9-(3-Chloro-2-hydroxy-3-methylbutoxy)-4-hydroxyfuro[3,2-g]chromen-7-one

Details

• Internal ID: f6224759-8106-4c30-8692-217dbf79a628
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens > 5-hydroxypsoralens
• IUPAC Name: 9-(3-chloro-2-hydroxy-3-methylbutoxy)-4-hydroxyfuro[3,2-g]chromen-7-one
• SMILES (Canonical): CC(C)(C(COC1=C2C(=C(C3=C1OC=C3)O)C=CC(=O)O2)O)Cl
• SMILES (Isomeric): CC(C)(C(COC1=C2C(=C(C3=C1OC=C3)O)C=CC(=O)O2)O)Cl
• InChI: InChI=1S/C16H15ClO6/c1-16(2,17)10(18)7-22-15-13-9(5-6-21-13)12(20)8-3-4-11(19)23-14(8)15/h3-6,10,18,20H,7H2,1-2H3
• InChI Key: QBLSTTSBKVLODD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₅ClO₆
• Molecular Weight: 338.74 g/mol
• Exact Mass: 338.0557159 g/mol
• Topological Polar Surface Area (TPSA): 89.10 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.00
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9890	98.90%
Caco-2	-	0.7080	70.80%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6999	69.99%
OATP2B1 inhibitior	-	0.7208	72.08%
OATP1B1 inhibitior	+	0.8892	88.92%
OATP1B3 inhibitior	+	0.8396	83.96%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.4773	47.73%
P-glycoprotein inhibitior	-	0.7324	73.24%
P-glycoprotein substrate	-	0.7899	78.99%
CYP3A4 substrate	+	0.5323	53.23%
CYP2C9 substrate	-	0.6435	64.35%
CYP2D6 substrate	-	0.8129	81.29%
CYP3A4 inhibition	-	0.8935	89.35%
CYP2C9 inhibition	-	0.8364	83.64%
CYP2C19 inhibition	-	0.7192	71.92%
CYP2D6 inhibition	-	0.7831	78.31%
CYP1A2 inhibition	-	0.7525	75.25%
CYP2C8 inhibition	+	0.4619	46.19%
CYP inhibitory promiscuity	-	0.6363	63.63%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8038	80.38%
Carcinogenicity (trinary)	Non-required	0.4602	46.02%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.7987	79.87%
Skin irritation	-	0.7895	78.95%
Skin corrosion	-	0.9220	92.20%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6469	64.69%
Micronuclear	-	0.5867	58.67%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	-	0.7568	75.68%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8533	85.33%
Acute Oral Toxicity (c)	III	0.6522	65.22%
Estrogen receptor binding	+	0.7649	76.49%
Androgen receptor binding	+	0.7044	70.44%
Thyroid receptor binding	+	0.7291	72.91%
Glucocorticoid receptor binding	+	0.7751	77.51%
Aromatase binding	+	0.6129	61.29%
PPAR gamma	+	0.8568	85.68%
Honey bee toxicity	-	0.8641	86.41%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9511	95.11%

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	98.75%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.30%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	96.85%	89.34%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.22%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	91.69%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.13%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.09%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.96%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	88.57%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.36%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.27%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.11%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.49%	86.92%

Plants that contains it

• Niphogeton ternata

Cross-Links

• PubChem: 163018264
• LOTUS: LTS0012860
• wikiData: Q105217911