Kaempferide

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	542b0d81-55b5-401c-813a-3ebffbe7a19a
Taxonomy	Phenylpropanoids and polyketides > Flavonoids > Flavones > Flavonols
IUPAC Name	3,5,7-trihydroxy-2-(4-methoxyphenyl)chromen-4-one
SMILES (Canonical)	COC1=CC=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O
SMILES (Isomeric)	COC1=CC=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O
InChI	InChI=1S/C16H12O6/c1-21-10-4-2-8(3-5-10)16-15(20)14(19)13-11(18)6-9(17)7-12(13)22-16/h2-7,17-18,20H,1H3
InChI Key	SQFSKOYWJBQGKQ-UHFFFAOYSA-N
Popularity	328 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₆H₁₂O₆
Molecular Weight	300.26 g/mol
Exact Mass	300.06338810 g/mol
Topological Polar Surface Area (TPSA)	96.20 Å²
XlogP	2.20
Atomic LogP (AlogP)	2.59
H-Bond Acceptor	6
H-Bond Donor	3
Rotatable Bonds	2

Synonyms

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491-54-3

Kaempferid

4'-Methylkaempferol

4'-O-Methylkaempferol

Kaempferol 4'-methyl ether

3,5,7-trihydroxy-2-(4-methoxyphenyl)chromen-4-one

Campheride

3,5,7-Trihydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one

Kaempferol 4'-O-methyl ether

Kaemperide

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9524	95.24%
Caco-2	-	0.9372	93.72%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6494	64.94%
OATP2B1 inhibitior	-	0.6625	66.25%
OATP1B1 inhibitior	+	0.8524	85.24%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5994	59.94%
P-glycoprotein inhibitior	-	0.6721	67.21%
P-glycoprotein substrate	-	0.7871	78.71%
CYP3A4 substrate	+	0.5942	59.42%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	+	0.7348	73.48%
CYP2C9 inhibition	+	0.7560	75.60%
CYP2C19 inhibition	+	0.8648	86.48%
CYP2D6 inhibition	-	0.6993	69.93%
CYP1A2 inhibition	+	0.9218	92.18%
CYP2C8 inhibition	+	0.9301	93.01%
CYP inhibitory promiscuity	+	0.8546	85.46%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6176	61.76%
Eye corrosion	-	0.9767	97.67%
Eye irritation	+	0.8647	86.47%
Skin irritation	-	0.5841	58.41%
Skin corrosion	-	0.9319	93.19%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7030	70.30%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.9240	92.40%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7694	76.94%
Acute Oral Toxicity (c)	III	0.7362	73.62%
Estrogen receptor binding	+	0.9478	94.78%
Androgen receptor binding	+	0.9085	90.85%
Thyroid receptor binding	+	0.7765	77.65%
Glucocorticoid receptor binding	+	0.9378	93.78%
Aromatase binding	+	0.9219	92.19%
PPAR gamma	+	0.9078	90.78%
Honey bee toxicity	-	0.9180	91.80%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8321	83.21%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2231	P04798	Cytochrome P450 1A1	300 nM 88 nM	IC50 IC50	PMID: 17544277 PMID: 20696580
CHEMBL3356	P05177	Cytochrome P450 1A2	509 nM 3000 nM	IC50 IC50	PMID: 20696580 PMID: 17544277
CHEMBL4878	Q16678	Cytochrome P450 1B1	25 nM 25 nM 6 nM	IC50 IC50 IC50	PMID: 20696580 via Super-PRED PMID: 17544277
CHEMBL1951	P21397	Monoamine oxidase A	190 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.08%	91.11%
CHEMBL1929	P47989	Xanthine dehydrogenase	97.71%	96.12%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.36%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.55%	99.15%
CHEMBL2581	P07339	Cathepsin D	93.83%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.81%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.20%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.74%	89.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	89.16%	95.64%
CHEMBL4208	P20618	Proteasome component C5	88.49%	90.00%
CHEMBL3194	P02766	Transthyretin	87.94%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	87.87%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.97%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.44%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.27%	93.99%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.59%	93.65%
CHEMBL1907	P15144	Aminopeptidase N	84.27%	93.31%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.17%	99.23%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.54%	86.92%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.42%	94.42%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.64%	96.09%
CHEMBL5408	Q9UHD2	Serine/threonine-protein kinase TBK1	81.08%	90.48%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.46%	81.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.22%	95.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Aconitum contortum

Aesculus turbinata

Ageratina altissima

Ageratum houstonianum