Artedouglasia oxide A

Details

• Internal ID: 81886edf-a31e-45b3-a8f4-f155927d2fa0
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: (2R)-2-[(5R)-5-ethenyl-5-methyloxolan-2-yl]-2,6,6-trimethylpyran-3-one
• SMILES (Canonical): CC1(C=CC(=O)C(O1)(C)C2CCC(O2)(C)C=C)C
• SMILES (Isomeric): C[C@@]1(CCC(O1)[C@@]2(C(=O)C=CC(O2)(C)C)C)C=C
• InChI: InChI=1S/C15H22O3/c1-6-14(4)10-8-12(17-14)15(5)11(16)7-9-13(2,3)18-15/h6-7,9,12H,1,8,10H2,2-5H3/t12?,14-,15-/m0/s1
• InChI Key: YDGSUVJUYWCJCE-ZRNAQANOSA-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): 35.50 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.80
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• Artedouglasia oxide A
• A-Artedouglasia oxide
• Q67879699

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9877	98.77%
Caco-2	+	0.6904	69.04%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7507	75.07%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.9162	91.62%
OATP1B3 inhibitior	+	0.9000	90.00%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9624	96.24%
P-glycoprotein inhibitior	-	0.9221	92.21%
P-glycoprotein substrate	-	0.9015	90.15%
CYP3A4 substrate	+	0.6114	61.14%
CYP2C9 substrate	-	0.8052	80.52%
CYP2D6 substrate	-	0.8421	84.21%
CYP3A4 inhibition	-	0.6139	61.39%
CYP2C9 inhibition	-	0.8713	87.13%
CYP2C19 inhibition	-	0.8037	80.37%
CYP2D6 inhibition	-	0.9304	93.04%
CYP1A2 inhibition	-	0.6394	63.94%
CYP2C8 inhibition	-	0.7902	79.02%
CYP inhibitory promiscuity	-	0.8491	84.91%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8928	89.28%
Carcinogenicity (trinary)	Non-required	0.5421	54.21%
Eye corrosion	-	0.9607	96.07%
Eye irritation	-	0.8547	85.47%
Skin irritation	-	0.5249	52.49%
Skin corrosion	-	0.7326	73.26%
Ames mutagenesis	-	0.6370	63.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4847	48.47%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5177	51.77%
skin sensitisation	-	0.5527	55.27%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.6778	67.78%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.6625	66.25%
Acute Oral Toxicity (c)	III	0.6114	61.14%
Estrogen receptor binding	+	0.5732	57.32%
Androgen receptor binding	-	0.6882	68.82%
Thyroid receptor binding	+	0.5413	54.13%
Glucocorticoid receptor binding	-	0.5082	50.82%
Aromatase binding	-	0.5817	58.17%
PPAR gamma	-	0.5736	57.36%
Honey bee toxicity	-	0.8359	83.59%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8363	83.63%

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	95.43%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.37%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	88.28%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.89%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.38%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.07%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.86%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	83.05%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.08%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.76%	96.09%

Plants that contains it

• Artemisia ludoviciana

Cross-Links

• PubChem: 6427513
• LOTUS: LTS0249765
• wikiData: Q67879699