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

Details

• Internal ID: ff72c84a-f2f8-4765-944d-75792060d8ad
• 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-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1CC(=CCCC(=CC2C1C(C(=O)O2)C)C)C=O
• SMILES (Isomeric): CCC(C)C(=O)OC1CC(=CCCC(=CC2C1C(C(=O)O2)C)C)C=O
• InChI: InChI=1S/C20H28O5/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/h8-9,11,13-14,16-18H,5-7,10H2,1-4H3
• InChI Key: QTYIREDCMKMWBG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₅
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.19367399 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.38
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9942	99.42%
Caco-2	+	0.7955	79.55%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5712	57.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8404	84.04%
OATP1B3 inhibitior	+	0.9380	93.80%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.5327	53.27%
P-glycoprotein inhibitior	+	0.6283	62.83%
P-glycoprotein substrate	-	0.6852	68.52%
CYP3A4 substrate	+	0.5954	59.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9031	90.31%
CYP3A4 inhibition	-	0.5757	57.57%
CYP2C9 inhibition	-	0.8170	81.70%
CYP2C19 inhibition	-	0.5915	59.15%
CYP2D6 inhibition	-	0.9330	93.30%
CYP1A2 inhibition	+	0.5529	55.29%
CYP2C8 inhibition	-	0.7337	73.37%
CYP inhibitory promiscuity	-	0.7498	74.98%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6488	64.88%
Eye corrosion	-	0.9635	96.35%
Eye irritation	-	0.9554	95.54%
Skin irritation	-	0.5284	52.84%
Skin corrosion	-	0.9352	93.52%
Ames mutagenesis	-	0.5982	59.82%
Human Ether-a-go-go-Related Gene inhibition	+	0.7198	71.98%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.6269	62.69%
skin sensitisation	-	0.8248	82.48%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.5868	58.68%
Acute Oral Toxicity (c)	III	0.5384	53.84%
Estrogen receptor binding	-	0.4780	47.80%
Androgen receptor binding	+	0.5417	54.17%
Thyroid receptor binding	-	0.5419	54.19%
Glucocorticoid receptor binding	+	0.6407	64.07%
Aromatase binding	-	0.7352	73.52%
PPAR gamma	-	0.6210	62.10%
Honey bee toxicity	-	0.8207	82.07%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9934	99.34%

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	96.89%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.91%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.56%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.70%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.95%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.71%	94.45%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.14%	96.47%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.87%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.68%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.83%	97.09%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.65%	98.75%
CHEMBL5028	O14672	ADAM10	80.18%	97.50%
CHEMBL3401	O75469	Pregnane X receptor	80.08%	94.73%

Plants that contains it

• Blainvillea acmella

Cross-Links

• PubChem: 163043112
• LOTUS: LTS0138277
• wikiData: Q105227979