2-methoxy-3,4a,6,8-tetramethyl-5-(5-methylhex-2-en-2-yl)-5H-chromen-4-one

Details

• Internal ID: 6fb90255-4a40-445b-b7cc-f29f0c635c64
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: 2-methoxy-3,4a,6,8-tetramethyl-5-(5-methylhex-2-en-2-yl)-5H-chromen-4-one
• SMILES (Canonical): CC1=CC(=C2C(C1C(=CCC(C)C)C)(C(=O)C(=C(O2)OC)C)C)C
• SMILES (Isomeric): CC1=CC(=C2C(C1C(=CCC(C)C)C)(C(=O)C(=C(O2)OC)C)C)C
• InChI: InChI=1S/C21H30O3/c1-12(2)9-10-13(3)17-14(4)11-15(5)19-21(17,7)18(22)16(6)20(23-8)24-19/h10-12,17H,9H2,1-8H3
• InChI Key: UMFWYZXEPVEAHJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₃
• Molecular Weight: 330.50 g/mol
• Exact Mass: 330.21949481 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 5.31
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	+	0.8750	87.50%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6448	64.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8684	86.84%
OATP1B3 inhibitior	+	0.9270	92.70%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7705	77.05%
P-glycoprotein inhibitior	-	0.4762	47.62%
P-glycoprotein substrate	-	0.7345	73.45%
CYP3A4 substrate	+	0.5817	58.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8192	81.92%
CYP3A4 inhibition	-	0.7026	70.26%
CYP2C9 inhibition	-	0.7300	73.00%
CYP2C19 inhibition	-	0.5647	56.47%
CYP2D6 inhibition	-	0.8949	89.49%
CYP1A2 inhibition	-	0.5483	54.83%
CYP2C8 inhibition	-	0.7978	79.78%
CYP inhibitory promiscuity	+	0.5876	58.76%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9213	92.13%
Carcinogenicity (trinary)	Non-required	0.5165	51.65%
Eye corrosion	-	0.9684	96.84%
Eye irritation	-	0.4911	49.11%
Skin irritation	-	0.6440	64.40%
Skin corrosion	-	0.9598	95.98%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7592	75.92%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.5331	53.31%
skin sensitisation	-	0.6056	60.56%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7772	77.72%
Acute Oral Toxicity (c)	III	0.6818	68.18%
Estrogen receptor binding	+	0.8004	80.04%
Androgen receptor binding	-	0.6002	60.02%
Thyroid receptor binding	+	0.7130	71.30%
Glucocorticoid receptor binding	+	0.6876	68.76%
Aromatase binding	+	0.6638	66.38%
PPAR gamma	+	0.7927	79.27%
Honey bee toxicity	-	0.7092	70.92%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9740	97.40%

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	97.73%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.27%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.75%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.11%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.35%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.90%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.31%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.58%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.54%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.40%	89.00%
CHEMBL4208	P20618	Proteasome component C5	80.35%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163093105
• LOTUS: LTS0268441
• wikiData: Q105275534