(3S,4S)-4-[(R)-(7-hydroxy-1,3-benzodioxol-5-yl)-(3,4,5-trimethoxyphenyl)methyl]-3-methyloxolan-2-one

Details

• Internal ID: 76af9238-060a-44dd-8600-12c03d079dd6
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: (3S,4S)-4-[(R)-(7-hydroxy-1,3-benzodioxol-5-yl)-(3,4,5-trimethoxyphenyl)methyl]-3-methyloxolan-2-one
• SMILES (Canonical): CC1C(COC1=O)C(C2=CC(=C3C(=C2)OCO3)O)C4=CC(=C(C(=C4)OC)OC)OC
• SMILES (Isomeric): C[C@H]1[C@@H](COC1=O)[C@H](C2=CC(=C3C(=C2)OCO3)O)C4=CC(=C(C(=C4)OC)OC)OC
• InChI: InChI=1S/C22H24O8/c1-11-14(9-28-22(11)24)19(12-5-15(23)20-18(8-12)29-10-30-20)13-6-16(25-2)21(27-4)17(7-13)26-3/h5-8,11,14,19,23H,9-10H2,1-4H3/t11-,14+,19+/m0/s1
• InChI Key: BDTQRNLZMXMMNK-GEDNVKPRSA-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	+	0.9671	96.71%
Caco-2	+	0.8125	81.25%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6351	63.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9227	92.27%
OATP1B3 inhibitior	+	0.9501	95.01%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8199	81.99%
P-glycoprotein inhibitior	-	0.4310	43.10%
P-glycoprotein substrate	-	0.7884	78.84%
CYP3A4 substrate	+	0.5635	56.35%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8193	81.93%
CYP3A4 inhibition	+	0.6252	62.52%
CYP2C9 inhibition	+	0.7487	74.87%
CYP2C19 inhibition	+	0.7939	79.39%
CYP2D6 inhibition	-	0.7716	77.16%
CYP1A2 inhibition	-	0.6860	68.60%
CYP2C8 inhibition	-	0.8248	82.48%
CYP inhibitory promiscuity	+	0.7308	73.08%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4488	44.88%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9030	90.30%
Skin irritation	-	0.7795	77.95%
Skin corrosion	-	0.9622	96.22%
Ames mutagenesis	-	0.5954	59.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4347	43.47%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.7624	76.24%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6679	66.79%
Acute Oral Toxicity (c)	I	0.5067	50.67%
Estrogen receptor binding	+	0.8116	81.16%
Androgen receptor binding	+	0.6511	65.11%
Thyroid receptor binding	+	0.7938	79.38%
Glucocorticoid receptor binding	+	0.8559	85.59%
Aromatase binding	-	0.6769	67.69%
PPAR gamma	+	0.6408	64.08%
Honey bee toxicity	-	0.7342	73.42%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9701	97.01%

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	97.97%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.10%	96.77%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	94.71%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.31%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.63%	96.09%
CHEMBL261	P00915	Carbonic anhydrase I	93.36%	96.76%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.94%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.90%	85.14%
CHEMBL2581	P07339	Cathepsin D	90.29%	98.95%
CHEMBL2535	P11166	Glucose transporter	88.50%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.40%	92.62%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	87.84%	82.67%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.64%	99.15%
CHEMBL2413	P32246	C-C chemokine receptor type 1	87.36%	89.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.96%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.46%	94.00%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	85.61%	96.86%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.88%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.47%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.44%	96.00%
CHEMBL1255126	O15151	Protein Mdm4	83.74%	90.20%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.49%	97.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.45%	99.17%
CHEMBL4208	P20618	Proteasome component C5	80.26%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.22%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	80.10%	91.19%

Plants that contains it

• Peperomia heyneana

Cross-Links

• PubChem: 162903534
• LOTUS: LTS0038635
• wikiData: Q104924696