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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:38:57 UTC

Update Date

2022-03-07 02:52:41 UTC

HMDB ID

HMDB0030774

Secondary Accession Numbers

HMDB30774

Metabolite Identification

Common Name

(+)-12a-Hydroxypachyrrhizone

Description

(+)-12a-Hydroxypachyrrhizone belongs to the class of organic compounds known as rotenones. These are rotenoids with a structure based on a 6a,12a-dihydrochromeno[3,4-b]chromen-12(6H)-one skeleton. Thus, (+)-12a-hydroxypachyrrhizone is considered to be a flavonoid (+)-12a-Hydroxypachyrrhizone has been detected, but not quantified in, jicamas (Pachyrhizus erosus) and pulses. This could make (+)-12a-hydroxypachyrrhizone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (+)-12a-Hydroxypachyrrhizone.

Structure

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


  Mrv0541 05061305302D          

 28 33  0  0  0  0            999 V2000
    6.3378    6.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9868    3.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6950    3.7222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5464    3.7430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5941    4.1072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6042    5.4272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5665    6.3832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4881    3.5769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3654    3.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0514    4.4031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9183    4.8658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4233    5.5259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7751    4.0086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2801    4.6686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0615    5.7231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6896    4.6003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3755    5.1617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1946    5.2604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2323    4.3044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7374    4.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9082    3.5458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4132    4.2058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5187    6.0190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5113    4.5265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7474    6.2845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3003    3.3339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5006    4.4018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8806    5.8218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  9  2  1  0  0  0  0
  9  4  2  0  0  0  0
 10  4  1  0  0  0  0
 11  5  2  0  0  0  0
 12  6  2  0  0  0  0
 12 11  1  0  0  0  0
 13  5  1  0  0  0  0
 14  6  1  0  0  0  0
 14 13  2  0  0  0  0
 15  7  1  0  0  0  0
 16  9  1  0  0  0  0
 17 10  2  0  0  0  0
 18 16  2  0  0  0  0
 18 17  1  0  0  0  0
 19 10  1  0  0  0  0
 20 11  1  0  0  0  0
 20 15  1  0  0  0  0
 20 19  1  0  0  0  0
 21 19  2  0  0  0  0
 22 20  1  0  0  0  0
 23  1  1  0  0  0  0
 23 18  1  0  0  0  0
 24  3  1  0  0  0  0
 24 16  1  0  0  0  0
 25  7  1  0  0  0  0
 25 12  1  0  0  0  0
 26  8  1  0  0  0  0
 26 13  1  0  0  0  0
 27  8  1  0  0  0  0
 27 14  1  0  0  0  0
 28 15  1  0  0  0  0
 28 17  1  0  0  0  0
M  END

HMDB0030774
     RDKit          3D
(+)-12a-Hydroxypachyrrhizone
 42 47  0  0  0  0  0  0  0  0999 V2000
    4.1554    2.4957   -1.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9057    1.1527   -1.5049 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3726    0.3036   -0.5356 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9745    0.2628   -0.4689 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4098   -0.5795    0.4933 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1963   -1.3345    1.3367 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5688   -1.2565    1.2282 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6207   -1.8673    1.9046 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7816   -1.3645    1.3181 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4737   -0.5165    0.3623 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1702   -0.4418    0.2969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0645   -0.6275    0.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6179   -1.5504    1.1733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7871    0.4986   -0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6891    1.6757    0.5954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2352    0.1537   -0.3293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9636   -0.2480    0.7853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2931   -0.5756    0.6543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8837   -0.4995   -0.5869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1528   -0.1015   -1.6768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8186    0.2323   -1.5721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1133    0.6364   -2.7279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9385    1.4171   -2.4493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1513    0.5935   -1.4874 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1805    1.0242   -1.3194 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2161   -0.8870   -0.4037 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2936   -1.5807    0.8476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2542   -1.0060    1.5927 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3644    2.8427   -0.3741 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1813    3.1963   -1.9253 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1107    2.5416   -0.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7171   -1.9701    2.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5187   -2.5780    2.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7614   -1.6819    1.6632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7254    2.4746    0.0238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4855   -0.3045    1.7742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6082   -0.0367   -2.6667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3595    1.6188   -3.3487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3061    2.3673   -2.0027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1424   -0.4606   -1.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0862   -2.6496    0.7172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2775   -1.3695    1.3253 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
  8  9  2  0
  9 10  1  0
 10 11  1  0
  5 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 14 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
 23 24  1  0
 24 25  1  0
 19 26  1  0
 26 27  1  0
 27 28  1  0
 11  3  1  0
 24 14  1  0
 25  4  1  0
 11  7  2  0
 21 16  1  0
 28 18  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  6 32  1  0
  8 33  1  0
  9 34  1  0
 15 35  1  0
 17 36  1  0
 20 37  1  0
 23 38  1  0
 23 39  1  0
 24 40  1  0
 27 41  1  0
 27 42  1  0
M  END


  Mrv0541 05061305302D          

 28 33  0  0  0  0            999 V2000
    6.3378    6.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9868    3.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6950    3.7222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5464    3.7430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5941    4.1072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6042    5.4272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5665    6.3832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4881    3.5769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3654    3.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0514    4.4031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9183    4.8658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4233    5.5259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7751    4.0086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2801    4.6686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0615    5.7231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6896    4.6003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3755    5.1617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1946    5.2604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2323    4.3044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7374    4.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9082    3.5458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4132    4.2058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5187    6.0190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5113    4.5265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7474    6.2845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3003    3.3339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5006    4.4018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8806    5.8218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  9  2  1  0  0  0  0
  9  4  2  0  0  0  0
 10  4  1  0  0  0  0
 11  5  2  0  0  0  0
 12  6  2  0  0  0  0
 12 11  1  0  0  0  0
 13  5  1  0  0  0  0
 14  6  1  0  0  0  0
 14 13  2  0  0  0  0
 15  7  1  0  0  0  0
 16  9  1  0  0  0  0
 17 10  2  0  0  0  0
 18 16  2  0  0  0  0
 18 17  1  0  0  0  0
 19 10  1  0  0  0  0
 20 11  1  0  0  0  0
 20 15  1  0  0  0  0
 20 19  1  0  0  0  0
 21 19  2  0  0  0  0
 22 20  1  0  0  0  0
 23  1  1  0  0  0  0
 23 18  1  0  0  0  0
 24  3  1  0  0  0  0
 24 16  1  0  0  0  0
 25  7  1  0  0  0  0
 25 12  1  0  0  0  0
 26  8  1  0  0  0  0
 26 13  1  0  0  0  0
 27  8  1  0  0  0  0
 27 14  1  0  0  0  0
 28 15  1  0  0  0  0
 28 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030774

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C2OC=CC2=CC2=C1OC1COC3=CC4=C(OCO4)C=C3C1(O)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H14O8/c1-23-18-16-9(2-3-24-16)4-10-17(18)28-15-7-25-12-6-14-13(26-8-27-14)5-11(12)20(15,22)19(10)21/h2-6,15,22H,7-8H2,1H3

> <INCHI_KEY>
DDGYXSWHWAQNRQ-UHFFFAOYSA-N

> <FORMULA>
C20H14O8

> <MOLECULAR_WEIGHT>
382.3204

> <EXACT_MASS>
382.068867424

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
37.27152327461511

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-hydroxy-16-methoxy-5,7,11,14,18-pentaoxahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁵,²³.0¹⁷,²¹]tetracosa-2,4(8),9,15(23),16,19,21-heptaen-24-one

> <ALOGPS_LOGP>
1.87

> <JCHEM_LOGP>
1.7520928796666668

> <ALOGPS_LOGS>
-2.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.011736795528346

> <JCHEM_PKA_STRONGEST_BASIC>
-3.267333067252569

> <JCHEM_POLAR_SURFACE_AREA>
96.59000000000002

> <JCHEM_REFRACTIVITY>
92.2154

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.42e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
12a-hydroxypachyrrhizone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030774
     RDKit          3D
(+)-12a-Hydroxypachyrrhizone
 42 47  0  0  0  0  0  0  0  0999 V2000
    4.1554    2.4957   -1.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9057    1.1527   -1.5049 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3726    0.3036   -0.5356 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9745    0.2628   -0.4689 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4098   -0.5795    0.4933 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1963   -1.3345    1.3367 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5688   -1.2565    1.2282 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6207   -1.8673    1.9046 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7816   -1.3645    1.3181 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4737   -0.5165    0.3623 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1702   -0.4418    0.2969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0645   -0.6275    0.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6179   -1.5504    1.1733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7871    0.4986   -0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6891    1.6757    0.5954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2352    0.1537   -0.3293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9636   -0.2480    0.7853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2931   -0.5756    0.6543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8837   -0.4995   -0.5869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1528   -0.1015   -1.6768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8186    0.2323   -1.5721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1133    0.6364   -2.7279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9385    1.4171   -2.4493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1513    0.5935   -1.4874 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1805    1.0242   -1.3194 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2161   -0.8870   -0.4037 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2936   -1.5807    0.8476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2542   -1.0060    1.5927 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3644    2.8427   -0.3741 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1813    3.1963   -1.9253 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1107    2.5416   -0.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7171   -1.9701    2.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5187   -2.5780    2.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7614   -1.6819    1.6632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7254    2.4746    0.0238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4855   -0.3045    1.7742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6082   -0.0367   -2.6667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3595    1.6188   -3.3487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3061    2.3673   -2.0027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1424   -0.4606   -1.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0862   -2.6496    0.7172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2775   -1.3695    1.3253 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
  8  9  2  0
  9 10  1  0
 10 11  1  0
  5 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 14 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
 23 24  1  0
 24 25  1  0
 19 26  1  0
 26 27  1  0
 27 28  1  0
 11  3  1  0
 24 14  1  0
 25  4  1  0
 11  7  2  0
 21 16  1  0
 28 18  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  6 32  1  0
  8 33  1  0
  9 34  1  0
 15 35  1  0
 17 36  1  0
 20 37  1  0
 23 38  1  0
 23 39  1  0
 24 40  1  0
 27 41  1  0
 27 42  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      11.831  11.420   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.175   6.158   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.497   6.948   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.487   6.987   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.976   7.667   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.128  10.131   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.791  11.915   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.911   6.677   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.015   7.171   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.563   8.219   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.581   9.083   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.657  10.315   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.447   7.483   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.523   8.715   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.715  10.683   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.621   8.587   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.168   9.635   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.697   9.819   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.034   8.035   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.110   9.267   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.429   6.619   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       4.505   7.851   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      10.302  11.235   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      12.154   8.449   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       3.262  11.731   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       0.561   6.223   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -0.934   8.217   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       7.244  10.867   0.000  0.00  0.00           O+0
CONECT    1   23                                                            
CONECT    2    3    9                                                       
CONECT    3    2   24                                                       
CONECT    4    9   10                                                       
CONECT    5   11   13                                                       
CONECT    6   12   14                                                       
CONECT    7   15   25                                                       
CONECT    8   26   27                                                       
CONECT    9    2    4   16                                                  
CONECT   10    4   17   19                                                  
CONECT   11    5   12   20                                                  
CONECT   12    6   11   25                                                  
CONECT   13    5   14   26                                                  
CONECT   14    6   13   27                                                  
CONECT   15    7   20   28                                                  
CONECT   16    9   18   24                                                  
CONECT   17   10   18   28                                                  
CONECT   18   16   17   23                                                  
CONECT   19   10   20   21                                                  
CONECT   20   11   15   19   22                                             
CONECT   21   19                                                            
CONECT   22   20                                                            
CONECT   23    1   18                                                       
CONECT   24    3   16                                                       
CONECT   25    7   12                                                       
CONECT   26    8   13                                                       
CONECT   27    8   14                                                       
CONECT   28   15   17                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   66    0
END

