methyl (1S,3S,4S,5R)-1,3-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-4,5-dihydroxycyclohexane-1-carboxylate

Details

• Internal ID: fea2ba05-f583-4294-86d0-a9d83479f694
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclitols and derivatives > Quinic acids and derivatives
• IUPAC Name: methyl (1S,3S,4S,5R)-1,3-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-4,5-dihydroxycyclohexane-1-carboxylate
• SMILES (Canonical): COC(=O)C1(CC(C(C(C1)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)O)OC(=O)C=CC3=CC(=C(C=C3)O)O
• SMILES (Isomeric): COC(=O)[C@@]1(C[C@H]([C@@H]([C@H](C1)OC(=O)/C=C/C2=CC(=C(C=C2)O)O)O)O)OC(=O)/C=C/C3=CC(=C(C=C3)O)O
• InChI: InChI=1S/C26H26O12/c1-36-25(35)26(38-23(33)9-5-15-3-7-17(28)19(30)11-15)12-20(31)24(34)21(13-26)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h2-11,20-21,24,27-31,34H,12-13H2,1H3/b8-4+,9-5+/t20-,21+,24+,26+/m1/s1
• InChI Key: JUHOZYRSRTUDPA-BHYSWMSXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₆O₁₂
• Molecular Weight: 530.50 g/mol
• Exact Mass: 530.14242626 g/mol
• Topological Polar Surface Area (TPSA): 200.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.12
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9413	94.13%
Caco-2	-	0.8826	88.26%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7976	79.76%
OATP2B1 inhibitior	-	0.7118	71.18%
OATP1B1 inhibitior	+	0.9431	94.31%
OATP1B3 inhibitior	+	0.9463	94.63%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9110	91.10%
P-glycoprotein inhibitior	+	0.6548	65.48%
P-glycoprotein substrate	-	0.7174	71.74%
CYP3A4 substrate	+	0.5970	59.70%
CYP2C9 substrate	-	0.6016	60.16%
CYP2D6 substrate	-	0.8370	83.70%
CYP3A4 inhibition	-	0.8970	89.70%
CYP2C9 inhibition	-	0.8735	87.35%
CYP2C19 inhibition	-	0.8607	86.07%
CYP2D6 inhibition	-	0.9419	94.19%
CYP1A2 inhibition	-	0.6855	68.55%
CYP2C8 inhibition	+	0.4782	47.82%
CYP inhibitory promiscuity	-	0.9743	97.43%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8643	86.43%
Carcinogenicity (trinary)	Non-required	0.5756	57.56%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9293	92.93%
Skin irritation	-	0.7203	72.03%
Skin corrosion	-	0.8998	89.98%
Ames mutagenesis	-	0.7354	73.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6777	67.77%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.7915	79.15%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8972	89.72%
Acute Oral Toxicity (c)	III	0.6286	62.86%
Estrogen receptor binding	+	0.8237	82.37%
Androgen receptor binding	+	0.8023	80.23%
Thyroid receptor binding	+	0.6383	63.83%
Glucocorticoid receptor binding	+	0.7879	78.79%
Aromatase binding	-	0.5740	57.40%
PPAR gamma	+	0.5773	57.73%
Honey bee toxicity	-	0.8290	82.90%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9895	98.95%

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	99.76%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.34%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	96.85%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.07%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.05%	96.00%
CHEMBL4208	P20618	Proteasome component C5	91.40%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.85%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.78%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.99%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.62%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.29%	91.07%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.12%	91.03%
CHEMBL3401	O75469	Pregnane X receptor	85.00%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.15%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.03%	97.09%
CHEMBL2581	P07339	Cathepsin D	82.38%	98.95%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	81.70%	100.00%
CHEMBL3788	O00444	Serine/threonine-protein kinase PLK4	81.50%	83.65%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	81.38%	97.53%
CHEMBL3194	P02766	Transthyretin	81.15%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	80.63%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	80.21%	90.17%

Plants that contains it

• Evolvulus alsinoides

Cross-Links

• PubChem: 16723784
• LOTUS: LTS0170829
• wikiData: Q105135241