2,2,8-Trimethyl-6-hydroxy-2H-1-benzopyran

Details

• Internal ID: c4119b6b-a27e-4f2e-bf26-7aa024d2a40d
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 2,2,8-trimethylchromen-6-ol
• SMILES (Canonical): CC1=CC(=CC2=C1OC(C=C2)(C)C)O
• SMILES (Isomeric): CC1=CC(=CC2=C1OC(C=C2)(C)C)O
• InChI: InChI=1S/C12H14O2/c1-8-6-10(13)7-9-4-5-12(2,3)14-11(8)9/h4-7,13H,1-3H3
• InChI Key: UGRCUEXFQNLHMI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₂
• Molecular Weight: 190.24 g/mol
• Exact Mass: 190.099379685 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.88
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 2,2,8-Trimethyl-6-hydroxy-2H-1-benzopyran

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.9036	90.36%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6575	65.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9080	90.80%
OATP1B3 inhibitior	+	0.9833	98.33%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8606	86.06%
P-glycoprotein inhibitior	-	0.9589	95.89%
P-glycoprotein substrate	-	0.8563	85.63%
CYP3A4 substrate	-	0.5228	52.28%
CYP2C9 substrate	+	0.6108	61.08%
CYP2D6 substrate	-	0.6889	68.89%
CYP3A4 inhibition	-	0.8128	81.28%
CYP2C9 inhibition	-	0.5119	51.19%
CYP2C19 inhibition	+	0.6466	64.66%
CYP2D6 inhibition	-	0.8271	82.71%
CYP1A2 inhibition	+	0.8257	82.57%
CYP2C8 inhibition	+	0.4781	47.81%
CYP inhibitory promiscuity	+	0.5761	57.61%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9213	92.13%
Carcinogenicity (trinary)	Non-required	0.6144	61.44%
Eye corrosion	-	0.9357	93.57%
Eye irritation	+	0.9260	92.60%
Skin irritation	-	0.5981	59.81%
Skin corrosion	-	0.8718	87.18%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3970	39.70%
Micronuclear	-	0.6241	62.41%
Hepatotoxicity	+	0.5064	50.64%
skin sensitisation	+	0.5880	58.80%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.6939	69.39%
Acute Oral Toxicity (c)	III	0.7753	77.53%
Estrogen receptor binding	+	0.5348	53.48%
Androgen receptor binding	-	0.7078	70.78%
Thyroid receptor binding	-	0.5097	50.97%
Glucocorticoid receptor binding	-	0.7799	77.99%
Aromatase binding	-	0.5925	59.25%
PPAR gamma	+	0.5382	53.82%
Honey bee toxicity	-	0.9300	93.00%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.8513	85.13%

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	96.83%	91.11%
CHEMBL4208	P20618	Proteasome component C5	88.33%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	86.43%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.12%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.09%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.49%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.25%	95.56%

Plants that contains it

• Gunnera perpensa

Cross-Links

• PubChem: 14761705
• LOTUS: LTS0020173
• wikiData: Q105272517