8-Methoxy-2-methyl-2-(4-methylpent-3-enyl)chromen-6-ol

Details

• Internal ID: 7be56265-511d-4d1e-89e7-8cfb24cd6d0a
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
• IUPAC Name: 8-methoxy-2-methyl-2-(4-methylpent-3-enyl)chromen-6-ol
• SMILES (Canonical): CC(=CCCC1(C=CC2=C(O1)C(=CC(=C2)O)OC)C)C
• SMILES (Isomeric): CC(=CCCC1(C=CC2=C(O1)C(=CC(=C2)O)OC)C)C
• InChI: InChI=1S/C17H22O3/c1-12(2)6-5-8-17(3)9-7-13-10-14(18)11-15(19-4)16(13)20-17/h6-7,9-11,18H,5,8H2,1-4H3
• InChI Key: LBPYYESORPCEGV-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₃
• Molecular Weight: 274.35 g/mol
• Exact Mass: 274.15689456 g/mol
• Topological Polar Surface Area (TPSA): 38.70 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.31
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9918	99.18%
Caco-2	+	0.9139	91.39%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6275	62.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7566	75.66%
OATP1B3 inhibitior	+	0.9397	93.97%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6323	63.23%
P-glycoprotein inhibitior	-	0.8606	86.06%
P-glycoprotein substrate	-	0.6575	65.75%
CYP3A4 substrate	+	0.6010	60.10%
CYP2C9 substrate	+	0.5981	59.81%
CYP2D6 substrate	+	0.4032	40.32%
CYP3A4 inhibition	-	0.8065	80.65%
CYP2C9 inhibition	-	0.5989	59.89%
CYP2C19 inhibition	+	0.6546	65.46%
CYP2D6 inhibition	-	0.7085	70.85%
CYP1A2 inhibition	+	0.5892	58.92%
CYP2C8 inhibition	+	0.6700	67.00%
CYP inhibitory promiscuity	+	0.5202	52.02%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6725	67.25%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.7595	75.95%
Skin irritation	-	0.7258	72.58%
Skin corrosion	-	0.9418	94.18%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6460	64.60%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5627	56.27%
skin sensitisation	-	0.6449	64.49%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.5626	56.26%
Acute Oral Toxicity (c)	III	0.6600	66.00%
Estrogen receptor binding	+	0.8636	86.36%
Androgen receptor binding	-	0.7047	70.47%
Thyroid receptor binding	+	0.7709	77.09%
Glucocorticoid receptor binding	-	0.4797	47.97%
Aromatase binding	+	0.6567	65.67%
PPAR gamma	+	0.7712	77.12%
Honey bee toxicity	-	0.8189	81.89%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.8461	84.61%

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	99.02%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.03%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.44%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.43%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.11%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.69%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	88.28%	94.73%
CHEMBL4208	P20618	Proteasome component C5	87.01%	90.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.97%	92.94%
CHEMBL4040	P28482	MAP kinase ERK2	84.73%	83.82%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.55%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.33%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	80.72%	94.75%

Plants that contains it

• Wigandia urens

Cross-Links

• PubChem: 9993496
• LOTUS: LTS0178313
• wikiData: Q105149538