Tilianin

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	f0000d2c-8a8f-44bb-9816-648012afdf48
Taxonomy	Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name	5-hydroxy-2-(4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
SMILES (Canonical)	COC1=CC=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O
SMILES (Isomeric)	COC1=CC=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O
InChI	InChI=1S/C22H22O10/c1-29-11-4-2-10(3-5-11)15-8-14(25)18-13(24)6-12(7-16(18)31-15)30-22-21(28)20(27)19(26)17(9-23)32-22/h2-8,17,19-24,26-28H,9H2,1H3/t17-,19-,20+,21-,22-/m1/s1
InChI Key	NLZCOTZRUWYPTP-MIUGBVLSSA-N
Popularity	119 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₂H₂₂O₁₀
Molecular Weight	446.40 g/mol
Exact Mass	446.12129689 g/mol
Topological Polar Surface Area (TPSA)	155.00 Å²
XlogP	0.30
Atomic LogP (AlogP)	0.35
H-Bond Acceptor	10
H-Bond Donor	5
Rotatable Bonds	5

Synonyms

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4291-60-5

Acacetin 7-glucoside

Moldavoside

5-hydroxy-2-(4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

5-Hydroxy-2-(4-methoxyphenyl)-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one

4H-1-Benzopyran-4-one, 7-(.beta.-D-glucopyranosyloxy)-5-hydroxy-2-(4-methoxyphenyl)-

4H-1-Benzopyran-4-one, 7-(beta-D-glucopyranosyloxy)-5-hydroxy-2-(4-methoxyphenyl)-

Acacetin 7-O-glucoside

ACACETIN-7-GLUCOSIDE

Moldavosid

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	-	0.5260	52.60%
Caco-2	-	0.8271	82.71%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6557	65.57%
OATP2B1 inhibitior	-	0.5416	54.16%
OATP1B1 inhibitior	+	0.9305	93.05%
OATP1B3 inhibitior	+	0.9769	97.69%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6350	63.50%
P-glycoprotein inhibitior	-	0.7551	75.51%
P-glycoprotein substrate	-	0.7696	76.96%
CYP3A4 substrate	+	0.5782	57.82%
CYP2C9 substrate	-	0.8485	84.85%
CYP2D6 substrate	-	0.8501	85.01%
CYP3A4 inhibition	-	0.9163	91.63%
CYP2C9 inhibition	-	0.9190	91.90%
CYP2C19 inhibition	-	0.9328	93.28%
CYP2D6 inhibition	-	0.9467	94.67%
CYP1A2 inhibition	-	0.9244	92.44%
CYP2C8 inhibition	+	0.6161	61.61%
CYP inhibitory promiscuity	-	0.7508	75.08%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6401	64.01%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.8894	88.94%
Skin irritation	-	0.8212	82.12%
Skin corrosion	-	0.9640	96.40%
Ames mutagenesis	+	0.5336	53.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.4022	40.22%
Micronuclear	+	0.6333	63.33%
Hepatotoxicity	-	0.9125	91.25%
skin sensitisation	-	0.9413	94.13%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8480	84.80%
Acute Oral Toxicity (c)	III	0.7074	70.74%
Estrogen receptor binding	+	0.7743	77.43%
Androgen receptor binding	+	0.7524	75.24%
Thyroid receptor binding	+	0.5806	58.06%
Glucocorticoid receptor binding	+	0.6409	64.09%
Aromatase binding	+	0.6307	63.07%
PPAR gamma	+	0.7983	79.83%
Honey bee toxicity	-	0.7908	79.08%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.6483	64.83%

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	99.48%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.00%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.20%	94.00%
CHEMBL2581	P07339	Cathepsin D	96.01%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.39%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	93.52%	86.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.14%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.22%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.58%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.46%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	88.64%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	88.63%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.52%	86.33%
CHEMBL220	P22303	Acetylcholinesterase	86.90%	94.45%
CHEMBL1907	P15144	Aminopeptidase N	85.47%	93.31%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.37%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.86%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.19%	96.21%
CHEMBL3194	P02766	Transthyretin	82.61%	90.71%
CHEMBL4208	P20618	Proteasome component C5	82.45%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.74%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.96%	95.89%

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 variegatum

Adenia globosa

Agastache rugosa

Agastache scrophulariifolia