4-[(2S)-2,4-dihydroxy-4-methylpentoxy]furo[3,2-g]chromen-7-one

Details

• Internal ID: b2b736d0-bdc3-41b9-bcb5-225e0b4701d3
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
• IUPAC Name: 4-[(2S)-2,4-dihydroxy-4-methylpentoxy]furo[3,2-g]chromen-7-one
• InChI: InChI=1S/C17H18O6/c1-17(2,20)8-10(18)9-22-16-11-3-4-15(19)23-14(11)7-13-12(16)5-6-21-13/h3-7,10,18,20H,8-9H2,1-2H3/t10-/m0/s1
• InChI Key: AGRRTROKJISJAQ-JTQLQIEISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₆
• Molecular Weight: 318.32 g/mol
• Exact Mass: 318.11033829 g/mol
• Topological Polar Surface Area (TPSA): 89.10 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.44
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8529	85.29%
Caco-2	+	0.5675	56.75%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6923	69.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9231	92.31%
OATP1B3 inhibitior	+	0.8873	88.73%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6041	60.41%
P-glycoprotein inhibitior	-	0.7876	78.76%
P-glycoprotein substrate	-	0.6418	64.18%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.6435	64.35%
CYP2D6 substrate	-	0.7918	79.18%
CYP3A4 inhibition	-	0.6100	61.00%
CYP2C9 inhibition	-	0.6856	68.56%
CYP2C19 inhibition	-	0.7638	76.38%
CYP2D6 inhibition	-	0.7778	77.78%
CYP1A2 inhibition	-	0.7884	78.84%
CYP2C8 inhibition	-	0.7550	75.50%
CYP inhibitory promiscuity	-	0.5989	59.89%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4686	46.86%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.6670	66.70%
Skin irritation	-	0.8029	80.29%
Skin corrosion	-	0.9471	94.71%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3736	37.36%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.5658	56.58%
skin sensitisation	-	0.7926	79.26%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8975	89.75%
Acute Oral Toxicity (c)	III	0.5936	59.36%
Estrogen receptor binding	+	0.7654	76.54%
Androgen receptor binding	+	0.8294	82.94%
Thyroid receptor binding	+	0.6112	61.12%
Glucocorticoid receptor binding	+	0.6754	67.54%
Aromatase binding	+	0.6462	64.62%
PPAR gamma	+	0.8021	80.21%
Honey bee toxicity	-	0.8273	82.73%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.8972	89.72%

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	98.08%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.52%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.23%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.03%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.59%	85.14%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	91.56%	94.03%
CHEMBL1951	P21397	Monoamine oxidase A	91.06%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	89.55%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.25%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.45%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.65%	94.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	87.14%	93.65%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.36%	89.34%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.27%	96.00%

Plants that contains it

• Angelica dahurica

Cross-Links

• PubChem: 162868252
• LOTUS: LTS0258119
• wikiData: Q104911994