5-Hydroxy-3-(4-hydroxyphenyl)-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one

Details

• Internal ID: 5b6e9f3f-9e2a-4a97-a312-9d48ba7c2cf7
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
• IUPAC Name: 5-hydroxy-3-(4-hydroxyphenyl)-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): C1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC=C(C4=O)C5=CC=C(C=C5)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC=C(C4=O)C5=CC=C(C=C5)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C26H28O14/c27-11-3-1-10(2-4-11)13-7-36-16-6-12(5-14(28)18(16)19(13)30)39-26-24(35)22(33)21(32)17(40-26)9-38-25-23(34)20(31)15(29)8-37-25/h1-7,15,17,20-29,31-35H,8-9H2
• InChI Key: HZAYWLHOCAKXHF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₁₄
• Molecular Weight: 564.50 g/mol
• Exact Mass: 564.14790556 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -1.49
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4617	46.17%
Caco-2	-	0.9144	91.44%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6348	63.48%
OATP2B1 inhibitior	-	0.5612	56.12%
OATP1B1 inhibitior	+	0.9346	93.46%
OATP1B3 inhibitior	+	0.8755	87.55%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7412	74.12%
P-glycoprotein inhibitior	-	0.6524	65.24%
P-glycoprotein substrate	-	0.7110	71.10%
CYP3A4 substrate	+	0.6491	64.91%
CYP2C9 substrate	-	0.6948	69.48%
CYP2D6 substrate	-	0.8563	85.63%
CYP3A4 inhibition	-	0.9216	92.16%
CYP2C9 inhibition	-	0.9563	95.63%
CYP2C19 inhibition	-	0.9069	90.69%
CYP2D6 inhibition	-	0.9175	91.75%
CYP1A2 inhibition	-	0.9253	92.53%
CYP2C8 inhibition	+	0.6659	66.59%
CYP inhibitory promiscuity	-	0.8943	89.43%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6832	68.32%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.9113	91.13%
Skin irritation	-	0.8248	82.48%
Skin corrosion	-	0.9684	96.84%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3728	37.28%
Micronuclear	+	0.6174	61.74%
Hepatotoxicity	-	0.7321	73.21%
skin sensitisation	-	0.9031	90.31%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8322	83.22%
Acute Oral Toxicity (c)	III	0.4775	47.75%
Estrogen receptor binding	+	0.7638	76.38%
Androgen receptor binding	+	0.6420	64.20%
Thyroid receptor binding	+	0.5290	52.90%
Glucocorticoid receptor binding	-	0.4703	47.03%
Aromatase binding	+	0.6361	63.61%
PPAR gamma	+	0.7514	75.14%
Honey bee toxicity	-	0.7563	75.63%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5950	59.50%
Fish aquatic toxicity	+	0.8955	89.55%

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	99.49%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.73%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.29%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.20%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.15%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	92.40%	95.93%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.36%	99.15%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	92.13%	95.64%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.17%	86.92%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	89.81%	95.78%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.24%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.89%	96.09%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	87.96%	95.83%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.52%	91.71%
CHEMBL242	Q92731	Estrogen receptor beta	86.21%	98.35%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.04%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.29%	96.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.20%	95.56%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	83.84%	95.53%
CHEMBL1951	P21397	Monoamine oxidase A	83.39%	91.49%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.35%	90.71%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.23%	97.28%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	82.21%	80.33%
CHEMBL4208	P20618	Proteasome component C5	82.03%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.54%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.95%	99.17%

Plants that contains it

• Ormosia henryi

Cross-Links

• PubChem: 162871411
• LOTUS: LTS0158069
• wikiData: Q105035577