Trichoclin

Details

• Internal ID: 434b33da-0f4b-49ba-a194-8250931429ab
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
• IUPAC Name: 9-[(Z)-4-hydroxy-3-methylbut-2-enoxy]furo[3,2-g]chromen-7-one
• SMILES (Canonical): CC(=CCOC1=C2C(=CC3=C1OC=C3)C=CC(=O)O2)CO
• SMILES (Isomeric): C/C(=C/COC1=C2C(=CC3=C1OC=C3)C=CC(=O)O2)/CO
• InChI: InChI=1S/C16H14O5/c1-10(9-17)4-6-20-16-14-12(5-7-19-14)8-11-2-3-13(18)21-15(11)16/h2-5,7-8,17H,6,9H2,1H3/b10-4-
• InChI Key: SYEZZRGTJNNHEL-WMZJFQQLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₅
• Molecular Weight: 286.28 g/mol
• Exact Mass: 286.08412354 g/mol
• Topological Polar Surface Area (TPSA): 68.90 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.86
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• Z-trichoclin
• 65853-14-7
• CHEMBL487408
• MEGxp0_001464
• SCHEMBL19004128
• AKOS040734571
• NCGC00385617-01!9-[(Z)-4-hydroxy-3-methylbut-2-enoxy]furo[3,2-g]chromen-7-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9742	97.42%
Caco-2	+	0.5844	58.44%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6749	67.49%
OATP2B1 inhibitior	-	0.7255	72.55%
OATP1B1 inhibitior	+	0.9367	93.67%
OATP1B3 inhibitior	+	0.9414	94.14%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.4835	48.35%
P-glycoprotein substrate	-	0.8787	87.87%
CYP3A4 substrate	-	0.5643	56.43%
CYP2C9 substrate	-	0.6755	67.55%
CYP2D6 substrate	-	0.8357	83.57%
CYP3A4 inhibition	-	0.5526	55.26%
CYP2C9 inhibition	-	0.5601	56.01%
CYP2C19 inhibition	+	0.6386	63.86%
CYP2D6 inhibition	-	0.6118	61.18%
CYP1A2 inhibition	+	0.5201	52.01%
CYP2C8 inhibition	-	0.6249	62.49%
CYP inhibitory promiscuity	+	0.7832	78.32%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4760	47.60%
Eye corrosion	-	0.9824	98.24%
Eye irritation	-	0.8234	82.34%
Skin irritation	-	0.7191	71.91%
Skin corrosion	-	0.9518	95.18%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6494	64.94%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.8774	87.74%
skin sensitisation	-	0.7714	77.14%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6329	63.29%
Acute Oral Toxicity (c)	III	0.4768	47.68%
Estrogen receptor binding	+	0.7198	71.98%
Androgen receptor binding	+	0.8338	83.38%
Thyroid receptor binding	+	0.5134	51.34%
Glucocorticoid receptor binding	+	0.7866	78.66%
Aromatase binding	+	0.7134	71.34%
PPAR gamma	+	0.7752	77.52%
Honey bee toxicity	-	0.9088	90.88%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9922	99.22%

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	95.64%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.18%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.13%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.49%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	90.47%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.39%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.39%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	85.65%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.73%	89.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.58%	95.83%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.86%	94.45%
CHEMBL4208	P20618	Proteasome component C5	80.58%	90.00%

Plants that contains it

• Trichocline sinuata

Cross-Links

• PubChem: 10265978
• LOTUS: LTS0271394
• wikiData: Q105263530