[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-(4-hydroxyphenoxy)oxan-2-yl]methyl (E)-3-[3-hydroxy-4-[(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoate

Details

• Internal ID: f5bdf83d-b956-43fc-ba1c-5faa93ec7816
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-(4-hydroxyphenoxy)oxan-2-yl]methyl (E)-3-[3-hydroxy-4-[(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoate
• SMILES (Canonical): C1=CC(=CC=C1O)OC2C(C(C(C(O2)COC(=O)C=CC3=CC(=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1O)O[C@H]2[C@@H]([C@@H]([C@H]([C@H](O2)COC(=O)/C=C/C3=CC(=C(C=C3)O[C@H]4[C@H]([C@H]([C@H]([C@@H](O4)CO)O)O)O)O)O)O)O
• InChI: InChI=1S/C27H32O15/c28-10-17-20(32)22(34)25(37)27(41-17)40-16-7-1-12(9-15(16)30)2-8-19(31)38-11-18-21(33)23(35)24(36)26(42-18)39-14-5-3-13(29)4-6-14/h1-9,17-18,20-30,32-37H,10-11H2/b8-2+/t17-,18+,20-,21-,22-,23+,24+,25-,26+,27+/m0/s1
• InChI Key: LVNKDWCWDJNUNM-ZMLVVZSMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₂O₁₅
• Molecular Weight: 596.50 g/mol
• Exact Mass: 596.17412031 g/mol
• Topological Polar Surface Area (TPSA): 245.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -2.28
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7592	75.92%
Caco-2	-	0.8937	89.37%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Mitochondria	0.5911	59.11%
OATP2B1 inhibitior	-	0.8458	84.58%
OATP1B1 inhibitior	+	0.9171	91.71%
OATP1B3 inhibitior	+	0.9624	96.24%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.5534	55.34%
P-glycoprotein inhibitior	-	0.4753	47.53%
P-glycoprotein substrate	-	0.8750	87.50%
CYP3A4 substrate	+	0.5905	59.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8680	86.80%
CYP3A4 inhibition	-	0.9018	90.18%
CYP2C9 inhibition	-	0.9083	90.83%
CYP2C19 inhibition	-	0.8989	89.89%
CYP2D6 inhibition	-	0.9081	90.81%
CYP1A2 inhibition	-	0.9443	94.43%
CYP2C8 inhibition	+	0.7192	71.92%
CYP inhibitory promiscuity	-	0.7050	70.50%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6943	69.43%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.8882	88.82%
Skin irritation	-	0.8442	84.42%
Skin corrosion	-	0.9662	96.62%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6793	67.93%
Micronuclear	+	0.5033	50.33%
Hepatotoxicity	-	0.9125	91.25%
skin sensitisation	-	0.7982	79.82%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8091	80.91%
Acute Oral Toxicity (c)	III	0.5984	59.84%
Estrogen receptor binding	+	0.7494	74.94%
Androgen receptor binding	+	0.5506	55.06%
Thyroid receptor binding	+	0.5231	52.31%
Glucocorticoid receptor binding	+	0.5695	56.95%
Aromatase binding	-	0.4843	48.43%
PPAR gamma	+	0.6397	63.97%
Honey bee toxicity	-	0.7745	77.45%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.8644	86.44%

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	98.81%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.24%	86.33%
CHEMBL3194	P02766	Transthyretin	95.23%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.16%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.94%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.72%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.30%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.79%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	88.95%	91.49%
CHEMBL4208	P20618	Proteasome component C5	87.92%	90.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.17%	86.92%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.89%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	85.45%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.21%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	85.18%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.67%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.99%	99.15%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.39%	95.78%

Plants that contains it

• Grevillea robusta

Cross-Links

• PubChem: 163190423
• LOTUS: LTS0172379
• wikiData: Q105157948