(1S)-1-[(3R,4S,5R)-5-(1,3-benzodioxol-5-ylmethyl)-4-methyloxolan-3-yl]-2-(3,4-dimethoxyphenyl)ethanol

Details

• Internal ID: 493a5559-e2c9-4801-a10e-f40d7e8878bb
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Methoxybenzenes > Dimethoxybenzenes
• IUPAC Name: (1S)-1-[(3R,4S,5R)-5-(1,3-benzodioxol-5-ylmethyl)-4-methyloxolan-3-yl]-2-(3,4-dimethoxyphenyl)ethanol
• SMILES (Canonical): CC1C(COC1CC2=CC3=C(C=C2)OCO3)C(CC4=CC(=C(C=C4)OC)OC)O
• SMILES (Isomeric): C[C@H]1[C@H](CO[C@@H]1CC2=CC3=C(C=C2)OCO3)[C@H](CC4=CC(=C(C=C4)OC)OC)O
• InChI: InChI=1S/C23H28O6/c1-14-17(18(24)8-15-4-6-19(25-2)22(10-15)26-3)12-27-21(14)9-16-5-7-20-23(11-16)29-13-28-20/h4-7,10-11,14,17-18,21,24H,8-9,12-13H2,1-3H3/t14-,17-,18-,21+/m0/s1
• InChI Key: NFTVPVVPXQANIZ-CBJWQOIJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₈O₆
• Molecular Weight: 400.50 g/mol
• Exact Mass: 400.18858861 g/mol
• Topological Polar Surface Area (TPSA): 66.40 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.23
• H-Bond Acceptor: 6
• 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	+	0.9849	98.49%
Caco-2	+	0.7657	76.57%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6660	66.60%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9148	91.48%
OATP1B3 inhibitior	+	0.9303	93.03%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9587	95.87%
P-glycoprotein inhibitior	+	0.7582	75.82%
P-glycoprotein substrate	-	0.5490	54.90%
CYP3A4 substrate	+	0.5817	58.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3876	38.76%
CYP3A4 inhibition	+	0.7490	74.90%
CYP2C9 inhibition	-	0.7274	72.74%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.8570	85.70%
CYP1A2 inhibition	-	0.6653	66.53%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.6304	63.04%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5229	52.29%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9615	96.15%
Skin irritation	-	0.8164	81.64%
Skin corrosion	-	0.9664	96.64%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8435	84.35%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.7711	77.11%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8908	89.08%
Acute Oral Toxicity (c)	III	0.4740	47.40%
Estrogen receptor binding	+	0.6542	65.42%
Androgen receptor binding	+	0.6702	67.02%
Thyroid receptor binding	+	0.5958	59.58%
Glucocorticoid receptor binding	+	0.7007	70.07%
Aromatase binding	+	0.5346	53.46%
PPAR gamma	+	0.6054	60.54%
Honey bee toxicity	-	0.8152	81.52%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9695	96.95%

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	98.38%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.40%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.80%	98.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	93.78%	89.62%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.70%	92.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.45%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.38%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.05%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.58%	85.14%
CHEMBL1255126	O15151	Protein Mdm4	88.22%	90.20%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.84%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.78%	95.89%
CHEMBL2535	P11166	Glucose transporter	87.74%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.49%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.48%	95.89%
CHEMBL2413	P32246	C-C chemokine receptor type 1	87.02%	89.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.82%	97.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.65%	97.25%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.85%	96.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.64%	94.00%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	82.48%	82.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.70%	89.00%
CHEMBL5555	O00767	Acyl-CoA desaturase	80.91%	97.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.70%	96.00%

Plants that contains it

• Virola elongata

Cross-Links

• PubChem: 162876376
• LOTUS: LTS0195923
• wikiData: Q105178679