[6-[2-[5,8-Dihydroxy-2-(4-hydroxy-3-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: 8261fa8c-77c2-45e2-aced-dceea31acf07
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [6-[2-[5,8-dihydroxy-2-(4-hydroxy-3-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)O)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)O)OC)O)CO)O)O)O)O)O
• InChI: InChI=1S/C30H34O18/c1-10(32)43-9-19-22(37)24(39)26(41)29(47-19)48-28-25(40)21(36)18(8-31)46-30(28)45-17-7-14(35)20-13(34)6-15(44-27(20)23(17)38)11-3-4-12(33)16(5-11)42-2/h3-7,18-19,21-22,24-26,28-31,33,35-41H,8-9H2,1-2H3
• InChI Key: ZOIVTTBRLWZSAT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₄O₁₈
• Molecular Weight: 682.60 g/mol
• Exact Mass: 682.17451423 g/mol
• Topological Polar Surface Area (TPSA): 281.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.84
• H-Bond Acceptor: 18
• H-Bond Donor: 9
• 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	-	0.9054	90.54%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5234	52.34%
OATP2B1 inhibitior	-	0.5804	58.04%
OATP1B1 inhibitior	+	0.8476	84.76%
OATP1B3 inhibitior	+	0.9743	97.43%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6859	68.59%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.5334	53.34%
CYP3A4 substrate	+	0.6639	66.39%
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	+	0.7327	73.27%
CYP inhibitory promiscuity	-	0.8661	86.61%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7380	73.80%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9205	92.05%
Skin irritation	-	0.8456	84.56%
Skin corrosion	-	0.9547	95.47%
Ames mutagenesis	-	0.5864	58.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7417	74.17%
Micronuclear	+	0.5433	54.33%
Hepatotoxicity	-	0.7966	79.66%
skin sensitisation	-	0.9307	93.07%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8839	88.39%
Acute Oral Toxicity (c)	III	0.6634	66.34%
Estrogen receptor binding	+	0.8434	84.34%
Androgen receptor binding	+	0.6153	61.53%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6503	65.03%
Aromatase binding	+	0.6442	64.42%
PPAR gamma	+	0.7287	72.87%
Honey bee toxicity	-	0.6873	68.73%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
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	99.51%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.37%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.09%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.50%	89.00%
CHEMBL2581	P07339	Cathepsin D	94.87%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.65%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.58%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.81%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.48%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	90.91%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.51%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	86.05%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.80%	86.92%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.29%	96.21%
CHEMBL3194	P02766	Transthyretin	85.24%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.91%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.43%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.94%	94.33%
CHEMBL5255	O00206	Toll-like receptor 4	81.82%	92.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.59%	96.00%
CHEMBL220	P22303	Acetylcholinesterase	81.57%	94.45%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.47%	97.28%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.19%	97.36%

Plants that contains it

• Sideritis lanata

Cross-Links

• PubChem: 162908374
• LOTUS: LTS0024765
• wikiData: Q105380519