(3aS,4S,5S,6E,10E,11aR)-4-ethoxy-5-hydroxy-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carbaldehyde

Details

• Internal ID: 8f173b5f-dbc8-43da-bf34-a332720aa93c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (3aS,4S,5S,6E,10E,11aR)-4-ethoxy-5-hydroxy-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carbaldehyde
• InChI: InChI=1S/C17H22O5/c1-4-21-16-14-11(3)17(20)22-13(14)8-10(2)6-5-7-12(9-18)15(16)19/h7-9,13-16,19H,3-6H2,1-2H3/b10-8+,12-7-/t13-,14+,15+,16+/m1/s1
• InChI Key: XBEGAIQGFSZRBK-CZJKUCMCSA-N
• Popularity: 2 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): 72.80 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.72
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9755	97.55%
Caco-2	+	0.6726	67.26%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6510	65.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8652	86.52%
OATP1B3 inhibitior	+	0.9344	93.44%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8672	86.72%
P-glycoprotein inhibitior	-	0.7690	76.90%
P-glycoprotein substrate	-	0.7763	77.63%
CYP3A4 substrate	+	0.5956	59.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8665	86.65%
CYP3A4 inhibition	-	0.6727	67.27%
CYP2C9 inhibition	-	0.6563	65.63%
CYP2C19 inhibition	-	0.7211	72.11%
CYP2D6 inhibition	-	0.8649	86.49%
CYP1A2 inhibition	+	0.5165	51.65%
CYP2C8 inhibition	-	0.7022	70.22%
CYP inhibitory promiscuity	-	0.7194	71.94%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6315	63.15%
Eye corrosion	-	0.9604	96.04%
Eye irritation	-	0.9310	93.10%
Skin irritation	-	0.5353	53.53%
Skin corrosion	-	0.8963	89.63%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6449	64.49%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.6043	60.43%
skin sensitisation	-	0.7649	76.49%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.7794	77.94%
Acute Oral Toxicity (c)	III	0.5152	51.52%
Estrogen receptor binding	+	0.5721	57.21%
Androgen receptor binding	-	0.5806	58.06%
Thyroid receptor binding	-	0.5601	56.01%
Glucocorticoid receptor binding	+	0.6147	61.47%
Aromatase binding	-	0.6866	68.66%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7521	75.21%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9819	98.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	95.90%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.80%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.09%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.57%	97.25%
CHEMBL2581	P07339	Cathepsin D	88.87%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.18%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	87.42%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.48%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.66%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.43%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.27%	89.00%
CHEMBL4208	P20618	Proteasome component C5	81.02%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.86%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	80.75%	90.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 100984357
• LOTUS: LTS0132225
• wikiData: Q105324342