[6-[6-(Acetyloxymethyl)-2-[5,8-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxochromen-7-yl]oxy-4,5-dihydroxyoxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate

Details

• Internal ID: 116ba51f-fc14-4086-b347-a312fabc8e65
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [6-[6-(acetyloxymethyl)-2-[5,8-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxochromen-7-yl]oxy-4,5-dihydroxyoxan-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)O)COC(=O)C)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)O)COC(=O)C)O)O)O)O)O
• InChI: InChI=1S/C32H36O19/c1-11(33)45-9-20-23(38)26(41)28(43)31(49-20)51-30-27(42)24(39)21(10-46-12(2)34)50-32(30)48-19-8-16(37)22-15(36)7-18(47-29(22)25(19)40)13-4-5-17(44-3)14(35)6-13/h4-8,20-21,23-24,26-28,30-32,35,37-43H,9-10H2,1-3H3
• InChI Key: ZXQCHXLLIKMUTB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₆O₁₉
• Molecular Weight: 724.60 g/mol
• Exact Mass: 724.18507891 g/mol
• Topological Polar Surface Area (TPSA): 287.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.27
• H-Bond Acceptor: 19
• H-Bond Donor: 8
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4874	48.74%
Caco-2	-	0.8907	89.07%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5708	57.08%
OATP2B1 inhibitior	-	0.5706	57.06%
OATP1B1 inhibitior	+	0.8704	87.04%
OATP1B3 inhibitior	+	0.9445	94.45%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6927	69.27%
P-glycoprotein inhibitior	+	0.5897	58.97%
P-glycoprotein substrate	+	0.5353	53.53%
CYP3A4 substrate	+	0.6566	65.66%
CYP2C9 substrate	-	0.8277	82.77%
CYP2D6 substrate	-	0.8720	87.20%
CYP3A4 inhibition	-	0.9741	97.41%
CYP2C9 inhibition	-	0.9314	93.14%
CYP2C19 inhibition	-	0.9406	94.06%
CYP2D6 inhibition	-	0.9579	95.79%
CYP1A2 inhibition	-	0.9396	93.96%
CYP2C8 inhibition	+	0.7408	74.08%
CYP inhibitory promiscuity	-	0.8655	86.55%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6985	69.85%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9143	91.43%
Skin irritation	-	0.8527	85.27%
Skin corrosion	-	0.9567	95.67%
Ames mutagenesis	-	0.5664	56.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7025	70.25%
Micronuclear	+	0.5733	57.33%
Hepatotoxicity	-	0.7716	77.16%
skin sensitisation	-	0.9342	93.42%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.9118	91.18%
Acute Oral Toxicity (c)	III	0.6992	69.92%
Estrogen receptor binding	+	0.8510	85.10%
Androgen receptor binding	+	0.6275	62.75%
Thyroid receptor binding	-	0.4924	49.24%
Glucocorticoid receptor binding	+	0.6528	65.28%
Aromatase binding	+	0.5645	56.45%
PPAR gamma	+	0.7240	72.40%
Honey bee toxicity	-	0.7103	71.03%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9280	92.80%

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	98.89%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.92%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.56%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.70%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	96.21%	91.49%
CHEMBL2581	P07339	Cathepsin D	96.07%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.40%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.32%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.39%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.27%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.72%	95.89%
CHEMBL3194	P02766	Transthyretin	86.40%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	84.71%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.93%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.79%	86.92%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	81.37%	95.64%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.13%	95.78%
CHEMBL5255	O00206	Toll-like receptor 4	80.90%	92.50%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.65%	99.15%

Plants that contains it

• Sideritis brevibracteata
• Stachys anisochila

Cross-Links

• PubChem: 74977930
• LOTUS: LTS0266635
• wikiData: Q105385702