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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:16:55 UTC

Update Date

2022-03-07 02:55:10 UTC

HMDB ID

HMDB0037039

Secondary Accession Numbers

HMDB37039

Metabolite Identification

Common Name

4-O-Methylmelleolide

Description

4-O-Methylmelleolide 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 4-O-Methylmelleolide.

Structure

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


  Mrv0541 05061309312D          

 30 33  0  0  0  0            999 V2000
   -1.7788    2.8888    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
    0.0148    0.5015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8261    1.9166    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
   -2.0218    2.1004    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
   -3.0691    1.1282    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
    0.7092    1.2586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4606    1.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6563    1.6795    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
    0.5303   -0.5775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8734    0.9445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1423    0.1027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4133    2.4679    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
 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  2  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 20  1  0  0  0  0
 22  2  1  0  0  0  0
 22  3  1  0  0  0  0
 22  9  1  0  0  0  0
 22 10  1  0  0  0  0
 23  4  1  0  0  0  0
 23 11  1  0  0  0  0
 23 17  1  0  0  0  0
 24 15  1  0  0  0  0
 24 19  1  0  0  0  0
 24 23  1  0  0  0  0
 25 12  2  0  0  0  0
 26 16  1  0  0  0  0
 27 18  1  0  0  0  0
 28 21  2  0  0  0  0
 29  5  1  0  0  0  0
 29 24  1  0  0  0  0
 30 19  1  0  0  0  0
 30 21  1  0  0  0  0
M  END

HMDB0037039
     RDKit          3D
4-O-Methylmelleolide
 60 63  0  0  0  0  0  0  0  0999 V2000
   -0.0114   -0.4460   -3.0753 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1746   -1.0327   -1.8869 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3736   -0.3781   -0.7451 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5546   -1.3370    0.4038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4764   -2.3389    0.5841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4516   -2.3711   -0.1979 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5632   -1.3320    1.2419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6655   -0.3802    1.1739 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0572   -1.0233    1.1875 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8782   -0.2120    0.2046 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1007    0.3872    0.8337 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2609   -1.0954   -0.9636 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9239    0.8665   -0.3246 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6726    0.0890   -0.2880 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4100    0.6909   -0.7329 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5949    1.6117   -1.8728 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5304    1.3149    0.3876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6138    0.7312   -0.3888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7614    0.3681    0.2490 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0341    0.6915   -0.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0684    1.3620   -1.2326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2377    0.2773    0.5385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4867    0.6193    0.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6630    1.4270   -1.1806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6121    0.2216    0.7668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5069   -0.5193    1.9228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6854   -0.8876    2.5707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2631   -0.8653    2.3920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1592   -0.4653    1.6989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8940   -0.8294    2.1949 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8665    0.2692   -3.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8844   -0.0417   -3.5595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3671   -1.2682   -3.7995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4498   -3.0770    1.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5833   -2.0722    2.0284 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6320    0.4520    1.8810 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5047   -1.0208    2.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9163   -2.0620    0.8096 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5257    1.1105    0.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9205    0.8115    1.8208 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8552   -0.4240    0.9263 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0257   -0.5827   -1.9325 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7616   -2.0846   -0.9189 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3704   -1.3049   -0.9743 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9522    1.7192    0.3785 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2970    1.1194   -1.3331 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8386   -0.8600   -0.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4595    1.2824   -2.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7203    1.9486   -2.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9951    2.5895   -1.4108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5289    2.4181    0.3510 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7298    0.9585    1.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8146    1.3199   -1.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1695    2.4078   -1.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7341    1.5870   -1.3743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2320    0.8802   -2.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5845    0.5199    0.3565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1006   -0.2954    3.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1859   -1.4552    3.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8316   -1.3686    3.0372 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  4  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  2  0
 29 30  1  0
 15  3  1  0
 29 22  1  0
 18  3  1  0
 14  8  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  5 34  1  0
  7 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 11 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 12 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  0
 16 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  0
 24 54  1  0
 24 55  1  0
 24 56  1  0
 25 57  1  0
 27 58  1  0
 28 59  1  0
 30 60  1  0
M  END


  Mrv0541 05061309312D          

 30 33  0  0  0  0            999 V2000
   -1.7788    2.8888    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
    0.0148    0.5015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8261    1.9166    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
   -2.0218    2.1004    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
   -3.0691    1.1282    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
    0.7092    1.2586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4606    1.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6563    1.6795    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
    0.5303   -0.5775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8734    0.9445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1423    0.1027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4133    2.4679    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
 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  2  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 20  1  0  0  0  0
 22  2  1  0  0  0  0
 22  3  1  0  0  0  0
 22  9  1  0  0  0  0
 22 10  1  0  0  0  0
 23  4  1  0  0  0  0
 23 11  1  0  0  0  0
 23 17  1  0  0  0  0
 24 15  1  0  0  0  0
 24 19  1  0  0  0  0
 24 23  1  0  0  0  0
 25 12  2  0  0  0  0
 26 16  1  0  0  0  0
 27 18  1  0  0  0  0
 28 21  2  0  0  0  0
 29  5  1  0  0  0  0
 29 24  1  0  0  0  0
 30 19  1  0  0  0  0
 30 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037039

> <DATABASE_NAME>
hmdb

> <SMILES>
COC12C(CC1(C)C1CC(C)(C)CC1C=C2C=O)OC(=O)C1=C(O)C=C(O)C=C1C

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

> <INCHI_KEY>
GYCBSZGIYPNYAB-UHFFFAOYSA-N

> <FORMULA>
C24H30O6

> <MOLECULAR_WEIGHT>
414.4914

> <EXACT_MASS>
414.204238692

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
45.03200950273475

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
4.17

> <JCHEM_LOGP>
4.750655719333333

> <ALOGPS_LOGS>
-4.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.556000785564317

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.69752924667483

> <JCHEM_PKA_STRONGEST_BASIC>
-4.002921022176744

> <JCHEM_POLAR_SURFACE_AREA>
93.06

> <JCHEM_REFRACTIVITY>
112.79799999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.80e-03 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037039
     RDKit          3D
4-O-Methylmelleolide
 60 63  0  0  0  0  0  0  0  0999 V2000
   -0.0114   -0.4460   -3.0753 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1746   -1.0327   -1.8869 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3736   -0.3781   -0.7451 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5546   -1.3370    0.4038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4764   -2.3389    0.5841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4516   -2.3711   -0.1979 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5632   -1.3320    1.2419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6655   -0.3802    1.1739 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0572   -1.0233    1.1875 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8782   -0.2120    0.2046 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1007    0.3872    0.8337 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2609   -1.0954   -0.9636 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9239    0.8665   -0.3246 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6726    0.0890   -0.2880 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4100    0.6909   -0.7329 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5949    1.6117   -1.8728 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5304    1.3149    0.3876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6138    0.7312   -0.3888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7614    0.3681    0.2490 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0341    0.6915   -0.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0684    1.3620   -1.2326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2377    0.2773    0.5385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4867    0.6193    0.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6630    1.4270   -1.1806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6121    0.2216    0.7668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5069   -0.5193    1.9228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6854   -0.8876    2.5707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2631   -0.8653    2.3920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1592   -0.4653    1.6989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8940   -0.8294    2.1949 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8665    0.2692   -3.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8844   -0.0417   -3.5595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3671   -1.2682   -3.7995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4498   -3.0770    1.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5833   -2.0722    2.0284 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6320    0.4520    1.8810 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5047   -1.0208    2.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9163   -2.0620    0.8096 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5257    1.1105    0.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9205    0.8115    1.8208 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8552   -0.4240    0.9263 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0257   -0.5827   -1.9325 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7616   -2.0846   -0.9189 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3704   -1.3049   -0.9743 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9522    1.7192    0.3785 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2970    1.1194   -1.3331 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8386   -0.8600   -0.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4595    1.2824   -2.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7203    1.9486   -2.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9951    2.5895   -1.4108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5289    2.4181    0.3510 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7298    0.9585    1.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8146    1.3199   -1.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1695    2.4078   -1.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7341    1.5870   -1.3743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2320    0.8802   -2.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5845    0.5199    0.3565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1006   -0.2954    3.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1859   -1.4552    3.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8316   -1.3686    3.0372 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  4  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  2  0
 29 30  1  0
 15  3  1  0
 29 22  1  0
 18  3  1  0
 14  8  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  5 34  1  0
  7 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 11 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 12 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  0
 16 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  0
 24 54  1  0
 24 55  1  0
 24 56  1  0
 25 57  1  0
 27 58  1  0
 28 59  1  0
 30 60  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -3.320   5.392   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       0.028   0.936   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.275   3.578   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      -4.681   0.977   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      -3.774   3.921   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      -5.729   2.106   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      -3.180   1.320   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      -2.726   2.792   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.225   3.135   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.441   3.204   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.447   2.834   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.628   1.530   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       0.990  -1.078   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -7.230   1.763   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -2.132   0.192   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -0.771   4.607   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   13                                                            
CONECT    2   22                                                            
CONECT    3   22                                                            
CONECT    4   23                                                            
CONECT    5   29                                                            
CONECT    6   13   16                                                       
CONECT    7   14   15                                                       
CONECT    8   16   18                                                       
CONECT    9   14   22                                                       
CONECT   10   17   22                                                       
CONECT   11   19   23                                                       
CONECT   12   15   25                                                       
CONECT   13    1    6   20                                                  
CONECT   14    7    9   17                                                  
CONECT   15    7   12   24                                                  
CONECT   16    6    8   26                                                  
CONECT   17   10   14   23                                                  
CONECT   18    8   20   27                                                  
CONECT   19   11   24   30                                                  
CONECT   20   13   18   21                                                  
CONECT   21   20   28   30                                                  
CONECT   22    2    3    9   10                                             
CONECT   23    4   11   17   24                                             
CONECT   24   15   19   23   29                                             
CONECT   25   12                                                            
CONECT   26   16                                                            
CONECT   27   18                                                            
CONECT   28   21                                                            
CONECT   29    5   24                                                       
CONECT   30   19   21                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

COMPND    HMDB0037039
HETATM    1  C1  UNL     1      -0.011  -0.446  -3.075  1.00  0.00           C  
HETATM    2  O1  UNL     1       0.175  -1.033  -1.887  1.00  0.00           O  
HETATM    3  C2  UNL     1       0.374  -0.378  -0.745  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.555  -1.337   0.404  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.476  -2.339   0.584  1.00  0.00           C  
HETATM    6  O2  UNL     1      -1.452  -2.371  -0.198  1.00  0.00           O  
HETATM    7  C5  UNL     1       1.563  -1.332   1.242  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.665  -0.380   1.174  1.00  0.00           C  
HETATM    9  C7  UNL     1       4.057  -1.023   1.187  1.00  0.00           C  
HETATM   10  C8  UNL     1       4.878  -0.212   0.205  1.00  0.00           C  
HETATM   11  C9  UNL     1       6.101   0.387   0.834  1.00  0.00           C  
HETATM   12  C10 UNL     1       5.261  -1.095  -0.964  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.924   0.866  -0.325  1.00  0.00           C  
HETATM   14  C12 UNL     1       2.673   0.089  -0.288  1.00  0.00           C  
HETATM   15  C13 UNL     1       1.410   0.691  -0.733  1.00  0.00           C  
HETATM   16  C14 UNL     1       1.595   1.612  -1.873  1.00  0.00           C  
HETATM   17  C15 UNL     1       0.530   1.315   0.388  1.00  0.00           C  
HETATM   18  C16 UNL     1      -0.614   0.731  -0.389  1.00  0.00           C  
HETATM   19  O3  UNL     1      -1.761   0.368   0.249  1.00  0.00           O  
HETATM   20  C17 UNL     1      -3.034   0.691  -0.183  1.00  0.00           C  
HETATM   21  O4  UNL     1      -3.068   1.362  -1.233  1.00  0.00           O  
HETATM   22  C18 UNL     1      -4.238   0.277   0.539  1.00  0.00           C  
HETATM   23  C19 UNL     1      -5.487   0.619   0.076  1.00  0.00           C  
HETATM   24  C20 UNL     1      -5.663   1.427  -1.181  1.00  0.00           C  
HETATM   25  C21 UNL     1      -6.612   0.222   0.767  1.00  0.00           C  
HETATM   26  C22 UNL     1      -6.507  -0.519   1.923  1.00  0.00           C  
HETATM   27  O5  UNL     1      -7.685  -0.888   2.571  1.00  0.00           O  
HETATM   28  C23 UNL     1      -5.263  -0.865   2.392  1.00  0.00           C  
HETATM   29  C24 UNL     1      -4.159  -0.465   1.699  1.00  0.00           C  
HETATM   30  O6  UNL     1      -2.894  -0.829   2.195  1.00  0.00           O  
HETATM   31  H1  UNL     1      -0.867   0.269  -3.063  1.00  0.00           H  
HETATM   32  H2  UNL     1       0.884  -0.042  -3.559  1.00  0.00           H  
HETATM   33  H3  UNL     1      -0.367  -1.268  -3.799  1.00  0.00           H  
HETATM   34  H4  UNL     1      -0.450  -3.077   1.374  1.00  0.00           H  
HETATM   35  H5  UNL     1       1.583  -2.072   2.028  1.00  0.00           H  
HETATM   36  H6  UNL     1       2.632   0.452   1.881  1.00  0.00           H  
HETATM   37  H7  UNL     1       4.505  -1.021   2.185  1.00  0.00           H  
HETATM   38  H8  UNL     1       3.916  -2.062   0.810  1.00  0.00           H  
HETATM   39  H9  UNL     1       6.526   1.111   0.102  1.00  0.00           H  
HETATM   40  H10 UNL     1       5.921   0.812   1.821  1.00  0.00           H  
HETATM   41  H11 UNL     1       6.855  -0.424   0.926  1.00  0.00           H  
HETATM   42  H12 UNL     1       5.026  -0.583  -1.932  1.00  0.00           H  
HETATM   43  H13 UNL     1       4.762  -2.085  -0.919  1.00  0.00           H  
HETATM   44  H14 UNL     1       6.370  -1.305  -0.974  1.00  0.00           H  
HETATM   45  H15 UNL     1       3.952   1.719   0.378  1.00  0.00           H  
HETATM   46  H16 UNL     1       4.297   1.119  -1.333  1.00  0.00           H  
HETATM   47  H17 UNL     1       2.839  -0.860  -0.878  1.00  0.00           H  
HETATM   48  H18 UNL     1       2.459   1.282  -2.498  1.00  0.00           H  
HETATM   49  H19 UNL     1       0.720   1.949  -2.419  1.00  0.00           H  
HETATM   50  H20 UNL     1       1.995   2.590  -1.411  1.00  0.00           H  
HETATM   51  H21 UNL     1       0.529   2.418   0.351  1.00  0.00           H  
HETATM   52  H22 UNL     1       0.730   0.958   1.385  1.00  0.00           H  
HETATM   53  H23 UNL     1      -0.815   1.320  -1.300  1.00  0.00           H  
HETATM   54  H24 UNL     1      -5.170   2.408  -1.088  1.00  0.00           H  
HETATM   55  H25 UNL     1      -6.734   1.587  -1.374  1.00  0.00           H  
HETATM   56  H26 UNL     1      -5.232   0.880  -2.034  1.00  0.00           H  
HETATM   57  H27 UNL     1      -7.585   0.520   0.357  1.00  0.00           H  
HETATM   58  H28 UNL     1      -8.101  -0.295   3.280  1.00  0.00           H  
HETATM   59  H29 UNL     1      -5.186  -1.455   3.313  1.00  0.00           H  
HETATM   60  H30 UNL     1      -2.832  -1.369   3.037  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3
CONECT    3    4   15   18
CONECT    4    5    7    7
CONECT    5    6    6   34
CONECT    7    8   35
CONECT    8    9   14   36
CONECT    9   10   37   38
CONECT   10   11   12   13
CONECT   11   39   40   41
CONECT   12   42   43   44
CONECT   13   14   45   46
CONECT   14   15   47
CONECT   15   16   17
CONECT   16   48   49   50
CONECT   17   18   51   52
CONECT   18   19   53
CONECT   19   20
CONECT   20   21   21   22
CONECT   22   23   23   29
CONECT   23   24   25
CONECT   24   54   55   56
CONECT   25   26   26   57
CONECT   26   27   28
CONECT   27   58
CONECT   28   29   29   59
CONECT   29   30
CONECT   30   60
END

HMDB0037039
     RDKit          3D
4-O-Methylmelleolide
 60 63  0  0  0  0  0  0  0  0999 V2000
   -0.0114   -0.4460   -3.0753 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1746   -1.0327   -1.8869 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3736   -0.3781   -0.7451 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5546   -1.3370    0.4038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4764   -2.3389    0.5841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4516   -2.3711   -0.1979 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5632   -1.3320    1.2419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6655   -0.3802    1.1739 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0572   -1.0233    1.1875 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8782   -0.2120    0.2046 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1007    0.3872    0.8337 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2609   -1.0954   -0.9636 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9239    0.8665   -0.3246 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6726    0.0890   -0.2880 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4100    0.6909   -0.7329 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5949    1.6117   -1.8728 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5304    1.3149    0.3876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6138    0.7312   -0.3888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7614    0.3681    0.2490 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0341    0.6915   -0.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0684    1.3620   -1.2326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2377    0.2773    0.5385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4867    0.6193    0.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6630    1.4270   -1.1806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6121    0.2216    0.7668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5069   -0.5193    1.9228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6854   -0.8876    2.5707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2631   -0.8653    2.3920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1592   -0.4653    1.6989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8940   -0.8294    2.1949 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8665    0.2692   -3.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8844   -0.0417   -3.5595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3671   -1.2682   -3.7995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4498   -3.0770    1.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5833   -2.0722    2.0284 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6320    0.4520    1.8810 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5047   -1.0208    2.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9163   -2.0620    0.8096 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5257    1.1105    0.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9205    0.8115    1.8208 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8552   -0.4240    0.9263 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0257   -0.5827   -1.9325 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7616   -2.0846   -0.9189 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3704   -1.3049   -0.9743 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9522    1.7192    0.3785 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2970    1.1194   -1.3331 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8386   -0.8600   -0.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4595    1.2824   -2.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7203    1.9486   -2.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9951    2.5895   -1.4108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5289    2.4181    0.3510 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7298    0.9585    1.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8146    1.3199   -1.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1695    2.4078   -1.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7341    1.5870   -1.3743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2320    0.8802   -2.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5845    0.5199    0.3565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1006   -0.2954    3.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1859   -1.4552    3.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8316   -1.3686    3.0372 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  4  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
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 15  3  1  0
 29 22  1  0
 18  3  1  0
 14  8  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  5 34  1  0
  7 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 11 39  1  0
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 16 50  1  0
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 24 54  1  0
 24 55  1  0
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 25 57  1  0
 27 58  1  0
 28 59  1  0
 30 60  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

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

Chemical Formula

C₂₄H₃₀O₆

Average Molecular Weight

414.4914

Monoisotopic Molecular Weight

414.204238692

IUPAC Name

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

Traditional Name

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

CAS Registry Number

96627-13-3

SMILES

COC12C(CC1(C)C1CC(C)(C)CC1C=C2C=O)OC(=O)C1=C(O)C=C(O)C=C1C

InChI Identifier

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

InChI Key

GYCBSZGIYPNYAB-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
Salicylic acid or derivatives
Benzoate ester
Benzoic acid or derivatives
Resorcinol
Benzoyl
M-cresol
Toluene
Phenol
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Ether
Dialkyl 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

Cellular substructure

Extracellular (HMDB: HMDB0037039)
Membrane (HMDB: HMDB0037039)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037039)

Source

Endogenous

Endogenous (HMDB: HMDB0037039)

Animal

Animal (HMDB: HMDB0037039)

Exogenous

Food

Food (HMDB: HMDB0037039)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0037039)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0037039)

Cellular process

Cell signaling (HMDB: HMDB0037039)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0037039)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0037039)

Nutrient

Nutrient (HMDB: HMDB0037039)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0037039)

Emulsifier (HMDB: HMDB0037039)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	189 - 191 °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	0.0098 g/L	ALOGPS
logP	4.17	ALOGPS
logP	4.75	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	8.7	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	112.8 m³·mol⁻¹	ChemAxon
Polarizability	45.03 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	193.932	31661259
DarkChem	[M-H]-	192.934	31661259
DeepCCS	[M-2H]-	227.348	30932474
DeepCCS	[M+Na]+	202.859	30932474
AllCCS	[M+H]+	200.4	32859911
AllCCS	[M+H-H2O]+	198.1	32859911
AllCCS	[M+NH4]+	202.4	32859911
AllCCS	[M+Na]+	203.0	32859911
AllCCS	[M-H]-	202.5	32859911
AllCCS	[M+Na-2H]-	203.0	32859911
AllCCS	[M+HCOO]-	203.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-O-Methylmelleolide	COC12C(CC1(C)C1CC(C)(C)CC1C=C2C=O)OC(=O)C1=C(O)C=C(O)C=C1C	4322.5	Standard polar	33892256
4-O-Methylmelleolide	COC12C(CC1(C)C1CC(C)(C)CC1C=C2C=O)OC(=O)C1=C(O)C=C(O)C=C1C	2917.0	Standard non polar	33892256
4-O-Methylmelleolide	COC12C(CC1(C)C1CC(C)(C)CC1C=C2C=O)OC(=O)C1=C(O)C=C(O)C=C1C	3156.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-O-Methylmelleolide,1TMS,isomer #1	COC12C(C=O)=CC3CC(C)(C)CC3C1(C)CC2OC(=O)C1=C(C)C=C(O)C=C1O[Si](C)(C)C	3168.7	Semi standard non polar	33892256
4-O-Methylmelleolide,1TMS,isomer #2	COC12C(C=O)=CC3CC(C)(C)CC3C1(C)CC2OC(=O)C1=C(C)C=C(O[Si](C)(C)C)C=C1O	3214.8	Semi standard non polar	33892256
4-O-Methylmelleolide,2TMS,isomer #1	COC12C(C=O)=CC3CC(C)(C)CC3C1(C)CC2OC(=O)C1=C(C)C=C(O[Si](C)(C)C)C=C1O[Si](C)(C)C	3212.5	Semi standard non polar	33892256
4-O-Methylmelleolide,1TBDMS,isomer #1	COC12C(C=O)=CC3CC(C)(C)CC3C1(C)CC2OC(=O)C1=C(C)C=C(O)C=C1O[Si](C)(C)C(C)(C)C	3374.7	Semi standard non polar	33892256
4-O-Methylmelleolide,1TBDMS,isomer #2	COC12C(C=O)=CC3CC(C)(C)CC3C1(C)CC2OC(=O)C1=C(C)C=C(O[Si](C)(C)C(C)(C)C)C=C1O	3427.6	Semi standard non polar	33892256
4-O-Methylmelleolide,2TBDMS,isomer #1	COC12C(C=O)=CC3CC(C)(C)CC3C1(C)CC2OC(=O)C1=C(C)C=C(O[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C	3598.4	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 - 4-O-Methylmelleolide GC-MS (Non-derivatized) - 70eV, Positive	splash10-01b9-0190000000-fc54f2c8ddb2928de853	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-O-Methylmelleolide GC-MS (2 TMS) - 70eV, Positive	splash10-01b9-0090010000-b89625ca1e13c6701ead	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-O-Methylmelleolide 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 - 4-O-Methylmelleolide 10V, Positive-QTOF	splash10-014j-0463900000-ee3787e481ec9177be52	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-O-Methylmelleolide 20V, Positive-QTOF	splash10-0udj-1952100000-08648c12b1ced5038e9b	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-O-Methylmelleolide 40V, Positive-QTOF	splash10-0udi-3910000000-7c4521ac667884a1f0bd	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-O-Methylmelleolide 10V, Negative-QTOF	splash10-03di-0411900000-b7c624f47005d925aece	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-O-Methylmelleolide 20V, Negative-QTOF	splash10-02mj-0963300000-588b1fcb43205abb36d9	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-O-Methylmelleolide 40V, Negative-QTOF	splash10-00xr-2930000000-93ad0db6d2f0a536842f	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-O-Methylmelleolide 10V, Positive-QTOF	splash10-014j-0691600000-68afe66fa0857913abc6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-O-Methylmelleolide 20V, Positive-QTOF	splash10-0gb9-4983200000-730bad080449a61e45da	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-O-Methylmelleolide 40V, Positive-QTOF	splash10-0udi-2920000000-1b524fc8a52985ec29b4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-O-Methylmelleolide 10V, Negative-QTOF	splash10-03di-0100900000-a3cfe40000a32d1ece41	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-O-Methylmelleolide 20V, Negative-QTOF	splash10-0229-1923200000-5d1458f192d3b334433f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-O-Methylmelleolide 40V, Negative-QTOF	splash10-00dl-8922000000-b4bda143ebab5d385896	2021-09-22	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

FDB016021

KNApSAcK ID

C00021453

Chemspider ID

35014355

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

78173000

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 4-O-Methylmelleolide (HMDB0037039)

MOL for HMDB0037039 (4-O-Methylmelleolide)

3D MOL for HMDB0037039 (4-O-Methylmelleolide)

3D SDF for HMDB0037039 (4-O-Methylmelleolide)

3D-SDF for HMDB0037039 (4-O-Methylmelleolide)

PDB for HMDB0037039 (4-O-Methylmelleolide)

3D PDB for HMDB0037039 (4-O-Methylmelleolide)

SMILES for HMDB0037039 (4-O-Methylmelleolide)

INCHI for HMDB0037039 (4-O-Methylmelleolide)

Structure for HMDB0037039 (4-O-Methylmelleolide)

3D Structure for HMDB0037039 (4-O-Methylmelleolide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra