[6-[2-[5,8-Dihydroxy-2-(4-methoxyphenyl)-4-oxochromen-7-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate

Details

• Internal ID: e52a3c55-fd80-432e-a138-92f4e41b5440
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [6-[2-[5,8-dihydroxy-2-(4-methoxyphenyl)-4-oxochromen-7-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(C4=C(C(=C3)O)C(=O)C=C(O4)C5=CC=C(C=C5)OC)O)CO)O)O)O)O)O
• SMILES (Isomeric): CC(=O)OCC1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(C4=C(C(=C3)O)C(=O)C=C(O4)C5=CC=C(C=C5)OC)O)CO)O)O)O)O)O
• InChI: InChI=1S/C30H34O17/c1-11(32)42-10-19-22(36)24(38)26(40)29(46-19)47-28-25(39)21(35)18(9-31)45-30(28)44-17-8-15(34)20-14(33)7-16(43-27(20)23(17)37)12-3-5-13(41-2)6-4-12/h3-8,18-19,21-22,24-26,28-31,34-40H,9-10H2,1-2H3
• InChI Key: NXDNDRJNQJPXGJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₄O₁₇
• Molecular Weight: 666.60 g/mol
• Exact Mass: 666.17959961 g/mol
• Topological Polar Surface Area (TPSA): 261.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -1.55
• H-Bond Acceptor: 17
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5231	52.31%
Caco-2	-	0.8962	89.62%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5234	52.34%
OATP2B1 inhibitior	-	0.7140	71.40%
OATP1B1 inhibitior	+	0.8219	82.19%
OATP1B3 inhibitior	+	0.9743	97.43%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.5921	59.21%
P-glycoprotein inhibitior	-	0.5274	52.74%
P-glycoprotein substrate	-	0.5769	57.69%
CYP3A4 substrate	+	0.6753	67.53%
CYP2C9 substrate	-	0.8246	82.46%
CYP2D6 substrate	-	0.8713	87.13%
CYP3A4 inhibition	-	0.9486	94.86%
CYP2C9 inhibition	-	0.9234	92.34%
CYP2C19 inhibition	-	0.9300	93.00%
CYP2D6 inhibition	-	0.9586	95.86%
CYP1A2 inhibition	-	0.9276	92.76%
CYP2C8 inhibition	+	0.6796	67.96%
CYP inhibitory promiscuity	-	0.8661	86.61%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7380	73.80%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9178	91.78%
Skin irritation	-	0.8456	84.56%
Skin corrosion	-	0.9547	95.47%
Ames mutagenesis	-	0.5264	52.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7830	78.30%
Micronuclear	+	0.5433	54.33%
Hepatotoxicity	-	0.7591	75.91%
skin sensitisation	-	0.9307	93.07%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8882	88.82%
Acute Oral Toxicity (c)	III	0.6634	66.34%
Estrogen receptor binding	+	0.8795	87.95%
Androgen receptor binding	+	0.6958	69.58%
Thyroid receptor binding	+	0.5169	51.69%
Glucocorticoid receptor binding	+	0.6286	62.86%
Aromatase binding	+	0.6061	60.61%
PPAR gamma	+	0.7425	74.25%
Honey bee toxicity	-	0.7136	71.36%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.8743	87.43%

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%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.35%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	98.04%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.17%	89.00%
CHEMBL2581	P07339	Cathepsin D	94.97%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	93.80%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.48%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.38%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.32%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.51%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.32%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.18%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.14%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	86.48%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.30%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.38%	96.21%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	83.61%	81.11%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	83.37%	89.23%
CHEMBL3194	P02766	Transthyretin	81.99%	90.71%
CHEMBL220	P22303	Acetylcholinesterase	81.85%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.76%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.63%	96.00%
CHEMBL4208	P20618	Proteasome component C5	81.30%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.14%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.44%	92.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.13%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	80.02%	92.50%

Plants that contains it

• Sideritis pungens
• Sideritis syriaca
• Sideritis trojana
• Stachys byzantina
• Stachys recta
• Veronica filiformis

Cross-Links

• PubChem: 73802681
• LOTUS: LTS0004729
• wikiData: Q105187117