Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:44:46 UTC

Update Date

2022-03-07 02:53:04 UTC

HMDB ID

HMDB0031673

Secondary Accession Numbers

HMDB31673

Metabolite Identification

Common Name

Armillarilin

Description

Armillarilin 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 Armillarilin.

Structure

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


  Mrv0541 05061306042D          

 31 34  0  0  0  0            999 V2000
   -1.2154   -1.0878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8336   -0.6902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3497    0.2859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6532   -0.5058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8712    0.2519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2626   -0.1156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9444    1.2774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1815    1.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8090   -0.2789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7115   -0.1562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9182    2.4092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4330    0.9012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4584   -0.2994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3570    1.7105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5056    0.6728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1401    1.0937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2346    0.3132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2727    0.5424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8971    0.3053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0928    0.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5497    0.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4102    0.2826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6202    1.0426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9714    0.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0938    2.3785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5788    1.6983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1502   -0.6669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0800    1.7276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3667    1.5425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3099    0.8565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4685    0.7262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 13  1  1  0  0  0  0
 13  6  2  0  0  0  0
 14  8  2  0  0  0  0
 14 11  1  0  0  0  0
 15  6  1  0  0  0  0
 15  7  2  0  0  0  0
 16  7  1  0  0  0  0
 17  9  1  0  0  0  0
 18 10  1  0  0  0  0
 19 13  1  0  0  0  0
 19 16  2  0  0  0  0
 20 19  1  0  0  0  0
 21  2  1  0  0  0  0
 21  3  1  0  0  0  0
 21  9  1  0  0  0  0
 21 12  1  0  0  0  0
 22  4  1  0  0  0  0
 22 10  1  0  0  0  0
 22 17  1  0  0  0  0
 23  8  1  0  0  0  0
 23 12  1  0  0  0  0
 23 17  1  0  0  0  0
 24 14  1  0  0  0  0
 24 18  1  0  0  0  0
 24 22  1  0  0  0  0
 25 11  2  0  0  0  0
 26 16  1  0  0  0  0
 27 20  2  0  0  0  0
 28 23  1  0  0  0  0
 29 24  1  0  0  0  0
 30  5  1  0  0  0  0
 30 15  1  0  0  0  0
 31 18  1  0  0  0  0
 31 20  1  0  0  0  0
M  END

HMDB0031673
     RDKit          3D
Armillarilin
 61 64  0  0  0  0  0  0  0  0999 V2000
    7.1825   -0.3452    2.8040 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1894   -0.0442    1.4346 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9852    0.0175    0.7127 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0017    0.3135   -0.6305 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8251    0.3751   -1.3426 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8504    0.6948   -2.7907 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6232    0.1370   -0.6976 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4075    0.2068   -1.4777 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3684    0.4702   -2.6909 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1935   -0.0378   -0.8270 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0081    0.0234   -1.5426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9684    1.0414   -0.9231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0498    0.0754   -1.3566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4805    0.4084   -2.7703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2269   -0.0093   -0.4489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5315    1.3332    0.1858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3883    0.9352    1.3604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7152    0.4687    0.8607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5335    2.0840    2.3306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5402   -0.1824    1.9437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1679   -0.9575    0.6636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1989   -1.9172    0.4939 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9468   -1.7267    0.8622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9797   -1.7520   -0.0555 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2161   -2.5572    0.2244 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1282   -2.6107   -0.6187 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0549   -1.0162   -1.3094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0639   -1.8817   -2.4167 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6309   -0.1574    0.6478 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3873   -0.3876    1.2448 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7985   -0.2199    1.3604 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2272   -0.5152    3.1400 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7824    0.4882    3.4338 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6036   -1.2825    2.9571 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9491    0.4970   -1.1202 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3428    1.6670   -3.0210 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9158    0.8687   -3.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4982   -0.1351   -3.4243 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1742    0.2640   -2.6228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9612    2.0055   -1.4353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7644    1.0654    0.1714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6728    0.8422   -3.3743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9632   -0.4662   -3.2186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2720    1.1935   -2.6728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1524   -0.2239   -1.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6038    1.8062    0.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0752    1.9936   -0.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5018    1.1539    1.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8059    0.6268   -0.2494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9838   -0.5596    1.1286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6595    3.0056    1.6960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6235    2.1435    2.9315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4645    1.9406    2.8970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6172    0.2382    2.3393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0911   -0.8160    2.6506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0350   -2.7068    1.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7620   -2.3176    1.7676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3295   -3.1098    1.1486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8925   -1.3903   -3.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3873   -0.6041    2.2324 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7421   -0.4548    2.4106 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 24 27  1  0
 27 28  1  0
  7 29  1  0
 29 30  1  0
 29 31  2  0
 31  3  1  0
 27 11  1  0
 27 13  1  0
 21 15  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  6 36  1  0
  6 37  1  0
  6 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 14 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 18 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 19 53  1  0
 20 54  1  0
 20 55  1  0
 22 56  1  0
 23 57  1  0
 25 58  1  0
 28 59  1  0
 30 60  1  0
 31 61  1  0
M  END


