(1R,2S,6R)-2-[2-(furan-3-yl)-2-oxoethyl]-7-methyl-3-methylidene-9-oxatricyclo[5.3.3.01,6]tridecan-8-one

Details

• Internal ID: 68dac531-c6c1-4079-9037-685b71b7443b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (1R,2S,6R)-2-[2-(furan-3-yl)-2-oxoethyl]-7-methyl-3-methylidene-9-oxatricyclo[5.3.3.01,6]tridecan-8-one
• InChI: InChI=1S/C20H24O4/c1-13-4-5-17-19(2)7-3-8-20(17,12-24-18(19)22)15(13)10-16(21)14-6-9-23-11-14/h6,9,11,15,17H,1,3-5,7-8,10,12H2,2H3/t15-,17-,19?,20+/m0/s1
• InChI Key: NELUXAHWLQZBLF-ITQZNNSKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₄
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.16745924 g/mol
• Topological Polar Surface Area (TPSA): 56.50 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 4.17
• H-Bond Acceptor: 4
• 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	+	0.9904	99.04%
Caco-2	+	0.6846	68.46%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8172	81.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7608	76.08%
OATP1B3 inhibitior	+	0.9152	91.52%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.7552	75.52%
P-glycoprotein inhibitior	-	0.6971	69.71%
P-glycoprotein substrate	-	0.6349	63.49%
CYP3A4 substrate	+	0.6258	62.58%
CYP2C9 substrate	-	0.5982	59.82%
CYP2D6 substrate	-	0.8593	85.93%
CYP3A4 inhibition	+	0.6081	60.81%
CYP2C9 inhibition	-	0.8417	84.17%
CYP2C19 inhibition	-	0.7382	73.82%
CYP2D6 inhibition	-	0.9074	90.74%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	+	0.5356	53.56%
CYP inhibitory promiscuity	-	0.7460	74.60%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5557	55.57%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.8940	89.40%
Skin irritation	-	0.5705	57.05%
Skin corrosion	-	0.9093	90.93%
Ames mutagenesis	-	0.6470	64.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8641	86.41%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5682	56.82%
skin sensitisation	-	0.8123	81.23%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.5906	59.06%
Acute Oral Toxicity (c)	III	0.4977	49.77%
Estrogen receptor binding	+	0.7691	76.91%
Androgen receptor binding	+	0.6342	63.42%
Thyroid receptor binding	+	0.6057	60.57%
Glucocorticoid receptor binding	+	0.7421	74.21%
Aromatase binding	+	0.7281	72.81%
PPAR gamma	+	0.6939	69.39%
Honey bee toxicity	-	0.8874	88.74%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
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	95.96%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	93.97%	90.17%
CHEMBL2581	P07339	Cathepsin D	92.56%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.48%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.53%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.64%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.47%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.73%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.35%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.63%	95.89%
CHEMBL4040	P28482	MAP kinase ERK2	83.20%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.78%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.06%	93.04%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.86%	99.23%

Plants that contains it

• Sciadopitys verticillata

Cross-Links

• PubChem: 163190284
• LOTUS: LTS0236053
• wikiData: Q105178031