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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:17:07 UTC

Update Date

2022-03-07 02:55:10 UTC

HMDB ID

HMDB0037042

Secondary Accession Numbers

HMDB37042

Metabolite Identification

Common Name

Melleolide D

Description

Melleolide D 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 D.

Structure

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


  Mrv0541 05061309312D          

 33 36  0  0  0  0            999 V2000
   -0.5788    1.6983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3497    0.2859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8336   -0.6902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6532   -0.5058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8712    0.2519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2626   -0.1156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1815    1.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7115   -0.1562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9182    2.4092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4330    0.9012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1401    1.0937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3570    1.7105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4584   -0.2994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5056    0.6728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2727    0.5424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8971    0.3053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9444    1.2774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2346    0.3132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8090   -0.2789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0928    0.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5497    0.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4102    0.2826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6202    1.0426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9714    0.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1874    2.0658    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.0938    2.3785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2154   -1.0878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6676   -1.0917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1502   -0.6669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0800    1.7276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3667    1.5425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3099    0.8565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4685    0.7262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 11  1  1  0  0  0  0
 12  7  2  0  0  0  0
 12  9  1  0  0  0  0
 13  6  2  0  0  0  0
 14  6  1  0  0  0  0
 15  8  1  0  0  0  0
 16 11  2  0  0  0  0
 16 13  1  0  0  0  0
 17 11  1  0  0  0  0
 17 14  2  0  0  0  0
 19 18  1  0  0  0  0
 20 16  1  0  0  0  0
 21  2  1  0  0  0  0
 21  3  1  0  0  0  0
 21 10  1  0  0  0  0
 21 19  1  0  0  0  0
 22  4  1  0  0  0  0
 22  8  1  0  0  0  0
 22 18  1  0  0  0  0
 23  7  1  0  0  0  0
 23 10  1  0  0  0  0
 23 18  1  0  0  0  0
 24 12  1  0  0  0  0
 24 15  1  0  0  0  0
 24 22  1  0  0  0  0
 25 17  1  0  0  0  0
 26  9  1  0  0  0  0
 27 13  1  0  0  0  0
 28 19  1  0  0  0  0
 29 20  2  0  0  0  0
 30 23  1  0  0  0  0
 31 24  1  0  0  0  0
 32  5  1  0  0  0  0
 32 14  1  0  0  0  0
 33 15  1  0  0  0  0
 33 20  1  0  0  0  0
M  END

HMDB0037042
     RDKit          3D
Melleolide D
 64 67  0  0  0  0  0  0  0  0999 V2000
    9.1239    0.8070   -0.4883 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1171    0.2120   -1.2740 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7833    0.3682   -0.8796 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4676    1.0757    0.2330 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1501    1.2450    0.6456 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8523    1.9293    1.7205 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0905    0.6702   -0.1030 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7326    0.8722    0.3590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5267    1.5589    1.4215 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5685    0.3963   -0.2265 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2992    0.6372    0.2781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7572    1.2133   -0.6411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7160    0.6713    0.4441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6587    1.5922    1.6369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0399    0.2362   -0.0065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2206    0.7303    0.7750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5333    2.0488    0.5620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3136   -0.2186    0.2632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9924    0.4672   -0.9151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3417   -0.4750    1.3156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5996   -1.4770   -0.1764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1801   -1.2751    0.2471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0531   -1.6067    1.5721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1884   -1.8950   -0.6545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9140   -1.4676   -0.5095 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0912   -2.0777   -1.4069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5270   -3.0172   -2.2545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6659   -0.4625    0.5237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5228   -0.9591    1.8214 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4392   -0.0354   -1.2167 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3415   -0.6481   -2.0248 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7642   -0.1919   -1.6107 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1358   -1.1050   -3.0422 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.0540    1.9125   -0.4561 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9549    0.4262    0.5614 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1324    0.4986   -0.7591 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2375    1.5342    0.8390 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6364    2.3950    2.4538 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3839    1.2635    1.2013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9222    0.6154   -1.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7722    2.2954   -0.7386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1834    1.0700    2.4767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6793    1.8872    1.9851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1550    2.5624    1.4253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2602    0.3899   -1.0778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1327    0.4670    1.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0545    2.4163   -0.2006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1722    1.5244   -0.6288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2537    0.4598   -1.7388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9341   -0.0565   -1.1515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1387    0.3061    1.3103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9540   -0.5182    2.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8427   -1.4518    1.1118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0189   -2.3087    0.4555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7386   -1.6833   -1.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6511   -2.3817    1.7444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4347   -2.6411   -1.3892 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8957   -2.5960   -0.8493 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5855   -1.3205   -2.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8944   -2.5849   -3.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2662   -1.8941    1.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8015   -0.9817   -2.9766 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9337   -1.5389   -1.5403 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5841    0.1139   -2.3055 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 25 28  1  0
 28 29  1  0
  7 30  1  0
 30 31  1  0
 30 32  2  0
 32 33  1  0
 32  3  1  0
 28 11  1  0
 28 13  1  0
 22 15  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  4 37  1  0
  6 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 14 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 16 46  1  0
 17 47  1  0
 19 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 20 53  1  0
 21 54  1  0
 21 55  1  0
 23 56  1  0
 24 57  1  0
 26 58  1  0
 26 59  1  0
 27 60  1  0
 29 61  1  0
 31 62  1  0
 31 63  1  0
 31 64  1  0
M  END


  Mrv0541 05061309312D          

 33 36  0  0  0  0            999 V2000
   -0.5788    1.6983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3497    0.2859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8336   -0.6902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6532   -0.5058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8712    0.2519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2626   -0.1156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1815    1.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7115   -0.1562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9182    2.4092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4330    0.9012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1401    1.0937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3570    1.7105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4584   -0.2994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5056    0.6728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2727    0.5424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8971    0.3053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9444    1.2774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2346    0.3132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8090   -0.2789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0928    0.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5497    0.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4102    0.2826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6202    1.0426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9714    0.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1874    2.0658    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.0938    2.3785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2154   -1.0878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6676   -1.0917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1502   -0.6669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0800    1.7276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3667    1.5425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3099    0.8565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4685    0.7262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 11  1  1  0  0  0  0
 12  7  2  0  0  0  0
 12  9  1  0  0  0  0
 13  6  2  0  0  0  0
 14  6  1  0  0  0  0
 15  8  1  0  0  0  0
 16 11  2  0  0  0  0
 16 13  1  0  0  0  0
 17 11  1  0  0  0  0
 17 14  2  0  0  0  0
 19 18  1  0  0  0  0
 20 16  1  0  0  0  0
 21  2  1  0  0  0  0
 21  3  1  0  0  0  0
 21 10  1  0  0  0  0
 21 19  1  0  0  0  0
 22  4  1  0  0  0  0
 22  8  1  0  0  0  0
 22 18  1  0  0  0  0
 23  7  1  0  0  0  0
 23 10  1  0  0  0  0
 23 18  1  0  0  0  0
 24 12  1  0  0  0  0
 24 15  1  0  0  0  0
 24 22  1  0  0  0  0
 25 17  1  0  0  0  0
 26  9  1  0  0  0  0
 27 13  1  0  0  0  0
 28 19  1  0  0  0  0
 29 20  2  0  0  0  0
 30 23  1  0  0  0  0
 31 24  1  0  0  0  0
 32  5  1  0  0  0  0
 32 14  1  0  0  0  0
 33 15  1  0  0  0  0
 33 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037042

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(Cl)C(C)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O)C=C(CO)C23O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C24H31ClO8/c1-11-16(13(27)6-14(32-5)17(11)25)20(29)33-15-8-22(4)18-19(28)21(2,3)10-23(18,30)7-12(9-26)24(15,22)31/h6-7,15,18-19,26-28,30-31H,8-10H2,1-5H3

> <INCHI_KEY>
PSCSRVBGZZBKIW-UHFFFAOYSA-N

> <FORMULA>
C24H31ClO8

> <MOLECULAR_WEIGHT>
482.951

> <EXACT_MASS>
482.170745675

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
49.423593622203086

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
1.75

> <JCHEM_LOGP>
2.273020069666667

> <ALOGPS_LOGS>
-3.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.86531284626945

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.325406793907701

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7719665684205514

> <JCHEM_POLAR_SURFACE_AREA>
136.68

> <JCHEM_REFRACTIVITY>
121.18459999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.65e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037042
     RDKit          3D
Melleolide D
 64 67  0  0  0  0  0  0  0  0999 V2000
    9.1239    0.8070   -0.4883 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1171    0.2120   -1.2740 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7833    0.3682   -0.8796 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4676    1.0757    0.2330 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1501    1.2450    0.6456 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8523    1.9293    1.7205 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0905    0.6702   -0.1030 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7326    0.8722    0.3590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5267    1.5589    1.4215 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5685    0.3963   -0.2265 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2992    0.6372    0.2781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7572    1.2133   -0.6411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7160    0.6713    0.4441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6587    1.5922    1.6369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0399    0.2362   -0.0065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2206    0.7303    0.7750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5333    2.0488    0.5620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3136   -0.2186    0.2632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9924    0.4672   -0.9151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3417   -0.4750    1.3156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5996   -1.4770   -0.1764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1801   -1.2751    0.2471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0531   -1.6067    1.5721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1884   -1.8950   -0.6545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9140   -1.4676   -0.5095 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0912   -2.0777   -1.4069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5270   -3.0172   -2.2545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6659   -0.4625    0.5237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5228   -0.9591    1.8214 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4392   -0.0354   -1.2167 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3415   -0.6481   -2.0248 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7642   -0.1919   -1.6107 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1358   -1.1050   -3.0422 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.0540    1.9125   -0.4561 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9549    0.4262    0.5614 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1324    0.4986   -0.7591 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2375    1.5342    0.8390 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6364    2.3950    2.4538 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3839    1.2635    1.2013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9222    0.6154   -1.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7722    2.2954   -0.7386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1834    1.0700    2.4767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6793    1.8872    1.9851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1550    2.5624    1.4253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2602    0.3899   -1.0778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1327    0.4670    1.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0545    2.4163   -0.2006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1722    1.5244   -0.6288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2537    0.4598   -1.7388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9341   -0.0565   -1.1515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1387    0.3061    1.3103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9540   -0.5182    2.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8427   -1.4518    1.1118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0189   -2.3087    0.4555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7386   -1.6833   -1.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6511   -2.3817    1.7444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4347   -2.6411   -1.3892 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8957   -2.5960   -0.8493 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5855   -1.3205   -2.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8944   -2.5849   -3.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2662   -1.8941    1.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8015   -0.9817   -2.9766 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9337   -1.5389   -1.5403 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5841    0.1139   -2.3055 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 25 28  1  0
 28 29  1  0
  7 30  1  0
 30 31  1  0
 30 32  2  0
 32 33  1  0
 32  3  1  0
 28 11  1  0
 28 13  1  0
 22 15  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  4 37  1  0
  6 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 14 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 16 46  1  0
 17 47  1  0
 19 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 20 53  1  0
 21 54  1  0
 21 55  1  0
 23 56  1  0
 24 57  1  0
 26 58  1  0
 26 59  1  0
 27 60  1  0
 29 61  1  0
 31 62  1  0
 31 63  1  0
 31 64  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      -1.080   3.170   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.986   0.534   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.023  -1.288   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.953  -0.944   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.226   0.470   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.224  -0.216   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.939   3.250   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.195  -0.292   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.581   4.497   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.275   1.682   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.128   2.042   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.400   3.193   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.722  -0.559   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.677   1.256   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.376   1.012   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.675   0.570   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.630   2.384   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.038   0.585   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.110  -0.521   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.173   0.227   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.493   0.158   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.499   0.528   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.758   1.946   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.680   1.832   0.000  0.00  0.00           C+0
HETATM   25 Cl   UNK     0      -4.083   3.856   0.000  0.00  0.00          Cl+0
HETATM   26  O   UNK     0       2.042   4.440   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -2.269  -2.031   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       6.846  -2.038   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       0.280  -1.245   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       7.616   3.225   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       2.551   2.879   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -6.178   1.599   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       0.875   1.356   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   21                                                            
CONECT    3   21                                                            
CONECT    4   22                                                            
CONECT    5   32                                                            
CONECT    6   13   14                                                       
CONECT    7   12   23                                                       
CONECT    8   15   22                                                       
CONECT    9   12   26                                                       
CONECT   10   21   23                                                       
CONECT   11    1   16   17                                                  
CONECT   12    7    9   24                                                  
CONECT   13    6   16   27                                                  
CONECT   14    6   17   32                                                  
CONECT   15    8   24   33                                                  
CONECT   16   11   13   20                                                  
CONECT   17   11   14   25                                                  
CONECT   18   19   22   23                                                  
CONECT   19   18   21   28                                                  
CONECT   20   16   29   33                                                  
CONECT   21    2    3   10   19                                             
CONECT   22    4    8   18   24                                             
CONECT   23    7   10   18   30                                             
CONECT   24   12   15   22   31                                             
CONECT   25   17                                                            
CONECT   26    9                                                            
CONECT   27   13                                                            
CONECT   28   19                                                            
CONECT   29   20                                                            
CONECT   30   23                                                            
CONECT   31   24                                                            
CONECT   32    5   14                                                       
CONECT   33   15   20                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

COMPND    HMDB0037042
HETATM    1  C1  UNL     1       9.124   0.807  -0.488  1.00  0.00           C  
HETATM    2  O1  UNL     1       8.117   0.212  -1.274  1.00  0.00           O  
HETATM    3  C2  UNL     1       6.783   0.368  -0.880  1.00  0.00           C  
HETATM    4  C3  UNL     1       6.468   1.076   0.233  1.00  0.00           C  
HETATM    5  C4  UNL     1       5.150   1.245   0.646  1.00  0.00           C  
HETATM    6  O2  UNL     1       4.852   1.929   1.721  1.00  0.00           O  
HETATM    7  C5  UNL     1       4.090   0.670  -0.103  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.733   0.872   0.359  1.00  0.00           C  
HETATM    9  O3  UNL     1       2.527   1.559   1.422  1.00  0.00           O  
HETATM   10  O4  UNL     1       1.568   0.396  -0.227  1.00  0.00           O  
HETATM   11  C7  UNL     1       0.299   0.637   0.278  1.00  0.00           C  
HETATM   12  C8  UNL     1      -0.757   1.213  -0.641  1.00  0.00           C  
HETATM   13  C9  UNL     1      -1.716   0.671   0.444  1.00  0.00           C  
HETATM   14  C10 UNL     1      -1.659   1.592   1.637  1.00  0.00           C  
HETATM   15  C11 UNL     1      -3.040   0.236  -0.007  1.00  0.00           C  
HETATM   16  C12 UNL     1      -4.221   0.730   0.775  1.00  0.00           C  
HETATM   17  O5  UNL     1      -4.533   2.049   0.562  1.00  0.00           O  
HETATM   18  C13 UNL     1      -5.314  -0.219   0.263  1.00  0.00           C  
HETATM   19  C14 UNL     1      -5.992   0.467  -0.915  1.00  0.00           C  
HETATM   20  C15 UNL     1      -6.342  -0.475   1.316  1.00  0.00           C  
HETATM   21  C16 UNL     1      -4.600  -1.477  -0.176  1.00  0.00           C  
HETATM   22  C17 UNL     1      -3.180  -1.275   0.247  1.00  0.00           C  
HETATM   23  O6  UNL     1      -3.053  -1.607   1.572  1.00  0.00           O  
HETATM   24  C18 UNL     1      -2.188  -1.895  -0.654  1.00  0.00           C  
HETATM   25  C19 UNL     1      -0.914  -1.468  -0.510  1.00  0.00           C  
HETATM   26  C20 UNL     1       0.091  -2.078  -1.407  1.00  0.00           C  
HETATM   27  O7  UNL     1      -0.527  -3.017  -2.254  1.00  0.00           O  
HETATM   28  C21 UNL     1      -0.666  -0.463   0.524  1.00  0.00           C  
HETATM   29  O8  UNL     1      -0.523  -0.959   1.821  1.00  0.00           O  
HETATM   30  C22 UNL     1       4.439  -0.035  -1.217  1.00  0.00           C  
HETATM   31  C23 UNL     1       3.342  -0.648  -2.025  1.00  0.00           C  
HETATM   32  C24 UNL     1       5.764  -0.192  -1.611  1.00  0.00           C  
HETATM   33 CL1  UNL     1       6.136  -1.105  -3.042  1.00  0.00          CL  
HETATM   34  H1  UNL     1       9.054   1.913  -0.456  1.00  0.00           H  
HETATM   35  H2  UNL     1       8.955   0.426   0.561  1.00  0.00           H  
HETATM   36  H3  UNL     1      10.132   0.499  -0.759  1.00  0.00           H  
HETATM   37  H4  UNL     1       7.238   1.534   0.839  1.00  0.00           H  
HETATM   38  H5  UNL     1       4.636   2.395   2.454  1.00  0.00           H  
HETATM   39  H6  UNL     1       0.384   1.264   1.201  1.00  0.00           H  
HETATM   40  H7  UNL     1      -0.922   0.615  -1.551  1.00  0.00           H  
HETATM   41  H8  UNL     1      -0.772   2.295  -0.739  1.00  0.00           H  
HETATM   42  H9  UNL     1      -1.183   1.070   2.477  1.00  0.00           H  
HETATM   43  H10 UNL     1      -2.679   1.887   1.985  1.00  0.00           H  
HETATM   44  H11 UNL     1      -1.155   2.562   1.425  1.00  0.00           H  
HETATM   45  H12 UNL     1      -3.260   0.390  -1.078  1.00  0.00           H  
HETATM   46  H13 UNL     1      -4.133   0.467   1.870  1.00  0.00           H  
HETATM   47  H14 UNL     1      -4.055   2.416  -0.201  1.00  0.00           H  
HETATM   48  H15 UNL     1      -6.172   1.524  -0.629  1.00  0.00           H  
HETATM   49  H16 UNL     1      -5.254   0.460  -1.739  1.00  0.00           H  
HETATM   50  H17 UNL     1      -6.934  -0.057  -1.152  1.00  0.00           H  
HETATM   51  H18 UNL     1      -7.139   0.306   1.310  1.00  0.00           H  
HETATM   52  H19 UNL     1      -5.954  -0.518   2.342  1.00  0.00           H  
HETATM   53  H20 UNL     1      -6.843  -1.452   1.112  1.00  0.00           H  
HETATM   54  H21 UNL     1      -5.019  -2.309   0.456  1.00  0.00           H  
HETATM   55  H22 UNL     1      -4.739  -1.683  -1.244  1.00  0.00           H  
HETATM   56  H23 UNL     1      -3.651  -2.382   1.744  1.00  0.00           H  
HETATM   57  H24 UNL     1      -2.435  -2.641  -1.389  1.00  0.00           H  
HETATM   58  H25 UNL     1       0.896  -2.596  -0.849  1.00  0.00           H  
HETATM   59  H26 UNL     1       0.586  -1.321  -2.056  1.00  0.00           H  
HETATM   60  H27 UNL     1      -0.894  -2.585  -3.064  1.00  0.00           H  
HETATM   61  H28 UNL     1      -0.266  -1.894   1.748  1.00  0.00           H  
HETATM   62  H29 UNL     1       3.802  -0.982  -2.977  1.00  0.00           H  
HETATM   63  H30 UNL     1       2.934  -1.539  -1.540  1.00  0.00           H  
HETATM   64  H31 UNL     1       2.584   0.114  -2.306  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3
CONECT    3    4    4   32
CONECT    4    5   37
CONECT    5    6    7    7
CONECT    6   38
CONECT    7    8   30
CONECT    8    9    9   10
CONECT   10   11
CONECT   11   12   28   39
CONECT   12   13   40   41
CONECT   13   14   15   28
CONECT   14   42   43   44
CONECT   15   16   22   45
CONECT   16   17   18   46
CONECT   17   47
CONECT   18   19   20   21
CONECT   19   48   49   50
CONECT   20   51   52   53
CONECT   21   22   54   55
CONECT   22   23   24
CONECT   23   56
CONECT   24   25   25   57
CONECT   25   26   28
CONECT   26   27   58   59
CONECT   27   60
CONECT   28   29
CONECT   29   61
CONECT   30   31   32   32
CONECT   31   62   63   64
CONECT   32   33
END

HMDB0037042
     RDKit          3D
Melleolide D
 64 67  0  0  0  0  0  0  0  0999 V2000
    9.1239    0.8070   -0.4883 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1171    0.2120   -1.2740 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7833    0.3682   -0.8796 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4676    1.0757    0.2330 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1501    1.2450    0.6456 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8523    1.9293    1.7205 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0905    0.6702   -0.1030 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7326    0.8722    0.3590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5267    1.5589    1.4215 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5685    0.3963   -0.2265 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2992    0.6372    0.2781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7572    1.2133   -0.6411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7160    0.6713    0.4441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6587    1.5922    1.6369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0399    0.2362   -0.0065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2206    0.7303    0.7750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5333    2.0488    0.5620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3136   -0.2186    0.2632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9924    0.4672   -0.9151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3417   -0.4750    1.3156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5996   -1.4770   -0.1764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1801   -1.2751    0.2471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0531   -1.6067    1.5721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1884   -1.8950   -0.6545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9140   -1.4676   -0.5095 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0912   -2.0777   -1.4069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5270   -3.0172   -2.2545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6659   -0.4625    0.5237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5228   -0.9591    1.8214 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4392   -0.0354   -1.2167 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3415   -0.6481   -2.0248 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7642   -0.1919   -1.6107 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1358   -1.1050   -3.0422 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.0540    1.9125   -0.4561 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9549    0.4262    0.5614 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1324    0.4986   -0.7591 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2375    1.5342    0.8390 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6364    2.3950    2.4538 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3839    1.2635    1.2013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9222    0.6154   -1.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7722    2.2954   -0.7386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1834    1.0700    2.4767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6793    1.8872    1.9851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1550    2.5624    1.4253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2602    0.3899   -1.0778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1327    0.4670    1.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0545    2.4163   -0.2006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1722    1.5244   -0.6288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2537    0.4598   -1.7388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9341   -0.0565   -1.1515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1387    0.3061    1.3103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9540   -0.5182    2.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8427   -1.4518    1.1118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0189   -2.3087    0.4555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7386   -1.6833   -1.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6511   -2.3817    1.7444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4347   -2.6411   -1.3892 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8957   -2.5960   -0.8493 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5855   -1.3205   -2.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8944   -2.5849   -3.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2662   -1.8941    1.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8015   -0.9817   -2.9766 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9337   -1.5389   -1.5403 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5841    0.1139   -2.3055 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 25 28  1  0
 28 29  1  0
  7 30  1  0
 30 31  1  0
 30 32  2  0
 32 33  1  0
 32  3  1  0
 28 11  1  0
 28 13  1  0
 22 15  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  4 37  1  0
  6 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 14 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 16 46  1  0
 17 47  1  0
 19 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 20 53  1  0
 21 54  1  0
 21 55  1  0
 23 56  1  0
 24 57  1  0
 26 58  1  0
 26 59  1  0
 27 60  1  0
 29 61  1  0
 31 62  1  0
 31 63  1  0
 31 64  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

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

Chemical Formula

C₂₄H₃₁ClO₈

Average Molecular Weight

482.951

Monoisotopic Molecular Weight

482.170745675

IUPAC Name

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

Traditional Name

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

CAS Registry Number

101922-80-9

SMILES

COC1=C(Cl)C(C)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O)C=C(CO)C23O)C(O)=C1

InChI Identifier

InChI=1S/C24H31ClO8/c1-11-16(13(27)6-14(32-5)17(11)25)20(29)33-15-8-22(4)18-19(28)21(2,3)10-23(18,30)7-12(9-26)24(15,22)31/h6-7,15,18-19,26-28,30-31H,8-10H2,1-5H3

InChI Key

PSCSRVBGZZBKIW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as melleolides and analogues. Melleolides and analogues are compounds with a structure characterized by the presence of a 2-hydroxy-4-methoxy-6-methylbenzoic acid derivative linked to a 3,6,6,7b-tetramethyl-cyclobuta[e]indene moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Melleolides and analogues

Alternative Parents

Substituents

Melleolide-skeleton
O-hydroxybenzoic acid ester
P-methoxybenzoic acid or derivatives
Methoxyphenol
Benzoate ester
Salicylic acid or derivatives
3-halobenzoic acid or derivatives
Halobenzoic acid or derivatives
Benzoic acid or derivatives
4-halophenol
Phenoxy compound
M-cresol
Benzoyl
4-chlorophenol
Anisole
Phenol ether
Methoxybenzene
Phenol
Chlorobenzene
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Halobenzene
Toluene
Aryl chloride
Monocyclic benzene moiety
Aryl halide
Benzenoid
Cyclic alcohol
Tertiary alcohol
Vinylogous acid
Secondary alcohol
Carboxylic acid ester
Cyclobutanol
Carboxylic acid derivative
Polyol
Monocarboxylic acid or derivatives
Ether
Organohalogen compound
Organic oxygen compound
Organochloride
Organooxygen compound
Primary alcohol
Alcohol
Hydrocarbon derivative
Organic oxide
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037042)

Source

Endogenous

Endogenous (HMDB: HMDB0037042)

Plant

Plant (HMDB: HMDB0037042)

Animal

Animal (HMDB: HMDB0037042)

Exogenous

Food

Food (HMDB: HMDB0037042)

Vegetable

Mushroom

Exogenous (HMDB: HMDB0037042)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0037042)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0037042)

Lipid metabolism pathway (HMDB: HMDB0037042)

Cellular process

Cell signaling (HMDB: HMDB0037042)

Biochemical process

Lipid transport (HMDB: HMDB0037042)

Role

Biological role

Energy source (HMDB: HMDB0037042)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0037042)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	96 - 98 °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	0.16 g/L	ALOGPS
logP	1.75	ALOGPS
logP	2.27	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	9.33	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	136.68 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	121.18 m³·mol⁻¹	ChemAxon
Polarizability	49.42 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	244.111	30932474
DeepCCS	[M+Na]+	219.536	30932474
AllCCS	[M+H]+	207.9	32859911
AllCCS	[M+H-H2O]+	206.2	32859911
AllCCS	[M+NH4]+	209.5	32859911
AllCCS	[M+Na]+	210.0	32859911
AllCCS	[M-H]-	210.1	32859911
AllCCS	[M+Na-2H]-	211.3	32859911
AllCCS	[M+HCOO]-	212.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.4 minutes	32390414
Predicted by Siyang on May 30, 2022	11.7842 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.53 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2238.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	176.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	150.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	159.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	86.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	572.0 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	549.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	114.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	826.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	414.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1461.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	304.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	320.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	245.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	82.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	29.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Melleolide D	COC1=C(Cl)C(C)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O)C=C(CO)C23O)C(O)=C1	4633.4	Standard polar	33892256
Melleolide D	COC1=C(Cl)C(C)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O)C=C(CO)C23O)C(O)=C1	3316.3	Standard non polar	33892256
Melleolide D	COC1=C(Cl)C(C)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O)C=C(CO)C23O)C(O)=C1	3606.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Melleolide D,1TMS,isomer #1	COC1=CC(O)=C(C(=O)OC2CC3(C)C4C(O[Si](C)(C)C)C(C)(C)CC4(O)C=C(CO)C23O)C(C)=C1Cl	3671.3	Semi standard non polar	33892256
Melleolide D,1TMS,isomer #2	COC1=CC(O)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O[Si](C)(C)C)C=C(CO)C23O)C(C)=C1Cl	3643.7	Semi standard non polar	33892256
Melleolide D,1TMS,isomer #3	COC1=CC(O)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O)C=C(CO[Si](C)(C)C)C23O)C(C)=C1Cl	3663.4	Semi standard non polar	33892256
Melleolide D,1TMS,isomer #4	COC1=CC(O)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O)C=C(CO)C23O[Si](C)(C)C)C(C)=C1Cl	3698.2	Semi standard non polar	33892256
Melleolide D,1TMS,isomer #5	COC1=CC(O[Si](C)(C)C)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O)C=C(CO)C23O)C(C)=C1Cl	3763.5	Semi standard non polar	33892256
Melleolide D,2TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=C(C(=O)OC2CC3(C)C4C(O[Si](C)(C)C)C(C)(C)CC4(O)C=C(CO)C23O)C(C)=C1Cl	3602.1	Semi standard non polar	33892256
Melleolide D,2TMS,isomer #10	COC1=CC(O[Si](C)(C)C)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O)C=C(CO)C23O[Si](C)(C)C)C(C)=C1Cl	3619.8	Semi standard non polar	33892256
Melleolide D,2TMS,isomer #2	COC1=CC(O)=C(C(=O)OC2CC3(C)C4C(O[Si](C)(C)C)C(C)(C)CC4(O[Si](C)(C)C)C=C(CO)C23O)C(C)=C1Cl	3528.4	Semi standard non polar	33892256
Melleolide D,2TMS,isomer #3	COC1=CC(O)=C(C(=O)OC2CC3(C)C4C(O[Si](C)(C)C)C(C)(C)CC4(O)C=C(CO[Si](C)(C)C)C23O)C(C)=C1Cl	3503.2	Semi standard non polar	33892256
Melleolide D,2TMS,isomer #4	COC1=CC(O)=C(C(=O)OC2CC3(C)C4C(O[Si](C)(C)C)C(C)(C)CC4(O)C=C(CO)C23O[Si](C)(C)C)C(C)=C1Cl	3544.2	Semi standard non polar	33892256
Melleolide D,2TMS,isomer #5	COC1=CC(O[Si](C)(C)C)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O[Si](C)(C)C)C=C(CO)C23O)C(C)=C1Cl	3569.1	Semi standard non polar	33892256
Melleolide D,2TMS,isomer #6	COC1=CC(O)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O[Si](C)(C)C)C=C(CO[Si](C)(C)C)C23O)C(C)=C1Cl	3483.9	Semi standard non polar	33892256
Melleolide D,2TMS,isomer #7	COC1=CC(O)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O[Si](C)(C)C)C=C(CO)C23O[Si](C)(C)C)C(C)=C1Cl	3525.6	Semi standard non polar	33892256
Melleolide D,2TMS,isomer #8	COC1=CC(O[Si](C)(C)C)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O)C=C(CO[Si](C)(C)C)C23O)C(C)=C1Cl	3604.5	Semi standard non polar	33892256
Melleolide D,2TMS,isomer #9	COC1=CC(O)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O)C=C(CO[Si](C)(C)C)C23O[Si](C)(C)C)C(C)=C1Cl	3568.3	Semi standard non polar	33892256
Melleolide D,3TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=C(C(=O)OC2CC3(C)C4C(O[Si](C)(C)C)C(C)(C)CC4(O[Si](C)(C)C)C=C(CO)C23O)C(C)=C1Cl	3485.4	Semi standard non polar	33892256
Melleolide D,3TMS,isomer #10	COC1=CC(O[Si](C)(C)C)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O)C=C(CO[Si](C)(C)C)C23O[Si](C)(C)C)C(C)=C1Cl	3538.1	Semi standard non polar	33892256
Melleolide D,3TMS,isomer #2	COC1=CC(O[Si](C)(C)C)=C(C(=O)OC2CC3(C)C4C(O[Si](C)(C)C)C(C)(C)CC4(O)C=C(CO[Si](C)(C)C)C23O)C(C)=C1Cl	3480.5	Semi standard non polar	33892256
Melleolide D,3TMS,isomer #3	COC1=CC(O[Si](C)(C)C)=C(C(=O)OC2CC3(C)C4C(O[Si](C)(C)C)C(C)(C)CC4(O)C=C(CO)C23O[Si](C)(C)C)C(C)=C1Cl	3508.6	Semi standard non polar	33892256
Melleolide D,3TMS,isomer #4	COC1=CC(O)=C(C(=O)OC2CC3(C)C4C(O[Si](C)(C)C)C(C)(C)CC4(O[Si](C)(C)C)C=C(CO[Si](C)(C)C)C23O)C(C)=C1Cl	3416.1	Semi standard non polar	33892256
Melleolide D,3TMS,isomer #5	COC1=CC(O)=C(C(=O)OC2CC3(C)C4C(O[Si](C)(C)C)C(C)(C)CC4(O[Si](C)(C)C)C=C(CO)C23O[Si](C)(C)C)C(C)=C1Cl	3442.2	Semi standard non polar	33892256
Melleolide D,3TMS,isomer #6	COC1=CC(O)=C(C(=O)OC2CC3(C)C4C(O[Si](C)(C)C)C(C)(C)CC4(O)C=C(CO[Si](C)(C)C)C23O[Si](C)(C)C)C(C)=C1Cl	3471.1	Semi standard non polar	33892256
Melleolide D,3TMS,isomer #7	COC1=CC(O[Si](C)(C)C)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O[Si](C)(C)C)C=C(CO[Si](C)(C)C)C23O)C(C)=C1Cl	3455.3	Semi standard non polar	33892256
Melleolide D,3TMS,isomer #8	COC1=CC(O[Si](C)(C)C)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O[Si](C)(C)C)C=C(CO)C23O[Si](C)(C)C)C(C)=C1Cl	3490.4	Semi standard non polar	33892256
Melleolide D,3TMS,isomer #9	COC1=CC(O)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O[Si](C)(C)C)C=C(CO[Si](C)(C)C)C23O[Si](C)(C)C)C(C)=C1Cl	3453.2	Semi standard non polar	33892256
Melleolide D,4TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=C(C(=O)OC2CC3(C)C4C(O[Si](C)(C)C)C(C)(C)CC4(O[Si](C)(C)C)C=C(CO[Si](C)(C)C)C23O)C(C)=C1Cl	3410.2	Semi standard non polar	33892256
Melleolide D,4TMS,isomer #2	COC1=CC(O[Si](C)(C)C)=C(C(=O)OC2CC3(C)C4C(O[Si](C)(C)C)C(C)(C)CC4(O[Si](C)(C)C)C=C(CO)C23O[Si](C)(C)C)C(C)=C1Cl	3442.9	Semi standard non polar	33892256
Melleolide D,4TMS,isomer #3	COC1=CC(O[Si](C)(C)C)=C(C(=O)OC2CC3(C)C4C(O[Si](C)(C)C)C(C)(C)CC4(O)C=C(CO[Si](C)(C)C)C23O[Si](C)(C)C)C(C)=C1Cl	3467.9	Semi standard non polar	33892256
Melleolide D,4TMS,isomer #4	COC1=CC(O)=C(C(=O)OC2CC3(C)C4C(O[Si](C)(C)C)C(C)(C)CC4(O[Si](C)(C)C)C=C(CO[Si](C)(C)C)C23O[Si](C)(C)C)C(C)=C1Cl	3416.5	Semi standard non polar	33892256
Melleolide D,4TMS,isomer #5	COC1=CC(O[Si](C)(C)C)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O[Si](C)(C)C)C=C(CO[Si](C)(C)C)C23O[Si](C)(C)C)C(C)=C1Cl	3449.5	Semi standard non polar	33892256
Melleolide D,5TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=C(C(=O)OC2CC3(C)C4C(O[Si](C)(C)C)C(C)(C)CC4(O[Si](C)(C)C)C=C(CO[Si](C)(C)C)C23O[Si](C)(C)C)C(C)=C1Cl	3408.7	Semi standard non polar	33892256
Melleolide D,1TBDMS,isomer #1	COC1=CC(O)=C(C(=O)OC2CC3(C)C4C(O[Si](C)(C)C(C)(C)C)C(C)(C)CC4(O)C=C(CO)C23O)C(C)=C1Cl	3926.0	Semi standard non polar	33892256
Melleolide D,1TBDMS,isomer #2	COC1=CC(O)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O[Si](C)(C)C(C)(C)C)C=C(CO)C23O)C(C)=C1Cl	3899.0	Semi standard non polar	33892256
Melleolide D,1TBDMS,isomer #3	COC1=CC(O)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O)C=C(CO[Si](C)(C)C(C)(C)C)C23O)C(C)=C1Cl	3923.2	Semi standard non polar	33892256
Melleolide D,1TBDMS,isomer #4	COC1=CC(O)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O)C=C(CO)C23O[Si](C)(C)C(C)(C)C)C(C)=C1Cl	3942.9	Semi standard non polar	33892256
Melleolide D,1TBDMS,isomer #5	COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O)C=C(CO)C23O)C(C)=C1Cl	3997.1	Semi standard non polar	33892256
Melleolide D,2TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C(=O)OC2CC3(C)C4C(O[Si](C)(C)C(C)(C)C)C(C)(C)CC4(O)C=C(CO)C23O)C(C)=C1Cl	4080.7	Semi standard non polar	33892256
Melleolide D,2TBDMS,isomer #10	COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O)C=C(CO)C23O[Si](C)(C)C(C)(C)C)C(C)=C1Cl	4101.5	Semi standard non polar	33892256
Melleolide D,2TBDMS,isomer #2	COC1=CC(O)=C(C(=O)OC2CC3(C)C4C(O[Si](C)(C)C(C)(C)C)C(C)(C)CC4(O[Si](C)(C)C(C)(C)C)C=C(CO)C23O)C(C)=C1Cl	4026.2	Semi standard non polar	33892256
Melleolide D,2TBDMS,isomer #3	COC1=CC(O)=C(C(=O)OC2CC3(C)C4C(O[Si](C)(C)C(C)(C)C)C(C)(C)CC4(O)C=C(CO[Si](C)(C)C(C)(C)C)C23O)C(C)=C1Cl	4020.5	Semi standard non polar	33892256
Melleolide D,2TBDMS,isomer #4	COC1=CC(O)=C(C(=O)OC2CC3(C)C4C(O[Si](C)(C)C(C)(C)C)C(C)(C)CC4(O)C=C(CO)C23O[Si](C)(C)C(C)(C)C)C(C)=C1Cl	4047.0	Semi standard non polar	33892256
Melleolide D,2TBDMS,isomer #5	COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O[Si](C)(C)C(C)(C)C)C=C(CO)C23O)C(C)=C1Cl	4048.5	Semi standard non polar	33892256
Melleolide D,2TBDMS,isomer #6	COC1=CC(O)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O[Si](C)(C)C(C)(C)C)C=C(CO[Si](C)(C)C(C)(C)C)C23O)C(C)=C1Cl	4004.8	Semi standard non polar	33892256
Melleolide D,2TBDMS,isomer #7	COC1=CC(O)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O[Si](C)(C)C(C)(C)C)C=C(CO)C23O[Si](C)(C)C(C)(C)C)C(C)=C1Cl	4021.0	Semi standard non polar	33892256
Melleolide D,2TBDMS,isomer #8	COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O)C=C(CO[Si](C)(C)C(C)(C)C)C23O)C(C)=C1Cl	4084.6	Semi standard non polar	33892256
Melleolide D,2TBDMS,isomer #9	COC1=CC(O)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O)C=C(CO[Si](C)(C)C(C)(C)C)C23O[Si](C)(C)C(C)(C)C)C(C)=C1Cl	4083.3	Semi standard non polar	33892256
Melleolide D,3TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C(=O)OC2CC3(C)C4C(O[Si](C)(C)C(C)(C)C)C(C)(C)CC4(O[Si](C)(C)C(C)(C)C)C=C(CO)C23O)C(C)=C1Cl	4179.4	Semi standard non polar	33892256
Melleolide D,3TBDMS,isomer #10	COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O)C=C(CO[Si](C)(C)C(C)(C)C)C23O[Si](C)(C)C(C)(C)C)C(C)=C1Cl	4236.0	Semi standard non polar	33892256
Melleolide D,3TBDMS,isomer #2	COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C(=O)OC2CC3(C)C4C(O[Si](C)(C)C(C)(C)C)C(C)(C)CC4(O)C=C(CO[Si](C)(C)C(C)(C)C)C23O)C(C)=C1Cl	4186.0	Semi standard non polar	33892256
Melleolide D,3TBDMS,isomer #3	COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C(=O)OC2CC3(C)C4C(O[Si](C)(C)C(C)(C)C)C(C)(C)CC4(O)C=C(CO)C23O[Si](C)(C)C(C)(C)C)C(C)=C1Cl	4204.4	Semi standard non polar	33892256
Melleolide D,3TBDMS,isomer #4	COC1=CC(O)=C(C(=O)OC2CC3(C)C4C(O[Si](C)(C)C(C)(C)C)C(C)(C)CC4(O[Si](C)(C)C(C)(C)C)C=C(CO[Si](C)(C)C(C)(C)C)C23O)C(C)=C1Cl	4151.9	Semi standard non polar	33892256
Melleolide D,3TBDMS,isomer #5	COC1=CC(O)=C(C(=O)OC2CC3(C)C4C(O[Si](C)(C)C(C)(C)C)C(C)(C)CC4(O[Si](C)(C)C(C)(C)C)C=C(CO)C23O[Si](C)(C)C(C)(C)C)C(C)=C1Cl	4174.0	Semi standard non polar	33892256
Melleolide D,3TBDMS,isomer #6	COC1=CC(O)=C(C(=O)OC2CC3(C)C4C(O[Si](C)(C)C(C)(C)C)C(C)(C)CC4(O)C=C(CO[Si](C)(C)C(C)(C)C)C23O[Si](C)(C)C(C)(C)C)C(C)=C1Cl	4203.1	Semi standard non polar	33892256
Melleolide D,3TBDMS,isomer #7	COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O[Si](C)(C)C(C)(C)C)C=C(CO[Si](C)(C)C(C)(C)C)C23O)C(C)=C1Cl	4169.9	Semi standard non polar	33892256
Melleolide D,3TBDMS,isomer #8	COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O[Si](C)(C)C(C)(C)C)C=C(CO)C23O[Si](C)(C)C(C)(C)C)C(C)=C1Cl	4186.9	Semi standard non polar	33892256
Melleolide D,3TBDMS,isomer #9	COC1=CC(O)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O[Si](C)(C)C(C)(C)C)C=C(CO[Si](C)(C)C(C)(C)C)C23O[Si](C)(C)C(C)(C)C)C(C)=C1Cl	4191.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Melleolide D GC-MS (Non-derivatized) - 70eV, Positive	splash10-0zfr-9770200000-cd835bee892f8eda2fb9	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Melleolide D GC-MS (3 TMS) - 70eV, Positive	splash10-001i-0009001000-c8f9d1ab528d6db8a5ee	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Melleolide D GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Melleolide D 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 D 10V, Positive-QTOF	splash10-00kb-0120900000-439a2ebdef09a1b62216	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Melleolide D 20V, Positive-QTOF	splash10-0002-0440900000-86f39c5b1eab7a3451bd	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Melleolide D 40V, Positive-QTOF	splash10-00kb-1950100000-aa58e810811312b20323	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Melleolide D 10V, Negative-QTOF	splash10-01q9-0120900000-67b73425bc983744ffa9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Melleolide D 20V, Negative-QTOF	splash10-02h9-0340900000-2cca99ac94de2bbb9fbf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Melleolide D 40V, Negative-QTOF	splash10-00di-1940000000-767285673ee02b563a8e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Melleolide D 10V, Positive-QTOF	splash10-00l2-0240900000-10004e665fb7580c6c5c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Melleolide D 20V, Positive-QTOF	splash10-0002-0950500000-8b1e5523b6b562fe163d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Melleolide D 40V, Positive-QTOF	splash10-00or-0970200000-6b4f1a4c26c67a1eee62	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Melleolide D 10V, Negative-QTOF	splash10-001i-0110900000-afb66b80873564ba3c33	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Melleolide D 20V, Negative-QTOF	splash10-0089-0741900000-c52115722c8731e36c35	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Melleolide D 40V, Negative-QTOF	splash10-053r-9710200000-5c3ed2e46d4e7ffaf436	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
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

FDB016024

KNApSAcK ID

C00021462

Chemspider ID

35014357

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14166115

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 D (HMDB0037042)

MOL for HMDB0037042 (Melleolide D)

3D MOL for HMDB0037042 (Melleolide D)

3D SDF for HMDB0037042 (Melleolide D)

3D-SDF for HMDB0037042 (Melleolide D)

PDB for HMDB0037042 (Melleolide D)

3D PDB for HMDB0037042 (Melleolide D)

SMILES for HMDB0037042 (Melleolide D)

INCHI for HMDB0037042 (Melleolide D)

Structure for HMDB0037042 (Melleolide D)

3D Structure for HMDB0037042 (Melleolide D)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra