Rhamnetin

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	f89c5709-b695-4018-8c74-b56556936c6b
Taxonomy	Phenylpropanoids and polyketides > Flavonoids > Flavones > Flavonols
IUPAC Name	2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-methoxychromen-4-one
SMILES (Canonical)	COC1=CC(=C2C(=C1)OC(=C(C2=O)O)C3=CC(=C(C=C3)O)O)O
SMILES (Isomeric)	COC1=CC(=C2C(=C1)OC(=C(C2=O)O)C3=CC(=C(C=C3)O)O)O
InChI	InChI=1S/C16H12O7/c1-22-8-5-11(19)13-12(6-8)23-16(15(21)14(13)20)7-2-3-9(17)10(18)4-7/h2-6,17-19,21H,1H3
InChI Key	JGUZGNYPMHHYRK-UHFFFAOYSA-N
Popularity	577 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₆H₁₂O₇
Molecular Weight	316.26 g/mol
Exact Mass	316.05830272 g/mol
Topological Polar Surface Area (TPSA)	116.00 Å²
XlogP	1.90
Atomic LogP (AlogP)	2.29
H-Bond Acceptor	7
H-Bond Donor	4
Rotatable Bonds	2

Synonyms

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90-19-7

beta-Rhamnocitrin

7-Methoxyquercetin

7-O-Methylquercetin

Quercetin 7-methyl ether

7-Methylquercetin

3,5,3',4'-Tetrahydroxy-7-methoxyflavone

3,3',4',5-Tetrahydroxy-7-methoxyflavone

.beta.-Rhamnocitrin

C.I. 75690

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	+	0.9577	95.77%
Caco-2	-	0.5144	51.44%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7944	79.44%
OATP2B1 inhibitior	-	0.5175	51.75%
OATP1B1 inhibitior	+	0.9414	94.14%
OATP1B3 inhibitior	+	0.9965	99.65%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6704	67.04%
P-glycoprotein inhibitior	-	0.7052	70.52%
P-glycoprotein substrate	-	0.8591	85.91%
CYP3A4 substrate	+	0.5784	57.84%
CYP2C9 substrate	-	0.6887	68.87%
CYP2D6 substrate	-	0.8370	83.70%
CYP3A4 inhibition	-	0.7179	71.79%
CYP2C9 inhibition	+	0.5494	54.94%
CYP2C19 inhibition	+	0.6827	68.27%
CYP2D6 inhibition	-	0.9018	90.18%
CYP1A2 inhibition	+	0.9263	92.63%
CYP2C8 inhibition	+	0.9427	94.27%
CYP inhibitory promiscuity	+	0.6056	60.56%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5596	55.96%
Eye corrosion	-	0.9766	97.66%
Eye irritation	+	0.8568	85.68%
Skin irritation	-	0.5899	58.99%
Skin corrosion	-	0.9443	94.43%
Ames mutagenesis	+	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7736	77.36%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.9318	93.18%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8363	83.63%
Acute Oral Toxicity (c)	III	0.6733	67.33%
Estrogen receptor binding	+	0.8068	80.68%
Androgen receptor binding	+	0.8950	89.50%
Thyroid receptor binding	+	0.5821	58.21%
Glucocorticoid receptor binding	+	0.8814	88.14%
Aromatase binding	+	0.7634	76.34%
PPAR gamma	+	0.8793	87.93%
Honey bee toxicity	-	0.8815	88.15%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8838	88.38%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1900	P15121	Aldose reductase	2700 nM	IC50	PMID: 22261024
CHEMBL1293236	P46063	ATP-dependent DNA helicase Q1	1995.3 nM	Potency	via CMAUP
CHEMBL340	P08684	Cytochrome P450 3A4	39810.7 nM 39810.7 nM	Potency Potency	via CMAUP via CMAUP
CHEMBL4159	Q99714	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	19952.6 nM	Potency	via CMAUP
CHEMBL1293226	B2RXH2	Lysine-specific demethylase 4D-like	22387.2 nM	Potency	via CMAUP
CHEMBL1293224	P10636	Microtubule-associated protein tau	5011.9 nM 19952.6 nM	Potency Potency	via CMAUP via CMAUP
CHEMBL1293235	P02545	Prelamin-A/C	11220.2 nM	Potency	via CMAUP
CHEMBL1075138	Q9NUW8	Tyrosyl-DNA phosphodiesterase 1	31622.8 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.24%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.98%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	96.11%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.79%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.38%	94.00%
CHEMBL2581	P07339	Cathepsin D	93.26%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.21%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.81%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.45%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.94%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	88.70%	94.73%
CHEMBL3194	P02766	Transthyretin	86.42%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.32%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.27%	99.23%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.11%	93.65%
CHEMBL4208	P20618	Proteasome component C5	82.60%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.25%	96.09%

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.

Anthyllis onobrychioides

Anthyllis vulneraria