precursor

Showing entry for Xanthotoxin

Identification

PhytoHub ID
PHUB000251
Name
Xanthotoxin
Systematic Name
Not Available
Synonyms
  • 8-Methoxypsoralen
  • Ammoidin
  • Methoxsalen
CAS Number
Not Available
Average Mass
216.192
Monoisotopic Mass
216.042258738
Chemical Formula
C12H8O4
IUPAC Name
9-methoxy-7H-furo[3,2-g]chromen-7-one
InChI Key
QXKHYNVANLEOEG-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C12H8O4/c1-14-12-10-8(4-5-15-10)6-7-2-3-9(13)16-11(7)12/h2-6H,1H3
SMILES
COC1=C2OC(=O)C=CC2=CC2=C1OC=C2
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
1.64e-01 g/l
LogS (ALOGPS)
-3.12
LogP (ALOGPS)
2.10
Hydrogen Acceptors
2
Hydrogen Donors
0
Rotatable Bond Count
1
Polar Surface Area
48.67
Refractivity
56.852900000000005
Polarizability
20.976680923882206
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-2.9251351971985664
pKa (strongest acidic)
Not Available
Number of Rings
3
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Food Phytochemical

Family
Polyphenols
Class
Coumarins and Furanocoumarins
Sub-class
Not Available

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Coumarins and derivatives
Super-class
Phenylpropanoids and polyketides
Sub-class
Furanocoumarins
Direct Parent Name
8-methoxypsoralens
Alternative Parent Names
["1-benzopyrans", "Alkyl aryl ethers", "Anisoles", "Benzofurans", "Furans", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Lactones", "Organic oxides", "Oxacyclic compounds", "Pyranones and derivatives"]
External Descriptor Annotations
["Furanocoumarins", "Polyketides", "an 8-methoxyfurocoumarin", "aromatic ether", "psoralens"]
Substituent Names
["1-benzopyran", "8-methoxypsoralen", "Alkyl aryl ether", "Anisole", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzofuran", "Benzopyran", "Ether", "Furan", "Heteroaromatic compound", "Hydrocarbon derivative", "Lactone", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Pyran", "Pyranone"]

Spectra from Online Resources

Record IDSourceDescriptionView
BML00961MassBankLC-ESI-QTOF Spectrum - 10 ev, unspecifiedView Spectra
BML00970MassBankLC-ESI-QTOF Spectrum - 20 ev, unspecifiedView Spectra
BML00979MassBankLC-ESI-QTOF Spectrum - 40 ev, unspecifiedView Spectra
BML80645MassBankLC-ESI-QTOF Spectrum - -, unspecifiedView Spectra
PB006122MassBankLC-ESI-QTOF Spectrum - 10 eV, unspecifiedView Spectra
PB006163MassBankLC-ESI-QTOF Spectrum - 15 eV, unspecifiedView Spectra
PB006164MassBankLC-ESI-QTOF Spectrum - 20 eV, unspecifiedView Spectra

Spectra from Phytohub

Spectrum TypeDescriptionSplash KeyDeposition DateView
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-014i-1590000000-f70cf2b0756e8c80c17b2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-014i-0890000000-f76d6fb28854a5d7b6cd2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-0fk9-0920000000-c2bd0b76c5aed757e9042017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-014i-0090000000-cecd035cc60695427f782017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0gb9-0290000000-2e17076c991ea61ced1a2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0uk9-0970000000-59c3b8004baa44f8d3a52017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-014i-0190000000-cc04ec8c7265ba3a72972017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0udi-0970000000-82c4c7eefd54ad509f692017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-00xs-0900000000-991b5b7dc028219e593b2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-0udi-0970000000-dc6cd01d5d2e5eeaae302017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-0udi-0970000000-ee8aa480dca6e72a74fb2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-014i-0890000000-f76d6fb28854a5d7b6cd2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-014i-1590000000-f70cf2b0756e8c80c17b2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-0fk9-0920000000-c2bd0b76c5aed757e9042017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-0gi0-1960000000-82bc07f73bc5b20446422017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-014i-0690000000-770dc5d0db7e86d8ba072017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 50V, Positivesplash10-00dj-0900000000-b06196cd7070da3a2e982021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 15V, Positivesplash10-014i-0090000000-ed4db851d39c50628cea2021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 45V, Positivesplash10-0uxr-0490000000-6e7169196da6a70b89d62021-09-20View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0090000000-4767833559e7bd183ce02015-04-24View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-0090000000-c471bf567e8a63e00e512015-04-24View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01bi-0930000000-72a72a3eb013e045bdb02015-04-24View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0290000000-c9557f276875a3bf1d2b2015-04-25View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0390000000-ff927b8db6ef70ef822d2015-04-25View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-0910000000-d2e511be224be1b3530e2015-04-25View Spectrum

Food Sources

No food source information available

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

No metabolism information available

Inter-Individual Variations in Metabolism

No data on inter-individual variations available

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