COMPND    HMDB0030774
HETATM    1  C1  UNL     1       4.155   2.496  -1.084  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.906   1.153  -1.505  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.373   0.304  -0.536  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.975   0.263  -0.469  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.410  -0.580   0.493  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.196  -1.334   1.337  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.569  -1.256   1.228  1.00  0.00           C  
HETATM    8  C7  UNL     1       4.621  -1.867   1.905  1.00  0.00           C  
HETATM    9  C8  UNL     1       5.782  -1.364   1.318  1.00  0.00           C  
HETATM   10  O2  UNL     1       5.474  -0.517   0.362  1.00  0.00           O  
HETATM   11  C9  UNL     1       4.170  -0.442   0.297  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.065  -0.627   0.569  1.00  0.00           C  
HETATM   13  O3  UNL     1      -0.618  -1.550   1.173  1.00  0.00           O  
HETATM   14  C11 UNL     1      -0.787   0.499  -0.125  1.00  0.00           C  
HETATM   15  O4  UNL     1      -0.689   1.676   0.595  1.00  0.00           O  
HETATM   16  C12 UNL     1      -2.235   0.154  -0.329  1.00  0.00           C  
HETATM   17  C13 UNL     1      -2.964  -0.248   0.785  1.00  0.00           C  
HETATM   18  C14 UNL     1      -4.293  -0.576   0.654  1.00  0.00           C  
HETATM   19  C15 UNL     1      -4.884  -0.499  -0.587  1.00  0.00           C  
HETATM   20  C16 UNL     1      -4.153  -0.101  -1.677  1.00  0.00           C  
HETATM   21  C17 UNL     1      -2.819   0.232  -1.572  1.00  0.00           C  
HETATM   22  O5  UNL     1      -2.113   0.636  -2.728  1.00  0.00           O  
HETATM   23  C18 UNL     1      -0.939   1.417  -2.449  1.00  0.00           C  
HETATM   24  C19 UNL     1      -0.151   0.594  -1.487  1.00  0.00           C  
HETATM   25  O6  UNL     1       1.180   1.024  -1.319  1.00  0.00           O  
HETATM   26  O7  UNL     1      -6.216  -0.887  -0.404  1.00  0.00           O  
HETATM   27  C20 UNL     1      -6.294  -1.581   0.848  1.00  0.00           C  
HETATM   28  O8  UNL     1      -5.254  -1.006   1.593  1.00  0.00           O  
HETATM   29  H1  UNL     1       3.364   2.843  -0.374  1.00  0.00           H  
HETATM   30  H2  UNL     1       4.181   3.196  -1.925  1.00  0.00           H  
HETATM   31  H3  UNL     1       5.111   2.542  -0.520  1.00  0.00           H  
HETATM   32  H4  UNL     1       1.717  -1.970   2.064  1.00  0.00           H  
HETATM   33  H5  UNL     1       4.519  -2.578   2.711  1.00  0.00           H  
HETATM   34  H6  UNL     1       6.761  -1.682   1.663  1.00  0.00           H  
HETATM   35  H7  UNL     1      -0.725   2.475   0.024  1.00  0.00           H  
HETATM   36  H8  UNL     1      -2.486  -0.305   1.774  1.00  0.00           H  
HETATM   37  H9  UNL     1      -4.608  -0.037  -2.667  1.00  0.00           H  
HETATM   38  H10 UNL     1      -0.359   1.619  -3.349  1.00  0.00           H  
HETATM   39  H11 UNL     1      -1.306   2.367  -2.003  1.00  0.00           H  
HETATM   40  H12 UNL     1      -0.142  -0.461  -1.895  1.00  0.00           H  
HETATM   41  H13 UNL     1      -6.086  -2.650   0.717  1.00  0.00           H  
HETATM   42  H14 UNL     1      -7.277  -1.370   1.325  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3
CONECT    3    4    4   11
CONECT    4    5   25
CONECT    5    6    6   12
CONECT    6    7   32
CONECT    7    8   11   11
CONECT    8    9    9   33
CONECT    9   10   34
CONECT   10   11
CONECT   12   13   13   14
CONECT   14   15   16   24
CONECT   15   35
CONECT   16   17   17   21
CONECT   17   18   36
CONECT   18   19   19   28
CONECT   19   20   26
CONECT   20   21   21   37
CONECT   21   22
CONECT   22   23
CONECT   23   24   38   39
CONECT   24   25   40
CONECT   26   27
CONECT   27   28   41   42
END

