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

Details

• Internal ID: 9c796cb3-36ec-42c9-80e8-e87f1f8a07e0
• 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) 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC(=CCCC(=CC2C1C(C(=O)O2)C)C)C=O
• SMILES (Isomeric): CC=C(C)C(=O)OC1CC(=CCCC(=CC2C1C(C(=O)O2)C)C)C=O
• InChI: InChI=1S/C20H26O5/c1-5-13(3)19(22)24-17-10-15(11-21)8-6-7-12(2)9-16-18(17)14(4)20(23)25-16/h5,8-9,11,14,16-18H,6-7,10H2,1-4H3
• InChI Key: OINHBRHDESHNCM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₅
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.17802393 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.30
• H-Bond Acceptor: 5
• 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	+	0.9915	99.15%
Caco-2	+	0.8114	81.14%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6339	63.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8508	85.08%
OATP1B3 inhibitior	+	0.9048	90.48%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7536	75.36%
P-glycoprotein inhibitior	+	0.6789	67.89%
P-glycoprotein substrate	-	0.7144	71.44%
CYP3A4 substrate	+	0.6180	61.80%
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	-	0.7787	77.87%
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	-	0.9546	95.46%
Skin irritation	-	0.5202	52.02%
Skin corrosion	-	0.9328	93.28%
Ames mutagenesis	+	0.5418	54.18%
Human Ether-a-go-go-Related Gene inhibition	+	0.7796	77.96%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.6456	64.56%
skin sensitisation	-	0.8176	81.76%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.8334	83.34%
Acute Oral Toxicity (c)	III	0.4423	44.23%
Estrogen receptor binding	-	0.5806	58.06%
Androgen receptor binding	-	0.5495	54.95%
Thyroid receptor binding	-	0.5412	54.12%
Glucocorticoid receptor binding	+	0.6153	61.53%
Aromatase binding	-	0.7520	75.20%
PPAR gamma	-	0.5775	57.75%
Honey bee toxicity	-	0.7315	73.15%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
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	94.66%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.65%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.11%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.53%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.61%	89.00%
CHEMBL2581	P07339	Cathepsin D	85.58%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.15%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.25%	93.03%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.04%	94.80%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.43%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.14%	97.25%

Plants that contains it

• Blainvillea acmella

Cross-Links

• PubChem: 163000747
• LOTUS: LTS0271081
• wikiData: Q105192621