Sericealactone, (rel)-

Details

• Internal ID: 357da84b-b05c-4c0b-8a1a-cabc6c7c9e8b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: methyl 2-[(5R,6S,7aS)-6-ethenyl-7a-hydroxy-3,6-dimethyl-2-oxo-5,7-dihydro-4H-1-benzofuran-5-yl]prop-2-enoate
• InChI: InChI=1S/C16H20O5/c1-6-15(4)8-16(19)12(10(3)14(18)21-16)7-11(15)9(2)13(17)20-5/h6,11,19H,1-2,7-8H2,3-5H3/t11-,15+,16-/m0/s1
• InChI Key: IRKKTJKCMNMSKP-XZJROXQQSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₅
• Molecular Weight: 292.33 g/mol
• Exact Mass: 292.13107373 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.88
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• CHEBI:69079
• Q27137419

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6516	65.16%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.8914	89.14%
OATP1B3 inhibitior	+	0.9110	91.10%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8902	89.02%
P-glycoprotein inhibitior	-	0.8896	88.96%
P-glycoprotein substrate	-	0.8058	80.58%
CYP3A4 substrate	+	0.6387	63.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8818	88.18%
CYP3A4 inhibition	-	0.5075	50.75%
CYP2C9 inhibition	-	0.8618	86.18%
CYP2C19 inhibition	-	0.9254	92.54%
CYP2D6 inhibition	-	0.9693	96.93%
CYP1A2 inhibition	-	0.7179	71.79%
CYP2C8 inhibition	-	0.7348	73.48%
CYP inhibitory promiscuity	-	0.9531	95.31%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5199	51.99%
Eye corrosion	-	0.9803	98.03%
Eye irritation	-	0.8346	83.46%
Skin irritation	-	0.5612	56.12%
Skin corrosion	-	0.9130	91.30%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6415	64.15%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.6319	63.19%
skin sensitisation	-	0.7586	75.86%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.9058	90.58%
Acute Oral Toxicity (c)	II	0.3669	36.69%
Estrogen receptor binding	-	0.5139	51.39%
Androgen receptor binding	+	0.5801	58.01%
Thyroid receptor binding	-	0.5535	55.35%
Glucocorticoid receptor binding	-	0.6340	63.40%
Aromatase binding	-	0.6667	66.67%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7609	76.09%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9857	98.57%

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	98.36%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.59%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.82%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.05%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.38%	94.45%
CHEMBL2581	P07339	Cathepsin D	87.27%	98.95%
CHEMBL5028	O14672	ADAM10	85.63%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.33%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.69%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.19%	97.14%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.11%	85.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.63%	91.07%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.04%	93.03%
CHEMBL3401	O75469	Pregnane X receptor	80.04%	94.73%

Plants that contains it

• Neolitsea sericea

Cross-Links

• PubChem: 70698156
• LOTUS: LTS0032228
• wikiData: Q27137419