6-acetyl-8-(1-hydroxy-3-methylbut-2-enyl)-2,2-dimethyl-3H-chromen-4-one

Details

• Internal ID: 31b344e4-938d-4edb-a8f8-d849813816a4
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 6-acetyl-8-(1-hydroxy-3-methylbut-2-enyl)-2,2-dimethyl-3H-chromen-4-one
• InChI: InChI=1S/C18H22O4/c1-10(2)6-15(20)13-7-12(11(3)19)8-14-16(21)9-18(4,5)22-17(13)14/h6-8,15,20H,9H2,1-5H3
• InChI Key: RSCNJDJUMQJRKT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₄
• Molecular Weight: 302.40 g/mol
• Exact Mass: 302.15180918 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.63
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9938	99.38%
Caco-2	+	0.6622	66.22%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7735	77.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8950	89.50%
OATP1B3 inhibitior	+	0.9782	97.82%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.8094	80.94%
P-glycoprotein substrate	-	0.7805	78.05%
CYP3A4 substrate	+	0.5759	57.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6997	69.97%
CYP3A4 inhibition	-	0.5527	55.27%
CYP2C9 inhibition	+	0.6766	67.66%
CYP2C19 inhibition	+	0.6854	68.54%
CYP2D6 inhibition	-	0.8053	80.53%
CYP1A2 inhibition	-	0.5691	56.91%
CYP2C8 inhibition	-	0.8002	80.02%
CYP inhibitory promiscuity	-	0.5944	59.44%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9431	94.31%
Carcinogenicity (trinary)	Non-required	0.5894	58.94%
Eye corrosion	-	0.9840	98.40%
Eye irritation	+	0.6787	67.87%
Skin irritation	-	0.6828	68.28%
Skin corrosion	-	0.9388	93.88%
Ames mutagenesis	-	0.5654	56.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5933	59.33%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.5032	50.32%
skin sensitisation	-	0.5871	58.71%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6908	69.08%
Acute Oral Toxicity (c)	III	0.6135	61.35%
Estrogen receptor binding	+	0.7670	76.70%
Androgen receptor binding	-	0.6836	68.36%
Thyroid receptor binding	+	0.5763	57.63%
Glucocorticoid receptor binding	+	0.6959	69.59%
Aromatase binding	+	0.6076	60.76%
PPAR gamma	+	0.7277	72.77%
Honey bee toxicity	-	0.7037	70.37%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9671	96.71%

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	97.88%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.56%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.78%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.10%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.76%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.83%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	90.02%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.26%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.10%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.68%	99.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.59%	96.77%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.48%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.79%	99.23%
CHEMBL4208	P20618	Proteasome component C5	80.33%	90.00%

Plants that contains it

• Ophryosporus lorentzii

Cross-Links

• PubChem: 101995333
• LOTUS: LTS0042286
• wikiData: Q105244540