[(3aS,11aR)-6-formyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-10-yl]methyl acetate

Details

• Internal ID: 4d94636a-11d0-43e7-adc1-9819c3493dc1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(3aS,11aR)-6-formyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-10-yl]methyl acetate
• InChI: InChI=1S/C17H20O5/c1-11-15-7-6-13(9-18)4-3-5-14(10-21-12(2)19)8-16(15)22-17(11)20/h4,8-9,15-16H,1,3,5-7,10H2,2H3/t15-,16+/m0/s1
• InChI Key: PJAUFUQXFIQLKB-JKSUJKDBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₅
• Molecular Weight: 304.34 g/mol
• Exact Mass: 304.13107373 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 2.27
• 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	+	0.9933	99.33%
Caco-2	+	0.5784	57.84%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7383	73.83%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.8464	84.64%
OATP1B3 inhibitior	+	0.9461	94.61%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.5559	55.59%
P-glycoprotein inhibitior	-	0.5765	57.65%
P-glycoprotein substrate	-	0.8086	80.86%
CYP3A4 substrate	+	0.6030	60.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9031	90.31%
CYP3A4 inhibition	-	0.8292	82.92%
CYP2C9 inhibition	-	0.7410	74.10%
CYP2C19 inhibition	-	0.6643	66.43%
CYP2D6 inhibition	-	0.8602	86.02%
CYP1A2 inhibition	+	0.7170	71.70%
CYP2C8 inhibition	+	0.4728	47.28%
CYP inhibitory promiscuity	-	0.6504	65.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6821	68.21%
Eye corrosion	-	0.8908	89.08%
Eye irritation	-	0.8140	81.40%
Skin irritation	-	0.6211	62.11%
Skin corrosion	-	0.9333	93.33%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4625	46.25%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.6616	66.16%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.6275	62.75%
Acute Oral Toxicity (c)	III	0.6351	63.51%
Estrogen receptor binding	-	0.5464	54.64%
Androgen receptor binding	-	0.5053	50.53%
Thyroid receptor binding	-	0.6897	68.97%
Glucocorticoid receptor binding	+	0.6489	64.89%
Aromatase binding	-	0.6800	68.00%
PPAR gamma	-	0.6690	66.90%
Honey bee toxicity	-	0.8335	83.35%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9939	99.39%

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	96.16%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.26%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.95%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.90%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.45%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.40%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.77%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.77%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	83.06%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.72%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.23%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.92%	89.00%

Plants that contains it

• Dicoma tomentosa

Cross-Links

• PubChem: 163189883
• LOTUS: LTS0120327
• wikiData: Q105209835