.199   1.229  1.00  0.00           H  
HETATM   32  H11 UNL     1       6.141   1.541   1.029  1.00  0.00           H  
HETATM   33  H12 UNL     1       6.806   0.138   0.020  1.00  0.00           H  
CONECT    1    2   22
CONECT    2    3    3    7
CONECT    3    4   23
CONECT    4    5    5   24
CONECT    5    6   18
CONECT    6    7    7    8
CONECT    7   25
CONECT    8    9
CONECT    9   10   26   27
CONECT   10   11   18   28
CONECT   11   12   12   16
CONECT   12   13   29
CONECT   13   14   14   21
CONECT   14   15   19
CONECT   15   16   16   30
CONECT   16   17
CONECT   17   18
CONECT   18   31
CONECT   19   20
CONECT   20   21   32   33
END

HMDB0254287
     RDKit          3D
Maackiain
 33 37  0  0  0  0  0  0  0  0999 V2000
   -6.1448   -1.0112    0.2303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8146   -0.6631    0.3550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3624    0.0863    1.4213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0196    0.4062    1.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1508   -0.0211    0.5155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5943   -0.7701   -0.5530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9364   -1.0859   -0.6213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6760   -1.1603   -1.4896 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4471   -0.5122   -1.7532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0858    0.5405   -0.7465 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3512    0.4102   -0.3809 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5303    0.8922   -0.9103 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7652    0.6118   -0.3613 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8063   -0.1862    0.7654 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6231   -0.6667    1.2922 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3833   -0.3870    0.7437 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0704   -0.7564    1.0984 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7390    0.3202    0.6017 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1505   -0.3144    1.1142 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9232    0.6414    0.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0737    0.9656   -0.6943 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7774   -0.3829   -0.2791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0494    0.4266    2.2007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7065    0.9991    2.3545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2688   -1.6827   -1.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3334   -1.3068   -1.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5514   -0.0732   -2.7881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3033    1.5646   -1.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5128    1.5295   -1.8081 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6656   -1.2921    2.1761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5079    1.1987    1.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1407    1.5411    1.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8060    0.1382    0.0198 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  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 14 19  1  0
 19 20  1  0
 20 21  1  0
  7  2  1  0
 18 10  1  0
 18  5  1  0
 16 11  1  0
 21 13  1  0
  1 22  1  0
  3 23  1  0
  4 24  1  0
  7 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 12 29  1  0
 15 30  1  0
 18 31  1  0
 20 32  1  0
 20 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Hydroxy-8,9-methylenedioxypterocarpane	ChEBI
2-(3,4-Dihydroxyphenyl)-5,6,7-trihydroxy-4H-1-benzopyran-4-one	HMDB
3',4',5,6,7-Pentahydroxyflavone	HMDB
5,6,7,3',4'-Pentahydroxyflavone	HMDB
2-(3,4-Dihydroxyphenyl)-5,6,7-trihydroxy-4H-chromen-4-one	HMDB
6-OH-Luteolin	HMDB
Inermin, (6ar-cis)-isomer	HMDB
Inermin, (6as-cis)-isomer	HMDB
6a,12a-Dihydro-6H-(1,3)dioxolo(5,6)benzofuro(3,2-c)(1)benzopyran-3-ol	HMDB
Inermin	HMDB

Chemical Formula

C₁₆H₁₂O₅

Average Molecular Weight

284.2635

Monoisotopic Molecular Weight

284.068473494

IUPAC Name

5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-2,4(8),9,13(18),14,16-hexaen-16-ol

Traditional Name

5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-2,4(8),9,13(18),14,16-hexaen-16-ol

CAS Registry Number

2035-15-6

SMILES

OC1=CC2=C(C=C1)C1OC3=CC4=C(OCO4)C=C3C1CO2

InChI Identifier

InChI=1S/C16H12O5/c17-8-1-2-9-12(3-8)18-6-11-10-4-14-15(20-7-19-14)5-13(10)21-16(9)11/h1-5,11,16-17H,6-7H2

InChI Key

HUKSJTUUSUGIDC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pterocarpans. These are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Furanoisoflavonoids

Direct Parent

Pterocarpans

Alternative Parents

Substituents

Pterocarpan
Isoflavanol
Isoflavan
Chromane
1-benzopyran
Benzopyran
Coumaran
Benzodioxole
Benzofuran
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Acetal
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

phenols (CHEBI:73029 )
pterocarpans (CHEBI:73029 )
a small molecule (CPD-4462 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0036629)
Cell membrane (HMDB: HMDB0036629)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036629)

Source

Exogenous

Exogenous (HMDB: HMDB0036629)

Food

Food (HMDB: HMDB0036629)

Herbs and Spices (FooDB: FOOD00866)

Nut

Almond (FooDB: FOOD00148)
Brazil nut (FooDB: FOOD00024)
Cashew nut (FooDB: FOOD00011)
Chestnut (FooDB: FOOD00045)
Hazelnut (FooDB: FOOD00376)
Peanut (FooDB: FOOD00016)
Pecan nut (FooDB: FOOD00044)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Walnut (FooDB: FOOD00608)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hickory nut (FooDB: FOOD00377)
Macadamia nut (FooDB: FOOD00525)
Mixed nuts (FooDB: FOOD00771)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Japanese chestnut (FooDB: FOOD00385)
Common hazelnut (FooDB: FOOD00062)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Nuts (FooDB: FOOD00869)

Fruit

Pome

Drupe

Apricot (FooDB: FOOD00144)
Prunus (Cherry, Plum) (FooDB: FOOD00143)
Nectarine (FooDB: FOOD00229)
Peach (FooDB: FOOD00149)
European plum (FooDB: FOOD00147)
Sour cherry (FooDB: FOOD00146)
Sweet cherry (FooDB: FOOD00145)
Common chokecherry (FooDB: FOOD00562)
Peach (var.) (FooDB: FOOD00230)

Tropical fruit

Berry

Bilberry (FooDB: FOOD00193)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Elderberry (FooDB: FOOD00358)
Gooseberry (FooDB: FOOD00157)
Grape (FooDB: FOOD00369)
Lingonberry (FooDB: FOOD00194)
Loganberry (FooDB: FOOD00400)
Strawberry (FooDB: FOOD00083)
Boysenberry (FooDB: FOOD00542)
American cranberry (FooDB: FOOD00192)
Common grape (FooDB: FOOD00204)
Strawberry guava (FooDB: FOOD00482)
Black mulberry (FooDB: FOOD00117)
Red raspberry (FooDB: FOOD00162)
Muscadine grape (FooDB: FOOD00203)
Salmonberry (FooDB: FOOD00456)
Alaska blueberry (FooDB: FOOD00380)
Sea-buckthornberry (FooDB: FOOD00087)
Black elderberry (FooDB: FOOD00166)
Black crowberry (FooDB: FOOD00075)
Black huckleberry (FooDB: FOOD00084)
Mulberry (FooDB: FOOD00116)
Black chokeberry (FooDB: FOOD00136)
Cloudberry (FooDB: FOOD00161)
Black raspberry (FooDB: FOOD00163)
Rowanberry (FooDB: FOOD00176)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Ohelo berry (FooDB: FOOD00419)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)

Other fruit

Date (FooDB: FOOD00135)
Fig (FooDB: FOOD00081)
Jujube (FooDB: FOOD00388)

Citrus

Grapefruit (FooDB: FOOD00256)
Lemon (FooDB: FOOD00054)
Lime (FooDB: FOOD00053)
Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Persian lime (FooDB: FOOD00543)
Pummelo (FooDB: FOOD00055)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Citrus (FooDB: FOOD00859)

Fruits (FooDB: FOOD00871)

