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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:47:35 UTC

Update Date

2022-03-07 02:55:00 UTC

HMDB ID

HMDB0036630

Secondary Accession Numbers

HMDB36630

Metabolite Identification

Common Name

Trifolirhizin

Description

Trifolirhizin, also known as sophojaponicin B1, 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. Trifolirhizin is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, trifolirhizin has been detected, but not quantified in, pulses. This could make trifolirhizin a potential biomarker for the consumption of these foods.

Structure

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


  Mrv0541 02241217192D          

 32 37  0  0  0  0            999 V2000
   -1.8130   -1.4259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5280   -1.0133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5280   -0.1883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2416    0.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2416    1.0492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9567    1.4617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2416   -2.2509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2416   -1.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9567   -1.0133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9567   -0.1883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6703    0.2242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6703   -1.4259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0981   -0.1883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0981   -1.0133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3844   -1.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3306   -1.0133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3306   -0.1883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3844    0.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0444    0.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7594   -0.1883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3726    0.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1935    0.2778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6775    0.9461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3419    1.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5225    1.7849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0370    1.1180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2163    1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9552    2.2509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6703    1.8385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4984    1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7594   -1.0133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0444   -1.4259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 14  1  0  0  0  0
  2  3  1  0  0  0  0
  2  8  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 10  1  0  0  0  0
  5  6  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 12  1  0  0  0  0
 10 11  1  0  0  0  0
 13 14  2  0  0  0  0
 13 18  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 32  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 27  1  0  0  0  0
 20 21  1  0  0  0  0
 20 31  1  0  0  0  0
 21 22  1  0  0  0  0
 21 26  2  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 30  1  0  0  0  0
 24 25  2  0  0  0  0
 24 28  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 31 32  1  0  0  0  0
M  END

HMDB0036630
     RDKit          3D
Trifolirhizin
 54 59  0  0  0  0  0  0  0  0999 V2000
   -4.3419   -2.0962    2.1837 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4351   -1.3335    2.5981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4571   -0.1011    1.6798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2616    0.5398    1.8717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7152    1.1418    0.7539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7632    0.2967    0.2248 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4298    0.4189    0.0737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7679    1.5508    0.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6089    1.6669    0.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3541    0.6390   -0.2580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6900   -0.4975   -0.6644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6810   -0.5815   -0.4901 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4254   -1.5164   -1.2340 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7535   -1.4554   -1.6600 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3715   -0.0787   -1.5597 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7771   -0.2972   -1.1258 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9752   -0.5884   -1.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1461   -0.7415   -1.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1650   -0.6062    0.3467 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9658   -0.3137    0.9623 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7885   -0.1603    0.2449 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4771    0.1369    0.6813 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8001    0.7313   -0.4432 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4597   -0.8070    0.8196 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2868   -1.0308   -0.2900 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4342   -1.0306   -1.4432 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7721    1.5765   -0.2376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2112    2.3462   -1.2429 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5492    0.4080   -0.7841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8261    0.8775   -1.1680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6503   -0.6418    0.2722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9680   -1.1511    0.2171 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5401   -1.9098    2.7365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2110   -0.9607    3.6073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3879   -1.8910    2.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3414    0.4913    1.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2249    2.0726    1.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2488    2.4045    0.9353 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1364    2.5635    0.6375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1788   -1.4843   -0.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9165   -1.8348   -2.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3161   -2.1949   -1.0141 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3242    0.4768   -2.5242 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9564   -0.6946   -2.8173 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0032   -0.2108    2.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1620    1.7796   -0.5733 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8720   -1.9600   -0.2361 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9913   -0.1668   -0.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5048    2.2283    0.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1753    3.3135   -1.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1071   -0.0186   -1.7087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8409    1.8676   -1.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9832   -1.4838    0.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5830   -0.5389    0.7141 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 19 24  1  0
 24 25  1  0
 25 26  1  0
  5 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 31  3  1  0
 12  7  1  0
 23 15  1  0
 23 10  1  0
 21 16  1  0
 26 18  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  5 37  1  0
  8 38  1  0
  9 39  1  0
 12 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 17 44  1  0
 20 45  1  0
 23 46  1  0
 25 47  1  0
 25 48  1  0
 27 49  1  0
 28 50  1  0
 29 51  1  0
 30 52  1  0
 31 53  1  0
 32 54  1  0
M  END


