3,6,10-Trimethyl-3,3a,4,5,6,8,11,11a-octahydrocyclodeca[b]furan-2,7-dione

Details

• Internal ID: 7b93dc39-c931-44e9-9df4-b5511ad3c271
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: 3,6,10-trimethyl-3,3a,4,5,6,8,11,11a-octahydrocyclodeca[b]furan-2,7-dione
• SMILES (Canonical): CC1CCC2C(C(=O)OC2CC(=CCC1=O)C)C
• SMILES (Isomeric): CC1CCC2C(C(=O)OC2CC(=CCC1=O)C)C
• InChI: InChI=1S/C15H22O3/c1-9-4-7-13(16)10(2)5-6-12-11(3)15(17)18-14(12)8-9/h4,10-12,14H,5-8H2,1-3H3
• InChI Key: PQRMUWWEXAQGMS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.89
• 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	+	0.9957	99.57%
Caco-2	+	0.8703	87.03%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6266	62.66%
OATP2B1 inhibitior	-	0.8523	85.23%
OATP1B1 inhibitior	+	0.9266	92.66%
OATP1B3 inhibitior	+	0.9519	95.19%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.8527	85.27%
P-glycoprotein inhibitior	-	0.9080	90.80%
P-glycoprotein substrate	-	0.8403	84.03%
CYP3A4 substrate	+	0.5413	54.13%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	-	0.8432	84.32%
CYP3A4 inhibition	-	0.8093	80.93%
CYP2C9 inhibition	-	0.9372	93.72%
CYP2C19 inhibition	-	0.8226	82.26%
CYP2D6 inhibition	-	0.9516	95.16%
CYP1A2 inhibition	+	0.6940	69.40%
CYP2C8 inhibition	-	0.9208	92.08%
CYP inhibitory promiscuity	-	0.9295	92.95%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6165	61.65%
Eye corrosion	-	0.9406	94.06%
Eye irritation	-	0.7478	74.78%
Skin irritation	+	0.5580	55.80%
Skin corrosion	-	0.9186	91.86%
Ames mutagenesis	-	0.6870	68.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5146	51.46%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	-	0.6105	61.05%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.7147	71.47%
Acute Oral Toxicity (c)	III	0.5856	58.56%
Estrogen receptor binding	-	0.7775	77.75%
Androgen receptor binding	+	0.6681	66.81%
Thyroid receptor binding	-	0.7351	73.51%
Glucocorticoid receptor binding	-	0.7084	70.84%
Aromatase binding	-	0.8727	87.27%
PPAR gamma	-	0.8206	82.06%
Honey bee toxicity	-	0.8018	80.18%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9854	98.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	94.18%	86.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.92%	97.25%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.28%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.27%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.89%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.80%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	81.75%	94.73%
CHEMBL2581	P07339	Cathepsin D	80.17%	98.95%

Plants that contains it

• Stevia yaconensis

Cross-Links

• PubChem: 163008054
• LOTUS: LTS0251749
• wikiData: Q105213405