3-[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one

Details

• Internal ID: 0aeaba58-a1b8-4eb6-82fc-b0ad2217a136
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 3-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=C(C4=O)OC5C(C(CO5)(CO)O)O)C6=CC=C(C=C6)O)O)O)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=C(C4=O)OC5C(C(CO5)(CO)O)O)C6=CC=C(C=C6)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C32H38O19/c1-11-19(36)22(39)24(41)29(47-11)45-8-17-20(37)23(40)25(42)30(50-17)48-14-6-15(35)18-16(7-14)49-26(12-2-4-13(34)5-3-12)27(21(18)38)51-31-28(43)32(44,9-33)10-46-31/h2-7,11,17,19-20,22-25,28-31,33-37,39-44H,8-10H2,1H3
• InChI Key: XKDYFRZJOFUFSX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₈O₁₉
• Molecular Weight: 726.60 g/mol
• Exact Mass: 726.20072898 g/mol
• Topological Polar Surface Area (TPSA): 304.00 Ų
• XlogP: -2.40
• Atomic LogP (AlogP): -3.28
• H-Bond Acceptor: 19
• H-Bond Donor: 11
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6822	68.22%
Caco-2	-	0.8974	89.74%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6873	68.73%
OATP2B1 inhibitior	-	0.7143	71.43%
OATP1B1 inhibitior	+	0.9031	90.31%
OATP1B3 inhibitior	+	0.9553	95.53%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8971	89.71%
P-glycoprotein inhibitior	-	0.4712	47.12%
P-glycoprotein substrate	+	0.6484	64.84%
CYP3A4 substrate	+	0.6828	68.28%
CYP2C9 substrate	-	0.8407	84.07%
CYP2D6 substrate	-	0.8650	86.50%
CYP3A4 inhibition	-	0.8804	88.04%
CYP2C9 inhibition	-	0.9020	90.20%
CYP2C19 inhibition	-	0.8493	84.93%
CYP2D6 inhibition	-	0.9267	92.67%
CYP1A2 inhibition	-	0.8913	89.13%
CYP2C8 inhibition	+	0.8013	80.13%
CYP inhibitory promiscuity	-	0.7619	76.19%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5384	53.84%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9088	90.88%
Skin irritation	-	0.8152	81.52%
Skin corrosion	-	0.9478	94.78%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7794	77.94%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8842	88.42%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8061	80.61%
Acute Oral Toxicity (c)	III	0.6434	64.34%
Estrogen receptor binding	+	0.7967	79.67%
Androgen receptor binding	+	0.6316	63.16%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5489	54.89%
Aromatase binding	+	0.5870	58.70%
PPAR gamma	+	0.7374	73.74%
Honey bee toxicity	-	0.7349	73.49%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5950	59.50%
Fish aquatic toxicity	+	0.7925	79.25%

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	99.76%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.07%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.46%	94.00%
CHEMBL2581	P07339	Cathepsin D	97.44%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	96.05%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.40%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.04%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.04%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.38%	99.15%
CHEMBL226	P30542	Adenosine A1 receptor	91.42%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	90.51%	94.73%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.72%	97.36%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	88.69%	96.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.57%	94.45%
CHEMBL242	Q92731	Estrogen receptor beta	87.54%	98.35%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.16%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.27%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.26%	99.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.15%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.84%	95.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.86%	95.89%
CHEMBL4208	P20618	Proteasome component C5	83.22%	90.00%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	81.63%	95.53%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.35%	90.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.19%	92.94%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.91%	95.78%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.81%	100.00%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.77%	80.33%

Plants that contains it

• Silphium perfoliatum

Cross-Links

• PubChem: 74978106
• LOTUS: LTS0053626
• wikiData: Q105329429