precursor

Showing entry for Chrysophanol

Identification

PhytoHub ID
PHUB002552
Name
Chrysophanol
Systematic Name
1,8-Dihydroxy-3-methylanthraquinone
Synonyms
  • 1,8-dihydroxy-3-methyl-9,10-anthracenedione
  • 3-methylchrysazin
  • Chrysophanic acid
  • chrysophanol
CAS Number
481-74-3
Average Mass
254.241
Monoisotopic Mass
254.057908802
Chemical Formula
C15H10O4
IUPAC Name
1,8-dihydroxy-3-methyl-9,10-dihydroanthracene-9,10-dione
InChI Key
LQGUBLBATBMXHT-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C15H10O4/c1-7-5-9-13(11(17)6-7)15(19)12-8(14(9)18)3-2-4-10(12)16/h2-6,16-17H,1H3
SMILES
 	Cc1cc(O)c2C(=O)c3c(O)cccc3C(=O)c2c1
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
1.25e-01 g/l
LogS (ALOGPS)
-3.31
LogP (ALOGPS)
3.08
Hydrogen Acceptors
4
Hydrogen Donors
2
Rotatable Bond Count
0
Polar Surface Area
74.6
Refractivity
70.15400000000001
Polarizability
25.514998563874897
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-5.64676034239525
pKa (strongest acidic)
7.940475575263968
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
Miscellaneous phytochemicals
Class
Miscellaneous phytochemicals
Sub-class
Not Available

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Anthracenes
Super-class
Benzenoids
Sub-class
Anthraquinones
Direct Parent Name
Anthraquinones
Alternative Parent Names
["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "Aryl ketones", "Hydrocarbon derivatives", "Organic oxides", "Vinylogous acids"]
External Descriptor Annotations
["Anthracenes and phenanthrenes", "Anthraquinone type", "a hydroxyanthraquinone", "hydroxyanthraquinones"]
Substituent Names
["1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "9,10-anthraquinone", "Anthraquinone", "Aromatic homopolycyclic compound", "Aryl ketone", "Hydrocarbon derivative", "Ketone", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Vinylogous acid"]

Spectra from Online Resources

No spectra information available

Spectra from Phytohub

Spectrum TypeDescriptionSplash KeyDeposition DateView
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0udi-0090000000-0a16efeb6df65aacacef2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0udi-0190000000-10812e976b35a4eda8622017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-004i-0490000000-c9aef7073169bd80cd2e2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-004i-0900000000-9ac1e0a42128dea2cf822017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-004i-0900000000-cff9163f34bb1966a8072017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0190000000-10812e976b35a4eda8622021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-004i-0490000000-c9aef7073169bd80cd2e2021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0090000000-d81a22c668d9038b248b2021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-004i-0900000000-9ac1e0a42128dea2cf822021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-004i-0900000000-cff9163f34bb1966a8072021-09-20View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0090000000-e07dfb1bc89242872bd72016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0090000000-15cdaa0757dfee20a1cc2016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-5950000000-e1a059b73e79aff8e23e2016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0090000000-82cd0ac4ea31f7614f402016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0090000000-d6372d233a8f6a5cbadb2016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0pbc-4970000000-8ac19f70333bd7440cef2016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0090000000-88382720cb3b98a4d4622021-09-22View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0090000000-e08fea207b7939b57f6d2021-09-22View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-1940000000-45b0989f4038017840e82021-09-22View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0090000000-ff2e7266db5d933feb852021-09-22View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0090000000-ff2e7266db5d933feb852021-09-22View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0h00-0590000000-c8e0292c61de829d2a422021-09-22View Spectrum

Food Sources

NameGroup
Garden rhubarbVegetables, Other vegetables PublicationsShow
rhubarbVegetables, Other vegetables PublicationsShow

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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