[(2R,3R,4R,5R,6R)-6-[(R)-cyano(phenyl)methoxy]-5-hydroxy-3,4-bis[(3,4,5-trihydroxybenzoyl)oxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate

Details

• Internal ID: 01890d14-5a9c-4863-93fe-c6381cc061d4
• Taxonomy: Phenylpropanoids and polyketides > Tannins
• IUPAC Name: [(2R,3R,4R,5R,6R)-6-[(R)-cyano(phenyl)methoxy]-5-hydroxy-3,4-bis[(3,4,5-trihydroxybenzoyl)oxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1=CC=C(C=C1)C(C#N)OC2C(C(C(C(O2)COC(=O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)[C@H](C#N)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)COC(=O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)O
• InChI: InChI=1S/C35H29NO18/c36-12-24(14-4-2-1-3-5-14)51-35-29(46)31(54-34(49)17-10-22(41)28(45)23(42)11-17)30(53-33(48)16-8-20(39)27(44)21(40)9-16)25(52-35)13-50-32(47)15-6-18(37)26(43)19(38)7-15/h1-11,24-25,29-31,35,37-46H,13H2/t24-,25+,29+,30+,31+,35+/m0/s1
• InChI Key: JGOVKORIIUQWEH-QXGKGANPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₂₉NO₁₈
• Molecular Weight: 751.60 g/mol
• Exact Mass: 751.13846308 g/mol
• Topological Polar Surface Area (TPSA): 323.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.01
• H-Bond Acceptor: 19
• H-Bond Donor: 10
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6849	68.49%
Caco-2	-	0.8770	87.70%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6889	68.89%
OATP2B1 inhibitior	-	0.8489	84.89%
OATP1B1 inhibitior	-	0.3231	32.31%
OATP1B3 inhibitior	-	0.3321	33.21%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8707	87.07%
P-glycoprotein inhibitior	+	0.7273	72.73%
P-glycoprotein substrate	-	0.8537	85.37%
CYP3A4 substrate	+	0.6030	60.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8490	84.90%
CYP3A4 inhibition	-	0.6519	65.19%
CYP2C9 inhibition	-	0.7264	72.64%
CYP2C19 inhibition	-	0.8589	85.89%
CYP2D6 inhibition	-	0.8977	89.77%
CYP1A2 inhibition	-	0.8178	81.78%
CYP2C8 inhibition	+	0.5595	55.95%
CYP inhibitory promiscuity	-	0.6842	68.42%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7773	77.73%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.8952	89.52%
Skin irritation	-	0.8476	84.76%
Skin corrosion	-	0.9636	96.36%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8923	89.23%
Micronuclear	+	0.7207	72.07%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8423	84.23%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.9616	96.16%
Acute Oral Toxicity (c)	III	0.7605	76.05%
Estrogen receptor binding	+	0.7861	78.61%
Androgen receptor binding	+	0.7216	72.16%
Thyroid receptor binding	+	0.5325	53.25%
Glucocorticoid receptor binding	+	0.6170	61.70%
Aromatase binding	-	0.5905	59.05%
PPAR gamma	+	0.7340	73.40%
Honey bee toxicity	-	0.6591	65.91%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.7683	76.83%

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	99.29%	91.11%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	98.52%	83.00%
CHEMBL2581	P07339	Cathepsin D	94.77%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	93.12%	91.49%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	93.03%	95.64%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.56%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.53%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	90.63%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.28%	99.17%
CHEMBL2535	P11166	Glucose transporter	88.26%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.49%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.66%	95.50%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.55%	95.17%
CHEMBL226	P30542	Adenosine A1 receptor	84.95%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.95%	89.00%
CHEMBL3194	P02766	Transthyretin	84.63%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.24%	99.15%
CHEMBL5255	O00206	Toll-like receptor 4	82.19%	92.50%
CHEMBL5028	O14672	ADAM10	81.34%	97.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.74%	94.62%

Plants that contains it

• Phyllagathis rotundifolia

Cross-Links

• PubChem: 11115340
• LOTUS: LTS0235652
• wikiData: Q105127591