[(1R,2S)-1-(3-hydroxy-4,5-dimethoxyphenyl)-2-methyl-3-oxobutyl] 1,3-benzodioxole-5-carboxylate

Details

• Internal ID: 7cf599e3-a6b0-4861-9bcb-103c1a7b7dcc
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: [(1R,2S)-1-(3-hydroxy-4,5-dimethoxyphenyl)-2-methyl-3-oxobutyl] 1,3-benzodioxole-5-carboxylate
• SMILES (Canonical): CC(C(C1=CC(=C(C(=C1)OC)OC)O)OC(=O)C2=CC3=C(C=C2)OCO3)C(=O)C
• SMILES (Isomeric): C[C@@H]([C@H](C1=CC(=C(C(=C1)OC)OC)O)OC(=O)C2=CC3=C(C=C2)OCO3)C(=O)C
• InChI: InChI=1S/C21H22O8/c1-11(12(2)22)19(14-7-15(23)20(26-4)18(9-14)25-3)29-21(24)13-5-6-16-17(8-13)28-10-27-16/h5-9,11,19,23H,10H2,1-4H3/t11-,19-/m1/s1
• InChI Key: WHKZKHOWQVYOSG-NSPYISDASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₈
• Molecular Weight: 402.40 g/mol
• Exact Mass: 402.13146766 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.26
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9797	97.97%
Caco-2	+	0.7062	70.62%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7526	75.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9161	91.61%
OATP1B3 inhibitior	+	0.8765	87.65%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8416	84.16%
P-glycoprotein inhibitior	+	0.8031	80.31%
P-glycoprotein substrate	-	0.8336	83.36%
CYP3A4 substrate	+	0.5363	53.63%
CYP2C9 substrate	-	0.6021	60.21%
CYP2D6 substrate	-	0.8497	84.97%
CYP3A4 inhibition	+	0.6471	64.71%
CYP2C9 inhibition	+	0.8619	86.19%
CYP2C19 inhibition	+	0.6233	62.33%
CYP2D6 inhibition	-	0.7093	70.93%
CYP1A2 inhibition	-	0.6865	68.65%
CYP2C8 inhibition	+	0.5126	51.26%
CYP inhibitory promiscuity	+	0.5521	55.21%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.4227	42.27%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9200	92.00%
Skin irritation	-	0.8015	80.15%
Skin corrosion	-	0.9718	97.18%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5298	52.98%
Micronuclear	+	0.8074	80.74%
Hepatotoxicity	-	0.5178	51.78%
skin sensitisation	-	0.7112	71.12%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.4174	41.74%
Estrogen receptor binding	+	0.9131	91.31%
Androgen receptor binding	+	0.5487	54.87%
Thyroid receptor binding	+	0.5874	58.74%
Glucocorticoid receptor binding	+	0.6880	68.80%
Aromatase binding	-	0.6170	61.70%
PPAR gamma	+	0.7699	76.99%
Honey bee toxicity	-	0.8828	88.28%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6949	69.49%
Fish aquatic toxicity	+	0.9659	96.59%

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	97.88%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.33%	96.77%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	95.82%	94.80%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.13%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.20%	93.99%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.49%	96.09%
CHEMBL4208	P20618	Proteasome component C5	92.44%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.29%	99.17%
CHEMBL2535	P11166	Glucose transporter	91.35%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.45%	86.33%
CHEMBL2581	P07339	Cathepsin D	89.19%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.98%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.79%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.96%	92.62%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	85.37%	80.96%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.06%	89.62%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.36%	89.50%
CHEMBL1255126	O15151	Protein Mdm4	84.30%	90.20%
CHEMBL3401	O75469	Pregnane X receptor	84.15%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.49%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.83%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.71%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.84%	91.19%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.96%	93.40%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.57%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.39%	95.56%

Plants that contains it

• Schisandra neglecta

Cross-Links

• PubChem: 49870922
• NPASS: NPC184148
• LOTUS: LTS0236897
• wikiData: Q105305394