Annuionone A

Details

• Internal ID: 5fbf6a49-8ee4-4607-b271-2786e60b86a2
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: (1S,5R,8R)-1,5-dimethyl-8-(3-oxobutyl)-6-oxabicyclo[3.2.1]octan-3-one
• SMILES (Canonical): CC(=O)CCC1C2(CC(=O)CC1(OC2)C)C
• SMILES (Isomeric): CC(=O)CC[C@@H]1[C@@]2(CC(=O)C[C@]1(OC2)C)C
• InChI: InChI=1S/C13H20O3/c1-9(14)4-5-11-12(2)6-10(15)7-13(11,3)16-8-12/h11H,4-8H2,1-3H3/t11-,12-,13-/m1/s1
• InChI Key: WFJIRKYCKBTOGT-JHJVBQTASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₀O₃
• Molecular Weight: 224.30 g/mol
• Exact Mass: 224.14124450 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 2.13
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• (1S,5R,8R)-1,5-dimethyl-8-(3-oxobutyl)-6-oxabicyclo[3.2.1]octan-3-one
• 201288-96-2
• CHEBI:174155
• DTXSID401156113

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9916	99.16%
Caco-2	+	0.6846	68.46%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6869	68.69%
OATP2B1 inhibitior	-	0.8505	85.05%
OATP1B1 inhibitior	+	0.9157	91.57%
OATP1B3 inhibitior	+	0.9712	97.12%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5567	55.67%
BSEP inhibitior	-	0.8833	88.33%
P-glycoprotein inhibitior	-	0.9401	94.01%
P-glycoprotein substrate	-	0.8923	89.23%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.7985	79.85%
CYP3A4 inhibition	-	0.9410	94.10%
CYP2C9 inhibition	-	0.8340	83.40%
CYP2C19 inhibition	-	0.8945	89.45%
CYP2D6 inhibition	-	0.9567	95.67%
CYP1A2 inhibition	-	0.8277	82.77%
CYP2C8 inhibition	-	0.9352	93.52%
CYP inhibitory promiscuity	-	0.9628	96.28%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6426	64.26%
Eye corrosion	-	0.9614	96.14%
Eye irritation	+	0.8024	80.24%
Skin irritation	-	0.6488	64.88%
Skin corrosion	-	0.8933	89.33%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6312	63.12%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5732	57.32%
skin sensitisation	-	0.8089	80.89%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.7517	75.17%
Acute Oral Toxicity (c)	III	0.5668	56.68%
Estrogen receptor binding	-	0.5748	57.48%
Androgen receptor binding	-	0.7738	77.38%
Thyroid receptor binding	-	0.8370	83.70%
Glucocorticoid receptor binding	-	0.8585	85.85%
Aromatase binding	-	0.8458	84.58%
PPAR gamma	-	0.8871	88.71%
Honey bee toxicity	-	0.9195	91.95%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9339	93.39%

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	95.15%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.16%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.59%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.05%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.32%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.02%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.09%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.19%	95.56%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.45%	96.38%
CHEMBL5255	O00206	Toll-like receptor 4	82.28%	92.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.66%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.60%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.56%	94.33%
CHEMBL221	P23219	Cyclooxygenase-1	80.78%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.50%	89.00%

Plants that contains it

• Helianthus annuus

Cross-Links

• PubChem: 11390465
• LOTUS: LTS0184309
• wikiData: Q105303952