methyl (1R,5Z,8R,12S)-1-methyl-3,10,13-trioxo-8-prop-1-en-2-yl-15-oxabicyclo[10.2.1]pentadec-5-ene-5-carboxylate

Details

• Internal ID: 02683a73-54b8-4326-b03d-8afdee8c042c
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones
• IUPAC Name: methyl (1R,5Z,8R,12S)-1-methyl-3,10,13-trioxo-8-prop-1-en-2-yl-15-oxabicyclo[10.2.1]pentadec-5-ene-5-carboxylate
• InChI: InChI=1S/C20H26O6/c1-12(2)13-5-6-14(19(24)25-4)8-16(22)10-20(3)11-17(23)18(26-20)9-15(21)7-13/h6,13,18H,1,5,7-11H2,2-4H3/b14-6-/t13-,18+,20-/m1/s1
• InChI Key: CCRQLJVTUBLUBL-DZFYVLQKSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₆
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.17293854 g/mol
• Topological Polar Surface Area (TPSA): 86.70 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.50
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9887	98.87%
Caco-2	+	0.6101	61.01%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5480	54.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8820	88.20%
OATP1B3 inhibitior	+	0.8838	88.38%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.5606	56.06%
P-glycoprotein inhibitior	-	0.5969	59.69%
P-glycoprotein substrate	-	0.6912	69.12%
CYP3A4 substrate	+	0.6379	63.79%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	-	0.9004	90.04%
CYP3A4 inhibition	-	0.7244	72.44%
CYP2C9 inhibition	-	0.8943	89.43%
CYP2C19 inhibition	-	0.8293	82.93%
CYP2D6 inhibition	-	0.9588	95.88%
CYP1A2 inhibition	-	0.6048	60.48%
CYP2C8 inhibition	-	0.5857	58.57%
CYP inhibitory promiscuity	-	0.9447	94.47%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5695	56.95%
Eye corrosion	-	0.9604	96.04%
Eye irritation	-	0.8125	81.25%
Skin irritation	-	0.6467	64.67%
Skin corrosion	-	0.9448	94.48%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3675	36.75%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.6243	62.43%
skin sensitisation	-	0.7014	70.14%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.7945	79.45%
Acute Oral Toxicity (c)	III	0.4002	40.02%
Estrogen receptor binding	-	0.5548	55.48%
Androgen receptor binding	-	0.5801	58.01%
Thyroid receptor binding	-	0.6205	62.05%
Glucocorticoid receptor binding	+	0.6674	66.74%
Aromatase binding	-	0.5251	52.51%
PPAR gamma	-	0.5681	56.81%
Honey bee toxicity	-	0.7581	75.81%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9829	98.29%

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	99.54%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.25%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.10%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	91.03%	91.19%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	89.89%	85.30%
CHEMBL2581	P07339	Cathepsin D	89.29%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.94%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	86.33%	94.73%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.84%	91.07%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.80%	85.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.48%	96.77%
CHEMBL221	P23219	Cyclooxygenase-1	82.65%	90.17%
CHEMBL4208	P20618	Proteasome component C5	81.20%	90.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.70%	97.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.04%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162895791
• LOTUS: LTS0122647
• wikiData: Q104953766