N-[[(1S,2S,4S,7Z,11S,12R)-4,8-dimethyl-13-oxo-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-en-12-yl]methyl]acetamide

Details

• Internal ID: cea9efb4-7416-4bf3-bd54-7d5b2897e92e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: N-[[(1S,2S,4S,7Z,11S,12R)-4,8-dimethyl-13-oxo-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-en-12-yl]methyl]acetamide
• InChI: InChI=1S/C17H25NO4/c1-10-5-4-8-17(3)15(22-17)14-12(7-6-10)13(16(20)21-14)9-18-11(2)19/h5,12-15H,4,6-9H2,1-3H3,(H,18,19)/b10-5-/t12-,13-,14-,15-,17-/m0/s1
• InChI Key: AETACSMBICRTEP-QGJAPQDVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₅NO₄
• Molecular Weight: 307.40 g/mol
• Exact Mass: 307.17835828 g/mol
• Topological Polar Surface Area (TPSA): 67.90 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.96
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9404	94.04%
Caco-2	+	0.7521	75.21%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6812	68.12%
OATP2B1 inhibitior	-	0.8618	86.18%
OATP1B1 inhibitior	+	0.9266	92.66%
OATP1B3 inhibitior	+	0.9405	94.05%
MATE1 inhibitior	-	0.9072	90.72%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8360	83.60%
P-glycoprotein inhibitior	-	0.6814	68.14%
P-glycoprotein substrate	-	0.5655	56.55%
CYP3A4 substrate	+	0.6398	63.98%
CYP2C9 substrate	-	0.6048	60.48%
CYP2D6 substrate	-	0.8502	85.02%
CYP3A4 inhibition	-	0.8960	89.60%
CYP2C9 inhibition	-	0.8091	80.91%
CYP2C19 inhibition	-	0.7775	77.75%
CYP2D6 inhibition	-	0.9239	92.39%
CYP1A2 inhibition	-	0.6011	60.11%
CYP2C8 inhibition	-	0.6808	68.08%
CYP inhibitory promiscuity	-	0.8406	84.06%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Danger	0.4400	44.00%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.9814	98.14%
Skin irritation	-	0.6994	69.94%
Skin corrosion	-	0.9112	91.12%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6455	64.55%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.5054	50.54%
skin sensitisation	-	0.8193	81.93%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.4542	45.42%
Acute Oral Toxicity (c)	III	0.6195	61.95%
Estrogen receptor binding	-	0.5897	58.97%
Androgen receptor binding	+	0.6904	69.04%
Thyroid receptor binding	+	0.6386	63.86%
Glucocorticoid receptor binding	+	0.5661	56.61%
Aromatase binding	-	0.7453	74.53%
PPAR gamma	-	0.6109	61.09%
Honey bee toxicity	-	0.8149	81.49%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9150	91.50%

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	98.21%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.45%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.52%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.34%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.89%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.39%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.29%	100.00%
CHEMBL2581	P07339	Cathepsin D	83.90%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.71%	85.14%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.98%	94.33%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.46%	94.08%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.27%	95.50%
CHEMBL5028	O14672	ADAM10	81.21%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.11%	100.00%

Plants that contains it

• Magnolia rajaniana

Cross-Links

• PubChem: 163004076
• LOTUS: LTS0143458
• wikiData: Q104910541