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

Details

• Internal ID: f9440bbb-c98f-42a0-bf43-2417e131be69
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-hydroxyphenoxy)oxan-2-yl]methyl (E)-3-[4-hydroxy-3-[4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenoxy]phenyl]prop-2-enoate
• SMILES (Canonical): C1=CC(=CC=C1O)OC2C(C(C(C(O2)COC(=O)C=CC3=CC(=C(C=C3)O)OC4=CC(=C(C=C4)O)OC5C(C(C(C(O5)CO)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)OC4=CC(=C(C=C4)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O)O
• InChI: InChI=1S/C33H36O17/c34-13-23-26(39)28(41)31(44)33(49-23)48-22-12-18(7-9-20(22)37)46-21-11-15(1-8-19(21)36)2-10-25(38)45-14-24-27(40)29(42)30(43)32(50-24)47-17-5-3-16(35)4-6-17/h1-12,23-24,26-37,39-44H,13-14H2/b10-2+/t23-,24-,26-,27-,28+,29+,30-,31-,32-,33-/m1/s1
• InChI Key: UMICGCGTJQVRRN-WCEYWXPNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₃₆O₁₇
• Molecular Weight: 704.60 g/mol
• Exact Mass: 704.19524968 g/mol
• Topological Polar Surface Area (TPSA): 275.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): -0.78
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 11

Synonyms

• RefChem:920579
• ((2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-hydroxyphenoxy)oxan-2-yl)methyl (E)-3-(4-hydroxy-3-(4-hydroxy-3-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxyphenoxy)phenyl)prop-2-enoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7592	75.92%
Caco-2	-	0.8925	89.25%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Mitochondria	0.5911	59.11%
OATP2B1 inhibitior	-	0.7105	71.05%
OATP1B1 inhibitior	+	0.9044	90.44%
OATP1B3 inhibitior	+	0.9624	96.24%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8172	81.72%
P-glycoprotein inhibitior	+	0.6753	67.53%
P-glycoprotein substrate	-	0.8600	86.00%
CYP3A4 substrate	+	0.6223	62.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8661	86.61%
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	+	0.7585	75.85%
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	-	0.9036	90.36%
Skin irritation	-	0.8442	84.42%
Skin corrosion	-	0.9662	96.62%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7754	77.54%
Micronuclear	+	0.5033	50.33%
Hepatotoxicity	-	0.9125	91.25%
skin sensitisation	-	0.7982	79.82%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7402	74.02%
Acute Oral Toxicity (c)	III	0.5984	59.84%
Estrogen receptor binding	+	0.8042	80.42%
Androgen receptor binding	+	0.5937	59.37%
Thyroid receptor binding	+	0.5654	56.54%
Glucocorticoid receptor binding	+	0.6033	60.33%
Aromatase binding	-	0.4901	49.01%
PPAR gamma	+	0.6915	69.15%
Honey bee toxicity	-	0.7715	77.15%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
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	99.52%	91.11%
CHEMBL3194	P02766	Transthyretin	96.82%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.26%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.79%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.77%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.17%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.77%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.53%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.31%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	91.43%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.23%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	91.04%	91.49%
CHEMBL4208	P20618	Proteasome component C5	89.12%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	87.46%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.87%	86.92%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.54%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.28%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.11%	89.62%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.14%	91.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.97%	95.78%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	81.17%	92.32%

Plants that contains it

• Dodecadenia grandiflora

Cross-Links

• PubChem: 102420155
• LOTUS: LTS0265746
• wikiData: Q105275565