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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:47:44 UTC

Update Date

2022-03-07 02:54:37 UTC

HMDB ID

HMDB0035774

Secondary Accession Numbers

HMDB35774

Metabolite Identification

Common Name

Armillyl orsellinate

Description

Armillyl orsellinate belongs to the class of organic compounds known as melleolides and analogues. Melleolides and analogues are compounds with a structure characterized by the presence of a 2-hydroxy-4-methoxy-6-methylbenzoic acid derivative linked to a 3,6,6,7b-tetramethyl-cyclobuta[e]indene moiety. Based on a literature review a small amount of articles have been published on Armillyl orsellinate.

Structure

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


  Mrv0541 05061308422D          

 29 32  0  0  0  0            999 V2000
   -0.2606   -2.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3497    0.5391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8336    1.5152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6532    1.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6261   -1.8455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9444   -0.4524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4330   -0.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8090    1.1039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7115    0.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9182   -1.5842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8218   -1.6617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1874   -1.2408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6202   -0.2176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3570   -0.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2346    0.5118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1401   -0.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2727    0.2826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5788   -0.8733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9714   -0.1562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1815   -0.9162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2254   -0.6896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5497    0.7406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4102    0.5424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3039   -2.3135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9917   -1.4246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8971    0.5197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5671   -1.6455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7867   -1.2942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4685    0.0988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 11  1  1  0  0  0  0
 11  5  2  0  0  0  0
 12  5  1  0  0  0  0
 12  6  2  0  0  0  0
 13  7  1  0  0  0  0
 14 10  1  0  0  0  0
 15  8  1  0  0  0  0
 15 13  1  0  0  0  0
 16  6  1  0  0  0  0
 17  9  1  0  0  0  0
 18 11  1  0  0  0  0
 18 16  2  0  0  0  0
 19 14  2  0  0  0  0
 19 17  1  0  0  0  0
 20 13  1  0  0  0  0
 20 14  1  0  0  0  0
 21 18  1  0  0  0  0
 22  2  1  0  0  0  0
 22  3  1  0  0  0  0
 22  7  1  0  0  0  0
 22  8  1  0  0  0  0
 23  4  1  0  0  0  0
 23  9  1  0  0  0  0
 23 15  1  0  0  0  0
 23 19  1  0  0  0  0
 24 10  1  0  0  0  0
 25 12  1  0  0  0  0
 26 16  1  0  0  0  0
 27 20  1  0  0  0  0
 28 21  2  0  0  0  0
 29 17  1  0  0  0  0
 29 21  1  0  0  0  0
M  END

HMDB0035774
     RDKit          3D
Armillyl orsellinate
 59 62  0  0  0  0  0  0  0  0999 V2000
    5.5969   -0.8829   -1.8732 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4101   -0.6219   -0.4070 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4948   -0.7046    0.4313 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3736   -0.4744    1.7790 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4876   -0.5597    2.6375 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1277   -0.1580    2.2611 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0374   -0.0741    1.4241 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8096    0.2453    1.9533 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1286   -0.3012    0.0570 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0055   -0.2160   -0.8468 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1938   -0.4418   -2.0721 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6957    0.0953   -0.5199 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6729    0.1457   -1.4877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1093    1.4403   -1.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8934    0.7467   -0.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1937    0.9381    1.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5372   -0.5275   -1.0099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3388   -1.5793   -0.8948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0571   -2.8755   -1.4809 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1163   -2.9631   -2.1825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6489   -1.3710   -0.1560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4888   -2.4057   -0.5306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2425   -0.0758   -0.7081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5638    0.1852   -0.0690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3588    1.3250    0.9022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0977    1.1250    2.1939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7371    2.6122    0.2046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8294    1.3205    1.1349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3542    1.0329   -0.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0741   -1.7866   -2.2164 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6905   -1.1171   -2.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4247    0.0229   -2.4877 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4669   -0.9536    0.0410 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3783   -0.7970    2.2211 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0490    0.0225    3.3384 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7299    0.4125    2.9443 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0035   -0.0911   -2.5226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7070    1.6112   -2.2932 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4920    2.3139   -1.0424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8182    1.4855    1.7604 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0909   -0.0201    1.5124 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7049    1.6238    0.9220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8870   -3.1223   -2.2070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1307   -3.6488   -0.6663 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6499   -3.7211   -1.8231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5452   -1.3654    0.9163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7040   -2.3754   -1.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3063   -0.1505   -1.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3436    0.4400   -0.8392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9375   -0.6912    0.5257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6670    2.0786    2.3928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8064    0.2627    2.1258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4097    0.9438    3.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8957    3.3249    0.3017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6817    2.9994    0.6425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9030    2.4640   -0.8927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5718    0.5658    1.8936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6207    2.3112    1.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5191    1.9779   -0.8398 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
 28 29  1  0
  9  2  1  0
 17 13  1  0
 29 23  1  0
 29 15  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  5 34  1  0
  6 35  1  0
  8 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
 19 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
 22 47  1  0
 23 48  1  0
 24 49  1  0
 24 50  1  0
 26 51  1  0
 26 52  1  0
 26 53  1  0
 27 54  1  0
 27 55  1  0
 27 56  1  0
 28 57  1  0
 28 58  1  0
 29 59  1  0
M  END


  Mrv0541 05061308422D          

 29 32  0  0  0  0            999 V2000
   -0.2606   -2.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3497    0.5391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8336    1.5152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6532    1.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6261   -1.8455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9444   -0.4524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4330   -0.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8090    1.1039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7115    0.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9182   -1.5842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8218   -1.6617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1874   -1.2408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6202   -0.2176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3570   -0.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2346    0.5118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1401   -0.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2727    0.2826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5788   -0.8733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9714   -0.1562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1815   -0.9162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2254   -0.6896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5497    0.7406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4102    0.5424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3039   -2.3135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9917   -1.4246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8971    0.5197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5671   -1.6455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7867   -1.2942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4685    0.0988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 11  1  1  0  0  0  0
 11  5  2  0  0  0  0
 12  5  1  0  0  0  0
 12  6  2  0  0  0  0
 13  7  1  0  0  0  0
 14 10  1  0  0  0  0
 15  8  1  0  0  0  0
 15 13  1  0  0  0  0
 16  6  1  0  0  0  0
 17  9  1  0  0  0  0
 18 11  1  0  0  0  0
 18 16  2  0  0  0  0
 19 14  2  0  0  0  0
 19 17  1  0  0  0  0
 20 13  1  0  0  0  0
 20 14  1  0  0  0  0
 21 18  1  0  0  0  0
 22  2  1  0  0  0  0
 22  3  1  0  0  0  0
 22  7  1  0  0  0  0
 22  8  1  0  0  0  0
 23  4  1  0  0  0  0
 23  9  1  0  0  0  0
 23 15  1  0  0  0  0
 23 19  1  0  0  0  0
 24 10  1  0  0  0  0
 25 12  1  0  0  0  0
 26 16  1  0  0  0  0
 27 20  1  0  0  0  0
 28 21  2  0  0  0  0
 29 17  1  0  0  0  0
 29 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035774

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC(O)=CC(O)=C1C(=O)OC1CC2(C)C3CC(C)(C)CC3C(O)C(CO)=C12

> <INCHI_IDENTIFIER>
InChI=1S/C23H30O6/c1-11-5-12(25)6-16(26)18(11)21(28)29-17-9-23(4)15-8-22(2,3)7-13(15)20(27)14(10-24)19(17)23/h5-6,13,15,17,20,24-27H,7-10H2,1-4H3

> <INCHI_KEY>
WGPPXYYHVRWVLO-UHFFFAOYSA-N

> <FORMULA>
C23H30O6

> <MOLECULAR_WEIGHT>
402.4807

> <EXACT_MASS>
402.204238692

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
44.434945343751096

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-hydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-1H,2H,4H,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate

> <ALOGPS_LOGP>
2.62

> <JCHEM_LOGP>
3.444651395666666

> <ALOGPS_LOGS>
-4.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.554528681200372

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.69614505491142

> <JCHEM_PKA_STRONGEST_BASIC>
-2.773070752643447

> <JCHEM_POLAR_SURFACE_AREA>
107.22000000000001

> <JCHEM_REFRACTIVITY>
108.98149999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.87e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-hydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-1H,2H,4H,4aH,5H,7H,7aH-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035774
     RDKit          3D
Armillyl orsellinate
 59 62  0  0  0  0  0  0  0  0999 V2000
    5.5969   -0.8829   -1.8732 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4101   -0.6219   -0.4070 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4948   -0.7046    0.4313 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3736   -0.4744    1.7790 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4876   -0.5597    2.6375 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1277   -0.1580    2.2611 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0374   -0.0741    1.4241 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8096    0.2453    1.9533 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1286   -0.3012    0.0570 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0055   -0.2160   -0.8468 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1938   -0.4418   -2.0721 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6957    0.0953   -0.5199 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6729    0.1457   -1.4877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1093    1.4403   -1.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8934    0.7467   -0.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1937    0.9381    1.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5372   -0.5275   -1.0099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3388   -1.5793   -0.8948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0571   -2.8755   -1.4809 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1163   -2.9631   -2.1825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6489   -1.3710   -0.1560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4888   -2.4057   -0.5306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2425   -0.0758   -0.7081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5638    0.1852   -0.0690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3588    1.3250    0.9022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0977    1.1250    2.1939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7371    2.6122    0.2046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8294    1.3205    1.1349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3542    1.0329   -0.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0741   -1.7866   -2.2164 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6905   -1.1171   -2.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4247    0.0229   -2.4877 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4669   -0.9536    0.0410 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3783   -0.7970    2.2211 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0490    0.0225    3.3384 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7299    0.4125    2.9443 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0035   -0.0911   -2.5226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7070    1.6112   -2.2932 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4920    2.3139   -1.0424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8182    1.4855    1.7604 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0909   -0.0201    1.5124 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7049    1.6238    0.9220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8870   -3.1223   -2.2070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1307   -3.6488   -0.6663 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6499   -3.7211   -1.8231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5452   -1.3654    0.9163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7040   -2.3754   -1.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3063   -0.1505   -1.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3436    0.4400   -0.8392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9375   -0.6912    0.5257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6670    2.0786    2.3928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8064    0.2627    2.1258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4097    0.9438    3.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8957    3.3249    0.3017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6817    2.9994    0.6425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9030    2.4640   -0.8927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5718    0.5658    1.8936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6207    2.3112    1.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5191    1.9779   -0.8398 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
 28 29  1  0
  9  2  1  0
 17 13  1  0
 29 23  1  0
 29 15  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  5 34  1  0
  6 35  1  0
  8 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
 19 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
 22 47  1  0
 23 48  1  0
 24 49  1  0
 24 50  1  0
 26 51  1  0
 26 52  1  0
 26 53  1  0
 27 54  1  0
 27 55  1  0
 27 56  1  0
 28 57  1  0
 28 58  1  0
 29 59  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -0.486  -4.231   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.986   1.006   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.023   2.828   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.953   2.484   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.035  -3.445   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.630  -0.844   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.275  -0.142   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.110   2.061   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.195   1.832   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.581  -2.957   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.534  -3.102   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.083  -2.316   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.758  -0.406   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.400  -1.653   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.038   0.955   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.128  -0.502   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.376   0.528   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.080  -1.630   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.680  -0.292   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.939  -1.710   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.421  -1.287   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.493   1.382   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.499   1.012   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       4.301  -4.319   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -5.585  -2.659   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -1.675   0.970   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       6.659  -3.072   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       1.469  -2.416   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       0.875   0.184   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   22                                                            
CONECT    3   22                                                            
CONECT    4   23                                                            
CONECT    5   11   12                                                       
CONECT    6   12   16                                                       
CONECT    7   13   22                                                       
CONECT    8   15   22                                                       
CONECT    9   17   23                                                       
CONECT   10   14   24                                                       
CONECT   11    1    5   18                                                  
CONECT   12    5    6   25                                                  
CONECT   13    7   15   20                                                  
CONECT   14   10   19   20                                                  
CONECT   15    8   13   23                                                  
CONECT   16    6   18   26                                                  
CONECT   17    9   19   29                                                  
CONECT   18   11   16   21                                                  
CONECT   19   14   17   23                                                  
CONECT   20   13   14   27                                                  
CONECT   21   18   28   29                                                  
CONECT   22    2    3    7    8                                             
CONECT   23    4    9   15   19                                             
CONECT   24   10                                                            
CONECT   25   12                                                            
CONECT   26   16                                                            
CONECT   27   20                                                            
CONECT   28   21                                                            
CONECT   29   17   21                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

COMPND    HMDB0035774
HETATM    1  C1  UNL     1       5.597  -0.883  -1.873  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.410  -0.622  -0.407  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.495  -0.705   0.431  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.374  -0.474   1.779  1.00  0.00           C  
HETATM    5  O1  UNL     1       7.488  -0.560   2.637  1.00  0.00           O  
HETATM    6  C5  UNL     1       5.128  -0.158   2.261  1.00  0.00           C  
HETATM    7  C6  UNL     1       4.037  -0.074   1.424  1.00  0.00           C  
HETATM    8  O2  UNL     1       2.810   0.245   1.953  1.00  0.00           O  
HETATM    9  C7  UNL     1       4.129  -0.301   0.057  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.005  -0.216  -0.847  1.00  0.00           C  
HETATM   11  O3  UNL     1       3.194  -0.442  -2.072  1.00  0.00           O  
HETATM   12  O4  UNL     1       1.696   0.095  -0.520  1.00  0.00           O  
HETATM   13  C9  UNL     1       0.673   0.146  -1.488  1.00  0.00           C  
HETATM   14  C10 UNL     1      -0.109   1.440  -1.375  1.00  0.00           C  
HETATM   15  C11 UNL     1      -0.893   0.747  -0.293  1.00  0.00           C  
HETATM   16  C12 UNL     1      -0.194   0.938   1.030  1.00  0.00           C  
HETATM   17  C13 UNL     1      -0.537  -0.528  -1.010  1.00  0.00           C  
HETATM   18  C14 UNL     1      -1.339  -1.579  -0.895  1.00  0.00           C  
HETATM   19  C15 UNL     1      -1.057  -2.875  -1.481  1.00  0.00           C  
HETATM   20  O5  UNL     1       0.116  -2.963  -2.183  1.00  0.00           O  
HETATM   21  C16 UNL     1      -2.649  -1.371  -0.156  1.00  0.00           C  
HETATM   22  O6  UNL     1      -3.489  -2.406  -0.531  1.00  0.00           O  
HETATM   23  C17 UNL     1      -3.242  -0.076  -0.708  1.00  0.00           C  
HETATM   24  C18 UNL     1      -4.564   0.185  -0.069  1.00  0.00           C  
HETATM   25  C19 UNL     1      -4.359   1.325   0.902  1.00  0.00           C  
HETATM   26  C20 UNL     1      -5.098   1.125   2.194  1.00  0.00           C  
HETATM   27  C21 UNL     1      -4.737   2.612   0.205  1.00  0.00           C  
HETATM   28  C22 UNL     1      -2.829   1.320   1.135  1.00  0.00           C  
HETATM   29  C23 UNL     1      -2.354   1.033  -0.252  1.00  0.00           C  
HETATM   30  H1  UNL     1       5.074  -1.787  -2.216  1.00  0.00           H  
HETATM   31  H2  UNL     1       6.691  -1.117  -2.050  1.00  0.00           H  
HETATM   32  H3  UNL     1       5.425   0.023  -2.488  1.00  0.00           H  
HETATM   33  H4  UNL     1       7.467  -0.954   0.041  1.00  0.00           H  
HETATM   34  H5  UNL     1       8.378  -0.797   2.221  1.00  0.00           H  
HETATM   35  H6  UNL     1       5.049   0.022   3.338  1.00  0.00           H  
HETATM   36  H7  UNL     1       2.730   0.413   2.944  1.00  0.00           H  
HETATM   37  H8  UNL     1       1.003  -0.091  -2.523  1.00  0.00           H  
HETATM   38  H9  UNL     1      -0.707   1.611  -2.293  1.00  0.00           H  
HETATM   39  H10 UNL     1       0.492   2.314  -1.042  1.00  0.00           H  
HETATM   40  H11 UNL     1      -0.818   1.486   1.760  1.00  0.00           H  
HETATM   41  H12 UNL     1       0.091  -0.020   1.512  1.00  0.00           H  
HETATM   42  H13 UNL     1       0.705   1.624   0.922  1.00  0.00           H  
HETATM   43  H14 UNL     1      -1.887  -3.122  -2.207  1.00  0.00           H  
HETATM   44  H15 UNL     1      -1.131  -3.649  -0.666  1.00  0.00           H  
HETATM   45  H16 UNL     1       0.650  -3.721  -1.823  1.00  0.00           H  
HETATM   46  H17 UNL     1      -2.545  -1.365   0.916  1.00  0.00           H  
HETATM   47  H18 UNL     1      -3.704  -2.375  -1.493  1.00  0.00           H  
HETATM   48  H19 UNL     1      -3.306  -0.150  -1.819  1.00  0.00           H  
HETATM   49  H20 UNL     1      -5.344   0.440  -0.839  1.00  0.00           H  
HETATM   50  H21 UNL     1      -4.937  -0.691   0.526  1.00  0.00           H  
HETATM   51  H22 UNL     1      -5.667   2.079   2.393  1.00  0.00           H  
HETATM   52  H23 UNL     1      -5.806   0.263   2.126  1.00  0.00           H  
HETATM   53  H24 UNL     1      -4.410   0.944   3.042  1.00  0.00           H  
HETATM   54  H25 UNL     1      -3.896   3.325   0.302  1.00  0.00           H  
HETATM   55  H26 UNL     1      -5.682   2.999   0.643  1.00  0.00           H  
HETATM   56  H27 UNL     1      -4.903   2.464  -0.893  1.00  0.00           H  
HETATM   57  H28 UNL     1      -2.572   0.566   1.894  1.00  0.00           H  
HETATM   58  H29 UNL     1      -2.621   2.311   1.530  1.00  0.00           H  
HETATM   59  H30 UNL     1      -2.519   1.978  -0.840  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3    3    9
CONECT    3    4   33
CONECT    4    5    6    6
CONECT    5   34
CONECT    6    7   35
CONECT    7    8    9    9
CONECT    8   36
CONECT    9   10
CONECT   10   11   11   12
CONECT   12   13
CONECT   13   14   17   37
CONECT   14   15   38   39
CONECT   15   16   17   29
CONECT   16   40   41   42
CONECT   17   18   18
CONECT   18   19   21
CONECT   19   20   43   44
CONECT   20   45
CONECT   21   22   23   46
CONECT   22   47
CONECT   23   24   29   48
CONECT   24   25   49   50
CONECT   25   26   27   28
CONECT   26   51   52   53
CONECT   27   54   55   56
CONECT   28   29   57   58
CONECT   29   59
END

HMDB0035774
     RDKit          3D
Armillyl orsellinate
 59 62  0  0  0  0  0  0  0  0999 V2000
    5.5969   -0.8829   -1.8732 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4101   -0.6219   -0.4070 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4948   -0.7046    0.4313 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3736   -0.4744    1.7790 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4876   -0.5597    2.6375 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1277   -0.1580    2.2611 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0374   -0.0741    1.4241 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8096    0.2453    1.9533 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1286   -0.3012    0.0570 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0055   -0.2160   -0.8468 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1938   -0.4418   -2.0721 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6957    0.0953   -0.5199 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6729    0.1457   -1.4877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1093    1.4403   -1.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8934    0.7467   -0.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1937    0.9381    1.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5372   -0.5275   -1.0099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3388   -1.5793   -0.8948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0571   -2.8755   -1.4809 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1163   -2.9631   -2.1825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6489   -1.3710   -0.1560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4888   -2.4057   -0.5306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2425   -0.0758   -0.7081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5638    0.1852   -0.0690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3588    1.3250    0.9022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0977    1.1250    2.1939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7371    2.6122    0.2046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8294    1.3205    1.1349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3542    1.0329   -0.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0741   -1.7866   -2.2164 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6905   -1.1171   -2.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4247    0.0229   -2.4877 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4669   -0.9536    0.0410 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3783   -0.7970    2.2211 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0490    0.0225    3.3384 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7299    0.4125    2.9443 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0035   -0.0911   -2.5226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7070    1.6112   -2.2932 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4920    2.3139   -1.0424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8182    1.4855    1.7604 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0909   -0.0201    1.5124 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7049    1.6238    0.9220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8870   -3.1223   -2.2070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1307   -3.6488   -0.6663 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6499   -3.7211   -1.8231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5452   -1.3654    0.9163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7040   -2.3754   -1.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3063   -0.1505   -1.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3436    0.4400   -0.8392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9375   -0.6912    0.5257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6670    2.0786    2.3928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8064    0.2627    2.1258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4097    0.9438    3.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8957    3.3249    0.3017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6817    2.9994    0.6425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9030    2.4640   -0.8927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5718    0.5658    1.8936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6207    2.3112    1.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5191    1.9779   -0.8398 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
 28 29  1  0
  9  2  1  0
 17 13  1  0
 29 23  1  0
 29 15  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  5 34  1  0
  6 35  1  0
  8 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
 19 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
 22 47  1  0
 23 48  1  0
 24 49  1  0
 24 50  1  0
 26 51  1  0
 26 52  1  0
 26 53  1  0
 27 54  1  0
 27 55  1  0
 27 56  1  0
 28 57  1  0
 28 58  1  0
 29 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Armillyl orsellinic acid	Generator
4-Hydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-1H,2H,4H,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoic acid	HMDB

Chemical Formula

C₂₃H₃₀O₆

Average Molecular Weight

402.4807

Monoisotopic Molecular Weight

402.204238692

IUPAC Name

4-hydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-1H,2H,4H,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate

Traditional Name

4-hydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-1H,2H,4H,4aH,5H,7H,7aH-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate

CAS Registry Number

82105-51-9

SMILES

CC1=CC(O)=CC(O)=C1C(=O)OC1CC2(C)C3CC(C)(C)CC3C(O)C(CO)=C12

InChI Identifier

InChI=1S/C23H30O6/c1-11-5-12(25)6-16(26)18(11)21(28)29-17-9-23(4)15-8-22(2,3)7-13(15)20(27)14(10-24)19(17)23/h5-6,13,15,17,20,24-27H,7-10H2,1-4H3

InChI Key

WGPPXYYHVRWVLO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as melleolides and analogues. Melleolides and analogues are compounds with a structure characterized by the presence of a 2-hydroxy-4-methoxy-6-methylbenzoic acid derivative linked to a 3,6,6,7b-tetramethyl-cyclobuta[e]indene moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Melleolides and analogues

Alternative Parents

Substituents

Melleolide-skeleton
P-hydroxybenzoic acid alkyl ester
P-hydroxybenzoic acid ester
O-hydroxybenzoic acid ester
Dihydroxybenzoic acid
Benzoate ester
Salicylic acid or derivatives
Benzoic acid or derivatives
M-cresol
Resorcinol
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Toluene
Phenol
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Carboxylic acid ester
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Alcohol
Organooxygen compound
Primary alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0035774)
Cell membrane (HMDB: HMDB0035774)

Cellular substructure

Extracellular (HMDB: HMDB0035774)
Membrane (HMDB: HMDB0035774)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035774)

Source

Endogenous

Endogenous (HMDB: HMDB0035774)

Plant

Plant (HMDB: HMDB0035774)

Animal

Animal (HMDB: HMDB0035774)

Exogenous

Food

Food (HMDB: HMDB0035774)

Vegetable

Mushroom

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0035774)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0035774)

Cellular process

Cell signaling (HMDB: HMDB0035774)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0035774)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0035774)

Nutrient

Nutrient (HMDB: HMDB0035774)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035774)

Emulsifier (HMDB: HMDB0035774)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	91 - 93 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	1.09 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	0.019 g/L	ALOGPS
logP	2.62	ALOGPS
logP	3.44	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	8.7	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	107.22 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	108.98 m³·mol⁻¹	ChemAxon
Polarizability	44.43 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]+	193.748	31661259
DarkChem	[M-H]-	190.242	31661259
DeepCCS	[M-2H]-	225.474	30932474
DeepCCS	[M+Na]+	200.702	30932474
AllCCS	[M+H]+	197.2	32859911
AllCCS	[M+H-H2O]+	194.9	32859911
AllCCS	[M+NH4]+	199.3	32859911
AllCCS	[M+Na]+	199.9	32859911
AllCCS	[M-H]-	197.9	32859911
AllCCS	[M+Na-2H]-	198.4	32859911
AllCCS	[M+HCOO]-	199.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Armillyl orsellinate	CC1=CC(O)=CC(O)=C1C(=O)OC1CC2(C)C3CC(C)(C)CC3C(O)C(CO)=C12	3676.6	Standard polar	33892256
Armillyl orsellinate	CC1=CC(O)=CC(O)=C1C(=O)OC1CC2(C)C3CC(C)(C)CC3C(O)C(CO)=C12	2894.0	Standard non polar	33892256
Armillyl orsellinate	CC1=CC(O)=CC(O)=C1C(=O)OC1CC2(C)C3CC(C)(C)CC3C(O)C(CO)=C12	3362.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Armillyl orsellinate,1TMS,isomer #1	CC1=CC(O[Si](C)(C)C)=CC(O)=C1C(=O)OC1CC2(C)C1=C(CO)C(O)C1CC(C)(C)CC12	3312.6	Semi standard non polar	33892256
Armillyl orsellinate,1TMS,isomer #2	CC1=CC(O)=CC(O[Si](C)(C)C)=C1C(=O)OC1CC2(C)C1=C(CO)C(O)C1CC(C)(C)CC12	3251.2	Semi standard non polar	33892256
Armillyl orsellinate,1TMS,isomer #3	CC1=CC(O)=CC(O)=C1C(=O)OC1CC2(C)C1=C(CO)C(O[Si](C)(C)C)C1CC(C)(C)CC12	3148.7	Semi standard non polar	33892256
Armillyl orsellinate,1TMS,isomer #4	CC1=CC(O)=CC(O)=C1C(=O)OC1CC2(C)C1=C(CO[Si](C)(C)C)C(O)C1CC(C)(C)CC12	3169.0	Semi standard non polar	33892256
Armillyl orsellinate,2TMS,isomer #1	CC1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1C(=O)OC1CC2(C)C1=C(CO)C(O)C1CC(C)(C)CC12	3305.0	Semi standard non polar	33892256
Armillyl orsellinate,2TMS,isomer #2	CC1=CC(O[Si](C)(C)C)=CC(O)=C1C(=O)OC1CC2(C)C1=C(CO[Si](C)(C)C)C(O)C1CC(C)(C)CC12	3201.5	Semi standard non polar	33892256
Armillyl orsellinate,2TMS,isomer #3	CC1=CC(O[Si](C)(C)C)=CC(O)=C1C(=O)OC1CC2(C)C1=C(CO)C(O[Si](C)(C)C)C1CC(C)(C)CC12	3172.4	Semi standard non polar	33892256
Armillyl orsellinate,2TMS,isomer #4	CC1=CC(O)=CC(O[Si](C)(C)C)=C1C(=O)OC1CC2(C)C1=C(CO[Si](C)(C)C)C(O)C1CC(C)(C)CC12	3167.9	Semi standard non polar	33892256
Armillyl orsellinate,2TMS,isomer #5	CC1=CC(O)=CC(O[Si](C)(C)C)=C1C(=O)OC1CC2(C)C1=C(CO)C(O[Si](C)(C)C)C1CC(C)(C)CC12	3133.1	Semi standard non polar	33892256
Armillyl orsellinate,2TMS,isomer #6	CC1=CC(O)=CC(O)=C1C(=O)OC1CC2(C)C1=C(CO[Si](C)(C)C)C(O[Si](C)(C)C)C1CC(C)(C)CC12	3103.7	Semi standard non polar	33892256
Armillyl orsellinate,3TMS,isomer #1	CC1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1C(=O)OC1CC2(C)C1=C(CO[Si](C)(C)C)C(O)C1CC(C)(C)CC12	3224.7	Semi standard non polar	33892256
Armillyl orsellinate,3TMS,isomer #2	CC1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1C(=O)OC1CC2(C)C1=C(CO)C(O[Si](C)(C)C)C1CC(C)(C)CC12	3193.7	Semi standard non polar	33892256
Armillyl orsellinate,3TMS,isomer #3	CC1=CC(O[Si](C)(C)C)=CC(O)=C1C(=O)OC1CC2(C)C1=C(CO[Si](C)(C)C)C(O[Si](C)(C)C)C1CC(C)(C)CC12	3156.7	Semi standard non polar	33892256
Armillyl orsellinate,3TMS,isomer #4	CC1=CC(O)=CC(O[Si](C)(C)C)=C1C(=O)OC1CC2(C)C1=C(CO[Si](C)(C)C)C(O[Si](C)(C)C)C1CC(C)(C)CC12	3148.1	Semi standard non polar	33892256
Armillyl orsellinate,4TMS,isomer #1	CC1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1C(=O)OC1CC2(C)C1=C(CO[Si](C)(C)C)C(O[Si](C)(C)C)C1CC(C)(C)CC12	3208.7	Semi standard non polar	33892256
Armillyl orsellinate,1TBDMS,isomer #1	CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C1C(=O)OC1CC2(C)C1=C(CO)C(O)C1CC(C)(C)CC12	3540.6	Semi standard non polar	33892256
Armillyl orsellinate,1TBDMS,isomer #2	CC1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C1C(=O)OC1CC2(C)C1=C(CO)C(O)C1CC(C)(C)CC12	3473.5	Semi standard non polar	33892256
Armillyl orsellinate,1TBDMS,isomer #3	CC1=CC(O)=CC(O)=C1C(=O)OC1CC2(C)C1=C(CO)C(O[Si](C)(C)C(C)(C)C)C1CC(C)(C)CC12	3373.6	Semi standard non polar	33892256
Armillyl orsellinate,1TBDMS,isomer #4	CC1=CC(O)=CC(O)=C1C(=O)OC1CC2(C)C1=C(CO[Si](C)(C)C(C)(C)C)C(O)C1CC(C)(C)CC12	3407.3	Semi standard non polar	33892256
Armillyl orsellinate,2TBDMS,isomer #1	CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1C(=O)OC1CC2(C)C1=C(CO)C(O)C1CC(C)(C)CC12	3747.4	Semi standard non polar	33892256
Armillyl orsellinate,2TBDMS,isomer #2	CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C1C(=O)OC1CC2(C)C1=C(CO[Si](C)(C)C(C)(C)C)C(O)C1CC(C)(C)CC12	3645.8	Semi standard non polar	33892256
Armillyl orsellinate,2TBDMS,isomer #3	CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C1C(=O)OC1CC2(C)C1=C(CO)C(O[Si](C)(C)C(C)(C)C)C1CC(C)(C)CC12	3615.8	Semi standard non polar	33892256
Armillyl orsellinate,2TBDMS,isomer #4	CC1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C1C(=O)OC1CC2(C)C1=C(CO[Si](C)(C)C(C)(C)C)C(O)C1CC(C)(C)CC12	3607.9	Semi standard non polar	33892256
Armillyl orsellinate,2TBDMS,isomer #5	CC1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C1C(=O)OC1CC2(C)C1=C(CO)C(O[Si](C)(C)C(C)(C)C)C1CC(C)(C)CC12	3573.2	Semi standard non polar	33892256
Armillyl orsellinate,2TBDMS,isomer #6	CC1=CC(O)=CC(O)=C1C(=O)OC1CC2(C)C1=C(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1CC(C)(C)CC12	3568.5	Semi standard non polar	33892256
Armillyl orsellinate,3TBDMS,isomer #1	CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1C(=O)OC1CC2(C)C1=C(CO[Si](C)(C)C(C)(C)C)C(O)C1CC(C)(C)CC12	3849.3	Semi standard non polar	33892256
Armillyl orsellinate,3TBDMS,isomer #2	CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1C(=O)OC1CC2(C)C1=C(CO)C(O[Si](C)(C)C(C)(C)C)C1CC(C)(C)CC12	3831.6	Semi standard non polar	33892256
Armillyl orsellinate,3TBDMS,isomer #3	CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C1C(=O)OC1CC2(C)C1=C(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1CC(C)(C)CC12	3793.6	Semi standard non polar	33892256
Armillyl orsellinate,3TBDMS,isomer #4	CC1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C1C(=O)OC1CC2(C)C1=C(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1CC(C)(C)CC12	3780.3	Semi standard non polar	33892256
Armillyl orsellinate,4TBDMS,isomer #1	CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1C(=O)OC1CC2(C)C1=C(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1CC(C)(C)CC12	3995.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Armillyl orsellinate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0kcj-4798000000-d5e9ecf7a9a410ae06e8	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Armillyl orsellinate GC-MS (4 TMS) - 70eV, Positive	splash10-004i-4127009000-e883dbb17139b897ddde	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Armillyl orsellinate 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 - Armillyl orsellinate 10V, Positive-QTOF	splash10-0f79-0239300000-4c544e4b5da8ce2e1ac5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillyl orsellinate 20V, Positive-QTOF	splash10-0gbi-0569000000-84622c6ad7fc58851a4e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillyl orsellinate 40V, Positive-QTOF	splash10-0ue9-3941000000-deb06765b6fddd200976	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillyl orsellinate 10V, Negative-QTOF	splash10-0udi-0325900000-d0f8efa5e659e2352824	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillyl orsellinate 20V, Negative-QTOF	splash10-0fl0-0629200000-26025214286c1f00cf4b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillyl orsellinate 40V, Negative-QTOF	splash10-00di-2940000000-44b431dc0761f34e619f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillyl orsellinate 10V, Negative-QTOF	splash10-0udi-0300900000-97258c213203bdb86e1c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillyl orsellinate 20V, Negative-QTOF	splash10-0fl0-1951200000-f18134e4f9d6933e6e3a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillyl orsellinate 40V, Negative-QTOF	splash10-00yl-9572000000-ae73748d48e960f3e6df	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillyl orsellinate 10V, Positive-QTOF	splash10-0udi-0142900000-d243d55acec8bf1baae2	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillyl orsellinate 20V, Positive-QTOF	splash10-0udr-2459300000-9a0fba87b46ad8ccc072	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillyl orsellinate 40V, Positive-QTOF	splash10-0zgi-4914000000-9cc0127c3948faf06168	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

FDB014517

KNApSAcK ID

C00021470

Chemspider ID

35014017

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14707323

PDB ID

Not Available

ChEBI ID

175217

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1851521

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Armillyl orsellinate (HMDB0035774)

MOL for HMDB0035774 (Armillyl orsellinate)

3D MOL for HMDB0035774 (Armillyl orsellinate)

3D SDF for HMDB0035774 (Armillyl orsellinate)

3D-SDF for HMDB0035774 (Armillyl orsellinate)

PDB for HMDB0035774 (Armillyl orsellinate)

3D PDB for HMDB0035774 (Armillyl orsellinate)

SMILES for HMDB0035774 (Armillyl orsellinate)

INCHI for HMDB0035774 (Armillyl orsellinate)

Structure for HMDB0035774 (Armillyl orsellinate)

3D Structure for HMDB0035774 (Armillyl orsellinate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra