Graveolinine

Details

• Internal ID: 653a8aa8-07c1-4fb9-89bb-98d33247e3c4
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives
• IUPAC Name: 2-(1,3-benzodioxol-5-yl)-4-methoxyquinoline
• InChI: InChI=1S/C17H13NO3/c1-19-16-9-14(18-13-5-3-2-4-12(13)16)11-6-7-15-17(8-11)21-10-20-15/h2-9H,10H2,1H3
• InChI Key: QGCORDIPOBZNKC-UHFFFAOYSA-N
• Popularity: 16 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₃NO₃
• Molecular Weight: 279.29 g/mol
• Exact Mass: 279.08954328 g/mol
• Topological Polar Surface Area (TPSA): 40.60 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.64
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 4179-37-7
• 2-(1,3-benzodioxol-5-yl)-4-methoxyquinoline
• 8J9MPP91DN
• 2-(1,3-benzodioxol-5-yl)-4-methoxy-quinoline
• UNII-8J9MPP91DN
• Quinoline, 2-(1,3-benzodioxol-5-yl)-4-methoxy-
• Oprea1_242467
• CHEMBL2205100
• CHEBI:173977
• DTXSID201261279
• BDBM50540148
• 2-(2H-1,3-benzodioxol-5-yl)-4-methoxyquinoline
• 2-(1,3-Benzodioxol-5-yl)-4-methoxyquinoline, 9CI

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	+	0.6540	65.40%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7996	79.96%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.9566	95.66%
OATP1B3 inhibitior	+	0.9620	96.20%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8968	89.68%
P-glycoprotein inhibitior	-	0.5566	55.66%
P-glycoprotein substrate	-	0.9205	92.05%
CYP3A4 substrate	+	0.5160	51.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7130	71.30%
CYP3A4 inhibition	+	0.9115	91.15%
CYP2C9 inhibition	+	0.7196	71.96%
CYP2C19 inhibition	+	0.9402	94.02%
CYP2D6 inhibition	+	0.8448	84.48%
CYP1A2 inhibition	+	0.9587	95.87%
CYP2C8 inhibition	+	0.7675	76.75%
CYP inhibitory promiscuity	+	0.9489	94.89%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Warning	0.4300	43.00%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.5934	59.34%
Skin irritation	-	0.7857	78.57%
Skin corrosion	-	0.9628	96.28%
Ames mutagenesis	+	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7958	79.58%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.8130	81.30%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.4498	44.98%
Acute Oral Toxicity (c)	III	0.7569	75.69%
Estrogen receptor binding	+	0.9644	96.44%
Androgen receptor binding	+	0.7818	78.18%
Thyroid receptor binding	+	0.8044	80.44%
Glucocorticoid receptor binding	+	0.8795	87.95%
Aromatase binding	+	0.8796	87.96%
PPAR gamma	+	0.7610	76.10%
Honey bee toxicity	-	0.8600	86.00%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.7400	74.00%
Fish aquatic toxicity	-	0.5218	52.18%

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	98.26%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.25%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.80%	91.11%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	94.98%	80.96%
CHEMBL240	Q12809	HERG	94.42%	89.76%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	93.88%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.87%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.15%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.72%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.19%	96.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	88.55%	85.30%
CHEMBL3706	P78536	ADAM17	87.76%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.48%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.66%	96.77%
CHEMBL5543	Q9Y463	Dual specificity tyrosine-phosphorylation-regulated kinase 1B	85.98%	94.70%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	85.56%	94.03%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.92%	93.99%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.90%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.89%	99.23%
CHEMBL5805	Q9NR97	Toll-like receptor 8	83.08%	96.25%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	82.63%	89.44%
CHEMBL3438	Q05513	Protein kinase C zeta	82.22%	88.48%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	81.77%	90.95%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	81.30%	93.24%
CHEMBL1907	P15144	Aminopeptidase N	80.88%	93.31%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.52%	89.00%
CHEMBL1741221	Q9Y4P1	Cysteine protease ATG4B	80.11%	87.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.02%	99.17%

Plants that contains it

• Ruta chalepensis
• Ruta graveolens

Cross-Links

• PubChem: 11044132
• LOTUS: LTS0079592
• wikiData: Q104396992