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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:23:41 UTC

Update Date

2022-03-07 02:56:03 UTC

HMDB ID

HMDB0039042

Secondary Accession Numbers

HMDB39042

Metabolite Identification

Common Name

(3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone

Description

(3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one) (3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone has been detected, but not quantified in, herbs and spices. This could make (3'X,5'a,9'X,10'b)-O-(3-hydroxy-6-oxo-7-drimen-11-yl)umbelliferone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone.

Structure

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


  Mrv0541 05061310482D          

 29 32  0  0  0  0            999 V2000
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8986    0.1930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9592    0.1930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  2  0  0  0  0
  8  6  2  0  0  0  0
 10  9  1  0  0  0  0
 14  1  1  0  0  0  0
 14 11  2  0  0  0  0
 15  5  1  0  0  0  0
 15  6  1  0  0  0  0
 16  7  1  0  0  0  0
 16 12  2  0  0  0  0
 17 13  1  0  0  0  0
 17 14  1  0  0  0  0
 18 11  1  0  0  0  0
 19 12  1  0  0  0  0
 19 15  2  0  0  0  0
 20  9  1  0  0  0  0
 21  8  1  0  0  0  0
 22 18  1  0  0  0  0
 23  2  1  0  0  0  0
 23  3  1  0  0  0  0
 23 20  1  0  0  0  0
 23 22  1  0  0  0  0
 24  4  1  0  0  0  0
 24 10  1  0  0  0  0
 24 17  1  0  0  0  0
 24 22  1  0  0  0  0
 25 18  2  0  0  0  0
 26 20  1  0  0  0  0
 27 21  2  0  0  0  0
 28 13  1  0  0  0  0
 28 16  1  0  0  0  0
 29 19  1  0  0  0  0
 29 21  1  0  0  0  0
M  END

HMDB0039042
     RDKit          3D
(3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone
 57 60  0  0  0  0  0  0  0  0999 V2000
    0.8883    1.8366    2.4803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1926    1.3902    1.5714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0435    2.2569    1.0940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1079    1.8603    0.2068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8413    2.6746   -0.4174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3725    0.4287    0.0016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8101    0.0981   -0.2156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7609    1.0489    0.4764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1147    0.2250   -1.7160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1880   -1.3036    0.1923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2705   -1.6834   -0.6441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1061   -2.2933   -0.0296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7175   -1.8584    0.3510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6954   -0.4883    0.9899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3687   -0.5882    2.3245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2894   -0.0369    1.2225 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6545   -0.2646    0.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9739    0.0927    0.5146 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0703   -0.0088   -0.3253 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0071   -0.4492   -1.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1651   -0.5215   -2.4110 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3799   -0.1525   -1.8817 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5176   -0.2330   -2.6777 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7386    0.1404   -2.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7268    0.5707   -0.8278 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8536    0.9087   -0.3502 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6307    0.6318   -0.1107 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4583    0.2849   -0.5936 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3036    0.3528    0.1725 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1377    0.9991    3.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7529    2.2346    1.9173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5191    2.6638    3.1537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9616    3.3245    1.3655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8336    0.1880   -0.9708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5244    0.4936    1.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2895    1.7545    1.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3775    1.6483   -0.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1735    0.4273   -1.8962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8273   -0.6816   -2.2656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5329    1.0689   -2.1654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6366   -1.3394    1.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2504   -2.6627   -0.7943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1656   -2.6398   -1.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4001   -3.2190    0.5513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3073   -2.5818    1.0592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1459   -1.8193   -0.6225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2055    0.0869    2.4847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6878   -1.6478    2.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6535   -0.3658    3.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1691   -0.6059    2.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3957    0.4394   -0.7284 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7505   -1.3229   -0.2387 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0604   -0.7346   -2.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1365   -0.8613   -3.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4586   -0.5793   -3.6989 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6656    0.1021   -2.7041 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4376    0.7105    1.1922 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  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 28 29  2  0
 16  2  1  0
 29 19  1  0
 14  6  1  0
 28 22  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  6 34  1  0
  8 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 12 44  1  0
 13 45  1  0
 13 46  1  0
 15 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 20 53  1  0
 21 54  1  0
 23 55  1  0
 24 56  1  0
 29 57  1  0
M  END


  Mrv0541 05061310482D          

 29 32  0  0  0  0            999 V2000
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8986    0.1930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9592    0.1930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  2  0  0  0  0
  8  6  2  0  0  0  0
 10  9  1  0  0  0  0
 14  1  1  0  0  0  0
 14 11  2  0  0  0  0
 15  5  1  0  0  0  0
 15  6  1  0  0  0  0
 16  7  1  0  0  0  0
 16 12  2  0  0  0  0
 17 13  1  0  0  0  0
 17 14  1  0  0  0  0
 18 11  1  0  0  0  0
 19 12  1  0  0  0  0
 19 15  2  0  0  0  0
 20  9  1  0  0  0  0
 21  8  1  0  0  0  0
 22 18  1  0  0  0  0
 23  2  1  0  0  0  0
 23  3  1  0  0  0  0
 23 20  1  0  0  0  0
 23 22  1  0  0  0  0
 24  4  1  0  0  0  0
 24 10  1  0  0  0  0
 24 17  1  0  0  0  0
 24 22  1  0  0  0  0
 25 18  2  0  0  0  0
 26 20  1  0  0  0  0
 27 21  2  0  0  0  0
 28 13  1  0  0  0  0
 28 16  1  0  0  0  0
 29 19  1  0  0  0  0
 29 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039042

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC(=O)C2C(C)(C)C(O)CCC2(C)C1COC1=CC2=C(C=CC(=O)O2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C24H28O5/c1-14-11-18(25)22-23(2,3)20(26)9-10-24(22,4)17(14)13-28-16-7-5-15-6-8-21(27)29-19(15)12-16/h5-8,11-12,17,20,22,26H,9-10,13H2,1-4H3

> <INCHI_KEY>
HIQLOIOGTRDMIW-UHFFFAOYSA-N

> <FORMULA>
C24H28O5

> <MOLECULAR_WEIGHT>
396.4761

> <EXACT_MASS>
396.193674006

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
43.30901128207455

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-[(6-hydroxy-2,5,5,8a-tetramethyl-4-oxo-1,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl)methoxy]-2H-chromen-2-one

> <ALOGPS_LOGP>
3.82

> <JCHEM_LOGP>
3.7136577253333334

> <ALOGPS_LOGS>
-4.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.42714003999707

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.69351398682316

> <JCHEM_PKA_STRONGEST_BASIC>
-2.932814723260048

> <JCHEM_POLAR_SURFACE_AREA>
72.83

> <JCHEM_REFRACTIVITY>
111.31069999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.09e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-[(6-hydroxy-2,5,5,8a-tetramethyl-4-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl)methoxy]chromen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039042
     RDKit          3D
(3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone
 57 60  0  0  0  0  0  0  0  0999 V2000
    0.8883    1.8366    2.4803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1926    1.3902    1.5714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0435    2.2569    1.0940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1079    1.8603    0.2068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8413    2.6746   -0.4174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3725    0.4287    0.0016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8101    0.0981   -0.2156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7609    1.0489    0.4764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1147    0.2250   -1.7160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1880   -1.3036    0.1923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2705   -1.6834   -0.6441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1061   -2.2933   -0.0296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7175   -1.8584    0.3510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6954   -0.4883    0.9899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3687   -0.5882    2.3245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2894   -0.0369    1.2225 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6545   -0.2646    0.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9739    0.0927    0.5146 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0703   -0.0088   -0.3253 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0071   -0.4492   -1.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1651   -0.5215   -2.4110 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3799   -0.1525   -1.8817 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5176   -0.2330   -2.6777 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7386    0.1404   -2.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7268    0.5707   -0.8278 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8536    0.9087   -0.3502 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6307    0.6318   -0.1107 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4583    0.2849   -0.5936 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3036    0.3528    0.1725 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1377    0.9991    3.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7529    2.2346    1.9173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5191    2.6638    3.1537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9616    3.3245    1.3655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8336    0.1880   -0.9708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5244    0.4936    1.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2895    1.7545    1.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3775    1.6483   -0.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1735    0.4273   -1.8962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8273   -0.6816   -2.2656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5329    1.0689   -2.1654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6366   -1.3394    1.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2504   -2.6627   -0.7943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1656   -2.6398   -1.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4001   -3.2190    0.5513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3073   -2.5818    1.0592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1459   -1.8193   -0.6225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2055    0.0869    2.4847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6878   -1.6478    2.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6535   -0.3658    3.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1691   -0.6059    2.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3957    0.4394   -0.7284 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7505   -1.3229   -0.2387 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0604   -0.7346   -2.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1365   -0.8613   -3.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4586   -0.5793   -3.6989 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6656    0.1021   -2.7041 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4376    0.7105    1.1922 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  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 28 29  2  0
 16  2  1  0
 29 19  1  0
 14  6  1  0
 28 22  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  6 34  1  0
  8 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 12 44  1  0
 13 45  1  0
 13 46  1  0
 15 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 20 53  1  0
 21 54  1  0
 23 55  1  0
 24 56  1  0
 29 57  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       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.677   0.360   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.657   0.360   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001   5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002  10.780   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668  13.090   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002   9.240   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335  13.860   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  11.550   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668   8.470   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335  10.780   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001  13.090   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       2.667  13.860   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       6.668   6.930   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       4.001  11.550   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2   23                                                            
CONECT    3   23                                                            
CONECT    4   24                                                            
CONECT    5    7   15                                                       
CONECT    6    8   15                                                       
CONECT    7    5   16                                                       
CONECT    8    6   21                                                       
CONECT    9   10   20                                                       
CONECT   10    9   24                                                       
CONECT   11   14   18                                                       
CONECT   12   16   19                                                       
CONECT   13   17   28                                                       
CONECT   14    1   11   17                                                  
CONECT   15    5    6   19                                                  
CONECT   16    7   12   28                                                  
CONECT   17   13   14   24                                                  
CONECT   18   11   22   25                                                  
CONECT   19   12   15   29                                                  
CONECT   20    9   23   26                                                  
CONECT   21    8   27   29                                                  
CONECT   22   18   23   24                                                  
CONECT   23    2    3   20   22                                             
CONECT   24    4   10   17   22                                             
CONECT   25   18                                                            
CONECT   26   20                                                            
CONECT   27   21                                                            
CONECT   28   13   16                                                       
CONECT   29   19   21                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

