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

Details

• Internal ID: 75ed6fc7-57ed-4314-8da7-fbc598833307
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives > Gallic acid and derivatives > Galloyl esters
• IUPAC Name: [(2R,3R,4S,5R,6S)-3-hydroxy-6-[(R)-isocyano(phenyl)methoxy]-4,5-bis[(3,4,5-trihydroxybenzoyl)oxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate
• SMILES (Canonical): [C-]#[N+]C(C1=CC=CC=C1)OC2C(C(C(C(O2)COC(=O)C3=CC(=C(C(=C3)O)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O
• SMILES (Isomeric): [C-]#[N+][C@@H](C1=CC=CC=C1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)COC(=O)C3=CC(=C(C(=C3)O)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O
• InChI: InChI=1S/C35H29NO18/c1-36-31(14-5-3-2-4-6-14)54-35-30(53-34(49)17-11-22(41)27(45)23(42)12-17)29(52-33(48)16-9-20(39)26(44)21(40)10-16)28(46)24(51-35)13-50-32(47)15-7-18(37)25(43)19(38)8-15/h2-12,24,28-31,35,37-46H,13H2/t24-,28-,29+,30-,31-,35+/m1/s1
• InChI Key: NHZNFYPYZDKAIP-DNOJUABLSA-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): 304.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.37
• H-Bond Acceptor: 18
• 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	-	0.8484	84.84%
Caco-2	-	0.8667	86.67%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5049	50.49%
OATP2B1 inhibitior	-	0.8488	84.88%
OATP1B1 inhibitior	-	0.3346	33.46%
OATP1B3 inhibitior	+	0.8677	86.77%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7122	71.22%
P-glycoprotein inhibitior	+	0.7213	72.13%
P-glycoprotein substrate	-	0.7721	77.21%
CYP3A4 substrate	+	0.5969	59.69%
CYP2C9 substrate	-	0.8034	80.34%
CYP2D6 substrate	-	0.8602	86.02%
CYP3A4 inhibition	-	0.9596	95.96%
CYP2C9 inhibition	-	0.8540	85.40%
CYP2C19 inhibition	-	0.8600	86.00%
CYP2D6 inhibition	-	0.9251	92.51%
CYP1A2 inhibition	-	0.7754	77.54%
CYP2C8 inhibition	+	0.5733	57.33%
CYP inhibitory promiscuity	-	0.9192	91.92%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6738	67.38%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.8906	89.06%
Skin irritation	-	0.8302	83.02%
Skin corrosion	-	0.9625	96.25%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8523	85.23%
Micronuclear	+	0.7933	79.33%
Hepatotoxicity	-	0.7819	78.19%
skin sensitisation	-	0.8652	86.52%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.9522	95.22%
Acute Oral Toxicity (c)	III	0.7148	71.48%
Estrogen receptor binding	+	0.7409	74.09%
Androgen receptor binding	+	0.6822	68.22%
Thyroid receptor binding	+	0.5344	53.44%
Glucocorticoid receptor binding	+	0.6002	60.02%
Aromatase binding	-	0.5204	52.04%
PPAR gamma	+	0.6590	65.90%
Honey bee toxicity	-	0.7937	79.37%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.7053	70.53%

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	99.25%	91.11%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	97.42%	83.00%
CHEMBL1951	P21397	Monoamine oxidase A	96.75%	91.49%
CHEMBL2581	P07339	Cathepsin D	93.28%	98.95%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	91.75%	95.64%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.68%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.60%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	89.35%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.45%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.89%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.41%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.37%	89.00%
CHEMBL3194	P02766	Transthyretin	84.16%	90.71%
CHEMBL3891	P07384	Calpain 1	83.53%	93.04%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.31%	95.50%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.03%	95.17%
CHEMBL340	P08684	Cytochrome P450 3A4	82.88%	91.19%
CHEMBL4208	P20618	Proteasome component C5	81.93%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.65%	95.56%
CHEMBL2535	P11166	Glucose transporter	81.33%	98.75%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.05%	94.62%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.16%	94.23%

Plants that contains it

• Phyllagathis rotundifolia

Cross-Links

• PubChem: 163188217
• LOTUS: LTS0053802
• wikiData: Q105179691