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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:59:36 UTC

Update Date

2022-03-07 02:53:39 UTC

HMDB ID

HMDB0033280

Secondary Accession Numbers

HMDB33280

Metabolite Identification

Common Name

8-Acetoxypinoresinol

Description

8-Acetoxypinoresinol belongs to the class of organic compounds known as furanoid lignans. These are lignans with a structure that contains either a tetrahydrofuran ring, a furan ring, or a furofuan ring system, that arises from the joining of the two phenylpropanoid units. 8-Acetoxypinoresinol is found, on average, in the highest concentration within olives (Olea europaea). 8-Acetoxypinoresinol has also been detected, but not quantified in, a few different foods, such as fats and oils, herbs and spices, and pomes. This could make 8-acetoxypinoresinol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 8-Acetoxypinoresinol.

Structure

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

  Mrv0541 05061307022D          

 30 33  0  0  0  0            999 V2000
    3.4831    0.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2175   -3.6193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4063    1.7117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5417   -2.3201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5666    1.8102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7966   -3.1047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3117    2.5948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9007   -1.8785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2076    1.3686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695   -0.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7686    1.3951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0937   -1.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0146    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6036   -3.2762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5047    2.7664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1556   -2.6631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0473    2.1533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388   -0.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7686    2.2201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8585   -4.0609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2498    3.5510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9626   -2.8347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8543    2.3248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3237   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    0.9826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  2  0  0  0  0
  7  5  2  0  0  0  0
 12  1  1  0  0  0  0
 13  4  1  0  0  0  0
 13  8  2  0  0  0  0
 14  5  1  0  0  0  0
 14  9  2  0  0  0  0
 15 10  1  0  0  0  0
 16  6  1  0  0  0  0
 17  7  1  0  0  0  0
 18  8  1  0  0  0  0
 18 16  2  0  0  0  0
 19  9  1  0  0  0  0
 19 17  2  0  0  0  0
 20 13  1  0  0  0  0
 20 15  1  0  0  0  0
 21 14  1  0  0  0  0
 22 11  1  0  0  0  0
 22 15  1  0  0  0  0
 22 21  1  0  0  0  0
 23 12  2  0  0  0  0
 24 16  1  0  0  0  0
 25 17  1  0  0  0  0
 26  2  1  0  0  0  0
 26 18  1  0  0  0  0
 27  3  1  0  0  0  0
 27 19  1  0  0  0  0
 28 10  1  0  0  0  0
 28 21  1  0  0  0  0
 29 11  1  0  0  0  0
 29 20  1  0  0  0  0
 30 12  1  0  0  0  0
 30 22  1  0  0  0  0
M  END

HMDB0033280
     RDKit          3D
8-Acetoxypinoresinol
 54 57  0  0  0  0  0  0  0  0999 V2000
    4.4776   -1.6804    3.3389 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0874   -0.6477    2.5636 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4791   -0.1871    1.3910 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2872   -0.7063    0.9506 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7438   -0.2109   -0.2065 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4818   -0.7288   -0.7301 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4659   -0.9011   -2.1006 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4883   -0.0627   -2.6049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6137   -0.2105   -1.5537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2709   -1.4051   -1.6079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9762   -1.8090   -2.7156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6924   -3.1199   -2.7797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0234   -1.0531   -3.7117 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4143    1.0461   -1.5840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3056    1.2841   -0.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5786    2.6317   -0.1533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4029    2.9581    0.8966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9495    1.9427    1.6515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7976    2.2359    2.7338 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6822    0.6207    1.3690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2148   -0.4252    2.1071 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9532   -1.7697    1.8327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8461    0.2701    0.3050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3534    1.9847   -1.4076 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3372    1.4827   -0.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2436   -0.0026   -0.3121 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4151    0.7813   -0.8728 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6209    1.3086   -0.4300 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1719    0.8154    0.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3910    1.3125    1.2263 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4174   -1.3596    3.4719 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5452   -2.6662    2.8439 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9183   -1.7515    4.3374 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8215   -1.4816    1.5263 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3725   -1.7909   -0.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1554   -0.3608   -3.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8015    0.9995   -2.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8455   -3.5063   -1.7399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0563   -3.8461   -3.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6788   -3.0072   -3.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8906    1.2268   -2.5499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1420    3.4296   -0.7563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6412    3.9808    1.1560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0193    3.1895    2.9750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8906   -2.0163    2.0424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5959   -2.4330    2.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1938   -1.9217    0.7437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6450   -0.7634    0.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3321    1.9172   -0.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1702    1.8271    0.6489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2250   -0.4513    0.5861 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0354    1.2208   -1.8089 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1348    2.0939   -0.9733 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8440    2.0314    0.7120 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
  9 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  2  0
 14 24  1  0
 24 25  1  0
 25 26  1  0
  5 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 29  3  1  0
 26  6  1  0
 26  9  1  0
 23 15  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  6 35  1  0
  8 36  1  0
  8 37  1  0
 12 38  1  0
 12 39  1  0
 12 40  1  0
 14 41  1  0
 16 42  1  0
 17 43  1  0
 19 44  1  0
 22 45  1  0
 22 46  1  0
 22 47  1  0
 23 48  1  0
 25 49  1  0
 25 50  1  0
 26 51  1  0
 27 52  1  0
 28 53  1  0
 30 54  1  0
M  END

  Mrv0541 05061307022D          

 30 33  0  0  0  0            999 V2000
    3.4831    0.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2175   -3.6193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4063    1.7117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5417   -2.3201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5666    1.8102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7966   -3.1047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3117    2.5948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9007   -1.8785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2076    1.3686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695   -0.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7686    1.3951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0937   -1.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0146    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6036   -3.2762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5047    2.7664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1556   -2.6631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0473    2.1533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388   -0.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7686    2.2201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8585   -4.0609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2498    3.5510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9626   -2.8347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8543    2.3248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3237   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    0.9826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  2  0  0  0  0
  7  5  2  0  0  0  0
 12  1  1  0  0  0  0
 13  4  1  0  0  0  0
 13  8  2  0  0  0  0
 14  5  1  0  0  0  0
 14  9  2  0  0  0  0
 15 10  1  0  0  0  0
 16  6  1  0  0  0  0
 17  7  1  0  0  0  0
 18  8  1  0  0  0  0
 18 16  2  0  0  0  0
 19  9  1  0  0  0  0
 19 17  2  0  0  0  0
 20 13  1  0  0  0  0
 20 15  1  0  0  0  0
 21 14  1  0  0  0  0
 22 11  1  0  0  0  0
 22 15  1  0  0  0  0
 22 21  1  0  0  0  0
 23 12  2  0  0  0  0
 24 16  1  0  0  0  0
 25 17  1  0  0  0  0
 26  2  1  0  0  0  0
 26 18  1  0  0  0  0
 27  3  1  0  0  0  0
 27 19  1  0  0  0  0
 28 10  1  0  0  0  0
 28 21  1  0  0  0  0
 29 11  1  0  0  0  0
 29 20  1  0  0  0  0
 30 12  1  0  0  0  0
 30 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033280

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=CC(=C1)C1OCC2(OC(C)=O)C1COC2C1=CC(OC)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H24O8/c1-12(23)30-22-11-29-20(13-4-6-16(24)18(8-13)26-2)15(22)10-28-21(22)14-5-7-17(25)19(9-14)27-3/h4-9,15,20-21,24-25H,10-11H2,1-3H3

> <INCHI_KEY>
NATDFORNCKZPCI-UHFFFAOYSA-N

> <FORMULA>
C22H24O8

> <MOLECULAR_WEIGHT>
416.4212

> <EXACT_MASS>
416.147117744

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
42.122504196108025

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,4-bis(4-hydroxy-3-methoxyphenyl)-hexahydrofuro[3,4-c]furan-3a-yl acetate

> <ALOGPS_LOGP>
2.53

> <JCHEM_LOGP>
2.168876266666666

> <ALOGPS_LOGS>
-3.72

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.210536917701788

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.608473826521905

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8192924754612103

> <JCHEM_POLAR_SURFACE_AREA>
103.68000000000002

> <JCHEM_REFRACTIVITY>
105.13279999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.88e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,4-bis(4-hydroxy-3-methoxyphenyl)-tetrahydro-1H-furo[3,4-c]furan-3a-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033280
     RDKit          3D
8-Acetoxypinoresinol
 54 57  0  0  0  0  0  0  0  0999 V2000
    4.4776   -1.6804    3.3389 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0874   -0.6477    2.5636 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4791   -0.1871    1.3910 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2872   -0.7063    0.9506 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7438   -0.2109   -0.2065 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4818   -0.7288   -0.7301 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4659   -0.9011   -2.1006 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4883   -0.0627   -2.6049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6137   -0.2105   -1.5537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2709   -1.4051   -1.6079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9762   -1.8090   -2.7156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6924   -3.1199   -2.7797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0234   -1.0531   -3.7117 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4143    1.0461   -1.5840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3056    1.2841   -0.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5786    2.6317   -0.1533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4029    2.9581    0.8966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9495    1.9427    1.6515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7976    2.2359    2.7338 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6822    0.6207    1.3690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2148   -0.4252    2.1071 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9532   -1.7697    1.8327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8461    0.2701    0.3050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3534    1.9847   -1.4076 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3372    1.4827   -0.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2436   -0.0026   -0.3121 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4151    0.7813   -0.8728 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6209    1.3086   -0.4300 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1719    0.8154    0.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3910    1.3125    1.2263 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4174   -1.3596    3.4719 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5452   -2.6662    2.8439 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9183   -1.7515    4.3374 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8215   -1.4816    1.5263 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3725   -1.7909   -0.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1554   -0.3608   -3.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8015    0.9995   -2.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8455   -3.5063   -1.7399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0563   -3.8461   -3.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6788   -3.0072   -3.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8906    1.2268   -2.5499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1420    3.4296   -0.7563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6412    3.9808    1.1560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0193    3.1895    2.9750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8906   -2.0163    2.0424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5959   -2.4330    2.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1938   -1.9217    0.7437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6450   -0.7634    0.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3321    1.9172   -0.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1702    1.8271    0.6489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2250   -0.4513    0.5861 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0354    1.2208   -1.8089 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1348    2.0939   -0.9733 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8440    2.0314    0.7120 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
  9 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  2  0
 14 24  1  0
 24 25  1  0
 25 26  1  0
  5 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 29  3  1  0
 26  6  1  0
 26  9  1  0
 23 15  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  6 35  1  0
  8 36  1  0
  8 37  1  0
 12 38  1  0
 12 39  1  0
 12 40  1  0
 14 41  1  0
 16 42  1  0
 17 43  1  0
 19 44  1  0
 22 45  1  0
 22 46  1  0
 22 47  1  0
 23 48  1  0
 25 49  1  0
 25 50  1  0
 26 51  1  0
 27 52  1  0
 28 53  1  0
 30 54  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       6.502   1.834   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.739  -6.756   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.625   3.195   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.745  -4.331   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.924   3.379   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.220  -5.795   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.449   4.844   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.281  -3.507   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.388   2.555   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.370  -1.722   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.299   0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.168   2.604   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.775  -3.186   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.894   2.235   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.835  -1.246   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.727  -6.116   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.942   5.164   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.757  -4.971   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.088   4.019   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.299  -1.722   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.370   0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.835   0.294   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       5.168   4.144   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       7.203  -7.580   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       0.466   6.629   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       9.264  -5.291   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -1.595   4.340   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       1.465  -0.476   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       6.204  -0.476   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       3.835   1.834   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   26                                                            
CONECT    3   27                                                            
CONECT    4    6   13                                                       
CONECT    5    7   14                                                       
CONECT    6    4   16                                                       
CONECT    7    5   17                                                       
CONECT    8   13   18                                                       
CONECT    9   14   19                                                       
CONECT   10   15   28                                                       
CONECT   11   22   29                                                       
CONECT   12    1   23   30                                                  
CONECT   13    4    8   20                                                  
CONECT   14    5    9   21                                                  
CONECT   15   10   20   22                                                  
CONECT   16    6   18   24                                                  
CONECT   17    7   19   25                                                  
CONECT   18    8   16   26                                                  
CONECT   19    9   17   27                                                  
CONECT   20   13   15   29                                                  
CONECT   21   14   22   28                                                  
CONECT   22   11   15   21   30                                             
CONECT   23   12                                                            
CONECT   24   16                                                            
CONECT   25   17                                                            
CONECT   26    2   18                                                       
CONECT   27    3   19                                                       
CONECT   28   10   21                                                       
CONECT   29   11   20                                                       
CONECT   30   12   22                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

COMPND    HMDB0033280
HETATM    1  C1  UNL     1       4.478  -1.680   3.339  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.087  -0.648   2.564  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.479  -0.187   1.391  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.287  -0.706   0.951  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.744  -0.211  -0.206  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.482  -0.729  -0.730  1.00  0.00           C  
HETATM    7  O2  UNL     1       1.466  -0.901  -2.101  1.00  0.00           O  
HETATM    8  C6  UNL     1       0.488  -0.063  -2.605  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.614  -0.210  -1.554  1.00  0.00           C  
HETATM   10  O3  UNL     1      -1.271  -1.405  -1.608  1.00  0.00           O  
HETATM   11  C8  UNL     1      -1.976  -1.809  -2.716  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.692  -3.120  -2.780  1.00  0.00           C  
HETATM   13  O4  UNL     1      -2.023  -1.053  -3.712  1.00  0.00           O  
HETATM   14  C10 UNL     1      -1.414   1.046  -1.584  1.00  0.00           C  
HETATM   15  C11 UNL     1      -2.306   1.284  -0.442  1.00  0.00           C  
HETATM   16  C12 UNL     1      -2.579   2.632  -0.153  1.00  0.00           C  
HETATM   17  C13 UNL     1      -3.403   2.958   0.897  1.00  0.00           C  
HETATM   18  C14 UNL     1      -3.949   1.943   1.652  1.00  0.00           C  
HETATM   19  O5  UNL     1      -4.798   2.236   2.734  1.00  0.00           O  
HETATM   20  C15 UNL     1      -3.682   0.621   1.369  1.00  0.00           C  
HETATM   21  O6  UNL     1      -4.215  -0.425   2.107  1.00  0.00           O  
HETATM   22  C16 UNL     1      -3.953  -1.770   1.833  1.00  0.00           C  
HETATM   23  C17 UNL     1      -2.846   0.270   0.305  1.00  0.00           C  
HETATM   24  O7  UNL     1      -0.353   1.985  -1.408  1.00  0.00           O  
HETATM   25  C18 UNL     1       0.337   1.483  -0.281  1.00  0.00           C  
HETATM   26  C19 UNL     1       0.244  -0.003  -0.312  1.00  0.00           C  
HETATM   27  C20 UNL     1       3.415   0.781  -0.873  1.00  0.00           C  
HETATM   28  C21 UNL     1       4.621   1.309  -0.430  1.00  0.00           C  
HETATM   29  C22 UNL     1       5.172   0.815   0.732  1.00  0.00           C  
HETATM   30  O8  UNL     1       6.391   1.312   1.226  1.00  0.00           O  
HETATM   31  H1  UNL     1       3.417  -1.360   3.472  1.00  0.00           H  
HETATM   32  H2  UNL     1       4.545  -2.666   2.844  1.00  0.00           H  
HETATM   33  H3  UNL     1       4.918  -1.752   4.337  1.00  0.00           H  
HETATM   34  H4  UNL     1       2.822  -1.482   1.526  1.00  0.00           H  
HETATM   35  H5  UNL     1       1.372  -1.791  -0.311  1.00  0.00           H  
HETATM   36  H6  UNL     1       0.155  -0.361  -3.613  1.00  0.00           H  
HETATM   37  H7  UNL     1       0.802   1.000  -2.557  1.00  0.00           H  
HETATM   38  H8  UNL     1      -2.845  -3.506  -1.740  1.00  0.00           H  
HETATM   39  H9  UNL     1      -2.056  -3.846  -3.329  1.00  0.00           H  
HETATM   40  H10 UNL     1      -3.679  -3.007  -3.285  1.00  0.00           H  
HETATM   41  H11 UNL     1      -1.891   1.227  -2.550  1.00  0.00           H  
HETATM   42  H12 UNL     1      -2.142   3.430  -0.756  1.00  0.00           H  
HETATM   43  H13 UNL     1      -3.641   3.981   1.156  1.00  0.00           H  
HETATM   44  H14 UNL     1      -5.019   3.189   2.975  1.00  0.00           H  
HETATM   45  H15 UNL     1      -2.891  -2.016   2.042  1.00  0.00           H  
HETATM   46  H16 UNL     1      -4.596  -2.433   2.457  1.00  0.00           H  
HETATM   47  H17 UNL     1      -4.194  -1.922   0.744  1.00  0.00           H  
HETATM   48  H18 UNL     1      -2.645  -0.763   0.094  1.00  0.00           H  
HETATM   49  H19 UNL     1       1.332   1.917  -0.276  1.00  0.00           H  
HETATM   50  H20 UNL     1      -0.170   1.827   0.649  1.00  0.00           H  
HETATM   51  H21 UNL     1      -0.225  -0.451   0.586  1.00  0.00           H  
HETATM   52  H22 UNL     1       3.035   1.221  -1.809  1.00  0.00           H  
HETATM   53  H23 UNL     1       5.135   2.094  -0.973  1.00  0.00           H  
HETATM   54  H24 UNL     1       6.844   2.031   0.712  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3
CONECT    3    4    4   29
CONECT    4    5   34
CONECT    5    6   27   27
CONECT    6    7   26   35
CONECT    7    8
CONECT    8    9   36   37
CONECT    9   10   14   26
CONECT   10   11
CONECT   11   12   13   13
CONECT   12   38   39   40
CONECT   14   15   24   41
CONECT   15   16   16   23
CONECT   16   17   42
CONECT   17   18   18   43
CONECT   18   19   20
CONECT   19   44
CONECT   20   21   23   23
CONECT   21   22
CONECT   22   45   46   47
CONECT   23   48
CONECT   24   25
CONECT   25   26   49   50
CONECT   26   51
CONECT   27   28   52
CONECT   28   29   29   53
CONECT   29   30
CONECT   30   54
END

HMDB0033280
     RDKit          3D
8-Acetoxypinoresinol
 54 57  0  0  0  0  0  0  0  0999 V2000
    4.4776   -1.6804    3.3389 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0874   -0.6477    2.5636 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4791   -0.1871    1.3910 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2872   -0.7063    0.9506 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7438   -0.2109   -0.2065 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4818   -0.7288   -0.7301 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4659   -0.9011   -2.1006 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4883   -0.0627   -2.6049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6137   -0.2105   -1.5537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2709   -1.4051   -1.6079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9762   -1.8090   -2.7156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6924   -3.1199   -2.7797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0234   -1.0531   -3.7117 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4143    1.0461   -1.5840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3056    1.2841   -0.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5786    2.6317   -0.1533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4029    2.9581    0.8966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9495    1.9427    1.6515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7976    2.2359    2.7338 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6822    0.6207    1.3690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2148   -0.4252    2.1071 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9532   -1.7697    1.8327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8461    0.2701    0.3050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3534    1.9847   -1.4076 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3372    1.4827   -0.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2436   -0.0026   -0.3121 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4151    0.7813   -0.8728 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6209    1.3086   -0.4300 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1719    0.8154    0.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3910    1.3125    1.2263 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4174   -1.3596    3.4719 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5452   -2.6662    2.8439 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9183   -1.7515    4.3374 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8215   -1.4816    1.5263 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3725   -1.7909   -0.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1554   -0.3608   -3.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8015    0.9995   -2.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8455   -3.5063   -1.7399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0563   -3.8461   -3.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6788   -3.0072   -3.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8906    1.2268   -2.5499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1420    3.4296   -0.7563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6412    3.9808    1.1560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0193    3.1895    2.9750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8906   -2.0163    2.0424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5959   -2.4330    2.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1938   -1.9217    0.7437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6450   -0.7634    0.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3321    1.9172   -0.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1702    1.8271    0.6489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2250   -0.4513    0.5861 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0354    1.2208   -1.8089 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1348    2.0939   -0.9733 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8440    2.0314    0.7120 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
  9 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  2  0
 14 24  1  0
 24 25  1  0
 25 26  1  0
  5 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 29  3  1  0
 26  6  1  0
 26  9  1  0
 23 15  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  6 35  1  0
  8 36  1  0
  8 37  1  0
 12 38  1  0
 12 39  1  0
 12 40  1  0
 14 41  1  0
 16 42  1  0
 17 43  1  0
 19 44  1  0
 22 45  1  0
 22 46  1  0
 22 47  1  0
 23 48  1  0
 25 49  1  0
 25 50  1  0
 26 51  1  0
 27 52  1  0
 28 53  1  0
 30 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Acetoxypinoresinol	HMDB
1,4-Bis(4-hydroxy-3-methoxyphenyl)-hexahydrofuro[3,4-c]furan-3a-yl acetic acid	Generator

Chemical Formula

C₂₂H₂₄O₈

Average Molecular Weight

416.4212

Monoisotopic Molecular Weight

416.147117744

IUPAC Name

1,4-bis(4-hydroxy-3-methoxyphenyl)-hexahydrofuro[3,4-c]furan-3a-yl acetate

Traditional Name

1,4-bis(4-hydroxy-3-methoxyphenyl)-tetrahydro-1H-furo[3,4-c]furan-3a-yl acetate

CAS Registry Number

81426-14-4

SMILES

COC1=C(O)C=CC(=C1)C1OCC2(OC(C)=O)C1COC2C1=CC(OC)=C(O)C=C1

InChI Identifier

InChI=1S/C22H24O8/c1-12(23)30-22-11-29-20(13-4-6-16(24)18(8-13)26-2)15(22)10-28-21(22)14-5-7-17(25)19(9-14)27-3/h4-9,15,20-21,24-25H,10-11H2,1-3H3

InChI Key

NATDFORNCKZPCI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furanoid lignans. These are lignans with a structure that contains either a tetrahydrofuran ring, a furan ring, or a furofuan ring system, that arises from the joining of the two phenylpropanoid units.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Furanoid lignans

Sub Class

Not Available

Direct Parent

Furanoid lignans

Alternative Parents

Substituents

Furanoid lignan
Furofuran lignan skeleton
Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Furofuran
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Tetrahydrofuran
Carboxylic acid ester
Carboxylic acid derivative
Oxacycle
Dialkyl ether
Ether
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0033280)
Cell membrane (HMDB: HMDB0033280)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033280)

Source

Exogenous

Exogenous (HMDB: HMDB0033280)

Food

Food (HMDB: HMDB0033280)

Vegetable

Fruit vegetable

Olive (FooDB: FOOD00121)

Fruit

Pome

Pomes (FooDB: FOOD00856)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Endogenous

Plant

Plant (HMDB: HMDB0033280)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033280)

Modulator

Inhibitor

Enzyme inhibitor

Phosphodiesterase inhibitor (HMDB: HMDB0033280)

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	121.4 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.079 g/L	ALOGPS
logP	2.53	ALOGPS
logP	2.17	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	9.61	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	103.68 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	105.13 m³·mol⁻¹	ChemAxon
Polarizability	42.12 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	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	197.253	31661259
DarkChem	[M-H]-	196.255	31661259
DeepCCS	[M+H]+	193.547	30932474
DeepCCS	[M-H]-	191.189	30932474
DeepCCS	[M-2H]-	224.831	30932474
DeepCCS	[M+Na]+	200.059	30932474
AllCCS	[M+H]+	199.0	32859911
AllCCS	[M+H-H2O]+	196.3	32859911
AllCCS	[M+NH4]+	201.5	32859911
AllCCS	[M+Na]+	202.2	32859911
AllCCS	[M-H]-	201.6	32859911
AllCCS	[M+Na-2H]-	202.1	32859911
AllCCS	[M+HCOO]-	202.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
8-Acetoxypinoresinol	COC1=C(O)C=CC(=C1)C1OCC2(OC(C)=O)C1COC2C1=CC(OC)=C(O)C=C1	4795.5	Standard polar	33892256
8-Acetoxypinoresinol	COC1=C(O)C=CC(=C1)C1OCC2(OC(C)=O)C1COC2C1=CC(OC)=C(O)C=C1	3275.1	Standard non polar	33892256
8-Acetoxypinoresinol	COC1=C(O)C=CC(=C1)C1OCC2(OC(C)=O)C1COC2C1=CC(OC)=C(O)C=C1	3439.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
8-Acetoxypinoresinol,1TMS,isomer #1	COC1=CC(C2OCC3C(C4=CC=C(O[Si](C)(C)C)C(OC)=C4)OCC23OC(C)=O)=CC=C1O	3323.4	Semi standard non polar	33892256
8-Acetoxypinoresinol,1TMS,isomer #2	COC1=CC(C2OCC3(OC(C)=O)C(C4=CC=C(O[Si](C)(C)C)C(OC)=C4)OCC23)=CC=C1O	3315.7	Semi standard non polar	33892256
8-Acetoxypinoresinol,2TMS,isomer #1	COC1=CC(C2OCC3(OC(C)=O)C(C4=CC=C(O[Si](C)(C)C)C(OC)=C4)OCC23)=CC=C1O[Si](C)(C)C	3301.1	Semi standard non polar	33892256
8-Acetoxypinoresinol,1TBDMS,isomer #1	COC1=CC(C2OCC3C(C4=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C4)OCC23OC(C)=O)=CC=C1O	3574.6	Semi standard non polar	33892256
8-Acetoxypinoresinol,1TBDMS,isomer #2	COC1=CC(C2OCC3(OC(C)=O)C(C4=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C4)OCC23)=CC=C1O	3567.1	Semi standard non polar	33892256
8-Acetoxypinoresinol,2TBDMS,isomer #1	COC1=CC(C2OCC3(OC(C)=O)C(C4=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C4)OCC23)=CC=C1O[Si](C)(C)C(C)(C)C	3760.7	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 - 8-Acetoxypinoresinol GC-MS (Non-derivatized) - 70eV, Positive	splash10-01p9-2794000000-0f8c64f69b2898c77b5a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Acetoxypinoresinol GC-MS (2 TMS) - 70eV, Positive	splash10-00ds-2059050000-56192a8217cf11f20982	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Acetoxypinoresinol 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 - 8-Acetoxypinoresinol 10V, Positive-QTOF	splash10-014i-1009800000-96035af2d5639a162270	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Acetoxypinoresinol 20V, Positive-QTOF	splash10-00p3-0049200000-a36f0bb00dc7dabf5b99	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Acetoxypinoresinol 40V, Positive-QTOF	splash10-000l-1922000000-9cdc8991b4261f88cc2c	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Acetoxypinoresinol 10V, Negative-QTOF	splash10-014i-2016900000-bfc622bcc0e7b2ad1858	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Acetoxypinoresinol 20V, Negative-QTOF	splash10-0a4i-5029100000-bab16be15bc6bb4c76f6	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Acetoxypinoresinol 40V, Negative-QTOF	splash10-0a4i-9113000000-d3202ea73b8d134d3014	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Acetoxypinoresinol 10V, Positive-QTOF	splash10-014i-0001900000-7dbb84878068998b9473	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Acetoxypinoresinol 20V, Positive-QTOF	splash10-014j-0219700000-92642f49eac57d9252a3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Acetoxypinoresinol 40V, Positive-QTOF	splash10-002r-0879000000-bb07bd7c0b3e7af71d73	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Acetoxypinoresinol 10V, Negative-QTOF	splash10-014i-0001900000-c687546442959da0befb	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Acetoxypinoresinol 20V, Negative-QTOF	splash10-0a4i-1019000000-2e427bbd2ca4a7c364d9	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Acetoxypinoresinol 40V, Negative-QTOF	splash10-052f-9437100000-b1d20d0cb1e0ebe9d6a7	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4485133

PDB ID

Not Available

ChEBI ID

172658

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1834441

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 8-Acetoxypinoresinol (HMDB0033280)

MOL for HMDB0033280 (8-Acetoxypinoresinol)

3D MOL for HMDB0033280 (8-Acetoxypinoresinol)

3D SDF for HMDB0033280 (8-Acetoxypinoresinol)

3D-SDF for HMDB0033280 (8-Acetoxypinoresinol)

PDB for HMDB0033280 (8-Acetoxypinoresinol)

3D PDB for HMDB0033280 (8-Acetoxypinoresinol)

SMILES for HMDB0033280 (8-Acetoxypinoresinol)

INCHI for HMDB0033280 (8-Acetoxypinoresinol)

Structure for HMDB0033280 (8-Acetoxypinoresinol)

3D Structure for HMDB0033280 (8-Acetoxypinoresinol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra