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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:36:36 UTC

Update Date

2022-03-07 02:52:32 UTC

HMDB ID

HMDB0030404

Secondary Accession Numbers

HMDB30404

Metabolite Identification

Common Name

Armillaripin

Description

Armillaripin 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 Armillaripin.

Structure

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

  Mrv0541 05061305122D          

 30 33  0  0  0  0            999 V2000
    5.2180    3.0232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8310    2.6256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3471    1.6496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3495    2.4413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8739    1.6836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2653    2.0511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9470    0.6580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8212    0.1942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2912    2.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1936    2.2143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0844   -0.4737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4304    1.0343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4610    2.2348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6456    0.2249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5083    1.2627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1428    0.8418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7299    1.3930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7681    1.6222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8998    1.6302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0313    0.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0955    1.8139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5470    1.8510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5925    1.6529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3824    0.8929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9089   -0.4430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5815    0.2371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8525    2.6023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0773    0.2079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3126    1.0789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5342    1.2093    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 14  1  0  0  0  0
 20 17  1  0  0  0  0
 21 19  1  0  0  0  0
 22  2  1  0  0  0  0
 22  3  1  0  0  0  0
 22 10  1  0  0  0  0
 22 12  1  0  0  0  0
 23  4  1  0  0  0  0
 23  9  1  0  0  0  0
 23 18  1  0  0  0  0
 23 20  1  0  0  0  0
 24  8  1  0  0  0  0
 24 12  1  0  0  0  0
 24 18  1  0  0  0  0
 25 11  2  0  0  0  0
 26 16  1  0  0  0  0
 27 21  2  0  0  0  0
 28 24  1  0  0  0  0
 29  5  1  0  0  0  0
 29 15  1  0  0  0  0
 30 17  1  0  0  0  0
 30 21  1  0  0  0  0
M  END

HMDB0030404
     RDKit          3D
Armillaripin
 60 63  0  0  0  0  0  0  0  0999 V2000
    8.3920   -1.0370    0.5278 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9100   -0.4436   -0.6688 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5340   -0.2694   -0.8477 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6194   -0.6489    0.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2651   -0.4729   -0.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3325   -0.9064    0.9565 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8189    0.1101   -1.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3993    0.3010   -1.4845 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9029    0.8108   -2.4999 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5105   -0.1017   -0.5030 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1307    0.0784   -0.6932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7118   -1.1203   -0.4055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5006   -0.3167    0.5961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4956   -1.0039    1.9387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5414    0.7951    0.4556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0983    2.0949    0.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1498    3.0848   -0.4847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5082    4.2200   -0.8831 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4043    2.3987    0.0579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3236    1.3944    0.5619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4504    1.3827    1.9453 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6963    1.4228   -0.0310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1934    0.0168    0.2418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0644    0.0623    1.4685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9461   -0.5492   -0.9407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9584   -0.8372    0.4563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8398    0.0345    0.0404 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7376    0.4959   -2.2268 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4052    1.0797   -3.4239 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0974    0.2970   -1.9929 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4874   -1.2220    0.4075 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2958   -0.3539    1.4036 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8258   -1.9602    0.7013 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9805   -1.1058    1.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8135   -0.0277    1.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6290   -1.6937    0.6731 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9317   -1.3074    1.8128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1015    0.5574   -1.6759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3157   -1.4990   -1.2622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957   -1.9316    0.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8076   -0.3375    2.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4385   -1.2922    2.1583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0697   -1.9293    1.8856 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1168    0.9014    1.3420 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8924    2.8397   -0.5165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7137    3.3846   -0.2889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9064    2.1096    2.3404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3538    2.1879    0.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5966    1.5578   -1.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5422   -0.4088    2.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2846    1.1113    1.8006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0670   -0.4045    1.3025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3909   -0.4019   -1.8728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9760   -0.1610   -0.9486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0216   -1.6613   -0.7731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9332   -1.0985    1.5323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0185   -1.7828   -0.1566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8204    0.1225   -1.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5197    1.2886   -3.7456 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7877    0.6094   -2.7546 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  2  0
 16 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
 26 27  1  0
  7 28  1  0
 28 29  1  0
 28 30  2  0
 30  3  1  0
 15 11  1  0
 27 20  1  0
 27 13  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  6 35  1  0
  6 36  1  0
  6 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 14 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 17 45  1  0
 19 46  1  0
 21 47  1  0
 22 48  1  0
 22 49  1  0
 24 50  1  0
 24 51  1  0
 24 52  1  0
 25 53  1  0
 25 54  1  0
 25 55  1  0
 26 56  1  0
 26 57  1  0
 27 58  1  0
 29 59  1  0
 30 60  1  0
M  END

  Mrv0541 05061305122D          

 30 33  0  0  0  0            999 V2000
    5.2180    3.0232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8310    2.6256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3471    1.6496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3495    2.4413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8739    1.6836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2653    2.0511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9470    0.6580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8212    0.1942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2912    2.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1936    2.2143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0844   -0.4737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4304    1.0343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4610    2.2348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6456    0.2249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5083    1.2627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1428    0.8418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7299    1.3930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7681    1.6222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8998    1.6302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0313    0.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0955    1.8139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5470    1.8510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5925    1.6529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3824    0.8929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9089   -0.4430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5815    0.2371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8525    2.6023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0773    0.2079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3126    1.0789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5342    1.2093    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 14  1  0  0  0  0
 20 17  1  0  0  0  0
 21 19  1  0  0  0  0
 22  2  1  0  0  0  0
 22  3  1  0  0  0  0
 22 10  1  0  0  0  0
 22 12  1  0  0  0  0
 23  4  1  0  0  0  0
 23  9  1  0  0  0  0
 23 18  1  0  0  0  0
 23 20  1  0  0  0  0
 24  8  1  0  0  0  0
 24 12  1  0  0  0  0
 24 18  1  0  0  0  0
 25 11  2  0  0  0  0
 26 16  1  0  0  0  0
 27 21  2  0  0  0  0
 28 24  1  0  0  0  0
 29  5  1  0  0  0  0
 29 15  1  0  0  0  0
 30 17  1  0  0  0  0
 30 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030404

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(O)=C(C(=O)OC2CC3(C)C2C(C=O)=CC2(O)CC(C)(C)CC32)C(C)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C24H30O6/c1-13-6-15(29-5)7-16(26)19(13)21(27)30-17-9-23(4)18-10-22(2,3)12-24(18,28)8-14(11-25)20(17)23/h6-8,11,17-18,20,26,28H,9-10,12H2,1-5H3

> <INCHI_KEY>
BGKXQRPQNIXIMH-UHFFFAOYSA-N

> <FORMULA>
C24H30O6

> <MOLECULAR_WEIGHT>
414.4914

> <EXACT_MASS>
414.204238692

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
45.13736554043386

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-formyl-4a-hydroxy-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>
3.47

> <JCHEM_LOGP>
3.941608351666666

> <ALOGPS_LOGS>
-4.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.081144556964805

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.765330471570863

> <JCHEM_PKA_STRONGEST_BASIC>
-3.200716551591449

> <JCHEM_POLAR_SURFACE_AREA>
93.06

> <JCHEM_REFRACTIVITY>
112.83709999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.91e-03 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030404
     RDKit          3D
Armillaripin
 60 63  0  0  0  0  0  0  0  0999 V2000
    8.3920   -1.0370    0.5278 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9100   -0.4436   -0.6688 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5340   -0.2694   -0.8477 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6194   -0.6489    0.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2651   -0.4729   -0.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3325   -0.9064    0.9565 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8189    0.1101   -1.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3993    0.3010   -1.4845 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9029    0.8108   -2.4999 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5105   -0.1017   -0.5030 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1307    0.0784   -0.6932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7118   -1.1203   -0.4055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5006   -0.3167    0.5961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4956   -1.0039    1.9387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5414    0.7951    0.4556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0983    2.0949    0.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1498    3.0848   -0.4847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5082    4.2200   -0.8831 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4043    2.3987    0.0579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3236    1.3944    0.5619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4504    1.3827    1.9453 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6963    1.4228   -0.0310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1934    0.0168    0.2418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0644    0.0623    1.4685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9461   -0.5492   -0.9407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9584   -0.8372    0.4563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8398    0.0345    0.0404 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7376    0.4959   -2.2268 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4052    1.0797   -3.4239 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0974    0.2970   -1.9929 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4874   -1.2220    0.4075 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2958   -0.3539    1.4036 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8258   -1.9602    0.7013 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9805   -1.1058    1.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8135   -0.0277    1.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6290   -1.6937    0.6731 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9317   -1.3074    1.8128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1015    0.5574   -1.6759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3157   -1.4990   -1.2622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957   -1.9316    0.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8076   -0.3375    2.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4385   -1.2922    2.1583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0697   -1.9293    1.8856 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1168    0.9014    1.3420 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8924    2.8397   -0.5165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7137    3.3846   -0.2889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9064    2.1096    2.3404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3538    2.1879    0.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5966    1.5578   -1.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5422   -0.4088    2.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2846    1.1113    1.8006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0670   -0.4045    1.3025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3909   -0.4019   -1.8728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9760   -0.1610   -0.9486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0216   -1.6613   -0.7731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9332   -1.0985    1.5323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0185   -1.7828   -0.1566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8204    0.1225   -1.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5197    1.2886   -3.7456 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7877    0.6094   -2.7546 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  2  0
 16 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
 26 27  1  0
  7 28  1  0
 28 29  1  0
 28 30  2  0
 30  3  1  0
 15 11  1  0
 27 20  1  0
 27 13  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  6 35  1  0
  6 36  1  0
  6 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 14 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 17 45  1  0
 19 46  1  0
 21 47  1  0
 22 48  1  0
 22 49  1  0
 24 50  1  0
 24 51  1  0
 24 52  1  0
 25 53  1  0
 25 54  1  0
 25 55  1  0
 26 56  1  0
 26 57  1  0
 27 58  1  0
 29 59  1  0
 30 60  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       9.740   5.643   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.551   4.901   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.515   3.079   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.519   4.557   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.698   3.143   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.695   3.829   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.101   1.228   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.533   0.363   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.277   3.905   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.361   4.133   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.891  -0.884   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.803   1.931   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.194   4.172   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.072   0.420   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.149   2.357   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.600   1.571   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.096   2.600   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.434   3.028   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.146   3.043   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.792   1.781   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.645   3.386   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.021   3.455   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.973   3.085   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.714   1.667   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       5.430  -0.827   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       8.552   0.443   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       7.191   4.858   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -0.144   0.388   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      13.650   2.014   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       6.597   2.257   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   22                                                            
CONECT    3   22                                                            
CONECT    4   23                                                            
CONECT    5   29                                                            
CONECT    6   13   15                                                       
CONECT    7   15   16                                                       
CONECT    8   14   24                                                       
CONECT    9   17   23                                                       
CONECT   10   18   22                                                       
CONECT   11   14   25                                                       
CONECT   12   22   24                                                       
CONECT   13    1    6   19                                                  
CONECT   14    8   11   20                                                  
CONECT   15    6    7   29                                                  
CONECT   16    7   19   26                                                  
CONECT   17    9   20   30                                                  
CONECT   18   10   23   24                                                  
CONECT   19   13   16   21                                                  
CONECT   20   14   17   23                                                  
CONECT   21   19   27   30                                                  
CONECT   22    2    3   10   12                                             
CONECT   23    4    9   18   20                                             
CONECT   24    8   12   18   28                                             
CONECT   25   11                                                            
CONECT   26   16                                                            
CONECT   27   21                                                            
CONECT   28   24                                                            
CONECT   29    5   15                                                       
CONECT   30   17   21                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

COMPND    HMDB0030404
HETATM    1  C1  UNL     1       8.392  -1.037   0.528  1.00  0.00           C  
HETATM    2  O1  UNL     1       7.910  -0.444  -0.669  1.00  0.00           O  
HETATM    3  C2  UNL     1       6.534  -0.269  -0.848  1.00  0.00           C  
HETATM    4  C3  UNL     1       5.619  -0.649   0.088  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.265  -0.473  -0.097  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.333  -0.906   0.957  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.819   0.110  -1.277  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.399   0.301  -1.485  1.00  0.00           C  
HETATM    9  O2  UNL     1       1.903   0.811  -2.500  1.00  0.00           O  
HETATM   10  O3  UNL     1       1.511  -0.102  -0.503  1.00  0.00           O  
HETATM   11  C8  UNL     1       0.131   0.078  -0.693  1.00  0.00           C  
HETATM   12  C9  UNL     1      -0.712  -1.120  -0.406  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.501  -0.317   0.596  1.00  0.00           C  
HETATM   14  C11 UNL     1      -1.496  -1.004   1.939  1.00  0.00           C  
HETATM   15  C12 UNL     1      -0.541   0.795   0.456  1.00  0.00           C  
HETATM   16  C13 UNL     1      -1.098   2.095   0.017  1.00  0.00           C  
HETATM   17  C14 UNL     1      -0.150   3.085  -0.485  1.00  0.00           C  
HETATM   18  O4  UNL     1      -0.508   4.220  -0.883  1.00  0.00           O  
HETATM   19  C15 UNL     1      -2.404   2.399   0.058  1.00  0.00           C  
HETATM   20  C16 UNL     1      -3.324   1.394   0.562  1.00  0.00           C  
HETATM   21  O5  UNL     1      -3.450   1.383   1.945  1.00  0.00           O  
HETATM   22  C17 UNL     1      -4.696   1.423  -0.031  1.00  0.00           C  
HETATM   23  C18 UNL     1      -5.193   0.017   0.242  1.00  0.00           C  
HETATM   24  C19 UNL     1      -6.064   0.062   1.468  1.00  0.00           C  
HETATM   25  C20 UNL     1      -5.946  -0.549  -0.941  1.00  0.00           C  
HETATM   26  C21 UNL     1      -3.958  -0.837   0.456  1.00  0.00           C  
HETATM   27  C22 UNL     1      -2.840   0.034   0.040  1.00  0.00           C  
HETATM   28  C23 UNL     1       4.738   0.496  -2.227  1.00  0.00           C  
HETATM   29  O6  UNL     1       4.405   1.080  -3.424  1.00  0.00           O  
HETATM   30  C24 UNL     1       6.097   0.297  -1.993  1.00  0.00           C  
HETATM   31  H1  UNL     1       9.487  -1.222   0.408  1.00  0.00           H  
HETATM   32  H2  UNL     1       8.296  -0.354   1.404  1.00  0.00           H  
HETATM   33  H3  UNL     1       7.826  -1.960   0.701  1.00  0.00           H  
HETATM   34  H4  UNL     1       5.981  -1.106   1.011  1.00  0.00           H  
HETATM   35  H5  UNL     1       2.813  -0.028   1.362  1.00  0.00           H  
HETATM   36  H6  UNL     1       2.629  -1.694   0.673  1.00  0.00           H  
HETATM   37  H7  UNL     1       3.932  -1.307   1.813  1.00  0.00           H  
HETATM   38  H8  UNL     1      -0.102   0.557  -1.676  1.00  0.00           H  
HETATM   39  H9  UNL     1      -1.316  -1.499  -1.262  1.00  0.00           H  
HETATM   40  H10 UNL     1      -0.096  -1.932   0.057  1.00  0.00           H  
HETATM   41  H11 UNL     1      -1.808  -0.337   2.766  1.00  0.00           H  
HETATM   42  H12 UNL     1      -0.438  -1.292   2.158  1.00  0.00           H  
HETATM   43  H13 UNL     1      -2.070  -1.929   1.886  1.00  0.00           H  
HETATM   44  H14 UNL     1       0.117   0.901   1.342  1.00  0.00           H  
HETATM   45  H15 UNL     1       0.892   2.840  -0.517  1.00  0.00           H  
HETATM   46  H16 UNL     1      -2.714   3.385  -0.289  1.00  0.00           H  
HETATM   47  H17 UNL     1      -2.906   2.110   2.340  1.00  0.00           H  
HETATM   48  H18 UNL     1      -5.354   2.188   0.424  1.00  0.00           H  
HETATM   49  H19 UNL     1      -4.597   1.558  -1.140  1.00  0.00           H  
HETATM   50  H20 UNL     1      -5.542  -0.409   2.326  1.00  0.00           H  
HETATM   51  H21 UNL     1      -6.285   1.111   1.801  1.00  0.00           H  
HETATM   52  H22 UNL     1      -7.067  -0.405   1.302  1.00  0.00           H  
HETATM   53  H23 UNL     1      -5.391  -0.402  -1.873  1.00  0.00           H  
HETATM   54  H24 UNL     1      -6.976  -0.161  -0.949  1.00  0.00           H  
HETATM   55  H25 UNL     1      -6.022  -1.661  -0.773  1.00  0.00           H  
HETATM   56  H26 UNL     1      -3.933  -1.099   1.532  1.00  0.00           H  
HETATM   57  H27 UNL     1      -4.019  -1.783  -0.157  1.00  0.00           H  
HETATM   58  H28 UNL     1      -2.820   0.122  -1.062  1.00  0.00           H  
HETATM   59  H29 UNL     1       3.520   1.289  -3.746  1.00  0.00           H  
HETATM   60  H30 UNL     1       6.788   0.609  -2.755  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3
CONECT    3    4    4   30
CONECT    4    5   34
CONECT    5    6    7    7
CONECT    6   35   36   37
CONECT    7    8   28
CONECT    8    9    9   10
CONECT   10   11
CONECT   11   12   15   38
CONECT   12   13   39   40
CONECT   13   14   15   27
CONECT   14   41   42   43
CONECT   15   16   44
CONECT   16   17   19   19
CONECT   17   18   18   45
CONECT   19   20   46
CONECT   20   21   22   27
CONECT   21   47
CONECT   22   23   48   49
CONECT   23   24   25   26
CONECT   24   50   51   52
CONECT   25   53   54   55
CONECT   26   27   56   57
CONECT   27   58
CONECT   28   29   30   30
CONECT   29   59
CONECT   30   60
END

HMDB0030404
     RDKit          3D
Armillaripin
 60 63  0  0  0  0  0  0  0  0999 V2000
    8.3920   -1.0370    0.5278 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9100   -0.4436   -0.6688 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5340   -0.2694   -0.8477 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6194   -0.6489    0.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2651   -0.4729   -0.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3325   -0.9064    0.9565 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8189    0.1101   -1.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3993    0.3010   -1.4845 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9029    0.8108   -2.4999 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5105   -0.1017   -0.5030 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1307    0.0784   -0.6932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7118   -1.1203   -0.4055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5006   -0.3167    0.5961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4956   -1.0039    1.9387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5414    0.7951    0.4556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0983    2.0949    0.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1498    3.0848   -0.4847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5082    4.2200   -0.8831 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4043    2.3987    0.0579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3236    1.3944    0.5619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4504    1.3827    1.9453 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6963    1.4228   -0.0310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1934    0.0168    0.2418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0644    0.0623    1.4685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9461   -0.5492   -0.9407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9584   -0.8372    0.4563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8398    0.0345    0.0404 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7376    0.4959   -2.2268 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4052    1.0797   -3.4239 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0974    0.2970   -1.9929 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4874   -1.2220    0.4075 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2958   -0.3539    1.4036 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8258   -1.9602    0.7013 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9805   -1.1058    1.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8135   -0.0277    1.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6290   -1.6937    0.6731 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9317   -1.3074    1.8128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1015    0.5574   -1.6759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3157   -1.4990   -1.2622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957   -1.9316    0.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8076   -0.3375    2.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4385   -1.2922    2.1583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0697   -1.9293    1.8856 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1168    0.9014    1.3420 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8924    2.8397   -0.5165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7137    3.3846   -0.2889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9064    2.1096    2.3404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3538    2.1879    0.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5966    1.5578   -1.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5422   -0.4088    2.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2846    1.1113    1.8006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0670   -0.4045    1.3025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3909   -0.4019   -1.8728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9760   -0.1610   -0.9486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0216   -1.6613   -0.7731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9332   -1.0985    1.5323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0185   -1.7828   -0.1566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8204    0.1225   -1.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5197    1.2886   -3.7456 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7877    0.6094   -2.7546 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  2  0
 16 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
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 23 26  1  0
 26 27  1  0
  7 28  1  0
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 30  3  1  0
 15 11  1  0
 27 20  1  0
 27 13  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  6 35  1  0
  6 36  1  0
  6 37  1  0
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 15 44  1  0
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 21 47  1  0
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 22 49  1  0
 24 50  1  0
 24 51  1  0
 24 52  1  0
 25 53  1  0
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 25 55  1  0
 26 56  1  0
 26 57  1  0
 27 58  1  0
 29 59  1  0
 30 60  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Formyl-4a-hydroxy-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
Armillaripin	MeSH

Chemical Formula

C₂₄H₃₀O₆

Average Molecular Weight

414.4914

Monoisotopic Molecular Weight

414.204238692

IUPAC Name

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

CAS Registry Number

129741-56-6

SMILES

COC1=CC(O)=C(C(=O)OC2CC3(C)C2C(C=O)=CC2(O)CC(C)(C)CC32)C(C)=C1

InChI Identifier

InChI=1S/C24H30O6/c1-13-6-15(29-5)7-16(26)19(13)21(27)30-17-9-23(4)18-10-22(2,3)12-24(18,28)8-14(11-25)20(17)23/h6-8,11,17-18,20,26,28H,9-10,12H2,1-5H3

InChI Key

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

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030404)

Source

Endogenous

Endogenous (HMDB: HMDB0030404)

Plant

Plant (HMDB: HMDB0030404)

Animal

Animal (HMDB: HMDB0030404)

Exogenous

Food

Food (HMDB: HMDB0030404)

Vegetable

Mushroom

Exogenous (HMDB: HMDB0030404)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0030404)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0030404)

Lipid metabolism pathway (HMDB: HMDB0030404)

Cellular process

Cell signaling (HMDB: HMDB0030404)

Biochemical process

Lipid transport (HMDB: HMDB0030404)

Role

Biological role

Energy source (HMDB: HMDB0030404)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0030404)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	202 - 204 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	2.77 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	0.0059 g/L	ALOGPS
logP	3.47	ALOGPS
logP	3.94	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	9.77	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	112.84 m³·mol⁻¹	ChemAxon
Polarizability	45.14 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	194.193	31661259
DarkChem	[M-H]-	188.294	31661259
DeepCCS	[M-2H]-	234.614	30932474
DeepCCS	[M+Na]+	210.01	30932474
AllCCS	[M+H]+	201.0	32859911
AllCCS	[M+H-H2O]+	198.8	32859911
AllCCS	[M+NH4]+	203.0	32859911
AllCCS	[M+Na]+	203.6	32859911
AllCCS	[M-H]-	202.4	32859911
AllCCS	[M+Na-2H]-	202.9	32859911
AllCCS	[M+HCOO]-	203.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Armillaripin	COC1=CC(O)=C(C(=O)OC2CC3(C)C2C(C=O)=CC2(O)CC(C)(C)CC32)C(C)=C1	4410.3	Standard polar	33892256
Armillaripin	COC1=CC(O)=C(C(=O)OC2CC3(C)C2C(C=O)=CC2(O)CC(C)(C)CC32)C(C)=C1	2994.5	Standard non polar	33892256
Armillaripin	COC1=CC(O)=C(C(=O)OC2CC3(C)C2C(C=O)=CC2(O)CC(C)(C)CC32)C(C)=C1	3128.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Armillaripin,1TMS,isomer #1	COC1=CC(C)=C(C(=O)OC2CC3(C)C2C(C=O)=CC2(O)CC(C)(C)CC23)C(O[Si](C)(C)C)=C1	3355.1	Semi standard non polar	33892256
Armillaripin,1TMS,isomer #2	COC1=CC(C)=C(C(=O)OC2CC3(C)C2C(C=O)=CC2(O[Si](C)(C)C)CC(C)(C)CC23)C(O)=C1	3299.2	Semi standard non polar	33892256
Armillaripin,2TMS,isomer #1	COC1=CC(C)=C(C(=O)OC2CC3(C)C2C(C=O)=CC2(O[Si](C)(C)C)CC(C)(C)CC23)C(O[Si](C)(C)C)=C1	3289.2	Semi standard non polar	33892256
Armillaripin,1TBDMS,isomer #1	COC1=CC(C)=C(C(=O)OC2CC3(C)C2C(C=O)=CC2(O)CC(C)(C)CC23)C(O[Si](C)(C)C(C)(C)C)=C1	3571.7	Semi standard non polar	33892256
Armillaripin,1TBDMS,isomer #2	COC1=CC(C)=C(C(=O)OC2CC3(C)C2C(C=O)=CC2(O[Si](C)(C)C(C)(C)C)CC(C)(C)CC23)C(O)=C1	3543.4	Semi standard non polar	33892256
Armillaripin,2TBDMS,isomer #1	COC1=CC(C)=C(C(=O)OC2CC3(C)C2C(C=O)=CC2(O[Si](C)(C)C(C)(C)C)CC(C)(C)CC23)C(O[Si](C)(C)C(C)(C)C)=C1	3709.3	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 - Armillaripin GC-MS (Non-derivatized) - 70eV, Positive	splash10-000b-4956000000-f93de0d244b73c54be84	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Armillaripin GC-MS (2 TMS) - 70eV, Positive	splash10-004l-5091030000-ad9f4ad3ca18ea843a47	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Armillaripin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Armillaripin 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 - Armillaripin 10V, Positive-QTOF	splash10-014j-0349500000-712640065e40795fe758	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaripin 20V, Positive-QTOF	splash10-014i-0795100000-4fdac4af7364fcfeed3e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaripin 40V, Positive-QTOF	splash10-014i-1920000000-6c94de2d38b6d01506db	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaripin 10V, Negative-QTOF	splash10-03di-0222900000-d2a62a3e486808d527cb	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaripin 20V, Negative-QTOF	splash10-03ej-0935400000-0c7f3c6a41d2932620cf	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaripin 40V, Negative-QTOF	splash10-001a-2930000000-b133a22c9f72605836bc	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaripin 10V, Positive-QTOF	splash10-0159-0283900000-08053305cb90ede6f1fe	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaripin 20V, Positive-QTOF	splash10-0159-1895400000-885e330d83ab8531a387	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaripin 40V, Positive-QTOF	splash10-00kr-2910000000-f1481fd110d86690c06e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaripin 10V, Negative-QTOF	splash10-01q9-0910300000-ea2ce9d4ecee5dae3f2b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaripin 20V, Negative-QTOF	splash10-0019-0953000000-524bcf51f3df22200561	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaripin 40V, Negative-QTOF	splash10-0j4l-6594300000-6d0fa2fb7adc2c933693	2021-09-24	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

FDB002265

KNApSAcK ID

C00055510

Chemspider ID

19989791

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21124297

PDB ID

Not Available

ChEBI ID

168784

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1819721

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 Armillaripin (HMDB0030404)

MOL for HMDB0030404 (Armillaripin)

3D MOL for HMDB0030404 (Armillaripin)

3D SDF for HMDB0030404 (Armillaripin)

3D-SDF for HMDB0030404 (Armillaripin)

PDB for HMDB0030404 (Armillaripin)

3D PDB for HMDB0030404 (Armillaripin)

SMILES for HMDB0030404 (Armillaripin)

INCHI for HMDB0030404 (Armillaripin)

Structure for HMDB0030404 (Armillaripin)

3D Structure for HMDB0030404 (Armillaripin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra