[(3aR,4S,5S,6E,10E,11aR)-10-ethyl-6-formyl-4-hydroxy-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-5-yl] 2-methylprop-2-enoate

Details

• Internal ID: ce211deb-7552-40a6-bd2f-b4bdd2e98c1b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(3aR,4S,5S,6E,10E,11aR)-10-ethyl-6-formyl-4-hydroxy-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-5-yl] 2-methylprop-2-enoate
• InChI: InChI=1S/C20H24O6/c1-5-13-7-6-8-14(10-21)18(26-19(23)11(2)3)17(22)16-12(4)20(24)25-15(16)9-13/h8-10,15-18,22H,2,4-7H2,1,3H3/b13-9+,14-8-/t15-,16+,17+,18+/m1/s1
• InChI Key: XDSRCXGGTYGDHK-KZPQLGFWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₆
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.15728848 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.19
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9816	98.16%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6212	62.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8711	87.11%
OATP1B3 inhibitior	+	0.9129	91.29%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.7469	74.69%
P-glycoprotein inhibitior	-	0.6399	63.99%
P-glycoprotein substrate	-	0.5876	58.76%
CYP3A4 substrate	+	0.6291	62.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8750	87.50%
CYP3A4 inhibition	-	0.6441	64.41%
CYP2C9 inhibition	-	0.7624	76.24%
CYP2C19 inhibition	-	0.6599	65.99%
CYP2D6 inhibition	-	0.8955	89.55%
CYP1A2 inhibition	+	0.5413	54.13%
CYP2C8 inhibition	+	0.4505	45.05%
CYP inhibitory promiscuity	-	0.7427	74.27%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5838	58.38%
Eye corrosion	-	0.9472	94.72%
Eye irritation	-	0.8873	88.73%
Skin irritation	-	0.5312	53.12%
Skin corrosion	-	0.8912	89.12%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5907	59.07%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5418	54.18%
skin sensitisation	-	0.7269	72.69%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.5723	57.23%
Acute Oral Toxicity (c)	III	0.5161	51.61%
Estrogen receptor binding	-	0.6056	60.56%
Androgen receptor binding	-	0.5734	57.34%
Thyroid receptor binding	-	0.5836	58.36%
Glucocorticoid receptor binding	+	0.6449	64.49%
Aromatase binding	-	0.5874	58.74%
PPAR gamma	+	0.7072	70.72%
Honey bee toxicity	-	0.7382	73.82%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9875	98.75%

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	97.72%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.56%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.92%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.70%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.81%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.87%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.67%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.72%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	84.34%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	82.83%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.07%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.31%	100.00%

Plants that contains it

• Milleria quinqueflora

Cross-Links

• PubChem: 163043828
• LOTUS: LTS0222846
• wikiData: Q105326054