3-[5-(1,2-Dihydroxyethyl)-3,4-dihydroxyoxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

Details

• Internal ID: d67315b6-9978-40b3-bc20-b3c452e9c953
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 3-[5-(1,2-dihydroxyethyl)-3,4-dihydroxyoxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)OC5C(C(C(O5)C(CO)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)OC5C(C(C(O5)C(CO)O)O)O)O)O
• InChI: InChI=1S/C27H30O17/c28-6-13(33)24-20(37)22(39)27(43-24)44-25-18(35)16-12(32)4-9(40-26-21(38)19(36)17(34)15(7-29)42-26)5-14(16)41-23(25)8-1-2-10(30)11(31)3-8/h1-5,13,15,17,19-22,24,26-34,36-39H,6-7H2
• InChI Key: MNPNOCPHHVECGG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₇
• Molecular Weight: 626.50 g/mol
• Exact Mass: 626.14829948 g/mol
• Topological Polar Surface Area (TPSA): 286.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -3.07
• H-Bond Acceptor: 17
• H-Bond Donor: 11
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6369	63.69%
Caco-2	-	0.9321	93.21%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5979	59.79%
OATP2B1 inhibitior	-	0.5528	55.28%
OATP1B1 inhibitior	+	0.9342	93.42%
OATP1B3 inhibitior	+	0.9301	93.01%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.5991	59.91%
P-glycoprotein inhibitior	-	0.5292	52.92%
P-glycoprotein substrate	-	0.6509	65.09%
CYP3A4 substrate	+	0.6505	65.05%
CYP2C9 substrate	-	0.6709	67.09%
CYP2D6 substrate	-	0.8582	85.82%
CYP3A4 inhibition	-	0.8728	87.28%
CYP2C9 inhibition	-	0.9368	93.68%
CYP2C19 inhibition	-	0.8851	88.51%
CYP2D6 inhibition	-	0.8929	89.29%
CYP1A2 inhibition	-	0.8992	89.92%
CYP2C8 inhibition	+	0.7956	79.56%
CYP inhibitory promiscuity	-	0.7531	75.31%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6124	61.24%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.8716	87.16%
Skin irritation	-	0.8157	81.57%
Skin corrosion	-	0.9593	95.93%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6983	69.83%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.7321	73.21%
skin sensitisation	-	0.8860	88.60%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8605	86.05%
Acute Oral Toxicity (c)	III	0.5932	59.32%
Estrogen receptor binding	+	0.7289	72.89%
Androgen receptor binding	+	0.6478	64.78%
Thyroid receptor binding	-	0.5061	50.61%
Glucocorticoid receptor binding	-	0.6111	61.11%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7001	70.01%
Honey bee toxicity	-	0.6910	69.10%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.7875	78.75%

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	99.59%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.01%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.25%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.77%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.61%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.57%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.43%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.93%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.19%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	89.58%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.04%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.09%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.31%	86.33%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	85.38%	94.23%
CHEMBL1951	P21397	Monoamine oxidase A	83.93%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.85%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.20%	90.71%
CHEMBL3194	P02766	Transthyretin	81.40%	90.71%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.83%	92.88%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.73%	96.95%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.54%	95.78%

Plants that contains it

• Senecio subdentatus

Cross-Links

• PubChem: 76512865
• LOTUS: LTS0032333
• wikiData: Q105168513