  Mrv0541 05061306042D          

 31 34  0  0  0  0            999 V2000
   -1.2154   -1.0878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8336   -0.6902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3497    0.2859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6532   -0.5058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8712    0.2519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2626   -0.1156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9444    1.2774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1815    1.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8090   -0.2789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7115   -0.1562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9182    2.4092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4330    0.9012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4584   -0.2994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3570    1.7105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5056    0.6728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1401    1.0937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2346    0.3132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2727    0.5424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8971    0.3053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0928    0.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5497    0.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4102    0.2826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6202    1.0426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9714    0.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0938    2.3785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5788    1.6983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1502   -0.6669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0800    1.7276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3667    1.5425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3099    0.8565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4685    0.7262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 13  1  1  0  0  0  0
 13  6  2  0  0  0  0
 14  8  2  0  0  0  0
 14 11  1  0  0  0  0
 15  6  1  0  0  0  0
 15  7  2  0  0  0  0
 16  7  1  0  0  0  0
 17  9  1  0  0  0  0
 18 10  1  0  0  0  0
 19 13  1  0  0  0  0
 19 16  2  0  0  0  0
 20 19  1  0  0  0  0
 21  2  1  0  0  0  0
 21  3  1  0  0  0  0
 21  9  1  0  0  0  0
 21 12  1  0  0  0  0
 22  4  1  0  0  0  0
 22 10  1  0  0  0  0
 22 17  1  0  0  0  0
 23  8  1  0  0  0  0
 23 12  1  0  0  0  0
 23 17  1  0  0  0  0
 24 14  1  0  0  0  0
 24 18  1  0  0  0  0
 24 22  1  0  0  0  0
 25 11  2  0  0  0  0
 26 16  1  0  0  0  0
 27 20  2  0  0  0  0
 28 23  1  0  0  0  0
 29 24  1  0  0  0  0
 30  5  1  0  0  0  0
 30 15  1  0  0  0  0
 31 18  1  0  0  0  0
 31 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031673

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(O)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4(O)C=C(C=O)C23O)C(C)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C24H30O7/c1-13-6-15(30-5)7-16(26)19(13)20(27)31-18-10-22(4)17-9-21(2,3)12-23(17,28)8-14(11-25)24(18,22)29/h6-8,11,17-18,26,28-29H,9-10,12H2,1-5H3

> <INCHI_KEY>
JGQMXVRWAOSIBE-UHFFFAOYSA-N

> <FORMULA>
C24H30O7

> <MOLECULAR_WEIGHT>
430.4908

> <EXACT_MASS>
430.199153314

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
45.82823987331061

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.44

> <JCHEM_LOGP>
3.1720772366666665

> <ALOGPS_LOGS>
-3.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.759756145776539

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.762738630088968

> <JCHEM_PKA_STRONGEST_BASIC>
-3.20836145938394

> <JCHEM_POLAR_SURFACE_AREA>
113.29

> <JCHEM_REFRACTIVITY>
113.98019999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.08e-02 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031673
     RDKit          3D
Armillarilin
 61 64  0  0  0  0  0  0  0  0999 V2000
    7.1825   -0.3452    2.8040 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1894   -0.0442    1.4346 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9852    0.0175    0.7127 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0017    0.3135   -0.6305 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8251    0.3751   -1.3426 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8504    0.6948   -2.7907 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6232    0.1370   -0.6976 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4075    0.2068   -1.4777 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3684    0.4702   -2.6909 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1935   -0.0378   -0.8270 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0081    0.0234   -1.5426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9684    1.0414   -0.9231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0498    0.0754   -1.3566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4805    0.4084   -2.7703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2269   -0.0093   -0.4489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5315    1.3332    0.1858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3883    0.9352    1.3604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7152    0.4687    0.8607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5335    2.0840    2.3306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5402   -0.1824    1.9437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1679   -0.9575    0.6636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1989   -1.9172    0.4939 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9468   -1.7267    0.8622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9797   -1.7520   -0.0555 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2161   -2.5572    0.2244 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1282   -2.6107   -0.6187 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0549   -1.0162   -1.3094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0639   -1.8817   -2.4167 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6309   -0.1574    0.6478 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3873   -0.3876    1.2448 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7985   -0.2199    1.3604 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2272   -0.5152    3.1400 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7824    0.4882    3.4338 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6036   -1.2825    2.9571 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9491    0.4970   -1.1202 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3428    1.6670   -3.0210 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9158    0.8687   -3.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4982   -0.1351   -3.4243 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1742    0.2640   -2.6228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9612    2.0055   -1.4353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7644    1.0654    0.1714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6728    0.8422   -3.3743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9632   -0.4662   -3.2186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2720    1.1935   -2.6728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1524   -0.2239   -1.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6038    1.8062    0.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0752    1.9936   -0.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5018    1.1539    1.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8059    0.6268   -0.2494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9838   -0.5596    1.1286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6595    3.0056    1.6960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6235    2.1435    2.9315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4645    1.9406    2.8970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6172    0.2382    2.3393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0911   -0.8160    2.6506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0350   -2.7068    1.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7620   -2.3176    1.7676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3295   -3.1098    1.1486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8925   -1.3903   -3.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3873   -0.6041    2.2324 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7421   -0.4548    2.4106 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 24 27  1  0
 27 28  1  0
  7 29  1  0
 29 30  1  0
 29 31  2  0
 31  3  1  0
 27 11  1  0
 27 13  1  0
 21 15  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  6 36  1  0
  6 37  1  0
  6 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 14 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 18 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 19 53  1  0
 20 54  1  0
 20 55  1  0
 22 56  1  0
 23 57  1  0
 25 58  1  0
 28 59  1  0
 30 60  1  0
 31 61  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      -2.269  -2.031   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.023  -1.288   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.986   0.534   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.953  -0.944   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.226   0.470   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.224  -0.216   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.630   2.384   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.939   3.250   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.110  -0.521   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.195  -0.292   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.581   4.497   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.275   1.682   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.722  -0.559   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.400   3.193   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.677   1.256   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.128   2.042   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.038   0.585   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.376   1.012   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.675   0.570   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.173   0.227   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.493   0.158   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.499   0.528   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.758   1.946   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.680   1.832   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.042   4.440   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -1.080   3.170   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       0.280  -1.245   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       7.616   3.225   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       2.551   2.879   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -6.178   1.599   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       0.875   1.356   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   21                                                            
CONECT    3   21                                                            
CONECT    4   22                                                            
CONECT    5   30                                                            
CONECT    6   13   15                                                       
CONECT    7   15   16                                                       
CONECT    8   14   23                                                       
CONECT    9   17   21                                                       
CONECT   10   18   22                                                       
CONECT   11   14   25                                                       
CONECT   12   21   23                                                       
CONECT   13    1    6   19                                                  
CONECT   14    8   11   24                                                  
CONECT   15    6    7   30                                                  
CONECT   16    7   19   26                                                  
CONECT   17    9   22   23                                                  
CONECT   18   10   24   31                                                  
CONECT   19   13   16   20                                                  
CONECT   20   19   27   31                                                  
CONECT   21    2    3    9   12                                             
CONECT   22    4   10   17   24                                             
CONECT   23    8   12   17   28                                             
CONECT   24   14   18   22   29                                             
CONECT   25   11                                                            
CONECT   26   16                                                            
CONECT   27   20                                                            
CONECT   28   23                                                            
CONECT   29   24                                                            
CONECT   30    5   15                                                       
CONECT   31   18   20                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

COMPND    HMDB0031673
HETATM    1  C1  UNL     1       7.183  -0.345   2.804  1.00  0.00           C  
HETATM    2  O1  UNL     1       7.189  -0.044   1.435  1.00  0.00           O  
HETATM    3  C2  UNL     1       5.985   0.017   0.713  1.00  0.00           C  
HETATM    4  C3  UNL     1       6.002   0.313  -0.630  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.825   0.375  -1.343  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.850   0.695  -2.791  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.623   0.137  -0.698  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.407   0.207  -1.478  1.00  0.00           C  
HETATM    9  O2  UNL     1       2.368   0.470  -2.691  1.00  0.00           O  
HETATM   10  O3  UNL     1       1.193  -0.038  -0.827  1.00  0.00           O  
HETATM   11  C8  UNL     1       0.008   0.023  -1.543  1.00  0.00           C  
HETATM   12  C9  UNL     1      -0.968   1.041  -0.923  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.050   0.075  -1.357  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.481   0.408  -2.770  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.227  -0.009  -0.449  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.531   1.333   0.186  1.00  0.00           C  
HETATM   17  C14 UNL     1      -4.388   0.935   1.360  1.00  0.00           C  
HETATM   18  C15 UNL     1      -5.715   0.469   0.861  1.00  0.00           C  
HETATM   19  C16 UNL     1      -4.533   2.084   2.331  1.00  0.00           C  
HETATM   20  C17 UNL     1      -3.540  -0.182   1.944  1.00  0.00           C  
HETATM   21  C18 UNL     1      -3.168  -0.957   0.664  1.00  0.00           C  
HETATM   22  O4  UNL     1      -4.199  -1.917   0.494  1.00  0.00           O  
HETATM   23  C19 UNL     1      -1.947  -1.727   0.862  1.00  0.00           C  
HETATM   24  C20 UNL     1      -0.980  -1.752  -0.056  1.00  0.00           C  
HETATM   25  C21 UNL     1       0.216  -2.557   0.224  1.00  0.00           C  
HETATM   26  O5  UNL     1       1.128  -2.611  -0.619  1.00  0.00           O  
HETATM   27  C22 UNL     1      -1.055  -1.016  -1.309  1.00  0.00           C  
HETATM   28  O6  UNL     1      -1.064  -1.882  -2.417  1.00  0.00           O  
HETATM   29  C23 UNL     1       3.631  -0.157   0.648  1.00  0.00           C  
HETATM   30  O7  UNL     1       2.387  -0.388   1.245  1.00  0.00           O  
HETATM   31  C24 UNL     1       4.798  -0.220   1.360  1.00  0.00           C  
HETATM   32  H1  UNL     1       8.227  -0.515   3.140  1.00  0.00           H  
HETATM   33  H2  UNL     1       6.782   0.488   3.434  1.00  0.00           H  
HETATM   34  H3  UNL     1       6.604  -1.282   2.957  1.00  0.00           H  
HETATM   35  H4  UNL     1       6.949   0.497  -1.120  1.00  0.00           H  
HETATM   36  H5  UNL     1       4.343   1.667  -3.021  1.00  0.00           H  
HETATM   37  H6  UNL     1       5.916   0.869  -3.107  1.00  0.00           H  
HETATM   38  H7  UNL     1       4.498  -0.135  -3.424  1.00  0.00           H  
HETATM   39  H8  UNL     1       0.174   0.264  -2.623  1.00  0.00           H  
HETATM   40  H9  UNL     1      -0.961   2.006  -1.435  1.00  0.00           H  
HETATM   41  H10 UNL     1      -0.764   1.065   0.171  1.00  0.00           H  
HETATM   42  H11 UNL     1      -1.673   0.842  -3.374  1.00  0.00           H  
HETATM   43  H12 UNL     1      -2.963  -0.466  -3.219  1.00  0.00           H  
HETATM   44  H13 UNL     1      -3.272   1.194  -2.673  1.00  0.00           H  
HETATM   45  H14 UNL     1      -4.152  -0.224  -1.073  1.00  0.00           H  
HETATM   46  H15 UNL     1      -2.604   1.806   0.571  1.00  0.00           H  
HETATM   47  H16 UNL     1      -4.075   1.994  -0.522  1.00  0.00           H  
HETATM   48  H17 UNL     1      -6.502   1.154   1.285  1.00  0.00           H  
HETATM   49  H18 UNL     1      -5.806   0.627  -0.249  1.00  0.00           H  
HETATM   50  H19 UNL     1      -5.984  -0.560   1.129  1.00  0.00           H  
HETATM   51  H20 UNL     1      -4.659   3.006   1.696  1.00  0.00           H  
HETATM   52  H21 UNL     1      -3.624   2.144   2.932  1.00  0.00           H  
HETATM   53  H22 UNL     1      -5.464   1.941   2.897  1.00  0.00           H  
HETATM   54  H23 UNL     1      -2.617   0.238   2.339  1.00  0.00           H  
HETATM   55  H24 UNL     1      -4.091  -0.816   2.651  1.00  0.00           H  
HETATM   56  H25 UNL     1      -4.035  -2.707   1.097  1.00  0.00           H  
HETATM   57  H26 UNL     1      -1.762  -2.318   1.768  1.00  0.00           H  
HETATM   58  H27 UNL     1       0.329  -3.110   1.149  1.00  0.00           H  
HETATM   59  H28 UNL     1      -0.892  -1.390  -3.249  1.00  0.00           H  
HETATM   60  H29 UNL     1       2.387  -0.604   2.232  1.00  0.00           H  
HETATM   61  H30 UNL     1       4.742  -0.455   2.411  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3
CONECT    3    4    4   31
CONECT    4    5   35
CONECT    5    6    7    7
CONECT    6   36   37   38
CONECT    7    8   29
CONECT    8    9    9   10
CONECT   10   11
CONECT   11   12   27   39
CONECT   12   13   40   41
CONECT   13   14   15   27
CONECT   14   42   43   44
CONECT   15   16   21   45
CONECT   16   17   46   47
CONECT   17   18   19   20
CONECT   18   48   49   50
CONECT   19   51   52   53
CONECT   20   21   54   55
CONECT   21   22   23
CONECT   22   56
CONECT   23   24   24   57
CONECT   24   25   27
CONECT   25   26   26   58
CONECT   27   28
CONECT   28   59
CONECT   29   30   31   31
CONECT   30   60
CONECT   31   61
END

HMDB0031673
     RDKit          3D
Armillarilin
 61 64  0  0  0  0  0  0  0  0999 V2000
    7.1825   -0.3452    2.8040 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1894   -0.0442    1.4346 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9852    0.0175    0.7127 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0017    0.3135   -0.6305 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8251    0.3751   -1.3426 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8504    0.6948   -2.7907 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6232    0.1370   -0.6976 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4075    0.2068   -1.4777 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3684    0.4702   -2.6909 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1935   -0.0378   -0.8270 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0081    0.0234   -1.5426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9684    1.0414   -0.9231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0498    0.0754   -1.3566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4805    0.4084   -2.7703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2269   -0.0093   -0.4489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5315    1.3332    0.1858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3883    0.9352    1.3604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7152    0.4687    0.8607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5335    2.0840    2.3306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5402   -0.1824    1.9437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1679   -0.9575    0.6636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1989   -1.9172    0.4939 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9468   -1.7267    0.8622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9797   -1.7520   -0.0555 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2161   -2.5572    0.2244 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1282   -2.6107   -0.6187 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0549   -1.0162   -1.3094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0639   -1.8817   -2.4167 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6309   -0.1574    0.6478 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3873   -0.3876    1.2448 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7985   -0.2199    1.3604 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2272   -0.5152    3.1400 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7824    0.4882    3.4338 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6036   -1.2825    2.9571 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9491    0.4970   -1.1202 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3428    1.6670   -3.0210 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9158    0.8687   -3.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4982   -0.1351   -3.4243 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1742    0.2640   -2.6228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9612    2.0055   -1.4353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7644    1.0654    0.1714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6728    0.8422   -3.3743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9632   -0.4662   -3.2186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2720    1.1935   -2.6728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1524   -0.2239   -1.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6038    1.8062    0.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0752    1.9936   -0.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5018    1.1539    1.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8059    0.6268   -0.2494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9838   -0.5596    1.1286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6595    3.0056    1.6960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6235    2.1435    2.9315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4645    1.9406    2.8970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6172    0.2382    2.3393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0911   -0.8160    2.6506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0350   -2.7068    1.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7620   -2.3176    1.7676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3295   -3.1098    1.1486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8925   -1.3903   -3.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3873   -0.6041    2.2324 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7421   -0.4548    2.4106 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 24 27  1  0
 27 28  1  0
  7 29  1  0
 29 30  1  0
 29 31  2  0
 31  3  1  0
 27 11  1  0
 27 13  1  0
 21 15  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  6 36  1  0
  6 37  1  0
  6 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 14 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 18 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 19 53  1  0
 20 54  1  0
 20 55  1  0
 22 56  1  0
 23 57  1  0
 25 58  1  0
 28 59  1  0
 30 60  1  0
 31 61  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Formyl-2a,4a-dihydroxy-6,6,7b-trimethyl-1H,2H,2ah,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl 2-hydroxy-4-methoxy-6-methylbenzoic acid	HMDB
Armillarilin	MeSH

Chemical Formula

C₂₄H₃₀O₇

Average Molecular Weight

430.4908

Monoisotopic Molecular Weight

430.199153314

IUPAC Name

3-formyl-2a,4a-dihydroxy-6,6,7b-trimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-2-yl 2-hydroxy-4-methoxy-6-methylbenzoate

Traditional Name

3-formyl-2a,4a-dihydroxy-6,6,7b-trimethyl-1H,2H,5H,7H,7aH-cyclobuta[e]inden-2-yl 2-hydroxy-4-methoxy-6-methylbenzoate

CAS Registry Number

127500-59-8

SMILES

COC1=CC(O)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4(O)C=C(C=O)C23O)C(C)=C1

InChI Identifier

InChI=1S/C24H30O7/c1-13-6-15(30-5)7-16(26)19(13)20(27)31-18-10-22(4)17-9-21(2,3)12-23(17,28)8-14(11-25)24(18,22)29/h6-8,11,17-18,26,28-29H,9-10,12H2,1-5H3

InChI Key

JGQMXVRWAOSIBE-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
O-hydroxybenzoic acid ester
P-methoxybenzoic acid or derivatives
Methoxyphenol
Benzoate ester
Salicylic acid or derivatives
Benzoic acid or derivatives
Anisole
Methoxybenzene
Benzoyl
Phenoxy compound
M-cresol
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Toluene
1-hydroxy-4-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Tertiary alcohol
Vinylogous acid
Cyclic alcohol
Carboxylic acid ester
Cyclobutanol
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aldehyde
Carbonyl group
Organic oxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0031673)

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031673)

Source

Endogenous

Endogenous (HMDB: HMDB0031673)

Plant

Plant (HMDB: HMDB0031673)

Animal

Animal (HMDB: HMDB0031673)

Exogenous

Food

Food (HMDB: HMDB0031673)

Vegetable

Mushroom

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0031673)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0031673)

Cellular process

Cell signaling (HMDB: HMDB0031673)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0031673)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0031673)

Nutrient

Nutrient (HMDB: HMDB0031673)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0031673)

Emulsifier (HMDB: HMDB0031673)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	179 - 180 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	5.87 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	0.051 g/L	ALOGPS
logP	2.44	ALOGPS
logP	3.17	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	9.76	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	113.29 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	113.98 m³·mol⁻¹	ChemAxon
Polarizability	45.83 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]+	199.486	31661259
DarkChem	[M-H]-	198.72	31661259
DeepCCS	[M-2H]-	239.321	30932474
DeepCCS	[M+Na]+	214.846	30932474
AllCCS	[M+H]+	202.8	32859911
AllCCS	[M+H-H2O]+	200.7	32859911
AllCCS	[M+NH4]+	204.7	32859911
AllCCS	[M+Na]+	205.2	32859911
AllCCS	[M-H]-	203.7	32859911
AllCCS	[M+Na-2H]-	204.4	32859911
AllCCS	[M+HCOO]-	205.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Armillarilin	COC1=CC(O)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4(O)C=C(C=O)C23O)C(C)=C1	4489.4	Standard polar	33892256
Armillarilin	COC1=CC(O)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4(O)C=C(C=O)C23O)C(C)=C1	3080.6	Standard non polar	33892256
Armillarilin	COC1=CC(O)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4(O)C=C(C=O)C23O)C(C)=C1	3171.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Armillarilin,1TMS,isomer #1	COC1=CC(C)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4(O)C=C(C=O)C23O)C(O[Si](C)(C)C)=C1	3383.9	Semi standard non polar	33892256
Armillarilin,1TMS,isomer #2	COC1=CC(C)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4(O[Si](C)(C)C)C=C(C=O)C23O)C(O)=C1	3372.7	Semi standard non polar	33892256
Armillarilin,1TMS,isomer #3	COC1=CC(C)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4(O)C=C(C=O)C23O[Si](C)(C)C)C(O)=C1	3381.4	Semi standard non polar	33892256
Armillarilin,2TMS,isomer #1	COC1=CC(C)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4(O[Si](C)(C)C)C=C(C=O)C23O)C(O[Si](C)(C)C)=C1	3303.3	Semi standard non polar	33892256
Armillarilin,2TMS,isomer #2	COC1=CC(C)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4(O)C=C(C=O)C23O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	3307.9	Semi standard non polar	33892256
Armillarilin,2TMS,isomer #3	COC1=CC(C)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4(O[Si](C)(C)C)C=C(C=O)C23O[Si](C)(C)C)C(O)=C1	3291.6	Semi standard non polar	33892256
Armillarilin,3TMS,isomer #1	COC1=CC(C)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4(O[Si](C)(C)C)C=C(C=O)C23O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	3290.6	Semi standard non polar	33892256
Armillarilin,1TBDMS,isomer #1	COC1=CC(C)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4(O)C=C(C=O)C23O)C(O[Si](C)(C)C(C)(C)C)=C1	3608.4	Semi standard non polar	33892256
Armillarilin,1TBDMS,isomer #2	COC1=CC(C)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4(O[Si](C)(C)C(C)(C)C)C=C(C=O)C23O)C(O)=C1	3612.1	Semi standard non polar	33892256
Armillarilin,1TBDMS,isomer #3	COC1=CC(C)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4(O)C=C(C=O)C23O[Si](C)(C)C(C)(C)C)C(O)=C1	3629.2	Semi standard non polar	33892256
Armillarilin,2TBDMS,isomer #1	COC1=CC(C)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4(O[Si](C)(C)C(C)(C)C)C=C(C=O)C23O)C(O[Si](C)(C)C(C)(C)C)=C1	3717.3	Semi standard non polar	33892256
Armillarilin,2TBDMS,isomer #2	COC1=CC(C)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4(O)C=C(C=O)C23O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1	3732.3	Semi standard non polar	33892256
Armillarilin,2TBDMS,isomer #3	COC1=CC(C)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4(O[Si](C)(C)C(C)(C)C)C=C(C=O)C23O[Si](C)(C)C(C)(C)C)C(O)=C1	3736.3	Semi standard non polar	33892256
Armillarilin,3TBDMS,isomer #1	COC1=CC(C)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4(O[Si](C)(C)C(C)(C)C)C=C(C=O)C23O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1	3874.1	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 - Armillarilin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0829-4960100000-e8d249c5659460ac93ff	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Armillarilin GC-MS (3 TMS) - 70eV, Positive	splash10-0159-4019012000-fec86ad6038d110e763c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Armillarilin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Armillarilin 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 - Armillarilin 10V, Positive-QTOF	splash10-03e9-0231900000-7a6f0aafd7720cea10d0	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillarilin 20V, Positive-QTOF	splash10-02u1-0952400000-02eeb0ad6ee918550fb5	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillarilin 40V, Positive-QTOF	splash10-015a-2940000000-b6c9490f1530629bb72a	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillarilin 10V, Negative-QTOF	splash10-004i-0310900000-267a8523e2d6408a0541	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillarilin 20V, Negative-QTOF	splash10-01ri-0950700000-b8d13df7b0c5c47e8cfa	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillarilin 40V, Negative-QTOF	splash10-000j-2920000000-28fbd0f1c012668232a1	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillarilin 10V, Positive-QTOF	splash10-001i-0481900000-5b0184cf1813a3f90b2f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillarilin 20V, Positive-QTOF	splash10-00ns-6962300000-dfe0ebd003ed7a8dff23	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillarilin 40V, Positive-QTOF	splash10-014r-4900000000-df8ea287d9e9adbd92c8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillarilin 10V, Negative-QTOF	splash10-004i-0000900000-e6ba85df9034d8cec1cc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillarilin 20V, Negative-QTOF	splash10-003i-0976600000-b3a07eb526856680075f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillarilin 40V, Negative-QTOF	splash10-0564-4329100000-46f9167dbde4f2ac183b	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB008333

KNApSAcK ID

C00054381

Chemspider ID

19994087

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21126389

PDB ID

Not Available

ChEBI ID

175487

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1827391

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 Armillarilin (HMDB0031673)

MOL for HMDB0031673 (Armillarilin)

3D MOL for HMDB0031673 (Armillarilin)

3D SDF for HMDB0031673 (Armillarilin)

3D-SDF for HMDB0031673 (Armillarilin)

PDB for HMDB0031673 (Armillarilin)

3D PDB for HMDB0031673 (Armillarilin)

SMILES for HMDB0031673 (Armillarilin)

INCHI for HMDB0031673 (Armillarilin)

Structure for HMDB0031673 (Armillarilin)

3D Structure for HMDB0031673 (Armillarilin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra