(4R,7S,10E,13S)-7-ethoxy-11-methyl-4-prop-1-en-2-yl-14-oxabicyclo[11.2.1]hexadeca-1(16),10-diene-3,6,9,15-tetrone

Details

• Internal ID: f56d6540-af76-442e-83a6-5166d3c9451d
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (4R,7S,10E,13S)-7-ethoxy-11-methyl-4-prop-1-en-2-yl-14-oxabicyclo[11.2.1]hexadeca-1(16),10-diene-3,6,9,15-tetrone
• SMILES (Canonical): CCOC1CC(=O)C=C(CC2C=C(CC(=O)C(CC1=O)C(=C)C)C(=O)O2)C
• SMILES (Isomeric): CCO[C@H]1CC(=O)/C=C(/C[C@H]2C=C(CC(=O)[C@H](CC1=O)C(=C)C)C(=O)O2)\C
• InChI: InChI=1S/C21H26O6/c1-5-26-20-10-15(22)6-13(4)7-16-8-14(21(25)27-16)9-18(23)17(12(2)3)11-19(20)24/h6,8,16-17,20H,2,5,7,9-11H2,1,3-4H3/b13-6+/t16-,17+,20-/m0/s1
• InChI Key: ALTRNXWGUQFXSC-UNNYLJGKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₆
• Molecular Weight: 374.40 g/mol
• Exact Mass: 374.17293854 g/mol
• Topological Polar Surface Area (TPSA): 86.70 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.66
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	-	0.6299	62.99%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6401	64.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8633	86.33%
OATP1B3 inhibitior	+	0.9369	93.69%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6328	63.28%
P-glycoprotein inhibitior	+	0.5721	57.21%
P-glycoprotein substrate	-	0.7405	74.05%
CYP3A4 substrate	+	0.5916	59.16%
CYP2C9 substrate	-	0.8092	80.92%
CYP2D6 substrate	-	0.8984	89.84%
CYP3A4 inhibition	-	0.5207	52.07%
CYP2C9 inhibition	-	0.7714	77.14%
CYP2C19 inhibition	-	0.6288	62.88%
CYP2D6 inhibition	-	0.9428	94.28%
CYP1A2 inhibition	-	0.5397	53.97%
CYP2C8 inhibition	-	0.6606	66.06%
CYP inhibitory promiscuity	-	0.7764	77.64%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6104	61.04%
Eye corrosion	-	0.9685	96.85%
Eye irritation	-	0.8535	85.35%
Skin irritation	-	0.5593	55.93%
Skin corrosion	-	0.9482	94.82%
Ames mutagenesis	-	0.5254	52.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4893	48.93%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.6729	67.29%
skin sensitisation	-	0.7990	79.90%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.8130	81.30%
Acute Oral Toxicity (c)	III	0.5705	57.05%
Estrogen receptor binding	-	0.6168	61.68%
Androgen receptor binding	+	0.5641	56.41%
Thyroid receptor binding	-	0.7011	70.11%
Glucocorticoid receptor binding	+	0.7859	78.59%
Aromatase binding	-	0.5757	57.57%
PPAR gamma	+	0.6514	65.14%
Honey bee toxicity	-	0.7347	73.47%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6050	60.50%
Fish aquatic toxicity	+	0.9969	99.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.98%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.60%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.50%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.19%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.42%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.25%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.29%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.00%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	84.06%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.80%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	82.86%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.09%	97.09%

Plants that contains it

• Citrus glauca

Cross-Links

• PubChem: 10738169
• NPASS: NPC885
• LOTUS: LTS0098814
• wikiData: Q104914358