Tsugafolin

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	1e1be9cd-afef-4f96-9fc8-c10d9ef09e65
Taxonomy	Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 5-O-methylated flavonoids
IUPAC Name	7-hydroxy-5-methoxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one
SMILES (Canonical)	COC1=CC=C(C=C1)C2CC(=O)C3=C(O2)C=C(C=C3OC)O
SMILES (Isomeric)	COC1=CC=C(C=C1)C2CC(=O)C3=C(O2)C=C(C=C3OC)O
InChI	InChI=1S/C17H16O5/c1-20-12-5-3-10(4-6-12)14-9-13(19)17-15(21-2)7-11(18)8-16(17)22-14/h3-8,14,18H,9H2,1-2H3
InChI Key	KFGFEKHSEPSVNO-UHFFFAOYSA-N
Popularity	4 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₇H₁₆O₅
Molecular Weight	300.30 g/mol
Exact Mass	300.09977361 g/mol
Topological Polar Surface Area (TPSA)	65.00 Å²
XlogP	2.50
Atomic LogP (AlogP)	3.12
H-Bond Acceptor	5
H-Bond Donor	1
Rotatable Bonds	3

Synonyms

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7-hydroxy-5-methoxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one

66568-97-6

6,4'-dimethyl-naringenin

CHEMBL233063

(2S)-7-hydroxy-5-methoxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one

4',5-Dimethoxy-7-hydroxyflavanone

LMPK12140557

AKOS032948981

CID 45273057

7-hydroxy-5-methoxy-2-(4-methoxyphenyl)chroman-4-one

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	+	0.9914	99.14%
Caco-2	+	0.7309	73.09%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8138	81.38%
OATP2B1 inhibitior	-	0.8663	86.63%
OATP1B1 inhibitior	+	0.9474	94.74%
OATP1B3 inhibitior	+	0.9910	99.10%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6944	69.44%
P-glycoprotein inhibitior	-	0.5859	58.59%
P-glycoprotein substrate	-	0.9270	92.70%
CYP3A4 substrate	+	0.5619	56.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3531	35.31%
CYP3A4 inhibition	+	0.6542	65.42%
CYP2C9 inhibition	+	0.7321	73.21%
CYP2C19 inhibition	+	0.8889	88.89%
CYP2D6 inhibition	-	0.7850	78.50%
CYP1A2 inhibition	+	0.8831	88.31%
CYP2C8 inhibition	-	0.6420	64.20%
CYP inhibitory promiscuity	+	0.6078	60.78%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.6146	61.46%
Eye corrosion	-	0.9749	97.49%
Eye irritation	+	0.6195	61.95%
Skin irritation	-	0.7354	73.54%
Skin corrosion	-	0.9843	98.43%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5581	55.81%
Micronuclear	+	0.8159	81.59%
Hepatotoxicity	-	0.7343	73.43%
skin sensitisation	-	0.9491	94.91%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.6660	66.60%
Acute Oral Toxicity (c)	III	0.6231	62.31%
Estrogen receptor binding	+	0.7444	74.44%
Androgen receptor binding	+	0.6900	69.00%
Thyroid receptor binding	+	0.6592	65.92%
Glucocorticoid receptor binding	+	0.7895	78.95%
Aromatase binding	+	0.5752	57.52%
PPAR gamma	+	0.6650	66.50%
Honey bee toxicity	-	0.8771	87.71%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5251	52.51%
Fish aquatic toxicity	+	0.7375	73.75%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.89%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.32%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.53%	96.09%
CHEMBL4208	P20618	Proteasome component C5	94.01%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.16%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.87%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.30%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.37%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.61%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.56%	94.45%
CHEMBL2535	P11166	Glucose transporter	88.05%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.34%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.93%	99.15%
CHEMBL2581	P07339	Cathepsin D	86.79%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.83%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.44%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.64%	92.62%

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.