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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:01:16 UTC

Update Date

2022-03-07 02:55:52 UTC

HMDB ID

HMDB0038686

Secondary Accession Numbers

HMDB38686

Metabolite Identification

Common Name

Armillaricin

Description

Armillaricin 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 Armillaricin.

Structure

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


  Mrv0541 05061310352D          

 30 33  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
    1.4079    0.8198    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
   -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
   -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  1  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 14  2  0  0  0  0
 20 18  1  0  0  0  0
 21 12  1  0  0  0  0
 21 17  2  0  0  0  0
 22 19  1  0  0  0  0
 23  2  1  0  0  0  0
 23  3  1  0  0  0  0
 23  8  1  0  0  0  0
 23  9  1  0  0  0  0
 24  4  1  0  0  0  0
 24 10  1  0  0  0  0
 24 15  1  0  0  0  0
 24 20  1  0  0  0  0
 25 21  1  0  0  0  0
 26 11  2  0  0  0  0
 27 16  1  0  0  0  0
 28 22  2  0  0  0  0
 29  5  1  0  0  0  0
 29 17  1  0  0  0  0
 30 18  1  0  0  0  0
 30 22  1  0  0  0  0
M  END

HMDB0038686
     RDKit          3D
Armillaricin
 59 62  0  0  0  0  0  0  0  0999 V2000
    8.5478   -2.1352    0.6125 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7401   -1.1159    0.3266 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4832   -0.7312    0.1213 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3635   -1.5699    0.1914 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0921   -1.0927   -0.0323 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9719   -1.9338    0.0379 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9072    0.2401   -0.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5626    0.7573   -0.5504 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4172    1.9650   -0.8249 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4148   -0.0172   -0.4679 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1757    0.6135   -0.6987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8162   -0.2157   -1.5178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8477    0.5668   -0.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1516    1.9239   -1.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8178    0.5029    0.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1917    0.4073    1.6365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1507    0.3887    2.7015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5389    0.2922    3.8775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5945    0.2720    2.0868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5349    0.5366    0.9906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8939   -0.1092    1.1796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3489   -0.5831   -0.1982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7093   -0.0415   -0.5608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2999   -2.0915   -0.2305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2872    0.0232   -1.1355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0773   -0.1590   -0.2734 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9821    1.0891   -0.4114 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7679    2.5604   -0.7447 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2443    0.6190   -0.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6051    1.7270   -0.3013 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.0906   -3.0500    1.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3883   -1.8801    1.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0743   -2.5855   -0.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5338   -2.6121    0.4262 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1428   -2.9019    0.2599 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2834    1.6597   -0.9620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7762   -0.0582   -2.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8438   -1.2620   -1.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3348    2.4102   -1.8252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4468    2.6344   -0.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9474    1.7737   -2.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8935    0.4570    2.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7660   -0.7765    2.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7935    0.9164    2.9777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6071    1.6149    0.7995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8823   -0.9409    1.9023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5726    0.7168    1.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3711   -0.8784   -0.8576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1302    0.6220    0.2297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5906    0.6110   -1.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3486   -2.4529    0.8047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3944   -2.4408   -0.7824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2510   -2.4067   -0.7146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2438   -0.4917   -2.0908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6174    1.0939   -1.2084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9067   -1.2434   -0.1268 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2169    3.0767    0.0603 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3911    2.6854   -1.7588 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7946    3.0198   -0.7138 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  2  0
 16 17  1  0
 17 18  2  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
  7 27  1  0
 27 28  1  0
 27 29  2  0
 29 30  1  0
 29  3  1  0
 15 11  1  0
 26 20  1  0
 26 13  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  6 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 14 39  1  0
 14 40  1  0
 14 41  1  0
 17 42  1  0
 19 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
 21 47  1  0
 23 48  1  0
 23 49  1  0
 23 50  1  0
 24 51  1  0
 24 52  1  0
 24 53  1  0
 25 54  1  0
 25 55  1  0
 26 56  1  0
 28 57  1  0
 28 58  1  0
 28 59  1  0
M  END


  Mrv0541 05061310352D          

 30 33  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
    1.4079    0.8198    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
   -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
   -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  1  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 14  2  0  0  0  0
 20 18  1  0  0  0  0
 21 12  1  0  0  0  0
 21 17  2  0  0  0  0
 22 19  1  0  0  0  0
 23  2  1  0  0  0  0
 23  3  1  0  0  0  0
 23  8  1  0  0  0  0
 23  9  1  0  0  0  0
 24  4  1  0  0  0  0
 24 10  1  0  0  0  0
 24 15  1  0  0  0  0
 24 20  1  0  0  0  0
 25 21  1  0  0  0  0
 26 11  2  0  0  0  0
 27 16  1  0  0  0  0
 28 22  2  0  0  0  0
 29  5  1  0  0  0  0
 29 17  1  0  0  0  0
 30 18  1  0  0  0  0
 30 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038686

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(Cl)C(C)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4CC(C=O)=C23)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C24H29ClO5/c1-12-19(16(27)7-17(29-5)21(12)25)22(28)30-18-10-24(4)15-9-23(2,3)8-13(15)6-14(11-26)20(18)24/h7,11,13,15,18,27H,6,8-10H2,1-5H3

> <INCHI_KEY>
HTYGPZSURXEEQG-UHFFFAOYSA-N

> <FORMULA>
C24H29ClO5

> <MOLECULAR_WEIGHT>
432.937

> <EXACT_MASS>
432.170351745

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
47.101411915069356

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
4.43

> <JCHEM_LOGP>
5.661294968333333

> <ALOGPS_LOGS>
-5.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.324082817381406

> <JCHEM_PKA_STRONGEST_BASIC>
-4.348577960083337

> <JCHEM_POLAR_SURFACE_AREA>
72.83

> <JCHEM_REFRACTIVITY>
115.84719999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.27e-03 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038686
     RDKit          3D
Armillaricin
 59 62  0  0  0  0  0  0  0  0999 V2000
    8.5478   -2.1352    0.6125 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7401   -1.1159    0.3266 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4832   -0.7312    0.1213 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3635   -1.5699    0.1914 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0921   -1.0927   -0.0323 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9719   -1.9338    0.0379 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9072    0.2401   -0.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5626    0.7573   -0.5504 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4172    1.9650   -0.8249 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4148   -0.0172   -0.4679 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1757    0.6135   -0.6987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8162   -0.2157   -1.5178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8477    0.5668   -0.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1516    1.9239   -1.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8178    0.5029    0.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1917    0.4073    1.6365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1507    0.3887    2.7015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5389    0.2922    3.8775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5945    0.2720    2.0868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5349    0.5366    0.9906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8939   -0.1092    1.1796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3489   -0.5831   -0.1982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7093   -0.0415   -0.5608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2999   -2.0915   -0.2305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2872    0.0232   -1.1355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0773   -0.1590   -0.2734 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9821    1.0891   -0.4114 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7679    2.5604   -0.7447 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2443    0.6190   -0.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6051    1.7270   -0.3013 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.0906   -3.0500    1.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3883   -1.8801    1.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0743   -2.5855   -0.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5338   -2.6121    0.4262 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1428   -2.9019    0.2599 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2834    1.6597   -0.9620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7762   -0.0582   -2.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8438   -1.2620   -1.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3348    2.4102   -1.8252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4468    2.6344   -0.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9474    1.7737   -2.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8935    0.4570    2.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7660   -0.7765    2.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7935    0.9164    2.9777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6071    1.6149    0.7995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8823   -0.9409    1.9023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5726    0.7168    1.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3711   -0.8784   -0.8576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1302    0.6220    0.2297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5906    0.6110   -1.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3486   -2.4529    0.8047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3944   -2.4408   -0.7824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2510   -2.4067   -0.7146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2438   -0.4917   -2.0908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6174    1.0939   -1.2084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9067   -1.2434   -0.1268 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2169    3.0767    0.0603 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3911    2.6854   -1.7588 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7946    3.0198   -0.7138 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  2  0
 16 17  1  0
 17 18  2  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
  7 27  1  0
 27 28  1  0
 27 29  2  0
 29 30  1  0
 29  3  1  0
 15 11  1  0
 26 20  1  0
 26 13  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  6 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 14 39  1  0
 14 40  1  0
 14 41  1  0
 17 42  1  0
 19 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
 21 47  1  0
 23 48  1  0
 23 49  1  0
 23 50  1  0
 24 51  1  0
 24 52  1  0
 24 53  1  0
 25 54  1  0
 25 55  1  0
 26 56  1  0
 28 57  1  0
 28 58  1  0
 28 59  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -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       2.628   1.530   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.087  -1.623   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.631   0.535   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.441   3.204   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.447   2.834   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      -6.636  -0.837   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -0.177   2.006   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   23                                                            
CONECT    3   23                                                            
CONECT    4   24                                                            
CONECT    5   29                                                            
CONECT    6   13   14                                                       
CONECT    7   16   17                                                       
CONECT    8   13   23                                                       
CONECT    9   15   23                                                       
CONECT   10   18   24                                                       
CONECT   11   14   26                                                       
CONECT   12    1   19   21                                                  
CONECT   13    6    8   15                                                  
CONECT   14    6   11   20                                                  
CONECT   15    9   13   24                                                  
CONECT   16    7   19   27                                                  
CONECT   17    7   21   29                                                  
CONECT   18   10   20   30                                                  
CONECT   19   12   16   22                                                  
CONECT   20   14   18   24                                                  
CONECT   21   12   17   25                                                  
CONECT   22   19   28   30                                                  
CONECT   23    2    3    8    9                                             
CONECT   24    4   10   15   20                                             
CONECT   25   21                                                            
CONECT   26   11                                                            
CONECT   27   16                                                            
CONECT   28   22                                                            
CONECT   29    5   17                                                       
CONECT   30   18   22                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

COMPND    HMDB0038686
HETATM    1  C1  UNL     1       8.548  -2.135   0.612  1.00  0.00           C  
HETATM    2  O1  UNL     1       7.740  -1.116   0.327  1.00  0.00           O  
HETATM    3  C2  UNL     1       6.483  -0.731   0.121  1.00  0.00           C  
HETATM    4  C3  UNL     1       5.364  -1.570   0.191  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.092  -1.093  -0.032  1.00  0.00           C  
HETATM    6  O2  UNL     1       2.972  -1.934   0.038  1.00  0.00           O  
HETATM    7  C5  UNL     1       3.907   0.240  -0.334  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.563   0.757  -0.550  1.00  0.00           C  
HETATM    9  O3  UNL     1       2.417   1.965  -0.825  1.00  0.00           O  
HETATM   10  O4  UNL     1       1.415  -0.017  -0.468  1.00  0.00           O  
HETATM   11  C7  UNL     1       0.176   0.613  -0.699  1.00  0.00           C  
HETATM   12  C8  UNL     1      -0.816  -0.216  -1.518  1.00  0.00           C  
HETATM   13  C9  UNL     1      -1.848   0.567  -0.732  1.00  0.00           C  
HETATM   14  C10 UNL     1      -2.152   1.924  -1.247  1.00  0.00           C  
HETATM   15  C11 UNL     1      -0.818   0.503   0.387  1.00  0.00           C  
HETATM   16  C12 UNL     1      -1.192   0.407   1.636  1.00  0.00           C  
HETATM   17  C13 UNL     1      -0.151   0.389   2.701  1.00  0.00           C  
HETATM   18  O5  UNL     1      -0.539   0.292   3.878  1.00  0.00           O  
HETATM   19  C14 UNL     1      -2.595   0.272   2.087  1.00  0.00           C  
HETATM   20  C15 UNL     1      -3.535   0.537   0.991  1.00  0.00           C  
HETATM   21  C16 UNL     1      -4.894  -0.109   1.180  1.00  0.00           C  
HETATM   22  C17 UNL     1      -5.349  -0.583  -0.198  1.00  0.00           C  
HETATM   23  C18 UNL     1      -6.709  -0.041  -0.561  1.00  0.00           C  
HETATM   24  C19 UNL     1      -5.300  -2.092  -0.231  1.00  0.00           C  
HETATM   25  C20 UNL     1      -4.287   0.023  -1.136  1.00  0.00           C  
HETATM   26  C21 UNL     1      -3.077  -0.159  -0.273  1.00  0.00           C  
HETATM   27  C22 UNL     1       4.982   1.089  -0.411  1.00  0.00           C  
HETATM   28  C23 UNL     1       4.768   2.560  -0.745  1.00  0.00           C  
HETATM   29  C24 UNL     1       6.244   0.619  -0.190  1.00  0.00           C  
HETATM   30 CL1  UNL     1       7.605   1.727  -0.301  1.00  0.00          CL  
HETATM   31  H1  UNL     1       8.091  -3.050   1.104  1.00  0.00           H  
HETATM   32  H2  UNL     1       9.388  -1.880   1.352  1.00  0.00           H  
HETATM   33  H3  UNL     1       9.074  -2.586  -0.290  1.00  0.00           H  
HETATM   34  H4  UNL     1       5.534  -2.612   0.426  1.00  0.00           H  
HETATM   35  H5  UNL     1       3.143  -2.902   0.260  1.00  0.00           H  
HETATM   36  H6  UNL     1       0.283   1.660  -0.962  1.00  0.00           H  
HETATM   37  H7  UNL     1      -0.776  -0.058  -2.600  1.00  0.00           H  
HETATM   38  H8  UNL     1      -0.844  -1.262  -1.147  1.00  0.00           H  
HETATM   39  H9  UNL     1      -1.335   2.410  -1.825  1.00  0.00           H  
HETATM   40  H10 UNL     1      -2.447   2.634  -0.465  1.00  0.00           H  
HETATM   41  H11 UNL     1      -2.947   1.774  -2.039  1.00  0.00           H  
HETATM   42  H12 UNL     1       0.894   0.457   2.435  1.00  0.00           H  
HETATM   43  H13 UNL     1      -2.766  -0.777   2.496  1.00  0.00           H  
HETATM   44  H14 UNL     1      -2.793   0.916   2.978  1.00  0.00           H  
HETATM   45  H15 UNL     1      -3.607   1.615   0.799  1.00  0.00           H  
HETATM   46  H16 UNL     1      -4.882  -0.941   1.902  1.00  0.00           H  
HETATM   47  H17 UNL     1      -5.573   0.717   1.470  1.00  0.00           H  
HETATM   48  H18 UNL     1      -7.371  -0.878  -0.858  1.00  0.00           H  
HETATM   49  H19 UNL     1      -7.130   0.622   0.230  1.00  0.00           H  
HETATM   50  H20 UNL     1      -6.591   0.611  -1.470  1.00  0.00           H  
HETATM   51  H21 UNL     1      -5.349  -2.453   0.805  1.00  0.00           H  
HETATM   52  H22 UNL     1      -4.394  -2.441  -0.782  1.00  0.00           H  
HETATM   53  H23 UNL     1      -6.251  -2.407  -0.715  1.00  0.00           H  
HETATM   54  H24 UNL     1      -4.244  -0.492  -2.091  1.00  0.00           H  
HETATM   55  H25 UNL     1      -4.617   1.094  -1.208  1.00  0.00           H  
HETATM   56  H26 UNL     1      -2.907  -1.243  -0.127  1.00  0.00           H  
HETATM   57  H27 UNL     1       4.217   3.077   0.060  1.00  0.00           H  
HETATM   58  H28 UNL     1       4.391   2.685  -1.759  1.00  0.00           H  
HETATM   59  H29 UNL     1       5.795   3.020  -0.714  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3
CONECT    3    4    4   29
CONECT    4    5   34
CONECT    5    6    7    7
CONECT    6   35
CONECT    7    8   27
CONECT    8    9    9   10
CONECT   10   11
CONECT   11   12   15   36
CONECT   12   13   37   38
CONECT   13   14   15   26
CONECT   14   39   40   41
CONECT   15   16   16
CONECT   16   17   19
CONECT   17   18   18   42
CONECT   19   20   43   44
CONECT   20   21   26   45
CONECT   21   22   46   47
CONECT   22   23   24   25
CONECT   23   48   49   50
CONECT   24   51   52   53
CONECT   25   26   54   55
CONECT   26   56
CONECT   27   28   29   29
CONECT   28   57   58   59
CONECT   29   30
END

HMDB0038686
     RDKit          3D
Armillaricin
 59 62  0  0  0  0  0  0  0  0999 V2000
    8.5478   -2.1352    0.6125 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7401   -1.1159    0.3266 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4832   -0.7312    0.1213 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3635   -1.5699    0.1914 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0921   -1.0927   -0.0323 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9719   -1.9338    0.0379 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9072    0.2401   -0.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5626    0.7573   -0.5504 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4172    1.9650   -0.8249 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4148   -0.0172   -0.4679 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1757    0.6135   -0.6987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8162   -0.2157   -1.5178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8477    0.5668   -0.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1516    1.9239   -1.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8178    0.5029    0.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1917    0.4073    1.6365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1507    0.3887    2.7015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5389    0.2922    3.8775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5945    0.2720    2.0868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5349    0.5366    0.9906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8939   -0.1092    1.1796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3489   -0.5831   -0.1982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7093   -0.0415   -0.5608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2999   -2.0915   -0.2305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2872    0.0232   -1.1355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0773   -0.1590   -0.2734 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9821    1.0891   -0.4114 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7679    2.5604   -0.7447 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2443    0.6190   -0.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6051    1.7270   -0.3013 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.0906   -3.0500    1.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3883   -1.8801    1.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0743   -2.5855   -0.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5338   -2.6121    0.4262 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1428   -2.9019    0.2599 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2834    1.6597   -0.9620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7762   -0.0582   -2.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8438   -1.2620   -1.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3348    2.4102   -1.8252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4468    2.6344   -0.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9474    1.7737   -2.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8935    0.4570    2.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7660   -0.7765    2.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7935    0.9164    2.9777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6071    1.6149    0.7995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8823   -0.9409    1.9023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5726    0.7168    1.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3711   -0.8784   -0.8576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1302    0.6220    0.2297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5906    0.6110   -1.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3486   -2.4529    0.8047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3944   -2.4408   -0.7824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2510   -2.4067   -0.7146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2438   -0.4917   -2.0908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6174    1.0939   -1.2084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9067   -1.2434   -0.1268 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2169    3.0767    0.0603 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3911    2.6854   -1.7588 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7946    3.0198   -0.7138 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  2  0
 16 17  1  0
 17 18  2  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
  7 27  1  0
 27 28  1  0
 27 29  2  0
 29 30  1  0
 29  3  1  0
 15 11  1  0
 26 20  1  0
 26 13  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  6 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 14 39  1  0
 14 40  1  0
 14 41  1  0
 17 42  1  0
 19 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
 21 47  1  0
 23 48  1  0
 23 49  1  0
 23 50  1  0
 24 51  1  0
 24 52  1  0
 24 53  1  0
 25 54  1  0
 25 55  1  0
 26 56  1  0
 28 57  1  0
 28 58  1  0
 28 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

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

Chemical Formula

C₂₄H₂₉ClO₅

Average Molecular Weight

432.937

Monoisotopic Molecular Weight

432.170351745

IUPAC Name

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

Traditional Name

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

CAS Registry Number

119516-62-0

SMILES

COC1=C(Cl)C(C)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4CC(C=O)=C23)C(O)=C1

InChI Identifier

InChI=1S/C24H29ClO5/c1-12-19(16(27)7-17(29-5)21(12)25)22(28)30-18-10-24(4)15-9-23(2,3)8-13(15)6-14(11-26)20(18)24/h7,11,13,15,18,27H,6,8-10H2,1-5H3

InChI Key

HTYGPZSURXEEQG-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
Alkyl aryl ether
Halobenzene
Phenol
1-hydroxy-2-unsubstituted benzenoid
Toluene
Aryl halide
Monocyclic benzene moiety
Aryl chloride
Benzenoid
Vinylogous acid
Carboxylic acid ester
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Aldehyde
Organohalogen compound
Organochloride
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organic oxide
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: HMDB0038686)

Source

Endogenous

Endogenous (HMDB: HMDB0038686)

Plant

Plant (HMDB: HMDB0038686)

Animal

Animal (HMDB: HMDB0038686)

Exogenous

Food

Food (HMDB: HMDB0038686)

Vegetable

Mushroom

Exogenous (HMDB: HMDB0038686)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0038686)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0038686)

Lipid metabolism pathway (HMDB: HMDB0038686)

Cellular process

Cell signaling (HMDB: HMDB0038686)

Biochemical process

Lipid transport (HMDB: HMDB0038686)

Role

Biological role

Energy source (HMDB: HMDB0038686)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0038686)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	190 - 192 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0075 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	0.0023 g/L	ALOGPS
logP	4.43	ALOGPS
logP	5.66	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	9.32	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.83 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	115.85 m³·mol⁻¹	ChemAxon
Polarizability	47.1 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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]-	235.053	30932474
DeepCCS	[M+Na]+	210.558	30932474
AllCCS	[M+H]+	202.5	32859911
AllCCS	[M+H-H2O]+	200.5	32859911
AllCCS	[M+NH4]+	204.4	32859911
AllCCS	[M+Na]+	205.0	32859911
AllCCS	[M-H]-	204.4	32859911
AllCCS	[M+Na-2H]-	204.7	32859911
AllCCS	[M+HCOO]-	205.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.82 minutes	32390414
Predicted by Siyang on May 30, 2022	23.2847 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.66 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3462.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	633.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	284.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	308.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	582.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1048.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	1258.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	89.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1876.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	665.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	2238.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	723.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	624.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	460.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	614.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	10.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Armillaricin	COC1=C(Cl)C(C)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4CC(C=O)=C23)C(O)=C1	4123.8	Standard polar	33892256
Armillaricin	COC1=C(Cl)C(C)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4CC(C=O)=C23)C(O)=C1	3021.9	Standard non polar	33892256
Armillaricin	COC1=C(Cl)C(C)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4CC(C=O)=C23)C(O)=C1	3112.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Armillaricin,1TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=C(C(=O)OC2CC3(C)C2=C(C=O)CC2CC(C)(C)CC23)C(C)=C1Cl	3337.4	Semi standard non polar	33892256
Armillaricin,1TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C(=O)OC2CC3(C)C2=C(C=O)CC2CC(C)(C)CC23)C(C)=C1Cl	3562.3	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 - Armillaricin GC-MS (Non-derivatized) - 70eV, Positive	splash10-014s-2940200000-6b6d6387e9772e7e56e9	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Armillaricin GC-MS (1 TMS) - 70eV, Positive	splash10-00ku-2980400000-d55f795e69b40c83870a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Armillaricin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Armillaricin 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 - Armillaricin 10V, Positive-QTOF	splash10-001i-0430900000-07ec66181b220bb1962b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaricin 20V, Positive-QTOF	splash10-00kb-1940200000-5db2e99ecc450c7c43ed	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaricin 40V, Positive-QTOF	splash10-00kb-1910000000-cc0d1789449c4a7926fd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaricin 10V, Negative-QTOF	splash10-001i-0120900000-b8ef8b66243f60bf610b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaricin 20V, Negative-QTOF	splash10-00si-0951800000-96c4efc470487089adde	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaricin 40V, Negative-QTOF	splash10-00di-0940000000-228ed6bf714d3d14f6e9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaricin 10V, Positive-QTOF	splash10-00lr-0191800000-564e7b4d50135a67f614	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaricin 20V, Positive-QTOF	splash10-0002-3943400000-9fa76bc417060ea2cee4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaricin 40V, Positive-QTOF	splash10-106r-1691000000-e168e0c3dd9d6e8d5d1a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaricin 10V, Negative-QTOF	splash10-001i-0330900000-fb5c2408982cd86eed41	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaricin 20V, Negative-QTOF	splash10-0fl0-1893600000-ec87767ace91378ed3b3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaricin 40V, Negative-QTOF	splash10-001i-9630300000-d0d1df2ee399710bb9c0	2021-09-23	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

FDB018090

KNApSAcK ID

C00055507

Chemspider ID

35014634

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752426

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1870531

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 Armillaricin (HMDB0038686)

MOL for HMDB0038686 (Armillaricin)

3D MOL for HMDB0038686 (Armillaricin)

3D SDF for HMDB0038686 (Armillaricin)

3D-SDF for HMDB0038686 (Armillaricin)

PDB for HMDB0038686 (Armillaricin)

3D PDB for HMDB0038686 (Armillaricin)

SMILES for HMDB0038686 (Armillaricin)

INCHI for HMDB0038686 (Armillaricin)

Structure for HMDB0038686 (Armillaricin)

3D Structure for HMDB0038686 (Armillaricin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra