2H-1-Benzopyran-2-one, 8-[(1E)-3-hydroxy-3-methyl-1-butenyl]-7-methoxy-; 8-[(1E)-3-Hydroxy-3-methyl-1-buten-1-yl]-7-methoxy-2H-1-benzopyran-2-one

Details

• Internal ID: 242becfe-ca59-4234-8067-dcd85e419eb2
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 8-(3-hydroxy-3-methylbut-1-enyl)-7-methoxychromen-2-one
• SMILES (Canonical): CC(C)(C=CC1=C(C=CC2=C1OC(=O)C=C2)OC)O
• SMILES (Isomeric): CC(C)(C=CC1=C(C=CC2=C1OC(=O)C=C2)OC)O
• InChI: InChI=1S/C15H16O4/c1-15(2,17)9-8-11-12(18-3)6-4-10-5-7-13(16)19-14(10)11/h4-9,17H,1-3H3
• InChI Key: MDKAWXCQYALXRL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₄
• Molecular Weight: 260.28 g/mol
• Exact Mass: 260.10485899 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.59
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• AKOS032961627

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9840	98.40%
Caco-2	+	0.6982	69.82%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7278	72.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9284	92.84%
OATP1B3 inhibitior	+	0.9781	97.81%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5689	56.89%
P-glycoprotein inhibitior	-	0.8116	81.16%
P-glycoprotein substrate	-	0.9150	91.50%
CYP3A4 substrate	-	0.5527	55.27%
CYP2C9 substrate	-	0.6589	65.89%
CYP2D6 substrate	-	0.8388	83.88%
CYP3A4 inhibition	-	0.5446	54.46%
CYP2C9 inhibition	-	0.7950	79.50%
CYP2C19 inhibition	-	0.5380	53.80%
CYP2D6 inhibition	-	0.8696	86.96%
CYP1A2 inhibition	+	0.5516	55.16%
CYP2C8 inhibition	-	0.6494	64.94%
CYP inhibitory promiscuity	-	0.5840	58.40%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Danger	0.4706	47.06%
Eye corrosion	-	0.9841	98.41%
Eye irritation	+	0.8164	81.64%
Skin irritation	-	0.7615	76.15%
Skin corrosion	-	0.9771	97.71%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3731	37.31%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.8929	89.29%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5198	51.98%
Acute Oral Toxicity (c)	II	0.4681	46.81%
Estrogen receptor binding	+	0.9147	91.47%
Androgen receptor binding	+	0.7252	72.52%
Thyroid receptor binding	-	0.4904	49.04%
Glucocorticoid receptor binding	+	0.7230	72.30%
Aromatase binding	+	0.7900	79.00%
PPAR gamma	+	0.8280	82.80%
Honey bee toxicity	-	0.9062	90.62%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9840	98.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.91%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.42%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.69%	94.00%
CHEMBL2581	P07339	Cathepsin D	88.34%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.62%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.69%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.85%	99.23%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	80.70%	98.00%

Plants that contains it

• Leionema coxii
• Murraya paniculata

Cross-Links

• PubChem: 78385338
• LOTUS: LTS0080736
• wikiData: Q105161806