(6-formyl-3,10-dimethyl-2-oxo-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-4-yl) acetate

Details

• Internal ID: f7d57db0-8a5d-485d-a363-bfda4f502da1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (6-formyl-3,10-dimethyl-2-oxo-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-4-yl) acetate
• SMILES (Canonical): CC1C2C(CC(=CCCC(=CC2OC1=O)C)C=O)OC(=O)C
• SMILES (Isomeric): CC1C2C(CC(=CCCC(=CC2OC1=O)C)C=O)OC(=O)C
• InChI: InChI=1S/C17H22O5/c1-10-5-4-6-13(9-18)8-15(21-12(3)19)16-11(2)17(20)22-14(16)7-10/h6-7,9,11,14-16H,4-5,8H2,1-3H3
• InChI Key: NMOWIJYBUWYSLF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₅
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.14672380 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.35
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9915	99.15%
Caco-2	+	0.7279	72.79%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6339	63.39%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.8722	87.22%
OATP1B3 inhibitior	+	0.9048	90.48%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.7525	75.25%
P-glycoprotein inhibitior	-	0.6842	68.42%
P-glycoprotein substrate	-	0.8013	80.13%
CYP3A4 substrate	+	0.5906	59.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9031	90.31%
CYP3A4 inhibition	-	0.7309	73.09%
CYP2C9 inhibition	-	0.8806	88.06%
CYP2C19 inhibition	-	0.7994	79.94%
CYP2D6 inhibition	-	0.9501	95.01%
CYP1A2 inhibition	+	0.6923	69.23%
CYP2C8 inhibition	-	0.8355	83.55%
CYP inhibitory promiscuity	-	0.8997	89.97%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6413	64.13%
Eye corrosion	-	0.9471	94.71%
Eye irritation	-	0.8931	89.31%
Skin irritation	-	0.5202	52.02%
Skin corrosion	-	0.9328	93.28%
Ames mutagenesis	+	0.5072	50.72%
Human Ether-a-go-go-Related Gene inhibition	-	0.5583	55.83%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.6152	61.52%
skin sensitisation	-	0.8176	81.76%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.7532	75.32%
Acute Oral Toxicity (c)	III	0.4423	44.23%
Estrogen receptor binding	-	0.6560	65.60%
Androgen receptor binding	-	0.5740	57.40%
Thyroid receptor binding	-	0.6406	64.06%
Glucocorticoid receptor binding	+	0.5741	57.41%
Aromatase binding	-	0.7865	78.65%
PPAR gamma	-	0.7156	71.56%
Honey bee toxicity	-	0.8051	80.51%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9890	98.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.00%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.95%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.67%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	87.99%	91.49%
CHEMBL2581	P07339	Cathepsin D	87.51%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.55%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.50%	94.80%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.38%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.51%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.24%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.04%	99.23%
CHEMBL5028	O14672	ADAM10	80.64%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.09%	100.00%

Plants that contains it

• Blainvillea acmella

Cross-Links

• PubChem: 162978297
• LOTUS: LTS0205802
• wikiData: Q105181899