7-[[3,4-Dihydroxy-5-[(3,4,5,6-tetrahydroxyoxan-2-yl)methoxy]oxolan-3-yl]methoxy]-3-(4-methoxyphenyl)chromen-4-one

Details

• Internal ID: 50b8ed34-7c85-4d0a-963b-94c52f2b3a64
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 4-O-methylated isoflavonoids > 4-O-methylisoflavones
• IUPAC Name: 7-[[3,4-dihydroxy-5-[(3,4,5,6-tetrahydroxyoxan-2-yl)methoxy]oxolan-3-yl]methoxy]-3-(4-methoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=COC3=C(C2=O)C=CC(=C3)OCC4(COC(C4O)OCC5C(C(C(C(O5)O)O)O)O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=COC3=C(C2=O)C=CC(=C3)OCC4(COC(C4O)OCC5C(C(C(C(O5)O)O)O)O)O
• InChI: InChI=1S/C27H30O13/c1-35-14-4-2-13(3-5-14)17-9-36-18-8-15(6-7-16(18)20(17)28)38-11-27(34)12-39-26(24(27)32)37-10-19-21(29)22(30)23(31)25(33)40-19/h2-9,19,21-26,29-34H,10-12H2,1H3
• InChI Key: YRZRTUZYRIQDNQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₃
• Molecular Weight: 562.50 g/mol
• Exact Mass: 562.16864101 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -0.89
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7420	74.20%
Caco-2	-	0.8667	86.67%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7285	72.85%
OATP2B1 inhibitior	-	0.7119	71.19%
OATP1B1 inhibitior	+	0.8962	89.62%
OATP1B3 inhibitior	+	0.9534	95.34%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8915	89.15%
P-glycoprotein inhibitior	+	0.6020	60.20%
P-glycoprotein substrate	-	0.5853	58.53%
CYP3A4 substrate	+	0.6940	69.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8363	83.63%
CYP3A4 inhibition	-	0.8797	87.97%
CYP2C9 inhibition	-	0.8744	87.44%
CYP2C19 inhibition	-	0.7548	75.48%
CYP2D6 inhibition	-	0.8968	89.68%
CYP1A2 inhibition	-	0.9153	91.53%
CYP2C8 inhibition	+	0.6588	65.88%
CYP inhibitory promiscuity	-	0.8306	83.06%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5288	52.88%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9337	93.37%
Skin irritation	-	0.8190	81.90%
Skin corrosion	-	0.9491	94.91%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6604	66.04%
Micronuclear	+	0.6374	63.74%
Hepatotoxicity	+	0.5177	51.77%
skin sensitisation	-	0.8746	87.46%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7824	78.24%
Acute Oral Toxicity (c)	III	0.6090	60.90%
Estrogen receptor binding	+	0.8391	83.91%
Androgen receptor binding	+	0.7614	76.14%
Thyroid receptor binding	+	0.5133	51.33%
Glucocorticoid receptor binding	+	0.5546	55.46%
Aromatase binding	+	0.6543	65.43%
PPAR gamma	+	0.7523	75.23%
Honey bee toxicity	-	0.7884	78.84%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8622	86.22%

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	99.65%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.13%	94.00%
CHEMBL2581	P07339	Cathepsin D	95.31%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.82%	89.00%
CHEMBL4302	P08183	P-glycoprotein 1	94.37%	92.98%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.46%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.13%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.02%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	92.43%	95.93%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.16%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.87%	86.33%
CHEMBL1907	P15144	Aminopeptidase N	90.42%	93.31%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.78%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.37%	92.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.71%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.58%	94.45%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.96%	97.28%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.40%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.95%	99.17%
CHEMBL4208	P20618	Proteasome component C5	85.67%	90.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.17%	96.77%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.24%	95.83%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.22%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.87%	92.94%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.63%	94.33%
CHEMBL2243	O00519	Anandamide amidohydrolase	81.41%	97.53%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.04%	95.71%

Plants that contains it

• Mucuna birdwoodiana

Cross-Links

• PubChem: 163042209
• LOTUS: LTS0086324
• wikiData: Q105359464