Artemidin

Details

• Internal ID: c0791b8c-60be-498d-9fd4-503665885b70
• Taxonomy: Phenylpropanoids and polyketides > Isocoumarins and derivatives
• IUPAC Name: 3-[(E)-but-1-enyl]isochromen-1-one
• SMILES (Canonical): CCC=CC1=CC2=CC=CC=C2C(=O)O1
• SMILES (Isomeric): CC/C=C/C1=CC2=CC=CC=C2C(=O)O1
• InChI: InChI=1S/C13H12O2/c1-2-3-7-11-9-10-6-4-5-8-12(10)13(14)15-11/h3-9H,2H2,1H3/b7-3+
• InChI Key: DHKBMMCQVXFEJY-XVNBXDOJSA-N
• Popularity: 15 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₂
• Molecular Weight: 200.23 g/mol
• Exact Mass: 200.083729621 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.22
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• (E/Z)-artemidin
• NSC302299
• BOHLMANN K1801
• CHEMBL477123
• NSC-302299
• 29428-84-0
• 3-(1-Butenyl)-1H-2-benzopyran-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9137	91.37%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Plasma membrane	0.4402	44.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8795	87.95%
OATP1B3 inhibitior	+	0.9767	97.67%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6216	62.16%
P-glycoprotein inhibitior	-	0.8857	88.57%
P-glycoprotein substrate	-	0.9301	93.01%
CYP3A4 substrate	-	0.5848	58.48%
CYP2C9 substrate	-	0.5903	59.03%
CYP2D6 substrate	-	0.8535	85.35%
CYP3A4 inhibition	-	0.7989	79.89%
CYP2C9 inhibition	-	0.5490	54.90%
CYP2C19 inhibition	+	0.6722	67.22%
CYP2D6 inhibition	-	0.9302	93.02%
CYP1A2 inhibition	+	0.9068	90.68%
CYP2C8 inhibition	-	0.7159	71.59%
CYP inhibitory promiscuity	+	0.6644	66.44%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8713	87.13%
Carcinogenicity (trinary)	Warning	0.4107	41.07%
Eye corrosion	-	0.9056	90.56%
Eye irritation	+	0.9631	96.31%
Skin irritation	+	0.5100	51.00%
Skin corrosion	-	0.9647	96.47%
Ames mutagenesis	+	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6641	66.41%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	+	0.5555	55.55%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	-	0.7577	75.77%
Acute Oral Toxicity (c)	III	0.7862	78.62%
Estrogen receptor binding	+	0.7135	71.35%
Androgen receptor binding	+	0.7672	76.72%
Thyroid receptor binding	-	0.5058	50.58%
Glucocorticoid receptor binding	+	0.6440	64.40%
Aromatase binding	+	0.7651	76.51%
PPAR gamma	+	0.6029	60.29%
Honey bee toxicity	-	0.9571	95.71%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9451	94.51%

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	96.74%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.69%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.92%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	92.56%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.04%	86.33%
CHEMBL2039	P27338	Monoamine oxidase B	83.81%	92.51%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.77%	96.00%
CHEMBL230	P35354	Cyclooxygenase-2	82.12%	89.63%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.65%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.22%	99.23%

Plants that contains it

• Artemisia campestris
• Artemisia dracunculus
• Chamaemelum fuscatum

Cross-Links

• PubChem: 5945155
• NPASS: NPC209632
• LOTUS: LTS0222014
• wikiData: Q104398774