3,6,10-Trimethyl-3,3a,5,8,9,11a-hexahydrocyclodeca[b]furan-2,4-dione

Details

• Internal ID: 113ef20d-a2b1-49c4-9df0-692488aa9dbc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: 3,6,10-trimethyl-3,3a,5,8,9,11a-hexahydrocyclodeca[b]furan-2,4-dione
• SMILES (Canonical): CC1C2C(C=C(CCC=C(CC2=O)C)C)OC1=O
• SMILES (Isomeric): CC1C2C(C=C(CCC=C(CC2=O)C)C)OC1=O
• InChI: InChI=1S/C15H20O3/c1-9-5-4-6-10(2)8-13-14(12(16)7-9)11(3)15(17)18-13/h5,8,11,13-14H,4,6-7H2,1-3H3
• InChI Key: URFIRNUWJNYBPE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.81
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	+	0.9059	90.59%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5881	58.81%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.9334	93.34%
OATP1B3 inhibitior	+	0.9468	94.68%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.8564	85.64%
P-glycoprotein inhibitior	-	0.8784	87.84%
P-glycoprotein substrate	-	0.9158	91.58%
CYP3A4 substrate	-	0.5221	52.21%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	-	0.8432	84.32%
CYP3A4 inhibition	-	0.8124	81.24%
CYP2C9 inhibition	-	0.9219	92.19%
CYP2C19 inhibition	-	0.8166	81.66%
CYP2D6 inhibition	-	0.9611	96.11%
CYP1A2 inhibition	+	0.7409	74.09%
CYP2C8 inhibition	-	0.9401	94.01%
CYP inhibitory promiscuity	-	0.9346	93.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5918	59.18%
Eye corrosion	-	0.9232	92.32%
Eye irritation	-	0.8252	82.52%
Skin irritation	+	0.5953	59.53%
Skin corrosion	-	0.8933	89.33%
Ames mutagenesis	-	0.7137	71.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.7726	77.26%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.7004	70.04%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.7618	76.18%
Acute Oral Toxicity (c)	III	0.4886	48.86%
Estrogen receptor binding	-	0.7587	75.87%
Androgen receptor binding	-	0.6988	69.88%
Thyroid receptor binding	-	0.7538	75.38%
Glucocorticoid receptor binding	-	0.5474	54.74%
Aromatase binding	-	0.8665	86.65%
PPAR gamma	-	0.7671	76.71%
Honey bee toxicity	-	0.8143	81.43%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9835	98.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.46%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.25%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	89.73%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.43%	91.11%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	87.26%	86.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.76%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.32%	99.23%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.82%	94.80%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.92%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.62%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.57%	93.40%
CHEMBL3401	O75469	Pregnane X receptor	80.08%	94.73%

Plants that contains it

• Pegolettia senegalensis

Cross-Links

• PubChem: 162977302
• LOTUS: LTS0244576
• wikiData: Q105277758