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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:50:48 UTC

Update Date

2022-03-07 02:55:25 UTC

HMDB ID

HMDB0037593

Secondary Accession Numbers

HMDB37593

Metabolite Identification

Common Name

Oryzalic acid A

Description

Oryzalic acid A, also known as oryzalate a, belongs to the class of organic compounds known as oxanes. Oxanes are compounds containing an oxane (tetrahydropyran) ring, which is a six-member saturated aliphatic heterocycle with one oxygen atom and five carbon atoms. Oryzalic acid A has been detected, but not quantified in, breakfast cereal and cereals and cereal products. This could make oryzalic acid a a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Oryzalic acid A.

Structure

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


  Mrv0541 05061309532D          

 25 28  0  0  0  0            999 V2000
    0.5010    1.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8439   -0.5759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9409    1.4689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2998    1.3497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5292    2.4223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7060    2.2071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0247   -0.2171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8364   -0.0443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3226    1.5324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6923    2.0033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1419    1.8144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4752    0.3982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5359    1.3593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9658    2.3852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9943    0.4227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1301    0.0553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6725    0.2267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7250    1.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5423    1.0338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1584    0.7409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2719    1.9468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9331    3.2052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3830   -0.7255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6800    0.6647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7976    0.2537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  8  7  1  0  0  0  0
 11  5  1  0  0  0  0
 11  9  1  0  0  0  0
 12  7  1  0  0  0  0
 13  6  1  0  0  0  0
 14 10  1  0  0  0  0
 17  1  1  0  0  0  0
 17  2  1  0  0  0  0
 17 12  1  0  0  0  0
 17 16  1  0  0  0  0
 18  3  1  0  0  0  0
 18 10  1  0  0  0  0
 18 12  1  0  0  0  0
 18 13  1  0  0  0  0
 19  4  1  0  0  0  0
 19 11  1  0  0  0  0
 19 15  1  0  0  0  0
 20  8  1  0  0  0  0
 20  9  1  0  0  0  0
 20 13  1  0  0  0  0
 20 15  1  0  0  0  0
 21 14  2  0  0  0  0
 22 14  1  0  0  0  0
 23 16  2  0  0  0  0
 24 16  1  0  0  0  0
 25 15  1  0  0  0  0
 25 19  1  0  0  0  0
M  END

HMDB0037593
     RDKit          3D
Oryzalic acid A
 55 58  0  0  0  0  0  0  0  0999 V2000
   -3.3262    0.4561   -1.3659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5897   -0.6542   -0.6646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8141   -1.4365   -0.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1583   -1.6005   -1.7257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3367   -2.8478   -1.6495 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5219   -1.2368   -2.9005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7447   -0.3910    0.4632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1092   -1.6494    0.9667 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2710   -1.9101    0.4636 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1107   -0.7510    0.1161 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8855   -1.1425   -1.1639 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0246   -0.1553   -1.0793 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5159    1.2141   -1.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2886    1.6312   -0.5993 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3771    0.5127   -0.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7815    0.7627    0.5969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2372    0.6184    2.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4470    2.0705    0.6397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6798    3.3062    0.8052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4971    4.1606   -0.1014 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0505    3.6921    2.0116 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4966   -0.3629    0.3426 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7675   -1.0834    0.6252 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9678    0.5325    1.2585 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2385   -0.5877    1.0637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0505    1.0013   -0.7300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0467   -0.1270   -2.0456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7590    1.0351   -2.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9583   -1.1433    1.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7209   -1.2701   -0.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6181   -2.5250   -0.0830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5121   -0.2501   -3.1366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4763   -0.1195    1.3212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2095   -1.7770    2.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7386   -2.5106    0.5814 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2601   -2.6800   -0.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7873   -2.4877    1.2943 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2107   -2.1854   -1.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2394   -0.9858   -2.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8352   -0.3683   -1.7814 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3830    1.9124   -1.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3754    1.2866   -2.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4928    2.3235    0.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7463    2.2771   -1.3625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0729    0.2400   -1.2827 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1417   -0.3503    2.2878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1493    0.7963    2.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4627    1.4582    2.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1526    2.2739   -0.1987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1365    2.0496    1.5455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5119    4.1362    2.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2082   -0.7496    1.5869 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5547   -2.1851    0.6612 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4700   -0.8603   -0.2312 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2956   -1.3633    1.8838 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  2  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 12 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 16  7  1  0
 25 22  1  0
 15 10  1  0
 25 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 17 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 21 51  1  0
 23 52  1  0
 23 53  1  0
 23 54  1  0
 25 55  1  0
M  END


  Mrv0541 05061309532D          

 25 28  0  0  0  0            999 V2000
    0.5010    1.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8439   -0.5759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9409    1.4689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2998    1.3497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5292    2.4223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7060    2.2071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0247   -0.2171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8364   -0.0443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3226    1.5324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6923    2.0033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1419    1.8144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4752    0.3982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5359    1.3593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9658    2.3852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9943    0.4227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1301    0.0553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6725    0.2267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7250    1.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5423    1.0338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1584    0.7409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2719    1.9468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9331    3.2052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3830   -0.7255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6800    0.6647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7976    0.2537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  8  7  1  0  0  0  0
 11  5  1  0  0  0  0
 11  9  1  0  0  0  0
 12  7  1  0  0  0  0
 13  6  1  0  0  0  0
 14 10  1  0  0  0  0
 17  1  1  0  0  0  0
 17  2  1  0  0  0  0
 17 12  1  0  0  0  0
 17 16  1  0  0  0  0
 18  3  1  0  0  0  0
 18 10  1  0  0  0  0
 18 12  1  0  0  0  0
 18 13  1  0  0  0  0
 19  4  1  0  0  0  0
 19 11  1  0  0  0  0
 19 15  1  0  0  0  0
 20  8  1  0  0  0  0
 20  9  1  0  0  0  0
 20 13  1  0  0  0  0
 20 15  1  0  0  0  0
 21 14  2  0  0  0  0
 22 14  1  0  0  0  0
 23 16  2  0  0  0  0
 24 16  1  0  0  0  0
 25 15  1  0  0  0  0
 25 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037593

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)(C1CCC23CC(CCC2C1(C)CC(O)=O)C1(C)OC31)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H30O5/c1-17(2,16(23)24)12-7-8-20-9-11(19(4)15(20)25-19)5-6-13(20)18(12,3)10-14(21)22/h11-13,15H,5-10H2,1-4H3,(H,21,22)(H,23,24)

> <INCHI_KEY>
QGTMYAPGXJWNQR-UHFFFAOYSA-N

> <FORMULA>
C20H30O5

> <MOLECULAR_WEIGHT>
350.4492

> <EXACT_MASS>
350.20932407

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
37.405999056073895

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[5-(carboxymethyl)-5,10-dimethyl-11-oxatetracyclo[7.3.1.0¹,⁶.0¹⁰,¹²]tridecan-4-yl]-2-methylpropanoic acid

> <ALOGPS_LOGP>
3.20

> <JCHEM_LOGP>
3.2264609133333337

> <ALOGPS_LOGS>
-4.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.845963280971421