  Mrv0541 02241217192D          

 32 37  0  0  0  0            999 V2000
   -1.8130   -1.4259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5280   -1.0133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5280   -0.1883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2416    0.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2416    1.0492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9567    1.4617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2416   -2.2509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2416   -1.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9567   -1.0133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9567   -0.1883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6703    0.2242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6703   -1.4259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0981   -0.1883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0981   -1.0133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3844   -1.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3306   -1.0133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3306   -0.1883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3844    0.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0444    0.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7594   -0.1883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3726    0.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1935    0.2778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6775    0.9461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3419    1.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5225    1.7849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0370    1.1180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2163    1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9552    2.2509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6703    1.8385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4984    1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7594   -1.0133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0444   -1.4259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 14  1  0  0  0  0
  2  3  1  0  0  0  0
  2  8  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 10  1  0  0  0  0
  5  6  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 12  1  0  0  0  0
 10 11  1  0  0  0  0
 13 14  2  0  0  0  0
 13 18  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 32  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 27  1  0  0  0  0
 20 21  1  0  0  0  0
 20 31  1  0  0  0  0
 21 22  1  0  0  0  0
 21 26  2  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 30  1  0  0  0  0
 24 25  2  0  0  0  0
 24 28  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 31 32  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036630

> <DATABASE_NAME>
hmdb

> <SMILES>
OCC1OC(OC2=CC=C3C4OC5=C(C=C6OCOC6=C5)C4COC3=C2)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C22H22O10/c23-6-17-18(24)19(25)20(26)22(32-17)30-9-1-2-10-13(3-9)27-7-12-11-4-15-16(29-8-28-15)5-14(11)31-21(10)12/h1-5,12,17-26H,6-8H2

> <INCHI_KEY>
VGSYCWGXBYZLLE-UHFFFAOYSA-N

> <FORMULA>
C22H22O10

> <MOLECULAR_WEIGHT>
446.4041

> <EXACT_MASS>
446.121296924

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
43.296010393608334

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(hydroxymethyl)-6-{5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-2(10),3,8,13,15,17-hexaen-16-yloxy}oxane-3,4,5-triol

> <ALOGPS_LOGP>
0.70

> <JCHEM_LOGP>
0.022060036333333283

> <ALOGPS_LOGS>
-2.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.196090792974335

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.200140018647128

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810923437225645

> <JCHEM_POLAR_SURFACE_AREA>
136.3

> <JCHEM_REFRACTIVITY>
104.50919999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.58e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(hydroxymethyl)-6-{5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-2(10),3,8,13,15,17-hexaen-16-yloxy}oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036630
     RDKit          3D
Trifolirhizin
 54 59  0  0  0  0  0  0  0  0999 V2000
   -4.3419   -2.0962    2.1837 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4351   -1.3335    2.5981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4571   -0.1011    1.6798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2616    0.5398    1.8717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7152    1.1418    0.7539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7632    0.2967    0.2248 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4298    0.4189    0.0737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7679    1.5508    0.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6089    1.6669    0.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3541    0.6390   -0.2580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6900   -0.4975   -0.6644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6810   -0.5815   -0.4901 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4254   -1.5164   -1.2340 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7535   -1.4554   -1.6600 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3715   -0.0787   -1.5597 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7771   -0.2972   -1.1258 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9752   -0.5884   -1.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1461   -0.7415   -1.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1650   -0.6062    0.3467 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9658   -0.3137    0.9623 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7885   -0.1603    0.2449 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4771    0.1369    0.6813 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8001    0.7313   -0.4432 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4597   -0.8070    0.8196 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2868   -1.0308   -0.2900 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4342   -1.0306   -1.4432 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7721    1.5765   -0.2376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2112    2.3462   -1.2429 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5492    0.4080   -0.7841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8261    0.8775   -1.1680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6503   -0.6418    0.2722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9680   -1.1511    0.2171 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5401   -1.9098    2.7365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2110   -0.9607    3.6073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3879   -1.8910    2.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3414    0.4913    1.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2249    2.0726    1.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2488    2.4045    0.9353 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1364    2.5635    0.6375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1788   -1.4843   -0.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9165   -1.8348   -2.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3161   -2.1949   -1.0141 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3242    0.4768   -2.5242 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9564   -0.6946   -2.8173 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0032   -0.2108    2.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1620    1.7796   -0.5733 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8720   -1.9600   -0.2361 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9913   -0.1668   -0.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5048    2.2283    0.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1753    3.3135   -1.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1071   -0.0186   -1.7087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8409    1.8676   -1.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9832   -1.4838    0.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5830   -0.5389    0.7141 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 19 24  1  0
 24 25  1  0
 25 26  1  0
  5 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 31  3  1  0
 12  7  1  0
 23 15  1  0
 23 10  1  0
 21 16  1  0
 26 18  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  5 37  1  0
  8 38  1  0
  9 39  1  0
 12 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 17 44  1  0
 20 45  1  0
 23 46  1  0
 25 47  1  0
 25 48  1  0
 27 49  1  0
 28 50  1  0
 29 51  1  0
 30 52  1  0
 31 53  1  0
 32 54  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  O   UNK     0      -3.384  -2.662   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -4.719  -1.891   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -4.719  -0.351   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -6.051   0.419   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.051   1.959   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -7.386   2.729   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -6.051  -4.202   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -6.051  -2.662   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -7.386  -1.891   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -7.386  -0.351   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -8.718   0.419   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -8.718  -2.662   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -2.050  -0.351   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.050  -1.891   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.718  -2.662   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.617  -1.891   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.617  -0.351   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.718   0.419   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.950   0.419   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.284  -0.351   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.429   0.680   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.961   0.519   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.865   1.766   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.238   3.173   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.709   3.332   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.802   2.087   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.270   1.925   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       7.383   4.202   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       8.718   3.432   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       8.397   1.925   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       3.284  -1.891   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       1.950  -2.662   0.000  0.00  0.00           O+0
CONECT    1    2   14                                                       
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6                                                       
CONECT    6    5                                                            
CONECT    7    8                                                            
CONECT    8    2    7    9                                                  
CONECT    9    8   10   12                                                  
CONECT   10    4    9   11                                                  
CONECT   11   10                                                            
CONECT   12    9                                                            
CONECT   13   14   18                                                       
CONECT   14    1   13   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   32                                                  
CONECT   17   16   18   19                                                  
CONECT   18   13   17                                                       
CONECT   19   17   20   27                                                  
CONECT   20   19   21   31                                                  
CONECT   21   20   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   30                                                  
CONECT   24   23   25   28                                                  
CONECT   25   24   26                                                       
CONECT   26   21   25   27                                                  
CONECT   27   19   26                                                       
CONECT   28   24   29                                                       
CONECT   29   28   30                                                       
CONECT   30   23   29                                                       
CONECT   31   20   32                                                       
CONECT   32   16   31                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   74    0
END

COMPND    HMDB0036630
HETATM    1  O1  UNL     1      -4.342  -2.096   2.184  1.00  0.00           O  
HETATM    2  C1  UNL     1      -5.435  -1.334   2.598  1.00  0.00           C  
HETATM    3  C2  UNL     1      -5.457  -0.101   1.680  1.00  0.00           C  
HETATM    4  O2  UNL     1      -4.262   0.540   1.872  1.00  0.00           O  
HETATM    5  C3  UNL     1      -3.715   1.142   0.754  1.00  0.00           C  
HETATM    6  O3  UNL     1      -2.763   0.297   0.225  1.00  0.00           O  
HETATM    7  C4  UNL     1      -1.430   0.419   0.074  1.00  0.00           C  
HETATM    8  C5  UNL     1      -0.768   1.551   0.478  1.00  0.00           C  
HETATM    9  C6  UNL     1       0.609   1.667   0.317  1.00  0.00           C  
HETATM   10  C7  UNL     1       1.354   0.639  -0.258  1.00  0.00           C  
HETATM   11  C8  UNL     1       0.690  -0.498  -0.664  1.00  0.00           C  
HETATM   12  C9  UNL     1      -0.681  -0.582  -0.490  1.00  0.00           C  
HETATM   13  O4  UNL     1       1.425  -1.516  -1.234  1.00  0.00           O  
HETATM   14  C10 UNL     1       2.753  -1.455  -1.660  1.00  0.00           C  
HETATM   15  C11 UNL     1       3.371  -0.079  -1.560  1.00  0.00           C  
HETATM   16  C12 UNL     1       4.777  -0.297  -1.126  1.00  0.00           C  
HETATM   17  C13 UNL     1       5.975  -0.588  -1.732  1.00  0.00           C  
HETATM   18  C14 UNL     1       7.146  -0.741  -1.026  1.00  0.00           C  
HETATM   19  C15 UNL     1       7.165  -0.606   0.347  1.00  0.00           C  
HETATM   20  C16 UNL     1       5.966  -0.314   0.962  1.00  0.00           C  
HETATM   21  C17 UNL     1       4.788  -0.160   0.245  1.00  0.00           C  
HETATM   22  O5  UNL     1       3.477   0.137   0.681  1.00  0.00           O  
HETATM   23  C18 UNL     1       2.800   0.731  -0.443  1.00  0.00           C  
HETATM   24  O6  UNL     1       8.460  -0.807   0.820  1.00  0.00           O  
HETATM   25  C19 UNL     1       9.287  -1.031  -0.290  1.00  0.00           C  
HETATM   26  O7  UNL     1       8.434  -1.031  -1.443  1.00  0.00           O  
HETATM   27  C20 UNL     1      -4.772   1.577  -0.238  1.00  0.00           C  
HETATM   28  O8  UNL     1      -4.211   2.346  -1.243  1.00  0.00           O  
HETATM   29  C21 UNL     1      -5.549   0.408  -0.784  1.00  0.00           C  
HETATM   30  O9  UNL     1      -6.826   0.878  -1.168  1.00  0.00           O  
HETATM   31  C22 UNL     1      -5.650  -0.642   0.272  1.00  0.00           C  
HETATM   32  O10 UNL     1      -6.968  -1.151   0.217  1.00  0.00           O  
HETATM   33  H1  UNL     1      -3.540  -1.910   2.737  1.00  0.00           H  
HETATM   34  H2  UNL     1      -5.211  -0.961   3.607  1.00  0.00           H  
HETATM   35  H3  UNL     1      -6.388  -1.891   2.531  1.00  0.00           H  
HETATM   36  H4  UNL     1      -6.341   0.491   1.999  1.00  0.00           H  
HETATM   37  H5  UNL     1      -3.225   2.073   1.108  1.00  0.00           H  
HETATM   38  H6  UNL     1      -1.249   2.404   0.935  1.00  0.00           H  
HETATM   39  H7  UNL     1       1.136   2.564   0.638  1.00  0.00           H  
HETATM   40  H8  UNL     1      -1.179  -1.484  -0.818  1.00  0.00           H  
HETATM   41  H9  UNL     1       2.916  -1.835  -2.700  1.00  0.00           H  
HETATM   42  H10 UNL     1       3.316  -2.195  -1.014  1.00  0.00           H  
HETATM   43  H11 UNL     1       3.324   0.477  -2.524  1.00  0.00           H  
HETATM   44  H12 UNL     1       5.956  -0.695  -2.817  1.00  0.00           H  
HETATM   45  H13 UNL     1       6.003  -0.211   2.050  1.00  0.00           H  
HETATM   46  H14 UNL     1       3.162   1.780  -0.573  1.00  0.00           H  
HETATM   47  H15 UNL     1       9.872  -1.960  -0.236  1.00  0.00           H  
HETATM   48  H16 UNL     1       9.991  -0.167  -0.455  1.00  0.00           H  
HETATM   49  H17 UNL     1      -5.505   2.228   0.292  1.00  0.00           H  
HETATM   50  H18 UNL     1      -4.175   3.314  -1.033  1.00  0.00           H  
HETATM   51  H19 UNL     1      -5.107  -0.019  -1.709  1.00  0.00           H  
HETATM   52  H20 UNL     1      -6.841   1.868  -1.155  1.00  0.00           H  
HETATM   53  H21 UNL     1      -4.983  -1.484   0.057  1.00  0.00           H  
HETATM   54  H22 UNL     1      -7.583  -0.539   0.714  1.00  0.00           H  
CONECT    1    2   33
CONECT    2    3   34   35
CONECT    3    4   31   36
CONECT    4    5
CONECT    5    6   27   37
CONECT    6    7
CONECT    7    8    8   12
CONECT    8    9   38
CONECT    9   10   10   39
CONECT   10   11   23
CONECT   11   12   12   13
CONECT   12   40
CONECT   13   14
CONECT   14   15   41   42
CONECT   15   16   23   43
CONECT   16   17   17   21
CONECT   17   18   44
CONECT   18   19   19   26
CONECT   19   20   24
CONECT   20   21   21   45
CONECT   21   22
CONECT   22   23
CONECT   23   46
CONECT   24   25
CONECT   25   26   47   48
CONECT   27   28   29   49
CONECT   28   50
CONECT   29   30   31   51
CONECT   30   52
CONECT   31   32   53
CONECT   32   54
END

HMDB0036630
     RDKit          3D
Trifolirhizin
 54 59  0  0  0  0  0  0  0  0999 V2000
   -4.3419   -2.0962    2.1837 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4351   -1.3335    2.5981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4571   -0.1011    1.6798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2616    0.5398    1.8717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7152    1.1418    0.7539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7632    0.2967    0.2248 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4298    0.4189    0.0737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7679    1.5508    0.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6089    1.6669    0.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3541    0.6390   -0.2580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6900   -0.4975   -0.6644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6810   -0.5815   -0.4901 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4254   -1.5164   -1.2340 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7535   -1.4554   -1.6600 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3715   -0.0787   -1.5597 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7771   -0.2972   -1.1258 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9752   -0.5884   -1.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1461   -0.7415   -1.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1650   -0.6062    0.3467 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9658   -0.3137    0.9623 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7885   -0.1603    0.2449 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4771    0.1369    0.6813 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8001    0.7313   -0.4432 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4597   -0.8070    0.8196 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2868   -1.0308   -0.2900 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4342   -1.0306   -1.4432 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7721    1.5765   -0.2376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2112    2.3462   -1.2429 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5492    0.4080   -0.7841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8261    0.8775   -1.1680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6503   -0.6418    0.2722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9680   -1.1511    0.2171 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5401   -1.9098    2.7365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2110   -0.9607    3.6073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3879   -1.8910    2.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3414    0.4913    1.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2249    2.0726    1.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2488    2.4045    0.9353 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1364    2.5635    0.6375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1788   -1.4843   -0.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9165   -1.8348   -2.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3161   -2.1949   -1.0141 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3242    0.4768   -2.5242 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9564   -0.6946   -2.8173 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0032   -0.2108    2.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1620    1.7796   -0.5733 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8720   -1.9600   -0.2361 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9913   -0.1668   -0.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5048    2.2283    0.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1753    3.3135   -1.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1071   -0.0186   -1.7087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8409    1.8676   -1.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9832   -1.4838    0.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5830   -0.5389    0.7141 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 19 24  1  0
 24 25  1  0
 25 26  1  0
  5 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 31  3  1  0
 12  7  1  0
 23 15  1  0
 23 10  1  0
 21 16  1  0
 26 18  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  5 37  1  0
  8 38  1  0
  9 39  1  0
 12 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 17 44  1  0
 20 45  1  0
 23 46  1  0
 25 47  1  0
 25 48  1  0
 27 49  1  0
 28 50  1  0
 29 51  1  0
 30 52  1  0
 31 53  1  0
 32 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(-)-Maackiain 3-O-glucoside	HMDB
Sophojaponicin b1	HMDB

Chemical Formula

C₂₂H₂₂O₁₀

Average Molecular Weight

446.4041

Monoisotopic Molecular Weight

446.121296924

IUPAC Name

2-(hydroxymethyl)-6-{5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-2(10),3,8,13,15,17-hexaen-16-yloxy}oxane-3,4,5-triol

Traditional Name

2-(hydroxymethyl)-6-{5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-2(10),3,8,13,15,17-hexaen-16-yloxy}oxane-3,4,5-triol

CAS Registry Number

6807-83-6

SMILES

OCC1OC(OC2=CC=C3C4OC5=C(C=C6OCOC6=C5)C4COC3=C2)C(O)C(O)C1O

InChI Identifier

InChI=1S/C22H22O10/c23-6-17-18(24)19(25)20(26)22(32-17)30-9-1-2-10-13(3-9)27-7-12-11-4-15-16(29-8-28-15)5-14(11)31-21(10)12/h1-5,12,17-26H,6-8H2

InChI Key

VGSYCWGXBYZLLE-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
Phenolic glycoside
Glycosyl compound
O-glycosyl compound
Chromane
Benzopyran
1-benzopyran
Coumaran
Benzodioxole
Benzofuran
Alkyl aryl ether
Benzenoid
Monosaccharide
Oxane
Secondary alcohol
Polyol
Ether
Acetal
Organoheterocyclic compound
Oxacycle
Primary alcohol
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

a small molecule (CPD-4222 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0036630)
Cytoplasm (HMDB: HMDB0036630)

Pulses (FooDB: FOOD00867)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	142 - 144 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.58 g/L	ALOGPS
logP	0.7	ALOGPS
logP	0.022	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	12.2	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	136.3 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	104.51 m³·mol⁻¹	ChemAxon
Polarizability	43.3 Å³	ChemAxon
Number of Rings	6	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]+	202.348	31661259
DarkChem	[M-H]-	198.373	31661259
DeepCCS	[M+H]+	202.379	30932474
DeepCCS	[M-H]-	200.021	30932474
DeepCCS	[M-2H]-	233.695	30932474
DeepCCS	[M+Na]+	208.923	30932474
AllCCS	[M+H]+	203.6	32859911
AllCCS	[M+H-H2O]+	201.3	32859911
AllCCS	[M+NH4]+	205.7	32859911
AllCCS	[M+Na]+	206.3	32859911
AllCCS	[M-H]-	199.9	32859911
AllCCS	[M+Na-2H]-	200.1	32859911
AllCCS	[M+HCOO]-	200.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Trifolirhizin	OCC1OC(OC2=CC=C3C4OC5=C(C=C6OCOC6=C5)C4COC3=C2)C(O)C(O)C1O	4716.4	Standard polar	33892256
Trifolirhizin	OCC1OC(OC2=CC=C3C4OC5=C(C=C6OCOC6=C5)C4COC3=C2)C(O)C(O)C1O	3645.5	Standard non polar	33892256
Trifolirhizin	OCC1OC(OC2=CC=C3C4OC5=C(C=C6OCOC6=C5)C4COC3=C2)C(O)C(O)C1O	4122.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Trifolirhizin,1TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=C3C(=C2)OCC2C4=CC5=C(C=C4OC32)OCO5)C(O)C(O)C1O	3918.8	Semi standard non polar	33892256
Trifolirhizin,1TMS,isomer #2	C[Si](C)(C)OC1C(OC2=CC=C3C(=C2)OCC2C4=CC5=C(C=C4OC32)OCO5)OC(CO)C(O)C1O	3920.9	Semi standard non polar	33892256
Trifolirhizin,1TMS,isomer #3	C[Si](C)(C)OC1C(O)C(CO)OC(OC2=CC=C3C(=C2)OCC2C4=CC5=C(C=C4OC32)OCO5)C1O	3921.2	Semi standard non polar	33892256
Trifolirhizin,1TMS,isomer #4	C[Si](C)(C)OC1C(CO)OC(OC2=CC=C3C(=C2)OCC2C4=CC5=C(C=C4OC32)OCO5)C(O)C1O	3869.7	Semi standard non polar	33892256
Trifolirhizin,2TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=C3C(=C2)OCC2C4=CC5=C(C=C4OC32)OCO5)C(O[Si](C)(C)C)C(O)C1O	3912.8	Semi standard non polar	33892256
Trifolirhizin,2TMS,isomer #2	C[Si](C)(C)OCC1OC(OC2=CC=C3C(=C2)OCC2C4=CC5=C(C=C4OC32)OCO5)C(O)C(O[Si](C)(C)C)C1O	3910.5	Semi standard non polar	33892256
Trifolirhizin,2TMS,isomer #3	C[Si](C)(C)OCC1OC(OC2=CC=C3C(=C2)OCC2C4=CC5=C(C=C4OC32)OCO5)C(O)C(O)C1O[Si](C)(C)C	3856.5	Semi standard non polar	33892256
Trifolirhizin,2TMS,isomer #4	C[Si](C)(C)OC1C(CO)OC(OC2=CC=C3C(=C2)OCC2C4=CC5=C(C=C4OC32)OCO5)C(O[Si](C)(C)C)C1O	3890.6	Semi standard non polar	33892256
Trifolirhizin,2TMS,isomer #5	C[Si](C)(C)OC1C(OC2=CC=C3C(=C2)OCC2C4=CC5=C(C=C4OC32)OCO5)OC(CO)C(O)C1O[Si](C)(C)C	3908.0	Semi standard non polar	33892256
Trifolirhizin,2TMS,isomer #6	C[Si](C)(C)OC1C(CO)OC(OC2=CC=C3C(=C2)OCC2C4=CC5=C(C=C4OC32)OCO5)C(O)C1O[Si](C)(C)C	3881.9	Semi standard non polar	33892256
Trifolirhizin,3TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=C3C(=C2)OCC2C4=CC5=C(C=C4OC32)OCO5)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	3873.3	Semi standard non polar	33892256
Trifolirhizin,3TMS,isomer #2	C[Si](C)(C)OCC1OC(OC2=CC=C3C(=C2)OCC2C4=CC5=C(C=C4OC32)OCO5)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	3869.6	Semi standard non polar	33892256
Trifolirhizin,3TMS,isomer #3	C[Si](C)(C)OCC1OC(OC2=CC=C3C(=C2)OCC2C4=CC5=C(C=C4OC32)OCO5)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3865.7	Semi standard non polar	33892256
Trifolirhizin,3TMS,isomer #4	C[Si](C)(C)OC1C(CO)OC(OC2=CC=C3C(=C2)OCC2C4=CC5=C(C=C4OC32)OCO5)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3863.4	Semi standard non polar	33892256
Trifolirhizin,4TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=C3C(=C2)OCC2C4=CC5=C(C=C4OC32)OCO5)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3840.8	Semi standard non polar	33892256
Trifolirhizin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C3C(=C2)OCC2C4=CC5=C(C=C4OC32)OCO5)C(O)C(O)C1O	4139.2	Semi standard non polar	33892256
Trifolirhizin,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1C(OC2=CC=C3C(=C2)OCC2C4=CC5=C(C=C4OC32)OCO5)OC(CO)C(O)C1O	4164.7	Semi standard non polar	33892256
Trifolirhizin,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1C(O)C(CO)OC(OC2=CC=C3C(=C2)OCC2C4=CC5=C(C=C4OC32)OCO5)C1O	4162.4	Semi standard non polar	33892256
Trifolirhizin,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=C3C(=C2)OCC2C4=CC5=C(C=C4OC32)OCO5)C(O)C1O	4108.4	Semi standard non polar	33892256
Trifolirhizin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C3C(=C2)OCC2C4=CC5=C(C=C4OC32)OCO5)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	4358.1	Semi standard non polar	33892256
Trifolirhizin,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C3C(=C2)OCC2C4=CC5=C(C=C4OC32)OCO5)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	4364.7	Semi standard non polar	33892256
Trifolirhizin,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C3C(=C2)OCC2C4=CC5=C(C=C4OC32)OCO5)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	4303.5	Semi standard non polar	33892256
Trifolirhizin,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=C3C(=C2)OCC2C4=CC5=C(C=C4OC32)OCO5)C(O[Si](C)(C)C(C)(C)C)C1O	4342.8	Semi standard non polar	33892256
Trifolirhizin,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1C(OC2=CC=C3C(=C2)OCC2C4=CC5=C(C=C4OC32)OCO5)OC(CO)C(O)C1O[Si](C)(C)C(C)(C)C	4357.0	Semi standard non polar	33892256
Trifolirhizin,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=C3C(=C2)OCC2C4=CC5=C(C=C4OC32)OCO5)C(O)C1O[Si](C)(C)C(C)(C)C	4340.6	Semi standard non polar	33892256
Trifolirhizin,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C3C(=C2)OCC2C4=CC5=C(C=C4OC32)OCO5)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	4496.1	Semi standard non polar	33892256
Trifolirhizin,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C3C(=C2)OCC2C4=CC5=C(C=C4OC32)OCO5)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	4514.7	Semi standard non polar	33892256
Trifolirhizin,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C3C(=C2)OCC2C4=CC5=C(C=C4OC32)OCO5)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	4487.1	Semi standard non polar	33892256
Trifolirhizin,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=C3C(=C2)OCC2C4=CC5=C(C=C4OC32)OCO5)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	4467.1	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 - Trifolirhizin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fc9-6923500000-97b55526dbdcc8c8ca18	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trifolirhizin GC-MS (3 TMS) - 70eV, Positive	splash10-0002-3584039000-ec07e3a2c359c1837894	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trifolirhizin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trifolirhizin 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Trifolirhizin LC-ESI-QTOF , negative-QTOF	splash10-001i-0090000000-ebff3ecfb3a07b7e899f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Trifolirhizin LC-ESI-QTOF , negative-QTOF	splash10-001i-0090000000-c290e7b385d0d9ca6a41	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Trifolirhizin LC-ESI-QTOF , negative-QTOF	splash10-014i-0090000000-98db68821036b0540e17	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Trifolirhizin LC-ESI-QTOF , positive-QTOF	splash10-000i-0090000000-380363e70644b6306924	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Trifolirhizin LC-ESI-QTOF , positive-QTOF	splash10-000i-0090000000-b2849bbee2f75d81ec5b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Trifolirhizin LC-ESI-QTOF , positive-QTOF	splash10-000i-0190000000-9bd5ec9680b1d26b729e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Trifolirhizin 40V, Positive-QTOF	splash10-000i-0190000000-9bd5ec9680b1d26b729e	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trifolirhizin 10V, Positive-QTOF	splash10-000j-0190400000-ddf30adc6bb2bfa7791b	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trifolirhizin 20V, Positive-QTOF	splash10-000i-0190000000-e28d6bfe2ad48fb7566c	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trifolirhizin 40V, Positive-QTOF	splash10-052f-6970000000-aa34d28da05420666fc9	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trifolirhizin 10V, Positive-QTOF	splash10-000j-0190400000-ddf30adc6bb2bfa7791b	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trifolirhizin 20V, Positive-QTOF	splash10-000i-0190000000-e28d6bfe2ad48fb7566c	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trifolirhizin 40V, Positive-QTOF	splash10-052f-6970000000-aa34d28da05420666fc9	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trifolirhizin 10V, Positive-QTOF	splash10-000j-0190400000-ddf30adc6bb2bfa7791b	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trifolirhizin 20V, Positive-QTOF	splash10-000i-0190000000-e28d6bfe2ad48fb7566c	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trifolirhizin 40V, Positive-QTOF	splash10-052f-6970000000-aa34d28da05420666fc9	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trifolirhizin 10V, Negative-QTOF	splash10-000t-1261900000-2769569424136309c848	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trifolirhizin 20V, Negative-QTOF	splash10-001i-1290200000-a8dffdbebb9530a8736c	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trifolirhizin 40V, Negative-QTOF	splash10-0f89-2190000000-a1038019731cf3d6d083	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trifolirhizin 10V, Negative-QTOF	splash10-000t-1261900000-2769569424136309c848	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trifolirhizin 20V, Negative-QTOF	splash10-001i-1290200000-a8dffdbebb9530a8736c	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trifolirhizin 40V, Negative-QTOF	splash10-0f89-2190000000-a1038019731cf3d6d083	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trifolirhizin 10V, Negative-QTOF	splash10-000t-1261900000-2769569424136309c848	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trifolirhizin 20V, Negative-QTOF	splash10-001i-1290200000-a8dffdbebb9530a8736c	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trifolirhizin 40V, Negative-QTOF	splash10-0f89-2190000000-a1038019731cf3d6d083	2015-04-25	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

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

4485132

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

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

Showing metabocard for Trifolirhizin (HMDB0036630)

MOL for HMDB0036630 (Trifolirhizin)

3D MOL for HMDB0036630 (Trifolirhizin)

3D SDF for HMDB0036630 (Trifolirhizin)

3D-SDF for HMDB0036630 (Trifolirhizin)

PDB for HMDB0036630 (Trifolirhizin)

3D PDB for HMDB0036630 (Trifolirhizin)

SMILES for HMDB0036630 (Trifolirhizin)

INCHI for HMDB0036630 (Trifolirhizin)

Structure for HMDB0036630 (Trifolirhizin)

3D Structure for HMDB0036630 (Trifolirhizin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra