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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:39:12 UTC
Update Date2022-03-07 02:52:42 UTC
HMDB IDHMDB0030815
Secondary Accession Numbers
  • HMDB30815
Metabolite Identification
Common NameMammea E/BA
DescriptionMammea E/BA belongs to the class of organic compounds known as 7-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to the C7 position the coumarin skeleton. Based on a literature review very few articles have been published on Mammea E/BA.
Structure
Data?1563862042
Synonyms
ValueSource
Mammea e/ba cyclo DHMDB
1-[5,7-Dihydroxy-6-(3-methylbut-2-en-1-yl)-8-(3-methylbutanoyl)-2-oxo-2H-chromen-4-yl]propyl acetic acidHMDB
Chemical FormulaC24H30O7
Average Molecular Weight430.4908
Monoisotopic Molecular Weight430.199153314
IUPAC Name1-[5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-8-(3-methylbutanoyl)-2-oxo-2H-chromen-4-yl]propyl acetate
Traditional Name1-[5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-8-(3-methylbutanoyl)-2-oxochromen-4-yl]propyl acetate
CAS Registry Number111321-13-2
SMILES
CCC(OC(C)=O)C1=CC(=O)OC2=C1C(O)=C(CC=C(C)C)C(O)=C2C(=O)CC(C)C
InChI Identifier
InChI=1S/C24H30O7/c1-7-18(30-14(6)25)16-11-19(27)31-24-20(16)22(28)15(9-8-12(2)3)23(29)21(24)17(26)10-13(4)5/h8,11,13,18,28-29H,7,9-10H2,1-6H3
InChI KeyYOWZJSSQEMLPTC-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 7-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to the C7 position the coumarin skeleton.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCoumarins and derivatives
Sub ClassHydroxycoumarins
Direct Parent7-hydroxycoumarins
Alternative Parents
Substituents
  • 7-hydroxycoumarin
  • Butyrophenone
  • Benzopyran
  • 1-benzopyran
  • Aryl alkyl ketone
  • Aryl ketone
  • Pyranone
  • Pyran
  • Benzenoid
  • Heteroaromatic compound
  • Vinylogous acid
  • Carboxylic acid ester
  • Ketone
  • Lactone
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Oxacycle
  • Organoheterocyclic compound
  • Organic oxide
  • Organic oxygen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point50 - 53 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.011 g/LALOGPS
logP3.93ALOGPS
logP4.94ChemAxon
logS-4.6ALOGPS
pKa (Strongest Acidic)5.77ChemAxon
pKa (Strongest Basic)-5.2ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area110.13 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity118.08 m³·mol⁻¹ChemAxon
Polarizability46.55 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+199.46131661259
DarkChem[M-H]-197.43631661259
DeepCCS[M+H]+204.7930932474
DeepCCS[M-H]-202.39430932474
DeepCCS[M-2H]-235.530932474
DeepCCS[M+Na]+210.70230932474
AllCCS[M+H]+202.832859911
AllCCS[M+H-H2O]+200.532859911
AllCCS[M+NH4]+204.932859911
AllCCS[M+Na]+205.532859911
AllCCS[M-H]-209.532859911
AllCCS[M+Na-2H]-210.432859911
AllCCS[M+HCOO]-211.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Mammea E/BACCC(OC(C)=O)C1=CC(=O)OC2=C1C(O)=C(CC=C(C)C)C(O)=C2C(=O)CC(C)C4026.3Standard polar33892256
Mammea E/BACCC(OC(C)=O)C1=CC(=O)OC2=C1C(O)=C(CC=C(C)C)C(O)=C2C(=O)CC(C)C2741.4Standard non polar33892256
Mammea E/BACCC(OC(C)=O)C1=CC(=O)OC2=C1C(O)=C(CC=C(C)C)C(O)=C2C(=O)CC(C)C3166.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Mammea E/BA,1TMS,isomer #1CCC(OC(C)=O)C1=CC(=O)OC2=C(C(=O)CC(C)C)C(O)=C(CC=C(C)C)C(O[Si](C)(C)C)=C122985.4Semi standard non polar33892256
Mammea E/BA,1TMS,isomer #2CCC(OC(C)=O)C1=CC(=O)OC2=C(C(=O)CC(C)C)C(O[Si](C)(C)C)=C(CC=C(C)C)C(O)=C122968.8Semi standard non polar33892256
Mammea E/BA,2TMS,isomer #1CCC(OC(C)=O)C1=CC(=O)OC2=C(C(=O)CC(C)C)C(O[Si](C)(C)C)=C(CC=C(C)C)C(O[Si](C)(C)C)=C123024.0Semi standard non polar33892256
Mammea E/BA,1TBDMS,isomer #1CCC(OC(C)=O)C1=CC(=O)OC2=C(C(=O)CC(C)C)C(O)=C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=C123199.9Semi standard non polar33892256
Mammea E/BA,1TBDMS,isomer #2CCC(OC(C)=O)C1=CC(=O)OC2=C(C(=O)CC(C)C)C(O[Si](C)(C)C(C)(C)C)=C(CC=C(C)C)C(O)=C123192.7Semi standard non polar33892256
Mammea E/BA,2TBDMS,isomer #1CCC(OC(C)=O)C1=CC(=O)OC2=C(C(=O)CC(C)C)C(O[Si](C)(C)C(C)(C)C)=C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=C123423.8Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Mammea E/BA GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-7009200000-c956c6a23669322b34982017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Mammea E/BA GC-MS (2 TMS) - 70eV, Positivesplash10-0a4l-3000390000-244b853e5d5a875825262017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Mammea E/BA GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Mammea E/BA 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 - Mammea E/BA 10V, Positive-QTOFsplash10-008i-1009600000-f2048c723b6fec55ad1b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mammea E/BA 20V, Positive-QTOFsplash10-00di-2009100000-da4d22f2a7fbec30ed332016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mammea E/BA 40V, Positive-QTOFsplash10-0kur-5039100000-65456a6fae075aed44a12016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mammea E/BA 10V, Negative-QTOFsplash10-004r-1009700000-eaac4a7480ff55b07d1f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mammea E/BA 20V, Negative-QTOFsplash10-0551-4019200000-df6d0bb22ab88fb1050e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mammea E/BA 40V, Negative-QTOFsplash10-054o-9347000000-f06d0a479d0a37f7b2812016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mammea E/BA 10V, Negative-QTOFsplash10-05pc-2019400000-7ae76abfbd9d2b9c9d322021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mammea E/BA 20V, Negative-QTOFsplash10-0a4i-9001000000-8875e101af1412a9ad712021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mammea E/BA 40V, Negative-QTOFsplash10-052f-9011000000-0c41971ac60e862d79df2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mammea E/BA 10V, Positive-QTOFsplash10-001i-0009700000-b6102fea7d4a772388082021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mammea E/BA 20V, Positive-QTOFsplash10-00wi-0019100000-3718e0c0be71afd97f142021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mammea E/BA 40V, Positive-QTOFsplash10-00ur-1029000000-aeffb8b6da4b934245fb2021-09-24Wishart 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 IDFDB002771
KNApSAcK IDC00056463
Chemspider ID9692380
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11517592
PDB IDNot Available
ChEBI ID175485
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 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
Mammea E/BA → 6-({4-[1-(acetyloxy)propyl]-5-hydroxy-6-(3-methylbut-2-en-1-yl)-8-(3-methylbutanoyl)-2-oxo-2H-chromen-7-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic aciddetails
Mammea E/BA → 6-({4-[1-(acetyloxy)propyl]-7-hydroxy-6-(3-methylbut-2-en-1-yl)-8-(3-methylbutanoyl)-2-oxo-2H-chromen-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic aciddetails
General function:
Lipid transport and metabolism
Specific function:
Involved in the detoxification of xenobiotics and in the activation of ester and amide prodrugs. Hydrolyzes aromatic and aliphatic esters, but has no catalytic activity toward amides or a fatty acyl-CoA ester. Hydrolyzes the methyl ester group of cocaine to form benzoylecgonine. Catalyzes the transesterification of cocaine to form cocaethylene. Displays fatty acid ethyl ester synthase activity, catalyzing the ethyl esterification of oleic acid to ethyloleate.
Gene Name:
CES1
Uniprot ID:
P23141
Molecular weight:
62520.62
Reactions
Mammea E/BA → 5,7-dihydroxy-4-(1-hydroxypropyl)-6-(3-methylbut-2-en-1-yl)-8-(3-methylbutanoyl)-2H-chromen-2-onedetails