Evoxine

Details

• Internal ID: d190d30f-0a32-4d68-ae7f-74e096950323
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Furanoquinolines
• IUPAC Name: 1-(4,8-dimethoxyfuro[2,3-b]quinolin-7-yl)oxy-3-methylbutane-2,3-diol
• SMILES (Canonical): CC(C)(C(COC1=C(C2=C(C=C1)C(=C3C=COC3=N2)OC)OC)O)O
• SMILES (Isomeric): CC(C)(C(COC1=C(C2=C(C=C1)C(=C3C=COC3=N2)OC)OC)O)O
• InChI: InChI=1S/C18H21NO6/c1-18(2,21)13(20)9-25-12-6-5-10-14(16(12)23-4)19-17-11(7-8-24-17)15(10)22-3/h5-8,13,20-21H,9H2,1-4H3
• InChI Key: FGANMDNHTVJAHL-UHFFFAOYSA-N
• Popularity: 93 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₁NO₆
• Molecular Weight: 347.40 g/mol
• Exact Mass: 347.13688739 g/mol
• Topological Polar Surface Area (TPSA): 94.20 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.51
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• 522-11-2
• NSC94653
• 1-(4,8-dimethoxyfuro[2,3-b]quinolin-7-yl)oxy-3-methylbutane-2,3-diol
• CHEBI:4952
• 2,3-Butanediol, 1-((4,8-dimethoxyfuro(2,3-b)quinolin-7-yl)oxy)-3-methyl-, (+)-
• 1-(4,8-dimethoxyfuro[2,3-b]quinolin-7-yl)oxy-3-methyl-butane-2,3-diol
• 2,3-Butanediol, 1-[(4,8-dimethoxyfuro[2,3-b]quinolin-7-yl)oxy]-3-methyl-, (+)-
• 1-[(4,8-dimethoxyfuro[2,3-b]quinolin-7-yl)oxy]-3-methylbutane-2,3-diol
• Prestwick_160
• NSC 94653
• Spectrum_001734
• SpecPlus_000604
• Prestwick0_000665
• Prestwick1_000665
• Prestwick2_000665
• Spectrum2_001625
• Spectrum3_000985
• Spectrum4_001111
• Spectrum5_001911
• CBMicro_015580
• Cambridge id 5255766
• BSPBio_002649
• KBioGR_001582
• KBioSS_002214
• MLS000104988
• DivK1c_006700
• SPECTRUM1504020
• SPBio_001689
• SPBio_002650
• CHEMBL1416006
• SCHEMBL10200371
• KBio1_001644
• KBio2_002214
• KBio2_004782
• KBio2_007350
• KBio3_001869
• DTXSID801028138
• HMS1570E11
• HMS2330P21
• HMS3373D19
• CCG-38745
• NSC-94653
• STL372642
• 1-(4,8-dimethoxyfurano[2,3-b]quinolin-7-yloxy)-3-methylbutane-2,3-diol
• AKOS005224064
• SDCCGMLS-0005807.P002
• (+)-1-((4,8-Dimethoxyfuro(2,3-b)quinolin-7-yl)oxy)-3-methyl-2,3-butanediol
• NCGC00017284-02
• NCGC00017284-03
• NCGC00017284-04
• NCGC00017284-05
• NCGC00087752-02
• NCGC00087752-03
• NCI60_042106
• SMR000054917
• BIM-0015493.P001
• SR-01000624769
• Q5418774
• SR-01000624769-3
• BRD-A99268498-001-03-5
• BRD-A99268498-001-06-8
• 1-[(4,8-dimethoxyfuro[2,3-b]quinolin-7-yl)oxy]-3-methyl-2,3-butanediol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9530	95.30%
Caco-2	+	0.6097	60.97%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6586	65.86%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9461	94.61%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9177	91.77%
P-glycoprotein inhibitior	-	0.9166	91.66%
P-glycoprotein substrate	-	0.5856	58.56%
CYP3A4 substrate	+	0.5276	52.76%
CYP2C9 substrate	-	0.8005	80.05%
CYP2D6 substrate	-	0.7178	71.78%
CYP3A4 inhibition	-	0.8923	89.23%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9230	92.30%
CYP1A2 inhibition	+	0.9107	91.07%
CYP2C8 inhibition	+	0.5988	59.88%
CYP inhibitory promiscuity	-	0.7834	78.34%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6043	60.43%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9401	94.01%
Skin irritation	-	0.8055	80.55%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.6054	60.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8219	82.19%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	-	0.8385	83.85%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7528	75.28%
Acute Oral Toxicity (c)	III	0.6654	66.54%
Estrogen receptor binding	+	0.8272	82.72%
Androgen receptor binding	+	0.7058	70.58%
Thyroid receptor binding	+	0.7921	79.21%
Glucocorticoid receptor binding	+	0.9065	90.65%
Aromatase binding	+	0.8525	85.25%
PPAR gamma	+	0.8237	82.37%
Honey bee toxicity	-	0.8930	89.30%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	-	0.5953	59.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.25%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.00%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	93.87%	83.82%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.02%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.42%	96.00%
CHEMBL5747	Q92793	CREB-binding protein	91.87%	95.12%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	87.69%	92.68%
CHEMBL3401	O75469	Pregnane X receptor	87.52%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.50%	99.17%
CHEMBL213	P08588	Beta-1 adrenergic receptor	86.97%	95.56%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.99%	100.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.97%	96.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.94%	86.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.89%	96.90%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.35%	99.23%
CHEMBL2581	P07339	Cathepsin D	82.12%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.54%	95.56%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.51%	93.65%
CHEMBL235	P37231	Peroxisome proliferator-activated receptor gamma	80.43%	95.39%

Plants that contains it

• Choisya ternata
• Dictamnus albus
• Ertela trifolia
• Haplophyllum acutifolium
• Haplophyllum ferganicum
• Haplophyllum obtusifolium
• Haplophyllum ramosissimum
• Haplophyllum suaveolens
• Haplophyllum tuberculatum
• Orixa japonica
• Peltostigma guatemalense
• Skimmia reevesiana
• Vepris boiviniana
• Vepris gerrardii

Cross-Links

• PubChem: 73416
• LOTUS: LTS0072629
• wikiData: Q5418774