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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:03:26 UTC
Update Date2022-03-07 02:53:40 UTC
HMDB IDHMDB0033341
Secondary Accession Numbers
  • HMDB33341
Metabolite Identification
Common NameMollicellin C
DescriptionMollicellin 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
Data?1563862391
Synonyms
ValueSource
Calcium, 2-ethylhexanoate tall-oil complexesHMDB
Chemical FormulaC22H20O8
Average Molecular Weight412.3894
Monoisotopic Molecular Weight412.115817616
IUPAC Name7,14-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 Namemollicellin C
CAS Registry Number68436-82-8
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 KeyRPSLZGPKLQLZGH-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).
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassDepsides and depsidones
Sub ClassNot Available
Direct ParentDepsides 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 FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.01 g/LALOGPS
logP3.28ALOGPS
logP5.18ChemAxon
logS-4.6ALOGPS
pKa (Strongest Acidic)7.26ChemAxon
pKa (Strongest Basic)-3.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area119.36 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity110.14 m³·mol⁻¹ChemAxon
Polarizability41.23 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+195.38731661259
DarkChem[M-H]-197.25631661259
DeepCCS[M+H]+200.80530932474
DeepCCS[M-H]-198.4130932474
DeepCCS[M-2H]-231.29430932474
DeepCCS[M+Na]+206.71830932474
AllCCS[M+H]+194.132859911
AllCCS[M+H-H2O]+191.632859911
AllCCS[M+NH4]+196.432859911
AllCCS[M+Na]+197.132859911
AllCCS[M-H]-198.532859911
AllCCS[M+Na-2H]-198.132859911
AllCCS[M+HCOO]-197.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Mollicellin CCOC1=C(O)C2=C(OC3=C(C(C)=CC(O)=C3C=O)C(=O)O2)C(C)=C1C(=O)C=C(C)C4919.4Standard polar33892256
Mollicellin CCOC1=C(O)C2=C(OC3=C(C(C)=CC(O)=C3C=O)C(=O)O2)C(C)=C1C(=O)C=C(C)C3014.3Standard non polar33892256
Mollicellin CCOC1=C(O)C2=C(OC3=C(C(C)=CC(O)=C3C=O)C(=O)O2)C(C)=C1C(=O)C=C(C)C3252.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Mollicellin C,1TMS,isomer #1COC1=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)C3136.4Semi standard non polar33892256
Mollicellin C,1TMS,isomer #2COC1=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)C3214.7Semi standard non polar33892256
Mollicellin C,2TMS,isomer #1COC1=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)C3177.8Semi standard non polar33892256
Mollicellin C,1TBDMS,isomer #1COC1=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)C3362.4Semi standard non polar33892256
Mollicellin C,1TBDMS,isomer #2COC1=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)C3423.5Semi standard non polar33892256
Mollicellin C,2TBDMS,isomer #1COC1=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)C3609.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Mollicellin C GC-MS (Non-derivatized) - 70eV, Positivesplash10-0f8a-0309000000-2e00a679c7c203a45d072017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Mollicellin C GC-MS (2 TMS) - 70eV, Positivesplash10-00di-3160390000-1ce3a3b42208bbba12f42017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Mollicellin C GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Mollicellin C GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mollicellin C 10V, Positive-QTOFsplash10-03di-1117900000-010c2f68843096f48e442016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mollicellin C 20V, Positive-QTOFsplash10-08gj-5319200000-ca061e03d5d94663baa72016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mollicellin C 40V, Positive-QTOFsplash10-06si-6911000000-c0ae4c5ace1d870efeb72016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mollicellin C 10V, Negative-QTOFsplash10-03di-1102900000-c2aaa99c0c4621ab28e12016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mollicellin C 20V, Negative-QTOFsplash10-090r-6339500000-77ba2201ed71ae3f9fc72016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mollicellin C 40V, Negative-QTOFsplash10-0a4j-4911000000-e8a7195eca4a9bc8493e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mollicellin C 10V, Positive-QTOFsplash10-03k9-0009500000-140449c60587a3e3373b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mollicellin C 20V, Positive-QTOFsplash10-08fs-0009300000-73199621953339546f732021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mollicellin C 40V, Positive-QTOFsplash10-0k96-1409000000-a710f0c49bd6b7490b7d2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mollicellin C 10V, Negative-QTOFsplash10-03di-0005900000-6c9c8de12751895254bb2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mollicellin C 20V, Negative-QTOFsplash10-03fs-0029200000-4399f90e2700121e2bb12021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mollicellin C 40V, Negative-QTOFsplash10-0v4i-1249000000-49d344626abc3fc71e662021-09-22Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB011369
KNApSAcK IDC00048001
Chemspider ID45522
KEGG Compound IDC20046
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound50200
PDB IDNot Available
ChEBI ID68802
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Enzymes

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-onedetails
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 aciddetails
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 aciddetails