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

Details

• Internal ID: 2b19a392-3d2d-4ba6-a047-1cf9a1521f5b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl (E)-3-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoate
• SMILES (Canonical): C1=CC(=C(C=C1COC(=O)C=CC2=CC(=C(C=C2)OC3C(C(C(C(O3)CO)O)O)O)O)O)OC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1COC(=O)/C=C/C2=CC(=C(C=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
• InChI: InChI=1S/C28H34O16/c29-9-18-21(34)23(36)25(38)27(43-18)41-16-4-1-12(7-14(16)31)3-6-20(33)40-11-13-2-5-17(15(32)8-13)42-28-26(39)24(37)22(35)19(10-30)44-28/h1-8,18-19,21-32,34-39H,9-11H2/b6-3+/t18-,19-,21-,22-,23+,24+,25-,26-,27-,28-/m1/s1
• InChI Key: RRGGESLOSSWKQB-LYBDYCAMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₄O₁₆
• Molecular Weight: 626.60 g/mol
• Exact Mass: 626.18468499 g/mol
• Topological Polar Surface Area (TPSA): 266.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -2.79
• H-Bond Acceptor: 16
• 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	-	0.7592	75.92%
Caco-2	-	0.8963	89.63%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.9286	92.86%
Subcellular localzation	Mitochondria	0.5911	59.11%
OATP2B1 inhibitior	-	0.7061	70.61%
OATP1B1 inhibitior	+	0.9237	92.37%
OATP1B3 inhibitior	+	0.9624	96.24%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7441	74.41%
P-glycoprotein inhibitior	-	0.4571	45.71%
P-glycoprotein substrate	-	0.8831	88.31%
CYP3A4 substrate	+	0.5594	55.94%
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	+	0.6668	66.68%
CYP inhibitory promiscuity	-	0.7050	70.50%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6943	69.43%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.8896	88.96%
Skin irritation	-	0.8442	84.42%
Skin corrosion	-	0.9662	96.62%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7479	74.79%
Micronuclear	+	0.5033	50.33%
Hepatotoxicity	-	0.9125	91.25%
skin sensitisation	-	0.7982	79.82%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8567	85.67%
Acute Oral Toxicity (c)	III	0.5984	59.84%
Estrogen receptor binding	+	0.7511	75.11%
Androgen receptor binding	+	0.5444	54.44%
Thyroid receptor binding	+	0.5608	56.08%
Glucocorticoid receptor binding	-	0.5290	52.90%
Aromatase binding	+	0.5346	53.46%
PPAR gamma	+	0.7114	71.14%
Honey bee toxicity	-	0.7018	70.18%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6355	63.55%
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	97.70%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.09%	91.49%
CHEMBL3194	P02766	Transthyretin	95.70%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.51%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.09%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.96%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.90%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.68%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.46%	97.09%
CHEMBL2581	P07339	Cathepsin D	86.44%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.09%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.70%	95.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.79%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.62%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	84.54%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.78%	95.89%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.73%	89.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.37%	95.89%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.10%	95.78%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.83%	86.92%

Plants that contains it

• Platycodon grandiflorus
• Strychnos axillaris

Cross-Links

• PubChem: 101844700
• LOTUS: LTS0135040
• wikiData: Q105348724