Kaempherol

Identification

Name
Kaempherol
Accession Number
DB01852  (EXPT01976)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
External IDs
NSC-407289 / NSC-656277
Categories
Not Available
UNII
731P2LE49E
CAS number
520-18-3
Weight
Average: 286.2363
Monoisotopic: 286.047738052
Chemical Formula
C15H10O6
InChI Key
IYRMWMYZSQPJKC-UHFFFAOYSA-N
InChI
InChI=1S/C15H10O6/c16-8-3-1-7(2-4-8)15-14(20)13(19)12-10(18)5-9(17)6-11(12)21-15/h1-6,16-18,20H
IUPAC Name
3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
SMILES
OC1=CC=C(C=C1)C1=C(O)C(=O)C2=C(O1)C=C(O)C=C2O

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UUDP-glucuronosyltransferase 3A1Not AvailableHuman
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
Human Metabolome Database
HMDB05801
KEGG Compound
C05903
PubChem Compound
5280863
PubChem Substance
46507811
ChemSpider
4444395
BindingDB
7462
ChEBI
28499
ChEMBL
CHEMBL150
HET
KMP
PDB Entries
1h1m / 2c1z / 3qwh / 4det / 4rel / 5aux / 5av2 / 5av3

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)277 °CPhysProp
Predicted Properties
PropertyValueSource
Water Solubility0.178 mg/mLALOGPS
logP1.99ALOGPS
logP2.46ChemAxon
logS-3.2ALOGPS
pKa (Strongest Acidic)6.44ChemAxon
pKa (Strongest Basic)-3.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area107.22 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity74.88 m3·mol-1ChemAxon
Polarizability27.59 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9855
Blood Brain Barrier+0.6286
Caco-2 permeable-0.7447
P-glycoprotein substrateSubstrate0.5139
P-glycoprotein inhibitor INon-inhibitor0.8869
P-glycoprotein inhibitor IINon-inhibitor0.6099
Renal organic cation transporterNon-inhibitor0.9145
CYP450 2C9 substrateNon-substrate0.7797
CYP450 2D6 substrateNon-substrate0.9075
CYP450 3A4 substrateNon-substrate0.6591
CYP450 1A2 substrateInhibitor0.9108
CYP450 2C9 inhibitorInhibitor0.8948
CYP450 2D6 inhibitorNon-inhibitor0.9083
CYP450 2C19 inhibitorInhibitor0.6434
CYP450 3A4 inhibitorInhibitor0.7241
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.7652
Ames testNon AMES toxic0.9133
CarcinogenicityNon-carcinogens0.9363
BiodegradationNot ready biodegradable0.8854
Rat acute toxicity3.0825 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9795
hERG inhibition (predictor II)Non-inhibitor0.8734
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies)GC-MSsplash10-0079-1963700000-1d3775db7c536f63b70c
GC-MS Spectrum - GC-MS (5 TMS)GC-MSsplash10-0bt9-0000290000-4a7068686e907a319864
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
GC-MS Spectrum - EI-BGC-MSsplash10-000i-4290000000-ccb984ce16e32c25d878
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-0079-1963700000-1d3775db7c536f63b70c
GC-MS Spectrum - GC-MSGC-MSsplash10-0bt9-0000290000-4a7068686e907a319864
MS/MS Spectrum - Quattro_QQQ 10V, PositiveLC-MS/MSsplash10-000i-0090000000-f0101bac1cb6491794f5
MS/MS Spectrum - Quattro_QQQ 25V, PositiveLC-MS/MSsplash10-000i-0690000000-3afcadc746823bc03ebd
MS/MS Spectrum - Quattro_QQQ 40V, PositiveLC-MS/MSsplash10-0v4i-5900000000-6a870572cf8a486dd6b7
MS/MS Spectrum - EI-B (JEOL JMS-06-H) , PositiveLC-MS/MSsplash10-000i-4290000000-75bfe61cc0a42797e86a
LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) 5V, PositiveLC-MS/MSsplash10-000i-0090000000-ead9f201b8c5b6b6e46e
LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , NegativeLC-MS/MSsplash10-000i-0190000000-2bc892de84e0225a49cf
LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , NegativeLC-MS/MSsplash10-052u-1930000000-08779ff26cd586d78e41
LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , PositiveLC-MS/MSsplash10-0udr-0920000000-97d144af795812440c46
LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , PositiveLC-MS/MSsplash10-000i-0290000000-5573e7fd91cf25805a11
LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , PositiveLC-MS/MSsplash10-014s-2920000000-397e01f2d2cf07025409
LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , NegativeLC-MS/MSsplash10-014i-1920000000-891ca58b63b857f31594
LC-MS/MS Spectrum - LC-ESI-ITTOF (LCMS-IT-TOF) , NegativeLC-MS/MSsplash10-0079-0090040000-5111d04af3f3d3e053c7
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
MS/MS Spectrum - ESI-TOF 40V, NegativeLC-MS/MSNot Available
MS/MS Spectrum - ESI-TOF , NegativeLC-MS/MSNot Available
MS/MS Spectrum - ESI-TOF 50V, NegativeLC-MS/MSNot Available
MS/MS Spectrum - ESI-TOF 20V, NegativeLC-MS/MSNot Available
MS/MS Spectrum - ESI-TOF 40V, NegativeLC-MS/MSNot Available
MS/MS Spectrum - ESI-TOF , NegativeLC-MS/MSNot Available
MS/MS Spectrum - ESI-TOF 50V, NegativeLC-MS/MSNot Available
MS/MS Spectrum - ESI-TOF 20V, NegativeLC-MS/MSNot Available
MS/MS Spectrum - DI-ESI-qTof , NegativeLC-MS/MSNot Available
MS/MS Spectrum - DI-ESI-qTof , PositiveLC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-qTof , PositiveLC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-000i-0890000000-52e326989e3c5afe200b
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-000l-0930000000-947afb7405c4ceaa009e
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-05ox-0920000000-5374bcae2519affb1a80
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-000i-0190000000-2bc892de84e0225a49cf
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-052u-1930000000-5d1efaab99e70a34f394
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-014i-1920000000-891ca58b63b857f31594
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-000i-0090000000-86e5cde4ada3f7a23a11
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-000i-0190000000-4da721dda077e5912067
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-0a4i-0920000000-72845abdac54d84d1391
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-000i-0190000000-354b69216f94a73f8e5d
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-000i-0190000000-5061447904d6c449dc2e
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-0zfr-0890000000-8811cbc20226d8de8613
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-0zfr-0790000000-5f93b9873474bacff516
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-0zfu-0790000000-4f8b73123825a041a05d
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-000i-0090000000-18332c8496e4b2035755
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-000i-0090000000-4933af995ab8207eaefd
LC-MS/MS Spectrum - LC-ESI-TOF , negativeLC-MS/MSsplash10-000i-0950000000-580cab3c0e471a3f4e00
LC-MS/MS Spectrum - LC-ESI-TOF , negativeLC-MS/MSsplash10-066r-0930000000-f40d69c592d60004cae0
LC-MS/MS Spectrum - LC-ESI-TOF , negativeLC-MS/MSsplash10-000i-0090000000-9c05961ef763b3e7b726
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-000i-0090000000-160d6352ced9323d8a12
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-000i-0090000000-52fa8ec7c532a06c8428
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-0fe0-0940000000-44ac005000d078497e5d
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-0v4i-2900000000-3974877b8590facbb784
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-000i-0290000000-8aaa90bfd2ced6cf418a
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-0f79-0970000000-ca953d330ffd7b6b0f26
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-0udi-1920000000-12a295288f1d670f87fc
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-000i-0090000000-f944cca39630d68ec835
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-000i-0090000000-940cf7849b98a1a9dcf6
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-000i-0090000000-bae5a8f4a371f8f2ad02
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-000i-0290000000-9d940e3fc827408f9272
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-0f79-0690000000-4ea7ac373b7544205bba
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-000i-0190000000-42ad362341b40ec16ce3
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-000i-0090000000-5c6955988d1c2b57249a
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-000i-0290000000-032b7b0b7736323166fa
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-000i-0290000000-f78d255a84a12631f15c
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-0udr-0920000000-021d122742b367db32db
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-000i-0290000000-5573e7fd91cf25805a11
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-014s-2920000000-397e01f2d2cf07025409
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-0btc-0490000000-ffc2e801331cd50cac36
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-004i-0090000000-b9df993dd7725759db66
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-02tc-0790000000-87b2eb3e987244b3d200
MS/MS Spectrum - , positiveLC-MS/MSsplash10-000i-0970000000-7c08fde22e6e8255346c
MS/MS Spectrum - , positiveLC-MS/MSsplash10-000i-0290000000-9d282c4e4ecddb671bf5
MS/MS Spectrum - , positiveLC-MS/MSsplash10-000i-0490000000-a09bea1f519717535249
1H NMR Spectrum1D NMRNot Applicable
1H NMR Spectrum1D NMRNot Applicable
[1H,13C] 2D NMR Spectrum2D NMRNot Applicable

Taxonomy

Description
This compound belongs to the class of organic compounds known as flavonols. These are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position.
Kingdom
Organic compounds
Super Class
Phenylpropanoids and polyketides
Class
Flavonoids
Sub Class
Flavones
Direct Parent
Flavonols
Alternative Parents
7-hydroxyflavonoids / 5-hydroxyflavonoids / 4'-hydroxyflavonoids / 3-hydroxyflavonoids / Chromones / Pyranones and derivatives / 1-hydroxy-4-unsubstituted benzenoids / 1-hydroxy-2-unsubstituted benzenoids / Benzene and substituted derivatives / Vinylogous acids
show 5 more
Substituents
3-hydroxyflavone / 3-hydroxyflavonoid / 4'-hydroxyflavonoid / 5-hydroxyflavonoid / 7-hydroxyflavonoid / Hydroxyflavonoid / Chromone / Benzopyran / 1-benzopyran / 1-hydroxy-4-unsubstituted benzenoid
show 16 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
tetrahydroxyflavone, flavonols, 7-hydroxyflavonol (CHEBI:28499) / flavonols, Flavones and Flavonols (C05903) / Flavones and Flavonols (LMPK12110003)

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Udp-glycosyltransferase activity
Specific Function
UDP-glucuronosyltransferases catalyze phase II biotransformation reactions in which lipophilic substrates are conjugated with glucuronic acid to increase water solubility and enhance excretion. The...
Gene Name
UGT3A1
Uniprot ID
Q6NUS8
Uniprot Name
UDP-glucuronosyltransferase 3A1
Molecular Weight
59150.34 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]

Drug created on June 13, 2005 07:24 / Updated on November 09, 2017 03:05