[(1R,2S)-1-(7-methoxy-1,3-benzodioxol-5-yl)-2-[(1R,5R)-5-methoxy-2-oxo-1-prop-2-enylcyclohex-3-en-1-yl]propyl] acetate

Details

• Internal ID: 9c38369a-d069-41ce-854f-9a3e89ce07f3
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: [(1R,2S)-1-(7-methoxy-1,3-benzodioxol-5-yl)-2-[(1R,5R)-5-methoxy-2-oxo-1-prop-2-enylcyclohex-3-en-1-yl]propyl] acetate
• SMILES (Canonical): CC(C(C1=CC2=C(C(=C1)OC)OCO2)OC(=O)C)C3(CC(C=CC3=O)OC)CC=C
• SMILES (Isomeric): C[C@H]([C@H](C1=CC2=C(C(=C1)OC)OCO2)OC(=O)C)[C@]3(C[C@H](C=CC3=O)OC)CC=C
• InChI: InChI=1S/C23H28O7/c1-6-9-23(12-17(26-4)7-8-20(23)25)14(2)21(30-15(3)24)16-10-18(27-5)22-19(11-16)28-13-29-22/h6-8,10-11,14,17,21H,1,9,12-13H2,2-5H3/t14-,17+,21-,23-/m1/s1
• InChI Key: RUBUGEIVVQMIEX-WOQUNZBASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₈O₇
• Molecular Weight: 416.50 g/mol
• Exact Mass: 416.18350323 g/mol
• Topological Polar Surface Area (TPSA): 80.30 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.77
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9926	99.26%
Caco-2	+	0.5353	53.53%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6792	67.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8771	87.71%
OATP1B3 inhibitior	+	0.9024	90.24%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8975	89.75%
P-glycoprotein inhibitior	+	0.8277	82.77%
P-glycoprotein substrate	+	0.5304	53.04%
CYP3A4 substrate	+	0.6499	64.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8874	88.74%
CYP3A4 inhibition	+	0.8982	89.82%
CYP2C9 inhibition	-	0.6628	66.28%
CYP2C19 inhibition	+	0.5220	52.20%
CYP2D6 inhibition	-	0.8231	82.31%
CYP1A2 inhibition	-	0.8354	83.54%
CYP2C8 inhibition	-	0.5814	58.14%
CYP inhibitory promiscuity	+	0.7155	71.55%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4844	48.44%
Eye corrosion	-	0.9840	98.40%
Eye irritation	-	0.8947	89.47%
Skin irritation	-	0.7690	76.90%
Skin corrosion	-	0.9291	92.91%
Ames mutagenesis	+	0.5246	52.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.4179	41.79%
Micronuclear	-	0.5208	52.08%
Hepatotoxicity	+	0.5160	51.60%
skin sensitisation	+	0.5160	51.60%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.6080	60.80%
Acute Oral Toxicity (c)	III	0.5055	50.55%
Estrogen receptor binding	+	0.6448	64.48%
Androgen receptor binding	+	0.5940	59.40%
Thyroid receptor binding	+	0.6153	61.53%
Glucocorticoid receptor binding	+	0.7628	76.28%
Aromatase binding	-	0.6474	64.74%
PPAR gamma	+	0.6215	62.15%
Honey bee toxicity	-	0.6274	62.74%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9887	98.87%

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	99.10%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.70%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.42%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.91%	96.77%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.70%	85.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	93.43%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.09%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	92.68%	94.80%
CHEMBL2581	P07339	Cathepsin D	92.56%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.30%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.95%	97.25%
CHEMBL2413	P32246	C-C chemokine receptor type 1	89.77%	89.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.07%	95.89%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	87.85%	80.96%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.68%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.14%	96.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.52%	91.07%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.75%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	84.55%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.10%	97.14%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	80.72%	92.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.67%	95.89%
CHEMBL4208	P20618	Proteasome component C5	80.00%	90.00%

Plants that contains it

• Endlicheria dysodantha

Cross-Links

• PubChem: 101311666
• LOTUS: LTS0148813
• wikiData: Q104400123