[4,5-Diacetyloxy-6-[[6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]oxan-3-yl] acetate

Details

• Internal ID: 645ceda6-58eb-44b8-a749-a5dfce394db5
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [4,5-diacetyloxy-6-[[6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]oxan-3-yl] acetate
• SMILES (Canonical): CC(=O)OC1COC(C(C1OC(=O)C)OC(=O)C)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)O)O)O
• SMILES (Isomeric): CC(=O)OC1COC(C(C1OC(=O)C)OC(=O)C)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)O)O)O
• InChI: InChI=1S/C32H34O18/c1-12(33)45-21-11-44-32(30(47-14(3)35)28(21)46-13(2)34)43-10-20-23(39)25(41)26(42)31(49-20)50-29-24(40)22-18(38)8-17(37)9-19(22)48-27(29)15-4-6-16(36)7-5-15/h4-9,20-21,23,25-26,28,30-32,36-39,41-42H,10-11H2,1-3H3
• InChI Key: IOLQBAHNCVLDFS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₄O₁₈
• Molecular Weight: 706.60 g/mol
• Exact Mass: 706.17451423 g/mol
• Topological Polar Surface Area (TPSA): 264.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -0.07
• H-Bond Acceptor: 18
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6160	61.60%
Caco-2	-	0.8857	88.57%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7360	73.60%
OATP2B1 inhibitior	-	0.5722	57.22%
OATP1B1 inhibitior	+	0.8427	84.27%
OATP1B3 inhibitior	+	0.9208	92.08%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6008	60.08%
P-glycoprotein inhibitior	+	0.6721	67.21%
P-glycoprotein substrate	+	0.5619	56.19%
CYP3A4 substrate	+	0.6989	69.89%
CYP2C9 substrate	+	0.5319	53.19%
CYP2D6 substrate	-	0.8787	87.87%
CYP3A4 inhibition	-	0.9593	95.93%
CYP2C9 inhibition	-	0.8645	86.45%
CYP2C19 inhibition	-	0.9030	90.30%
CYP2D6 inhibition	-	0.9707	97.07%
CYP1A2 inhibition	-	0.8616	86.16%
CYP2C8 inhibition	+	0.8048	80.48%
CYP inhibitory promiscuity	-	0.8296	82.96%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7030	70.30%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9093	90.93%
Skin irritation	-	0.8673	86.73%
Skin corrosion	-	0.9626	96.26%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5791	57.91%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.5822	58.22%
skin sensitisation	-	0.9186	91.86%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8730	87.30%
Acute Oral Toxicity (c)	III	0.5353	53.53%
Estrogen receptor binding	+	0.8147	81.47%
Androgen receptor binding	+	0.7251	72.51%
Thyroid receptor binding	-	0.5146	51.46%
Glucocorticoid receptor binding	+	0.6666	66.66%
Aromatase binding	+	0.6462	64.62%
PPAR gamma	+	0.7246	72.46%
Honey bee toxicity	-	0.7423	74.23%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6450	64.50%
Fish aquatic toxicity	+	0.9636	96.36%

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	99.63%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.23%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.46%	89.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	95.60%	95.64%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.21%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.87%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.83%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	91.83%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.40%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.30%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	87.70%	94.73%
CHEMBL5255	O00206	Toll-like receptor 4	85.22%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.10%	95.89%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.71%	95.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.57%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.56%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.13%	99.23%
CHEMBL4208	P20618	Proteasome component C5	83.03%	90.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.19%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.46%	97.09%

Plants that contains it

• Calluna vulgaris

Cross-Links

• PubChem: 74978036
• LOTUS: LTS0201356
• wikiData: Q105116758