Vegetable

Shoot vegetable

Fruit vegetable

Eggplant (FooDB: FOOD00174)
Avocado (FooDB: FOOD00130)
Groundcherry (FooDB: FOOD00371)
Olive (FooDB: FOOD00121)
Pepper (FooDB: FOOD00040)
Garden tomato (FooDB: FOOD00171)
Mexican groundcherry (FooDB: FOOD00491)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Garden tomato (var.) (FooDB: FOOD00173)
Cherry tomato (FooDB: FOOD00172)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Pepper (C. frutescens) (FooDB: FOOD00428)
Pepper (C. pubescens) (FooDB: FOOD00849)
Orange bell pepper (FooDB: FOOD00879)

Root vegetable

Cabbage

Leaf vegetable

Lettuce (FooDB: FOOD00095)
Swiss chard (FooDB: FOOD00237)
Garden cress (FooDB: FOOD00099)
Endive (FooDB: FOOD00048)
Spinach (FooDB: FOOD00178)
Common beet (FooDB: FOOD00025)
Garland chrysanthemum (FooDB: FOOD00333)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
New Zealand spinach (FooDB: FOOD00415)
Swamp cabbage (FooDB: FOOD00091)
Rocket salad (ssp.) (FooDB: FOOD00077)
Yautia (FooDB: FOOD00510)
Romaine lettuce (FooDB: FOOD00888)
Rocket salad (FooDB: FOOD00244)
Chicory leaves (FooDB: FOOD00250)
Corn salad (FooDB: FOOD00340)
Malabar spinach (FooDB: FOOD00404)
Ostrich fern (FooDB: FOOD00556)
Green vegetables (FooDB: FOOD00872)

Mushroom

Tuber

Onion-family vegetable

Leek (FooDB: FOOD00007)
Allium (FooDB: FOOD00005)
Wild leek (FooDB: FOOD00396)
Shallot (FooDB: FOOD00243)
Garden onion (FooDB: FOOD00006)
Garden onion (var.) (FooDB: FOOD00226)
Onion-family vegetables (FooDB: FOOD00855)
Green onion (FooDB: FOOD00963)
Red onion (FooDB: FOOD00962)

Other vegetable

Okra (FooDB: FOOD00420)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Tree fern (FooDB: FOOD00797)
Chinese water chestnut (FooDB: FOOD00332)
Nopal (FooDB: FOOD00416)
Carob (FooDB: FOOD00321)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Giant butterbur (FooDB: FOOD00314)
Sesbania flower (FooDB: FOOD00469)

Stalk vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Cereal and cereal product

Other bread

Other bread (FooDB: FOOD00269)

Cereal

Cereal product

Dough

Sourdough (FooDB: FOOD00275)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Bean

Lentil

Lentils (FooDB: FOOD00098)

Pea

Other pulse

White lupine (FooDB: FOOD00403)
Lupine (FooDB: FOOD00104)

Pulses (FooDB: FOOD00867)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Other soy product (FooDB: FOOD00271)

Abalone (FooDB: FOOD00279)
Conch (FooDB: FOOD00611)

Gourd

Chayote (FooDB: FOOD00325)
Cucumber (FooDB: FOOD00065)
Muskmelon (FooDB: FOOD00064)
Cucurbita (FooDB: FOOD00066)
Watermelon (FooDB: FOOD00052)
Bitter gourd (FooDB: FOOD00115)
Calabash (FooDB: FOOD00318)
Towel gourd (FooDB: FOOD00492)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Wax gourd (FooDB: FOOD00499)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)

Tea

Herbal tea

Greenthread tea (FooDB: FOOD00820)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Endogenous