COMPND    HMDB0039042
HETATM    1  C1  UNL     1       0.888   1.837   2.480  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.193   1.390   1.571  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.044   2.257   1.094  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.108   1.860   0.207  1.00  0.00           C  
HETATM    5  O1  UNL     1      -2.841   2.675  -0.417  1.00  0.00           O  
HETATM    6  C5  UNL     1      -2.372   0.429   0.002  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.810   0.098  -0.216  1.00  0.00           C  
HETATM    8  C7  UNL     1      -4.761   1.049   0.476  1.00  0.00           C  
HETATM    9  C8  UNL     1      -4.115   0.225  -1.716  1.00  0.00           C  
HETATM   10  C9  UNL     1      -4.188  -1.304   0.192  1.00  0.00           C  
HETATM   11  O2  UNL     1      -5.271  -1.683  -0.644  1.00  0.00           O  
HETATM   12  C10 UNL     1      -3.106  -2.293  -0.030  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.718  -1.858   0.351  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.695  -0.488   0.990  1.00  0.00           C  
HETATM   15  C13 UNL     1      -2.369  -0.588   2.324  1.00  0.00           C  
HETATM   16  C14 UNL     1      -0.289  -0.037   1.223  1.00  0.00           C  
HETATM   17  C15 UNL     1       0.655  -0.265   0.071  1.00  0.00           C  
HETATM   18  O3  UNL     1       1.974   0.093   0.515  1.00  0.00           O  
HETATM   19  C16 UNL     1       3.070  -0.009  -0.325  1.00  0.00           C  
HETATM   20  C17 UNL     1       3.007  -0.449  -1.630  1.00  0.00           C  
HETATM   21  C18 UNL     1       4.165  -0.522  -2.411  1.00  0.00           C  
HETATM   22  C19 UNL     1       5.380  -0.152  -1.882  1.00  0.00           C  
HETATM   23  C20 UNL     1       6.518  -0.233  -2.678  1.00  0.00           C  
HETATM   24  C21 UNL     1       7.739   0.140  -2.138  1.00  0.00           C  
HETATM   25  C22 UNL     1       7.727   0.571  -0.828  1.00  0.00           C  
HETATM   26  O4  UNL     1       8.854   0.909  -0.350  1.00  0.00           O  
HETATM   27  O5  UNL     1       6.631   0.632  -0.111  1.00  0.00           O  
HETATM   28  C23 UNL     1       5.458   0.285  -0.594  1.00  0.00           C  
HETATM   29  C24 UNL     1       4.304   0.353   0.172  1.00  0.00           C  
HETATM   30  H1  UNL     1       1.138   0.999   3.147  1.00  0.00           H  
HETATM   31  H2  UNL     1       1.753   2.235   1.917  1.00  0.00           H  
HETATM   32  H3  UNL     1       0.519   2.664   3.154  1.00  0.00           H  
HETATM   33  H4  UNL     1      -0.962   3.324   1.366  1.00  0.00           H  
HETATM   34  H5  UNL     1      -1.834   0.188  -0.971  1.00  0.00           H  
HETATM   35  H6  UNL     1      -5.524   0.494   1.096  1.00  0.00           H  
HETATM   36  H7  UNL     1      -4.290   1.754   1.156  1.00  0.00           H  
HETATM   37  H8  UNL     1      -5.378   1.648  -0.234  1.00  0.00           H  
HETATM   38  H9  UNL     1      -5.174   0.427  -1.896  1.00  0.00           H  
HETATM   39  H10 UNL     1      -3.827  -0.682  -2.266  1.00  0.00           H  
HETATM   40  H11 UNL     1      -3.533   1.069  -2.165  1.00  0.00           H  
HETATM   41  H12 UNL     1      -4.637  -1.339   1.208  1.00  0.00           H  
HETATM   42  H13 UNL     1      -5.250  -2.663  -0.794  1.00  0.00           H  
HETATM   43  H14 UNL     1      -3.166  -2.640  -1.097  1.00  0.00           H  
HETATM   44  H15 UNL     1      -3.400  -3.219   0.551  1.00  0.00           H  
HETATM   45  H16 UNL     1      -1.307  -2.582   1.059  1.00  0.00           H  
HETATM   46  H17 UNL     1      -1.146  -1.819  -0.623  1.00  0.00           H  
HETATM   47  H18 UNL     1      -3.206   0.087   2.485  1.00  0.00           H  
HETATM   48  H19 UNL     1      -2.688  -1.648   2.558  1.00  0.00           H  
HETATM   49  H20 UNL     1      -1.654  -0.366   3.175  1.00  0.00           H  
HETATM   50  H21 UNL     1       0.169  -0.606   2.087  1.00  0.00           H  
HETATM   51  H22 UNL     1       0.396   0.439  -0.728  1.00  0.00           H  
HETATM   52  H23 UNL     1       0.751  -1.323  -0.239  1.00  0.00           H  
HETATM   53  H24 UNL     1       2.060  -0.735  -2.036  1.00  0.00           H  
HETATM   54  H25 UNL     1       4.137  -0.861  -3.426  1.00  0.00           H  
HETATM   55  H26 UNL     1       6.459  -0.579  -3.699  1.00  0.00           H  
HETATM   56  H27 UNL     1       8.666   0.102  -2.704  1.00  0.00           H  
HETATM   57  H28 UNL     1       4.438   0.710   1.192  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3    3   16
CONECT    3    4   33
CONECT    4    5    5    6
CONECT    6    7   14   34
CONECT    7    8    9   10
CONECT    8   35   36   37
CONECT    9   38   39   40
CONECT   10   11   12   41
CONECT   11   42
CONECT   12   13   43   44
CONECT   13   14   45   46
CONECT   14   15   16
CONECT   15   47   48   49
CONECT   16   17   50
CONECT   17   18   51   52
CONECT   18   19
CONECT   19   20   20   29
CONECT   20   21   53
CONECT   21   22   22   54
CONECT   22   23   28
CONECT   23   24   24   55
CONECT   24   25   56
CONECT   25   26   26   27
CONECT   27   28
CONECT   28   29   29
CONECT   29   57
END

HMDB0039042
     RDKit          3D
(3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone
 57 60  0  0  0  0  0  0  0  0999 V2000
    0.8883    1.8366    2.4803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1926    1.3902    1.5714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0435    2.2569    1.0940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1079    1.8603    0.2068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8413    2.6746   -0.4174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3725    0.4287    0.0016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8101    0.0981   -0.2156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7609    1.0489    0.4764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1147    0.2250   -1.7160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1880   -1.3036    0.1923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2705   -1.6834   -0.6441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1061   -2.2933   -0.0296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7175   -1.8584    0.3510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6954   -0.4883    0.9899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3687   -0.5882    2.3245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2894   -0.0369    1.2225 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6545   -0.2646    0.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9739    0.0927    0.5146 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0703   -0.0088   -0.3253 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0071   -0.4492   -1.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1651   -0.5215   -2.4110 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3799   -0.1525   -1.8817 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5176   -0.2330   -2.6777 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7386    0.1404   -2.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7268    0.5707   -0.8278 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8536    0.9087   -0.3502 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6307    0.6318   -0.1107 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4583    0.2849   -0.5936 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3036    0.3528    0.1725 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1377    0.9991    3.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7529    2.2346    1.9173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5191    2.6638    3.1537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9616    3.3245    1.3655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8336    0.1880   -0.9708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5244    0.4936    1.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2895    1.7545    1.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3775    1.6483   -0.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1735    0.4273   -1.8962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8273   -0.6816   -2.2656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5329    1.0689   -2.1654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6366   -1.3394    1.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2504   -2.6627   -0.7943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1656   -2.6398   -1.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4001   -3.2190    0.5513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3073   -2.5818    1.0592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1459   -1.8193   -0.6225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2055    0.0869    2.4847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6878   -1.6478    2.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6535   -0.3658    3.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1691   -0.6059    2.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3957    0.4394   -0.7284 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7505   -1.3229   -0.2387 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0604   -0.7346   -2.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1365   -0.8613   -3.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4586   -0.5793   -3.6989 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6656    0.1021   -2.7041 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4376    0.7105    1.1922 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  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 28 29  2  0
 16  2  1  0
 29 19  1  0
 14  6  1  0
 28 22  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  6 34  1  0
  8 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 12 44  1  0
 13 45  1  0
 13 46  1  0
 15 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 20 53  1  0
 21 54  1  0
 23 55  1  0
 24 56  1  0
 29 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₄H₂₈O₅

Average Molecular Weight

396.4761

Monoisotopic Molecular Weight

396.193674006

IUPAC Name

7-[(6-hydroxy-2,5,5,8a-tetramethyl-4-oxo-1,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl)methoxy]-2H-chromen-2-one

Traditional Name

7-[(6-hydroxy-2,5,5,8a-tetramethyl-4-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl)methoxy]chromen-2-one

CAS Registry Number

Not Available

SMILES

CC1=CC(=O)C2C(C)(C)C(O)CCC2(C)C1COC1=CC2=C(C=CC(=O)O2)C=C1

InChI Identifier

InChI=1S/C24H28O5/c1-14-11-18(25)22-23(2,3)20(26)9-10-24(22,4)17(14)13-28-16-7-5-15-6-8-21(27)29-19(15)12-16/h5-8,11-12,17,20,22,26H,9-10,13H2,1-4H3

InChI Key

HIQLOIOGTRDMIW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Not Available

Direct Parent

Coumarins and derivatives

Alternative Parents

Substituents

Coumarin
Benzopyran
1-benzopyran
Alkyl aryl ether
Pyranone
Cyclohexenone
Benzenoid
Pyran
Heteroaromatic compound
Cyclic alcohol
Ketone
Lactone
Secondary alcohol
Organoheterocyclic compound
Ether
Oxacycle
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Organooxygen compound
Alcohol
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: HMDB0039042)

Source

Endogenous

Endogenous (HMDB: HMDB0039042)

Plant

Plant (HMDB: HMDB0039042)

Exogenous

Food

Food (HMDB: HMDB0039042)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0039042)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0039042)

