3-(3,4-Dihydroxyphenyl)-7-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,8-dioxatricyclo[7.3.1.05,13]trideca-1(12),3,5(13),6,9-pentaen-11-one

Details

• Internal ID: e45c9766-4d60-4c36-bad0-a68bc6347abc
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 3-(3,4-dihydroxyphenyl)-7-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,8-dioxatricyclo[7.3.1.05,13]trideca-1(12),3,5(13),6,9-pentaen-11-one
• SMILES (Canonical): CC1=CC2=C3C(=CC(=O)C=C3OC(=C2OC4C(C(C(C(O4)CO)O)O)O)C5=CC(=C(C=C5)O)O)O1
• SMILES (Isomeric): CC1=CC2=C3C(=CC(=O)C=C3OC(=C2OC4C(C(C(C(O4)CO)O)O)O)C5=CC(=C(C=C5)O)O)O1
• InChI: InChI=1S/C24H22O11/c1-9-4-12-18-15(32-9)6-11(26)7-16(18)33-22(10-2-3-13(27)14(28)5-10)23(12)35-24-21(31)20(30)19(29)17(8-25)34-24/h2-7,17,19-21,24-25,27-31H,8H2,1H3
• InChI Key: PQWNALBVUWKDGF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₂O₁₁
• Molecular Weight: 486.40 g/mol
• Exact Mass: 486.11621151 g/mol
• Topological Polar Surface Area (TPSA): 175.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): 1.10
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4777	47.77%
Caco-2	-	0.8821	88.21%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6881	68.81%
OATP2B1 inhibitior	+	0.5828	58.28%
OATP1B1 inhibitior	+	0.9319	93.19%
OATP1B3 inhibitior	+	0.9552	95.52%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6606	66.06%
P-glycoprotein inhibitior	-	0.5999	59.99%
P-glycoprotein substrate	-	0.7691	76.91%
CYP3A4 substrate	+	0.6385	63.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8488	84.88%
CYP3A4 inhibition	-	0.9358	93.58%
CYP2C9 inhibition	-	0.9271	92.71%
CYP2C19 inhibition	-	0.9330	93.30%
CYP2D6 inhibition	-	0.9643	96.43%
CYP1A2 inhibition	-	0.8830	88.30%
CYP2C8 inhibition	+	0.7423	74.23%
CYP inhibitory promiscuity	-	0.7188	71.88%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7023	70.23%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9162	91.62%
Skin irritation	-	0.8192	81.92%
Skin corrosion	-	0.9626	96.26%
Ames mutagenesis	+	0.5936	59.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.6912	69.12%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.5946	59.46%
skin sensitisation	-	0.9312	93.12%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8899	88.99%
Acute Oral Toxicity (c)	III	0.5734	57.34%
Estrogen receptor binding	+	0.8090	80.90%
Androgen receptor binding	+	0.7967	79.67%
Thyroid receptor binding	-	0.5167	51.67%
Glucocorticoid receptor binding	+	0.8389	83.89%
Aromatase binding	+	0.5731	57.31%
PPAR gamma	+	0.6797	67.97%
Honey bee toxicity	-	0.7774	77.74%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6850	68.50%
Fish aquatic toxicity	+	0.8289	82.89%

Targets

Proven Targets:

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	99.39%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.83%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.15%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.00%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.35%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	93.88%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.98%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.71%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.53%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.18%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	87.66%	91.49%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.91%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.82%	96.09%
CHEMBL220	P22303	Acetylcholinesterase	85.55%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.86%	99.23%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.81%	96.21%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.11%	93.65%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.81%	97.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.63%	94.80%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.14%	91.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.54%	96.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.18%	95.83%

Plants that contains it

• Ribes nigrum

Cross-Links

• PubChem: 137199988
• LOTUS: LTS0256314
• wikiData: Q105213501