2,2-Dimethyl-7-(2-methylbut-3-en-2-yl)chromen-6-ol

Details

• Internal ID: d5847df4-1058-4687-867f-016e43036886
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 2,2-dimethyl-7-(2-methylbut-3-en-2-yl)chromen-6-ol
• SMILES (Canonical): CC1(C=CC2=CC(=C(C=C2O1)C(C)(C)C=C)O)C
• SMILES (Isomeric): CC1(C=CC2=CC(=C(C=C2O1)C(C)(C)C=C)O)C
• InChI: InChI=1S/C16H20O2/c1-6-15(2,3)12-10-14-11(9-13(12)17)7-8-16(4,5)18-14/h6-10,17H,1H2,2-5H3
• InChI Key: NGIOBTJUOUOZNP-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₂
• Molecular Weight: 244.33 g/mol
• Exact Mass: 244.146329876 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.04
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.6593	65.93%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6420	64.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8958	89.58%
OATP1B3 inhibitior	+	0.9779	97.79%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6539	65.39%
P-glycoprotein inhibitior	-	0.9085	90.85%
P-glycoprotein substrate	-	0.8539	85.39%
CYP3A4 substrate	+	0.5148	51.48%
CYP2C9 substrate	+	0.7846	78.46%
CYP2D6 substrate	-	0.6887	68.87%
CYP3A4 inhibition	-	0.6541	65.41%
CYP2C9 inhibition	-	0.5422	54.22%
CYP2C19 inhibition	+	0.6652	66.52%
CYP2D6 inhibition	-	0.8535	85.35%
CYP1A2 inhibition	+	0.8381	83.81%
CYP2C8 inhibition	+	0.4899	48.99%
CYP inhibitory promiscuity	+	0.6076	60.76%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9213	92.13%
Carcinogenicity (trinary)	Non-required	0.6257	62.57%
Eye corrosion	-	0.9400	94.00%
Eye irritation	+	0.7730	77.30%
Skin irritation	-	0.5785	57.85%
Skin corrosion	-	0.7273	72.73%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4531	45.31%
Micronuclear	-	0.6341	63.41%
Hepatotoxicity	-	0.5322	53.22%
skin sensitisation	+	0.6227	62.27%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.4649	46.49%
Acute Oral Toxicity (c)	III	0.6825	68.25%
Estrogen receptor binding	+	0.9264	92.64%
Androgen receptor binding	-	0.7462	74.62%
Thyroid receptor binding	+	0.7069	70.69%
Glucocorticoid receptor binding	-	0.5991	59.91%
Aromatase binding	+	0.7655	76.55%
PPAR gamma	+	0.6826	68.26%
Honey bee toxicity	-	0.9224	92.24%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9588	95.88%

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	98.49%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	91.76%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	90.11%	94.73%
CHEMBL2581	P07339	Cathepsin D	89.09%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.52%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.37%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.25%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.11%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.95%	95.56%
CHEMBL4208	P20618	Proteasome component C5	81.83%	90.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.42%	93.40%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 24763332
• LOTUS: LTS0184940
• wikiData: Q105178947