Artemidiol

Details

• Internal ID: caee4ee9-b30e-472a-9ed0-4cd7f717785b
• Taxonomy: Phenylpropanoids and polyketides > Isocoumarins and derivatives
• IUPAC Name: 3-(1,2-dihydroxybutyl)isochromen-1-one
• SMILES (Canonical): CCC(C(C1=CC2=CC=CC=C2C(=O)O1)O)O
• SMILES (Isomeric): CCC(C(C1=CC2=CC=CC=C2C(=O)O1)O)O
• InChI: InChI=1S/C13H14O4/c1-2-10(14)12(15)11-7-8-5-3-4-6-9(8)13(16)17-11/h3-7,10,12,14-15H,2H2,1H3
• InChI Key: CRXSSRPVDGICML-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₄
• Molecular Weight: 234.25 g/mol
• Exact Mass: 234.08920892 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.60
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 54963-30-3
• 3-(1,2-dihydroxybutyl)-1H-isochromen-1-one
• CHEBI:174201
• DTXSID401246580
• 3-(1,2-dihydroxybutyl)isochromen-1-one
• 3-(1,2-Dihydroxybutyl)-1H-2-benzopyran-1-one
• 1H-2-Benzopyran-1-one, 3-(1,2-dihydroxybutyl)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9534	95.34%
Caco-2	-	0.5177	51.77%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5772	57.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8979	89.79%
OATP1B3 inhibitior	+	0.9503	95.03%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9082	90.82%
P-glycoprotein inhibitior	-	0.9447	94.47%
P-glycoprotein substrate	-	0.9226	92.26%
CYP3A4 substrate	-	0.6003	60.03%
CYP2C9 substrate	-	0.5903	59.03%
CYP2D6 substrate	-	0.8377	83.77%
CYP3A4 inhibition	-	0.9163	91.63%
CYP2C9 inhibition	-	0.9657	96.57%
CYP2C19 inhibition	-	0.9134	91.34%
CYP2D6 inhibition	-	0.9554	95.54%
CYP1A2 inhibition	-	0.7454	74.54%
CYP2C8 inhibition	-	0.8503	85.03%
CYP inhibitory promiscuity	-	0.9458	94.58%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5428	54.28%
Eye corrosion	-	0.9844	98.44%
Eye irritation	-	0.7506	75.06%
Skin irritation	-	0.6719	67.19%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8081	80.81%
Micronuclear	+	0.7118	71.18%
Hepatotoxicity	+	0.6177	61.77%
skin sensitisation	-	0.8395	83.95%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8666	86.66%
Acute Oral Toxicity (c)	III	0.6278	62.78%
Estrogen receptor binding	+	0.6409	64.09%
Androgen receptor binding	+	0.6852	68.52%
Thyroid receptor binding	-	0.5779	57.79%
Glucocorticoid receptor binding	-	0.4860	48.60%
Aromatase binding	-	0.6277	62.77%
PPAR gamma	+	0.6098	60.98%
Honey bee toxicity	-	0.9664	96.64%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8054	80.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.54%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.54%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.34%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	92.61%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.59%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.92%	94.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.62%	93.65%
CHEMBL2535	P11166	Glucose transporter	81.88%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.17%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.66%	89.00%

Plants that contains it

• Artemisia dracunculus

Cross-Links

• PubChem: 23246261
• LOTUS: LTS0179255
• wikiData: Q104968999