Coumarin 6

Details

• Internal ID: 0b156e94-fc35-4183-961b-8e972e2d5b5a
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 3-(1,3-benzothiazol-2-yl)-7-(diethylamino)chromen-2-one
• InChI: InChI=1S/C20H18N2O2S/c1-3-22(4-2)14-10-9-13-11-15(20(23)24-17(13)12-14)19-21-16-7-5-6-8-18(16)25-19/h5-12H,3-4H2,1-2H3
• InChI Key: VBVAVBCYMYWNOU-UHFFFAOYSA-N
• Popularity: 357 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈N₂O₂S
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.10889899 g/mol
• Topological Polar Surface Area (TPSA): 70.70 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.92
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• 38215-36-0
• 3-(2-Benzothiazolyl)-7-(diethylamino)coumarin
• Coumarin VI
• 2H-1-Benzopyran-2-one, 3-(2-benzothiazolyl)-7-(diethylamino)-
• 3-(benzo[d]thiazol-2-yl)-7-(diethylamino)-2H-chromen-2-one
• 3-(1,3-benzothiazol-2-yl)-7-(diethylamino)chromen-2-one
• 3-(1,3-benzothiazol-2-yl)-7-(diethylamino)-2H-chromen-2-one
• 48DU8Q9UAU
• CHEBI:51942
• NSC290432
• NSC-290432
• Coumarin6
• Coumarin 540
• coumarin-6
• EINECS 253-830-2
• MFCD00041869
• NSC 290432
• Coumarin 6, 98%
• 3-(2-benzthiazolyl)-7-diethylaminocoumarin
• ChemDivAM_000163
• ChemDiv1_000289
• UNII-48DU8Q9UAU
• Coumarin 6, >=99%
• Oprea1_603055
• SCHEMBL38421
• BIDD:GT0525
• 2-m-Tolylethanesulfonylchloride
• 3-(Benzothiazol-2-yl)-7-(diethylamino)-2-benzopyrone
• CHEMBL212037
• DTXSID5068079
• HMS587N03
• VBVAVBCYMYWNOU-UHFFFAOYSA-N
• AMY10384
• HY-N7131
• s5170
• AKOS000813783
• CCG-268032
• CS-W009809
• NK-1858
• SB66543
• AS-35299
• 3-(2-benzothiazolyl)-7-diethylaminocoumarin
• B2088
• EU-0060907
• FT-0639438
• 3-(2-benzothiazolyl)-7-(diethylamino) coumarin
• EN300-7401773
• A824060
• Coumarin 6 is known as a fluorochrome laser dye.
• SR-01000393264
• J-100033
• SR-01000393264-1
• Q27123017
• F0037-2885
• 3-BENZOTHIAZOL-2-YL-7-DIETHYLAMINO-CHROMEN-2-ONE
• COUMARIN, 3-(2-BENZOTHIAZOLYL)-7-(DIETHYLAMINO)-
• 3-(2-benzothiazolyl)-7-(diethylamino)-2h-1-benzopyran-2-one
• 3-(2'-Benzothiazolyl)-7-diethylaminocoumarin; 3-(2-Benzothiazolyl)-N,N-diethylumbelliferylamine

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9805	98.05%
Caco-2	+	0.5525	55.25%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Lysosomes	0.5154	51.54%
OATP2B1 inhibitior	-	0.7126	71.26%
OATP1B1 inhibitior	+	0.9125	91.25%
OATP1B3 inhibitior	+	0.9357	93.57%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9491	94.91%
P-glycoprotein inhibitior	+	0.6897	68.97%
P-glycoprotein substrate	-	0.6770	67.70%
CYP3A4 substrate	+	0.5071	50.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8154	81.54%
CYP3A4 inhibition	-	0.5241	52.41%
CYP2C9 inhibition	+	0.6469	64.69%
CYP2C19 inhibition	+	0.8087	80.87%
CYP2D6 inhibition	-	0.8112	81.12%
CYP1A2 inhibition	+	0.8238	82.38%
CYP2C8 inhibition	+	0.6988	69.88%
CYP inhibitory promiscuity	+	0.8941	89.41%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.4691	46.91%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.8684	86.84%
Skin irritation	-	0.7809	78.09%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	-	0.6470	64.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.9254	92.54%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8157	81.57%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.5691	56.91%
Acute Oral Toxicity (c)	III	0.5964	59.64%
Estrogen receptor binding	+	0.9015	90.15%
Androgen receptor binding	+	0.8154	81.54%
Thyroid receptor binding	+	0.6145	61.45%
Glucocorticoid receptor binding	+	0.9054	90.54%
Aromatase binding	+	0.8780	87.80%
PPAR gamma	+	0.8809	88.09%
Honey bee toxicity	-	0.8964	89.64%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9593	95.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.64%	98.95%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	98.35%	87.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.61%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	96.86%	94.73%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	93.64%	81.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	91.79%	89.34%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.46%	94.00%
CHEMBL2039	P27338	Monoamine oxidase B	91.45%	92.51%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	90.50%	96.67%
CHEMBL1951	P21397	Monoamine oxidase A	89.91%	91.49%
CHEMBL240	Q12809	HERG	89.90%	89.76%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	89.73%	93.65%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	89.13%	80.78%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.37%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.54%	95.56%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	85.80%	85.30%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.17%	89.00%
CHEMBL3959	P16083	Quinone reductase 2	83.79%	89.49%
CHEMBL5247	Q13418	Serine/threonine-protein kinase ILK-1	83.77%	98.55%
CHEMBL2828	P48730	Casein kinase I delta	81.89%	93.08%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	81.47%	98.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.46%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.92%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.42%	99.17%

Plants that contains it

• Ferula fukanensis

Cross-Links

• PubChem: 100334
• LOTUS: LTS0118950
• wikiData: Q27123017