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.169247418645159

> <JCHEM_PKA_STRONGEST_BASIC>
-4.230559014651637

> <JCHEM_POLAR_SURFACE_AREA>
87.13

> <JCHEM_REFRACTIVITY>
90.43319999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.12e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[5-(carboxymethyl)-5,10-dimethyl-11-oxatetracyclo[7.3.1.0¹,⁶.0¹⁰,¹²]tridecan-4-yl]-2-methylpropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037593
     RDKit          3D
Oryzalic acid A
 55 58  0  0  0  0  0  0  0  0999 V2000
   -3.3262    0.4561   -1.3659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5897   -0.6542   -0.6646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8141   -1.4365   -0.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1583   -1.6005   -1.7257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3367   -2.8478   -1.6495 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5219   -1.2368   -2.9005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7447   -0.3910    0.4632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1092   -1.6494    0.9667 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2710   -1.9101    0.4636 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1107   -0.7510    0.1161 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8855   -1.1425   -1.1639 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0246   -0.1553   -1.0793 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5159    1.2141   -1.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2886    1.6312   -0.5993 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3771    0.5127   -0.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7815    0.7627    0.5969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2372    0.6184    2.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4470    2.0705    0.6397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6798    3.3062    0.8052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4971    4.1606   -0.1014 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0505    3.6921    2.0116 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4966   -0.3629    0.3426 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7675   -1.0834    0.6252 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9678    0.5325    1.2585 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2385   -0.5877    1.0637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0505    1.0013   -0.7300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0467   -0.1270   -2.0456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7590    1.0351   -2.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9583   -1.1433    1.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7209   -1.2701   -0.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6181   -2.5250   -0.0830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5121   -0.2501   -3.1366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4763   -0.1195    1.3212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2095   -1.7770    2.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7386   -2.5106    0.5814 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2601   -2.6800   -0.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7873   -2.4877    1.2943 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2107   -2.1854   -1.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2394   -0.9858   -2.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8352   -0.3683   -1.7814 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3830    1.9124   -1.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3754    1.2866   -2.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4928    2.3235    0.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7463    2.2771   -1.3625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0729    0.2400   -1.2827 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1417   -0.3503    2.2878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1493    0.7963    2.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4627    1.4582    2.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1526    2.2739   -0.1987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1365    2.0496    1.5455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5119    4.1362    2.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2082   -0.7496    1.5869 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5547   -2.1851    0.6612 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4700   -0.8603   -0.2312 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2956   -1.3633    1.8838 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  2  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 12 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 16  7  1  0
 25 22  1  0
 15 10  1  0
 25 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 17 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 21 51  1  0
 23 52  1  0
 23 53  1  0
 23 54  1  0
 25 55  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       0.935   1.921   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.575  -1.075   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.756   2.742   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.893   2.519   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.588   4.522   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.051   4.120   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.779  -0.405   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.295  -0.083   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.202   2.860   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.159   3.740   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.731   3.387   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.754   0.743   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.734   2.537   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.803   4.452   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.456   0.789   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.243   0.103   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.255   0.423   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.220   2.209   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.479   1.930   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.896   1.383   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.508   3.634   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       1.742   5.983   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -0.715  -1.354   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -1.269   1.241   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       8.955   0.474   0.000  0.00  0.00           O+0
CONECT    1   17                                                            
CONECT    2   17                                                            
CONECT    3   18                                                            
CONECT    4   19                                                            
CONECT    5    6   11                                                       
CONECT    6    5   13                                                       
CONECT    7    8   12                                                       
CONECT    8    7   20                                                       
CONECT    9   11   20                                                       
CONECT   10   14   18                                                       
CONECT   11    5    9   19                                                  
CONECT   12    7   17   18                                                  
CONECT   13    6   18   20                                                  
CONECT   14   10   21   22                                                  
CONECT   15   19   20   25                                                  
CONECT   16   17   23   24                                                  
CONECT   17    1    2   12   16                                             
CONECT   18    3   10   12   13                                             
CONECT   19    4   11   15   25                                             
CONECT   20    8    9   13   15                                             
CONECT   21   14                                                            
CONECT   22   14                                                            
CONECT   23   16                                                            
CONECT   24   16                                                            
CONECT   25   15   19                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

