PhytoHub: Showing entry for Xanthotoxin

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 Phytohub

Spectrum Type	Instrument Type	Technology	Ion Mode	Collision Energy	View
GC-MS	GC-EI-TOF	instrument=Leco Pegasus IV	positive	Not Available	View Spectrum
GC-MS	GC-EI-TOF	instrument=Leco Pegasus IV	positive	Not Available	View Spectrum
GC-MS	GC-EI-TOF	instrument=Leco Pegasus IV	positive	Not Available	View Spectrum
GC-MS	GC-EI-TOF	instrument=Leco Pegasus IV	positive	Not Available	View Spectrum
Predicted GC-MS	GC-MS	Predicted by CFMID-EI, energy0	Positive	Not Available	View Spectrum
Predicted GC-MS	GC-MS	Predicted by CFMID-EI, energy0	Ei	Not Available	View Spectrum
LC-MS/MS	LC-ESI-qTof	From GNPS Library	Positive	V	View Spectrum
LC-MS/MS	LC-ESI-qTof	From GNPS Library	Positive	V	View Spectrum
LC-MS/MS	LC-ESI-qTof	From GNPS Library	Positive	V	View Spectrum
LC-MS/MS	LC-ESI-QTOF	instrument=micrOTOF-Q	positive	V	View Spectrum
LC-MS/MS	LC-ESI-QTOF	instrument=micrOTOF-Q	positive	V	View Spectrum
LC-MS/MS	LC-ESI-QTOF	instrument=micrOTOF-Q	positive	V	View Spectrum
LC-MS/MS	LC-ESI-QTOF	instrument=Agilent 1200 RRLC; Agilent 6520 QTOF	positive	V	View Spectrum
LC-MS/MS	LC-ESI-QTOF	instrument=Agilent 1200 RRLC; Agilent 6520 QTOF	positive	V	View Spectrum
LC-MS/MS	LC-ESI-QTOF	instrument=Agilent 1200 RRLC; Agilent 6520 QTOF	positive	V	View Spectrum
LC-MS/MS	Linear Ion Trap	instrument=Thermo Finnigan LTQ	positive	V	View Spectrum
LC-MS/MS	Linear Ion Trap	instrument=Thermo Finnigan LTQ	positive	V	View Spectrum
LC-MS/MS	Not Available	instrument=qTof	positive	V	View Spectrum
LC-MS/MS	Not Available	instrument=qTof	positive	V	View Spectrum
LC-MS/MS	Not Available	instrument=qTof	positive	V	View Spectrum
LC-MS/MS	Not Available	instrument=Maxis II HD Q-TOF Bruker	positive	V	View Spectrum
LC-MS/MS	Not Available	instrument=Maxis II HD Q-TOF Bruker	positive	V	View Spectrum
LC-MS/MS	Not Available	Not Available	Positive	50V	View Spectrum
LC-MS/MS	Not Available	Not Available	Positive	15V	View Spectrum
LC-MS/MS	Not Available	Not Available	Positive	45V	View Spectrum
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID	Positive	10V	View Spectrum
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID	Positive	20V	View Spectrum
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID	Positive	40V	View Spectrum
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID	Negative	10V	View Spectrum
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID	Negative	20V	View Spectrum
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID	Negative	40V	View 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

Back

Showing entry for Xanthotoxin