1-[8-[(E)-3-hydroxy-3-methylbut-1-enyl]-2,2-dimethylchromen-6-yl]ethanone

Details

• Internal ID: 62b6266c-c408-41c2-9201-90d95e8e40a3
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 1-[8-[(E)-3-hydroxy-3-methylbut-1-enyl]-2,2-dimethylchromen-6-yl]ethanone
• SMILES (Canonical): CC(=O)C1=CC2=C(C(=C1)C=CC(C)(C)O)OC(C=C2)(C)C
• SMILES (Isomeric): CC(=O)C1=CC2=C(C(=C1)/C=C/C(C)(C)O)OC(C=C2)(C)C
• InChI: InChI=1S/C18H22O3/c1-12(19)15-10-13(6-8-17(2,3)20)16-14(11-15)7-9-18(4,5)21-16/h6-11,20H,1-5H3/b8-6+
• InChI Key: UOMNXARHMFPWNO-SOFGYWHQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₃
• Molecular Weight: 286.40 g/mol
• Exact Mass: 286.15689456 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.86
• H-Bond Acceptor: 3
• 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	+	0.9959	99.59%
Caco-2	+	0.6838	68.38%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7628	76.28%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8688	86.88%
OATP1B3 inhibitior	+	0.9800	98.00%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5078	50.78%
P-glycoprotein inhibitior	-	0.7915	79.15%
P-glycoprotein substrate	-	0.7799	77.99%
CYP3A4 substrate	+	0.5760	57.60%
CYP2C9 substrate	-	0.5979	59.79%
CYP2D6 substrate	-	0.7904	79.04%
CYP3A4 inhibition	-	0.6672	66.72%
CYP2C9 inhibition	+	0.5187	51.87%
CYP2C19 inhibition	-	0.5231	52.31%
CYP2D6 inhibition	-	0.8616	86.16%
CYP1A2 inhibition	+	0.6968	69.68%
CYP2C8 inhibition	-	0.5749	57.49%
CYP inhibitory promiscuity	+	0.5861	58.61%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8213	82.13%
Carcinogenicity (trinary)	Non-required	0.6459	64.59%
Eye corrosion	-	0.9571	95.71%
Eye irritation	+	0.9018	90.18%
Skin irritation	-	0.5260	52.60%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3790	37.90%
Micronuclear	-	0.5541	55.41%
Hepatotoxicity	+	0.5303	53.03%
skin sensitisation	-	0.5640	56.40%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.5841	58.41%
Acute Oral Toxicity (c)	III	0.8098	80.98%
Estrogen receptor binding	+	0.9541	95.41%
Androgen receptor binding	-	0.7145	71.45%
Thyroid receptor binding	+	0.6736	67.36%
Glucocorticoid receptor binding	+	0.6041	60.41%
Aromatase binding	+	0.7383	73.83%
PPAR gamma	+	0.7804	78.04%
Honey bee toxicity	-	0.8550	85.50%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9295	92.95%

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	97.49%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.32%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.27%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.94%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	87.54%	94.73%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	84.58%	87.67%
CHEMBL4208	P20618	Proteasome component C5	83.26%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.52%	96.09%
CHEMBL2581	P07339	Cathepsin D	82.51%	98.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.96%	91.07%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	80.95%	80.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.04%	99.17%

Plants that contains it

• Ophryosporus lorentzii
• Werneria nubigena

Cross-Links

• PubChem: 101995334
• LOTUS: LTS0144968
• wikiData: Q105276457