Plant

Animal

Animal (HMDB: HMDB0036629)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0036629)
Quinone-reductase inducer (HMDB: HMDB0036629)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	179 - 181 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	2.61	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.51 g/L	ALOGPS
logP	2.19	ALOGPS
logP	2.29	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	9.42	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	57.15 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	72.36 m³·mol⁻¹	ChemAxon
Polarizability	28.64 Å³	ChemAxon
Number of Rings	5	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]+	165.377	31661259
DarkChem	[M-H]-	165.24	31661259
DeepCCS	[M+H]+	168.664	30932474
DeepCCS	[M-H]-	166.306	30932474
DeepCCS	[M-2H]-	199.192	30932474
DeepCCS	[M+Na]+	174.757	30932474
AllCCS	[M+H]+	166.1	32859911
AllCCS	[M+H-H2O]+	162.3	32859911
AllCCS	[M+NH4]+	169.6	32859911
AllCCS	[M+Na]+	170.6	32859911
AllCCS	[M-H]-	170.2	32859911
AllCCS	[M+Na-2H]-	169.2	32859911
AllCCS	[M+HCOO]-	168.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.58 minutes	32390414
Predicted by Siyang on May 30, 2022	12.9621 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.46 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	27.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(-)-Maackiain	OC1=CC2=C(C=C1)C1OC3=CC4=C(OCO4)C=C3C1CO2	3766.9	Standard polar	33892256
(-)-Maackiain	OC1=CC2=C(C=C1)C1OC3=CC4=C(OCO4)C=C3C1CO2	2509.3	Standard non polar	33892256
(-)-Maackiain	OC1=CC2=C(C=C1)C1OC3=CC4=C(OCO4)C=C3C1CO2	2774.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(-)-Maackiain,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C(=C1)OCC1C3=CC4=C(C=C3OC21)OCO4	2699.8	Semi standard non polar	33892256
(-)-Maackiain,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)OCC1C3=CC4=C(C=C3OC21)OCO4	2983.5	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 - (-)-Maackiain GC-MS (Non-derivatized) - 70eV, Positive	splash10-1159-1490000000-db9b5560f54efd8bc916	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Maackiain GC-MS (1 TMS) - 70eV, Positive	splash10-00ec-6449000000-84980ba53447231be297	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Maackiain GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Maackiain GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Maackiain GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - (-)-Maackiain , positive-QTOF	splash10-0uk9-0910000000-0944f6b9dd6a928f30a8	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Maackiain 10V, Positive-QTOF	splash10-000i-0090000000-c7cbd6418a879e041666	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Maackiain 20V, Positive-QTOF	splash10-000i-0090000000-8348e7e4d29458b4ce4b	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Maackiain 40V, Positive-QTOF	splash10-0hmt-9470000000-bf8ac90fedba7ff40fb8	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Maackiain 10V, Negative-QTOF	splash10-001i-0090000000-95c433a225337b39a52d	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Maackiain 20V, Negative-QTOF	splash10-001i-0090000000-b3b5bfae974a783c3f85	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Maackiain 40V, Negative-QTOF	splash10-0wmr-2290000000-954882baaeaa154d058f	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Maackiain 10V, Negative-QTOF	splash10-001i-0090000000-549f6b30f75977e8ff35	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Maackiain 20V, Negative-QTOF	splash10-001i-0090000000-09ee75f9980cbcca480e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Maackiain 40V, Negative-QTOF	splash10-0fsr-0290000000-c4842c0eec92bc9f47f7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Maackiain 10V, Positive-QTOF	splash10-000i-0090000000-edc9ea273e98ea6aa00a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Maackiain 20V, Positive-QTOF	splash10-000i-0090000000-8e39ae184183711b863a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Maackiain 40V, Positive-QTOF	splash10-052r-0390000000-0c56add68e3a718eadd6	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

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5281642

PDB ID

Not Available

ChEBI ID

2197

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1856081

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 (-)-Maackiain (HMDB0036629)

MOL for HMDB0036629 ((-)-Maackiain)

3D MOL for HMDB0036629 ((-)-Maackiain)

3D SDF for HMDB0036629 ((-)-Maackiain)

3D-SDF for HMDB0036629 ((-)-Maackiain)

PDB for HMDB0036629 ((-)-Maackiain)

3D PDB for HMDB0036629 ((-)-Maackiain)

SMILES for HMDB0036629 ((-)-Maackiain)

INCHI for HMDB0036629 ((-)-Maackiain)

Structure for HMDB0036629 ((-)-Maackiain)

3D Structure for HMDB0036629 ((-)-Maackiain)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra