(3S,4S)-3-(hydroxymethyl)-4-[(7-methoxy-1,3-benzodioxol-5-yl)-(3,4,5-trimethoxyphenyl)methyl]oxolan-2-one

Details

• Internal ID: 699f80ea-50b4-4a9f-a767-5faf168e527a
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: (3S,4S)-3-(hydroxymethyl)-4-[(7-methoxy-1,3-benzodioxol-5-yl)-(3,4,5-trimethoxyphenyl)methyl]oxolan-2-one
• SMILES (Canonical): COC1=CC(=CC2=C1OCO2)C(C3COC(=O)C3CO)C4=CC(=C(C(=C4)OC)OC)OC
• SMILES (Isomeric): COC1=CC(=CC2=C1OCO2)C([C@@H]3COC(=O)[C@@H]3CO)C4=CC(=C(C(=C4)OC)OC)OC
• InChI: InChI=1S/C23H26O9/c1-26-16-5-12(6-17(27-2)21(16)29-4)20(15-10-30-23(25)14(15)9-24)13-7-18(28-3)22-19(8-13)31-11-32-22/h5-8,14-15,20,24H,9-11H2,1-4H3/t14-,15-,20?/m1/s1
• InChI Key: XQWLRAUXZRVNAY-YNCRUDOASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₆O₉
• Molecular Weight: 446.40 g/mol
• Exact Mass: 446.15768240 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.36
• H-Bond Acceptor: 9
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9489	94.89%
Caco-2	+	0.7141	71.41%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7572	75.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9278	92.78%
OATP1B3 inhibitior	+	0.9506	95.06%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9058	90.58%
P-glycoprotein inhibitior	+	0.6040	60.40%
P-glycoprotein substrate	-	0.7287	72.87%
CYP3A4 substrate	+	0.5478	54.78%
CYP2C9 substrate	-	0.6043	60.43%
CYP2D6 substrate	-	0.8075	80.75%
CYP3A4 inhibition	+	0.8787	87.87%
CYP2C9 inhibition	+	0.6980	69.80%
CYP2C19 inhibition	+	0.8306	83.06%
CYP2D6 inhibition	-	0.7588	75.88%
CYP1A2 inhibition	-	0.6677	66.77%
CYP2C8 inhibition	-	0.8329	83.29%
CYP inhibitory promiscuity	+	0.8144	81.44%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5055	50.55%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9173	91.73%
Skin irritation	-	0.8164	81.64%
Skin corrosion	-	0.9688	96.88%
Ames mutagenesis	-	0.5954	59.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7562	75.62%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.5540	55.40%
skin sensitisation	-	0.7557	75.57%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.4658	46.58%
Acute Oral Toxicity (c)	III	0.4531	45.31%
Estrogen receptor binding	+	0.8473	84.73%
Androgen receptor binding	+	0.7725	77.25%
Thyroid receptor binding	+	0.7195	71.95%
Glucocorticoid receptor binding	+	0.8603	86.03%
Aromatase binding	-	0.5898	58.98%
PPAR gamma	+	0.6135	61.35%
Honey bee toxicity	-	0.6878	68.78%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9739	97.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.20%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.74%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.42%	91.11%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	93.73%	92.62%
CHEMBL2581	P07339	Cathepsin D	91.37%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.95%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.58%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.44%	96.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	89.18%	89.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.61%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.72%	86.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.65%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.47%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.02%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.00%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.00%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.98%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.11%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.93%	97.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.66%	97.25%
CHEMBL5203	P33316	dUTP pyrophosphatase	82.53%	99.18%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	82.44%	82.67%
CHEMBL2535	P11166	Glucose transporter	82.37%	98.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.02%	89.62%

Plants that contains it

• Dryopteris campyloptera
• Dryopteris dickinsii
• Dryopteris polylepis
• Peperomia blanda

Cross-Links

• PubChem: 11655244
• LOTUS: LTS0088965
• wikiData: Q27106633