1-(5,7-Dihydroxy-2,2,6-trimethyl-2 h-1-benzopyran-8-yl)-2-methyl-1-propanone

Details

• Internal ID: 37ff116c-f8ae-461d-b1f0-781bcd13bb96
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 1-(5,7-dihydroxy-2,2,6-trimethylchromen-8-yl)-2-methylpropan-1-one
• SMILES (Canonical): CC1=C(C2=C(C(=C1O)C(=O)C(C)C)OC(C=C2)(C)C)O
• SMILES (Isomeric): CC1=C(C2=C(C(=C1O)C(=O)C(C)C)OC(C=C2)(C)C)O
• InChI: InChI=1S/C16H20O4/c1-8(2)12(17)11-14(19)9(3)13(18)10-6-7-16(4,5)20-15(10)11/h6-8,18-19H,1-5H3
• InChI Key: BDJKSVUZWBWSIQ-UHFFFAOYSA-N
• Popularity: 1 reference 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: 3.80
• Atomic LogP (AlogP): 3.43
• 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	+	0.9817	98.17%
Caco-2	+	0.7217	72.17%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6989	69.89%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8045	80.45%
OATP1B3 inhibitior	+	0.9717	97.17%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.5845	58.45%
P-glycoprotein inhibitior	-	0.9122	91.22%
P-glycoprotein substrate	-	0.8709	87.09%
CYP3A4 substrate	-	0.5083	50.83%
CYP2C9 substrate	+	0.5981	59.81%
CYP2D6 substrate	-	0.8360	83.60%
CYP3A4 inhibition	+	0.6038	60.38%
CYP2C9 inhibition	+	0.6495	64.95%
CYP2C19 inhibition	+	0.5770	57.70%
CYP2D6 inhibition	-	0.8414	84.14%
CYP1A2 inhibition	+	0.9432	94.32%
CYP2C8 inhibition	-	0.8839	88.39%
CYP inhibitory promiscuity	+	0.7503	75.03%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5690	56.90%
Eye corrosion	-	0.9776	97.76%
Eye irritation	+	0.5306	53.06%
Skin irritation	-	0.5986	59.86%
Skin corrosion	-	0.9040	90.40%
Ames mutagenesis	-	0.5954	59.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5859	58.59%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	-	0.5134	51.34%
skin sensitisation	-	0.6641	66.41%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6601	66.01%
Acute Oral Toxicity (c)	III	0.7226	72.26%
Estrogen receptor binding	+	0.9148	91.48%
Androgen receptor binding	-	0.5746	57.46%
Thyroid receptor binding	+	0.7171	71.71%
Glucocorticoid receptor binding	+	0.7810	78.10%
Aromatase binding	-	0.5362	53.62%
PPAR gamma	+	0.7846	78.46%
Honey bee toxicity	-	0.9429	94.29%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9563	95.63%

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	97.80%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.17%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	89.40%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.25%	89.00%
CHEMBL2581	P07339	Cathepsin D	86.04%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.85%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.50%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.23%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.03%	90.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.31%	93.56%

Plants that contains it

• Hypericum revolutum

Cross-Links

• PubChem: 360842
• LOTUS: LTS0099956
• wikiData: Q104924310