[(2R)-3-hydroxy-3-methyl-1-(7-oxofuro[3,2-g]chromen-9-yl)oxybutan-2-yl] (E)-3-[7-[(2R)-2,3-dihydroxy-3-methylbutoxy]-6-hydroxy-1-benzofuran-5-yl]prop-2-enoate

Details

• Internal ID: b8fe9c10-2b65-49eb-bed2-9db3914b6618
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
• IUPAC Name: [(2R)-3-hydroxy-3-methyl-1-(7-oxofuro[3,2-g]chromen-9-yl)oxybutan-2-yl] (E)-3-[7-[(2R)-2,3-dihydroxy-3-methylbutoxy]-6-hydroxy-1-benzofuran-5-yl]prop-2-enoate
• SMILES (Canonical): CC(C)(C(COC1=C2C(=CC(=C1O)C=CC(=O)OC(COC3=C4C(=CC5=C3OC=C5)C=CC(=O)O4)C(C)(C)O)C=CO2)O)O
• SMILES (Isomeric): CC(C)([C@@H](COC1=C2C(=CC(=C1O)/C=C/C(=O)O[C@H](COC3=C4C(=CC5=C3OC=C5)C=CC(=O)O4)C(C)(C)O)C=CO2)O)O
• InChI: InChI=1S/C32H32O12/c1-31(2,37)21(33)15-41-29-25(36)17(13-19-9-11-39-26(19)29)5-7-23(34)43-22(32(3,4)38)16-42-30-27-20(10-12-40-27)14-18-6-8-24(35)44-28(18)30/h5-14,21-22,33,36-38H,15-16H2,1-4H3/b7-5+/t21-,22-/m1/s1
• InChI Key: KUTCFXJKKVZGMS-VICXPYPNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₂O₁₂
• Molecular Weight: 608.60 g/mol
• Exact Mass: 608.18937645 g/mol
• Topological Polar Surface Area (TPSA): 178.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 4.28
• H-Bond Acceptor: 12
• H-Bond Donor: 4
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9191	91.91%
Caco-2	-	0.8661	86.61%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7581	75.81%
OATP2B1 inhibitior	-	0.5711	57.11%
OATP1B1 inhibitior	+	0.8541	85.41%
OATP1B3 inhibitior	+	0.9243	92.43%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9428	94.28%
P-glycoprotein inhibitior	+	0.7799	77.99%
P-glycoprotein substrate	-	0.5605	56.05%
CYP3A4 substrate	+	0.6068	60.68%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.9347	93.47%
CYP2C9 inhibition	-	0.8058	80.58%
CYP2C19 inhibition	-	0.7642	76.42%
CYP2D6 inhibition	-	0.8975	89.75%
CYP1A2 inhibition	-	0.6927	69.27%
CYP2C8 inhibition	+	0.6850	68.50%
CYP inhibitory promiscuity	-	0.8334	83.34%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5246	52.46%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9096	90.96%
Skin irritation	-	0.7944	79.44%
Skin corrosion	-	0.9351	93.51%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6777	67.77%
Micronuclear	-	0.5167	51.67%
Hepatotoxicity	+	0.7198	71.98%
skin sensitisation	-	0.7914	79.14%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8119	81.19%
Acute Oral Toxicity (c)	III	0.6182	61.82%
Estrogen receptor binding	+	0.8262	82.62%
Androgen receptor binding	+	0.8182	81.82%
Thyroid receptor binding	+	0.6449	64.49%
Glucocorticoid receptor binding	+	0.8241	82.41%
Aromatase binding	+	0.6126	61.26%
PPAR gamma	+	0.7558	75.58%
Honey bee toxicity	-	0.8266	82.66%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9873	98.73%

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	99.04%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.22%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	96.40%	89.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.77%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	93.13%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.84%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.42%	89.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	91.42%	97.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.82%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.29%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.99%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.58%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.26%	99.15%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.63%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.38%	99.23%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.76%	96.95%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.50%	95.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.96%	93.56%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.90%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.08%	91.07%

Plants that contains it

• Heracleum candicans

Cross-Links

• PubChem: 101502036
• LOTUS: LTS0024661
• wikiData: Q105146349