6-[2-(2-hydroxy-5-oxo-2H-furan-4-yl)ethyl]-6,7-dimethyl-10-methylidenecyclodeca-1,3-diene-1-carboxylic acid

Details

• Internal ID: 8d60f1b8-6cf4-4ba6-b4f3-3f3323a7bc3f
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: 6-[2-(2-hydroxy-5-oxo-2H-furan-4-yl)ethyl]-6,7-dimethyl-10-methylidenecyclodeca-1,3-diene-1-carboxylic acid
• SMILES (Canonical): CC1CCC(=C)C(=CC=CCC1(C)CCC2=CC(OC2=O)O)C(=O)O
• SMILES (Isomeric): CC1CCC(=C)C(=CC=CCC1(C)CCC2=CC(OC2=O)O)C(=O)O
• InChI: InChI=1S/C20H26O5/c1-13-7-8-14(2)20(3,10-5-4-6-16(13)18(22)23)11-9-15-12-17(21)25-19(15)24/h4-6,12,14,17,21H,1,7-11H2,2-3H3,(H,22,23)
• InChI Key: DYQVUHJGPRMPQI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₅
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.17802393 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.52
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9430	94.30%
Caco-2	-	0.5394	53.94%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6512	65.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8489	84.89%
OATP1B3 inhibitior	+	0.8977	89.77%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6021	60.21%
BSEP inhibitior	-	0.6014	60.14%
P-glycoprotein inhibitior	-	0.6817	68.17%
P-glycoprotein substrate	-	0.7333	73.33%
CYP3A4 substrate	+	0.6411	64.11%
CYP2C9 substrate	-	0.8008	80.08%
CYP2D6 substrate	-	0.8981	89.81%
CYP3A4 inhibition	-	0.7697	76.97%
CYP2C9 inhibition	-	0.8317	83.17%
CYP2C19 inhibition	-	0.8546	85.46%
CYP2D6 inhibition	-	0.9176	91.76%
CYP1A2 inhibition	+	0.5551	55.51%
CYP2C8 inhibition	-	0.6028	60.28%
CYP inhibitory promiscuity	-	0.8987	89.87%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8928	89.28%
Carcinogenicity (trinary)	Non-required	0.5912	59.12%
Eye corrosion	-	0.9653	96.53%
Eye irritation	-	0.9735	97.35%
Skin irritation	+	0.5401	54.01%
Skin corrosion	-	0.9003	90.03%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3836	38.36%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.7131	71.31%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.5692	56.92%
Acute Oral Toxicity (c)	III	0.4907	49.07%
Estrogen receptor binding	-	0.4755	47.55%
Androgen receptor binding	-	0.5896	58.96%
Thyroid receptor binding	-	0.5364	53.64%
Glucocorticoid receptor binding	+	0.6438	64.38%
Aromatase binding	+	0.7250	72.50%
PPAR gamma	+	0.6100	61.00%
Honey bee toxicity	-	0.7796	77.96%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	96.57%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	95.98%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.46%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.93%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.38%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.81%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.60%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.44%	99.23%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	85.01%	89.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.64%	97.09%

Plants that contains it

• Croton megistocarpus
• Pulicaria glutinosa

Cross-Links

• PubChem: 163040948
• LOTUS: LTS0099665
• wikiData: Q104991524