Arteminorin A

Details

• Internal ID: edfae23e-e4b2-4790-a8c7-607034247fa4
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins > 7-hydroxycoumarins
• IUPAC Name: 3-(6,8-dimethoxy-2-oxochromen-7-yl)oxy-7-hydroxy-6,8-dimethoxychromen-2-one
• SMILES (Canonical): COC1=C(C(=C2C(=C1)C=CC(=O)O2)OC)OC3=CC4=CC(=C(C(=C4OC3=O)OC)O)OC
• SMILES (Isomeric): COC1=C(C(=C2C(=C1)C=CC(=O)O2)OC)OC3=CC4=CC(=C(C(=C4OC3=O)OC)O)OC
• InChI: InChI=1S/C22H18O10/c1-26-12-8-11-9-14(22(25)32-18(11)20(28-3)16(12)24)30-19-13(27-2)7-10-5-6-15(23)31-17(10)21(19)29-4/h5-9,24H,1-4H3
• InChI Key: KEKQHIUVNDSPHK-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₁₈O₁₀
• Molecular Weight: 442.40 g/mol
• Exact Mass: 442.08999677 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.43
• H-Bond Acceptor: 10
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9286	92.86%
Caco-2	-	0.5836	58.36%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6902	69.02%
OATP2B1 inhibitior	-	0.8608	86.08%
OATP1B1 inhibitior	+	0.8949	89.49%
OATP1B3 inhibitior	+	0.9153	91.53%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8687	86.87%
P-glycoprotein inhibitior	+	0.8543	85.43%
P-glycoprotein substrate	-	0.8784	87.84%
CYP3A4 substrate	-	0.5344	53.44%
CYP2C9 substrate	-	0.8283	82.83%
CYP2D6 substrate	-	0.8191	81.91%
CYP3A4 inhibition	-	0.8835	88.35%
CYP2C9 inhibition	-	0.9860	98.60%
CYP2C19 inhibition	-	0.9683	96.83%
CYP2D6 inhibition	-	0.9420	94.20%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	+	0.5653	56.53%
CYP inhibitory promiscuity	-	0.8735	87.35%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4837	48.37%
Eye corrosion	-	0.9806	98.06%
Eye irritation	-	0.7472	74.72%
Skin irritation	-	0.7433	74.33%
Skin corrosion	-	0.9778	97.78%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6593	65.93%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.9343	93.43%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8172	81.72%
Acute Oral Toxicity (c)	II	0.6873	68.73%
Estrogen receptor binding	+	0.9170	91.70%
Androgen receptor binding	+	0.7141	71.41%
Thyroid receptor binding	+	0.5646	56.46%
Glucocorticoid receptor binding	+	0.8838	88.38%
Aromatase binding	+	0.6360	63.60%
PPAR gamma	+	0.8502	85.02%
Honey bee toxicity	-	0.9149	91.49%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9282	92.82%

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	98.48%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.88%	94.00%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	94.23%	98.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.88%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.21%	99.15%
CHEMBL1937	Q92769	Histone deacetylase 2	87.23%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.21%	99.23%
CHEMBL2581	P07339	Cathepsin D	85.33%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.14%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.03%	99.17%
CHEMBL2535	P11166	Glucose transporter	83.27%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	82.24%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.98%	85.14%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.00%	80.78%

Plants that contains it

• Artemisia minor
• Bulbophyllum crabro
• Dioscorea gracillima
• Echium rubrum
• Entada africana
• Entada polystachya
• Fumaria indica
• Iberis sempervirens
• Plectranthus verticillatus
• Pontederia crassipes
• Pseuduvaria trimera
• Pteris spinescens
• Roemeria carica
• Schumanniophyton magnificum
• Vitex limonifolia

Cross-Links

• PubChem: 44178670
• NPASS: NPC282378
• LOTUS: LTS0188856
• wikiData: Q105140012