COMPND    HMDB0037593
HETATM    1  C1  UNL     1      -3.326   0.456  -1.366  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.590  -0.654  -0.665  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.814  -1.436  -0.034  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.158  -1.600  -1.726  1.00  0.00           C  
HETATM    5  O1  UNL     1      -2.337  -2.848  -1.649  1.00  0.00           O  
HETATM    6  O2  UNL     1      -1.522  -1.237  -2.900  1.00  0.00           O  
HETATM    7  C5  UNL     1      -1.745  -0.391   0.463  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.109  -1.649   0.967  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.271  -1.910   0.464  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.111  -0.751   0.116  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.886  -1.143  -1.164  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.025  -0.155  -1.079  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.516   1.214  -1.334  1.00  0.00           C  
HETATM   14  C12 UNL     1       1.289   1.631  -0.599  1.00  0.00           C  
HETATM   15  C13 UNL     1       0.377   0.513  -0.276  1.00  0.00           C  
HETATM   16  C14 UNL     1      -0.782   0.763   0.597  1.00  0.00           C  
HETATM   17  C15 UNL     1      -0.237   0.618   2.045  1.00  0.00           C  
HETATM   18  C16 UNL     1      -1.447   2.070   0.640  1.00  0.00           C  
HETATM   19  C17 UNL     1      -0.680   3.306   0.805  1.00  0.00           C  
HETATM   20  O3  UNL     1      -0.497   4.161  -0.101  1.00  0.00           O  
HETATM   21  O4  UNL     1      -0.051   3.692   2.012  1.00  0.00           O  
HETATM   22  C18 UNL     1       3.497  -0.363   0.343  1.00  0.00           C  
HETATM   23  C19 UNL     1       4.768  -1.083   0.625  1.00  0.00           C  
HETATM   24  O5  UNL     1       2.968   0.533   1.258  1.00  0.00           O  
HETATM   25  C20 UNL     1       2.238  -0.588   1.064  1.00  0.00           C  
HETATM   26  H1  UNL     1      -4.050   1.001  -0.730  1.00  0.00           H  
HETATM   27  H2  UNL     1      -4.047  -0.127  -2.046  1.00  0.00           H  
HETATM   28  H3  UNL     1      -2.759   1.035  -2.083  1.00  0.00           H  
HETATM   29  H4  UNL     1      -3.958  -1.143   1.001  1.00  0.00           H  
HETATM   30  H5  UNL     1      -4.721  -1.270  -0.608  1.00  0.00           H  
HETATM   31  H6  UNL     1      -3.618  -2.525  -0.083  1.00  0.00           H  
HETATM   32  H7  UNL     1      -1.512  -0.250  -3.137  1.00  0.00           H  
HETATM   33  H8  UNL     1      -2.476  -0.119   1.321  1.00  0.00           H  
HETATM   34  H9  UNL     1      -1.210  -1.777   2.065  1.00  0.00           H  
HETATM   35  H10 UNL     1      -1.739  -2.511   0.581  1.00  0.00           H  
HETATM   36  H11 UNL     1       0.260  -2.680  -0.367  1.00  0.00           H  
HETATM   37  H12 UNL     1       0.787  -2.488   1.294  1.00  0.00           H  
HETATM   38  H13 UNL     1       2.211  -2.185  -1.113  1.00  0.00           H  
HETATM   39  H14 UNL     1       1.239  -0.986  -2.052  1.00  0.00           H  
HETATM   40  H15 UNL     1       3.835  -0.368  -1.781  1.00  0.00           H  
HETATM   41  H16 UNL     1       3.383   1.912  -1.152  1.00  0.00           H  
HETATM   42  H17 UNL     1       2.375   1.287  -2.454  1.00  0.00           H  
HETATM   43  H18 UNL     1       1.493   2.323   0.241  1.00  0.00           H  
HETATM   44  H19 UNL     1       0.746   2.277  -1.363  1.00  0.00           H  
HETATM   45  H20 UNL     1      -0.073   0.240  -1.283  1.00  0.00           H  
HETATM   46  H21 UNL     1       0.142  -0.350   2.288  1.00  0.00           H  
HETATM   47  H22 UNL     1      -1.149   0.796   2.686  1.00  0.00           H  
HETATM   48  H23 UNL     1       0.463   1.458   2.256  1.00  0.00           H  
HETATM   49  H24 UNL     1      -2.153   2.274  -0.199  1.00  0.00           H  
HETATM   50  H25 UNL     1      -2.136   2.050   1.545  1.00  0.00           H  
HETATM   51  H26 UNL     1      -0.512   4.136   2.765  1.00  0.00           H  
HETATM   52  H27 UNL     1       5.208  -0.750   1.587  1.00  0.00           H  
HETATM   53  H28 UNL     1       4.555  -2.185   0.661  1.00  0.00           H  
HETATM   54  H29 UNL     1       5.470  -0.860  -0.231  1.00  0.00           H  
HETATM   55  H30 UNL     1       2.296  -1.363   1.884  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3    4    7
CONECT    3   29   30   31
CONECT    4    5    5    6
CONECT    6   32
CONECT    7    8   16   33
CONECT    8    9   34   35
CONECT    9   10   36   37
CONECT   10   11   15   25
CONECT   11   12   38   39
CONECT   12   13   22   40
CONECT   13   14   41   42
CONECT   14   15   43   44
CONECT   15   16   45
CONECT   16   17   18
CONECT   17   46   47   48
CONECT   18   19   49   50
CONECT   19   20   20   21
CONECT   21   51
CONECT   22   23   24   25
CONECT   23   52   53   54
CONECT   24   25
CONECT   25   55
END

HMDB0037593
     RDKit          3D
Oryzalic acid A
 55 58  0  0  0  0  0  0  0  0999 V2000
   -3.3262    0.4561   -1.3659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5897   -0.6542   -0.6646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8141   -1.4365   -0.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1583   -1.6005   -1.7257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3367   -2.8478   -1.6495 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5219   -1.2368   -2.9005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7447   -0.3910    0.4632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1092   -1.6494    0.9667 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2710   -1.9101    0.4636 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1107   -0.7510    0.1161 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8855   -1.1425   -1.1639 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0246   -0.1553   -1.0793 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5159    1.2141   -1.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2886    1.6312   -0.5993 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3771    0.5127   -0.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7815    0.7627    0.5969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2372    0.6184    2.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4470    2.0705    0.6397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6798    3.3062    0.8052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4971    4.1606   -0.1014 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0505    3.6921    2.0116 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4966   -0.3629    0.3426 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7675   -1.0834    0.6252 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9678    0.5325    1.2585 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2385   -0.5877    1.0637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0505    1.0013   -0.7300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0467   -0.1270   -2.0456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7590    1.0351   -2.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9583   -1.1433    1.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7209   -1.2701   -0.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6181   -2.5250   -0.0830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5121   -0.2501   -3.1366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4763   -0.1195    1.3212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2095   -1.7770    2.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7386   -2.5106    0.5814 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2601   -2.6800   -0.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7873   -2.4877    1.2943 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2107   -2.1854   -1.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2394   -0.9858   -2.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8352   -0.3683   -1.7814 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3830    1.9124   -1.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3754    1.2866   -2.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4928    2.3235    0.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7463    2.2771   -1.3625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0729    0.2400   -1.2827 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1417   -0.3503    2.2878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1493    0.7963    2.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4627    1.4582    2.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1526    2.2739   -0.1987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1365    2.0496    1.5455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5119    4.1362    2.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2082   -0.7496    1.5869 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5547   -2.1851    0.6612 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4700   -0.8603   -0.2312 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2956   -1.3633    1.8838 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  2  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 12 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 16  7  1  0
 25 22  1  0
 15 10  1  0
 25 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 17 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 21 51  1  0
 23 52  1  0
 23 53  1  0
 23 54  1  0
 25 55  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Oryzalate a	Generator
2-[5-(Carboxymethyl)-5,10-dimethyl-11-oxatetracyclo[7.3.1.0¹,⁶.0¹⁰,¹²]tridecan-4-yl]-2-methylpropanoate	HMDB

Chemical Formula

C₂₀H₃₀O₅

Average Molecular Weight

350.4492

Monoisotopic Molecular Weight

350.20932407

IUPAC Name

2-[5-(carboxymethyl)-5,10-dimethyl-11-oxatetracyclo[7.3.1.0¹,⁶.0¹⁰,¹²]tridecan-4-yl]-2-methylpropanoic acid

Traditional Name

2-[5-(carboxymethyl)-5,10-dimethyl-11-oxatetracyclo[7.3.1.0¹,⁶.0¹⁰,¹²]tridecan-4-yl]-2-methylpropanoic acid

CAS Registry Number

134859-97-5

SMILES

CC(C)(C1CCC23CC(CCC2C1(C)CC(O)=O)C1(C)OC31)C(O)=O

InChI Identifier

InChI=1S/C20H30O5/c1-17(2,16(23)24)12-7-8-20-9-11(19(4)15(20)25-19)5-6-13(20)18(12,3)10-14(21)22/h11-13,15H,5-10H2,1-4H3,(H,21,22)(H,23,24)

InChI Key

QGTMYAPGXJWNQR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxanes. Oxanes are compounds containing an oxane (tetrahydropyran) ring, which is a six-member saturated aliphatic heterocycle with one oxygen atom and five carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxanes

Sub Class

Not Available

Direct Parent

Oxanes

Alternative Parents

Substituents

Oxane
Dicarboxylic acid or derivatives
Oxacycle
Ether
Oxirane
Dialkyl ether
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037593)

Source

Endogenous

Endogenous (HMDB: HMDB0037593)

Plant

Poaceae (HMDB: HMDB0037593)

Exogenous

Food

Food (HMDB: HMDB0037593)

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereals and cereal products (FooDB: FOOD00858)

Exogenous (HMDB: HMDB0037593)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0037593)

Role

Biological role

Energy source (HMDB: HMDB0037593)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0037593)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	203 - 204 °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	0.031 g/L	ALOGPS
logP	3.2	ALOGPS
logP	3.23	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	4.17	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	87.13 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	90.43 m³·mol⁻¹	ChemAxon
Polarizability	37.41 Å³	ChemAxon
Number of Rings	4	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]+	182.442	31661259
DarkChem	[M-H]-	175.124	31661259
DeepCCS	[M-2H]-	218.711	30932474
DeepCCS	[M+Na]+	194.132	30932474
AllCCS	[M+H]+	183.2	32859911
AllCCS	[M+H-H2O]+	180.6	32859911
AllCCS	[M+NH4]+	185.6	32859911
AllCCS	[M+Na]+	186.2	32859911
AllCCS	[M-H]-	189.7	32859911
AllCCS	[M+Na-2H]-	190.0	32859911
AllCCS	[M+HCOO]-	190.5	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.	6.89 minutes	32390414
Predicted by Siyang on May 30, 2022	13.1219 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.42 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	50.1 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2434.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	222.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	183.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	158.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	372.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	611.8 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	679.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	78.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	989.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	442.2 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	1327.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	411.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	410.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	251.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	211.4 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	59.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Oryzalic acid A	CC(C)(C1CCC23CC(CCC2C1(C)CC(O)=O)C1(C)OC31)C(O)=O	3546.8	Standard polar	33892256
Oryzalic acid A	CC(C)(C1CCC23CC(CCC2C1(C)CC(O)=O)C1(C)OC31)C(O)=O	2438.9	Standard non polar	33892256
Oryzalic acid A	CC(C)(C1CCC23CC(CCC2C1(C)CC(O)=O)C1(C)OC31)C(O)=O	2627.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Oryzalic acid A,1TMS,isomer #1	CC(C)(C(=O)O)C1CCC23CC(CCC2C1(C)CC(=O)O[Si](C)(C)C)C1(C)OC31	2700.8	Semi standard non polar	33892256
Oryzalic acid A,1TMS,isomer #2	CC(C)(C(=O)O[Si](C)(C)C)C1CCC23CC(CCC2C1(C)CC(=O)O)C1(C)OC31	2666.0	Semi standard non polar	33892256
Oryzalic acid A,2TMS,isomer #1	CC(C)(C(=O)O[Si](C)(C)C)C1CCC23CC(CCC2C1(C)CC(=O)O[Si](C)(C)C)C1(C)OC31	2597.7	Semi standard non polar	33892256
Oryzalic acid A,1TBDMS,isomer #1	CC(C)(C(=O)O)C1CCC23CC(CCC2C1(C)CC(=O)O[Si](C)(C)C(C)(C)C)C1(C)OC31	2956.4	Semi standard non polar	33892256
Oryzalic acid A,1TBDMS,isomer #2	CC(C)(C(=O)O[Si](C)(C)C(C)(C)C)C1CCC23CC(CCC2C1(C)CC(=O)O)C1(C)OC31	2944.8	Semi standard non polar	33892256
Oryzalic acid A,2TBDMS,isomer #1	CC(C)(C(=O)O[Si](C)(C)C(C)(C)C)C1CCC23CC(CCC2C1(C)CC(=O)O[Si](C)(C)C(C)(C)C)C1(C)OC31	3084.2	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 - Oryzalic acid A GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-5196000000-65d0103192288401626b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oryzalic acid A GC-MS (2 TMS) - 70eV, Positive	splash10-00bi-7004900000-e53aeb5fff73697b17fd	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oryzalic acid A 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 - Oryzalic acid A 10V, Positive-QTOF	splash10-0zgi-0039000000-9ac1b49889175a92ab83	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oryzalic acid A 20V, Positive-QTOF	splash10-0ap0-0094000000-42e4e682c36c4c1a7a4f	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oryzalic acid A 40V, Positive-QTOF	splash10-066v-2290000000-e2ec6cea27eb89dd0931	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oryzalic acid A 10V, Negative-QTOF	splash10-052b-0019000000-ce978fb4be15dc1d4fd7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oryzalic acid A 20V, Negative-QTOF	splash10-0a4i-2059000000-0be8ddbce3d2953e4fd9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oryzalic acid A 40V, Negative-QTOF	splash10-0a4r-9082000000-0c562b8a9062b1369613	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oryzalic acid A 10V, Negative-QTOF	splash10-0002-0009000000-fcf5b98fd26ec15b6b62	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oryzalic acid A 20V, Negative-QTOF	splash10-0002-0019000000-cf9517a7de150e0777c7	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oryzalic acid A 40V, Negative-QTOF	splash10-0006-9034000000-a77f23d6fdd04a20e32b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oryzalic acid A 10V, Positive-QTOF	splash10-0ue9-0019000000-c8bb332b1fab9cf954b5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oryzalic acid A 20V, Positive-QTOF	splash10-0gx0-1297000000-47856bc2e802c820ab3d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oryzalic acid A 40V, Positive-QTOF	splash10-001l-9330000000-4bed02b15a0b78fdc05c	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
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

Not Available

FooDB ID

FDB016697

KNApSAcK ID

Not Available

Chemspider ID

35014441

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752211

PDB ID

Not Available

ChEBI ID

175483

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1862531

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 Oryzalic acid A (HMDB0037593)

MOL for HMDB0037593 (Oryzalic acid A)

3D MOL for HMDB0037593 (Oryzalic acid A)

3D SDF for HMDB0037593 (Oryzalic acid A)

3D-SDF for HMDB0037593 (Oryzalic acid A)

PDB for HMDB0037593 (Oryzalic acid A)

3D PDB for HMDB0037593 (Oryzalic acid A)

SMILES for HMDB0037593 (Oryzalic acid A)

INCHI for HMDB0037593 (Oryzalic acid A)

Structure for HMDB0037593 (Oryzalic acid A)

3D Structure for HMDB0037593 (Oryzalic acid A)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra