4-[3-Hydroxy-3-methyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutoxy]furo[3,2-g]chromen-7-one

Details

• Internal ID: 7ebd6703-1e1d-47c5-b199-ca60b9a14e3e
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
• IUPAC Name: 4-[3-hydroxy-3-methyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutoxy]furo[3,2-g]chromen-7-one
• SMILES (Canonical): CC(C)(C(COC1=C2C=CC(=O)OC2=CC3=C1C=CO3)OC4C(C(C(C(O4)CO)O)O)O)O
• SMILES (Isomeric): CC(C)(C(COC1=C2C=CC(=O)OC2=CC3=C1C=CO3)OC4C(C(C(C(O4)CO)O)O)O)O
• InChI: InChI=1S/C22H26O11/c1-22(2,28)15(33-21-19(27)18(26)17(25)14(8-23)32-21)9-30-20-10-3-4-16(24)31-13(10)7-12-11(20)5-6-29-12/h3-7,14-15,17-19,21,23,25-28H,8-9H2,1-2H3
• InChI Key: UWGMMMDMIBXHPX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₁₁
• Molecular Weight: 466.40 g/mol
• Exact Mass: 466.14751164 g/mol
• Topological Polar Surface Area (TPSA): 168.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.13
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6603	66.03%
Caco-2	-	0.7896	78.96%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7380	73.80%
OATP2B1 inhibitior	-	0.8496	84.96%
OATP1B1 inhibitior	+	0.8881	88.81%
OATP1B3 inhibitior	+	0.9518	95.18%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7918	79.18%
P-glycoprotein inhibitior	-	0.5700	57.00%
P-glycoprotein substrate	-	0.6933	69.33%
CYP3A4 substrate	+	0.6028	60.28%
CYP2C9 substrate	-	0.8330	83.30%
CYP2D6 substrate	-	0.8607	86.07%
CYP3A4 inhibition	-	0.9362	93.62%
CYP2C9 inhibition	-	0.8994	89.94%
CYP2C19 inhibition	-	0.8558	85.58%
CYP2D6 inhibition	-	0.9141	91.41%
CYP1A2 inhibition	-	0.8386	83.86%
CYP2C8 inhibition	-	0.5631	56.31%
CYP inhibitory promiscuity	-	0.7415	74.15%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5830	58.30%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9410	94.10%
Skin irritation	-	0.8118	81.18%
Skin corrosion	-	0.9462	94.62%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7664	76.64%
Micronuclear	-	0.5767	57.67%
Hepatotoxicity	+	0.5448	54.48%
skin sensitisation	-	0.8628	86.28%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.9052	90.52%
Acute Oral Toxicity (c)	III	0.6599	65.99%
Estrogen receptor binding	+	0.7596	75.96%
Androgen receptor binding	+	0.7433	74.33%
Thyroid receptor binding	+	0.6093	60.93%
Glucocorticoid receptor binding	+	0.6079	60.79%
Aromatase binding	+	0.6365	63.65%
PPAR gamma	+	0.7835	78.35%
Honey bee toxicity	-	0.7372	73.72%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9176	91.76%

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	98.98%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.58%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.92%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	94.65%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	93.84%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.87%	99.17%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	90.32%	94.03%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.55%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.17%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.03%	94.00%
CHEMBL220	P22303	Acetylcholinesterase	89.00%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.20%	96.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.20%	93.65%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.47%	95.83%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.09%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	83.85%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.52%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.00%	97.25%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.65%	100.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.45%	89.62%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.00%	93.56%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.40%	80.33%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	80.17%	97.88%

Plants that contains it

• Peucedanum ostruthium

Cross-Links

• PubChem: 162920201
• LOTUS: LTS0030044
• wikiData: Q105280346