HMDB0030774
     RDKit          3D
(+)-12a-Hydroxypachyrrhizone
 42 47  0  0  0  0  0  0  0  0999 V2000
    4.1554    2.4957   -1.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9057    1.1527   -1.5049 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3726    0.3036   -0.5356 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9745    0.2628   -0.4689 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4098   -0.5795    0.4933 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1963   -1.3345    1.3367 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5688   -1.2565    1.2282 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6207   -1.8673    1.9046 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7816   -1.3645    1.3181 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4737   -0.5165    0.3623 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1702   -0.4418    0.2969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0645   -0.6275    0.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6179   -1.5504    1.1733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7871    0.4986   -0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6891    1.6757    0.5954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2352    0.1537   -0.3293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9636   -0.2480    0.7853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2931   -0.5756    0.6543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8837   -0.4995   -0.5869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1528   -0.1015   -1.6768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8186    0.2323   -1.5721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1133    0.6364   -2.7279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9385    1.4171   -2.4493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1513    0.5935   -1.4874 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1805    1.0242   -1.3194 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2161   -0.8870   -0.4037 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2936   -1.5807    0.8476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2542   -1.0060    1.5927 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3644    2.8427   -0.3741 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1813    3.1963   -1.9253 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1107    2.5416   -0.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7171   -1.9701    2.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5187   -2.5780    2.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7614   -1.6819    1.6632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7254    2.4746    0.0238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4855   -0.3045    1.7742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6082   -0.0367   -2.6667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3595    1.6188   -3.3487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3061    2.3673   -2.0027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1424   -0.4606   -1.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0862   -2.6496    0.7172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2775   -1.3695    1.3253 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
  8  9  2  0
  9 10  1  0
 10 11  1  0
  5 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 14 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
 23 24  1  0
 24 25  1  0
 19 26  1  0
 26 27  1  0
 27 28  1  0
 11  3  1  0
 24 14  1  0
 25  4  1  0
 11  7  2  0
 21 16  1  0
 28 18  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  6 32  1  0
  8 33  1  0
  9 34  1  0
 15 35  1  0
 17 36  1  0
 20 37  1  0
 23 38  1  0
 23 39  1  0
 24 40  1  0
 27 41  1  0
 27 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
12a-Hydroxypachyrrhizone	HMDB

Chemical Formula

C₂₀H₁₄O₈

Average Molecular Weight

382.3204

Monoisotopic Molecular Weight

382.068867424

IUPAC Name

1-hydroxy-16-methoxy-5,7,11,14,18-pentaoxahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁵,²³.0¹⁷,²¹]tetracosa-2,4(8),9,15(23),16,19,21-heptaen-24-one

