Tricycloillicinone

Details

• Internal ID: 48c0ed19-921f-4298-b98a-3164492fc785
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (1R,8S,10S)-11,11-dimethyl-12-methylidene-5,7-dioxatetracyclo[6.5.1.01,10.04,8]tetradec-3-en-2-one
• SMILES (Canonical): CC1(C2CC34CC2(CC1=C)C(=O)C=C3OCO4)C
• SMILES (Isomeric): CC1([C@@H]2C[C@]34C[C@@]2(CC1=C)C(=O)C=C3OCO4)C
• InChI: InChI=1S/C15H18O3/c1-9-5-14-7-15(6-10(14)13(9,2)3)12(4-11(14)16)17-8-18-15/h4,10H,1,5-8H2,2-3H3/t10-,14+,15-/m0/s1
• InChI Key: FOMFEJLVTGJESU-VQISRLSMSA-N
• Popularity: 2 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): 35.50 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.58
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• (1R,8S,10S)-11,11-Dimethyl-12-methylidene-5,7-dioxatetracyclo[6.5.1.01,10.04,8]tetradec-3-en-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	+	0.7029	70.29%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7500	75.00%
OATP2B1 inhibitior	-	0.8528	85.28%
OATP1B1 inhibitior	+	0.8872	88.72%
OATP1B3 inhibitior	+	0.9493	94.93%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8983	89.83%
P-glycoprotein inhibitior	-	0.8734	87.34%
P-glycoprotein substrate	-	0.8043	80.43%
CYP3A4 substrate	+	0.5784	57.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8639	86.39%
CYP3A4 inhibition	-	0.6526	65.26%
CYP2C9 inhibition	-	0.8771	87.71%
CYP2C19 inhibition	-	0.7925	79.25%
CYP2D6 inhibition	-	0.9099	90.99%
CYP1A2 inhibition	-	0.6168	61.68%
CYP2C8 inhibition	-	0.8482	84.82%
CYP inhibitory promiscuity	-	0.8020	80.20%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5580	55.80%
Eye corrosion	-	0.9712	97.12%
Eye irritation	+	0.5422	54.22%
Skin irritation	-	0.6600	66.00%
Skin corrosion	-	0.9102	91.02%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6932	69.32%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.5199	51.99%
skin sensitisation	-	0.5792	57.92%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.8457	84.57%
Acute Oral Toxicity (c)	III	0.4752	47.52%
Estrogen receptor binding	+	0.6174	61.74%
Androgen receptor binding	+	0.6640	66.40%
Thyroid receptor binding	+	0.5443	54.43%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.6375	63.75%
PPAR gamma	+	0.5393	53.93%
Honey bee toxicity	-	0.7050	70.50%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9897	98.97%

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	98.14%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.03%	94.45%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	88.47%	85.30%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.83%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.27%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.82%	97.25%
CHEMBL2581	P07339	Cathepsin D	82.97%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.21%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.66%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.25%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.15%	97.09%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	80.27%	94.78%

Plants that contains it

• Illicium tashiroi

Cross-Links

• PubChem: 10538380
• LOTUS: LTS0036150
• wikiData: Q104998831