(6,10-Dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl) 2,3-dimethyloxirane-2-carboxylate

Details

• Internal ID: 070043b5-db92-4c70-a9a0-c594a5ce52ee
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl) 2,3-dimethyloxirane-2-carboxylate
• InChI: InChI=1S/C20H26O5/c1-11-7-6-8-12(2)10-16(24-19(22)20(5)14(4)25-20)17-13(3)18(21)23-15(17)9-11/h8-9,14-17H,3,6-7,10H2,1-2,4-5H3
• InChI Key: OWAUPJWPBXIMAJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₅
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.17802393 g/mol
• Topological Polar Surface Area (TPSA): 65.10 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.25
• H-Bond Acceptor: 5
• 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	+	0.9813	98.13%
Caco-2	+	0.7250	72.50%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6493	64.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9160	91.60%
OATP1B3 inhibitior	+	0.8776	87.76%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.6821	68.21%
P-glycoprotein inhibitior	-	0.4523	45.23%
P-glycoprotein substrate	-	0.7863	78.63%
CYP3A4 substrate	+	0.6469	64.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8567	85.67%
CYP3A4 inhibition	-	0.7094	70.94%
CYP2C9 inhibition	-	0.8421	84.21%
CYP2C19 inhibition	-	0.8538	85.38%
CYP2D6 inhibition	-	0.9454	94.54%
CYP1A2 inhibition	+	0.7042	70.42%
CYP2C8 inhibition	-	0.6427	64.27%
CYP inhibitory promiscuity	-	0.9388	93.88%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5474	54.74%
Eye corrosion	-	0.9767	97.67%
Eye irritation	-	0.9332	93.32%
Skin irritation	-	0.5241	52.41%
Skin corrosion	-	0.8807	88.07%
Ames mutagenesis	-	0.5554	55.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7222	72.22%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.7540	75.40%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.5832	58.32%
Acute Oral Toxicity (c)	III	0.5097	50.97%
Estrogen receptor binding	+	0.6022	60.22%
Androgen receptor binding	+	0.5717	57.17%
Thyroid receptor binding	+	0.6116	61.16%
Glucocorticoid receptor binding	+	0.8386	83.86%
Aromatase binding	+	0.6052	60.52%
PPAR gamma	+	0.6221	62.21%
Honey bee toxicity	-	0.7449	74.49%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9909	99.09%

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	97.50%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	96.74%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.64%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.72%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.69%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.97%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.26%	99.23%
CHEMBL2581	P07339	Cathepsin D	86.73%	98.95%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.26%	97.33%
CHEMBL4208	P20618	Proteasome component C5	82.80%	90.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.16%	91.07%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.93%	93.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.26%	96.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.19%	97.14%

Plants that contains it

• Ursinia anthemoides

Cross-Links

• PubChem: 163049184
• LOTUS: LTS0238436
• wikiData: Q105201836