2''-Acetylheperoside

Details

• Internal ID: 58a5f049-29c5-4609-ad24-5deedcbb8988
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2S,3R,4S,5R,6R)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] acetate
• SMILES (Canonical): CC(=O)OC1C(C(C(OC1OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C=C4)O)O)CO)O)O
• SMILES (Isomeric): CC(=O)O[C@@H]1[C@H]([C@H]([C@H](O[C@H]1OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C=C4)O)O)CO)O)O
• InChI: InChI=1S/C23H22O13/c1-8(25)33-22-19(32)17(30)15(7-24)35-23(22)36-21-18(31)16-13(29)5-10(26)6-14(16)34-20(21)9-2-3-11(27)12(28)4-9/h2-6,15,17,19,22-24,26-30,32H,7H2,1H3/t15-,17+,19+,22-,23+/m1/s1
• InChI Key: AIHKAQUFJMNPAR-UOBBVKDSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₂O₁₃
• Molecular Weight: 506.40 g/mol
• Exact Mass: 506.10604075 g/mol
• Topological Polar Surface Area (TPSA): 213.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.03
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5924	59.24%
Caco-2	-	0.8997	89.97%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6519	65.19%
OATP2B1 inhibitior	+	0.5871	58.71%
OATP1B1 inhibitior	+	0.8804	88.04%
OATP1B3 inhibitior	+	0.9750	97.50%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.4522	45.22%
P-glycoprotein substrate	-	0.6591	65.91%
CYP3A4 substrate	+	0.6584	65.84%
CYP2C9 substrate	+	0.5402	54.02%
CYP2D6 substrate	-	0.8751	87.51%
CYP3A4 inhibition	-	0.9390	93.90%
CYP2C9 inhibition	-	0.9098	90.98%
CYP2C19 inhibition	-	0.9357	93.57%
CYP2D6 inhibition	-	0.9730	97.30%
CYP1A2 inhibition	-	0.9142	91.42%
CYP2C8 inhibition	+	0.8298	82.98%
CYP inhibitory promiscuity	-	0.8456	84.56%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7102	71.02%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.8756	87.56%
Skin irritation	-	0.8380	83.80%
Skin corrosion	-	0.9569	95.69%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6745	67.45%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	+	0.5304	53.04%
skin sensitisation	-	0.9355	93.55%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8559	85.59%
Acute Oral Toxicity (c)	III	0.5297	52.97%
Estrogen receptor binding	+	0.7945	79.45%
Androgen receptor binding	+	0.7794	77.94%
Thyroid receptor binding	-	0.5464	54.64%
Glucocorticoid receptor binding	+	0.6733	67.33%
Aromatase binding	-	0.5217	52.17%
PPAR gamma	+	0.6476	64.76%
Honey bee toxicity	-	0.7613	76.13%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6550	65.50%
Fish aquatic toxicity	+	0.8751	87.51%

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	99.51%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.70%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.45%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	95.04%	91.49%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	94.99%	95.64%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.38%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.10%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	92.30%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.82%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.76%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.84%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.81%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.51%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.88%	95.56%
CHEMBL3194	P02766	Transthyretin	84.57%	90.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.50%	95.78%
CHEMBL4208	P20618	Proteasome component C5	82.02%	90.00%

Plants that contains it

• Hypericum perforatum
• Hypericum sikokumontanum
• Ostryopsis davidiana
• Osyris lanceolata
• Smallanthus uvedalia

Cross-Links

• PubChem: 101851760
• NPASS: NPC282468
• LOTUS: LTS0018597
• wikiData: Q104912782