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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:03:26 UTC

Update Date

2022-03-07 02:53:40 UTC

HMDB ID

HMDB0033341

Secondary Accession Numbers

HMDB33341

Metabolite Identification

Common Name

Mollicellin C

Description

Mollicellin C belongs to the class of organic compounds known as depsides and depsidones. These are polycyclic compounds that is either a polyphenolic compound composed of two or more monocyclic aromatic units linked by an ester bond (depside), or a compound containing the depsidone structure (depsidone). Mollicellin C is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on Mollicellin C.

Structure

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


  Mrv0541 05061307042D          

 30 32  0  0  0  0            999 V2000
   -1.1190    2.2912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1471    3.3387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7025   -0.5145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6392    2.7028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5117   -0.1965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2741    1.9733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1237    0.8510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9682    2.7028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3306    2.5344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5189    0.2898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4556    1.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1517    1.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9401    1.6553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0625    2.2164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7305    0.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6673    1.6553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0884    0.2898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0604    1.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5470    1.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4837    0.8510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8768    0.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2162   -0.1120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1798    2.9460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5448    2.2164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2461    3.0207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9049   -0.5145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5741   -0.8553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6953    0.6078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8037    1.6953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3912   -0.1120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  0  0  0  0
  9  2  1  0  0  0  0
  9  6  2  0  0  0  0
 10  3  1  0  0  0  0
 10  7  2  0  0  0  0
 11  4  1  0  0  0  0
 12  8  1  0  0  0  0
 13  7  1  0  0  0  0
 13 12  2  0  0  0  0
 14  6  1  0  0  0  0
 15 10  1  0  0  0  0
 16 11  2  0  0  0  0
 16 14  1  0  0  0  0
 18 11  1  0  0  0  0
 19 12  1  0  0  0  0
 19 15  2  0  0  0  0
 20 16  1  0  0  0  0
 20 17  2  0  0  0  0
 21 17  1  0  0  0  0
 21 18  2  0  0  0  0
 22 15  1  0  0  0  0
 23  8  2  0  0  0  0
 24 13  1  0  0  0  0
 25 14  2  0  0  0  0
 26 17  1  0  0  0  0
 27 22  2  0  0  0  0
 28  5  1  0  0  0  0
 28 20  1  0  0  0  0
 29 18  1  0  0  0  0
 29 19  1  0  0  0  0
 30 21  1  0  0  0  0
 30 22  1  0  0  0  0
M  END

HMDB0033341
     RDKit          3D
Mollicellin C
 50 52  0  0  0  0  0  0  0  0999 V2000
   -3.3716   -2.3691   -2.9033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1073   -1.0634   -2.4287 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9434   -0.8771   -1.6764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7468   -0.5488   -2.2647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6542   -0.3897   -3.6401 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4024   -0.3658   -1.5147 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3894   -0.5103   -0.1183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8029   -0.8376    0.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9167   -0.9920    1.9519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9488   -1.0154   -0.3103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1731   -1.3809    0.3707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3514   -2.6419    0.5140 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1692   -0.4856    0.8815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1981    0.8203    0.8458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3883    1.4937    1.4723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1923    1.6949    0.2557 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4452   -0.3668    0.7775 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7449    0.0732    0.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5880   -0.0296    1.6250 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1422   -0.5746    2.8918 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9792   -0.9709    3.0780 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9137    0.3788    1.5255 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7349    0.2618    2.6365 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3981    0.8854    0.3569 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5820    1.0118   -0.7800 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0693    1.5391   -2.0458 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2772    0.5997   -0.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5652    0.7751   -1.9065 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9668    1.7053   -2.6080 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4930   -0.0347   -2.3294 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9299   -2.5498   -3.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4741   -2.5563   -2.9079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9531   -3.0839   -2.1670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4908   -0.5226   -4.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4860   -0.0988    2.4395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0139   -0.9514    2.2575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4458   -1.8854    2.3544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0319   -0.9917    1.3745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6315    0.9282    2.4064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2229    2.5569    1.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2561    1.3279    0.7911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2162    1.5303   -0.8623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1838    1.6279    0.6866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5524    2.7706    0.3338 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8297   -0.6568    3.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6996    0.5562    2.5731 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4267    1.2099    0.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9768    2.6209   -2.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2126    1.5069   -1.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0156    0.8762   -2.9305 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  3
 14 15  1  0
 14 16  1  0
  7 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 19 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 10  3  1  0
 27 18  1  0
 30  6  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  5 34  1  0
  9 35  1  0
  9 36  1  0
  9 37  1  0
 13 38  1  0
 15 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
 16 43  1  0
 16 44  1  0
 20 45  1  0
 23 46  1  0
 24 47  1  0
 26 48  1  0
 26 49  1  0
 26 50  1  0
M  END


  Mrv0541 05061307042D          

 30 32  0  0  0  0            999 V2000
   -1.1190    2.2912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1471    3.3387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7025   -0.5145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6392    2.7028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5117   -0.1965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2741    1.9733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1237    0.8510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9682    2.7028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3306    2.5344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5189    0.2898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4556    1.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1517    1.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9401    1.6553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0625    2.2164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7305    0.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6673    1.6553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0884    0.2898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0604    1.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5470    1.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4837    0.8510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8768    0.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2162   -0.1120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1798    2.9460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5448    2.2164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2461    3.0207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9049   -0.5145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5741   -0.8553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6953    0.6078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8037    1.6953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3912   -0.1120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  0  0  0  0
  9  2  1  0  0  0  0
  9  6  2  0  0  0  0
 10  3  1  0  0  0  0
 10  7  2  0  0  0  0
 11  4  1  0  0  0  0
 12  8  1  0  0  0  0
 13  7  1  0  0  0  0
 13 12  2  0  0  0  0
 14  6  1  0  0  0  0
 15 10  1  0  0  0  0
 16 11  2  0  0  0  0
 16 14  1  0  0  0  0
 18 11  1  0  0  0  0
 19 12  1  0  0  0  0
 19 15  2  0  0  0  0
 20 16  1  0  0  0  0
 20 17  2  0  0  0  0
 21 17  1  0  0  0  0
 21 18  2  0  0  0  0
 22 15  1  0  0  0  0
 23  8  2  0  0  0  0
 24 13  1  0  0  0  0
 25 14  2  0  0  0  0
 26 17  1  0  0  0  0
 27 22  2  0  0  0  0
 28  5  1  0  0  0  0
 28 20  1  0  0  0  0
 29 18  1  0  0  0  0
 29 19  1  0  0  0  0
 30 21  1  0  0  0  0
 30 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033341

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C2=C(OC3=C(C(C)=CC(O)=C3C=O)C(=O)O2)C(C)=C1C(=O)C=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C22H20O8/c1-9(2)6-14(25)16-11(4)18-21(17(26)20(16)28-5)30-22(27)15-10(3)7-13(24)12(8-23)19(15)29-18/h6-8,24,26H,1-5H3

> <INCHI_KEY>
RPSLZGPKLQLZGH-UHFFFAOYSA-N

> <FORMULA>
C22H20O8

> <MOLECULAR_WEIGHT>
412.3894

> <EXACT_MASS>
412.115817616

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
41.227252879327466

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7,14-dihydroxy-6-methoxy-4,12-dimethyl-5-(3-methylbut-2-enoyl)-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carbaldehyde

> <ALOGPS_LOGP>
3.28

> <JCHEM_LOGP>
5.180202602

> <ALOGPS_LOGS>
-4.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.06241378308054

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.25798780027233

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9232130910389467

> <JCHEM_POLAR_SURFACE_AREA>
119.36

> <JCHEM_REFRACTIVITY>
110.14109999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.00e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
mollicellin C

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033341
     RDKit          3D
Mollicellin C
 50 52  0  0  0  0  0  0  0  0999 V2000
   -3.3716   -2.3691   -2.9033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1073   -1.0634   -2.4287 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9434   -0.8771   -1.6764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7468   -0.5488   -2.2647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6542   -0.3897   -3.6401 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4024   -0.3658   -1.5147 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3894   -0.5103   -0.1183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8029   -0.8376    0.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9167   -0.9920    1.9519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9488   -1.0154   -0.3103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1731   -1.3809    0.3707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3514   -2.6419    0.5140 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1692   -0.4856    0.8815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1981    0.8203    0.8458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3883    1.4937    1.4723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1923    1.6949    0.2557 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4452   -0.3668    0.7775 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7449    0.0732    0.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5880   -0.0296    1.6250 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1422   -0.5746    2.8918 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9792   -0.9709    3.0780 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9137    0.3788    1.5255 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7349    0.2618    2.6365 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3981    0.8854    0.3569 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5820    1.0118   -0.7800 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0693    1.5391   -2.0458 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2772    0.5997   -0.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5652    0.7751   -1.9065 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9668    1.7053   -2.6080 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4930   -0.0347   -2.3294 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9299   -2.5498   -3.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4741   -2.5563   -2.9079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9531   -3.0839   -2.1670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4908   -0.5226   -4.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4860   -0.0988    2.4395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0139   -0.9514    2.2575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4458   -1.8854    2.3544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0319   -0.9917    1.3745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6315    0.9282    2.4064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2229    2.5569    1.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2561    1.3279    0.7911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2162    1.5303   -0.8623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1838    1.6279    0.6866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5524    2.7706    0.3338 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8297   -0.6568    3.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6996    0.5562    2.5731 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4267    1.2099    0.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9768    2.6209   -2.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2126    1.5069   -1.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0156    0.8762   -2.9305 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  3
 14 15  1  0
 14 16  1  0
  7 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 19 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 10  3  1  0
 27 18  1  0
 30  6  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  5 34  1  0
  9 35  1  0
  9 36  1  0
  9 37  1  0
 13 38  1  0
 15 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
 16 43  1  0
 16 44  1  0
 20 45  1  0
 23 46  1  0
 24 47  1  0
 26 48  1  0
 26 49  1  0
 26 50  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -2.089   4.277   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.275   6.232   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.645  -0.960   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.927   5.045   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.955  -0.367   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.512   3.683   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.431   1.589   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.274   5.045   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.617   4.731   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.302   0.541   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.584   3.544   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.617   3.544   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.088   3.090   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.983   4.137   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.830   0.995   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.112   3.090   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.898   0.541   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.713   2.496   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.488   2.496   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.770   1.589   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.370   0.995   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.870  -0.209   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       7.802   5.499   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      12.217   4.137   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       2.326   5.639   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       3.556  -0.960   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       8.538  -1.597   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       1.298   1.135   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       7.100   3.165   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       6.330  -0.209   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2    9                                                            
CONECT    3   10                                                            
CONECT    4   11                                                            
CONECT    5   28                                                            
CONECT    6    9   14                                                       
CONECT    7   10   13                                                       
CONECT    8   12   23                                                       
CONECT    9    1    2    6                                                  
CONECT   10    3    7   15                                                  
CONECT   11    4   16   18                                                  
CONECT   12    8   13   19                                                  
CONECT   13    7   12   24                                                  
CONECT   14    6   16   25                                                  
CONECT   15   10   19   22                                                  
CONECT   16   11   14   20                                                  
CONECT   17   20   21   26                                                  
CONECT   18   11   21   29                                                  
CONECT   19   12   15   29                                                  
CONECT   20   16   17   28                                                  
CONECT   21   17   18   30                                                  
CONECT   22   15   27   30                                                  
CONECT   23    8                                                            
CONECT   24   13                                                            
CONECT   25   14                                                            
CONECT   26   17                                                            
CONECT   27   22                                                            
CONECT   28    5   20                                                       
CONECT   29   18   19                                                       
CONECT   30   21   22                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

COMPND    HMDB0033341
HETATM    1  C1  UNL     1      -3.372  -2.369  -2.903  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.107  -1.063  -2.429  1.00  0.00           O  
HETATM    3  C2  UNL     1      -1.943  -0.877  -1.676  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.747  -0.549  -2.265  1.00  0.00           C  
HETATM    5  O2  UNL     1      -0.654  -0.390  -3.640  1.00  0.00           O  
HETATM    6  C4  UNL     1       0.402  -0.366  -1.515  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.389  -0.510  -0.118  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.803  -0.838   0.482  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.917  -0.992   1.952  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.949  -1.015  -0.310  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.173  -1.381   0.371  1.00  0.00           C  
HETATM   12  O3  UNL     1      -3.351  -2.642   0.514  1.00  0.00           O  
HETATM   13  C10 UNL     1      -4.169  -0.486   0.881  1.00  0.00           C  
HETATM   14  C11 UNL     1      -4.198   0.820   0.846  1.00  0.00           C  
HETATM   15  C12 UNL     1      -5.388   1.494   1.472  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.192   1.695   0.256  1.00  0.00           C  
HETATM   17  O4  UNL     1       1.445  -0.367   0.778  1.00  0.00           O  
HETATM   18  C14 UNL     1       2.745   0.073   0.543  1.00  0.00           C  
HETATM   19  C15 UNL     1       3.588  -0.030   1.625  1.00  0.00           C  
HETATM   20  C16 UNL     1       3.142  -0.575   2.892  1.00  0.00           C  
HETATM   21  O5  UNL     1       1.979  -0.971   3.078  1.00  0.00           O  
HETATM   22  C17 UNL     1       4.914   0.379   1.525  1.00  0.00           C  
HETATM   23  O6  UNL     1       5.735   0.262   2.636  1.00  0.00           O  
HETATM   24  C18 UNL     1       5.398   0.885   0.357  1.00  0.00           C  
HETATM   25  C19 UNL     1       4.582   1.012  -0.780  1.00  0.00           C  
HETATM   26  C20 UNL     1       5.069   1.539  -2.046  1.00  0.00           C  
HETATM   27  C21 UNL     1       3.277   0.600  -0.648  1.00  0.00           C  
HETATM   28  C22 UNL     1       2.565   0.775  -1.906  1.00  0.00           C  
HETATM   29  O7  UNL     1       2.967   1.705  -2.608  1.00  0.00           O  
HETATM   30  O8  UNL     1       1.493  -0.035  -2.329  1.00  0.00           O  
HETATM   31  H1  UNL     1      -2.930  -2.550  -3.902  1.00  0.00           H  
HETATM   32  H2  UNL     1      -4.474  -2.556  -2.908  1.00  0.00           H  
HETATM   33  H3  UNL     1      -2.953  -3.084  -2.167  1.00  0.00           H  
HETATM   34  H4  UNL     1      -1.491  -0.523  -4.190  1.00  0.00           H  
HETATM   35  H5  UNL     1      -0.486  -0.099   2.439  1.00  0.00           H  
HETATM   36  H6  UNL     1      -2.014  -0.951   2.258  1.00  0.00           H  
HETATM   37  H7  UNL     1      -0.446  -1.885   2.354  1.00  0.00           H  
HETATM   38  H8  UNL     1      -5.032  -0.992   1.374  1.00  0.00           H  
HETATM   39  H9  UNL     1      -5.631   0.928   2.406  1.00  0.00           H  
HETATM   40  H10 UNL     1      -5.223   2.557   1.651  1.00  0.00           H  
HETATM   41  H11 UNL     1      -6.256   1.328   0.791  1.00  0.00           H  
HETATM   42  H12 UNL     1      -3.216   1.530  -0.862  1.00  0.00           H  
HETATM   43  H13 UNL     1      -2.184   1.628   0.687  1.00  0.00           H  
HETATM   44  H14 UNL     1      -3.552   2.771   0.334  1.00  0.00           H  
HETATM   45  H15 UNL     1       3.830  -0.657   3.744  1.00  0.00           H  
HETATM   46  H16 UNL     1       6.700   0.556   2.573  1.00  0.00           H  
HETATM   47  H17 UNL     1       6.427   1.210   0.256  1.00  0.00           H  
HETATM   48  H18 UNL     1       4.977   2.621  -2.226  1.00  0.00           H  
HETATM   49  H19 UNL     1       6.213   1.507  -1.916  1.00  0.00           H  
HETATM   50  H20 UNL     1       5.016   0.876  -2.930  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3
CONECT    3    4    4   10
CONECT    4    5    6
CONECT    5   34
CONECT    6    7    7   30
CONECT    7    8   17
CONECT    8    9   10   10
CONECT    9   35   36   37
CONECT   10   11
CONECT   11   12   12   13
CONECT   13   14   14   38
CONECT   14   15   16
CONECT   15   39   40   41
CONECT   16   42   43   44
CONECT   17   18
CONECT   18   19   19   27
CONECT   19   20   22
CONECT   20   21   21   45
CONECT   22   23   24   24
CONECT   23   46
CONECT   24   25   47
CONECT   25   26   27   27
CONECT   26   48   49   50
CONECT   27   28
CONECT   28   29   29   30
END

HMDB0033341
     RDKit          3D
Mollicellin C
 50 52  0  0  0  0  0  0  0  0999 V2000
   -3.3716   -2.3691   -2.9033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1073   -1.0634   -2.4287 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9434   -0.8771   -1.6764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7468   -0.5488   -2.2647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6542   -0.3897   -3.6401 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4024   -0.3658   -1.5147 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3894   -0.5103   -0.1183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8029   -0.8376    0.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9167   -0.9920    1.9519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9488   -1.0154   -0.3103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1731   -1.3809    0.3707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3514   -2.6419    0.5140 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1692   -0.4856    0.8815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1981    0.8203    0.8458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3883    1.4937    1.4723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1923    1.6949    0.2557 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4452   -0.3668    0.7775 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7449    0.0732    0.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5880   -0.0296    1.6250 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1422   -0.5746    2.8918 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9792   -0.9709    3.0780 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9137    0.3788    1.5255 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7349    0.2618    2.6365 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3981    0.8854    0.3569 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5820    1.0118   -0.7800 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0693    1.5391   -2.0458 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2772    0.5997   -0.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5652    0.7751   -1.9065 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9668    1.7053   -2.6080 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4930   -0.0347   -2.3294 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9299   -2.5498   -3.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4741   -2.5563   -2.9079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9531   -3.0839   -2.1670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4908   -0.5226   -4.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4860   -0.0988    2.4395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0139   -0.9514    2.2575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4458   -1.8854    2.3544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0319   -0.9917    1.3745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6315    0.9282    2.4064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2229    2.5569    1.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2561    1.3279    0.7911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2162    1.5303   -0.8623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1838    1.6279    0.6866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5524    2.7706    0.3338 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8297   -0.6568    3.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6996    0.5562    2.5731 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4267    1.2099    0.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9768    2.6209   -2.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2126    1.5069   -1.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0156    0.8762   -2.9305 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  3
 14 15  1  0
 14 16  1  0
  7 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 19 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 10  3  1  0
 27 18  1  0
 30  6  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  5 34  1  0
  9 35  1  0
  9 36  1  0
  9 37  1  0
 13 38  1  0
 15 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
 16 43  1  0
 16 44  1  0
 20 45  1  0
 23 46  1  0
 24 47  1  0
 26 48  1  0
 26 49  1  0
 26 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Calcium, 2-ethylhexanoate tall-oil complexes	HMDB

Chemical Formula

C₂₂H₂₀O₈

Average Molecular Weight

412.3894

Monoisotopic Molecular Weight

412.115817616

IUPAC Name

7,14-dihydroxy-6-methoxy-4,12-dimethyl-5-(3-methylbut-2-enoyl)-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carbaldehyde

Traditional Name

mollicellin C

CAS Registry Number

68436-82-8

SMILES

COC1=C(O)C2=C(OC3=C(C(C)=CC(O)=C3C=O)C(=O)O2)C(C)=C1C(=O)C=C(C)C

InChI Identifier

InChI=1S/C22H20O8/c1-9(2)6-14(25)16-11(4)18-21(17(26)20(16)28-5)30-22(27)15-10(3)7-13(24)12(8-23)19(15)29-18/h6-8,24,26H,1-5H3

InChI Key

RPSLZGPKLQLZGH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as depsides and depsidones. These are polycyclic compounds that is either a polyphenolic compound composed of two or more monocyclic aromatic units linked by an ester bond (depside), or a compound containing the depsidone structure (depsidone).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Depsides and depsidones

Sub Class

Not Available

Direct Parent

Depsides and depsidones

Alternative Parents

Substituents

Depsidone
Diaryl ether
Anisole
Aryl ketone
1-hydroxy-2-unsubstituted benzenoid
1,4-dioxepine
Alkyl aryl ether
Aryl-aldehyde
Dioxepine
Benzenoid
Acryloyl-group
Vinylogous acid
Alpha,beta-unsaturated ketone
Enone
Carboxylic acid ester
Lactone
Ketone
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Carboxylic acid derivative
Oxacycle
Ether
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aldehyde
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

aromatic ether (CHEBI:68802 )
organic heterotricyclic compound (CHEBI:68802 )
enone (CHEBI:68802 )
polyphenol (CHEBI:68802 )
aromatic ketone (CHEBI:68802 )
aldehyde (CHEBI:68802 )
depsidones (CHEBI:68802 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0033341)
Cell membrane (HMDB: HMDB0033341)

Source

Exogenous

Exogenous (HMDB: HMDB0033341)

Food

Food (HMDB: HMDB0033341)

Endogenous

Plant

Plant (HMDB: HMDB0033341)

Process

Not Available

Role

Industrial application

Antineoplastic agent (HMDB: HMDB0033341)

Pharmaceutical industry

Antimicrobial agent

Antimalarial (HMDB: HMDB0033341)
Antimalarial (HMDB: HMDB0033341)

Antineoplastic agent

Antitumor (HMDB: HMDB0033341)

Biological role

Chaetomium metabolite (HMDB: HMDB0033341)
Nutrient (HMDB: HMDB0033341)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.01 g/L	ALOGPS
logP	3.28	ALOGPS
logP	5.18	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	7.26	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	119.36 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	110.14 m³·mol⁻¹	ChemAxon
Polarizability	41.23 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	195.387	31661259
DarkChem	[M-H]-	197.256	31661259
DeepCCS	[M+H]+	200.805	30932474
DeepCCS	[M-H]-	198.41	30932474
DeepCCS	[M-2H]-	231.294	30932474
DeepCCS	[M+Na]+	206.718	30932474
AllCCS	[M+H]+	194.1	32859911
AllCCS	[M+H-H2O]+	191.6	32859911
AllCCS	[M+NH4]+	196.4	32859911
AllCCS	[M+Na]+	197.1	32859911
AllCCS	[M-H]-	198.5	32859911
AllCCS	[M+Na-2H]-	198.1	32859911
AllCCS	[M+HCOO]-	197.9	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.	7.95 minutes	32390414
Predicted by Siyang on May 30, 2022	15.6742 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.48 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2761.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	324.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	179.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	174.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	107.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	776.4 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	899.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	84.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1318.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	590.8 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	1680.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	479.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	542.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	326.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	268.7 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	96.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Mollicellin C	COC1=C(O)C2=C(OC3=C(C(C)=CC(O)=C3C=O)C(=O)O2)C(C)=C1C(=O)C=C(C)C	4919.4	Standard polar	33892256
Mollicellin C	COC1=C(O)C2=C(OC3=C(C(C)=CC(O)=C3C=O)C(=O)O2)C(C)=C1C(=O)C=C(C)C	3014.3	Standard non polar	33892256
Mollicellin C	COC1=C(O)C2=C(OC3=C(C(C)=CC(O)=C3C=O)C(=O)O2)C(C)=C1C(=O)C=C(C)C	3252.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Mollicellin C,1TMS,isomer #1	COC1=C(O[Si](C)(C)C)C2=C(OC3=C(C=O)C(O)=CC(C)=C3C(=O)O2)C(C)=C1C(=O)C=C(C)C	3136.4	Semi standard non polar	33892256
Mollicellin C,1TMS,isomer #2	COC1=C(O)C2=C(OC3=C(C=O)C(O[Si](C)(C)C)=CC(C)=C3C(=O)O2)C(C)=C1C(=O)C=C(C)C	3214.7	Semi standard non polar	33892256
Mollicellin C,2TMS,isomer #1	COC1=C(O[Si](C)(C)C)C2=C(OC3=C(C=O)C(O[Si](C)(C)C)=CC(C)=C3C(=O)O2)C(C)=C1C(=O)C=C(C)C	3177.8	Semi standard non polar	33892256
Mollicellin C,1TBDMS,isomer #1	COC1=C(O[Si](C)(C)C(C)(C)C)C2=C(OC3=C(C=O)C(O)=CC(C)=C3C(=O)O2)C(C)=C1C(=O)C=C(C)C	3362.4	Semi standard non polar	33892256
Mollicellin C,1TBDMS,isomer #2	COC1=C(O)C2=C(OC3=C(C=O)C(O[Si](C)(C)C(C)(C)C)=CC(C)=C3C(=O)O2)C(C)=C1C(=O)C=C(C)C	3423.5	Semi standard non polar	33892256
Mollicellin C,2TBDMS,isomer #1	COC1=C(O[Si](C)(C)C(C)(C)C)C2=C(OC3=C(C=O)C(O[Si](C)(C)C(C)(C)C)=CC(C)=C3C(=O)O2)C(C)=C1C(=O)C=C(C)C	3609.1	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 - Mollicellin C GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f8a-0309000000-2e00a679c7c203a45d07	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mollicellin C GC-MS (2 TMS) - 70eV, Positive	splash10-00di-3160390000-1ce3a3b42208bbba12f4	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mollicellin C GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mollicellin 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 - Mollicellin C 10V, Positive-QTOF	splash10-03di-1117900000-010c2f68843096f48e44	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mollicellin C 20V, Positive-QTOF	splash10-08gj-5319200000-ca061e03d5d94663baa7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mollicellin C 40V, Positive-QTOF	splash10-06si-6911000000-c0ae4c5ace1d870efeb7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mollicellin C 10V, Negative-QTOF	splash10-03di-1102900000-c2aaa99c0c4621ab28e1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mollicellin C 20V, Negative-QTOF	splash10-090r-6339500000-77ba2201ed71ae3f9fc7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mollicellin C 40V, Negative-QTOF	splash10-0a4j-4911000000-e8a7195eca4a9bc8493e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mollicellin C 10V, Positive-QTOF	splash10-03k9-0009500000-140449c60587a3e3373b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mollicellin C 20V, Positive-QTOF	splash10-08fs-0009300000-73199621953339546f73	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mollicellin C 40V, Positive-QTOF	splash10-0k96-1409000000-a710f0c49bd6b7490b7d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mollicellin C 10V, Negative-QTOF	splash10-03di-0005900000-6c9c8de12751895254bb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mollicellin C 20V, Negative-QTOF	splash10-03fs-0029200000-4399f90e2700121e2bb1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mollicellin C 40V, Negative-QTOF	splash10-0v4i-1249000000-49d344626abc3fc71e66	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

50200

PDB ID

Not Available

ChEBI ID

68802

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Enzymes

Enzyme Details

1. Carbonyl reductase [NADPH] 1

General function:: Involved in oxidoreductase activity
Specific function:: NADPH-dependent reductase with broad substrate specificity. Catalyzes the reduction of a wide variety of carbonyl compounds including quinones, prostaglandins, menadione, plus various xenobiotics. Catalyzes the reduction of the antitumor anthracyclines doxorubicin and daunorubicin to the cardiotoxic compounds doxorubicinol and daunorubicinol. Can convert prostaglandin E2 to prostaglandin F2-alpha. Can bind glutathione, which explains its higher affinity for glutathione-conjugated substrates. Catalyzes the reduction of S-nitrosoglutathione.
Gene Name:: CBR1
Uniprot ID:: P16152
Molecular weight:: 30374.73

Reactions

Mollicellin C → 7,14-dihydroxy-15-(hydroxymethyl)-6-methoxy-4,12-dimethyl-5-(3-methylbut-2-enoyl)-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaen-10-one	details

Enzyme Details

2. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

Mollicellin C → 6-{[15-formyl-7-hydroxy-6-methoxy-4,12-dimethyl-5-(3-methylbut-2-enoyl)-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaen-14-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details
Mollicellin C → 6-{[15-formyl-14-hydroxy-6-methoxy-4,12-dimethyl-5-(3-methylbut-2-enoyl)-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaen-7-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details

Showing metabocard for Mollicellin C (HMDB0033341)

MOL for HMDB0033341 (Mollicellin C)

3D MOL for HMDB0033341 (Mollicellin C)

3D SDF for HMDB0033341 (Mollicellin C)

3D-SDF for HMDB0033341 (Mollicellin C)

PDB for HMDB0033341 (Mollicellin C)

3D PDB for HMDB0033341 (Mollicellin C)

SMILES for HMDB0033341 (Mollicellin C)

INCHI for HMDB0033341 (Mollicellin C)

Structure for HMDB0033341 (Mollicellin C)

3D Structure for HMDB0033341 (Mollicellin C)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions