2-[3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxyphenyl]-5,7-dihydroxychromen-4-one

Details

• Internal ID: 51641535-d3d6-4f92-93d1-1137caaffd7b
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 2-[3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxyphenyl]-5,7-dihydroxychromen-4-one
• SMILES (Canonical): C1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(C=CC(=C3)C4=CC(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O)O)O)O)O
• SMILES (Isomeric): C1[C@H]([C@@H]([C@@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=C(C=CC(=C3)C4=CC(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O)O)O)O)O
• InChI: InChI=1S/C26H28O15/c27-7-18-21(34)22(35)24(41-25-23(36)20(33)14(32)8-37-25)26(40-18)39-16-3-9(1-2-11(16)29)15-6-13(31)19-12(30)4-10(28)5-17(19)38-15/h1-6,14,18,20-30,32-36H,7-8H2/t14-,18-,20+,21-,22+,23+,24-,25+,26-/m1/s1
• InChI Key: CGNJKBZZZGAXAX-WTPUPDJVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₁₅
• Molecular Weight: 580.50 g/mol
• Exact Mass: 580.14282018 g/mol
• Topological Polar Surface Area (TPSA): 245.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -1.78
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5110	51.10%
Caco-2	-	0.9285	92.85%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.4988	49.88%
OATP2B1 inhibitior	-	0.5599	55.99%
OATP1B1 inhibitior	+	0.9178	91.78%
OATP1B3 inhibitior	+	0.9174	91.74%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.4910	49.10%
P-glycoprotein inhibitior	-	0.6142	61.42%
P-glycoprotein substrate	-	0.5807	58.07%
CYP3A4 substrate	+	0.6481	64.81%
CYP2C9 substrate	-	0.6762	67.62%
CYP2D6 substrate	-	0.8575	85.75%
CYP3A4 inhibition	-	0.9373	93.73%
CYP2C9 inhibition	-	0.9644	96.44%
CYP2C19 inhibition	-	0.9395	93.95%
CYP2D6 inhibition	-	0.9332	93.32%
CYP1A2 inhibition	-	0.9304	93.04%
CYP2C8 inhibition	+	0.7116	71.16%
CYP inhibitory promiscuity	-	0.8779	87.79%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6882	68.82%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.9026	90.26%
Skin irritation	-	0.8205	82.05%
Skin corrosion	-	0.9667	96.67%
Ames mutagenesis	+	0.6072	60.72%
Human Ether-a-go-go-Related Gene inhibition	+	0.6524	65.24%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.7821	78.21%
skin sensitisation	-	0.9071	90.71%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.9345	93.45%
Acute Oral Toxicity (c)	III	0.4508	45.08%
Estrogen receptor binding	+	0.8271	82.71%
Androgen receptor binding	+	0.6077	60.77%
Thyroid receptor binding	+	0.5566	55.66%
Glucocorticoid receptor binding	-	0.4746	47.46%
Aromatase binding	+	0.6811	68.11%
PPAR gamma	+	0.7785	77.85%
Honey bee toxicity	-	0.6682	66.82%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6450	64.50%
Fish aquatic toxicity	+	0.7253	72.53%

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	99.64%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.02%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.76%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.60%	94.00%
CHEMBL2581	P07339	Cathepsin D	94.82%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	93.00%	86.92%
CHEMBL3194	P02766	Transthyretin	92.96%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.76%	99.15%
CHEMBL220	P22303	Acetylcholinesterase	91.53%	94.45%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	90.72%	95.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.64%	97.09%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	89.89%	83.57%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.92%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.95%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.67%	90.71%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.58%	96.21%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.72%	96.09%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.06%	95.83%
CHEMBL3401	O75469	Pregnane X receptor	84.09%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.08%	95.89%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	82.87%	80.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.44%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.46%	99.17%
CHEMBL4208	P20618	Proteasome component C5	80.08%	90.00%

Plants that contains it

• Viburnum grandiflorum

Cross-Links

• PubChem: 162913598
• LOTUS: LTS0142793
• wikiData: Q104957932