[(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5S,6R)-6-(acetyloxymethyl)-4,5-dihydroxy-2-[4-(5,7,8-trihydroxy-4-oxochromen-2-yl)phenoxy]oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate

Details

• Internal ID: 63b617cf-f22c-4dae-867b-60aeeed2eb28
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5S,6R)-6-(acetyloxymethyl)-4,5-dihydroxy-2-[4-(5,7,8-trihydroxy-4-oxochromen-2-yl)phenoxy]oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC=C(C=C3)C4=CC(=O)C5=C(O4)C(=C(C=C5O)O)O)COC(=O)C)O)O)O)O)O
• SMILES (Isomeric): CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=CC=C(C=C3)C4=CC(=O)C5=C(O4)C(=C(C=C5O)O)O)COC(=O)C)O)O)O)O)O
• InChI: InChI=1S/C31H34O18/c1-11(32)43-9-19-23(38)25(40)27(42)30(47-19)49-29-26(41)24(39)20(10-44-12(2)33)48-31(29)45-14-5-3-13(4-6-14)18-8-16(35)21-15(34)7-17(36)22(37)28(21)46-18/h3-8,19-20,23-27,29-31,34,36-42H,9-10H2,1-2H3/t19-,20-,23-,24-,25+,26+,27-,29-,30+,31-/m1/s1
• InChI Key: DWHGXBLHNYSOTM-NHKWBOHFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₄O₁₈
• Molecular Weight: 694.60 g/mol
• Exact Mass: 694.17451423 g/mol
• Topological Polar Surface Area (TPSA): 278.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -1.28
• H-Bond Acceptor: 18
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4929	49.29%
Caco-2	-	0.8949	89.49%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6747	67.47%
OATP2B1 inhibitior	-	0.5716	57.16%
OATP1B1 inhibitior	+	0.8840	88.40%
OATP1B3 inhibitior	+	0.9501	95.01%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.4917	49.17%
P-glycoprotein inhibitior	+	0.5998	59.98%
P-glycoprotein substrate	-	0.6639	66.39%
CYP3A4 substrate	+	0.6580	65.80%
CYP2C9 substrate	+	0.5334	53.34%
CYP2D6 substrate	-	0.8764	87.64%
CYP3A4 inhibition	-	0.9500	95.00%
CYP2C9 inhibition	-	0.9017	90.17%
CYP2C19 inhibition	-	0.9109	91.09%
CYP2D6 inhibition	-	0.9608	96.08%
CYP1A2 inhibition	-	0.9051	90.51%
CYP2C8 inhibition	+	0.6518	65.18%
CYP inhibitory promiscuity	-	0.8291	82.91%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7145	71.45%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9189	91.89%
Skin irritation	-	0.8470	84.70%
Skin corrosion	-	0.9531	95.31%
Ames mutagenesis	-	0.5264	52.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7291	72.91%
Micronuclear	+	0.5633	56.33%
Hepatotoxicity	-	0.7716	77.16%
skin sensitisation	-	0.9297	92.97%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.9442	94.42%
Acute Oral Toxicity (c)	III	0.6128	61.28%
Estrogen receptor binding	+	0.8297	82.97%
Androgen receptor binding	+	0.6925	69.25%
Thyroid receptor binding	-	0.4907	49.07%
Glucocorticoid receptor binding	+	0.6170	61.70%
Aromatase binding	+	0.5820	58.20%
PPAR gamma	+	0.7517	75.17%
Honey bee toxicity	-	0.7498	74.98%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5750	57.50%
Fish aquatic toxicity	+	0.9622	96.22%

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	99.70%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.70%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	96.79%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.60%	89.00%
CHEMBL2581	P07339	Cathepsin D	95.48%	98.95%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	94.79%	83.57%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.83%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	92.33%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.94%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.51%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.07%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.65%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.52%	85.14%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	83.49%	89.23%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.27%	97.21%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	83.04%	95.64%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.76%	96.09%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	82.57%	80.33%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	82.29%	81.11%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.66%	97.28%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.55%	94.33%
CHEMBL3194	P02766	Transthyretin	81.48%	90.71%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.44%	95.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.43%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.89%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.63%	90.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.17%	95.50%

Plants that contains it

• Stachys atherocalyx

Cross-Links

• PubChem: 163027205
• LOTUS: LTS0095074
• wikiData: Q104990548