7-(7-Hydroxy-3,7-dimethylocta-2,5-dienoxy)chromen-2-one

Details

• Internal ID: 6e37495f-3dee-410e-a558-6d9f49ed229b
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 7-(7-hydroxy-3,7-dimethylocta-2,5-dienoxy)chromen-2-one
• SMILES (Canonical): CC(=CCOC1=CC2=C(C=C1)C=CC(=O)O2)CC=CC(C)(C)O
• SMILES (Isomeric): CC(=CCOC1=CC2=C(C=C1)C=CC(=O)O2)CC=CC(C)(C)O
• InChI: InChI=1S/C19H22O4/c1-14(5-4-11-19(2,3)21)10-12-22-16-8-6-15-7-9-18(20)23-17(15)13-16/h4,6-11,13,21H,5,12H2,1-3H3
• InChI Key: ZHQPRJMIAALFHX-UHFFFAOYSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₄
• Molecular Weight: 314.40 g/mol
• Exact Mass: 314.15180918 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.84
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9797	97.97%
Caco-2	+	0.7100	71.00%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7447	74.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8036	80.36%
OATP1B3 inhibitior	+	0.8795	87.95%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9437	94.37%
P-glycoprotein inhibitior	-	0.6230	62.30%
P-glycoprotein substrate	-	0.8750	87.50%
CYP3A4 substrate	+	0.5488	54.88%
CYP2C9 substrate	-	0.6340	63.40%
CYP2D6 substrate	-	0.8186	81.86%
CYP3A4 inhibition	-	0.6137	61.37%
CYP2C9 inhibition	+	0.7748	77.48%
CYP2C19 inhibition	+	0.8492	84.92%
CYP2D6 inhibition	-	0.7959	79.59%
CYP1A2 inhibition	+	0.8586	85.86%
CYP2C8 inhibition	-	0.6075	60.75%
CYP inhibitory promiscuity	+	0.6374	63.74%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.6215	62.15%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.8879	88.79%
Skin irritation	-	0.7586	75.86%
Skin corrosion	-	0.9673	96.73%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8522	85.22%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5042	50.42%
skin sensitisation	-	0.7226	72.26%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6367	63.67%
Acute Oral Toxicity (c)	III	0.6370	63.70%
Estrogen receptor binding	+	0.9131	91.31%
Androgen receptor binding	+	0.7895	78.95%
Thyroid receptor binding	+	0.6496	64.96%
Glucocorticoid receptor binding	+	0.8113	81.13%
Aromatase binding	+	0.7952	79.52%
PPAR gamma	+	0.8182	81.82%
Honey bee toxicity	-	0.8776	87.76%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	97.08%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	96.58%	94.73%
CHEMBL2039	P27338	Monoamine oxidase B	96.37%	92.51%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.91%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.69%	99.17%
CHEMBL2581	P07339	Cathepsin D	93.22%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	90.31%	91.49%
CHEMBL4208	P20618	Proteasome component C5	90.10%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.21%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.42%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.59%	89.34%
CHEMBL4531	P17931	Galectin-3	81.80%	96.90%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.40%	89.00%

Plants that contains it

• Clausena anisum-olens
• Clausena excavata
• Hansenia forbesii
• Rhadinothamnus anceps
• Zanthoxylum schinifolium

Cross-Links

• PubChem: 74478520
• LOTUS: LTS0040812
• wikiData: Q105375953