7-[4,5-Dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one

Details

• Internal ID: 10560dec-a55a-4b2c-9ea7-fdeeed7897da
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 7-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=C(C=CC(=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)CO)O)O)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)CO)O)O)O)O)O)O
• InChI: InChI=1S/C28H32O17/c1-40-13-4-9(2-3-11(13)31)25-23(38)20(35)17-12(32)5-10(6-14(17)42-25)41-28-26(22(37)19(34)16(8-30)44-28)45-27-24(39)21(36)18(33)15(7-29)43-27/h2-6,15-16,18-19,21-22,24,26-34,36-39H,7-8H2,1H3
• InChI Key: ONLNVSCPXDNJOF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₁₇
• Molecular Weight: 640.50 g/mol
• Exact Mass: 640.16394955 g/mol
• Topological Polar Surface Area (TPSA): 275.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -2.41
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5457	54.57%
Caco-2	-	0.9201	92.01%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5961	59.61%
OATP2B1 inhibitior	-	0.5728	57.28%
OATP1B1 inhibitior	+	0.9187	91.87%
OATP1B3 inhibitior	+	0.9786	97.86%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5089	50.89%
P-glycoprotein inhibitior	-	0.6277	62.77%
P-glycoprotein substrate	-	0.5548	55.48%
CYP3A4 substrate	+	0.6630	66.30%
CYP2C9 substrate	-	0.8485	84.85%
CYP2D6 substrate	-	0.8501	85.01%
CYP3A4 inhibition	-	0.9437	94.37%
CYP2C9 inhibition	-	0.9060	90.60%
CYP2C19 inhibition	-	0.8926	89.26%
CYP2D6 inhibition	-	0.9515	95.15%
CYP1A2 inhibition	-	0.9150	91.50%
CYP2C8 inhibition	+	0.8418	84.18%
CYP inhibitory promiscuity	-	0.7142	71.42%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6642	66.42%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9134	91.34%
Skin irritation	-	0.8320	83.20%
Skin corrosion	-	0.9606	96.06%
Ames mutagenesis	-	0.5592	55.92%
Human Ether-a-go-go-Related Gene inhibition	+	0.7164	71.64%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.9324	93.24%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.9231	92.31%
Acute Oral Toxicity (c)	III	0.6678	66.78%
Estrogen receptor binding	+	0.8552	85.52%
Androgen receptor binding	+	0.5620	56.20%
Thyroid receptor binding	-	0.5148	51.48%
Glucocorticoid receptor binding	-	0.4922	49.22%
Aromatase binding	+	0.6626	66.26%
PPAR gamma	+	0.7690	76.90%
Honey bee toxicity	-	0.7184	71.84%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.6698	66.98%

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	99.50%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.45%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.25%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	95.09%	91.49%
CHEMBL2581	P07339	Cathepsin D	94.57%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.77%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.60%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.38%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.06%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.13%	85.14%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.96%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.23%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.13%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.81%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.20%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.02%	97.36%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.37%	96.21%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.65%	95.78%
CHEMBL3194	P02766	Transthyretin	85.60%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.21%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.51%	97.09%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	82.04%	95.64%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.03%	94.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.64%	90.71%
CHEMBL4208	P20618	Proteasome component C5	80.05%	90.00%

Plants that contains it

• Sedum album

Cross-Links

• PubChem: 14353475
• LOTUS: LTS0017852
• wikiData: Q105194877