7-(7-Hydroxy-3,7-dimethylocta-2,5-dienoxy)-8-methoxychromen-2-one

Details

• Internal ID: 63684d93-fcc3-4315-8f41-d6749834c8d0
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 7-(7-hydroxy-3,7-dimethylocta-2,5-dienoxy)-8-methoxychromen-2-one
• SMILES (Canonical): CC(=CCOC1=C(C2=C(C=C1)C=CC(=O)O2)OC)CC=CC(C)(C)O
• SMILES (Isomeric): CC(=CCOC1=C(C2=C(C=C1)C=CC(=O)O2)OC)CC=CC(C)(C)O
• InChI: InChI=1S/C20H24O5/c1-14(6-5-12-20(2,3)22)11-13-24-16-9-7-15-8-10-17(21)25-18(15)19(16)23-4/h5,7-12,22H,6,13H2,1-4H3
• InChI Key: HAXANHARRBCLKV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₅
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.16237386 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.84
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9695	96.95%
Caco-2	+	0.6927	69.27%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7623	76.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8997	89.97%
OATP1B3 inhibitior	+	0.9056	90.56%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9428	94.28%
P-glycoprotein inhibitior	+	0.6291	62.91%
P-glycoprotein substrate	-	0.8114	81.14%
CYP3A4 substrate	+	0.5329	53.29%
CYP2C9 substrate	-	0.6340	63.40%
CYP2D6 substrate	-	0.8186	81.86%
CYP3A4 inhibition	-	0.5740	57.40%
CYP2C9 inhibition	+	0.6497	64.97%
CYP2C19 inhibition	+	0.8367	83.67%
CYP2D6 inhibition	-	0.7557	75.57%
CYP1A2 inhibition	+	0.8793	87.93%
CYP2C8 inhibition	+	0.5158	51.58%
CYP inhibitory promiscuity	+	0.6021	60.21%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6741	67.41%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.8556	85.56%
Skin irritation	-	0.7720	77.20%
Skin corrosion	-	0.9618	96.18%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8745	87.45%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.7942	79.42%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6409	64.09%
Acute Oral Toxicity (c)	III	0.5593	55.93%
Estrogen receptor binding	+	0.9169	91.69%
Androgen receptor binding	+	0.6514	65.14%
Thyroid receptor binding	+	0.6817	68.17%
Glucocorticoid receptor binding	+	0.8229	82.29%
Aromatase binding	+	0.6826	68.26%
PPAR gamma	+	0.7789	77.89%
Honey bee toxicity	-	0.8913	89.13%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
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
CHEMBL3401	O75469	Pregnane X receptor	93.61%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.38%	96.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.21%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.36%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.62%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.10%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.72%	86.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.82%	89.34%
CHEMBL2535	P11166	Glucose transporter	84.22%	98.75%
CHEMBL2581	P07339	Cathepsin D	83.02%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	81.45%	94.75%
CHEMBL4208	P20618	Proteasome component C5	81.05%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.82%	96.00%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	80.24%	96.09%

Plants that contains it

• Zanthoxylum schinifolium

Cross-Links

• PubChem: 78385458
• LOTUS: LTS0096595
• wikiData: Q105025115