Role

Biological role

Energy source (HMDB: HMDB0039042)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0039042)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	93 - 94 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0041 g/L	ALOGPS
logP	3.82	ALOGPS
logP	3.71	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	14.69	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.83 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	111.31 m³·mol⁻¹	ChemAxon
Polarizability	43.31 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]+	195.216	31661259
DarkChem	[M-H]-	193.083	31661259
DeepCCS	[M+H]+	194.482	30932474
DeepCCS	[M-H]-	192.124	30932474
DeepCCS	[M-2H]-	225.407	30932474
DeepCCS	[M+Na]+	200.636	30932474
AllCCS	[M+H]+	196.4	32859911
AllCCS	[M+H-H2O]+	193.9	32859911
AllCCS	[M+NH4]+	198.7	32859911
AllCCS	[M+Na]+	199.4	32859911
AllCCS	[M-H]-	198.4	32859911
AllCCS	[M+Na-2H]-	198.7	32859911
AllCCS	[M+HCOO]-	199.1	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.	7.69 minutes	32390414
Predicted by Siyang on May 30, 2022	14.4063 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.82 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	32.6 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2537.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	271.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	210.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	178.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	130.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	580.6 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	581.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	79.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1086.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	517.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1589.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	385.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	409.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	228.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	261.6 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	8.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone	CC1=CC(=O)C2C(C)(C)C(O)CCC2(C)C1COC1=CC2=C(C=CC(=O)O2)C=C1	4273.2	Standard polar	33892256
(3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone	CC1=CC(=O)C2C(C)(C)C(O)CCC2(C)C1COC1=CC2=C(C=CC(=O)O2)C=C1	3305.6	Standard non polar	33892256
(3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone	CC1=CC(=O)C2C(C)(C)C(O)CCC2(C)C1COC1=CC2=C(C=CC(=O)O2)C=C1	3743.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone,1TMS,isomer #1	CC1=CC(=O)C2C(C)(C)C(O[Si](C)(C)C)CCC2(C)C1COC1=CC=C2C=CC(=O)OC2=C1	3602.5	Semi standard non polar	33892256
(3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone,1TMS,isomer #2	CC1=CC(O[Si](C)(C)C)=C2C(C)(C)C(O)CCC2(C)C1COC1=CC=C2C=CC(=O)OC2=C1	3560.1	Semi standard non polar	33892256
(3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone,2TMS,isomer #1	CC1=CC(O[Si](C)(C)C)=C2C(C)(C)C(O[Si](C)(C)C)CCC2(C)C1COC1=CC=C2C=CC(=O)OC2=C1	3499.9	Semi standard non polar	33892256
(3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone,2TMS,isomer #1	CC1=CC(O[Si](C)(C)C)=C2C(C)(C)C(O[Si](C)(C)C)CCC2(C)C1COC1=CC=C2C=CC(=O)OC2=C1	3390.5	Standard non polar	33892256
(3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone,1TBDMS,isomer #1	CC1=CC(=O)C2C(C)(C)C(O[Si](C)(C)C(C)(C)C)CCC2(C)C1COC1=CC=C2C=CC(=O)OC2=C1	3834.4	Semi standard non polar	33892256
(3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone,1TBDMS,isomer #2	CC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(C)(C)C(O)CCC2(C)C1COC1=CC=C2C=CC(=O)OC2=C1	3783.1	Semi standard non polar	33892256
(3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone,2TBDMS,isomer #1	CC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(C)(C)C(O[Si](C)(C)C(C)(C)C)CCC2(C)C1COC1=CC=C2C=CC(=O)OC2=C1	3938.7	Semi standard non polar	33892256
(3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone,2TBDMS,isomer #1	CC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(C)(C)C(O[Si](C)(C)C(C)(C)C)CCC2(C)C1COC1=CC=C2C=CC(=O)OC2=C1	3838.0	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'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone GC-MS (Non-derivatized) - 70eV, Positive	splash10-01ec-2229000000-fd958ac9beaa8244abba	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone GC-MS (1 TMS) - 70eV, Positive	splash10-0uml-5341900000-752a054643c759592692	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone 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'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone 10V, Positive-QTOF	splash10-004j-0029000000-c854135dd547f7f76137	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone 20V, Positive-QTOF	splash10-01ti-0239000000-7eba8c7a32c14c8a2037	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone 40V, Positive-QTOF	splash10-00kr-5932000000-b2dfae474655a109b3f5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone 10V, Negative-QTOF	splash10-0002-0309000000-087fe04eec70f353e70e	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone 20V, Negative-QTOF	splash10-03dj-0509000000-e0fc221ad3c96ca002f7	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone 40V, Negative-QTOF	splash10-014i-1900000000-5a7c9a38abfa1781d7e8	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone 10V, Negative-QTOF	splash10-0002-0009000000-8ec977be731bb6a0a791	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone 20V, Negative-QTOF	splash10-03dj-0928000000-a0446c7cb21fd0efa763	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone 40V, Negative-QTOF	splash10-0159-0902000000-3f64e44e5184c05bcb1b	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone 10V, Positive-QTOF	splash10-03dj-0539000000-fe4f278f89b3257aeb38	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone 20V, Positive-QTOF	splash10-02di-0649000000-74f1a07233e8afbe2468	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone 40V, Positive-QTOF	splash10-0btc-5941000000-98b7e646163723da3443	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB018539

KNApSAcK ID

Not Available

Chemspider ID

2956265

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3725594

PDB ID

Not Available

ChEBI ID

141536

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 (3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone (HMDB0039042)

MOL for HMDB0039042 ((3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone)

3D MOL for HMDB0039042 ((3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone)

3D SDF for HMDB0039042 ((3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone)

3D-SDF for HMDB0039042 ((3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone)

PDB for HMDB0039042 ((3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone)

3D PDB for HMDB0039042 ((3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone)

SMILES for HMDB0039042 ((3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone)

INCHI for HMDB0039042 ((3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone)

Structure for HMDB0039042 ((3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone)

3D Structure for HMDB0039042 ((3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra