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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:04:41 UTC

Update Date

2022-03-07 02:54:22 UTC

HMDB ID

HMDB0035134

Secondary Accession Numbers

HMDB35134

Metabolite Identification

Common Name

Armillaridin

Description

Armillaridin 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 Armillaridin.

Structure

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


  Mrv0541 05061308152D          

 31 34  0  0  0  0            999 V2000
   -0.8241   -1.2904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7863    1.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2702    2.4911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0897    2.3068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1164    0.1561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6180    0.0598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5079    0.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8695    0.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2455    2.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1480    1.9572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3548   -0.6082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3853   -0.6857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0567    0.7584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7935    0.0905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6711    1.4877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7036    0.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7509   -0.2648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7092    1.2586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1423    0.1027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1896   -0.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3380    0.2864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9862    1.7165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8467    1.5184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4079    0.8198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4326   -1.6579    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.7404   -1.3375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4606    1.4957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2232   -0.3182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8032    0.2585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5551   -0.4486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0950    1.0748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 12  1  1  0  0  0  0
 13  6  1  0  0  0  0
 13  8  1  0  0  0  0
 14  6  2  0  0  0  0
 14 11  1  0  0  0  0
 15  9  1  0  0  0  0
 15 13  1  0  0  0  0
 16  7  2  0  0  0  0
 17  7  1  0  0  0  0
 18 10  1  0  0  0  0
 19 12  2  0  0  0  0
 19 16  1  0  0  0  0
 20 12  1  0  0  0  0
 20 17  2  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  8  1  0  0  0  0
 22  9  1  0  0  0  0
 23  4  1  0  0  0  0
 23 10  1  0  0  0  0
 23 15  1  0  0  0  0
 24 14  1  0  0  0  0
 24 18  1  0  0  0  0
 24 23  1  0  0  0  0
 25 20  1  0  0  0  0
 26 11  2  0  0  0  0
 27 16  1  0  0  0  0
 28 21  2  0  0  0  0
 29 24  1  0  0  0  0
 30  5  1  0  0  0  0
 30 17  1  0  0  0  0
 31 18  1  0  0  0  0
 31 21  1  0  0  0  0
M  END

HMDB0035134
     RDKit          3D
Armillaridin
 60 63  0  0  0  0  0  0  0  0999 V2000
    8.6919   -0.7481    0.7216 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5426   -0.3483    1.4152 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2923   -0.3374    0.7710 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1919   -0.7180   -0.5394 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9312   -0.7063   -1.1856 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9991   -1.1139   -2.4920 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8055   -0.3148   -0.5061 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5273   -0.2873   -1.1703 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4254   -0.6157   -2.3723 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3385    0.1088   -0.5019 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1719    0.1069   -1.2561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6231    1.3962   -1.2428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8397    0.5170   -1.4403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1168    0.1220   -2.8565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0763    0.9681   -0.7389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0192   -0.1967   -0.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0325    0.3729    0.4015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5892   -0.7746    1.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1215    1.0532   -0.4072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2670    1.3620    1.2406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8330    1.3642    0.6950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0532    0.3189    1.3799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2572   -0.5416    0.7444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5488   -1.5210    1.5427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7002   -1.5330    2.7855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0617   -0.5633   -0.7111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2777   -1.8456   -1.2495 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9176    0.0714    0.8273 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7290    0.5226    1.6251 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1648    0.0484    1.4303 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2979    0.5380    3.1193 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.5651   -0.4976    1.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6798   -1.8317    0.5180 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7139   -0.1549   -0.2342 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0706   -1.0329   -1.1005 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2772   -1.1885   -3.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2952   -0.1927   -2.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6853    1.8800   -0.2294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4054    2.0904   -2.0645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2550    0.4574   -3.4868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0769    0.5748   -3.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1564   -0.9924   -2.9999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5260    1.7755   -1.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5660   -0.4338   -1.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4794   -1.0608   -0.1756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4666   -0.4146    1.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7855   -1.1898    1.8288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9305   -1.5420    0.4556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7230    1.3701   -1.4151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4705    1.9876    0.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9801    0.3932   -0.6107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7158    2.3555    1.1777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2649    0.9521    2.2918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4485    2.3795    0.7891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1555    0.2733    2.4717 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1136   -2.2512    1.1041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6248   -2.4395   -0.8107 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9790   -0.2574    1.7057 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3083    1.4143    1.1330 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1034    0.8712    2.6139 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
 22 23  2  0
 23 24  1  0
 24 25  2  0
 23 26  1  0
 26 27  1  0
  7 28  1  0
 28 29  1  0
 28 30  2  0
 30 31  1  0
 30  3  1  0
 26 11  1  0
 26 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
 11 37  1  0
 12 38  1  0
 12 39  1  0
 14 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 18 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  0
 20 53  1  0
 21 54  1  0
 22 55  1  0
 24 56  1  0
 27 57  1  0
 29 58  1  0
 29 59  1  0
 29 60  1  0
M  END


  Mrv0541 05061308152D          

 31 34  0  0  0  0            999 V2000
   -0.8241   -1.2904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7863    1.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2702    2.4911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0897    2.3068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1164    0.1561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6180    0.0598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5079    0.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8695    0.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2455    2.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1480    1.9572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3548   -0.6082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3853   -0.6857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0567    0.7584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7935    0.0905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6711    1.4877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7036    0.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7509   -0.2648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7092    1.2586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1423    0.1027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1896   -0.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3380    0.2864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9862    1.7165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8467    1.5184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4079    0.8198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4326   -1.6579    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.7404   -1.3375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4606    1.4957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2232   -0.3182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8032    0.2585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5551   -0.4486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0950    1.0748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 12  1  1  0  0  0  0
 13  6  1  0  0  0  0
 13  8  1  0  0  0  0
 14  6  2  0  0  0  0
 14 11  1  0  0  0  0
 15  9  1  0  0  0  0
 15 13  1  0  0  0  0
 16  7  2  0  0  0  0
 17  7  1  0  0  0  0
 18 10  1  0  0  0  0
 19 12  2  0  0  0  0
 19 16  1  0  0  0  0
 20 12  1  0  0  0  0
 20 17  2  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  8  1  0  0  0  0
 22  9  1  0  0  0  0
 23  4  1  0  0  0  0
 23 10  1  0  0  0  0
 23 15  1  0  0  0  0
 24 14  1  0  0  0  0
 24 18  1  0  0  0  0
 24 23  1  0  0  0  0
 25 20  1  0  0  0  0
 26 11  2  0  0  0  0
 27 16  1  0  0  0  0
 28 21  2  0  0  0  0
 29 24  1  0  0  0  0
 30  5  1  0  0  0  0
 30 17  1  0  0  0  0
 31 18  1  0  0  0  0
 31 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035134

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(Cl)C(C)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4C=C(C=O)C23O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C24H29ClO6/c1-12-19(16(27)7-17(30-5)20(12)25)21(28)31-18-10-23(4)15-9-22(2,3)8-13(15)6-14(11-26)24(18,23)29/h6-7,11,13,15,18,27,29H,8-10H2,1-5H3

> <INCHI_KEY>
QETHRCCHQRWBIJ-UHFFFAOYSA-N

> <FORMULA>
C24H29ClO6

> <MOLECULAR_WEIGHT>
448.936

> <EXACT_MASS>
448.165266367

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
47.515082351074284

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
4.35

> <JCHEM_LOGP>
4.857467948

> <ALOGPS_LOGS>
-5.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.797544840705278

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.325375809042622

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7622191458403913

> <JCHEM_POLAR_SURFACE_AREA>
93.06

> <JCHEM_REFRACTIVITY>
117.33389999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.63e-03 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035134
     RDKit          3D
Armillaridin
 60 63  0  0  0  0  0  0  0  0999 V2000
    8.6919   -0.7481    0.7216 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5426   -0.3483    1.4152 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2923   -0.3374    0.7710 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1919   -0.7180   -0.5394 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9312   -0.7063   -1.1856 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9991   -1.1139   -2.4920 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8055   -0.3148   -0.5061 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5273   -0.2873   -1.1703 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4254   -0.6157   -2.3723 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3385    0.1088   -0.5019 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1719    0.1069   -1.2561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6231    1.3962   -1.2428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8397    0.5170   -1.4403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1168    0.1220   -2.8565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0763    0.9681   -0.7389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0192   -0.1967   -0.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0325    0.3729    0.4015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5892   -0.7746    1.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1215    1.0532   -0.4072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2670    1.3620    1.2406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8330    1.3642    0.6950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0532    0.3189    1.3799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2572   -0.5416    0.7444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5488   -1.5210    1.5427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7002   -1.5330    2.7855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0617   -0.5633   -0.7111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2777   -1.8456   -1.2495 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9176    0.0714    0.8273 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7290    0.5226    1.6251 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1648    0.0484    1.4303 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2979    0.5380    3.1193 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.5651   -0.4976    1.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6798   -1.8317    0.5180 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7139   -0.1549   -0.2342 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0706   -1.0329   -1.1005 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2772   -1.1885   -3.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2952   -0.1927   -2.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6853    1.8800   -0.2294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4054    2.0904   -2.0645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2550    0.4574   -3.4868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0769    0.5748   -3.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1564   -0.9924   -2.9999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5260    1.7755   -1.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5660   -0.4338   -1.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4794   -1.0608   -0.1756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4666   -0.4146    1.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7855   -1.1898    1.8288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9305   -1.5420    0.4556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7230    1.3701   -1.4151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4705    1.9876    0.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9801    0.3932   -0.6107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7158    2.3555    1.1777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2649    0.9521    2.2918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4485    2.3795    0.7891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1555    0.2733    2.4717 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1136   -2.2512    1.1041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6248   -2.4395   -0.8107 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9790   -0.2574    1.7057 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3083    1.4143    1.1330 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1034    0.8712    2.6139 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
 22 23  2  0
 23 24  1  0
 24 25  2  0
 23 26  1  0
 26 27  1  0
  7 28  1  0
 28 29  1  0
 28 30  2  0
 30 31  1  0
 30  3  1  0
 26 11  1  0
 26 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
 11 37  1  0
 12 38  1  0
 12 39  1  0
 14 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 18 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  0
 20 53  1  0
 21 54  1  0
 22 55  1  0
 24 56  1  0
 27 57  1  0
 29 58  1  0
 29 59  1  0
 29 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      -1.538  -2.409   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.934   2.828   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.971   4.650   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.901   4.306   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.684   0.291   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.887   0.112   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.681   0.977   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.223   1.680   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.058   3.882   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.143   3.653   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.529  -1.135   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.586  -1.280   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.706   1.416   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.348   0.169   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.986   2.777   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.180   1.320   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.135  -0.494   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.324   2.349   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.132   0.192   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.087  -1.623   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.631   0.535   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.441   3.204   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.447   2.834   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.628   1.530   0.000  0.00  0.00           C+0
HETATM   25 Cl   UNK     0      -4.541  -3.095   0.000  0.00  0.00          Cl+0
HETATM   26  O   UNK     0       3.249  -2.497   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -2.726   2.792   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       0.417  -0.594   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       1.499   0.483   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -6.636  -0.837   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -0.177   2.006   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   22                                                            
CONECT    3   22                                                            
CONECT    4   23                                                            
CONECT    5   30                                                            
CONECT    6   13   14                                                       
CONECT    7   16   17                                                       
CONECT    8   13   22                                                       
CONECT    9   15   22                                                       
CONECT   10   18   23                                                       
CONECT   11   14   26                                                       
CONECT   12    1   19   20                                                  
CONECT   13    6    8   15                                                  
CONECT   14    6   11   24                                                  
CONECT   15    9   13   23                                                  
CONECT   16    7   19   27                                                  
CONECT   17    7   20   30                                                  
CONECT   18   10   24   31                                                  
CONECT   19   12   16   21                                                  
CONECT   20   12   17   25                                                  
CONECT   21   19   28   31                                                  
CONECT   22    2    3    8    9                                             
CONECT   23    4   10   15   24                                             
CONECT   24   14   18   23   29                                             
CONECT   25   20                                                            
CONECT   26   11                                                            
CONECT   27   16                                                            
CONECT   28   21                                                            
CONECT   29   24                                                            
CONECT   30    5   17                                                       
CONECT   31   18   21                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

COMPND    HMDB0035134
HETATM    1  C1  UNL     1       8.692  -0.748   0.722  1.00  0.00           C  
HETATM    2  O1  UNL     1       7.543  -0.348   1.415  1.00  0.00           O  
HETATM    3  C2  UNL     1       6.292  -0.337   0.771  1.00  0.00           C  
HETATM    4  C3  UNL     1       6.192  -0.718  -0.539  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.931  -0.706  -1.186  1.00  0.00           C  
HETATM    6  O2  UNL     1       4.999  -1.114  -2.492  1.00  0.00           O  
HETATM    7  C5  UNL     1       3.806  -0.315  -0.506  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.527  -0.287  -1.170  1.00  0.00           C  
HETATM    9  O3  UNL     1       2.425  -0.616  -2.372  1.00  0.00           O  
HETATM   10  O4  UNL     1       1.338   0.109  -0.502  1.00  0.00           O  
HETATM   11  C7  UNL     1       0.172   0.107  -1.256  1.00  0.00           C  
HETATM   12  C8  UNL     1      -0.623   1.396  -1.243  1.00  0.00           C  
HETATM   13  C9  UNL     1      -1.840   0.517  -1.440  1.00  0.00           C  
HETATM   14  C10 UNL     1      -2.117   0.122  -2.857  1.00  0.00           C  
HETATM   15  C11 UNL     1      -3.076   0.968  -0.739  1.00  0.00           C  
HETATM   16  C12 UNL     1      -4.019  -0.197  -0.573  1.00  0.00           C  
HETATM   17  C13 UNL     1      -5.032   0.373   0.401  1.00  0.00           C  
HETATM   18  C14 UNL     1      -5.589  -0.775   1.204  1.00  0.00           C  
HETATM   19  C15 UNL     1      -6.122   1.053  -0.407  1.00  0.00           C  
HETATM   20  C16 UNL     1      -4.267   1.362   1.241  1.00  0.00           C  
HETATM   21  C17 UNL     1      -2.833   1.364   0.695  1.00  0.00           C  
HETATM   22  C18 UNL     1      -2.053   0.319   1.380  1.00  0.00           C  
HETATM   23  C19 UNL     1      -1.257  -0.542   0.744  1.00  0.00           C  
HETATM   24  C20 UNL     1      -0.549  -1.521   1.543  1.00  0.00           C  
HETATM   25  O5  UNL     1      -0.700  -1.533   2.786  1.00  0.00           O  
HETATM   26  C21 UNL     1      -1.062  -0.563  -0.711  1.00  0.00           C  
HETATM   27  O6  UNL     1      -1.278  -1.846  -1.249  1.00  0.00           O  
HETATM   28  C22 UNL     1       3.918   0.071   0.827  1.00  0.00           C  
HETATM   29  C23 UNL     1       2.729   0.523   1.625  1.00  0.00           C  
HETATM   30  C24 UNL     1       5.165   0.048   1.430  1.00  0.00           C  
HETATM   31 CL1  UNL     1       5.298   0.538   3.119  1.00  0.00          CL  
HETATM   32  H1  UNL     1       9.565  -0.498   1.365  1.00  0.00           H  
HETATM   33  H2  UNL     1       8.680  -1.832   0.518  1.00  0.00           H  
HETATM   34  H3  UNL     1       8.714  -0.155  -0.234  1.00  0.00           H  
HETATM   35  H4  UNL     1       7.071  -1.033  -1.100  1.00  0.00           H  
HETATM   36  H5  UNL     1       4.277  -1.188  -3.124  1.00  0.00           H  
HETATM   37  H6  UNL     1       0.295  -0.193  -2.329  1.00  0.00           H  
HETATM   38  H7  UNL     1      -0.685   1.880  -0.229  1.00  0.00           H  
HETATM   39  H8  UNL     1      -0.405   2.090  -2.064  1.00  0.00           H  
HETATM   40  H9  UNL     1      -1.255   0.457  -3.487  1.00  0.00           H  
HETATM   41  H10 UNL     1      -3.077   0.575  -3.235  1.00  0.00           H  
HETATM   42  H11 UNL     1      -2.156  -0.992  -3.000  1.00  0.00           H  
HETATM   43  H12 UNL     1      -3.526   1.775  -1.313  1.00  0.00           H  
HETATM   44  H13 UNL     1      -4.566  -0.434  -1.510  1.00  0.00           H  
HETATM   45  H14 UNL     1      -3.479  -1.061  -0.176  1.00  0.00           H  
HETATM   46  H15 UNL     1      -6.467  -0.415   1.771  1.00  0.00           H  
HETATM   47  H16 UNL     1      -4.785  -1.190   1.829  1.00  0.00           H  
HETATM   48  H17 UNL     1      -5.931  -1.542   0.456  1.00  0.00           H  
HETATM   49  H18 UNL     1      -5.723   1.370  -1.415  1.00  0.00           H  
HETATM   50  H19 UNL     1      -6.470   1.988   0.088  1.00  0.00           H  
HETATM   51  H20 UNL     1      -6.980   0.393  -0.611  1.00  0.00           H  
HETATM   52  H21 UNL     1      -4.716   2.355   1.178  1.00  0.00           H  
HETATM   53  H22 UNL     1      -4.265   0.952   2.292  1.00  0.00           H  
HETATM   54  H23 UNL     1      -2.448   2.379   0.789  1.00  0.00           H  
HETATM   55  H24 UNL     1      -2.155   0.273   2.472  1.00  0.00           H  
HETATM   56  H25 UNL     1       0.114  -2.251   1.104  1.00  0.00           H  
HETATM   57  H26 UNL     1      -0.625  -2.439  -0.811  1.00  0.00           H  
HETATM   58  H27 UNL     1       1.979  -0.257   1.706  1.00  0.00           H  
HETATM   59  H28 UNL     1       2.308   1.414   1.133  1.00  0.00           H  
HETATM   60  H29 UNL     1       3.103   0.871   2.614  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3
CONECT    3    4    4   30
CONECT    4    5   35
CONECT    5    6    7    7
CONECT    6   36
CONECT    7    8   28
CONECT    8    9    9   10
CONECT   10   11
CONECT   11   12   26   37
CONECT   12   13   38   39
CONECT   13   14   15   26
CONECT   14   40   41   42
CONECT   15   16   21   43
CONECT   16   17   44   45
CONECT   17   18   19   20
CONECT   18   46   47   48
CONECT   19   49   50   51
CONECT   20   21   52   53
CONECT   21   22   54
CONECT   22   23   23   55
CONECT   23   24   26
CONECT   24   25   25   56
CONECT   26   27
CONECT   27   57
CONECT   28   29   30   30
CONECT   29   58   59   60
CONECT   30   31
END

HMDB0035134
     RDKit          3D
Armillaridin
 60 63  0  0  0  0  0  0  0  0999 V2000
    8.6919   -0.7481    0.7216 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5426   -0.3483    1.4152 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2923   -0.3374    0.7710 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1919   -0.7180   -0.5394 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9312   -0.7063   -1.1856 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9991   -1.1139   -2.4920 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8055   -0.3148   -0.5061 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5273   -0.2873   -1.1703 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4254   -0.6157   -2.3723 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3385    0.1088   -0.5019 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1719    0.1069   -1.2561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6231    1.3962   -1.2428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8397    0.5170   -1.4403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1168    0.1220   -2.8565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0763    0.9681   -0.7389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0192   -0.1967   -0.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0325    0.3729    0.4015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5892   -0.7746    1.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1215    1.0532   -0.4072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2670    1.3620    1.2406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8330    1.3642    0.6950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0532    0.3189    1.3799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2572   -0.5416    0.7444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5488   -1.5210    1.5427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7002   -1.5330    2.7855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0617   -0.5633   -0.7111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2777   -1.8456   -1.2495 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9176    0.0714    0.8273 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7290    0.5226    1.6251 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1648    0.0484    1.4303 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2979    0.5380    3.1193 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.5651   -0.4976    1.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6798   -1.8317    0.5180 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7139   -0.1549   -0.2342 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0706   -1.0329   -1.1005 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2772   -1.1885   -3.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2952   -0.1927   -2.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6853    1.8800   -0.2294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4054    2.0904   -2.0645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2550    0.4574   -3.4868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0769    0.5748   -3.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1564   -0.9924   -2.9999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5260    1.7755   -1.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5660   -0.4338   -1.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4794   -1.0608   -0.1756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4666   -0.4146    1.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7855   -1.1898    1.8288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9305   -1.5420    0.4556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7230    1.3701   -1.4151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4705    1.9876    0.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9801    0.3932   -0.6107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7158    2.3555    1.1777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2649    0.9521    2.2918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4485    2.3795    0.7891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1555    0.2733    2.4717 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1136   -2.2512    1.1041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6248   -2.4395   -0.8107 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9790   -0.2574    1.7057 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3083    1.4143    1.1330 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1034    0.8712    2.6139 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
 22 23  2  0
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  7 28  1  0
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 30  3  1  0
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 21 15  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  6 36  1  0
 11 37  1  0
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 24 56  1  0
 27 57  1  0
 29 58  1  0
 29 59  1  0
 29 60  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

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

Chemical Formula

C₂₄H₂₉ClO₆

Average Molecular Weight

448.936

Monoisotopic Molecular Weight

448.165266367

IUPAC Name

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

Traditional Name

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

CAS Registry Number

96684-80-9

SMILES

COC1=C(Cl)C(C)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4C=C(C=O)C23O)C(O)=C1

InChI Identifier

InChI=1S/C24H29ClO6/c1-12-19(16(27)7-17(30-5)20(12)25)21(28)31-18-10-23(4)15-9-22(2,3)8-13(15)6-14(11-26)24(18,23)29/h6-7,11,13,15,18,27,29H,8-10H2,1-5H3

InChI Key

QETHRCCHQRWBIJ-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
3-halobenzoic acid or derivatives
Halobenzoic acid or derivatives
Benzoic acid or derivatives
Benzoyl
4-halophenol
Phenoxy compound
M-cresol
Anisole
4-chlorophenol
Phenol ether
Methoxybenzene
Chlorobenzene
Halobenzene
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Toluene
Aryl halide
Monocyclic benzene moiety
Aryl chloride
Benzenoid
Tertiary alcohol
Vinylogous acid
Cyclobutanol
Carboxylic acid ester
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Alcohol
Organohalogen compound
Organochloride
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

Cytoplasm (HMDB: HMDB0035134)
Cell membrane (HMDB: HMDB0035134)

Cellular substructure

Extracellular (HMDB: HMDB0035134)
Membrane (HMDB: HMDB0035134)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035134)

Source

Endogenous

Endogenous (HMDB: HMDB0035134)

Plant

Plant (HMDB: HMDB0035134)

Animal

Animal (HMDB: HMDB0035134)

Exogenous

Food

Food (HMDB: HMDB0035134)

Vegetable

Mushroom

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0035134)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0035134)

Cellular process

Cell signaling (HMDB: HMDB0035134)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0035134)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0035134)

Nutrient

Nutrient (HMDB: HMDB0035134)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035134)

Emulsifier (HMDB: HMDB0035134)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	132 - 134 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.47 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	0.0036 g/L	ALOGPS
logP	4.35	ALOGPS
logP	4.86	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	9.33	ChemAxon
pKa (Strongest Basic)	-3.8	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	117.33 m³·mol⁻¹	ChemAxon
Polarizability	47.52 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
DeepCCS	[M-2H]-	238.39	30932474
DeepCCS	[M+Na]+	213.871	30932474
AllCCS	[M+H]+	204.2	32859911
AllCCS	[M+H-H2O]+	202.2	32859911
AllCCS	[M+NH4]+	206.0	32859911
AllCCS	[M+Na]+	206.5	32859911
AllCCS	[M-H]-	206.6	32859911
AllCCS	[M+Na-2H]-	207.1	32859911
AllCCS	[M+HCOO]-	207.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Armillaridin	COC1=C(Cl)C(C)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4C=C(C=O)C23O)C(O)=C1	4341.4	Standard polar	33892256
Armillaridin	COC1=C(Cl)C(C)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4C=C(C=O)C23O)C(O)=C1	3082.3	Standard non polar	33892256
Armillaridin	COC1=C(Cl)C(C)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4C=C(C=O)C23O)C(O)=C1	3181.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Armillaridin,1TMS,isomer #1	COC1=CC(O)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4C=C(C=O)C23O[Si](C)(C)C)C(C)=C1Cl	3421.2	Semi standard non polar	33892256
Armillaridin,1TMS,isomer #2	COC1=CC(O[Si](C)(C)C)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4C=C(C=O)C23O)C(C)=C1Cl	3459.5	Semi standard non polar	33892256
Armillaridin,2TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4C=C(C=O)C23O[Si](C)(C)C)C(C)=C1Cl	3411.4	Semi standard non polar	33892256
Armillaridin,1TBDMS,isomer #1	COC1=CC(O)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4C=C(C=O)C23O[Si](C)(C)C(C)(C)C)C(C)=C1Cl	3657.1	Semi standard non polar	33892256
Armillaridin,1TBDMS,isomer #2	COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4C=C(C=O)C23O)C(C)=C1Cl	3681.0	Semi standard non polar	33892256
Armillaridin,2TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4C=C(C=O)C23O[Si](C)(C)C(C)(C)C)C(C)=C1Cl	3859.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Armillaridin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4j-2690000000-d1e2a782cae06dcb0016	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Armillaridin GC-MS (2 TMS) - 70eV, Positive	splash10-004i-2090010000-20879ec1fdf21785cd7d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Armillaridin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Armillaridin 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 - Armillaridin 10V, Positive-QTOF	splash10-0002-0340900000-3f3ccad340e6a74edd38	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaridin 20V, Positive-QTOF	splash10-000t-1980400000-3a88f59cdddfd3cb666b	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaridin 40V, Positive-QTOF	splash10-00kb-2920000000-bdab1fb165eaf2b8a220	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaridin 10V, Negative-QTOF	splash10-0002-0230900000-72fd4909e00e753b4a0a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaridin 20V, Negative-QTOF	splash10-006t-0890800000-a9fab9919d5faa334943	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaridin 40V, Negative-QTOF	splash10-00di-1940000000-f7446247539fd3204dbe	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaridin 10V, Negative-QTOF	splash10-0002-0110900000-5414efd65222af117874	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaridin 20V, Negative-QTOF	splash10-00xs-1890600000-85b50da1aad079e7c91a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaridin 40V, Negative-QTOF	splash10-059t-8920300000-1fbcfdfc74264fa692f0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaridin 10V, Positive-QTOF	splash10-0002-0270900000-6bd11b01d197d22444ea	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaridin 20V, Positive-QTOF	splash10-0002-1942100000-b8139a5a5531057d9ce3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaridin 40V, Positive-QTOF	splash10-0002-8983000000-e6a86b002cef7e8982ac	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

FDB013770

KNApSAcK ID

C00021454

Chemspider ID

35013853

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

75629634

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1847891

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 Armillaridin (HMDB0035134)

MOL for HMDB0035134 (Armillaridin)

3D MOL for HMDB0035134 (Armillaridin)

3D SDF for HMDB0035134 (Armillaridin)

3D-SDF for HMDB0035134 (Armillaridin)

PDB for HMDB0035134 (Armillaridin)

3D PDB for HMDB0035134 (Armillaridin)

SMILES for HMDB0035134 (Armillaridin)

INCHI for HMDB0035134 (Armillaridin)

Structure for HMDB0035134 (Armillaridin)

3D Structure for HMDB0035134 (Armillaridin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra