(3aS,6E,10Z,11aS)-6,10-dimethyl-3-methylidene-4,5,8,11a-tetrahydro-3aH-cyclodeca[b]furan-2,9-dione

Details

• Internal ID: cf0dfde7-6876-40b7-8225-1bfadce2e07a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (3aS,6E,10Z,11aS)-6,10-dimethyl-3-methylidene-4,5,8,11a-tetrahydro-3aH-cyclodeca[b]furan-2,9-dione
• SMILES (Canonical): CC1=CCC(=O)C(=CC2C(CC1)C(=C)C(=O)O2)C
• SMILES (Isomeric): C/C/1=C\CC(=O)/C(=C\[C@H]2[C@@H](CC1)C(=C)C(=O)O2)/C
• InChI: InChI=1S/C15H18O3/c1-9-4-6-12-11(3)15(17)18-14(12)8-10(2)13(16)7-5-9/h5,8,12,14H,3-4,6-7H2,1-2H3/b9-5+,10-8-/t12-,14-/m0/s1
• InChI Key: SSRIXHPLUYPDEB-MNMLHNCBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.73
• 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	+	0.9959	99.59%
Caco-2	+	0.7829	78.29%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6172	61.72%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.9283	92.83%
OATP1B3 inhibitior	+	0.9108	91.08%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.8611	86.11%
P-glycoprotein inhibitior	-	0.8469	84.69%
P-glycoprotein substrate	-	0.9021	90.21%
CYP3A4 substrate	+	0.5560	55.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8968	89.68%
CYP3A4 inhibition	-	0.8318	83.18%
CYP2C9 inhibition	-	0.9389	93.89%
CYP2C19 inhibition	-	0.8271	82.71%
CYP2D6 inhibition	-	0.9330	93.30%
CYP1A2 inhibition	+	0.6891	68.91%
CYP2C8 inhibition	-	0.7682	76.82%
CYP inhibitory promiscuity	-	0.9222	92.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6358	63.58%
Eye corrosion	-	0.8863	88.63%
Eye irritation	-	0.5840	58.40%
Skin irritation	-	0.5498	54.98%
Skin corrosion	-	0.9130	91.30%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5539	55.39%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.7750	77.50%
skin sensitisation	-	0.5297	52.97%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.6052	60.52%
Acute Oral Toxicity (c)	III	0.6276	62.76%
Estrogen receptor binding	-	0.6977	69.77%
Androgen receptor binding	-	0.4841	48.41%
Thyroid receptor binding	-	0.7557	75.57%
Glucocorticoid receptor binding	-	0.5142	51.42%
Aromatase binding	-	0.7834	78.34%
PPAR gamma	-	0.6517	65.17%
Honey bee toxicity	-	0.8349	83.49%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9927	99.27%

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	92.65%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.38%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.33%	97.09%
CHEMBL2581	P07339	Cathepsin D	85.27%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.99%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.43%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.93%	93.03%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.53%	86.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.40%	96.00%

Plants that contains it

• Leucanthemopsis pulverulenta

Cross-Links

• PubChem: 162996083
• LOTUS: LTS0240733
• wikiData: Q105259847