methyl 2-[(2R)-6-hydroxy-2-methyl-2-(4-methylpent-3-enyl)chromen-8-yl]acetate

Details

• Internal ID: 366174c9-0745-4662-a4e9-7a81e9db97b9
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
• IUPAC Name: methyl 2-[(2R)-6-hydroxy-2-methyl-2-(4-methylpent-3-enyl)chromen-8-yl]acetate
• SMILES (Canonical): CC(=CCCC1(C=CC2=C(O1)C(=CC(=C2)O)CC(=O)OC)C)C
• SMILES (Isomeric): CC(=CCC[C@@]1(C=CC2=C(O1)C(=CC(=C2)O)CC(=O)OC)C)C
• InChI: InChI=1S/C19H24O4/c1-13(2)6-5-8-19(3)9-7-14-10-16(20)11-15(18(14)23-19)12-17(21)22-4/h6-7,9-11,20H,5,8,12H2,1-4H3/t19-/m1/s1
• InChI Key: ZWEPBJKMGSZZLH-LJQANCHMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₄
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.16745924 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.02
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9802	98.02%
Caco-2	+	0.9003	90.03%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7699	76.99%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.7207	72.07%
OATP1B3 inhibitior	+	0.8792	87.92%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8553	85.53%
P-glycoprotein inhibitior	-	0.5374	53.74%
P-glycoprotein substrate	-	0.6368	63.68%
CYP3A4 substrate	+	0.6314	63.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7961	79.61%
CYP3A4 inhibition	-	0.7191	71.91%
CYP2C9 inhibition	-	0.5303	53.03%
CYP2C19 inhibition	+	0.5617	56.17%
CYP2D6 inhibition	-	0.7136	71.36%
CYP1A2 inhibition	+	0.5871	58.71%
CYP2C8 inhibition	+	0.5674	56.74%
CYP inhibitory promiscuity	-	0.5064	50.64%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6881	68.81%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.8156	81.56%
Skin irritation	-	0.7019	70.19%
Skin corrosion	-	0.9470	94.70%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8321	83.21%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5200	52.00%
skin sensitisation	-	0.7399	73.99%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5906	59.06%
Acute Oral Toxicity (c)	III	0.6322	63.22%
Estrogen receptor binding	+	0.8365	83.65%
Androgen receptor binding	-	0.6200	62.00%
Thyroid receptor binding	+	0.6180	61.80%
Glucocorticoid receptor binding	+	0.7874	78.74%
Aromatase binding	+	0.7497	74.97%
PPAR gamma	+	0.8718	87.18%
Honey bee toxicity	-	0.8361	83.61%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9686	96.86%

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	99.64%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.52%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.29%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.26%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	93.97%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.76%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.41%	86.33%
CHEMBL4208	P20618	Proteasome component C5	87.24%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.88%	96.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.72%	96.00%
CHEMBL2581	P07339	Cathepsin D	83.31%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.10%	89.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.25%	97.28%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.23%	91.07%

Plants that contains it

• Lettowianthus stellatus

Cross-Links

• PubChem: 162940293
• LOTUS: LTS0036029
• wikiData: Q105384852