4-[(3-Hydroxy-4,5-dimethoxyphenyl)-(7-methoxy-1,3-benzodioxol-5-yl)methyl]-3-methyloxolan-2-one

Details

• Internal ID: 4c0f37d1-8d3b-45ce-99f8-6fd3ac48b123
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 4-[(3-hydroxy-4,5-dimethoxyphenyl)-(7-methoxy-1,3-benzodioxol-5-yl)methyl]-3-methyloxolan-2-one
• SMILES (Canonical): CC1C(COC1=O)C(C2=CC(=C(C(=C2)OC)OC)O)C3=CC4=C(C(=C3)OC)OCO4
• SMILES (Isomeric): CC1C(COC1=O)C(C2=CC(=C(C(=C2)OC)OC)O)C3=CC4=C(C(=C3)OC)OCO4
• InChI: InChI=1S/C22H24O8/c1-11-14(9-28-22(11)24)19(12-5-15(23)20(27-4)16(6-12)25-2)13-7-17(26-3)21-18(8-13)29-10-30-21/h5-8,11,14,19,23H,9-10H2,1-4H3
• InChI Key: YQZUTLXALVVZEW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₄O₈
• Molecular Weight: 416.40 g/mol
• Exact Mass: 416.14711772 g/mol
• Topological Polar Surface Area (TPSA): 92.70 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.09
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9831	98.31%
Caco-2	+	0.8180	81.80%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6439	64.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9100	91.00%
OATP1B3 inhibitior	+	0.9467	94.67%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8479	84.79%
P-glycoprotein inhibitior	+	0.5811	58.11%
P-glycoprotein substrate	-	0.7583	75.83%
CYP3A4 substrate	+	0.5727	57.27%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8193	81.93%
CYP3A4 inhibition	+	0.6599	65.99%
CYP2C9 inhibition	+	0.6656	66.56%
CYP2C19 inhibition	+	0.7581	75.81%
CYP2D6 inhibition	-	0.7833	78.33%
CYP1A2 inhibition	-	0.7108	71.08%
CYP2C8 inhibition	-	0.8331	83.31%
CYP inhibitory promiscuity	+	0.6396	63.96%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4508	45.08%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.8966	89.66%
Skin irritation	-	0.7864	78.64%
Skin corrosion	-	0.9667	96.67%
Ames mutagenesis	-	0.5854	58.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3782	37.82%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.7107	71.07%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6204	62.04%
Acute Oral Toxicity (c)	III	0.3551	35.51%
Estrogen receptor binding	+	0.8366	83.66%
Androgen receptor binding	+	0.6511	65.11%
Thyroid receptor binding	+	0.7969	79.69%
Glucocorticoid receptor binding	+	0.8461	84.61%
Aromatase binding	-	0.6177	61.77%
PPAR gamma	+	0.6484	64.84%
Honey bee toxicity	-	0.6937	69.37%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9684	96.84%

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	98.17%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.96%	96.77%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	95.25%	94.80%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.20%	96.09%
CHEMBL261	P00915	Carbonic anhydrase I	93.44%	96.76%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.66%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.22%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.94%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.11%	85.14%
CHEMBL2535	P11166	Glucose transporter	87.72%	98.75%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	86.79%	82.67%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.59%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.46%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.92%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.91%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.25%	94.45%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.20%	89.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.48%	96.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.59%	89.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.49%	97.14%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	83.43%	96.86%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.59%	99.15%
CHEMBL1255126	O15151	Protein Mdm4	81.51%	90.20%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.85%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.75%	99.17%

Plants that contains it

• Peperomia pellucida

Cross-Links

• PubChem: 73063082
• LOTUS: LTS0169235
• wikiData: Q105352680