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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:24:01 UTC

Update Date

2022-03-07 02:56:03 UTC

HMDB ID

HMDB0039048

Secondary Accession Numbers

HMDB39048

Metabolite Identification

Common Name

(5a,6a,8a,11a)-8-Hydroxy-2-oxo-1(10),3-guaiadien-12,6-olide-15-al 8-(4-hydroxyphenylacetate)

Description

(5a,6a,8a,11a)-8-Hydroxy-2-oxo-1(10),3-guaiadien-12,6-olide-15-al 8-(4-hydroxyphenylacetate) belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position (5a,6a,8a,11a)-8-Hydroxy-2-oxo-1(10),3-guaiadien-12,6-olide-15-al 8-(4-hydroxyphenylacetate) has been detected, but not quantified in, several different foods, such as arabica coffees (Coffea arabica), coffee and coffee products, green vegetables, herbs and spices, and robusta coffees (Coffea canephora). This could make (5a,6a,8a,11a)-8-hydroxy-2-oxo-1(10),3-guaiadien-12,6-olide-15-al 8-(4-hydroxyphenylacetate) a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (5a,6a,8a,11a)-8-Hydroxy-2-oxo-1(10),3-guaiadien-12,6-olide-15-al 8-(4-hydroxyphenylacetate).

Structure

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


  Mrv0541 05061310492D          

 30 33  0  0  0  0            999 V2000
    3.6754   -0.1941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1007    0.9600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1453   -2.8544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2677   -2.6414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0224   -3.6702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3906   -3.4572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2871   -0.0377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3767   -1.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9493    2.2387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8642    3.2305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0304    0.3203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5878    1.4145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4997   -2.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1541    2.4581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7456   -3.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9864    1.4145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5438    0.3203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0217   -1.0099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2140    1.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3602    1.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6996    1.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8746    1.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6248    2.2387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3882    3.8678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8686   -4.7874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6749    0.9600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7897   -1.3113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0202    2.7530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8988   -0.1941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4201    2.4581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
 11  1  1  0  0  0  0
 11  7  1  0  0  0  0
 12  2  1  0  0  0  0
 13  3  2  0  0  0  0
 13  4  1  0  0  0  0
 13  8  1  0  0  0  0
 14  9  2  0  0  0  0
 14 10  1  0  0  0  0
 15  5  2  0  0  0  0
 15  6  1  0  0  0  0
 16  9  1  0  0  0  0
 17  7  1  0  0  0  0
 18  8  1  0  0  0  0
 19 11  2  0  0  0  0
 19 16  1  0  0  0  0
 20 12  1  0  0  0  0
 20 17  1  0  0  0  0
 21 14  1  0  0  0  0
 21 19  1  0  0  0  0
 22 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 12  1  0  0  0  0
 24 10  2  0  0  0  0
 25 15  1  0  0  0  0
 26 16  2  0  0  0  0
 27 18  2  0  0  0  0
 28 23  2  0  0  0  0
 29 17  1  0  0  0  0
 29 18  1  0  0  0  0
 30 22  1  0  0  0  0
 30 23  1  0  0  0  0
M  END

HMDB0039048
     RDKit          3D
(5a,6a,8a,11a)-8-Hydroxy-2-oxo-1(10),3-guaiadien-12,6-olide-15-al 8-(4-hydrox...
 52 55  0  0  0  0  0  0  0  0999 V2000
   -1.3482   -3.0298    1.7354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5809   -1.7466    1.0005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8600   -1.4292    0.9389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9814   -2.1489    1.4637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9246   -3.1508    2.2434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1951   -1.5195    0.9377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8615   -0.4856    0.1708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8025    0.3906   -0.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0489    0.1455   -0.4372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4407   -0.2150    0.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6385    0.0558   -0.9267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2706    0.8569   -1.9174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3760    1.7742   -2.4456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6195    2.6846   -3.2568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0381    1.4673   -1.8529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4414    0.3883   -2.7103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5064    0.9761   -0.5007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4837    0.4164    0.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8282    0.9092    0.0374 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7529    1.3886    0.9032 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4802    1.3925    2.1363 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0905    1.9082    0.4307 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1326    0.8580    0.4760 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3554    0.1625   -0.7298 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2984   -0.8328   -0.7646 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0418   -1.1796    0.3452 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9916   -2.2027    0.2630 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8281   -0.5023    1.5266 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8663    0.5163    1.5727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3809   -1.1014    0.4222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8011   -3.8931    1.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2415   -3.2072    1.7817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6849   -2.9270    2.7977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2143   -1.8278    1.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4440    1.2031   -1.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2898    0.6231    1.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2406   -0.8731   -1.4075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3583    2.3179   -1.8185 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4352   -0.1130   -2.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2492   -0.2705   -3.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0750    0.9210   -3.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0163    1.8657   -0.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6446    0.6835    1.4412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9965    2.4004   -0.5485 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3445    2.7364    1.1578 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7608    0.4439   -1.6068 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4825   -1.3816   -1.6886 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9589   -1.9710   -0.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3885   -0.7367    2.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6870    1.0562    2.4890 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4570   -1.3009    1.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1185   -1.5734   -0.5176 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  7 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  2  0
 18 30  1  0
 30  2  1  0
 10  3  1  0
 17 11  1  0
 29 23  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  6 34  1  0
  8 35  1  0
 10 36  1  0
 11 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 18 43  1  0
 22 44  1  0
 22 45  1  0
 24 46  1  0
 25 47  1  0
 27 48  1  0
 28 49  1  0
 29 50  1  0
 30 51  1  0
 30 52  1  0
M  END


  Mrv0541 05061310492D          

 30 33  0  0  0  0            999 V2000
    3.6754   -0.1941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1007    0.9600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1453   -2.8544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2677   -2.6414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0224   -3.6702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3906   -3.4572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2871   -0.0377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3767   -1.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9493    2.2387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8642    3.2305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0304    0.3203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5878    1.4145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4997   -2.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1541    2.4581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7456   -3.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9864    1.4145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5438    0.3203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0217   -1.0099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2140    1.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3602    1.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6996    1.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8746    1.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6248    2.2387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3882    3.8678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8686   -4.7874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6749    0.9600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7897   -1.3113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0202    2.7530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8988   -0.1941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4201    2.4581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
 11  1  1  0  0  0  0
 11  7  1  0  0  0  0
 12  2  1  0  0  0  0
 13  3  2  0  0  0  0
 13  4  1  0  0  0  0
 13  8  1  0  0  0  0
 14  9  2  0  0  0  0
 14 10  1  0  0  0  0
 15  5  2  0  0  0  0
 15  6  1  0  0  0  0
 16  9  1  0  0  0  0
 17  7  1  0  0  0  0
 18  8  1  0  0  0  0
 19 11  2  0  0  0  0
 19 16  1  0  0  0  0
 20 12  1  0  0  0  0
 20 17  1  0  0  0  0
 21 14  1  0  0  0  0
 21 19  1  0  0  0  0
 22 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 12  1  0  0  0  0
 24 10  2  0  0  0  0
 25 15  1  0  0  0  0
 26 16  2  0  0  0  0
 27 18  2  0  0  0  0
 28 23  2  0  0  0  0
 29 17  1  0  0  0  0
 29 18  1  0  0  0  0
 30 22  1  0  0  0  0
 30 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039048

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1C2C(OC1=O)C1C(C=O)=CC(=O)C1=C(C)CC2OC(=O)CC1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C23H22O7/c1-11-7-17(29-18(27)8-13-3-5-15(25)6-4-13)20-12(2)23(28)30-22(20)21-14(10-24)9-16(26)19(11)21/h3-6,9-10,12,17,20-22,25H,7-8H2,1-2H3

> <INCHI_KEY>
CICWEHOIACOOIN-UHFFFAOYSA-N

> <FORMULA>
C23H22O7

> <MOLECULAR_WEIGHT>
410.4166

> <EXACT_MASS>
410.136553058

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
41.314123302440564

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
9-formyl-3,6-dimethyl-2,7-dioxo-2H,3H,3aH,4H,5H,7H,9aH,9bH-azuleno[4,5-b]furan-4-yl 2-(4-hydroxyphenyl)acetate

> <ALOGPS_LOGP>
2.38

> <JCHEM_LOGP>
2.126351587666667

> <ALOGPS_LOGS>
-4.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.747070324287687

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.471326515916699

> <JCHEM_PKA_STRONGEST_BASIC>
-5.95855650683695

> <JCHEM_POLAR_SURFACE_AREA>
106.97

> <JCHEM_REFRACTIVITY>
106.93309999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.22e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9-formyl-3,6-dimethyl-2,7-dioxo-3H,3aH,4H,5H,9aH,9bH-azuleno[4,5-b]furan-4-yl 2-(4-hydroxyphenyl)acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039048
     RDKit          3D
(5a,6a,8a,11a)-8-Hydroxy-2-oxo-1(10),3-guaiadien-12,6-olide-15-al 8-(4-hydrox...
 52 55  0  0  0  0  0  0  0  0999 V2000
   -1.3482   -3.0298    1.7354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5809   -1.7466    1.0005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8600   -1.4292    0.9389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9814   -2.1489    1.4637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9246   -3.1508    2.2434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1951   -1.5195    0.9377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8615   -0.4856    0.1708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8025    0.3906   -0.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0489    0.1455   -0.4372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4407   -0.2150    0.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6385    0.0558   -0.9267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2706    0.8569   -1.9174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3760    1.7742   -2.4456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6195    2.6846   -3.2568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0381    1.4673   -1.8529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4414    0.3883   -2.7103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5064    0.9761   -0.5007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4837    0.4164    0.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8282    0.9092    0.0374 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7529    1.3886    0.9032 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4802    1.3925    2.1363 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0905    1.9082    0.4307 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1326    0.8580    0.4760 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3554    0.1625   -0.7298 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2984   -0.8328   -0.7646 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0418   -1.1796    0.3452 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9916   -2.2027    0.2630 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8281   -0.5023    1.5266 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8663    0.5163    1.5727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3809   -1.1014    0.4222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8011   -3.8931    1.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2415   -3.2072    1.7817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6849   -2.9270    2.7977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2143   -1.8278    1.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4440    1.2031   -1.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2898    0.6231    1.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2406   -0.8731   -1.4075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3583    2.3179   -1.8185 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4352   -0.1130   -2.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2492   -0.2705   -3.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0750    0.9210   -3.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0163    1.8657   -0.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6446    0.6835    1.4412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9965    2.4004   -0.5485 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3445    2.7364    1.1578 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7608    0.4439   -1.6068 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4825   -1.3816   -1.6886 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9589   -1.9710   -0.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3885   -0.7367    2.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6870    1.0562    2.4890 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4570   -1.3009    1.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1185   -1.5734   -0.5176 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  7 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  2  0
 18 30  1  0
 30  2  1  0
 10  3  1  0
 17 11  1  0
 29 23  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  6 34  1  0
  8 35  1  0
 10 36  1  0
 11 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 18 43  1  0
 22 44  1  0
 22 45  1  0
 24 46  1  0
 25 47  1  0
 27 48  1  0
 28 49  1  0
 29 50  1  0
 30 51  1  0
 30 52  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       6.861  -0.362   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.188   1.792   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.271  -5.328   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.366  -4.931   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.042  -6.851   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.596  -6.453   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.269  -0.070   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.703  -2.845   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.372   4.179   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.347   6.030   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.657   0.598   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.097   2.640   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.933  -4.368   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.888   4.588   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.392  -7.414   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.441   2.640   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.882   0.598   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.907  -1.885   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.999   2.099   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.539   2.099   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.039   3.303   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.499   3.303   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.166   4.179   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       6.325   7.220   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       1.621  -8.936   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       8.726   1.792   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       3.341  -2.448   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -0.038   5.139   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       1.678  -0.362   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       2.651   4.588   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   12                                                            
CONECT    3    5   13                                                       
CONECT    4    6   13                                                       
CONECT    5    3   15                                                       
CONECT    6    4   15                                                       
CONECT    7   11   17                                                       
CONECT    8   13   18                                                       
CONECT    9   14   16                                                       
CONECT   10   14   24                                                       
CONECT   11    1    7   19                                                  
CONECT   12    2   20   23                                                  
CONECT   13    3    4    8                                                  
CONECT   14    9   10   21                                                  
CONECT   15    5    6   25                                                  
CONECT   16    9   19   26                                                  
CONECT   17    7   20   29                                                  
CONECT   18    8   27   29                                                  
CONECT   19   11   16   21                                                  
CONECT   20   12   17   22                                                  
CONECT   21   14   19   22                                                  
CONECT   22   20   21   30                                                  
CONECT   23   12   28   30                                                  
CONECT   24   10                                                            
CONECT   25   15                                                            
CONECT   26   16                                                            
CONECT   27   18                                                            
CONECT   28   23                                                            
CONECT   29   17   18                                                       
CONECT   30   22   23                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

COMPND    HMDB0039048
HETATM    1  C1  UNL     1      -1.348  -3.030   1.735  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.581  -1.747   1.001  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.860  -1.429   0.939  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.981  -2.149   1.464  1.00  0.00           C  
HETATM    5  O1  UNL     1      -3.925  -3.151   2.243  1.00  0.00           O  
HETATM    6  C5  UNL     1      -5.195  -1.519   0.938  1.00  0.00           C  
HETATM    7  C6  UNL     1      -4.862  -0.486   0.171  1.00  0.00           C  
HETATM    8  C7  UNL     1      -5.802   0.391  -0.555  1.00  0.00           C  
HETATM    9  O2  UNL     1      -7.049   0.145  -0.437  1.00  0.00           O  
HETATM   10  C8  UNL     1      -3.441  -0.215   0.279  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.638   0.056  -0.927  1.00  0.00           C  
HETATM   12  O3  UNL     1      -3.271   0.857  -1.917  1.00  0.00           O  
HETATM   13  C10 UNL     1      -2.376   1.774  -2.446  1.00  0.00           C  
HETATM   14  O4  UNL     1      -2.619   2.685  -3.257  1.00  0.00           O  
HETATM   15  C11 UNL     1      -1.038   1.467  -1.853  1.00  0.00           C  
HETATM   16  C12 UNL     1      -0.441   0.388  -2.710  1.00  0.00           C  
HETATM   17  C13 UNL     1      -1.506   0.976  -0.501  1.00  0.00           C  
HETATM   18  C14 UNL     1      -0.484   0.416   0.373  1.00  0.00           C  
HETATM   19  O5  UNL     1       0.828   0.909   0.037  1.00  0.00           O  
HETATM   20  C15 UNL     1       1.753   1.389   0.903  1.00  0.00           C  
HETATM   21  O6  UNL     1       1.480   1.392   2.136  1.00  0.00           O  
HETATM   22  C16 UNL     1       3.090   1.908   0.431  1.00  0.00           C  
HETATM   23  C17 UNL     1       4.133   0.858   0.476  1.00  0.00           C  
HETATM   24  C18 UNL     1       4.355   0.163  -0.730  1.00  0.00           C  
HETATM   25  C19 UNL     1       5.298  -0.833  -0.765  1.00  0.00           C  
HETATM   26  C20 UNL     1       6.042  -1.180   0.345  1.00  0.00           C  
HETATM   27  O7  UNL     1       6.992  -2.203   0.263  1.00  0.00           O  
HETATM   28  C21 UNL     1       5.828  -0.502   1.527  1.00  0.00           C  
HETATM   29  C22 UNL     1       4.866   0.516   1.573  1.00  0.00           C  
HETATM   30  C23 UNL     1      -0.381  -1.101   0.422  1.00  0.00           C  
HETATM   31  H1  UNL     1      -1.801  -3.893   1.228  1.00  0.00           H  
HETATM   32  H2  UNL     1      -0.242  -3.207   1.782  1.00  0.00           H  
HETATM   33  H3  UNL     1      -1.685  -2.927   2.798  1.00  0.00           H  
HETATM   34  H4  UNL     1      -6.214  -1.828   1.128  1.00  0.00           H  
HETATM   35  H5  UNL     1      -5.444   1.203  -1.159  1.00  0.00           H  
HETATM   36  H6  UNL     1      -3.290   0.623   1.036  1.00  0.00           H  
HETATM   37  H7  UNL     1      -2.241  -0.873  -1.408  1.00  0.00           H  
HETATM   38  H8  UNL     1      -0.358   2.318  -1.819  1.00  0.00           H  
HETATM   39  H9  UNL     1       0.435  -0.113  -2.311  1.00  0.00           H  
HETATM   40  H10 UNL     1      -1.249  -0.270  -3.083  1.00  0.00           H  
HETATM   41  H11 UNL     1      -0.075   0.921  -3.638  1.00  0.00           H  
HETATM   42  H12 UNL     1      -2.016   1.866  -0.030  1.00  0.00           H  
HETATM   43  H13 UNL     1      -0.645   0.684   1.441  1.00  0.00           H  
HETATM   44  H14 UNL     1       2.997   2.400  -0.549  1.00  0.00           H  
HETATM   45  H15 UNL     1       3.344   2.736   1.158  1.00  0.00           H  
HETATM   46  H16 UNL     1       3.761   0.444  -1.607  1.00  0.00           H  
HETATM   47  H17 UNL     1       5.483  -1.382  -1.689  1.00  0.00           H  
HETATM   48  H18 UNL     1       7.959  -1.971  -0.001  1.00  0.00           H  
HETATM   49  H19 UNL     1       6.389  -0.737   2.434  1.00  0.00           H  
HETATM   50  H20 UNL     1       4.687   1.056   2.489  1.00  0.00           H  
HETATM   51  H21 UNL     1       0.457  -1.301   1.158  1.00  0.00           H  
HETATM   52  H22 UNL     1      -0.119  -1.573  -0.518  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    3   30
CONECT    3    4   10
CONECT    4    5    5    6
CONECT    6    7    7   34
CONECT    7    8   10
CONECT    8    9    9   35
CONECT   10   11   36
CONECT   11   12   17   37
CONECT   12   13
CONECT   13   14   14   15
CONECT   15   16   17   38
CONECT   16   39   40   41
CONECT   17   18   42
CONECT   18   19   30   43
CONECT   19   20
CONECT   20   21   21   22
CONECT   22   23   44   45
CONECT   23   24   24   29
CONECT   24   25   46
CONECT   25   26   26   47
CONECT   26   27   28
CONECT   27   48
CONECT   28   29   29   49
CONECT   29   50
CONECT   30   51   52
END

HMDB0039048
     RDKit          3D
(5a,6a,8a,11a)-8-Hydroxy-2-oxo-1(10),3-guaiadien-12,6-olide-15-al 8-(4-hydrox...
 52 55  0  0  0  0  0  0  0  0999 V2000
   -1.3482   -3.0298    1.7354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5809   -1.7466    1.0005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8600   -1.4292    0.9389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9814   -2.1489    1.4637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9246   -3.1508    2.2434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1951   -1.5195    0.9377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8615   -0.4856    0.1708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8025    0.3906   -0.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0489    0.1455   -0.4372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4407   -0.2150    0.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6385    0.0558   -0.9267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2706    0.8569   -1.9174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3760    1.7742   -2.4456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6195    2.6846   -3.2568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0381    1.4673   -1.8529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4414    0.3883   -2.7103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5064    0.9761   -0.5007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4837    0.4164    0.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8282    0.9092    0.0374 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7529    1.3886    0.9032 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4802    1.3925    2.1363 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0905    1.9082    0.4307 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1326    0.8580    0.4760 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3554    0.1625   -0.7298 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2984   -0.8328   -0.7646 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0418   -1.1796    0.3452 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9916   -2.2027    0.2630 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8281   -0.5023    1.5266 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8663    0.5163    1.5727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3809   -1.1014    0.4222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8011   -3.8931    1.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2415   -3.2072    1.7817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6849   -2.9270    2.7977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2143   -1.8278    1.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4440    1.2031   -1.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2898    0.6231    1.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2406   -0.8731   -1.4075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3583    2.3179   -1.8185 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4352   -0.1130   -2.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2492   -0.2705   -3.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0750    0.9210   -3.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0163    1.8657   -0.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6446    0.6835    1.4412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9965    2.4004   -0.5485 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3445    2.7364    1.1578 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7608    0.4439   -1.6068 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4825   -1.3816   -1.6886 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9589   -1.9710   -0.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3885   -0.7367    2.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6870    1.0562    2.4890 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4570   -1.3009    1.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1185   -1.5734   -0.5176 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  7 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  2  0
 18 30  1  0
 30  2  1  0
 10  3  1  0
 17 11  1  0
 29 23  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  6 34  1  0
  8 35  1  0
 10 36  1  0
 11 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 18 43  1  0
 22 44  1  0
 22 45  1  0
 24 46  1  0
 25 47  1  0
 27 48  1  0
 28 49  1  0
 29 50  1  0
 30 51  1  0
 30 52  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(5a,6a,8a,11a)-8-Hydroxy-2-oxo-1(10),3-guaiadien-12,6-olide-15-al 8-(4-hydroxyphenylacetic acid)	Generator
9-Formyl-3,6-dimethyl-2,7-dioxo-2H,3H,3ah,4H,5H,7H,9ah,9BH-azuleno[4,5-b]furan-4-yl 2-(4-hydroxyphenyl)acetic acid	HMDB

Chemical Formula

C₂₃H₂₂O₇

Average Molecular Weight

410.4166

Monoisotopic Molecular Weight

410.136553058

IUPAC Name

9-formyl-3,6-dimethyl-2,7-dioxo-2H,3H,3aH,4H,5H,7H,9aH,9bH-azuleno[4,5-b]furan-4-yl 2-(4-hydroxyphenyl)acetate

Traditional Name

9-formyl-3,6-dimethyl-2,7-dioxo-3H,3aH,4H,5H,9aH,9bH-azuleno[4,5-b]furan-4-yl 2-(4-hydroxyphenyl)acetate

CAS Registry Number

374536-44-4

SMILES

CC1C2C(OC1=O)C1C(C=O)=CC(=O)C1=C(C)CC2OC(=O)CC1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C23H22O7/c1-11-7-17(29-18(27)8-13-3-5-15(25)6-4-13)20-12(2)23(28)30-22(20)21-14(10-24)9-16(26)19(11)21/h3-6,9-10,12,17,20-22,25H,7-8H2,1-2H3

InChI Key

CICWEHOIACOOIN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenols

Sub Class

1-hydroxy-2-unsubstituted benzenoids

Direct Parent

1-hydroxy-2-unsubstituted benzenoids

Alternative Parents

Substituents

1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Gamma butyrolactone
Tetrahydrofuran
Carboxylic acid ester
Ketone
Lactone
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Aldehyde
Carbonyl group
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039048)

Source

Endogenous

Endogenous (HMDB: HMDB0039048)

Plant

Plant (HMDB: HMDB0039048)
Coffea (HMDB: HMDB0039048)

Exogenous

Food

Food (HMDB: HMDB0039048)

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)
Robusta coffee (FooDB: FOOD00060)

Coffee and coffee products (FooDB: FOOD00861)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Exogenous (HMDB: HMDB0039048)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0039048)

Role

Biological role

Energy source (HMDB: HMDB0039048)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0039048)

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	0.032 g/L	ALOGPS
logP	2.38	ALOGPS
logP	2.13	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	9.47	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	106.97 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	106.93 m³·mol⁻¹	ChemAxon
Polarizability	41.31 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]+	194.93	31661259
DarkChem	[M-H]-	186.009	31661259
DeepCCS	[M+H]+	195.459	30932474
DeepCCS	[M-H]-	193.101	30932474
DeepCCS	[M-2H]-	226.723	30932474
DeepCCS	[M+Na]+	201.951	30932474
AllCCS	[M+H]+	197.4	32859911
AllCCS	[M+H-H2O]+	195.0	32859911
AllCCS	[M+NH4]+	199.7	32859911
AllCCS	[M+Na]+	200.3	32859911
AllCCS	[M-H]-	194.7	32859911
AllCCS	[M+Na-2H]-	194.8	32859911
AllCCS	[M+HCOO]-	195.1	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.	6.89 minutes	32390414
Predicted by Siyang on May 30, 2022	13.4002 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.98 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2596.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	226.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	179.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	164.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	94.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	576.9 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	632.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	89.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1099.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	520.8 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	1549.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	349.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	422.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	266.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	168.7 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	67.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(5a,6a,8a,11a)-8-Hydroxy-2-oxo-1(10),3-guaiadien-12,6-olide-15-al 8-(4-hydroxyphenylacetate)	CC1C2C(OC1=O)C1C(C=O)=CC(=O)C1=C(C)CC2OC(=O)CC1=CC=C(O)C=C1	5169.2	Standard polar	33892256
(5a,6a,8a,11a)-8-Hydroxy-2-oxo-1(10),3-guaiadien-12,6-olide-15-al 8-(4-hydroxyphenylacetate)	CC1C2C(OC1=O)C1C(C=O)=CC(=O)C1=C(C)CC2OC(=O)CC1=CC=C(O)C=C1	3275.1	Standard non polar	33892256
(5a,6a,8a,11a)-8-Hydroxy-2-oxo-1(10),3-guaiadien-12,6-olide-15-al 8-(4-hydroxyphenylacetate)	CC1C2C(OC1=O)C1C(C=O)=CC(=O)C1=C(C)CC2OC(=O)CC1=CC=C(O)C=C1	3701.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(5a,6a,8a,11a)-8-Hydroxy-2-oxo-1(10),3-guaiadien-12,6-olide-15-al 8-(4-hydroxyphenylacetate),1TMS,isomer #1	CC1=C2C(=O)C=C(C=O)C2C2OC(=O)C(C)C2C(OC(=O)CC2=CC=C(O[Si](C)(C)C)C=C2)C1	3567.4	Semi standard non polar	33892256
(5a,6a,8a,11a)-8-Hydroxy-2-oxo-1(10),3-guaiadien-12,6-olide-15-al 8-(4-hydroxyphenylacetate),1TBDMS,isomer #1	CC1=C2C(=O)C=C(C=O)C2C2OC(=O)C(C)C2C(OC(=O)CC2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)C1	3789.6	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 - (5a,6a,8a,11a)-8-Hydroxy-2-oxo-1(10),3-guaiadien-12,6-olide-15-al 8-(4-hydroxyphenylacetate) GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-1911000000-f44713eeb340bbd449d2	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (5a,6a,8a,11a)-8-Hydroxy-2-oxo-1(10),3-guaiadien-12,6-olide-15-al 8-(4-hydroxyphenylacetate) GC-MS (1 TMS) - 70eV, Positive	splash10-004i-2910100000-5a6df1bda200920832a2	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (5a,6a,8a,11a)-8-Hydroxy-2-oxo-1(10),3-guaiadien-12,6-olide-15-al 8-(4-hydroxyphenylacetate) 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 - (5a,6a,8a,11a)-8-Hydroxy-2-oxo-1(10),3-guaiadien-12,6-olide-15-al 8-(4-hydroxyphenylacetate) 10V, Positive-QTOF	splash10-03du-0769800000-adb07d2b251d93067dff	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (5a,6a,8a,11a)-8-Hydroxy-2-oxo-1(10),3-guaiadien-12,6-olide-15-al 8-(4-hydroxyphenylacetate) 20V, Positive-QTOF	splash10-052r-0952000000-c1720c337cef5b9db29f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (5a,6a,8a,11a)-8-Hydroxy-2-oxo-1(10),3-guaiadien-12,6-olide-15-al 8-(4-hydroxyphenylacetate) 40V, Positive-QTOF	splash10-052r-2920000000-d9d262fbf09b9c54febb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (5a,6a,8a,11a)-8-Hydroxy-2-oxo-1(10),3-guaiadien-12,6-olide-15-al 8-(4-hydroxyphenylacetate) 10V, Negative-QTOF	splash10-0a4i-0354900000-a455a0055ad1cf86e657	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (5a,6a,8a,11a)-8-Hydroxy-2-oxo-1(10),3-guaiadien-12,6-olide-15-al 8-(4-hydroxyphenylacetate) 20V, Negative-QTOF	splash10-0a7i-0594200000-0db247652e733d312270	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (5a,6a,8a,11a)-8-Hydroxy-2-oxo-1(10),3-guaiadien-12,6-olide-15-al 8-(4-hydroxyphenylacetate) 40V, Negative-QTOF	splash10-00lr-1970000000-263b0d2f35564dffd2a1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (5a,6a,8a,11a)-8-Hydroxy-2-oxo-1(10),3-guaiadien-12,6-olide-15-al 8-(4-hydroxyphenylacetate) 10V, Positive-QTOF	splash10-0a59-0090000000-8567295fc2dea93cc2a9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (5a,6a,8a,11a)-8-Hydroxy-2-oxo-1(10),3-guaiadien-12,6-olide-15-al 8-(4-hydroxyphenylacetate) 20V, Positive-QTOF	splash10-0a4i-0591000000-0eabccb0bde6621a8eee	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (5a,6a,8a,11a)-8-Hydroxy-2-oxo-1(10),3-guaiadien-12,6-olide-15-al 8-(4-hydroxyphenylacetate) 40V, Positive-QTOF	splash10-0a4i-2920000000-3ecfa0ab6fa60240b16e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (5a,6a,8a,11a)-8-Hydroxy-2-oxo-1(10),3-guaiadien-12,6-olide-15-al 8-(4-hydroxyphenylacetate) 10V, Negative-QTOF	splash10-004j-0090000000-85c4287ade83b8719d09	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (5a,6a,8a,11a)-8-Hydroxy-2-oxo-1(10),3-guaiadien-12,6-olide-15-al 8-(4-hydroxyphenylacetate) 20V, Negative-QTOF	splash10-0a4j-1890000000-9a605821e8f0df920c65	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (5a,6a,8a,11a)-8-Hydroxy-2-oxo-1(10),3-guaiadien-12,6-olide-15-al 8-(4-hydroxyphenylacetate) 40V, Negative-QTOF	splash10-0f75-4594000000-1696603b047087f3e175	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
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

FDB018545

KNApSAcK ID

Not Available

Chemspider ID

35014728

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752526

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for (5a,6a,8a,11a)-8-Hydroxy-2-oxo-1(10),3-guaiadien-12,6-olide-15-al 8-(4-hydroxyphenylacetate) (HMDB0039048)

MOL for HMDB0039048 ((5a,6a,8a,11a)-8-Hydroxy-2-oxo-1(10),3-guaiadien-12,6-olide-15-al 8-(4-hydroxyphenylacetate))

3D MOL for HMDB0039048 ((5a,6a,8a,11a)-8-Hydroxy-2-oxo-1(10),3-guaiadien-12,6-olide-15-al 8-(4-hydroxyphenylacetate))

3D SDF for HMDB0039048 ((5a,6a,8a,11a)-8-Hydroxy-2-oxo-1(10),3-guaiadien-12,6-olide-15-al 8-(4-hydroxyphenylacetate))

3D-SDF for HMDB0039048 ((5a,6a,8a,11a)-8-Hydroxy-2-oxo-1(10),3-guaiadien-12,6-olide-15-al 8-(4-hydroxyphenylacetate))

PDB for HMDB0039048 ((5a,6a,8a,11a)-8-Hydroxy-2-oxo-1(10),3-guaiadien-12,6-olide-15-al 8-(4-hydroxyphenylacetate))

3D PDB for HMDB0039048 ((5a,6a,8a,11a)-8-Hydroxy-2-oxo-1(10),3-guaiadien-12,6-olide-15-al 8-(4-hydroxyphenylacetate))

SMILES for HMDB0039048 ((5a,6a,8a,11a)-8-Hydroxy-2-oxo-1(10),3-guaiadien-12,6-olide-15-al 8-(4-hydroxyphenylacetate))

INCHI for HMDB0039048 ((5a,6a,8a,11a)-8-Hydroxy-2-oxo-1(10),3-guaiadien-12,6-olide-15-al 8-(4-hydroxyphenylacetate))

Structure for HMDB0039048 ((5a,6a,8a,11a)-8-Hydroxy-2-oxo-1(10),3-guaiadien-12,6-olide-15-al 8-(4-hydroxyphenylacetate))

3D Structure for HMDB0039048 ((5a,6a,8a,11a)-8-Hydroxy-2-oxo-1(10),3-guaiadien-12,6-olide-15-al 8-(4-hydroxyphenylacetate))

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra