(2S)-1-(2,6-dimethoxy-4-prop-2-enylphenoxy)-3-methylbutane-2,3-diol

Details

• Internal ID: e5ea03f0-410a-4f9c-b187-7abad79a453e
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Methoxybenzenes > Dimethoxybenzenes
• IUPAC Name: (2S)-1-(2,6-dimethoxy-4-prop-2-enylphenoxy)-3-methylbutane-2,3-diol
• SMILES (Canonical): CC(C)(C(COC1=C(C=C(C=C1OC)CC=C)OC)O)O
• SMILES (Isomeric): CC(C)([C@H](COC1=C(C=C(C=C1OC)CC=C)OC)O)O
• InChI: InChI=1S/C16H24O5/c1-6-7-11-8-12(19-4)15(13(9-11)20-5)21-10-14(17)16(2,3)18/h6,8-9,14,17-18H,1,7,10H2,2-5H3/t14-/m0/s1
• InChI Key: JMKNXXVWKVLDNH-AWEZNQCLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₅
• Molecular Weight: 296.36 g/mol
• Exact Mass: 296.16237386 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.94
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9859	98.59%
Caco-2	+	0.5380	53.80%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8451	84.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8904	89.04%
OATP1B3 inhibitior	+	0.9482	94.82%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5170	51.70%
P-glycoprotein inhibitior	-	0.8994	89.94%
P-glycoprotein substrate	-	0.7802	78.02%
CYP3A4 substrate	-	0.5059	50.59%
CYP2C9 substrate	-	0.8100	81.00%
CYP2D6 substrate	+	0.3546	35.46%
CYP3A4 inhibition	-	0.6799	67.99%
CYP2C9 inhibition	-	0.8460	84.60%
CYP2C19 inhibition	-	0.7718	77.18%
CYP2D6 inhibition	-	0.8992	89.92%
CYP1A2 inhibition	+	0.5457	54.57%
CYP2C8 inhibition	+	0.5491	54.91%
CYP inhibitory promiscuity	-	0.9227	92.27%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6565	65.65%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.8823	88.23%
Skin irritation	-	0.7289	72.89%
Skin corrosion	-	0.8557	85.57%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6834	68.34%
Micronuclear	-	0.6408	64.08%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	+	0.5531	55.31%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8401	84.01%
Acute Oral Toxicity (c)	III	0.7390	73.90%
Estrogen receptor binding	+	0.7391	73.91%
Androgen receptor binding	-	0.8039	80.39%
Thyroid receptor binding	+	0.6851	68.51%
Glucocorticoid receptor binding	-	0.4804	48.04%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7811	78.11%
Honey bee toxicity	-	0.8336	83.36%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9551	95.51%

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	96.77%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.31%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.10%	85.14%
CHEMBL2581	P07339	Cathepsin D	92.49%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.04%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.21%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.89%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	85.66%	94.73%
CHEMBL4208	P20618	Proteasome component C5	84.24%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.96%	94.45%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.35%	91.07%
CHEMBL2535	P11166	Glucose transporter	81.63%	98.75%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.45%	97.29%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.43%	95.89%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.89%	97.21%

Plants that contains it

• Clausena lenis

Cross-Links

• PubChem: 92016035
• LOTUS: LTS0094305
• wikiData: Q105131502