[3-hydroxy-3-methyl-1-(7-oxofuro[3,2-g]chromen-4-yl)oxybutan-2-yl] (3R,5R)-1,3,4,5-tetrahydroxycyclohexane-1-carboxylate

Details

• Internal ID: 7acc2dc9-5fc9-4293-a6e8-a18169ad8a8f
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
• IUPAC Name: [3-hydroxy-3-methyl-1-(7-oxofuro[3,2-g]chromen-4-yl)oxybutan-2-yl] (3R,5R)-1,3,4,5-tetrahydroxycyclohexane-1-carboxylate
• SMILES (Canonical): CC(C)(C(COC1=C2C=CC(=O)OC2=CC3=C1C=CO3)OC(=O)C4(CC(C(C(C4)O)O)O)O)O
• SMILES (Isomeric): CC(C)(C(COC1=C2C=CC(=O)OC2=CC3=C1C=CO3)OC(=O)C4(C[C@H](C([C@@H](C4)O)O)O)O)O
• InChI: InChI=1S/C23H26O11/c1-22(2,29)17(34-21(28)23(30)8-13(24)19(27)14(25)9-23)10-32-20-11-3-4-18(26)33-16(11)7-15-12(20)5-6-31-15/h3-7,13-14,17,19,24-25,27,29-30H,8-10H2,1-2H3/t13-,14-,17?,19?,23?/m1/s1
• InChI Key: WZEXHDQIQATNIX-JTIITBOJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₆O₁₁
• Molecular Weight: 478.40 g/mol
• Exact Mass: 478.14751164 g/mol
• Topological Polar Surface Area (TPSA): 176.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.21
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7942	79.42%
Caco-2	-	0.8213	82.13%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7605	76.05%
OATP2B1 inhibitior	-	0.8503	85.03%
OATP1B1 inhibitior	+	0.9197	91.97%
OATP1B3 inhibitior	+	0.9288	92.88%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7704	77.04%
P-glycoprotein inhibitior	-	0.5545	55.45%
P-glycoprotein substrate	+	0.5487	54.87%
CYP3A4 substrate	+	0.6321	63.21%
CYP2C9 substrate	-	0.6340	63.40%
CYP2D6 substrate	-	0.8154	81.54%
CYP3A4 inhibition	-	0.9085	90.85%
CYP2C9 inhibition	-	0.9118	91.18%
CYP2C19 inhibition	-	0.9077	90.77%
CYP2D6 inhibition	-	0.9154	91.54%
CYP1A2 inhibition	-	0.8688	86.88%
CYP2C8 inhibition	+	0.4832	48.32%
CYP inhibitory promiscuity	-	0.9132	91.32%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6174	61.74%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9361	93.61%
Skin irritation	-	0.7896	78.96%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8219	82.19%
Micronuclear	-	0.5526	55.26%
Hepatotoxicity	+	0.7750	77.50%
skin sensitisation	-	0.8640	86.40%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.9443	94.43%
Acute Oral Toxicity (c)	III	0.5044	50.44%
Estrogen receptor binding	+	0.8599	85.99%
Androgen receptor binding	+	0.7706	77.06%
Thyroid receptor binding	+	0.5370	53.70%
Glucocorticoid receptor binding	+	0.6858	68.58%
Aromatase binding	+	0.6526	65.26%
PPAR gamma	+	0.6856	68.56%
Honey bee toxicity	-	0.8056	80.56%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9767	97.67%

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	99.46%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.30%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.75%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.70%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.66%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.18%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.06%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.09%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.70%	95.56%
CHEMBL2179	P04062	Beta-glucocerebrosidase	88.64%	85.31%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.85%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	87.70%	94.73%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.29%	93.56%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	86.13%	94.03%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.97%	99.17%
CHEMBL2535	P11166	Glucose transporter	83.97%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.95%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.94%	95.89%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.01%	89.34%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.99%	97.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.71%	89.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.41%	96.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.13%	97.21%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.08%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.49%	92.62%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.01%	95.71%

Plants that contains it

• Prangos tschimganica

Cross-Links

• PubChem: 10961807
• LOTUS: LTS0097784
• wikiData: Q105323065