7-[(2E,6E)-8-hydroxy-3,7-dimethylocta-2,6-dienoxy]chromen-2-one

Details

• Internal ID: 73ae05a1-f962-441d-8189-2cec28ca843d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 7-[(2E,6E)-8-hydroxy-3,7-dimethylocta-2,6-dienoxy]chromen-2-one
• SMILES (Canonical): CC(=CCOC1=CC2=C(C=C1)C=CC(=O)O2)CCC=C(C)CO
• SMILES (Isomeric): C/C(=C\COC1=CC2=C(C=C1)C=CC(=O)O2)/CC/C=C(\C)/CO
• InChI: InChI=1S/C19H22O4/c1-14(4-3-5-15(2)13-20)10-11-22-17-8-6-16-7-9-19(21)23-18(16)12-17/h5-10,12,20H,3-4,11,13H2,1-2H3/b14-10+,15-5+
• InChI Key: UMCTXEGQLBHWGF-QNCWQPSJSA-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: 4.00
• 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	+	0.9574	95.74%
Caco-2	+	0.6532	65.32%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6466	64.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8514	85.14%
OATP1B3 inhibitior	+	0.9188	91.88%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8949	89.49%
P-glycoprotein inhibitior	-	0.5359	53.59%
P-glycoprotein substrate	-	0.8586	85.86%
CYP3A4 substrate	+	0.5284	52.84%
CYP2C9 substrate	-	0.6435	64.35%
CYP2D6 substrate	-	0.8097	80.97%
CYP3A4 inhibition	+	0.6316	63.16%
CYP2C9 inhibition	-	0.6609	66.09%
CYP2C19 inhibition	+	0.7490	74.90%
CYP2D6 inhibition	-	0.6598	65.98%
CYP1A2 inhibition	+	0.8226	82.26%
CYP2C8 inhibition	-	0.6979	69.79%
CYP inhibitory promiscuity	+	0.6048	60.48%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7182	71.82%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9128	91.28%
Skin irritation	-	0.7761	77.61%
Skin corrosion	-	0.9666	96.66%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8830	88.30%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5583	55.83%
skin sensitisation	-	0.8398	83.98%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.5892	58.92%
Acute Oral Toxicity (c)	III	0.5180	51.80%
Estrogen receptor binding	+	0.8073	80.73%
Androgen receptor binding	+	0.8194	81.94%
Thyroid receptor binding	-	0.5361	53.61%
Glucocorticoid receptor binding	+	0.5854	58.54%
Aromatase binding	+	0.6867	68.67%
PPAR gamma	+	0.7294	72.94%
Honey bee toxicity	-	0.8858	88.58%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9959	99.59%

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	98.67%	92.51%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.20%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.27%	99.17%
CHEMBL2581	P07339	Cathepsin D	94.29%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.85%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.91%	94.00%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	91.80%	92.08%
CHEMBL1951	P21397	Monoamine oxidase A	87.14%	91.49%
CHEMBL4208	P20618	Proteasome component C5	86.98%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.59%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.07%	95.56%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	84.56%	83.57%
CHEMBL4296013	Q5VWK5	Interleukin-23 receptor	83.42%	88.00%

Plants that contains it

• Cnidium monnieri
• Prangos pabularia

Cross-Links

• PubChem: 13819674
• LOTUS: LTS0155998
• wikiData: Q105275490