[(2S)-1-(5,7-dimethoxy-2-oxochromen-6-yl)-3-hydroxy-3-methylbutan-2-yl] (1S,3R,4R,5R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxycyclohexane-1-carboxylate

Details

• Internal ID: ac4c249d-3081-4f98-9083-2f98e280ef04
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclitols and derivatives > Quinic acids and derivatives
• IUPAC Name: [(2S)-1-(5,7-dimethoxy-2-oxochromen-6-yl)-3-hydroxy-3-methylbutan-2-yl] (1S,3R,4R,5R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxycyclohexane-1-carboxylate
• InChI: InChI=1S/C32H36O14/c1-31(2,40)25(12-18-22(42-3)13-23-17(29(18)43-4)7-10-27(37)44-23)46-30(39)32(41)14-21(35)28(38)24(15-32)45-26(36)9-6-16-5-8-19(33)20(34)11-16/h5-11,13,21,24-25,28,33-35,38,40-41H,12,14-15H2,1-4H3/b9-6+/t21-,24-,25+,28-,32+/m1/s1
• InChI Key: CUNNJWDUTDVNSE-ASGIRPLNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₆O₁₄
• Molecular Weight: 644.60 g/mol
• Exact Mass: 644.21050582 g/mol
• Topological Polar Surface Area (TPSA): 219.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.32
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8709	87.09%
Caco-2	-	0.8637	86.37%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.4766	47.66%
OATP2B1 inhibitior	-	0.5726	57.26%
OATP1B1 inhibitior	+	0.8779	87.79%
OATP1B3 inhibitior	+	0.9069	90.69%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9155	91.55%
P-glycoprotein inhibitior	+	0.7365	73.65%
P-glycoprotein substrate	+	0.7088	70.88%
CYP3A4 substrate	+	0.7003	70.03%
CYP2C9 substrate	-	0.8030	80.30%
CYP2D6 substrate	-	0.8522	85.22%
CYP3A4 inhibition	-	0.8426	84.26%
CYP2C9 inhibition	-	0.8876	88.76%
CYP2C19 inhibition	-	0.8765	87.65%
CYP2D6 inhibition	-	0.8661	86.61%
CYP1A2 inhibition	-	0.5303	53.03%
CYP2C8 inhibition	+	0.7947	79.47%
CYP inhibitory promiscuity	-	0.9320	93.20%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6725	67.25%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9208	92.08%
Skin irritation	-	0.7635	76.35%
Skin corrosion	-	0.9340	93.40%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3987	39.87%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.8543	85.43%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.9711	97.11%
Acute Oral Toxicity (c)	III	0.4260	42.60%
Estrogen receptor binding	+	0.8304	83.04%
Androgen receptor binding	+	0.7531	75.31%
Thyroid receptor binding	+	0.5678	56.78%
Glucocorticoid receptor binding	+	0.8061	80.61%
Aromatase binding	+	0.6844	68.44%
PPAR gamma	+	0.7438	74.38%
Honey bee toxicity	-	0.6818	68.18%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9873	98.73%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL288	Q08499	Phosphodiesterase 4D	16650 nM	IC50	PMID: 26176165

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.95%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.13%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.70%	94.45%
CHEMBL2179	P04062	Beta-glucocerebrosidase	96.96%	85.31%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.64%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	94.33%	89.62%
CHEMBL2535	P11166	Glucose transporter	93.28%	98.75%
CHEMBL2581	P07339	Cathepsin D	92.88%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.11%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.69%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.28%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.46%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.08%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.69%	97.14%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	87.03%	97.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.92%	97.21%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	86.89%	80.78%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.62%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.60%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.56%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	85.55%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.38%	96.95%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	85.15%	94.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.09%	93.99%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.07%	97.28%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.78%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.13%	95.50%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	83.93%	98.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.40%	99.15%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.63%	91.03%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.25%	96.77%
CHEMBL4530	P00488	Coagulation factor XIII	80.13%	96.00%

Plants that contains it

• Zanthoxylum asiaticum

Cross-Links

• PubChem: 90655366
• NPASS: NPC471823
• ChEMBL: CHEMBL3235990
• LOTUS: LTS0111663
• wikiData: Q104970391