2-[3,4-Dihydroxy-5-(3-methylbut-2-enyl)phenyl]-5-hydroxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

Details

• Internal ID: afd7c66c-d46a-423f-9cf0-827f3ca9f69d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 2-[3,4-dihydroxy-5-(3-methylbut-2-enyl)phenyl]-5-hydroxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC(=CCC1=C(C(=CC(=C1)C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)O)O)C
• SMILES (Isomeric): CC(=CCC1=C(C(=CC(=C1)C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)O)O)C
• InChI: InChI=1S/C26H28O11/c1-11(2)3-4-12-5-13(6-17(30)22(12)31)18-9-16(29)21-15(28)7-14(8-19(21)36-18)35-26-25(34)24(33)23(32)20(10-27)37-26/h3,5-9,20,23-28,30-34H,4,10H2,1-2H3
• InChI Key: VNLSSLYBRCFEOZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₁₁
• Molecular Weight: 516.50 g/mol
• Exact Mass: 516.16316171 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.26
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8617	86.17%
Caco-2	-	0.8874	88.74%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7385	73.85%
OATP2B1 inhibitior	-	0.5502	55.02%
OATP1B1 inhibitior	+	0.9204	92.04%
OATP1B3 inhibitior	+	0.9560	95.60%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9055	90.55%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.6717	67.17%
CYP3A4 substrate	+	0.6047	60.47%
CYP2C9 substrate	-	0.6503	65.03%
CYP2D6 substrate	-	0.8536	85.36%
CYP3A4 inhibition	-	0.9110	91.10%
CYP2C9 inhibition	-	0.7009	70.09%
CYP2C19 inhibition	-	0.6690	66.90%
CYP2D6 inhibition	-	0.8119	81.19%
CYP1A2 inhibition	-	0.6196	61.96%
CYP2C8 inhibition	+	0.6432	64.32%
CYP inhibitory promiscuity	+	0.5495	54.95%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7563	75.63%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9137	91.37%
Skin irritation	-	0.7961	79.61%
Skin corrosion	-	0.9458	94.58%
Ames mutagenesis	+	0.5836	58.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7783	77.83%
Micronuclear	-	0.5267	52.67%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.8585	85.85%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7677	76.77%
Acute Oral Toxicity (c)	III	0.5863	58.63%
Estrogen receptor binding	+	0.8105	81.05%
Androgen receptor binding	+	0.6687	66.87%
Thyroid receptor binding	-	0.5433	54.33%
Glucocorticoid receptor binding	+	0.6257	62.57%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7273	72.73%
Honey bee toxicity	-	0.6923	69.23%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9824	98.24%

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	99.88%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.56%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	96.19%	94.73%
CHEMBL2581	P07339	Cathepsin D	95.57%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.92%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.59%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.52%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.89%	97.09%
CHEMBL3194	P02766	Transthyretin	90.49%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.87%	99.15%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	89.51%	83.57%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.10%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.19%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.34%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.92%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.36%	97.36%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.63%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.10%	96.21%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.03%	97.28%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.90%	90.71%
CHEMBL3038469	P24941	CDK2/Cyclin A	80.77%	91.38%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	80.66%	95.64%

Plants that contains it

• Elsholtzia rugulosa

Cross-Links

• PubChem: 162904732
• LOTUS: LTS0181618
• wikiData: Q105289735