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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:44:45 UTC

Update Date

2022-03-07 02:53:04 UTC

HMDB ID

HMDB0031672

Secondary Accession Numbers

HMDB31672

Metabolite Identification

Common Name

Armillaribin

Description

Armillaribin 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 Armillaribin.

Structure

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


  Mrv0541 05061306042D          

 29 32  0  0  0  0            999 V2000
   -1.4606    1.4957    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
   -2.5079    0.5236    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
   -2.1896   -0.8695    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
   -1.7036    0.7073    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
   -2.7509   -0.2648    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
   -1.3853   -0.6857    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
   -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
    1.7404   -1.3375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8241   -1.2904    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
 13  1  1  0  0  0  0
 13  6  2  0  0  0  0
 14  7  1  0  0  0  0
 14  9  1  0  0  0  0
 15  7  1  0  0  0  0
 15 12  1  0  0  0  0
 16  6  1  0  0  0  0
 16  8  2  0  0  0  0
 17 10  1  0  0  0  0
 17 14  1  0  0  0  0
 18  8  1  0  0  0  0
 19 11  1  0  0  0  0
 20 13  1  0  0  0  0
 20 18  2  0  0  0  0
 21 15  2  0  0  0  0
 21 19  1  0  0  0  0
 22 20  1  0  0  0  0
 23  2  1  0  0  0  0
 23  3  1  0  0  0  0
 23  9  1  0  0  0  0
 23 10  1  0  0  0  0
 24  4  1  0  0  0  0
 24 11  1  0  0  0  0
 24 17  1  0  0  0  0
 24 21  1  0  0  0  0
 25 12  2  0  0  0  0
 26 18  1  0  0  0  0
 27 22  2  0  0  0  0
 28  5  1  0  0  0  0
 28 16  1  0  0  0  0
 29 19  1  0  0  0  0
 29 22  1  0  0  0  0
M  END

HMDB0031672
     RDKit          3D
Armillaribin
 59 62  0  0  0  0  0  0  0  0999 V2000
    8.5583    0.0001   -1.0966 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3580    0.0121   -1.8059 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1162   -0.0568   -1.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0032   -0.1395    0.2161 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7741   -0.2059    0.8332 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7046   -0.2950    2.3292 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6089   -0.1917    0.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3109   -0.2616    0.7505 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2292   -0.3371    2.0068 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0984   -0.2518    0.0728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1333   -0.3219    0.7544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0716   -1.3407    0.1355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5940   -0.2208   -0.6887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6531   -0.0049   -1.8855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1405    0.7105    0.3982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6844    1.8860    0.6118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2079    2.7405    1.6614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2574    2.3889    2.4055 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8079    2.2573   -0.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7342    1.0977   -0.5309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4135    0.6061    0.7017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0090   -0.7079    0.2361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2720   -1.6220    1.4175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2521   -0.4973   -0.5857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9020   -1.2620   -0.6365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0188   -0.1311   -1.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7084   -0.1092   -1.2697 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5820   -0.0898   -2.0746 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9401   -0.0424   -1.8923 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5584   -0.7262   -0.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3638   -0.3213   -1.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7935    1.0235   -0.7304 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9128   -0.1514    0.8025 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2257    0.5904    2.7785 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2680   -1.2615    2.6630 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7497   -0.3022    2.7365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0392   -0.3842    1.8573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7084   -1.7496    0.9406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5416   -2.0969   -0.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0455   -0.8970   -2.0745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0880    0.9365   -1.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3028    0.1153   -2.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6357    3.7142    1.8616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3906    3.0477    0.2220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4161    2.5866   -1.2635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5073    1.4341   -1.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2293    1.3063    1.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7386    0.3927    1.5359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4302   -2.6326    1.0091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3872   -1.5803    2.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1879   -1.2362    1.9207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9763    0.1896   -0.1382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0175   -0.1936   -1.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7664   -1.4911   -0.6743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4165   -1.7585   -1.5132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4057   -2.0941   -0.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0969   -0.0611   -2.1630 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5986   -0.0315   -3.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0166    0.0224   -2.9701 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  3  1  0
 15 11  1  0
 26 20  1  0
 26 13  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  6 34  1  0
  6 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
 17 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 23 49  1  0
 23 50  1  0
 23 51  1  0
 24 52  1  0
 24 53  1  0
 24 54  1  0
 25 55  1  0
 25 56  1  0
 26 57  1  0
 28 58  1  0
 29 59  1  0
M  END


  Mrv0541 05061306042D          

 29 32  0  0  0  0            999 V2000
   -1.4606    1.4957    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
   -2.5079    0.5236    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
   -2.1896   -0.8695    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
   -1.7036    0.7073    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
   -2.7509   -0.2648    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
   -1.3853   -0.6857    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
   -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
    1.7404   -1.3375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8241   -1.2904    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
 13  1  1  0  0  0  0
 13  6  2  0  0  0  0
 14  7  1  0  0  0  0
 14  9  1  0  0  0  0
 15  7  1  0  0  0  0
 15 12  1  0  0  0  0
 16  6  1  0  0  0  0
 16  8  2  0  0  0  0
 17 10  1  0  0  0  0
 17 14  1  0  0  0  0
 18  8  1  0  0  0  0
 19 11  1  0  0  0  0
 20 13  1  0  0  0  0
 20 18  2  0  0  0  0
 21 15  2  0  0  0  0
 21 19  1  0  0  0  0
 22 20  1  0  0  0  0
 23  2  1  0  0  0  0
 23  3  1  0  0  0  0
 23  9  1  0  0  0  0
 23 10  1  0  0  0  0
 24  4  1  0  0  0  0
 24 11  1  0  0  0  0
 24 17  1  0  0  0  0
 24 21  1  0  0  0  0
 25 12  2  0  0  0  0
 26 18  1  0  0  0  0
 27 22  2  0  0  0  0
 28  5  1  0  0  0  0
 28 16  1  0  0  0  0
 29 19  1  0  0  0  0
 29 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031672

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C24H30O5/c1-13-6-16(28-5)8-18(26)20(13)22(27)29-19-11-24(4)17-10-23(2,3)9-14(17)7-15(12-25)21(19)24/h6,8,12,14,17,19,26H,7,9-11H2,1-5H3

> <INCHI_KEY>
HWLRIFRIRNSGBG-UHFFFAOYSA-N

> <FORMULA>
C24H30O5

> <MOLECULAR_WEIGHT>
398.492

> <EXACT_MASS>
398.20932407

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
44.87419693630294

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.93

> <JCHEM_LOGP>
5.057250292000001

> <ALOGPS_LOGS>
-4.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.761765655410032

> <JCHEM_PKA_STRONGEST_BASIC>
-4.0542939010326124

> <JCHEM_POLAR_SURFACE_AREA>
72.83

> <JCHEM_REFRACTIVITY>
111.04239999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.46e-03 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031672
     RDKit          3D
Armillaribin
 59 62  0  0  0  0  0  0  0  0999 V2000
    8.5583    0.0001   -1.0966 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3580    0.0121   -1.8059 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1162   -0.0568   -1.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0032   -0.1395    0.2161 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7741   -0.2059    0.8332 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7046   -0.2950    2.3292 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6089   -0.1917    0.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3109   -0.2616    0.7505 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2292   -0.3371    2.0068 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0984   -0.2518    0.0728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1333   -0.3219    0.7544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0716   -1.3407    0.1355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5940   -0.2208   -0.6887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6531   -0.0049   -1.8855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1405    0.7105    0.3982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6844    1.8860    0.6118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2079    2.7405    1.6614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2574    2.3889    2.4055 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8079    2.2573   -0.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7342    1.0977   -0.5309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4135    0.6061    0.7017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0090   -0.7079    0.2361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2720   -1.6220    1.4175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2521   -0.4973   -0.5857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9020   -1.2620   -0.6365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0188   -0.1311   -1.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7084   -0.1092   -1.2697 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5820   -0.0898   -2.0746 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9401   -0.0424   -1.8923 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5584   -0.7262   -0.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3638   -0.3213   -1.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7935    1.0235   -0.7304 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9128   -0.1514    0.8025 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2257    0.5904    2.7785 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2680   -1.2615    2.6630 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7497   -0.3022    2.7365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0392   -0.3842    1.8573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7084   -1.7496    0.9406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5416   -2.0969   -0.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0455   -0.8970   -2.0745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0880    0.9365   -1.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3028    0.1153   -2.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6357    3.7142    1.8616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3906    3.0477    0.2220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4161    2.5866   -1.2635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5073    1.4341   -1.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2293    1.3063    1.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7386    0.3927    1.5359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4302   -2.6326    1.0091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3872   -1.5803    2.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1879   -1.2362    1.9207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9763    0.1896   -0.1382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0175   -0.1936   -1.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7664   -1.4911   -0.6743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4165   -1.7585   -1.5132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4057   -2.0941   -0.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0969   -0.0611   -2.1630 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5986   -0.0315   -3.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0166    0.0224   -2.9701 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  3  1  0
 15 11  1  0
 26 20  1  0
 26 13  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  6 34  1  0
  6 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
 17 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 23 49  1  0
 23 50  1  0
 23 51  1  0
 24 52  1  0
 24 53  1  0
 24 54  1  0
 25 55  1  0
 25 56  1  0
 26 57  1  0
 28 58  1  0
 29 59  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -2.726   2.792   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      -4.681   0.977   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.887   0.112   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.087  -1.623   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.223   1.680   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.058   3.882   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.143   3.653   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.529  -1.135   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.180   1.320   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.706   1.416   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.348   0.169   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.135  -0.494   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.986   2.777   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.586  -1.280   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.324   2.349   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.132   0.192   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.628   1.530   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  O   UNK     0       3.249  -2.497   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -1.538  -2.409   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       0.417  -0.594   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -6.636  -0.837   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -0.177   2.006   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   23                                                            
CONECT    3   23                                                            
CONECT    4   24                                                            
CONECT    5   28                                                            
CONECT    6   13   16                                                       
CONECT    7   14   15                                                       
CONECT    8   16   18                                                       
CONECT    9   14   23                                                       
CONECT   10   17   23                                                       
CONECT   11   19   24                                                       
CONECT   12   15   25                                                       
CONECT   13    1    6   20                                                  
CONECT   14    7    9   17                                                  
CONECT   15    7   12   21                                                  
CONECT   16    6    8   28                                                  
CONECT   17   10   14   24                                                  
CONECT   18    8   20   26                                                  
CONECT   19   11   21   29                                                  
CONECT   20   13   18   22                                                  
CONECT   21   15   19   24                                                  
CONECT   22   20   27   29                                                  
CONECT   23    2    3    9   10                                             
CONECT   24    4   11   17   21                                             
CONECT   25   12                                                            
CONECT   26   18                                                            
CONECT   27   22                                                            
CONECT   28    5   16                                                       
CONECT   29   19   22                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

COMPND    HMDB0031672
HETATM    1  C1  UNL     1       8.558   0.000  -1.097  1.00  0.00           C  
HETATM    2  O1  UNL     1       7.358   0.012  -1.806  1.00  0.00           O  
HETATM    3  C2  UNL     1       6.116  -0.057  -1.152  1.00  0.00           C  
HETATM    4  C3  UNL     1       6.003  -0.140   0.216  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.774  -0.206   0.833  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.705  -0.295   2.329  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.609  -0.192   0.100  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.311  -0.262   0.751  1.00  0.00           C  
HETATM    9  O2  UNL     1       2.229  -0.337   2.007  1.00  0.00           O  
HETATM   10  O3  UNL     1       1.098  -0.252   0.073  1.00  0.00           O  
HETATM   11  C8  UNL     1      -0.133  -0.322   0.754  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.072  -1.341   0.136  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.594  -0.221  -0.689  1.00  0.00           C  
HETATM   14  C11 UNL     1      -0.653  -0.005  -1.886  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.141   0.710   0.398  1.00  0.00           C  
HETATM   16  C13 UNL     1      -1.684   1.886   0.612  1.00  0.00           C  
HETATM   17  C14 UNL     1      -1.208   2.741   1.661  1.00  0.00           C  
HETATM   18  O4  UNL     1      -0.257   2.389   2.406  1.00  0.00           O  
HETATM   19  C15 UNL     1      -2.808   2.257  -0.288  1.00  0.00           C  
HETATM   20  C16 UNL     1      -3.734   1.098  -0.531  1.00  0.00           C  
HETATM   21  C17 UNL     1      -4.414   0.606   0.702  1.00  0.00           C  
HETATM   22  C18 UNL     1      -5.009  -0.708   0.236  1.00  0.00           C  
HETATM   23  C19 UNL     1      -5.272  -1.622   1.418  1.00  0.00           C  
HETATM   24  C20 UNL     1      -6.252  -0.497  -0.586  1.00  0.00           C  
HETATM   25  C21 UNL     1      -3.902  -1.262  -0.637  1.00  0.00           C  
HETATM   26  C22 UNL     1      -3.019  -0.131  -1.033  1.00  0.00           C  
HETATM   27  C23 UNL     1       3.708  -0.109  -1.270  1.00  0.00           C  
HETATM   28  O5  UNL     1       2.582  -0.090  -2.075  1.00  0.00           O  
HETATM   29  C24 UNL     1       4.940  -0.042  -1.892  1.00  0.00           C  
HETATM   30  H1  UNL     1       8.558  -0.726  -0.257  1.00  0.00           H  
HETATM   31  H2  UNL     1       9.364  -0.321  -1.799  1.00  0.00           H  
HETATM   32  H3  UNL     1       8.794   1.023  -0.730  1.00  0.00           H  
HETATM   33  H4  UNL     1       6.913  -0.151   0.803  1.00  0.00           H  
HETATM   34  H5  UNL     1       4.226   0.590   2.778  1.00  0.00           H  
HETATM   35  H6  UNL     1       4.268  -1.262   2.663  1.00  0.00           H  
HETATM   36  H7  UNL     1       5.750  -0.302   2.736  1.00  0.00           H  
HETATM   37  H8  UNL     1      -0.039  -0.384   1.857  1.00  0.00           H  
HETATM   38  H9  UNL     1      -1.708  -1.750   0.941  1.00  0.00           H  
HETATM   39  H10 UNL     1      -0.542  -2.097  -0.479  1.00  0.00           H  
HETATM   40  H11 UNL     1      -0.045  -0.897  -2.075  1.00  0.00           H  
HETATM   41  H12 UNL     1      -0.088   0.936  -1.810  1.00  0.00           H  
HETATM   42  H13 UNL     1      -1.303   0.115  -2.802  1.00  0.00           H  
HETATM   43  H14 UNL     1      -1.636   3.714   1.862  1.00  0.00           H  
HETATM   44  H15 UNL     1      -3.391   3.048   0.222  1.00  0.00           H  
HETATM   45  H16 UNL     1      -2.416   2.587  -1.264  1.00  0.00           H  
HETATM   46  H17 UNL     1      -4.507   1.434  -1.250  1.00  0.00           H  
HETATM   47  H18 UNL     1      -5.229   1.306   1.047  1.00  0.00           H  
HETATM   48  H19 UNL     1      -3.739   0.393   1.536  1.00  0.00           H  
HETATM   49  H20 UNL     1      -5.430  -2.633   1.009  1.00  0.00           H  
HETATM   50  H21 UNL     1      -4.387  -1.580   2.073  1.00  0.00           H  
HETATM   51  H22 UNL     1      -6.188  -1.236   1.921  1.00  0.00           H  
HETATM   52  H23 UNL     1      -6.976   0.190  -0.138  1.00  0.00           H  
HETATM   53  H24 UNL     1      -6.017  -0.194  -1.621  1.00  0.00           H  
HETATM   54  H25 UNL     1      -6.766  -1.491  -0.674  1.00  0.00           H  
HETATM   55  H26 UNL     1      -4.416  -1.759  -1.513  1.00  0.00           H  
HETATM   56  H27 UNL     1      -3.406  -2.094  -0.113  1.00  0.00           H  
HETATM   57  H28 UNL     1      -3.097  -0.061  -2.163  1.00  0.00           H  
HETATM   58  H29 UNL     1       2.599  -0.031  -3.066  1.00  0.00           H  
HETATM   59  H30 UNL     1       5.017   0.022  -2.970  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3
CONECT    3    4    4   29
CONECT    4    5   33
CONECT    5    6    7    7
CONECT    6   34   35   36
CONECT    7    8   27
CONECT    8    9    9   10
CONECT   10   11
CONECT   11   12   15   37
CONECT   12   13   38   39
CONECT   13   14   15   26
CONECT   14   40   41   42
CONECT   15   16   16
CONECT   16   17   19
CONECT   17   18   18   43
CONECT   19   20   44   45
CONECT   20   21   26   46
CONECT   21   22   47   48
CONECT   22   23   24   25
CONECT   23   49   50   51
CONECT   24   52   53   54
CONECT   25   26   55   56
CONECT   26   57
CONECT   27   28   29   29
CONECT   28   58
CONECT   29   59
END

HMDB0031672
     RDKit          3D
Armillaribin
 59 62  0  0  0  0  0  0  0  0999 V2000
    8.5583    0.0001   -1.0966 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3580    0.0121   -1.8059 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1162   -0.0568   -1.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0032   -0.1395    0.2161 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7741   -0.2059    0.8332 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7046   -0.2950    2.3292 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6089   -0.1917    0.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3109   -0.2616    0.7505 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2292   -0.3371    2.0068 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0984   -0.2518    0.0728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1333   -0.3219    0.7544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0716   -1.3407    0.1355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5940   -0.2208   -0.6887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6531   -0.0049   -1.8855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1405    0.7105    0.3982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6844    1.8860    0.6118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2079    2.7405    1.6614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2574    2.3889    2.4055 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8079    2.2573   -0.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7342    1.0977   -0.5309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4135    0.6061    0.7017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0090   -0.7079    0.2361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2720   -1.6220    1.4175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2521   -0.4973   -0.5857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9020   -1.2620   -0.6365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0188   -0.1311   -1.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7084   -0.1092   -1.2697 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5820   -0.0898   -2.0746 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9401   -0.0424   -1.8923 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5584   -0.7262   -0.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3638   -0.3213   -1.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7935    1.0235   -0.7304 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9128   -0.1514    0.8025 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2257    0.5904    2.7785 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2680   -1.2615    2.6630 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7497   -0.3022    2.7365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0392   -0.3842    1.8573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7084   -1.7496    0.9406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5416   -2.0969   -0.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0455   -0.8970   -2.0745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0880    0.9365   -1.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3028    0.1153   -2.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6357    3.7142    1.8616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3906    3.0477    0.2220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4161    2.5866   -1.2635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5073    1.4341   -1.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2293    1.3063    1.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7386    0.3927    1.5359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4302   -2.6326    1.0091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3872   -1.5803    2.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1879   -1.2362    1.9207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9763    0.1896   -0.1382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0175   -0.1936   -1.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7664   -1.4911   -0.6743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4165   -1.7585   -1.5132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4057   -2.0941   -0.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0969   -0.0611   -2.1630 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5986   -0.0315   -3.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0166    0.0224   -2.9701 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
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  1 30  1  0
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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 2-hydroxy-4-methoxy-6-methylbenzoic acid	HMDB

Chemical Formula

C₂₄H₃₀O₅

Average Molecular Weight

398.492

Monoisotopic Molecular Weight

398.20932407

IUPAC Name

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

Traditional Name

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

CAS Registry Number

119516-61-9

SMILES

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

InChI Identifier

InChI=1S/C24H30O5/c1-13-6-16(28-5)8-18(26)20(13)22(27)29-19-11-24(4)17-10-23(2,3)9-14(17)7-15(12-25)21(19)24/h6,8,12,14,17,19,26H,7,9-11H2,1-5H3

InChI Key

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

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0031672)
Cell membrane (HMDB: HMDB0031672)

Cellular substructure

Extracellular (HMDB: HMDB0031672)
Membrane (HMDB: HMDB0031672)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031672)

Source

Endogenous

Endogenous (HMDB: HMDB0031672)

Plant

Plant (HMDB: HMDB0031672)

Animal

Animal (HMDB: HMDB0031672)

Exogenous

Food

Food (HMDB: HMDB0031672)

Vegetable

Mushroom

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0031672)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0031672)

Cellular process

Cell signaling (HMDB: HMDB0031672)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0031672)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0031672)

Nutrient

Nutrient (HMDB: HMDB0031672)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0031672)

Emulsifier (HMDB: HMDB0031672)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.043 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	0.0045 g/L	ALOGPS
logP	3.93	ALOGPS
logP	5.06	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	9.76	ChemAxon
pKa (Strongest Basic)	-4.1	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	111.04 m³·mol⁻¹	ChemAxon
Polarizability	44.87 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	193.636	31661259
DarkChem	[M-H]-	194.031	31661259
DeepCCS	[M-2H]-	233.871	30932474
DeepCCS	[M+Na]+	209.099	30932474
AllCCS	[M+H]+	198.9	32859911
AllCCS	[M+H-H2O]+	196.6	32859911
AllCCS	[M+NH4]+	201.0	32859911
AllCCS	[M+Na]+	201.6	32859911
AllCCS	[M-H]-	201.2	32859911
AllCCS	[M+Na-2H]-	201.4	32859911
AllCCS	[M+HCOO]-	201.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Armillaribin	COC1=CC(O)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4CC(C=O)=C23)C(C)=C1	3969.5	Standard polar	33892256
Armillaribin	COC1=CC(O)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4CC(C=O)=C23)C(C)=C1	2909.5	Standard non polar	33892256
Armillaribin	COC1=CC(O)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4CC(C=O)=C23)C(C)=C1	2990.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Armillaribin,1TMS,isomer #1	COC1=CC(C)=C(C(=O)OC2CC3(C)C2=C(C=O)CC2CC(C)(C)CC23)C(O[Si](C)(C)C)=C1	3186.1	Semi standard non polar	33892256
Armillaribin,1TBDMS,isomer #1	COC1=CC(C)=C(C(=O)OC2CC3(C)C2=C(C=O)CC2CC(C)(C)CC23)C(O[Si](C)(C)C(C)(C)C)=C1	3402.4	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 - Armillaribin GC-MS (Non-derivatized) - 70eV, Positive	splash10-014v-1933000000-5ecc192a37f3289d2b3e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Armillaribin GC-MS (1 TMS) - 70eV, Positive	splash10-052u-3970500000-69ed04fa169d45a0337b	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Armillaribin 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 - Armillaribin 10V, Positive-QTOF	splash10-00kb-0339000000-0ac094bc56f789b392a5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaribin 20V, Positive-QTOF	splash10-014i-1943000000-9dcadafadfc2d858e083	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaribin 40V, Positive-QTOF	splash10-014i-2910000000-adef2712af0603a8456a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaribin 10V, Negative-QTOF	splash10-0002-0229000000-d5501dd3c19dc17f1594	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaribin 20V, Negative-QTOF	splash10-0012-0938000000-4f468823706ebcb7e9e0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaribin 40V, Negative-QTOF	splash10-053i-2930000000-3db5706133388a7d59c0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaribin 10V, Positive-QTOF	splash10-014j-0297000000-4f0cc92f2612065694bb	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaribin 20V, Positive-QTOF	splash10-00kk-3469000000-1fdb0cbc6d59db5c41fb	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaribin 40V, Positive-QTOF	splash10-02ti-1911000000-13b9f09e7e7dd041ba9f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaribin 10V, Negative-QTOF	splash10-000t-0409000000-142023ba025694a25b5e	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaribin 20V, Negative-QTOF	splash10-000i-0938000000-a00018bca414ff363492	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillaribin 40V, Negative-QTOF	splash10-0ued-6797000000-70132769f76b5357459c	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB008332

KNApSAcK ID

C00055506

Chemspider ID

35013377

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751179

PDB ID

Not Available

ChEBI ID

175182

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1827381

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 Armillaribin (HMDB0031672)

MOL for HMDB0031672 (Armillaribin)

3D MOL for HMDB0031672 (Armillaribin)

3D SDF for HMDB0031672 (Armillaribin)

3D-SDF for HMDB0031672 (Armillaribin)

PDB for HMDB0031672 (Armillaribin)

3D PDB for HMDB0031672 (Armillaribin)

SMILES for HMDB0031672 (Armillaribin)

INCHI for HMDB0031672 (Armillaribin)

Structure for HMDB0031672 (Armillaribin)

3D Structure for HMDB0031672 (Armillaribin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra