2,6-Dimethyl-11,15-dioxo-14-oxapentacyclo[8.8.0.01,9.02,7.012,16]octadec-12(16)-ene-6-carboxylic acid

Details

• Internal ID: 4676a398-caa7-4628-a945-031d345ee228
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: 2,6-dimethyl-11,15-dioxo-14-oxapentacyclo[8.8.0.01,9.02,7.012,16]octadec-12(16)-ene-6-carboxylic acid
• SMILES (Canonical): CC1(CCCC2(C1CC3C24C3C(=O)C5=C(CC4)C(=O)OC5)C)C(=O)O
• SMILES (Isomeric): CC1(CCCC2(C1CC3C24C3C(=O)C5=C(CC4)C(=O)OC5)C)C(=O)O
• InChI: InChI=1S/C20H24O5/c1-18(17(23)24)5-3-6-19(2)13(18)8-12-14-15(21)11-9-25-16(22)10(11)4-7-20(12,14)19/h12-14H,3-9H2,1-2H3,(H,23,24)
• InChI Key: RAEWZDDLERMABS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₅
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.16237386 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.74
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9920	99.20%
Caco-2	+	0.7080	70.80%
Blood Brain Barrier	+	0.5178	51.78%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8100	81.00%
OATP2B1 inhibitior	-	0.8671	86.71%
OATP1B1 inhibitior	+	0.8467	84.67%
OATP1B3 inhibitior	+	0.9500	95.00%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.5230	52.30%
BSEP inhibitior	+	0.6368	63.68%
P-glycoprotein inhibitior	-	0.5422	54.22%
P-glycoprotein substrate	-	0.8103	81.03%
CYP3A4 substrate	+	0.6001	60.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9066	90.66%
CYP3A4 inhibition	-	0.8556	85.56%
CYP2C9 inhibition	-	0.6770	67.70%
CYP2C19 inhibition	-	0.8519	85.19%
CYP2D6 inhibition	-	0.9101	91.01%
CYP1A2 inhibition	-	0.5811	58.11%
CYP2C8 inhibition	-	0.7127	71.27%
CYP inhibitory promiscuity	-	0.8857	88.57%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5817	58.17%
Eye corrosion	-	0.9825	98.25%
Eye irritation	-	0.9094	90.94%
Skin irritation	-	0.5907	59.07%
Skin corrosion	-	0.9263	92.63%
Ames mutagenesis	-	0.5454	54.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6383	63.83%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.6580	65.80%
skin sensitisation	-	0.8199	81.99%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5105	51.05%
Acute Oral Toxicity (c)	III	0.4419	44.19%
Estrogen receptor binding	+	0.8382	83.82%
Androgen receptor binding	+	0.7750	77.50%
Thyroid receptor binding	+	0.6427	64.27%
Glucocorticoid receptor binding	+	0.9049	90.49%
Aromatase binding	+	0.7820	78.20%
PPAR gamma	+	0.6900	69.00%
Honey bee toxicity	-	0.8778	87.78%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9966	99.66%

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	95.24%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.06%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.53%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.46%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.82%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	87.67%	91.19%
CHEMBL2996	Q05655	Protein kinase C delta	85.34%	97.79%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.23%	97.25%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.19%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.13%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.06%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.91%	89.00%
CHEMBL299	P17252	Protein kinase C alpha	81.91%	98.03%

Plants that contains it

• Salvia digitaloides

Cross-Links

• PubChem: 75230160
• LOTUS: LTS0004510
• wikiData: Q105232566