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

Details

• Internal ID: 3ab01ac8-55b3-4254-b3d5-b763f5ff8617
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(3aR,4R,6E,10E,11aS)-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] furan-3-carboxylate
• SMILES (Canonical): CC1=CC2C(C(CC(=CCC1)C)OC(=O)C3=COC=C3)C(=C)C(=O)O2
• SMILES (Isomeric): C/C/1=C\[C@H]2[C@@H]([C@@H](C/C(=C/CC1)/C)OC(=O)C3=COC=C3)C(=C)C(=O)O2
• InChI: InChI=1S/C20H22O5/c1-12-5-4-6-13(2)10-17(25-20(22)15-7-8-23-11-15)18-14(3)19(21)24-16(18)9-12/h6-9,11,16-18H,3-5,10H2,1-2H3/b12-9+,13-6+/t16-,17+,18-/m0/s1
• InChI Key: RCMIINPNTIVOIK-TYEVUDRSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₅
• Molecular Weight: 342.40 g/mol
• Exact Mass: 342.14672380 g/mol
• Topological Polar Surface Area (TPSA): 65.70 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.98
• 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	+	0.9913	99.13%
Caco-2	+	0.6611	66.11%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6656	66.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8582	85.82%
OATP1B3 inhibitior	-	0.2697	26.97%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.6292	62.92%
P-glycoprotein inhibitior	+	0.6737	67.37%
P-glycoprotein substrate	-	0.7692	76.92%
CYP3A4 substrate	+	0.6443	64.43%
CYP2C9 substrate	-	0.5844	58.44%
CYP2D6 substrate	-	0.8610	86.10%
CYP3A4 inhibition	+	0.5088	50.88%
CYP2C9 inhibition	-	0.8438	84.38%
CYP2C19 inhibition	-	0.7344	73.44%
CYP2D6 inhibition	-	0.9081	90.81%
CYP1A2 inhibition	+	0.7624	76.24%
CYP2C8 inhibition	+	0.6015	60.15%
CYP inhibitory promiscuity	-	0.8296	82.96%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6095	60.95%
Eye corrosion	-	0.9627	96.27%
Eye irritation	-	0.8627	86.27%
Skin irritation	-	0.6262	62.62%
Skin corrosion	-	0.9180	91.80%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7580	75.80%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.7620	76.20%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5105	51.05%
Acute Oral Toxicity (c)	III	0.4313	43.13%
Estrogen receptor binding	-	0.5124	51.24%
Androgen receptor binding	-	0.5085	50.85%
Thyroid receptor binding	-	0.5778	57.78%
Glucocorticoid receptor binding	+	0.5662	56.62%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5959	59.59%
Honey bee toxicity	-	0.8151	81.51%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	93.91%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.38%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.24%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.58%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	90.06%	90.17%
CHEMBL2581	P07339	Cathepsin D	88.71%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	88.38%	97.79%
CHEMBL1951	P21397	Monoamine oxidase A	87.77%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.41%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.46%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.69%	95.89%
CHEMBL4208	P20618	Proteasome component C5	82.87%	90.00%

Plants that contains it

• Pegolettia senegalensis

Cross-Links

• PubChem: 163185783
• LOTUS: LTS0027637
• wikiData: Q105233805