(4R,13R)-11-methyl-4-propan-2-yl-14-oxabicyclo[11.2.1]hexadeca-1(16),5,7,10-tetraen-15-one

Details

• Internal ID: a08e51b1-b4a7-43dd-914a-9c818f186fce
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (4R,13R)-11-methyl-4-propan-2-yl-14-oxabicyclo[11.2.1]hexadeca-1(16),5,7,10-tetraen-15-one
• InChI: InChI=1S/C19H26O2/c1-14(2)16-9-7-5-4-6-8-15(3)12-18-13-17(11-10-16)19(20)21-18/h4-5,7-9,13-14,16,18H,6,10-12H2,1-3H3/t16-,18-/m1/s1
• InChI Key: XGOUVUGDMGCMPG-SJLPKXTDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₂
• Molecular Weight: 286.40 g/mol
• Exact Mass: 286.193280068 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.74
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.8842	88.42%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4346	43.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9114	91.14%
OATP1B3 inhibitior	+	0.9546	95.46%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.5737	57.37%
P-glycoprotein inhibitior	-	0.7702	77.02%
P-glycoprotein substrate	-	0.8719	87.19%
CYP3A4 substrate	+	0.5355	53.55%
CYP2C9 substrate	-	0.6104	61.04%
CYP2D6 substrate	-	0.8799	87.99%
CYP3A4 inhibition	-	0.8630	86.30%
CYP2C9 inhibition	-	0.8715	87.15%
CYP2C19 inhibition	-	0.5357	53.57%
CYP2D6 inhibition	-	0.9291	92.91%
CYP1A2 inhibition	+	0.5454	54.54%
CYP2C8 inhibition	-	0.8443	84.43%
CYP inhibitory promiscuity	-	0.9009	90.09%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5859	58.59%
Eye corrosion	-	0.8809	88.09%
Eye irritation	-	0.9580	95.80%
Skin irritation	-	0.5201	52.01%
Skin corrosion	-	0.9633	96.33%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3810	38.10%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.7106	71.06%
skin sensitisation	+	0.5768	57.68%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	-	0.5590	55.90%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.5719	57.19%
Acute Oral Toxicity (c)	III	0.7105	71.05%
Estrogen receptor binding	-	0.6948	69.48%
Androgen receptor binding	-	0.6649	66.49%
Thyroid receptor binding	-	0.6622	66.22%
Glucocorticoid receptor binding	+	0.6088	60.88%
Aromatase binding	-	0.6551	65.51%
PPAR gamma	+	0.5361	53.61%
Honey bee toxicity	-	0.6687	66.87%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9607	96.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.28%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.71%	98.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.18%	96.47%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.48%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.41%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.50%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.68%	93.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.13%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.70%	97.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.88%	94.80%
CHEMBL3401	O75469	Pregnane X receptor	81.17%	94.73%

Plants that contains it

• Croton gratissimus

Cross-Links

• PubChem: 162955521
• LOTUS: LTS0096335
• wikiData: Q105327714