Evolitrine

Details

• Internal ID: b61663e6-3136-49fc-b702-81314c90e93e
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Furanoquinolines
• IUPAC Name: 4,7-dimethoxyfuro[2,3-b]quinoline
• SMILES (Canonical): COC1=CC2=C(C=C1)C(=C3C=COC3=N2)OC
• SMILES (Isomeric): COC1=CC2=C(C=C1)C(=C3C=COC3=N2)OC
• InChI: InChI=1S/C13H11NO3/c1-15-8-3-4-9-11(7-8)14-13-10(5-6-17-13)12(9)16-2/h3-7H,1-2H3
• InChI Key: TWGHMXOYRUTQOL-UHFFFAOYSA-N
• Popularity: 21 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₁NO₃
• Molecular Weight: 229.23 g/mol
• Exact Mass: 229.07389321 g/mol
• Topological Polar Surface Area (TPSA): 44.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.00
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 523-66-0
• 4,7-dimethoxyfuro[2,3-b]quinoline
• Evolitrin
• CCRIS 3579
• Furo(2,3-b)quinoline, 4,7-dimethoxy-
• BRN 0220214
• 7-Methoxydictamnine; Evolitrin
• 4-27-00-02210 (Beilstein Handbook Reference)
• CHEMBL401536
• DTXSID40200325
• HY-N5022
• AKOS040759334
• AC-34843
• LS-70922
• MS-23298
• CS-0032089
• FT-0777386
• E80765

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.6474	64.74%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6206	62.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9640	96.40%
OATP1B3 inhibitior	+	0.9550	95.50%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6222	62.22%
P-glycoprotein inhibitior	-	0.8981	89.81%
P-glycoprotein substrate	-	0.8604	86.04%
CYP3A4 substrate	-	0.5740	57.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3562	35.62%
CYP3A4 inhibition	-	0.7517	75.17%
CYP2C9 inhibition	-	0.9325	93.25%
CYP2C19 inhibition	-	0.6783	67.83%
CYP2D6 inhibition	-	0.8556	85.56%
CYP1A2 inhibition	+	0.9713	97.13%
CYP2C8 inhibition	+	0.5100	51.00%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4391	43.91%
Eye corrosion	-	0.9841	98.41%
Eye irritation	+	0.6631	66.31%
Skin irritation	-	0.8191	81.91%
Skin corrosion	-	0.9752	97.52%
Ames mutagenesis	+	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7782	77.82%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.8125	81.25%
skin sensitisation	-	0.8342	83.42%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.6695	66.95%
Acute Oral Toxicity (c)	III	0.6780	67.80%
Estrogen receptor binding	+	0.8617	86.17%
Androgen receptor binding	+	0.7886	78.86%
Thyroid receptor binding	+	0.7291	72.91%
Glucocorticoid receptor binding	+	0.8584	85.84%
Aromatase binding	+	0.9354	93.54%
PPAR gamma	+	0.6769	67.69%
Honey bee toxicity	-	0.9175	91.75%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	-	0.7718	77.18%

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	94.82%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.60%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.85%	96.00%
CHEMBL5747	Q92793	CREB-binding protein	89.70%	95.12%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.60%	95.56%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	86.76%	94.03%
CHEMBL1907	P15144	Aminopeptidase N	85.58%	93.31%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.52%	99.15%
CHEMBL235	P37231	Peroxisome proliferator-activated receptor gamma	85.31%	95.39%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.38%	93.65%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.66%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	82.06%	91.49%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.25%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.10%	96.09%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.33%	96.67%

Plants that contains it

• Acronychia pedunculata
• Acronychia pubescens
• Almeidea rubra
• Balfourodendron riedelianum
• Boronia inornata
• Boronia pancheri
• Boronia pinnata
• Comptonella sessilifoliola
• Conchocarpus macrocarpus
• Drummondita calida
• Esenbeckia berlandieri subsp. litoralis
• Euphorbia hirta
• Glycosmis cyanocarpa
• Haplophyllum acutifolium
• Medicosma subsessilis
• Melicope confusa
• Melicope fatraina
• Melicope lunu-ankenda
• Melicope semecarpifolia
• Melicope triphylla
• Nematolepis phebalioides
• Raputia praetermissa
• Ruta montana
• Sarcomelicope argyrophylla
• Ticorea longiflora
• Zanthoxylum ailanthoides

Cross-Links

• PubChem: 196980
• NPASS: NPC298436
• LOTUS: LTS0026527
• wikiData: Q83073407