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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:56:24 UTC

Update Date

2022-03-07 02:54:19 UTC

HMDB ID

HMDB0035001

Secondary Accession Numbers

HMDB35001

Metabolite Identification

Common Name

Melleolide K

Description

Melleolide K 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 Melleolide K.

Structure

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


  Mrv0541 05061308112D          

 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
    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
   -3.5551   -0.4486    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
   -0.0950    1.0748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 11  1  1  0  0  0  0
 12  5  1  0  0  0  0
 12  7  1  0  0  0  0
 13  5  2  0  0  0  0
 13 10  1  0  0  0  0
 14  8  1  0  0  0  0
 14 12  1  0  0  0  0
 15  6  2  0  0  0  0
 16  6  1  0  0  0  0
 17  9  1  0  0  0  0
 18 11  2  0  0  0  0
 18 15  1  0  0  0  0
 19 11  1  0  0  0  0
 19 16  2  0  0  0  0
 20 18  1  0  0  0  0
 21  2  1  0  0  0  0
 21  3  1  0  0  0  0
 21  7  1  0  0  0  0
 21  8  1  0  0  0  0
 22  4  1  0  0  0  0
 22  9  1  0  0  0  0
 22 14  1  0  0  0  0
 23 13  1  0  0  0  0
 23 17  1  0  0  0  0
 23 22  1  0  0  0  0
 24 19  1  0  0  0  0
 25 10  2  0  0  0  0
 26 15  1  0  0  0  0
 27 16  1  0  0  0  0
 28 20  2  0  0  0  0
 29 23  1  0  0  0  0
 30 17  1  0  0  0  0
 30 20  1  0  0  0  0
M  END

HMDB0035001
     RDKit          3D
Melleolide K
 57 60  0  0  0  0  0  0  0  0999 V2000
    3.3951    1.1358   -1.1268 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5539    0.3779   -0.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7948    0.6080   -1.0706 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0698    1.7592   -2.3808 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.8847   -0.0545   -0.5838 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1717    0.1716   -1.1046 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7209   -0.9547    0.4294 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4378   -1.1938    0.9635 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3997   -2.1222    1.9805 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3313   -0.5280    0.4766 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0101   -0.7510    1.0057 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7647   -1.5354    1.9154 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8980   -0.0899    0.5243 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6037   -0.2477    0.9798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3154    0.8860    1.1261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9940    0.5645   -0.1848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5550    1.4493   -1.3372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4445    0.3642   -0.1906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3083    1.5598   -0.1216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6978    0.9313    0.0487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2982    0.6886   -1.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5543    1.8070    0.9019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4553   -0.4328    0.6796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9615   -0.4906    0.9482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3865   -1.8218    0.7479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1494   -1.9028    0.2415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6164   -3.2594    0.0589 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5273   -3.4415   -0.4063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3034   -0.7766   -0.1352 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3536   -0.9994   -1.3446 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9072    1.7699   -0.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6592    0.4583   -1.5771 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7803    1.8128   -1.9527 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9656   -0.3241   -0.7358 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5452   -1.5059    0.8523 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6033   -2.4022    2.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5818   -0.9906    1.8058 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0842    1.9156    1.0956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9589    0.8001    2.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3469    2.1407   -1.6436 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739    1.9770   -1.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3591    0.7648   -2.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7171   -0.2010   -1.1307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3595    2.1745   -1.0290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1180    2.1421    0.8029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3870    0.8171   -1.3461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0187   -0.3380   -1.6865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8294    1.4666   -2.0036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0322    2.7803    1.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4525    2.0886    0.2887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9327    1.3273    1.8172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7577   -1.2537    0.0153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9970   -0.5364    1.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7998   -0.0638    1.9355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9631   -2.7045    1.0088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1879   -4.1467    0.3176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1602   -1.6705   -1.8629 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 26 29  1  0
 29 30  1  0
 10  2  1  0
 29 14  1  0
 29 16  1  0
 24 18  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  6 34  1  0
  7 35  1  0
  9 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 17 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 19 44  1  0
 19 45  1  0
 21 46  1  0
 21 47  1  0
 21 48  1  0
 22 49  1  0
 22 50  1  0
 22 51  1  0
 23 52  1  0
 23 53  1  0
 24 54  1  0
 25 55  1  0
 27 56  1  0
 30 57  1  0
M  END


  Mrv0541 05061308112D          

 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
    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
   -3.5551   -0.4486    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
   -0.0950    1.0748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 11  1  1  0  0  0  0
 12  5  1  0  0  0  0
 12  7  1  0  0  0  0
 13  5  2  0  0  0  0
 13 10  1  0  0  0  0
 14  8  1  0  0  0  0
 14 12  1  0  0  0  0
 15  6  2  0  0  0  0
 16  6  1  0  0  0  0
 17  9  1  0  0  0  0
 18 11  2  0  0  0  0
 18 15  1  0  0  0  0
 19 11  1  0  0  0  0
 19 16  2  0  0  0  0
 20 18  1  0  0  0  0
 21  2  1  0  0  0  0
 21  3  1  0  0  0  0
 21  7  1  0  0  0  0
 21  8  1  0  0  0  0
 22  4  1  0  0  0  0
 22  9  1  0  0  0  0
 22 14  1  0  0  0  0
 23 13  1  0  0  0  0
 23 17  1  0  0  0  0
 23 22  1  0  0  0  0
 24 19  1  0  0  0  0
 25 10  2  0  0  0  0
 26 15  1  0  0  0  0
 27 16  1  0  0  0  0
 28 20  2  0  0  0  0
 29 23  1  0  0  0  0
 30 17  1  0  0  0  0
 30 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035001

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4C=C(C=O)C23O)C(O)=CC(O)=C1Cl

> <INCHI_IDENTIFIER>
InChI=1S/C23H27ClO6/c1-11-18(15(26)6-16(27)19(11)24)20(28)30-17-9-22(4)14-8-21(2,3)7-12(14)5-13(10-25)23(17,22)29/h5-6,10,12,14,17,26-27,29H,7-9H2,1-4H3

> <INCHI_KEY>
UHFQTECWVLYLBG-UHFFFAOYSA-N

> <FORMULA>
C23H27ClO6

> <MOLECULAR_WEIGHT>
434.91

> <EXACT_MASS>
434.149616303

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
45.26698087188217

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <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-4,6-dihydroxy-2-methylbenzoate

> <ALOGPS_LOGP>
4.09

> <JCHEM_LOGP>
4.7115738920000005

> <ALOGPS_LOGS>
-4.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.02485799749977

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.208684618370319

> <JCHEM_PKA_STRONGEST_BASIC>
-3.762219145840386

> <JCHEM_POLAR_SURFACE_AREA>
104.06

> <JCHEM_REFRACTIVITY>
112.85159999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.23e-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-4,6-dihydroxy-2-methylbenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035001
     RDKit          3D
Melleolide K
 57 60  0  0  0  0  0  0  0  0999 V2000
    3.3951    1.1358   -1.1268 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5539    0.3779   -0.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7948    0.6080   -1.0706 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0698    1.7592   -2.3808 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.8847   -0.0545   -0.5838 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1717    0.1716   -1.1046 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7209   -0.9547    0.4294 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4378   -1.1938    0.9635 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3997   -2.1222    1.9805 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3313   -0.5280    0.4766 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0101   -0.7510    1.0057 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7647   -1.5354    1.9154 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8980   -0.0899    0.5243 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6037   -0.2477    0.9798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3154    0.8860    1.1261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9940    0.5645   -0.1848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5550    1.4493   -1.3372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4445    0.3642   -0.1906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3083    1.5598   -0.1216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6978    0.9313    0.0487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2982    0.6886   -1.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5543    1.8070    0.9019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4553   -0.4328    0.6796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9615   -0.4906    0.9482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3865   -1.8218    0.7479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1494   -1.9028    0.2415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6164   -3.2594    0.0589 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5273   -3.4415   -0.4063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3034   -0.7766   -0.1352 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3536   -0.9994   -1.3446 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9072    1.7699   -0.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6592    0.4583   -1.5771 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7803    1.8128   -1.9527 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9656   -0.3241   -0.7358 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5452   -1.5059    0.8523 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6033   -2.4022    2.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5818   -0.9906    1.8058 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0842    1.9156    1.0956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9589    0.8001    2.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3469    2.1407   -1.6436 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739    1.9770   -1.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3591    0.7648   -2.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7171   -0.2010   -1.1307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3595    2.1745   -1.0290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1180    2.1421    0.8029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3870    0.8171   -1.3461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0187   -0.3380   -1.6865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8294    1.4666   -2.0036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0322    2.7803    1.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4525    2.0886    0.2887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9327    1.3273    1.8172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7577   -1.2537    0.0153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9970   -0.5364    1.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7998   -0.0638    1.9355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9631   -2.7045    1.0088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1879   -4.1467    0.3176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1602   -1.6705   -1.8629 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 26 29  1  0
 29 30  1  0
 10  2  1  0
 29 14  1  0
 29 16  1  0
 24 18  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  6 34  1  0
  7 35  1  0
  9 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 17 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 19 44  1  0
 19 45  1  0
 21 46  1  0
 21 47  1  0
 21 48  1  0
 22 49  1  0
 22 50  1  0
 22 51  1  0
 23 52  1  0
 23 53  1  0
 24 54  1  0
 25 55  1  0
 27 56  1  0
 30 57  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       4.887   0.112   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       7.223   1.680   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.058   3.882   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.143   3.653   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.529  -1.135   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.586  -1.280   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.706   1.416   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.348   0.169   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.986   2.777   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.180   1.320   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       1.324   2.349   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.132   0.192   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.087  -1.623   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.631   0.535   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.441   3.204   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.447   2.834   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.628   1.530   0.000  0.00  0.00           C+0
HETATM   24 Cl   UNK     0      -4.541  -3.095   0.000  0.00  0.00          Cl+0
HETATM   25  O   UNK     0       3.249  -2.497   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -2.726   2.792   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -6.636  -0.837   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      -0.177   2.006   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   21                                                            
CONECT    3   21                                                            
CONECT    4   22                                                            
CONECT    5   12   13                                                       
CONECT    6   15   16                                                       
CONECT    7   12   21                                                       
CONECT    8   14   21                                                       
CONECT    9   17   22                                                       
CONECT   10   13   25                                                       
CONECT   11    1   18   19                                                  
CONECT   12    5    7   14                                                  
CONECT   13    5   10   23                                                  
CONECT   14    8   12   22                                                  
CONECT   15    6   18   26                                                  
CONECT   16    6   19   27                                                  
CONECT   17    9   23   30                                                  
CONECT   18   11   15   20                                                  
CONECT   19   11   16   24                                                  
CONECT   20   18   28   30                                                  
CONECT   21    2    3    7    8                                             
CONECT   22    4    9   14   23                                             
CONECT   23   13   17   22   29                                             
CONECT   24   19                                                            
CONECT   25   10                                                            
CONECT   26   15                                                            
CONECT   27   16                                                            
CONECT   28   20                                                            
CONECT   29   23                                                            
CONECT   30   17   20                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

COMPND    HMDB0035001
HETATM    1  C1  UNL     1       3.395   1.136  -1.127  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.554   0.378  -0.555  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.795   0.608  -1.071  1.00  0.00           C  
HETATM    4 CL1  UNL     1       6.070   1.759  -2.381  1.00  0.00          CL  
HETATM    5  C4  UNL     1       6.885  -0.054  -0.584  1.00  0.00           C  
HETATM    6  O1  UNL     1       8.172   0.172  -1.105  1.00  0.00           O  
HETATM    7  C5  UNL     1       6.721  -0.955   0.429  1.00  0.00           C  
HETATM    8  C6  UNL     1       5.438  -1.194   0.964  1.00  0.00           C  
HETATM    9  O2  UNL     1       5.400  -2.122   1.980  1.00  0.00           O  
HETATM   10  C7  UNL     1       4.331  -0.528   0.477  1.00  0.00           C  
HETATM   11  C8  UNL     1       3.010  -0.751   1.006  1.00  0.00           C  
HETATM   12  O3  UNL     1       2.765  -1.535   1.915  1.00  0.00           O  
HETATM   13  O4  UNL     1       1.898  -0.090   0.524  1.00  0.00           O  
HETATM   14  C9  UNL     1       0.604  -0.248   0.980  1.00  0.00           C  
HETATM   15  C10 UNL     1      -0.315   0.886   1.126  1.00  0.00           C  
HETATM   16  C11 UNL     1      -0.994   0.565  -0.185  1.00  0.00           C  
HETATM   17  C12 UNL     1      -0.555   1.449  -1.337  1.00  0.00           C  
HETATM   18  C13 UNL     1      -2.445   0.364  -0.191  1.00  0.00           C  
HETATM   19  C14 UNL     1      -3.308   1.560  -0.122  1.00  0.00           C  
HETATM   20  C15 UNL     1      -4.698   0.931   0.049  1.00  0.00           C  
HETATM   21  C16 UNL     1      -5.298   0.689  -1.334  1.00  0.00           C  
HETATM   22  C17 UNL     1      -5.554   1.807   0.902  1.00  0.00           C  
HETATM   23  C18 UNL     1      -4.455  -0.433   0.680  1.00  0.00           C  
HETATM   24  C19 UNL     1      -2.962  -0.491   0.948  1.00  0.00           C  
HETATM   25  C20 UNL     1      -2.386  -1.822   0.748  1.00  0.00           C  
HETATM   26  C21 UNL     1      -1.149  -1.903   0.242  1.00  0.00           C  
HETATM   27  C22 UNL     1      -0.616  -3.259   0.059  1.00  0.00           C  
HETATM   28  O5  UNL     1       0.527  -3.442  -0.406  1.00  0.00           O  
HETATM   29  C23 UNL     1      -0.303  -0.777  -0.135  1.00  0.00           C  
HETATM   30  O6  UNL     1       0.354  -0.999  -1.345  1.00  0.00           O  
HETATM   31  H1  UNL     1       2.907   1.770  -0.365  1.00  0.00           H  
HETATM   32  H2  UNL     1       2.659   0.458  -1.577  1.00  0.00           H  
HETATM   33  H3  UNL     1       3.780   1.813  -1.953  1.00  0.00           H  
HETATM   34  H4  UNL     1       8.966  -0.324  -0.736  1.00  0.00           H  
HETATM   35  H5  UNL     1       7.545  -1.506   0.852  1.00  0.00           H  
HETATM   36  H6  UNL     1       4.603  -2.402   2.454  1.00  0.00           H  
HETATM   37  H7  UNL     1       0.582  -0.991   1.806  1.00  0.00           H  
HETATM   38  H8  UNL     1       0.084   1.916   1.096  1.00  0.00           H  
HETATM   39  H9  UNL     1      -0.959   0.800   2.027  1.00  0.00           H  
HETATM   40  H10 UNL     1      -1.347   2.141  -1.644  1.00  0.00           H  
HETATM   41  H11 UNL     1       0.374   1.977  -1.022  1.00  0.00           H  
HETATM   42  H12 UNL     1      -0.359   0.765  -2.193  1.00  0.00           H  
HETATM   43  H13 UNL     1      -2.717  -0.201  -1.131  1.00  0.00           H  
HETATM   44  H14 UNL     1      -3.360   2.174  -1.029  1.00  0.00           H  
HETATM   45  H15 UNL     1      -3.118   2.142   0.803  1.00  0.00           H  
HETATM   46  H16 UNL     1      -6.387   0.817  -1.346  1.00  0.00           H  
HETATM   47  H17 UNL     1      -5.019  -0.338  -1.687  1.00  0.00           H  
HETATM   48  H18 UNL     1      -4.829   1.467  -2.004  1.00  0.00           H  
HETATM   49  H19 UNL     1      -5.032   2.780   1.109  1.00  0.00           H  
HETATM   50  H20 UNL     1      -6.453   2.089   0.289  1.00  0.00           H  
HETATM   51  H21 UNL     1      -5.933   1.327   1.817  1.00  0.00           H  
HETATM   52  H22 UNL     1      -4.758  -1.254   0.015  1.00  0.00           H  
HETATM   53  H23 UNL     1      -4.997  -0.536   1.646  1.00  0.00           H  
HETATM   54  H24 UNL     1      -2.800  -0.064   1.936  1.00  0.00           H  
HETATM   55  H25 UNL     1      -2.963  -2.704   1.009  1.00  0.00           H  
HETATM   56  H26 UNL     1      -1.188  -4.147   0.318  1.00  0.00           H  
HETATM   57  H27 UNL     1      -0.160  -1.670  -1.863  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    3   10
CONECT    3    4    5
CONECT    5    6    7    7
CONECT    6   34
CONECT    7    8   35
CONECT    8    9   10   10
CONECT    9   36
CONECT   10   11
CONECT   11   12   12   13
CONECT   13   14
CONECT   14   15   29   37
CONECT   15   16   38   39
CONECT   16   17   18   29
CONECT   17   40   41   42
CONECT   18   19   24   43
CONECT   19   20   44   45
CONECT   20   21   22   23
CONECT   21   46   47   48
CONECT   22   49   50   51
CONECT   23   24   52   53
CONECT   24   25   54
CONECT   25   26   26   55
CONECT   26   27   29
CONECT   27   28   28   56
CONECT   29   30
CONECT   30   57
END

HMDB0035001
     RDKit          3D
Melleolide K
 57 60  0  0  0  0  0  0  0  0999 V2000
    3.3951    1.1358   -1.1268 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5539    0.3779   -0.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7948    0.6080   -1.0706 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0698    1.7592   -2.3808 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.8847   -0.0545   -0.5838 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1717    0.1716   -1.1046 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7209   -0.9547    0.4294 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4378   -1.1938    0.9635 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3997   -2.1222    1.9805 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3313   -0.5280    0.4766 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0101   -0.7510    1.0057 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7647   -1.5354    1.9154 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8980   -0.0899    0.5243 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6037   -0.2477    0.9798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3154    0.8860    1.1261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9940    0.5645   -0.1848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5550    1.4493   -1.3372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4445    0.3642   -0.1906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3083    1.5598   -0.1216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6978    0.9313    0.0487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2982    0.6886   -1.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5543    1.8070    0.9019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4553   -0.4328    0.6796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9615   -0.4906    0.9482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3865   -1.8218    0.7479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1494   -1.9028    0.2415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6164   -3.2594    0.0589 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5273   -3.4415   -0.4063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3034   -0.7766   -0.1352 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3536   -0.9994   -1.3446 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9072    1.7699   -0.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6592    0.4583   -1.5771 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7803    1.8128   -1.9527 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9656   -0.3241   -0.7358 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5452   -1.5059    0.8523 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6033   -2.4022    2.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5818   -0.9906    1.8058 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0842    1.9156    1.0956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9589    0.8001    2.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3469    2.1407   -1.6436 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739    1.9770   -1.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3591    0.7648   -2.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7171   -0.2010   -1.1307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3595    2.1745   -1.0290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1180    2.1421    0.8029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3870    0.8171   -1.3461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0187   -0.3380   -1.6865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8294    1.4666   -2.0036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0322    2.7803    1.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4525    2.0886    0.2887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9327    1.3273    1.8172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7577   -1.2537    0.0153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9970   -0.5364    1.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7998   -0.0638    1.9355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9631   -2.7045    1.0088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1879   -4.1467    0.3176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1602   -1.6705   -1.8629 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 26 29  1  0
 29 30  1  0
 10  2  1  0
 29 14  1  0
 29 16  1  0
 24 18  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  6 34  1  0
  7 35  1  0
  9 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 17 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 19 44  1  0
 19 45  1  0
 21 46  1  0
 21 47  1  0
 21 48  1  0
 22 49  1  0
 22 50  1  0
 22 51  1  0
 23 52  1  0
 23 53  1  0
 24 54  1  0
 25 55  1  0
 27 56  1  0
 30 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

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

Chemical Formula

C₂₃H₂₇ClO₆

Average Molecular Weight

434.91

Monoisotopic Molecular Weight

434.149616303

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-4,6-dihydroxy-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-4,6-dihydroxy-2-methylbenzoate

CAS Registry Number

Not Available

SMILES

CC1=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4C=C(C=O)C23O)C(O)=CC(O)=C1Cl

InChI Identifier

InChI=1S/C23H27ClO6/c1-11-18(15(26)6-16(27)19(11)24)20(28)30-17-9-22(4)14-8-21(2,3)7-12(14)5-13(10-25)23(17,22)29/h5-6,10,12,14,17,26-27,29H,7-9H2,1-4H3

InChI Key

UHFQTECWVLYLBG-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
P-hydroxybenzoic acid alkyl ester
P-hydroxybenzoic acid ester
O-hydroxybenzoic acid ester
Dihydroxybenzoic acid
Benzoate ester
Salicylic acid or derivatives
3-halobenzoic acid or derivatives
Halobenzoic acid or derivatives
Benzoic acid or derivatives
Benzoyl
4-halophenol
2-halophenol
M-cresol
2-chlorophenol
4-chlorophenol
Resorcinol
Toluene
1-hydroxy-2-unsubstituted benzenoid
Phenol
Chlorobenzene
Halobenzene
Benzenoid
Monocyclic benzene moiety
Aryl halide
Aryl chloride
Tertiary alcohol
Vinylogous acid
Cyclobutanol
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Aldehyde
Carbonyl group
Alcohol
Organic oxygen compound
Organooxygen compound
Organohalogen compound
Organochloride
Organic oxide
Hydrocarbon derivative
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0035001)
Cell membrane (HMDB: HMDB0035001)

Cellular substructure

Extracellular (HMDB: HMDB0035001)
Membrane (HMDB: HMDB0035001)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035001)

Source

Endogenous

Endogenous (HMDB: HMDB0035001)

Plant

Plant (HMDB: HMDB0035001)

Animal

Animal (HMDB: HMDB0035001)

Exogenous

Food

Food (HMDB: HMDB0035001)

Vegetable

Mushroom

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0035001)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0035001)

Cellular process

Cell signaling (HMDB: HMDB0035001)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0035001)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0035001)

Nutrient

Nutrient (HMDB: HMDB0035001)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035001)

Emulsifier (HMDB: HMDB0035001)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	71 - 74 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0082 g/L	ALOGPS
logP	4.09	ALOGPS
logP	4.71	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	7.21	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	104.06 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	112.85 m³·mol⁻¹	ChemAxon
Polarizability	45.27 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]-	226.455	30932474
DeepCCS	[M+Na]+	201.751	30932474
AllCCS	[M+H]+	200.2	32859911
AllCCS	[M+H-H2O]+	198.1	32859911
AllCCS	[M+NH4]+	202.1	32859911
AllCCS	[M+Na]+	202.7	32859911
AllCCS	[M-H]-	202.1	32859911
AllCCS	[M+Na-2H]-	202.5	32859911
AllCCS	[M+HCOO]-	203.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Melleolide K	CC1=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4C=C(C=O)C23O)C(O)=CC(O)=C1Cl	4473.4	Standard polar	33892256
Melleolide K	CC1=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4C=C(C=O)C23O)C(O)=CC(O)=C1Cl	3095.2	Standard non polar	33892256
Melleolide K	CC1=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4C=C(C=O)C23O)C(O)=CC(O)=C1Cl	3156.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Melleolide K,1TMS,isomer #1	CC1=C(Cl)C(O)=CC(O)=C1C(=O)OC1CC2(C)C3CC(C)(C)CC3C=C(C=O)C12O[Si](C)(C)C	3399.4	Semi standard non polar	33892256
Melleolide K,1TMS,isomer #2	CC1=C(Cl)C(O)=CC(O[Si](C)(C)C)=C1C(=O)OC1CC2(C)C3CC(C)(C)CC3C=C(C=O)C12O	3411.9	Semi standard non polar	33892256
Melleolide K,1TMS,isomer #3	CC1=C(Cl)C(O[Si](C)(C)C)=CC(O)=C1C(=O)OC1CC2(C)C3CC(C)(C)CC3C=C(C=O)C12O	3431.0	Semi standard non polar	33892256
Melleolide K,2TMS,isomer #1	CC1=C(Cl)C(O[Si](C)(C)C)=CC(O)=C1C(=O)OC1CC2(C)C3CC(C)(C)CC3C=C(C=O)C12O[Si](C)(C)C	3391.6	Semi standard non polar	33892256
Melleolide K,2TMS,isomer #2	CC1=C(Cl)C(O)=CC(O[Si](C)(C)C)=C1C(=O)OC1CC2(C)C3CC(C)(C)CC3C=C(C=O)C12O[Si](C)(C)C	3388.7	Semi standard non polar	33892256
Melleolide K,2TMS,isomer #3	CC1=C(Cl)C(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1C(=O)OC1CC2(C)C3CC(C)(C)CC3C=C(C=O)C12O	3398.5	Semi standard non polar	33892256
Melleolide K,3TMS,isomer #1	CC1=C(Cl)C(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1C(=O)OC1CC2(C)C3CC(C)(C)CC3C=C(C=O)C12O[Si](C)(C)C	3388.3	Semi standard non polar	33892256
Melleolide K,1TBDMS,isomer #1	CC1=C(Cl)C(O)=CC(O)=C1C(=O)OC1CC2(C)C3CC(C)(C)CC3C=C(C=O)C12O[Si](C)(C)C(C)(C)C	3631.7	Semi standard non polar	33892256
Melleolide K,1TBDMS,isomer #2	CC1=C(Cl)C(O)=CC(O[Si](C)(C)C(C)(C)C)=C1C(=O)OC1CC2(C)C3CC(C)(C)CC3C=C(C=O)C12O	3626.1	Semi standard non polar	33892256
Melleolide K,1TBDMS,isomer #3	CC1=C(Cl)C(O[Si](C)(C)C(C)(C)C)=CC(O)=C1C(=O)OC1CC2(C)C3CC(C)(C)CC3C=C(C=O)C12O	3668.3	Semi standard non polar	33892256
Melleolide K,2TBDMS,isomer #1	CC1=C(Cl)C(O[Si](C)(C)C(C)(C)C)=CC(O)=C1C(=O)OC1CC2(C)C3CC(C)(C)CC3C=C(C=O)C12O[Si](C)(C)C(C)(C)C	3848.4	Semi standard non polar	33892256
Melleolide K,2TBDMS,isomer #2	CC1=C(Cl)C(O)=CC(O[Si](C)(C)C(C)(C)C)=C1C(=O)OC1CC2(C)C3CC(C)(C)CC3C=C(C=O)C12O[Si](C)(C)C(C)(C)C	3818.1	Semi standard non polar	33892256
Melleolide K,2TBDMS,isomer #3	CC1=C(Cl)C(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1C(=O)OC1CC2(C)C3CC(C)(C)CC3C=C(C=O)C12O	3844.8	Semi standard non polar	33892256
Melleolide K,3TBDMS,isomer #1	CC1=C(Cl)C(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1C(=O)OC1CC2(C)C3CC(C)(C)CC3C=C(C=O)C12O[Si](C)(C)C(C)(C)C	4015.0	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 - Melleolide K GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4j-3890000000-d3940e28806a1f743e46	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Melleolide K GC-MS (3 TMS) - 70eV, Positive	splash10-004i-0091001000-15e9ca858fed4c0a29ea	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Melleolide K 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 - Melleolide K 10V, Positive-QTOF	splash10-000i-0340900000-053b2102eacc20730503	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Melleolide K 20V, Positive-QTOF	splash10-000i-1981400000-b069abd711b60cbe1219	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Melleolide K 40V, Positive-QTOF	splash10-000i-2910000000-145ddb6481ddb887957c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Melleolide K 10V, Negative-QTOF	splash10-001i-0230900000-5a77d42e6f5ca40488d4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Melleolide K 20V, Negative-QTOF	splash10-053r-0890600000-1d2cf7a9ba2e57650988	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Melleolide K 40V, Negative-QTOF	splash10-0a4i-1940000000-5142b0973813b50a35e0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Melleolide K 10V, Positive-QTOF	splash10-000i-0040900000-75508118ac344a919e67	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Melleolide K 20V, Positive-QTOF	splash10-000i-3393400000-ebf5ae8e27e08b6477b3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Melleolide K 40V, Positive-QTOF	splash10-00n3-2920000000-95b75520f3cd0d700404	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Melleolide K 10V, Negative-QTOF	splash10-001i-0120900000-024ea7f7de2e8ce8547a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Melleolide K 20V, Negative-QTOF	splash10-0a59-4891500000-810100f4ef106da2053d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Melleolide K 40V, Negative-QTOF	splash10-001i-9231000000-929d24f9ac7d3ae2ffbb	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

FDB013605

KNApSAcK ID

C00015495

Chemspider ID

8043293

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9867602

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

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 Melleolide K (HMDB0035001)

MOL for HMDB0035001 (Melleolide K)

3D MOL for HMDB0035001 (Melleolide K)

3D SDF for HMDB0035001 (Melleolide K)

3D-SDF for HMDB0035001 (Melleolide K)

PDB for HMDB0035001 (Melleolide K)

3D PDB for HMDB0035001 (Melleolide K)

SMILES for HMDB0035001 (Melleolide K)

INCHI for HMDB0035001 (Melleolide K)

Structure for HMDB0035001 (Melleolide K)

3D Structure for HMDB0035001 (Melleolide K)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra