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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:53:26 UTC

Update Date

2022-03-07 02:54:40 UTC

HMDB ID

HMDB0035866

Secondary Accession Numbers

HMDB35866

Metabolite Identification

Common Name

Melledonal C

Description

Melledonal C 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 Melledonal C.

Structure

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

  Mrv0541 05061308452D          

 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  2  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

HMDB0035866
     RDKit          3D
Melledonal C
 62 65  0  0  0  0  0  0  0  0999 V2000
    8.6032    1.0412    0.7139 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0953    0.2228   -0.3125 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6940    0.0861   -0.4113 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8834    0.7355    0.4702 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4841    0.6103    0.3862 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7460    1.3041    1.3209 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8895   -0.1694   -0.5855 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4579   -0.3395   -0.7260 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9812   -1.0744   -1.6465 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5157    0.2463    0.0805 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1318    0.0331   -0.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5724    1.3723   -0.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6283    0.8487    0.7770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8517    1.7372    1.9406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7586    0.2554    0.0583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8284    1.0956   -0.4682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3161    2.0988    0.3051 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9723    0.1152   -0.7328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2141    0.4871    0.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3385    0.0760   -2.1993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5063   -1.2370   -0.2369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4996   -0.8190    0.8388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1597   -0.3598    1.9332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5116   -1.8759    1.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2379   -1.5906    1.2466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3147   -2.6855    1.5268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7418   -3.8468    1.6404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6482   -0.2453    1.1273 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1390    0.0775    2.2530 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7556   -0.8158   -1.4662 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1470   -1.6701   -2.5332 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1244   -0.6832   -1.3711 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1505   -1.5217   -2.5079 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.2304    2.0737    0.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2111    0.6669    1.6770 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7213    0.9834    0.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2896    1.3659    1.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7806    1.3104    1.3825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0694   -0.6420   -0.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0062    2.2151    0.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9633    1.5135   -1.2384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8794    2.2825    2.1363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6102    2.5049    1.8432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9724    1.0953    2.8627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3199   -0.3195   -0.8173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5566    1.5404   -1.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4805    2.9543   -0.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0721    1.2776    0.7698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6409   -0.4030    0.5819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0369    0.8196   -0.6442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4515    0.1393   -2.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8645   -0.8616   -2.4082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0492    0.9203   -2.3664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0265   -1.8102   -1.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3467   -1.7753    0.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1852    0.5934    2.0854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8337   -2.9231    1.2326 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7656   -2.4941    1.6399 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4533   -0.7479    2.6601 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6211   -2.5571   -2.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0330   -2.1327   -3.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5607   -1.0994   -3.2692 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  2  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
 29 59  1  0
 31 60  1  0
 31 61  1  0
 31 62  1  0
M  END

  Mrv0541 05061308452D          

 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  2  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>
HMDB0035866

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C24H29ClO8/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/h6-7,9,15,18-19,27-28,30-31H,8,10H2,1-5H3

> <INCHI_KEY>
RCBZBPPFXBBNCD-UHFFFAOYSA-N

> <FORMULA>
C24H29ClO8

> <MOLECULAR_WEIGHT>
480.935

> <EXACT_MASS>
480.155095611

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
48.64544378679344

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-formyl-2a,4a,7-trihydroxy-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>
2.22

> <JCHEM_LOGP>
2.586867573000001

> <ALOGPS_LOGS>
-3.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.740325020546361

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.325355129167143

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0722485964669746

> <JCHEM_POLAR_SURFACE_AREA>
133.52

> <JCHEM_REFRACTIVITY>
120.20169999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.02e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-formyl-2a,4a,7-trihydroxy-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

$$$$

HMDB0035866
     RDKit          3D
Melledonal C
 62 65  0  0  0  0  0  0  0  0999 V2000
    8.6032    1.0412    0.7139 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0953    0.2228   -0.3125 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6940    0.0861   -0.4113 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8834    0.7355    0.4702 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4841    0.6103    0.3862 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7460    1.3041    1.3209 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8895   -0.1694   -0.5855 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4579   -0.3395   -0.7260 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9812   -1.0744   -1.6465 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5157    0.2463    0.0805 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1318    0.0331   -0.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5724    1.3723   -0.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6283    0.8487    0.7770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8517    1.7372    1.9406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7586    0.2554    0.0583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8284    1.0956   -0.4682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3161    2.0988    0.3051 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9723    0.1152   -0.7328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2141    0.4871    0.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3385    0.0760   -2.1993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5063   -1.2370   -0.2369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4996   -0.8190    0.8388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1597   -0.3598    1.9332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5116   -1.8759    1.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2379   -1.5906    1.2466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3147   -2.6855    1.5268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7418   -3.8468    1.6404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6482   -0.2453    1.1273 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1390    0.0775    2.2530 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7556   -0.8158   -1.4662 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1470   -1.6701   -2.5332 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1244   -0.6832   -1.3711 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1505   -1.5217   -2.5079 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.2304    2.0737    0.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2111    0.6669    1.6770 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7213    0.9834    0.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2896    1.3659    1.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7806    1.3104    1.3825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0694   -0.6420   -0.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0062    2.2151    0.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9633    1.5135   -1.2384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8794    2.2825    2.1363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6102    2.5049    1.8432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9724    1.0953    2.8627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3199   -0.3195   -0.8173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5566    1.5404   -1.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4805    2.9543   -0.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0721    1.2776    0.7698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6409   -0.4030    0.5819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0369    0.8196   -0.6442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4515    0.1393   -2.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8645   -0.8616   -2.4082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0492    0.9203   -2.3664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0265   -1.8102   -1.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3467   -1.7753    0.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1852    0.5934    2.0854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8337   -2.9231    1.2326 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7656   -2.4941    1.6399 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4533   -0.7479    2.6601 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6211   -2.5571   -2.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0330   -2.1327   -3.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5607   -1.0994   -3.2692 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  2  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
 29 59  1  0
 31 60  1  0
 31 61  1  0
 31 62  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    HMDB0035866
HETATM    1  C1  UNL     1       8.603   1.041   0.714  1.00  0.00           C  
HETATM    2  O1  UNL     1       8.095   0.223  -0.313  1.00  0.00           O  
HETATM    3  C2  UNL     1       6.694   0.086  -0.411  1.00  0.00           C  
HETATM    4  C3  UNL     1       5.883   0.735   0.470  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.484   0.610   0.386  1.00  0.00           C  
HETATM    6  O2  UNL     1       3.746   1.304   1.321  1.00  0.00           O  
HETATM    7  C5  UNL     1       3.889  -0.169  -0.585  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.458  -0.340  -0.726  1.00  0.00           C  
HETATM    9  O3  UNL     1       1.981  -1.074  -1.647  1.00  0.00           O  
HETATM   10  O4  UNL     1       1.516   0.246   0.081  1.00  0.00           O  
HETATM   11  C7  UNL     1       0.132   0.033  -0.118  1.00  0.00           C  
HETATM   12  C8  UNL     1      -0.572   1.372  -0.205  1.00  0.00           C  
HETATM   13  C9  UNL     1      -1.628   0.849   0.777  1.00  0.00           C  
HETATM   14  C10 UNL     1      -1.852   1.737   1.941  1.00  0.00           C  
HETATM   15  C11 UNL     1      -2.759   0.255   0.058  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.828   1.096  -0.468  1.00  0.00           C  
HETATM   17  O5  UNL     1      -4.316   2.099   0.305  1.00  0.00           O  
HETATM   18  C13 UNL     1      -4.972   0.115  -0.733  1.00  0.00           C  
HETATM   19  C14 UNL     1      -6.214   0.487   0.034  1.00  0.00           C  
HETATM   20  C15 UNL     1      -5.339   0.076  -2.199  1.00  0.00           C  
HETATM   21  C16 UNL     1      -4.506  -1.237  -0.237  1.00  0.00           C  
HETATM   22  C17 UNL     1      -3.500  -0.819   0.839  1.00  0.00           C  
HETATM   23  O6  UNL     1      -4.160  -0.360   1.933  1.00  0.00           O  
HETATM   24  C18 UNL     1      -2.512  -1.876   1.122  1.00  0.00           C  
HETATM   25  C19 UNL     1      -1.238  -1.591   1.247  1.00  0.00           C  
HETATM   26  C20 UNL     1      -0.315  -2.685   1.527  1.00  0.00           C  
HETATM   27  O7  UNL     1      -0.742  -3.847   1.640  1.00  0.00           O  
HETATM   28  C21 UNL     1      -0.648  -0.245   1.127  1.00  0.00           C  
HETATM   29  O8  UNL     1       0.139   0.078   2.253  1.00  0.00           O  
HETATM   30  C22 UNL     1       4.756  -0.816  -1.466  1.00  0.00           C  
HETATM   31  C23 UNL     1       4.147  -1.670  -2.533  1.00  0.00           C  
HETATM   32  C24 UNL     1       6.124  -0.683  -1.371  1.00  0.00           C  
HETATM   33 CL1  UNL     1       7.151  -1.522  -2.508  1.00  0.00          CL  
HETATM   34  H1  UNL     1       8.230   2.074   0.541  1.00  0.00           H  
HETATM   35  H2  UNL     1       8.211   0.667   1.677  1.00  0.00           H  
HETATM   36  H3  UNL     1       9.721   0.983   0.658  1.00  0.00           H  
HETATM   37  H4  UNL     1       6.290   1.366   1.260  1.00  0.00           H  
HETATM   38  H5  UNL     1       2.781   1.310   1.382  1.00  0.00           H  
HETATM   39  H6  UNL     1      -0.069  -0.642  -0.977  1.00  0.00           H  
HETATM   40  H7  UNL     1      -0.006   2.215   0.195  1.00  0.00           H  
HETATM   41  H8  UNL     1      -0.963   1.513  -1.238  1.00  0.00           H  
HETATM   42  H9  UNL     1      -0.879   2.283   2.136  1.00  0.00           H  
HETATM   43  H10 UNL     1      -2.610   2.505   1.843  1.00  0.00           H  
HETATM   44  H11 UNL     1      -1.972   1.095   2.863  1.00  0.00           H  
HETATM   45  H12 UNL     1      -2.320  -0.319  -0.817  1.00  0.00           H  
HETATM   46  H13 UNL     1      -3.557   1.540  -1.469  1.00  0.00           H  
HETATM   47  H14 UNL     1      -4.480   2.954  -0.144  1.00  0.00           H  
HETATM   48  H15 UNL     1      -6.072   1.278   0.770  1.00  0.00           H  
HETATM   49  H16 UNL     1      -6.641  -0.403   0.582  1.00  0.00           H  
HETATM   50  H17 UNL     1      -7.037   0.820  -0.644  1.00  0.00           H  
HETATM   51  H18 UNL     1      -4.451   0.139  -2.856  1.00  0.00           H  
HETATM   52  H19 UNL     1      -5.865  -0.862  -2.408  1.00  0.00           H  
HETATM   53  H20 UNL     1      -6.049   0.920  -2.366  1.00  0.00           H  
HETATM   54  H21 UNL     1      -4.026  -1.810  -1.044  1.00  0.00           H  
HETATM   55  H22 UNL     1      -5.347  -1.775   0.233  1.00  0.00           H  
HETATM   56  H23 UNL     1      -4.185   0.593   2.085  1.00  0.00           H  
HETATM   57  H24 UNL     1      -2.834  -2.923   1.233  1.00  0.00           H  
HETATM   58  H25 UNL     1       0.766  -2.494   1.640  1.00  0.00           H  
HETATM   59  H26 UNL     1       0.453  -0.748   2.660  1.00  0.00           H  
HETATM   60  H27 UNL     1       3.621  -2.557  -2.132  1.00  0.00           H  
HETATM   61  H28 UNL     1       5.033  -2.133  -3.083  1.00  0.00           H  
HETATM   62  H29 UNL     1       3.561  -1.099  -3.269  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   27   58
CONECT   28   29
CONECT   29   59
CONECT   30   31   32   32
CONECT   31   60   61   62
CONECT   32   33
END

HMDB0035866
     RDKit          3D
Melledonal C
 62 65  0  0  0  0  0  0  0  0999 V2000
    8.6032    1.0412    0.7139 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0953    0.2228   -0.3125 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6940    0.0861   -0.4113 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8834    0.7355    0.4702 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4841    0.6103    0.3862 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7460    1.3041    1.3209 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8895   -0.1694   -0.5855 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4579   -0.3395   -0.7260 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9812   -1.0744   -1.6465 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5157    0.2463    0.0805 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1318    0.0331   -0.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5724    1.3723   -0.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6283    0.8487    0.7770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8517    1.7372    1.9406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7586    0.2554    0.0583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8284    1.0956   -0.4682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3161    2.0988    0.3051 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9723    0.1152   -0.7328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2141    0.4871    0.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3385    0.0760   -2.1993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5063   -1.2370   -0.2369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4996   -0.8190    0.8388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1597   -0.3598    1.9332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5116   -1.8759    1.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2379   -1.5906    1.2466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3147   -2.6855    1.5268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7418   -3.8468    1.6404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6482   -0.2453    1.1273 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1390    0.0775    2.2530 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7556   -0.8158   -1.4662 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1470   -1.6701   -2.5332 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1244   -0.6832   -1.3711 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1505   -1.5217   -2.5079 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.2304    2.0737    0.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2111    0.6669    1.6770 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7213    0.9834    0.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2896    1.3659    1.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7806    1.3104    1.3825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0694   -0.6420   -0.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0062    2.2151    0.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9633    1.5135   -1.2384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8794    2.2825    2.1363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6102    2.5049    1.8432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9724    1.0953    2.8627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3199   -0.3195   -0.8173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5566    1.5404   -1.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4805    2.9543   -0.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0721    1.2776    0.7698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6409   -0.4030    0.5819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0369    0.8196   -0.6442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4515    0.1393   -2.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8645   -0.8616   -2.4082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0492    0.9203   -2.3664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0265   -1.8102   -1.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3467   -1.7753    0.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1852    0.5934    2.0854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8337   -2.9231    1.2326 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7656   -2.4941    1.6399 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4533   -0.7479    2.6601 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6211   -2.5571   -2.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0330   -2.1327   -3.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5607   -1.0994   -3.2692 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  2  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
 29 59  1  0
 31 60  1  0
 31 61  1  0
 31 62  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Formyl-2a,4a,7-trihydroxy-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

C₂₄H₂₉ClO₈

Average Molecular Weight

480.935

Monoisotopic Molecular Weight

480.155095611

IUPAC Name

3-formyl-2a,4a,7-trihydroxy-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

3-formyl-2a,4a,7-trihydroxy-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

117458-35-2

SMILES

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

InChI Identifier

InChI=1S/C24H29ClO8/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/h6-7,9,15,18-19,27-28,30-31H,8,10H2,1-5H3

InChI Key

RCBZBPPFXBBNCD-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-methoxybenzoic acid or derivatives
O-hydroxybenzoic acid ester
Salicylic acid or derivatives
Benzoate ester
3-halobenzoic acid or derivatives
Methoxyphenol
Halobenzoic acid or derivatives
Benzoic acid or derivatives
Benzoyl
Methoxybenzene
M-cresol
Anisole
4-chlorophenol
4-halophenol
Phenoxy compound
Phenol ether
Chlorobenzene
Halobenzene
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Toluene
Phenol
Benzenoid
Aryl chloride
Monocyclic benzene moiety
Aryl halide
Vinylogous acid
Tertiary alcohol
Cyclic alcohol
Carboxylic acid ester
Cyclobutanol
Secondary alcohol
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Ether
Organohalogen compound
Organochloride
Organooxygen compound
Alcohol
Hydrocarbon derivative
Aldehyde
Carbonyl group
Organic oxygen compound
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: HMDB0035866)

Source

Endogenous

Endogenous (HMDB: HMDB0035866)

Animal

Animal (HMDB: HMDB0035866)

Exogenous

Food

Food (HMDB: HMDB0035866)

Exogenous (HMDB: HMDB0035866)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0035866)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0035866)

Lipid metabolism pathway (HMDB: HMDB0035866)

Cellular process

Cell signaling (HMDB: HMDB0035866)

Biochemical process

Lipid transport (HMDB: HMDB0035866)

Role

Biological role

Energy source (HMDB: HMDB0035866)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035866)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	200 - 205 °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	0.1 g/L	ALOGPS
logP	2.22	ALOGPS
logP	2.59	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	9.33	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	133.52 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	120.2 m³·mol⁻¹	ChemAxon
Polarizability	48.65 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]-	243.218	30932474
DeepCCS	[M+Na]+	218.642	30932474
AllCCS	[M+H]+	207.5	32859911
AllCCS	[M+H-H2O]+	205.8	32859911
AllCCS	[M+NH4]+	209.1	32859911
AllCCS	[M+Na]+	209.6	32859911
AllCCS	[M-H]-	209.9	32859911
AllCCS	[M+Na-2H]-	210.9	32859911
AllCCS	[M+HCOO]-	212.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Melledonal C	COC1=C(Cl)C(C)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O)C=C(C=O)C23O)C(O)=C1	4946.1	Standard polar	33892256
Melledonal C	COC1=C(Cl)C(C)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O)C=C(C=O)C23O)C(O)=C1	3227.0	Standard non polar	33892256
Melledonal C	COC1=C(Cl)C(C)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O)C=C(C=O)C23O)C(O)=C1	3514.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Melledonal C,1TMS,isomer #1	COC1=CC(O)=C(C(=O)OC2CC3(C)C4C(O[Si](C)(C)C)C(C)(C)CC4(O)C=C(C=O)C23O)C(C)=C1Cl	3654.4	Semi standard non polar	33892256
Melledonal C,1TMS,isomer #2	COC1=CC(O)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O[Si](C)(C)C)C=C(C=O)C23O)C(C)=C1Cl	3651.8	Semi standard non polar	33892256
Melledonal C,1TMS,isomer #3	COC1=CC(O)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O)C=C(C=O)C23O[Si](C)(C)C)C(C)=C1Cl	3724.9	Semi standard non polar	33892256
Melledonal C,1TMS,isomer #4	COC1=CC(O[Si](C)(C)C)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O)C=C(C=O)C23O)C(C)=C1Cl	3745.1	Semi standard non polar	33892256
Melledonal C,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(C=O)C23O)C(C)=C1Cl	3556.5	Semi standard non polar	33892256
Melledonal C,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(C=O)C23O)C(C)=C1Cl	3508.5	Semi standard non polar	33892256
Melledonal C,2TMS,isomer #3	COC1=CC(O)=C(C(=O)OC2CC3(C)C4C(O[Si](C)(C)C)C(C)(C)CC4(O)C=C(C=O)C23O[Si](C)(C)C)C(C)=C1Cl	3553.9	Semi standard non polar	33892256
Melledonal C,2TMS,isomer #4	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(C=O)C23O)C(C)=C1Cl	3546.3	Semi standard non polar	33892256
Melledonal C,2TMS,isomer #5	COC1=CC(O)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O[Si](C)(C)C)C=C(C=O)C23O[Si](C)(C)C)C(C)=C1Cl	3562.0	Semi standard non polar	33892256
Melledonal C,2TMS,isomer #6	COC1=CC(O[Si](C)(C)C)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O)C=C(C=O)C23O[Si](C)(C)C)C(C)=C1Cl	3644.7	Semi standard non polar	33892256
Melledonal C,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(C=O)C23O)C(C)=C1Cl	3457.8	Semi standard non polar	33892256
Melledonal C,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(C=O)C23O[Si](C)(C)C)C(C)=C1Cl	3486.7	Semi standard non polar	33892256
Melledonal C,3TMS,isomer #3	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(C=O)C23O[Si](C)(C)C)C(C)=C1Cl	3445.4	Semi standard non polar	33892256
Melledonal C,3TMS,isomer #4	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(C=O)C23O[Si](C)(C)C)C(C)=C1Cl	3498.8	Semi standard non polar	33892256
Melledonal C,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(C=O)C23O[Si](C)(C)C)C(C)=C1Cl	3432.0	Semi standard non polar	33892256
Melledonal C,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(C=O)C23O)C(C)=C1Cl	3900.5	Semi standard non polar	33892256
Melledonal C,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(C=O)C23O)C(C)=C1Cl	3886.3	Semi standard non polar	33892256
Melledonal C,1TBDMS,isomer #3	COC1=CC(O)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O)C=C(C=O)C23O[Si](C)(C)C(C)(C)C)C(C)=C1Cl	3969.1	Semi standard non polar	33892256
Melledonal C,1TBDMS,isomer #4	COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O)C=C(C=O)C23O)C(C)=C1Cl	3968.3	Semi standard non polar	33892256
Melledonal C,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(C=O)C23O)C(C)=C1Cl	4026.4	Semi standard non polar	33892256
Melledonal C,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(C=O)C23O)C(C)=C1Cl	3987.9	Semi standard non polar	33892256
Melledonal C,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(C=O)C23O[Si](C)(C)C(C)(C)C)C(C)=C1Cl	4044.7	Semi standard non polar	33892256
Melledonal C,2TBDMS,isomer #4	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(C=O)C23O)C(C)=C1Cl	4012.3	Semi standard non polar	33892256
Melledonal C,2TBDMS,isomer #5	COC1=CC(O)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O[Si](C)(C)C(C)(C)C)C=C(C=O)C23O[Si](C)(C)C(C)(C)C)C(C)=C1Cl	4031.0	Semi standard non polar	33892256
Melledonal C,2TBDMS,isomer #6	COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C(=O)OC2CC3(C)C4C(O)C(C)(C)CC4(O)C=C(C=O)C23O[Si](C)(C)C(C)(C)C)C(C)=C1Cl	4108.2	Semi standard non polar	33892256
Melledonal C,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(C=O)C23O)C(C)=C1Cl	4115.1	Semi standard non polar	33892256
Melledonal C,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(C=O)C23O[Si](C)(C)C(C)(C)C)C(C)=C1Cl	4154.9	Semi standard non polar	33892256
Melledonal C,3TBDMS,isomer #3	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(C=O)C23O[Si](C)(C)C(C)(C)C)C(C)=C1Cl	4127.8	Semi standard non polar	33892256
Melledonal C,3TBDMS,isomer #4	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(C=O)C23O[Si](C)(C)C(C)(C)C)C(C)=C1Cl	4154.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Melledonal C GC-MS (Non-derivatized) - 70eV, Positive	splash10-0zi9-9870200000-37509e74f42ba6d361aa	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Melledonal C GC-MS (3 TMS) - 70eV, Positive	splash10-001i-0019003000-0136db6a0542b42dd620	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Melledonal C 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 - Melledonal C 10V, Positive-QTOF	splash10-01ot-0120900000-295df9ac3a31e926d4b0	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Melledonal C 20V, Positive-QTOF	splash10-0002-0661900000-b8eff76d9a2cf4280eb3	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Melledonal C 40V, Positive-QTOF	splash10-00kb-1940100000-7b2859de7c97687a4d59	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Melledonal C 10V, Negative-QTOF	splash10-01t9-0120900000-f03b172bb9fcc44cf5e9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Melledonal C 20V, Negative-QTOF	splash10-03k9-0660900000-eea9210f36ff0efddedd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Melledonal C 40V, Negative-QTOF	splash10-00di-1930000000-78d3ce3189a63d7fcc94	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Melledonal C 10V, Positive-QTOF	splash10-01ot-0150900000-5430693bd514094220b8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Melledonal C 20V, Positive-QTOF	splash10-0002-0951600000-97d9fe0087de5bdb4f3f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Melledonal C 40V, Positive-QTOF	splash10-004j-1950200000-ba6860ad0ab45d201a0c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Melledonal C 10V, Negative-QTOF	splash10-004i-0000900000-64e423a0b7e1600047bf	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Melledonal C 20V, Negative-QTOF	splash10-00c0-0650900000-e5575bd3e9669abf7d5b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Melledonal C 40V, Negative-QTOF	splash10-0561-9710200000-0541638817d3d8c6c7c2	2021-09-22	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

FDB014646

KNApSAcK ID

C00021465

Chemspider ID

28570342

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14166106

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 Melledonal C (HMDB0035866)

MOL for HMDB0035866 (Melledonal C)

3D MOL for HMDB0035866 (Melledonal C)

3D SDF for HMDB0035866 (Melledonal C)

3D-SDF for HMDB0035866 (Melledonal C)

PDB for HMDB0035866 (Melledonal C)

3D PDB for HMDB0035866 (Melledonal C)

SMILES for HMDB0035866 (Melledonal C)

INCHI for HMDB0035866 (Melledonal C)

Structure for HMDB0035866 (Melledonal C)

3D Structure for HMDB0035866 (Melledonal C)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra