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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-11 17:29:33 UTC

Update Date

2022-03-07 02:52:07 UTC

HMDB ID

HMDB0029304

Secondary Accession Numbers

HMDB29304

Metabolite Identification

Common Name

3,4-DHPEA-EA

Description

3,4-DHPEA-EA belongs to the class of organic compounds known as iridoids and derivatives. These are monoterpenes containing a skeleton structurally characterized by the presence of a cylopentane fused to a pyran ( forming a 4,7-dimethylcyclopenta[c]pyran), or a derivative where the pentane moiety is open. Based on a literature review a small amount of articles have been published on 3,4-DHPEA-EA.

Structure

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


  Mrv1652309261711462D          

 27 28  0  0  0  0            999 V2000
   -3.9385   -4.5953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6529   -5.0077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6529   -5.8328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9385   -6.2453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2240   -5.8328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2240   -5.0077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3674   -4.5953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3674   -6.2453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5096   -4.5953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7951   -5.0077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0806   -4.5953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3661   -5.0077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3483   -4.5953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0628   -5.0077    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7773   -4.5953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0628   -5.8329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7773   -6.2454    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4917   -5.8329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4917   -5.0077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3483   -6.2454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7773   -3.7703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4917   -3.3578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0628   -3.3578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4917   -2.5328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7773   -7.0704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3483   -7.0704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3661   -5.8328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  2  7  1  0  0  0  0
  3  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 15 14  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 15 19  2  0  0  0  0
 16 20  2  0  0  0  0
 15 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 22 24  1  0  0  0  0
 17 25  1  1  0  0  0
 14 13  1  6  0  0  0
 20 26  1  0  0  0  0
 12 27  2  0  0  0  0
M  END

HMDB0029304
     RDKit          3D
3,4-DHPEA-EA
 49 50  0  0  0  0  0  0  0  0999 V2000
   -3.4042   -3.9592    0.7719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5951   -3.1073   -0.1470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7735   -1.7941   -0.1922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0008   -0.8891   -1.0846 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5935   -1.3670   -1.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1468   -1.4416    0.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3731   -1.1118    1.1433 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4552   -1.8756    0.1560 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1386   -1.9445    1.3487 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3218   -0.6816    2.1061 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0739    0.3560    1.3668 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4458    0.4543    1.4472 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1467    1.4349    0.7471 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4621    2.3287   -0.0442 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1429    3.3019   -0.7408 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0744    2.2449   -0.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4231    3.1508   -0.9352 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4072    1.2555    0.5730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1233    0.5098   -0.6872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5759    1.5712   -1.5491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9922    1.3234   -2.6288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6912    2.9162   -1.1860 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1768    3.9585   -1.9928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7240    0.8418    0.4340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2747   -0.0890    1.3043 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8349   -1.2544    0.7339 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9517   -0.9861   -0.0481 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4942   -3.7038    0.6278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1652   -3.7834    1.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2530   -5.0257    0.5499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8615   -3.5862   -0.7750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4915   -1.0279   -2.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0502   -0.6929   -1.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5840   -2.3591   -1.7209 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7177   -2.7031    2.0701 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1732   -2.3456    1.1283 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9616   -0.9372    3.0041 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3936   -0.2657    2.5432 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0274   -0.2364    2.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2259    1.5119    0.8109 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1436    3.3529   -0.6657 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4315    3.1398   -1.0410 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3458    1.2007    0.4940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0278    4.6481   -2.2625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4453    4.5963   -1.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7703    3.5818   -2.9573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7730    1.9230    0.6598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0378   -1.9512    1.5645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6200   -0.4831    0.5084 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
  4 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 19 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26  3  1  0
 18 11  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  4 32  1  6
  5 33  1  0
  5 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 12 39  1  0
 13 40  1  0
 15 41  1  0
 17 42  1  0
 18 43  1  0
 23 44  1  0
 23 45  1  0
 23 46  1  0
 24 47  1  0
 26 48  1  1
 27 49  1  0
M  END


  Mrv1652309261711462D          

 27 28  0  0  0  0            999 V2000
   -3.9385   -4.5953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6529   -5.0077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6529   -5.8328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9385   -6.2453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2240   -5.8328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2240   -5.0077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3674   -4.5953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3674   -6.2453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5096   -4.5953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7951   -5.0077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0806   -4.5953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3661   -5.0077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3483   -4.5953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0628   -5.0077    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7773   -4.5953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0628   -5.8329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7773   -6.2454    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4917   -5.8329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4917   -5.0077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3483   -6.2454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7773   -3.7703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4917   -3.3578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0628   -3.3578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4917   -2.5328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7773   -7.0704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3483   -7.0704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3661   -5.8328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  2  7  1  0  0  0  0
  3  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 15 14  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 15 19  2  0  0  0  0
 16 20  2  0  0  0  0
 15 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 22 24  1  0  0  0  0
 17 25  1  1  0  0  0
 14 13  1  6  0  0  0
 20 26  1  0  0  0  0
 12 27  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029304

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)C1=CO[C@@H](O)\C(=C/C)[C@@H]1CC(=O)OCCC1=CC=C(O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H22O8/c1-3-12-13(14(18(23)25-2)10-27-19(12)24)9-17(22)26-7-6-11-4-5-15(20)16(21)8-11/h3-5,8,10,13,19-21,24H,6-7,9H2,1-2H3/b12-3-/t13-,19+/m0/s1

> <INCHI_KEY>
BIWKXNFEOZXNLX-SQOYHTLWSA-N

> <FORMULA>
C19H22O8

> <MOLECULAR_WEIGHT>
378.3732

> <EXACT_MASS>
378.13146768

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
37.878475704686146

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2R,3Z,4S)-4-{2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl}-3-ethylidene-2-hydroxy-3,4-dihydro-2H-pyran-5-carboxylate

> <ALOGPS_LOGP>
2.16

> <JCHEM_LOGP>
1.8821114013333333

> <ALOGPS_LOGS>
-3.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.730406287683573

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.283320996395748

> <JCHEM_PKA_STRONGEST_BASIC>
-4.209793447953245

> <JCHEM_POLAR_SURFACE_AREA>
122.52000000000001

> <JCHEM_REFRACTIVITY>
95.80489999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.20e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (4S,5Z,6R)-4-{2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl}-5-ethylidene-6-hydroxy-4,6-dihydropyran-3-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029304
     RDKit          3D
3,4-DHPEA-EA
 49 50  0  0  0  0  0  0  0  0999 V2000
   -3.4042   -3.9592    0.7719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5951   -3.1073   -0.1470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7735   -1.7941   -0.1922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0008   -0.8891   -1.0846 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5935   -1.3670   -1.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1468   -1.4416    0.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3731   -1.1118    1.1433 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4552   -1.8756    0.1560 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1386   -1.9445    1.3487 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3218   -0.6816    2.1061 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0739    0.3560    1.3668 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4458    0.4543    1.4472 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1467    1.4349    0.7471 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4621    2.3287   -0.0442 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1429    3.3019   -0.7408 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0744    2.2449   -0.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4231    3.1508   -0.9352 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4072    1.2555    0.5730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1233    0.5098   -0.6872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5759    1.5712   -1.5491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9922    1.3234   -2.6288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6912    2.9162   -1.1860 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1768    3.9585   -1.9928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7240    0.8418    0.4340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2747   -0.0890    1.3043 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8349   -1.2544    0.7339 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9517   -0.9861   -0.0481 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4942   -3.7038    0.6278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1652   -3.7834    1.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2530   -5.0257    0.5499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8615   -3.5862   -0.7750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4915   -1.0279   -2.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0502   -0.6929   -1.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5840   -2.3591   -1.7209 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7177   -2.7031    2.0701 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1732   -2.3456    1.1283 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9616   -0.9372    3.0041 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3936   -0.2657    2.5432 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0274   -0.2364    2.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2259    1.5119    0.8109 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1436    3.3529   -0.6657 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4315    3.1398   -1.0410 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3458    1.2007    0.4940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0278    4.6481   -2.2625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4453    4.5963   -1.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7703    3.5818   -2.9573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7730    1.9230    0.6598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0378   -1.9512    1.5645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6200   -0.4831    0.5084 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
  4 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 19 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26  3  1  0
 18 11  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  4 32  1  6
  5 33  1  0
  5 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 12 39  1  0
 13 40  1  0
 15 41  1  0
 17 42  1  0
 18 43  1  0
 23 44  1  0
 23 45  1  0
 23 46  1  0
 24 47  1  0
 26 48  1  1
 27 49  1  0
M  END

HEADER    PROTEIN                                 26-SEP-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-SEP-17         0                                  
HETATM    1  C   UNK     0      -7.352  -8.578   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.685  -9.348   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.685 -10.888   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -7.352 -11.658   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.018 -10.888   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.018  -9.348   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0     -10.019  -8.578   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0     -10.019 -11.658   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -4.685  -8.578   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.351  -9.348   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.017  -8.578   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.683  -9.348   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.650  -8.578   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.984  -9.348   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.318  -8.578   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.984 -10.888   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.318 -11.658   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       4.651 -10.888   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       4.651  -9.348   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.650 -11.658   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.318  -7.038   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.651  -6.268   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       1.984  -6.268   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       4.651  -4.728   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       3.318 -13.198   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       0.650 -13.198   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -0.683 -10.888   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    9                                                  
CONECT    7    2                                                            
CONECT    8    3                                                            
CONECT    9    6   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   27                                                  
CONECT   13   12   14                                                       
CONECT   14   15   16   13                                                  
CONECT   15   14   19   21                                                  
CONECT   16   14   17   20                                                  
CONECT   17   16   18   25                                                  
CONECT   18   17   19                                                       
CONECT   19   18   15                                                       
CONECT   20   16   26                                                       
CONECT   21   15   22   23                                                  
CONECT   22   21   24                                                       
CONECT   23   21                                                            
CONECT   24   22                                                            
CONECT   25   17                                                            
CONECT   26   20                                                            
CONECT   27   12                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   56    0
END

COMPND    HMDB0029304
HETATM    1  C1  UNL     1      -3.404  -3.959   0.772  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.595  -3.107  -0.147  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.774  -1.794  -0.192  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.001  -0.889  -1.085  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.594  -1.367  -1.230  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.147  -1.442   0.053  1.00  0.00           C  
HETATM    7  O1  UNL     1      -0.373  -1.112   1.143  1.00  0.00           O  
HETATM    8  O2  UNL     1       1.455  -1.876   0.156  1.00  0.00           O  
HETATM    9  C7  UNL     1       2.139  -1.945   1.349  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.322  -0.682   2.106  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.074   0.356   1.367  1.00  0.00           C  
HETATM   12  C10 UNL     1       4.446   0.454   1.447  1.00  0.00           C  
HETATM   13  C11 UNL     1       5.147   1.435   0.747  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.462   2.329  -0.044  1.00  0.00           C  
HETATM   15  O3  UNL     1       5.143   3.302  -0.741  1.00  0.00           O  
HETATM   16  C13 UNL     1       3.074   2.245  -0.138  1.00  0.00           C  
HETATM   17  O4  UNL     1       2.423   3.151  -0.935  1.00  0.00           O  
HETATM   18  C14 UNL     1       2.407   1.255   0.573  1.00  0.00           C  
HETATM   19  C15 UNL     1      -2.123   0.510  -0.687  1.00  0.00           C  
HETATM   20  C16 UNL     1      -1.576   1.571  -1.549  1.00  0.00           C  
HETATM   21  O5  UNL     1      -0.992   1.323  -2.629  1.00  0.00           O  
HETATM   22  O6  UNL     1      -1.691   2.916  -1.186  1.00  0.00           O  
HETATM   23  C17 UNL     1      -1.177   3.958  -1.993  1.00  0.00           C  
HETATM   24  C18 UNL     1      -2.724   0.842   0.434  1.00  0.00           C  
HETATM   25  O7  UNL     1      -3.275  -0.089   1.304  1.00  0.00           O  
HETATM   26  C19 UNL     1      -3.835  -1.254   0.734  1.00  0.00           C  
HETATM   27  O8  UNL     1      -4.952  -0.986  -0.048  1.00  0.00           O  
HETATM   28  H1  UNL     1      -4.494  -3.704   0.628  1.00  0.00           H  
HETATM   29  H2  UNL     1      -3.165  -3.783   1.838  1.00  0.00           H  
HETATM   30  H3  UNL     1      -3.253  -5.026   0.550  1.00  0.00           H  
HETATM   31  H4  UNL     1      -1.861  -3.586  -0.775  1.00  0.00           H  
HETATM   32  H5  UNL     1      -2.492  -1.028  -2.102  1.00  0.00           H  
HETATM   33  H6  UNL     1      -0.050  -0.693  -1.933  1.00  0.00           H  
HETATM   34  H7  UNL     1      -0.584  -2.359  -1.721  1.00  0.00           H  
HETATM   35  H8  UNL     1       1.718  -2.703   2.070  1.00  0.00           H  
HETATM   36  H9  UNL     1       3.173  -2.346   1.128  1.00  0.00           H  
HETATM   37  H10 UNL     1       2.962  -0.937   3.004  1.00  0.00           H  
HETATM   38  H11 UNL     1       1.394  -0.266   2.543  1.00  0.00           H  
HETATM   39  H12 UNL     1       5.027  -0.236   2.065  1.00  0.00           H  
HETATM   40  H13 UNL     1       6.226   1.512   0.811  1.00  0.00           H  
HETATM   41  H14 UNL     1       6.144   3.353  -0.666  1.00  0.00           H  
HETATM   42  H15 UNL     1       1.432   3.140  -1.041  1.00  0.00           H  
HETATM   43  H16 UNL     1       1.346   1.201   0.494  1.00  0.00           H  
HETATM   44  H17 UNL     1      -2.028   4.648  -2.262  1.00  0.00           H  
HETATM   45  H18 UNL     1      -0.445   4.596  -1.454  1.00  0.00           H  
HETATM   46  H19 UNL     1      -0.770   3.582  -2.957  1.00  0.00           H  
HETATM   47  H20 UNL     1      -2.773   1.923   0.660  1.00  0.00           H  
HETATM   48  H21 UNL     1      -4.038  -1.951   1.565  1.00  0.00           H  
HETATM   49  H22 UNL     1      -5.620  -0.483   0.508  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3    3   31
CONECT    3    4   26
CONECT    4    5   19   32
CONECT    5    6   33   34
CONECT    6    7    7    8
CONECT    8    9
CONECT    9   10   35   36
CONECT   10   11   37   38
CONECT   11   12   12   18
CONECT   12   13   39
CONECT   13   14   14   40
CONECT   14   15   16
CONECT   15   41
CONECT   16   17   18   18
CONECT   17   42
CONECT   18   43
CONECT   19   20   24   24
CONECT   20   21   21   22
CONECT   22   23
CONECT   23   44   45   46
CONECT   24   25   47
CONECT   25   26
CONECT   26   27   48
CONECT   27   49
END

HMDB0029304
     RDKit          3D
3,4-DHPEA-EA
 49 50  0  0  0  0  0  0  0  0999 V2000
   -3.4042   -3.9592    0.7719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5951   -3.1073   -0.1470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7735   -1.7941   -0.1922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0008   -0.8891   -1.0846 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5935   -1.3670   -1.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1468   -1.4416    0.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3731   -1.1118    1.1433 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4552   -1.8756    0.1560 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1386   -1.9445    1.3487 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3218   -0.6816    2.1061 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0739    0.3560    1.3668 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4458    0.4543    1.4472 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1467    1.4349    0.7471 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4621    2.3287   -0.0442 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1429    3.3019   -0.7408 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0744    2.2449   -0.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4231    3.1508   -0.9352 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4072    1.2555    0.5730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1233    0.5098   -0.6872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5759    1.5712   -1.5491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9922    1.3234   -2.6288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6912    2.9162   -1.1860 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1768    3.9585   -1.9928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7240    0.8418    0.4340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2747   -0.0890    1.3043 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8349   -1.2544    0.7339 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9517   -0.9861   -0.0481 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4942   -3.7038    0.6278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1652   -3.7834    1.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2530   -5.0257    0.5499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8615   -3.5862   -0.7750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4915   -1.0279   -2.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0502   -0.6929   -1.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5840   -2.3591   -1.7209 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7177   -2.7031    2.0701 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1732   -2.3456    1.1283 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9616   -0.9372    3.0041 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3936   -0.2657    2.5432 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0274   -0.2364    2.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2259    1.5119    0.8109 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1436    3.3529   -0.6657 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4315    3.1398   -1.0410 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3458    1.2007    0.4940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0278    4.6481   -2.2625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4453    4.5963   -1.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7703    3.5818   -2.9573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7730    1.9230    0.6598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0378   -1.9512    1.5645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6200   -0.4831    0.5084 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
  4 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 19 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26  3  1  0
 18 11  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  4 32  1  6
  5 33  1  0
  5 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 12 39  1  0
 13 40  1  0
 15 41  1  0
 17 42  1  0
 18 43  1  0
 23 44  1  0
 23 45  1  0
 23 46  1  0
 24 47  1  0
 26 48  1  1
 27 49  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3,4-DHPEA-elenolic acid mono-aldehyde	HMDB
Oleuropein-aglycone mono-aldehyde	HMDB
Methyl (2R,4S)-4-{2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl}-3-ethylidene-2-hydroxy-3,4-dihydro-2H-pyran-5-carboxylic acid	Generator
3,4-Dixydroxyphenylethanol elenolic acid	MeSH
3,4-DHPEA-ea	MeSH

Chemical Formula

C₁₉H₂₂O₈

Average Molecular Weight

378.3732

Monoisotopic Molecular Weight

378.13146768

IUPAC Name

methyl (2R,3Z,4S)-4-{2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl}-3-ethylidene-2-hydroxy-3,4-dihydro-2H-pyran-5-carboxylate

Traditional Name

methyl (4S,5Z,6R)-4-{2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl}-5-ethylidene-6-hydroxy-4,6-dihydropyran-3-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=CO[C@@H](O)\C(=C/C)[C@@H]1CC(=O)OCCC1=CC=C(O)C(O)=C1

InChI Identifier

InChI=1S/C19H22O8/c1-3-12-13(14(18(23)25-2)10-27-19(12)24)9-17(22)26-7-6-11-4-5-15(20)16(21)8-11/h3-5,8,10,13,19-21,24H,6-7,9H2,1-2H3/b12-3-/t13-,19+/m0/s1

InChI Key

BIWKXNFEOZXNLX-SQOYHTLWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as iridoids and derivatives. These are monoterpenes containing a skeleton structurally characterized by the presence of a cylopentane fused to a pyran ( forming a 4,7-dimethylcyclopenta[c]pyran), or a derivative where the pentane moiety is open.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Iridoids and derivatives

Alternative Parents

Substituents

Secoiridoid-skeleton
Aromatic monoterpenoid
Monocyclic monoterpenoid
Tyrosol derivative
Catechol
1-hydroxy-4-unsubstituted benzenoid
Phenol
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Dicarboxylic acid or derivatives
Vinylogous ester
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Carboxylic acid ester
Hemiacetal
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Urine (PMID: 24023812)

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029304)

Source

Endogenous

Endogenous (HMDB: HMDB0029304)

Plant

Plant (HMDB: HMDB0029304)

Animal

Animal (HMDB: HMDB0029304)

Exogenous

Food

Food (HMDB: HMDB0029304)

Vegetable

Fruit vegetable

Olive (FooDB: FOOD00121)

Herb and spice

Oilseed crop

Olive oil (FooDB: FOOD00909)

Exogenous (HMDB: HMDB0029304)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0029304)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0029304)

Lipid metabolism pathway (HMDB: HMDB0029304)

Cellular process

Cell signaling (HMDB: HMDB0029304)

Biochemical process

Lipid transport (HMDB: HMDB0029304)

Role

Biological role

Energy source (HMDB: HMDB0029304)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	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	0.042 g/L	ALOGPS
logP	2.16	ALOGPS
logP	1.88	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	9.28	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	122.52 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	95.8 m³·mol⁻¹	ChemAxon
Polarizability	37.88 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	190.344	30932474
DeepCCS	[M-H]-	187.948	30932474
DeepCCS	[M-2H]-	220.941	30932474
DeepCCS	[M+Na]+	196.256	30932474
AllCCS	[M+H]+	189.1	32859911
AllCCS	[M+H-H2O]+	186.3	32859911
AllCCS	[M+NH4]+	191.6	32859911
AllCCS	[M+Na]+	192.3	32859911
AllCCS	[M-H]-	186.9	32859911
AllCCS	[M+Na-2H]-	187.3	32859911
AllCCS	[M+HCOO]-	187.8	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.	7.01 minutes	32390414
Predicted by Siyang on May 30, 2022	11.0449 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.6 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2089.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	186.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	149.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	147.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	67.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	397.3 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	432.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	122.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	887.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	450.9 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	1119.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	265.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	363.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	284.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	159.3 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	73.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3,4-DHPEA-EA	COC(=O)C1=CO[C@@H](O)\C(=C/C)[C@@H]1CC(=O)OCCC1=CC=C(O)C(O)=C1	4529.1	Standard polar	33892256
3,4-DHPEA-EA	COC(=O)C1=CO[C@@H](O)\C(=C/C)[C@@H]1CC(=O)OCCC1=CC=C(O)C(O)=C1	2926.1	Standard non polar	33892256
3,4-DHPEA-EA	COC(=O)C1=CO[C@@H](O)\C(=C/C)[C@@H]1CC(=O)OCCC1=CC=C(O)C(O)=C1	3015.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3,4-DHPEA-EA,1TMS,isomer #1	C/C=C1\[C@H](O[Si](C)(C)C)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O)C(O)=C1	2939.3	Semi standard non polar	33892256
3,4-DHPEA-EA,1TMS,isomer #2	C/C=C1/[C@H](CC(=O)OCCC2=CC=C(O[Si](C)(C)C)C(O)=C2)C(C(=O)OC)=CO[C@H]1O	2926.5	Semi standard non polar	33892256
3,4-DHPEA-EA,1TMS,isomer #3	C/C=C1/[C@H](CC(=O)OCCC2=CC=C(O)C(O[Si](C)(C)C)=C2)C(C(=O)OC)=CO[C@H]1O	2923.4	Semi standard non polar	33892256
3,4-DHPEA-EA,2TMS,isomer #1	C/C=C1\[C@H](O[Si](C)(C)C)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O[Si](C)(C)C)C(O)=C1	2921.6	Semi standard non polar	33892256
3,4-DHPEA-EA,2TMS,isomer #2	C/C=C1\[C@H](O[Si](C)(C)C)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O)C(O[Si](C)(C)C)=C1	2923.6	Semi standard non polar	33892256
3,4-DHPEA-EA,2TMS,isomer #3	C/C=C1/[C@H](CC(=O)OCCC2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)C(C(=O)OC)=CO[C@H]1O	2960.2	Semi standard non polar	33892256
3,4-DHPEA-EA,3TMS,isomer #1	C/C=C1\[C@H](O[Si](C)(C)C)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	2989.0	Semi standard non polar	33892256
3,4-DHPEA-EA,1TBDMS,isomer #1	C/C=C1\[C@H](O[Si](C)(C)C(C)(C)C)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O)C(O)=C1	3160.2	Semi standard non polar	33892256
3,4-DHPEA-EA,1TBDMS,isomer #2	C/C=C1/[C@H](CC(=O)OCCC2=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)C(C(=O)OC)=CO[C@H]1O	3168.4	Semi standard non polar	33892256
3,4-DHPEA-EA,1TBDMS,isomer #3	C/C=C1/[C@H](CC(=O)OCCC2=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)C(C(=O)OC)=CO[C@H]1O	3164.8	Semi standard non polar	33892256
3,4-DHPEA-EA,2TBDMS,isomer #1	C/C=C1\[C@H](O[Si](C)(C)C(C)(C)C)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1	3371.7	Semi standard non polar	33892256
3,4-DHPEA-EA,2TBDMS,isomer #2	C/C=C1\[C@H](O[Si](C)(C)C(C)(C)C)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1	3361.5	Semi standard non polar	33892256
3,4-DHPEA-EA,2TBDMS,isomer #3	C/C=C1/[C@H](CC(=O)OCCC2=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)C(C(=O)OC)=CO[C@H]1O	3404.5	Semi standard non polar	33892256
3,4-DHPEA-EA,3TBDMS,isomer #1	C/C=C1\[C@H](O[Si](C)(C)C(C)(C)C)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1	3594.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4-DHPEA-EA GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-3924000000-a774df901c6e416aa979	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4-DHPEA-EA GC-MS (3 TMS) - 70eV, Positive	splash10-0059-6040090000-2e8e4c02704c1060b458	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4-DHPEA-EA 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 - 3,4-DHPEA-EA 10V, Positive-QTOF	splash10-004i-0769000000-44f59fc6a7f7eccf78b1	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-DHPEA-EA 20V, Positive-QTOF	splash10-000i-0922000000-cfa03854b1f3f2e1d692	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-DHPEA-EA 40V, Positive-QTOF	splash10-000i-6910000000-af8e65043b5cc4bd2027	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-DHPEA-EA 10V, Negative-QTOF	splash10-00b9-1549000000-0f8a81848af23892f824	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-DHPEA-EA 20V, Negative-QTOF	splash10-00dm-1984000000-400bc643c703ff71eca9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-DHPEA-EA 40V, Negative-QTOF	splash10-0abi-1900000000-af441007a9141cc14c96	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-DHPEA-EA 10V, Negative-QTOF	splash10-004i-0129000000-3f25a8adebbfe0f30b8e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-DHPEA-EA 20V, Negative-QTOF	splash10-00vi-0926000000-196f5729bb68656d092a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-DHPEA-EA 40V, Negative-QTOF	splash10-00di-1911000000-aefd6a7daecc217d4d11	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-DHPEA-EA 10V, Positive-QTOF	splash10-03fr-0129000000-6f49095caa9d91c93b25	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-DHPEA-EA 20V, Positive-QTOF	splash10-000i-0903000000-43a413396c8163d27ce7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-DHPEA-EA 40V, Positive-QTOF	splash10-01di-5902000000-66e3b9f0e854cf50afa2	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	24023812	details

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

688

FooDB ID

FDB000346

KNApSAcK ID

Not Available

Chemspider ID

30776771

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

56842347

PDB ID

Not Available

ChEBI ID

89421

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 3,4-DHPEA-EA (HMDB0029304)

MOL for HMDB0029304 (3,4-DHPEA-EA)

3D MOL for HMDB0029304 (3,4-DHPEA-EA)

3D SDF for HMDB0029304 (3,4-DHPEA-EA)

3D-SDF for HMDB0029304 (3,4-DHPEA-EA)

PDB for HMDB0029304 (3,4-DHPEA-EA)

3D PDB for HMDB0029304 (3,4-DHPEA-EA)

SMILES for HMDB0029304 (3,4-DHPEA-EA)

INCHI for HMDB0029304 (3,4-DHPEA-EA)

Structure for HMDB0029304 (3,4-DHPEA-EA)

3D Structure for HMDB0029304 (3,4-DHPEA-EA)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra