7-[(6R)-6-hydroxy-3,7-dimethylocta-2,7-dienoxy]chromen-2-one

Details

• Internal ID: 5c04deca-599a-4f85-87a7-5492bed0ed83
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 7-[(6R)-6-hydroxy-3,7-dimethylocta-2,7-dienoxy]chromen-2-one
• SMILES (Canonical): CC(=C)C(CCC(=CCOC1=CC2=C(C=C1)C=CC(=O)O2)C)O
• SMILES (Isomeric): CC(=C)[C@@H](CCC(=CCOC1=CC2=C(C=C1)C=CC(=O)O2)C)O
• InChI: InChI=1S/C19H22O4/c1-13(2)17(20)8-4-14(3)10-11-22-16-7-5-15-6-9-19(21)23-18(15)12-16/h5-7,9-10,12,17,20H,1,4,8,11H2,2-3H3/t17-/m1/s1
• InChI Key: OWAQHJLCKMIPKB-QGZVFWFLSA-N
• Popularity: 0 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: 4.30
• Atomic LogP (AlogP): 3.84
• H-Bond Acceptor: 4
• 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	+	0.9910	99.10%
Caco-2	+	0.7127	71.27%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6966	69.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8627	86.27%
OATP1B3 inhibitior	+	0.9183	91.83%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.6088	60.88%
P-glycoprotein substrate	-	0.8175	81.75%
CYP3A4 substrate	+	0.5480	54.80%
CYP2C9 substrate	-	0.8217	82.17%
CYP2D6 substrate	-	0.7862	78.62%
CYP3A4 inhibition	+	0.8649	86.49%
CYP2C9 inhibition	-	0.7418	74.18%
CYP2C19 inhibition	+	0.7480	74.80%
CYP2D6 inhibition	-	0.7402	74.02%
CYP1A2 inhibition	+	0.8339	83.39%
CYP2C8 inhibition	-	0.7664	76.64%
CYP inhibitory promiscuity	-	0.6781	67.81%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7362	73.62%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9107	91.07%
Skin irritation	-	0.7801	78.01%
Skin corrosion	-	0.9606	96.06%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8326	83.26%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.5333	53.33%
skin sensitisation	-	0.7900	79.00%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6456	64.56%
Acute Oral Toxicity (c)	III	0.4242	42.42%
Estrogen receptor binding	+	0.7236	72.36%
Androgen receptor binding	+	0.7910	79.10%
Thyroid receptor binding	-	0.5114	51.14%
Glucocorticoid receptor binding	+	0.7072	70.72%
Aromatase binding	+	0.6878	68.78%
PPAR gamma	+	0.7599	75.99%
Honey bee toxicity	-	0.8369	83.69%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
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
CHEMBL2039	P27338	Monoamine oxidase B	98.98%	92.51%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.48%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.29%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	95.25%	94.73%
CHEMBL2581	P07339	Cathepsin D	95.15%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.23%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	90.49%	91.49%
CHEMBL4208	P20618	Proteasome component C5	87.08%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.25%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.64%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.55%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.56%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.55%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.51%	86.33%

Plants that contains it

• Aegle marmelos

Cross-Links

• PubChem: 163059685
• LOTUS: LTS0195332
• wikiData: Q105201823