[(3aS,5S,6E,10E,11aR)-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-5-yl] propanoate

Details

• Internal ID: c6bfa7a7-c7a0-4d6f-849a-659640643a0a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(3aS,5S,6E,10E,11aR)-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-5-yl] propanoate
• InChI: InChI=1S/C18H24O4/c1-5-17(19)21-15-10-14-13(4)18(20)22-16(14)9-11(2)7-6-8-12(15)3/h8-9,14-16H,4-7,10H2,1-3H3/b11-9+,12-8+/t14-,15-,16+/m0/s1
• InChI Key: ZJGIXMQFQDVSQX-YIGKWOEJSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₄
• Molecular Weight: 304.40 g/mol
• Exact Mass: 304.16745924 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 3.48
• H-Bond Acceptor: 4
• 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	+	0.9933	99.33%
Caco-2	+	0.8109	81.09%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5379	53.79%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.8805	88.05%
OATP1B3 inhibitior	+	0.8719	87.19%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.5506	55.06%
P-glycoprotein inhibitior	-	0.5772	57.72%
P-glycoprotein substrate	-	0.7851	78.51%
CYP3A4 substrate	+	0.6081	60.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8884	88.84%
CYP3A4 inhibition	-	0.5823	58.23%
CYP2C9 inhibition	-	0.8425	84.25%
CYP2C19 inhibition	-	0.6556	65.56%
CYP2D6 inhibition	-	0.9202	92.02%
CYP1A2 inhibition	+	0.5756	57.56%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.7706	77.06%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6515	65.15%
Eye corrosion	-	0.9663	96.63%
Eye irritation	-	0.8433	84.33%
Skin irritation	-	0.5747	57.47%
Skin corrosion	-	0.9238	92.38%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3895	38.95%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.6993	69.93%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7300	73.00%
Acute Oral Toxicity (c)	III	0.6943	69.43%
Estrogen receptor binding	-	0.5204	52.04%
Androgen receptor binding	-	0.6225	62.25%
Thyroid receptor binding	-	0.6435	64.35%
Glucocorticoid receptor binding	-	0.5092	50.92%
Aromatase binding	-	0.7643	76.43%
PPAR gamma	+	0.6943	69.43%
Honey bee toxicity	-	0.7739	77.39%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9926	99.26%

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	98.47%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	95.68%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.74%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.83%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.70%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.96%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.64%	95.56%
CHEMBL4208	P20618	Proteasome component C5	85.99%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.78%	95.50%
CHEMBL2581	P07339	Cathepsin D	84.64%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.84%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.21%	99.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.94%	97.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.87%	86.33%

Plants that contains it

• Inula royleana
• Tanacetum balsamita

Cross-Links

• PubChem: 14286996
• LOTUS: LTS0098745
• wikiData: Q105377879