4-[4,8-dimethyl-10-(2,6,6-trimethyl-3-oxocyclohexen-1-yl)deca-3,7-dienyl]-2H-furan-5-one

Details

• Internal ID: b07d81c0-c28c-4e10-8348-f00afa66fc2e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 4-[4,8-dimethyl-10-(2,6,6-trimethyl-3-oxocyclohexen-1-yl)deca-3,7-dienyl]-2H-furan-5-one
• InChI: InChI=1S/C25H36O3/c1-18(10-7-11-21-15-17-28-24(21)27)8-6-9-19(2)12-13-22-20(3)23(26)14-16-25(22,4)5/h9-10,15H,6-8,11-14,16-17H2,1-5H3
• InChI Key: PRRMUPFGQLWFJH-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₆O₃
• Molecular Weight: 384.60 g/mol
• Exact Mass: 384.26644501 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 6.41
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9930	99.30%
Caco-2	+	0.6007	60.07%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8570	85.70%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.8353	83.53%
OATP1B3 inhibitior	+	0.9306	93.06%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	+	0.9541	95.41%
P-glycoprotein inhibitior	+	0.5837	58.37%
P-glycoprotein substrate	-	0.7764	77.64%
CYP3A4 substrate	+	0.6191	61.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9060	90.60%
CYP3A4 inhibition	-	0.7811	78.11%
CYP2C9 inhibition	-	0.8436	84.36%
CYP2C19 inhibition	-	0.8055	80.55%
CYP2D6 inhibition	-	0.9168	91.68%
CYP1A2 inhibition	-	0.7299	72.99%
CYP2C8 inhibition	-	0.7091	70.91%
CYP inhibitory promiscuity	-	0.7834	78.34%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9128	91.28%
Carcinogenicity (trinary)	Non-required	0.5602	56.02%
Eye corrosion	-	0.9785	97.85%
Eye irritation	-	0.8410	84.10%
Skin irritation	-	0.5859	58.59%
Skin corrosion	-	0.9418	94.18%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6654	66.54%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.5984	59.84%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	-	0.5767	57.67%
Acute Oral Toxicity (c)	III	0.6687	66.87%
Estrogen receptor binding	-	0.5916	59.16%
Androgen receptor binding	+	0.5294	52.94%
Thyroid receptor binding	+	0.5306	53.06%
Glucocorticoid receptor binding	-	0.4908	49.08%
Aromatase binding	-	0.4921	49.21%
PPAR gamma	+	0.7778	77.78%
Honey bee toxicity	-	0.8226	82.26%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9917	99.17%

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	97.91%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.49%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.18%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.66%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.16%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	88.75%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.49%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	86.24%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.88%	100.00%
CHEMBL2039	P27338	Monoamine oxidase B	81.87%	92.51%
CHEMBL4208	P20618	Proteasome component C5	81.28%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.69%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.68%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.38%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 475336
• LOTUS: LTS0253022
• wikiData: Q105213886