Arteamisinine I

Details

• Internal ID: cb743025-47ba-44e6-a53d-4a8f156e5123
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 7,11-dimethyl-2-oxatricyclo[6.3.1.04,12]dodec-10-en-3-one
• SMILES (Canonical): CC1CCC2C3C1CC=C(C3OC2=O)C
• SMILES (Isomeric): CC1CCC2C3C1CC=C(C3OC2=O)C
• InChI: InChI=1S/C13H18O2/c1-7-3-6-10-11-9(7)5-4-8(2)12(11)15-13(10)14/h4,7,9-12H,3,5-6H2,1-2H3
• InChI Key: VXAMURHMZFPMIP-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₈O₂
• Molecular Weight: 206.28 g/mol
• Exact Mass: 206.130679813 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.54
• H-Bond Acceptor: 2
• 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	+	1.0000	100.00%
Caco-2	+	0.8719	87.19%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Plasma membrane	0.5361	53.61%
OATP2B1 inhibitior	-	0.8509	85.09%
OATP1B1 inhibitior	+	0.9427	94.27%
OATP1B3 inhibitior	+	0.9548	95.48%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.9375	93.75%
P-glycoprotein inhibitior	-	0.9542	95.42%
P-glycoprotein substrate	-	0.9175	91.75%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.7874	78.74%
CYP2D6 substrate	-	0.8423	84.23%
CYP3A4 inhibition	-	0.6533	65.33%
CYP2C9 inhibition	-	0.8847	88.47%
CYP2C19 inhibition	+	0.5646	56.46%
CYP2D6 inhibition	-	0.8801	88.01%
CYP1A2 inhibition	+	0.6808	68.08%
CYP2C8 inhibition	-	0.8467	84.67%
CYP inhibitory promiscuity	-	0.5521	55.21%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5400	54.00%
Eye corrosion	-	0.8636	86.36%
Eye irritation	-	0.7083	70.83%
Skin irritation	-	0.6358	63.58%
Skin corrosion	-	0.9717	97.17%
Ames mutagenesis	-	0.7670	76.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4698	46.98%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.8375	83.75%
skin sensitisation	+	0.6486	64.86%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.6507	65.07%
Acute Oral Toxicity (c)	III	0.7224	72.24%
Estrogen receptor binding	-	0.7505	75.05%
Androgen receptor binding	-	0.4855	48.55%
Thyroid receptor binding	-	0.6943	69.43%
Glucocorticoid receptor binding	-	0.8397	83.97%
Aromatase binding	-	0.9392	93.92%
PPAR gamma	-	0.8170	81.70%
Honey bee toxicity	-	0.9163	91.63%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9917	99.17%

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	93.13%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	91.90%	94.80%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	90.28%	86.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.65%	97.09%
CHEMBL2581	P07339	Cathepsin D	85.17%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.32%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	81.38%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.68%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.46%	86.33%

Plants that contains it

• Artemisia annua

Cross-Links

• PubChem: 5320312
• NPASS: NPC231086
• LOTUS: LTS0075194
• wikiData: Q104403191