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

Details

• Internal ID: 6307db43-7e13-4495-91e2-f29ccf09738a
• 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-8-yl) 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC(=CC2C(CCC(=C1)C)C(=C)C(=O)O2)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1CC(=CC2C(CCC(=C1)C)C(=C)C(=O)O2)C
• InChI: InChI=1S/C20H26O4/c1-6-14(4)19(21)23-16-9-12(2)7-8-17-15(5)20(22)24-18(17)11-13(3)10-16/h6,9,11,16-18H,5,7-8,10H2,1-4H3
• InChI Key: DCXOHMAYUCNKNU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.18310931 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 4.04
• 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	+	0.9904	99.04%
Caco-2	+	0.7458	74.58%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5877	58.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8666	86.66%
OATP1B3 inhibitior	+	0.8279	82.79%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6109	61.09%
P-glycoprotein inhibitior	+	0.5938	59.38%
P-glycoprotein substrate	-	0.8158	81.58%
CYP3A4 substrate	+	0.6149	61.49%
CYP2C9 substrate	-	0.6159	61.59%
CYP2D6 substrate	-	0.8873	88.73%
CYP3A4 inhibition	-	0.7502	75.02%
CYP2C9 inhibition	-	0.9031	90.31%
CYP2C19 inhibition	-	0.8056	80.56%
CYP2D6 inhibition	-	0.9362	93.62%
CYP1A2 inhibition	+	0.6803	68.03%
CYP2C8 inhibition	-	0.6425	64.25%
CYP inhibitory promiscuity	-	0.9043	90.43%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6439	64.39%
Eye corrosion	-	0.9558	95.58%
Eye irritation	-	0.8850	88.50%
Skin irritation	-	0.5523	55.23%
Skin corrosion	-	0.9216	92.16%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3739	37.39%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.8139	81.39%
skin sensitisation	-	0.6815	68.15%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.6734	67.34%
Acute Oral Toxicity (c)	III	0.6223	62.23%
Estrogen receptor binding	-	0.4919	49.19%
Androgen receptor binding	+	0.5364	53.64%
Thyroid receptor binding	-	0.5136	51.36%
Glucocorticoid receptor binding	+	0.7599	75.99%
Aromatase binding	+	0.5289	52.89%
PPAR gamma	-	0.5256	52.56%
Honey bee toxicity	-	0.7590	75.90%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9879	98.79%

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	95.39%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.70%	95.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	91.02%	93.03%
CHEMBL2581	P07339	Cathepsin D	89.11%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.62%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.73%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.97%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.66%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.10%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.61%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.44%	96.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.08%	91.24%

Plants that contains it

• Rudbeckia subtomentosa

Cross-Links

• PubChem: 162912179
• LOTUS: LTS0228453
• wikiData: Q104976046