Traditional Name

12a-hydroxypachyrrhizone

CAS Registry Number

28768-44-7

SMILES

COC1=C2OC=CC2=CC2=C1OC1COC3=CC4=C(OCO4)C=C3C1(O)C2=O

InChI Identifier

InChI=1S/C20H14O8/c1-23-18-16-9(2-3-24-16)4-10-17(18)28-15-7-25-12-6-14-13(26-8-27-14)5-11(12)20(15,22)19(10)21/h2-6,15,22H,7-8H2,1H3

InChI Key

DDGYXSWHWAQNRQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as rotenones. These are rotenoids with a structure based on a 6a,12a-dihydrochromeno[3,4-b]chromen-12(6H)-one skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Rotenoids

Direct Parent

Rotenones

Alternative Parents

Substituents

Rotenone or derivatives
Isoflavanone
Isoflavan
Furanochromone
Chromone
Chromane
Benzopyran
1-benzopyran
Benzodioxole
Benzofuran
Aryl alkyl ketone
Aryl ketone
Anisole
Alkyl aryl ether
Benzenoid
Tertiary alcohol
Heteroaromatic compound
Furan
Ketone
Acetal
Organoheterocyclic compound
Oxacycle
Ether
Organic oxygen compound
Alcohol
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Rotenoid flavonoids (LMPK12060037 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0030774)
Cytoplasm (HMDB: HMDB0030774)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030774)

Source

Endogenous

Endogenous (HMDB: HMDB0030774)

Plant

Plant (HMDB: HMDB0030774)
Fabaceae (HMDB: HMDB0030774)

Exogenous

Food

Food (HMDB: HMDB0030774)

Vegetable

Root vegetable

Jicama (FooDB: FOOD00509)

Pulse

Pulses (FooDB: FOOD00867)

Exogenous (HMDB: HMDB0030774)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	214 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	242.1 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	0.64 g/L	ALOGPS
logP	1.87	ALOGPS
logP	1.75	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	11.01	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	96.59 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	92.22 m³·mol⁻¹	ChemAxon
Polarizability	37.27 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]+	185.061	31661259
DarkChem	[M-H]-	185.696	31661259
DeepCCS	[M+H]+	183.289	30932474
DeepCCS	[M-H]-	180.931	30932474
DeepCCS	[M-2H]-	215.134	30932474
DeepCCS	[M+Na]+	190.362	30932474
AllCCS	[M+H]+	188.1	32859911
AllCCS	[M+H-H2O]+	185.0	32859911
AllCCS	[M+NH4]+	190.9	32859911
AllCCS	[M+Na]+	191.7	32859911
AllCCS	[M-H]-	191.0	32859911
AllCCS	[M+Na-2H]-	190.3	32859911
AllCCS	[M+HCOO]-	189.6	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.	6.3 minutes	32390414
Predicted by Siyang on May 30, 2022	14.7018 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.02 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2356.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	348.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	174.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	205.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	119.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	539.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	692.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	147.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1163.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	485.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1759.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	436.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	410.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	427.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	380.7 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	100.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(+)-12a-Hydroxypachyrrhizone	COC1=C2OC=CC2=CC2=C1OC1COC3=CC4=C(OCO4)C=C3C1(O)C2=O	4917.2	Standard polar	33892256
(+)-12a-Hydroxypachyrrhizone	COC1=C2OC=CC2=CC2=C1OC1COC3=CC4=C(OCO4)C=C3C1(O)C2=O	3144.4	Standard non polar	33892256
(+)-12a-Hydroxypachyrrhizone	COC1=C2OC=CC2=CC2=C1OC1COC3=CC4=C(OCO4)C=C3C1(O)C2=O	3238.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(+)-12a-Hydroxypachyrrhizone,1TMS,isomer #1	COC1=C2OC3COC4=CC5=C(C=C4C3(O[Si](C)(C)C)C(=O)C2=CC2=C1OC=C2)OCO5	3397.0	Semi standard non polar	33892256
(+)-12a-Hydroxypachyrrhizone,1TBDMS,isomer #1	COC1=C2OC3COC4=CC5=C(C=C4C3(O[Si](C)(C)C(C)(C)C)C(=O)C2=CC2=C1OC=C2)OCO5	3628.6	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 - (+)-12a-Hydroxypachyrrhizone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0w29-1904000000-a2f427427f0f2d8e9a59	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (+)-12a-Hydroxypachyrrhizone GC-MS (1 TMS) - 70eV, Positive	splash10-00di-8720900000-c6eb4c2dc06607fa6cdc	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (+)-12a-Hydroxypachyrrhizone 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 - (+)-12a-Hydroxypachyrrhizone 10V, Positive-QTOF	splash10-001i-0009000000-b2cf40f2dd30efbe1ba1	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-12a-Hydroxypachyrrhizone 20V, Positive-QTOF	splash10-000x-0609000000-e09584ee78f54c4a4c17	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-12a-Hydroxypachyrrhizone 40V, Positive-QTOF	splash10-0006-0900000000-00b82f54344392298bd8	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-12a-Hydroxypachyrrhizone 10V, Negative-QTOF	splash10-001i-0109000000-322453f12e0fc17b5b1a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-12a-Hydroxypachyrrhizone 20V, Negative-QTOF	splash10-001i-0309000000-1a337fe3391f3ff275ad	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-12a-Hydroxypachyrrhizone 40V, Negative-QTOF	splash10-000i-1901000000-229f6a7d76bccc6e6a7d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-12a-Hydroxypachyrrhizone 10V, Positive-QTOF	splash10-001i-0009000000-04cc6acdc6d39b2af0df	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-12a-Hydroxypachyrrhizone 20V, Positive-QTOF	splash10-001i-0009000000-17fbb6ab70d81459819e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-12a-Hydroxypachyrrhizone 40V, Positive-QTOF	splash10-001l-1597000000-aca4eded395b37738358	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-12a-Hydroxypachyrrhizone 10V, Negative-QTOF	splash10-001i-0009000000-1d2bc93c7df9fb7c3dcd	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-12a-Hydroxypachyrrhizone 20V, Negative-QTOF	splash10-001i-0009000000-eb32d48d8f366a5d5d8f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-12a-Hydroxypachyrrhizone 40V, Negative-QTOF	splash10-0fa9-0629000000-326b5d48ec272e2a1094	2021-09-24	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

FDB002709

KNApSAcK ID

C00009586

Chemspider ID

4476915

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5318311

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1822651

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.. .

Enzymes

Enzyme Details

1. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

(+)-12a-Hydroxypachyrrhizone → 3,4,5-trihydroxy-6-({16-methoxy-24-oxo-5,7,11,14,18-pentaoxahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁵,²³.0¹⁷,²¹]tetracosa-2,4(8),9,15(23),16,19,21-heptaen-1-yl}oxy)oxane-2-carboxylic acid	details

Showing metabocard for (+)-12a-Hydroxypachyrrhizone (HMDB0030774)

MOL for HMDB0030774 ((+)-12a-Hydroxypachyrrhizone)

3D MOL for HMDB0030774 ((+)-12a-Hydroxypachyrrhizone)

3D SDF for HMDB0030774 ((+)-12a-Hydroxypachyrrhizone)

3D-SDF for HMDB0030774 ((+)-12a-Hydroxypachyrrhizone)

PDB for HMDB0030774 ((+)-12a-Hydroxypachyrrhizone)

3D PDB for HMDB0030774 ((+)-12a-Hydroxypachyrrhizone)

SMILES for HMDB0030774 ((+)-12a-Hydroxypachyrrhizone)

INCHI for HMDB0030774 ((+)-12a-Hydroxypachyrrhizone)

Structure for HMDB0030774 ((+)-12a-Hydroxypachyrrhizone)

3D Structure for HMDB0030774 ((+)-12a-Hydroxypachyrrhizone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions