4-Butan-2-yloxy-6,10-dimethyl-3-methylidene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2-one

Details

• Internal ID: a13da90b-dc00-4dfd-9cb5-7f83163486a3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: 4-butan-2-yloxy-6,10-dimethyl-3-methylidene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2-one
• InChI: InChI=1S/C19H28O3/c1-6-14(4)21-16-10-12(2)8-7-9-13(3)11-17-18(16)15(5)19(20)22-17/h8,11,14,16-18H,5-7,9-10H2,1-4H3
• InChI Key: NSFZVJFVCBMEKU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₃
• Molecular Weight: 304.40 g/mol
• Exact Mass: 304.20384475 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.34
• H-Bond Acceptor: 3
• 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	+	0.9967	99.67%
Caco-2	+	0.8709	87.09%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Plasma membrane	0.3757	37.57%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.9188	91.88%
OATP1B3 inhibitior	+	0.9099	90.99%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.6199	61.99%
P-glycoprotein inhibitior	-	0.5856	58.56%
P-glycoprotein substrate	-	0.7863	78.63%
CYP3A4 substrate	+	0.5583	55.83%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8411	84.11%
CYP3A4 inhibition	-	0.5773	57.73%
CYP2C9 inhibition	-	0.8055	80.55%
CYP2C19 inhibition	+	0.5477	54.77%
CYP2D6 inhibition	-	0.9352	93.52%
CYP1A2 inhibition	+	0.6508	65.08%
CYP2C8 inhibition	-	0.7686	76.86%
CYP inhibitory promiscuity	-	0.6421	64.21%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6065	60.65%
Eye corrosion	-	0.9494	94.94%
Eye irritation	-	0.8967	89.67%
Skin irritation	-	0.5628	56.28%
Skin corrosion	-	0.9430	94.30%
Ames mutagenesis	-	0.6664	66.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.6600	66.00%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.6599	65.99%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5464	54.64%
Acute Oral Toxicity (c)	III	0.5512	55.12%
Estrogen receptor binding	-	0.6661	66.61%
Androgen receptor binding	-	0.6011	60.11%
Thyroid receptor binding	+	0.5606	56.06%
Glucocorticoid receptor binding	+	0.6491	64.91%
Aromatase binding	-	0.6054	60.54%
PPAR gamma	+	0.6254	62.54%
Honey bee toxicity	-	0.7339	73.39%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9942	99.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.18%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.27%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.15%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.48%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.46%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	90.12%	97.79%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.75%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	85.75%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.67%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.78%	93.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.41%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.19%	95.89%

Plants that contains it

• Helogyne apaloidea

Cross-Links

• PubChem: 162848138
• LOTUS: LTS0103580
• wikiData: Q105185022