5,7-dihydroxy-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-6-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxychromen-4-one

Details

• Internal ID: 5bf6742c-695e-4cb0-8b58-6ec19a108f85
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-8-O-glycosides
• IUPAC Name: 5,7-dihydroxy-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-6-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxychromen-4-one
• SMILES (Canonical): C1C(C(C(C(O1)OC2=C(C(=C3C(=C2O)C(=O)C=C(O3)C4=CC=C(C=C4)OC5C(C(C(C(O5)CO)O)O)O)OC6C(C(C(C(O6)CO)O)O)O)O)O)O)O
• SMILES (Isomeric): C1[C@@H]([C@@H]([C@H]([C@@H](O1)OC2=C(C(=C3C(=C2O)C(=O)C=C(O3)C4=CC=C(C=C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O)O)O
• InChI: InChI=1S/C32H38O21/c33-6-14-18(38)21(41)24(44)31(50-14)48-10-3-1-9(2-4-10)13-5-11(35)16-20(40)28(52-30-23(43)17(37)12(36)8-47-30)26(46)29(27(16)49-13)53-32-25(45)22(42)19(39)15(7-34)51-32/h1-5,12,14-15,17-19,21-25,30-34,36-46H,6-8H2/t12-,14+,15+,17-,18+,19+,21-,22-,23+,24+,25+,30-,31+,32-/m0/s1
• InChI Key: BWECRHGFQMGPJW-GVVKITKMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₈O₂₁
• Molecular Weight: 758.60 g/mol
• Exact Mass: 758.19055822 g/mol
• Topological Polar Surface Area (TPSA): 345.00 Ų
• XlogP: -3.40
• Atomic LogP (AlogP): -4.95
• H-Bond Acceptor: 21
• H-Bond Donor: 13
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5110	51.10%
Caco-2	-	0.9091	90.91%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.4988	49.88%
OATP2B1 inhibitior	-	0.5700	57.00%
OATP1B1 inhibitior	+	0.8621	86.21%
OATP1B3 inhibitior	+	0.9174	91.74%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6061	60.61%
P-glycoprotein inhibitior	+	0.6141	61.41%
P-glycoprotein substrate	-	0.6863	68.63%
CYP3A4 substrate	+	0.6467	64.67%
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	+	0.5956	59.56%
CYP inhibitory promiscuity	-	0.8779	87.79%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6882	68.82%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.8983	89.83%
Skin irritation	-	0.8205	82.05%
Skin corrosion	-	0.9667	96.67%
Ames mutagenesis	+	0.6736	67.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7837	78.37%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.9071	90.71%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.9650	96.50%
Acute Oral Toxicity (c)	III	0.4508	45.08%
Estrogen receptor binding	+	0.8055	80.55%
Androgen receptor binding	+	0.6587	65.87%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.6531	65.31%
Aromatase binding	+	0.5676	56.76%
PPAR gamma	+	0.7323	73.23%
Honey bee toxicity	-	0.6689	66.89%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6750	67.50%
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	99.74%	91.11%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	98.96%	83.57%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.01%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.62%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.13%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.95%	99.15%
CHEMBL2581	P07339	Cathepsin D	93.75%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.59%	94.45%
CHEMBL220	P22303	Acetylcholinesterase	91.82%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.06%	86.92%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	89.09%	80.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.13%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.40%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.03%	90.71%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.96%	96.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.88%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.64%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	83.77%	94.73%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.05%	95.83%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	82.62%	95.64%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.28%	91.71%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	82.16%	89.23%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.27%	95.78%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.78%	85.14%

Plants that contains it

• Ceratonia siliqua

Cross-Links

• PubChem: 163036002
• LOTUS: LTS0038257
• wikiData: Q104947153