Arteannuin N

Details

• Internal ID: 1be3f289-3047-4db2-8a52-3474628e84b8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (2R)-2-[(1R,4R,4aS,8aS)-4,7-dimethyl-8-oxo-2,3,4,4a,5,8a-hexahydro-1H-naphthalen-1-yl]propanoic acid
• SMILES (Canonical): CC1CCC(C2C1CC=C(C2=O)C)C(C)C(=O)O
• SMILES (Isomeric): C[C@@H]1CC[C@H]([C@@H]2[C@H]1CC=C(C2=O)C)[C@@H](C)C(=O)O
• InChI: InChI=1S/C15H22O3/c1-8-4-7-12(10(3)15(17)18)13-11(8)6-5-9(2)14(13)16/h5,8,10-13H,4,6-7H2,1-3H3,(H,17,18)/t8-,10-,11+,12+,13+/m1/s1
• InChI Key: IYDIAJDXEYNLGO-WSLQDRLSSA-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): 54.40 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.90
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 207446-92-2
• (2R)-2-[(1R,4R,4aS,8aS)-4,7-dimethyl-8-oxo-2,3,4,4a,5,8a-hexahydro-1H-naphthalen-1-yl]propanoic acid
• AKOS032962356
• FS-9544
• (R,1R,4R,4aS,8aS)-1,2,3,4,4a,5,8,8a-Octahydro-,4,7-trimethyl-8-oxo-1-naphthaleneacetic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9935	99.35%
Caco-2	+	0.6932	69.32%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7846	78.46%
OATP2B1 inhibitior	-	0.8485	84.85%
OATP1B1 inhibitior	+	0.9321	93.21%
OATP1B3 inhibitior	+	0.9378	93.78%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.8773	87.73%
P-glycoprotein inhibitior	-	0.9410	94.10%
P-glycoprotein substrate	-	0.8302	83.02%
CYP3A4 substrate	-	0.5222	52.22%
CYP2C9 substrate	-	0.7627	76.27%
CYP2D6 substrate	-	0.9063	90.63%
CYP3A4 inhibition	-	0.7917	79.17%
CYP2C9 inhibition	-	0.7794	77.94%
CYP2C19 inhibition	-	0.8354	83.54%
CYP2D6 inhibition	-	0.8856	88.56%
CYP1A2 inhibition	+	0.5312	53.12%
CYP2C8 inhibition	-	0.9421	94.21%
CYP inhibitory promiscuity	-	0.8910	89.10%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5984	59.84%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.8776	87.76%
Skin irritation	+	0.5652	56.52%
Skin corrosion	-	0.9537	95.37%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7005	70.05%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.8375	83.75%
skin sensitisation	+	0.5434	54.34%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.5957	59.57%
Acute Oral Toxicity (c)	III	0.6273	62.73%
Estrogen receptor binding	-	0.8283	82.83%
Androgen receptor binding	+	0.6618	66.18%
Thyroid receptor binding	-	0.7049	70.49%
Glucocorticoid receptor binding	-	0.7095	70.95%
Aromatase binding	-	0.8411	84.11%
PPAR gamma	-	0.8018	80.18%
Honey bee toxicity	-	0.9624	96.24%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.50%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.13%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.19%	93.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.07%	96.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.89%	96.47%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	84.69%	86.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.96%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.39%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.85%	91.11%
CHEMBL5255	O00206	Toll-like receptor 4	80.83%	92.50%

Plants that contains it

• Artemisia annua

Cross-Links

• PubChem: 15377690
• LOTUS: LTS0028902
• wikiData: Q105122682