Isorhamnetin 7-glucoside

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	d979c755-6336-45b9-a190-28e106c64235
Taxonomy	Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name	3,5-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
SMILES (Canonical)	COC1=C(C=CC(=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)O)O
SMILES (Isomeric)	COC1=C(C=CC(=C1)C2=C(C(=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)O)O
InChI	InChI=1S/C22H22O12/c1-31-12-4-8(2-3-10(12)24)21-19(29)17(27)15-11(25)5-9(6-13(15)33-21)32-22-20(30)18(28)16(26)14(7-23)34-22/h2-6,14,16,18,20,22-26,28-30H,7H2,1H3/t14-,16-,18+,20-,22-/m1/s1
InChI Key	YCUNOXSUHVGZRI-XMHBHJPISA-N
Popularity	14 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₂H₂₂O₁₂
Molecular Weight	478.40 g/mol
Exact Mass	478.11112613 g/mol
Topological Polar Surface Area (TPSA)	196.00 Å²
XlogP	0.70
Atomic LogP (AlogP)	-0.24
H-Bond Acceptor	12
H-Bond Donor	7
Rotatable Bonds	5

Synonyms

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6743-96-0

Isorhamnetin 7-glucoside

Brassicine

isorhamnetin 7-O-glucoside

4H-1-Benzopyran-4-one, 7-(beta-D-glucopyranosyloxy)-3,5-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-

CHEBI:75752

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

isorhamnetin 7-O-beta-D-glucopyranoside

7-(beta-D-glucopyranosyloxy)-3,5-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-1-benzopyran-4-one

Isorhamnetin 7-glucopyranoside

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	-	0.4855	48.55%
Caco-2	-	0.9181	91.81%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6190	61.90%
OATP2B1 inhibitior	-	0.5423	54.23%
OATP1B1 inhibitior	+	0.9223	92.23%
OATP1B3 inhibitior	+	0.9740	97.40%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.5709	57.09%
P-glycoprotein inhibitior	-	0.6402	64.02%
P-glycoprotein substrate	-	0.6371	63.71%
CYP3A4 substrate	+	0.6335	63.35%
CYP2C9 substrate	-	0.8485	84.85%
CYP2D6 substrate	-	0.8501	85.01%
CYP3A4 inhibition	-	0.9108	91.08%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9173	91.73%
CYP2D6 inhibition	-	0.9514	95.14%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	+	0.8596	85.96%
CYP inhibitory promiscuity	-	0.7292	72.92%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6890	68.90%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9087	90.87%
Skin irritation	-	0.8153	81.53%
Skin corrosion	-	0.9600	96.00%
Ames mutagenesis	-	0.5092	50.92%
Human Ether-a-go-go-Related Gene inhibition	+	0.6644	66.44%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.7823	78.23%
skin sensitisation	-	0.9373	93.73%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8957	89.57%
Acute Oral Toxicity (c)	III	0.6624	66.24%
Estrogen receptor binding	+	0.8303	83.03%
Androgen receptor binding	+	0.5723	57.23%
Thyroid receptor binding	+	0.5203	52.03%
Glucocorticoid receptor binding	+	0.6287	62.87%
Aromatase binding	+	0.6381	63.81%
PPAR gamma	+	0.7634	76.34%
Honey bee toxicity	-	0.7741	77.41%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5849	58.49%
Fish aquatic toxicity	+	0.7079	70.79%

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	99.38%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.33%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.74%	89.00%
CHEMBL2581	P07339	Cathepsin D	95.32%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.92%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.32%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.24%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.97%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.72%	86.92%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.27%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	89.69%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.23%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.87%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.75%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.65%	95.89%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.92%	95.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.40%	97.09%
CHEMBL3194	P02766	Transthyretin	85.35%	90.71%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	84.36%	95.64%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.14%	96.21%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.87%	96.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.12%	97.36%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.41%	90.71%
CHEMBL3438	Q05513	Protein kinase C zeta	80.25%	88.48%

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.

Delphinium hohenackeri