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

Details

• Internal ID: 9fb669f0-d164-4e67-9959-c23fa0b60919
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [6-[6-(acetyloxymethyl)-2-[5,8-dihydroxy-2-(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)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)COC(=O)C)O)O)O)O)O
• InChI: InChI=1S/C32H36O18/c1-12(33)44-10-20-23(37)26(40)28(42)31(48-20)50-30-27(41)24(38)21(11-45-13(2)34)49-32(30)47-19-9-17(36)22-16(35)8-18(46-29(22)25(19)39)14-4-6-15(43-3)7-5-14/h4-9,20-21,23-24,26-28,30-32,36-42H,10-11H2,1-3H3
• InChI Key: IQDPCQNHHMHGJX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₆O₁₈
• Molecular Weight: 708.60 g/mol
• Exact Mass: 708.19016430 g/mol
• Topological Polar Surface Area (TPSA): 267.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -0.98
• H-Bond Acceptor: 18
• H-Bond Donor: 7
• 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	-	0.8879	88.79%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5708	57.08%
OATP2B1 inhibitior	-	0.5738	57.38%
OATP1B1 inhibitior	+	0.8288	82.88%
OATP1B3 inhibitior	+	0.9445	94.45%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7213	72.13%
P-glycoprotein inhibitior	+	0.6002	60.02%
P-glycoprotein substrate	-	0.5942	59.42%
CYP3A4 substrate	+	0.6702	67.02%
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	+	0.6712	67.12%
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	-	0.9165	91.65%
Skin irritation	-	0.8527	85.27%
Skin corrosion	-	0.9567	95.67%
Ames mutagenesis	-	0.5264	52.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7213	72.13%
Micronuclear	+	0.5733	57.33%
Hepatotoxicity	-	0.7091	70.91%
skin sensitisation	-	0.9342	93.42%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.9203	92.03%
Acute Oral Toxicity (c)	III	0.6992	69.92%
Estrogen receptor binding	+	0.8642	86.42%
Androgen receptor binding	+	0.7155	71.55%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6715	67.15%
Aromatase binding	+	0.5691	56.91%
PPAR gamma	+	0.7455	74.55%
Honey bee toxicity	-	0.7419	74.19%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
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	99.58%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	98.04%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.91%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.09%	89.00%
CHEMBL2581	P07339	Cathepsin D	94.86%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	94.45%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.54%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.38%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.31%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.47%	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%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.40%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.72%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	86.20%	94.73%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	86.11%	81.11%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	85.42%	89.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.44%	95.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.69%	96.77%
CHEMBL3194	P02766	Transthyretin	81.99%	90.71%
CHEMBL4208	P20618	Proteasome component C5	81.79%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.30%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.10%	97.21%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.65%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.44%	92.62%

Plants that contains it

• Sideritis hyssopifolia

Cross-Links

• PubChem: 73799191
• LOTUS: LTS0137525
• wikiData: Q104667887