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

Details

• Internal ID: e247e9ad-d87c-4c42-b361-3f0d2856b3fc
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 6-hydroxy-8-[(E)-3-hydroxy-3-methylbut-1-enyl]-2,2-dimethyl-3H-chromen-4-one
• InChI: InChI=1S/C16H20O4/c1-15(2,19)6-5-10-7-11(17)8-12-13(18)9-16(3,4)20-14(10)12/h5-8,17,19H,9H2,1-4H3/b6-5+
• InChI Key: QEWXBEOAUQSKSC-AATRIKPKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₄
• Molecular Weight: 276.33 g/mol
• Exact Mass: 276.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.92
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9915	99.15%
Caco-2	+	0.7103	71.03%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7336	73.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8465	84.65%
OATP1B3 inhibitior	+	0.9851	98.51%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.5815	58.15%
P-glycoprotein inhibitior	-	0.9010	90.10%
P-glycoprotein substrate	-	0.8655	86.55%
CYP3A4 substrate	+	0.6027	60.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7785	77.85%
CYP3A4 inhibition	-	0.6020	60.20%
CYP2C9 inhibition	-	0.5517	55.17%
CYP2C19 inhibition	-	0.5063	50.63%
CYP2D6 inhibition	-	0.7733	77.33%
CYP1A2 inhibition	+	0.7885	78.85%
CYP2C8 inhibition	-	0.6457	64.57%
CYP inhibitory promiscuity	-	0.5942	59.42%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.5542	55.42%
Eye corrosion	-	0.9806	98.06%
Eye irritation	+	0.6269	62.69%
Skin irritation	-	0.6923	69.23%
Skin corrosion	-	0.9382	93.82%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5470	54.70%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.5418	54.18%
skin sensitisation	-	0.6364	63.64%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.8340	83.40%
Acute Oral Toxicity (c)	III	0.7028	70.28%
Estrogen receptor binding	+	0.8713	87.13%
Androgen receptor binding	-	0.6030	60.30%
Thyroid receptor binding	+	0.5630	56.30%
Glucocorticoid receptor binding	-	0.4658	46.58%
Aromatase binding	+	0.6728	67.28%
PPAR gamma	+	0.8099	80.99%
Honey bee toxicity	-	0.7966	79.66%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9356	93.56%

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	98.75%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.24%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.32%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.21%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.17%	89.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	88.33%	90.93%
CHEMBL1937	Q92769	Histone deacetylase 2	86.80%	94.75%
CHEMBL3401	O75469	Pregnane X receptor	86.66%	94.73%
CHEMBL4208	P20618	Proteasome component C5	85.88%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.26%	96.09%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	84.15%	98.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.13%	85.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.77%	99.23%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	80.69%	80.00%

Plants that contains it

• Ophryosporus lorentzii

Cross-Links

• PubChem: 101995332
• LOTUS: LTS0113038
• wikiData: Q105219421