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

Details

• Internal ID: 36c26a2b-95de-43b0-96df-75f2285d3ca7
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 7-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-(3,4,5-trihydroxyphenyl)-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)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)O)O1
• InChI: InChI=1S/C24H22O12/c1-8-2-11-17-14(33-8)5-10(26)6-15(17)34-22(9-3-12(27)18(29)13(28)4-9)23(11)36-24-21(32)20(31)19(30)16(7-25)35-24/h2-6,16,19-21,24-25,27-32H,7H2,1H3
• InChI Key: HVEQASDYFXOXEB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₂O₁₂
• Molecular Weight: 502.40 g/mol
• Exact Mass: 502.11112613 g/mol
• Topological Polar Surface Area (TPSA): 196.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): 0.81
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• 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	-	0.8748	87.48%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6881	68.81%
OATP2B1 inhibitior	+	0.5862	58.62%
OATP1B1 inhibitior	+	0.8824	88.24%
OATP1B3 inhibitior	+	0.9552	95.52%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7499	74.99%
P-glycoprotein inhibitior	-	0.5860	58.60%
P-glycoprotein substrate	-	0.7228	72.28%
CYP3A4 substrate	+	0.6232	62.32%
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	+	0.6437	64.37%
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	-	0.9182	91.82%
Skin irritation	-	0.8192	81.92%
Skin corrosion	-	0.9626	96.26%
Ames mutagenesis	-	0.5264	52.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7756	77.56%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.9312	93.12%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8981	89.81%
Acute Oral Toxicity (c)	III	0.5734	57.34%
Estrogen receptor binding	+	0.8048	80.48%
Androgen receptor binding	+	0.7633	76.33%
Thyroid receptor binding	-	0.5263	52.63%
Glucocorticoid receptor binding	+	0.8275	82.75%
Aromatase binding	+	0.5888	58.88%
PPAR gamma	+	0.6914	69.14%
Honey bee toxicity	-	0.8199	81.99%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7150	71.50%
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	99.64%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.51%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.12%	89.00%
CHEMBL2581	P07339	Cathepsin D	95.36%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.80%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	94.77%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.31%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.22%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.75%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.13%	99.15%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.25%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.33%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.60%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.55%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.94%	97.09%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	81.31%	83.57%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.04%	96.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.56%	94.80%
CHEMBL220	P22303	Acetylcholinesterase	80.31%	94.45%

Plants that contains it

• Ribes nigrum

Cross-Links

• PubChem: 137199989
• LOTUS: LTS0021377
• wikiData: Q105034199