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

Details

• Internal ID: 335be878-fd9a-4776-adaa-5038aa7da62f
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2R,3S,4R,5R,6R)-6-[(2S,3R,4S,5S,6R)-2-[5,8-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)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=C(C4=C(C(=C3)O)C(=O)C=C(O4)C5=CC=C(C=C5)O)O)CO)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=C(C4=C(C(=C3)O)C(=O)C=C(O4)C5=CC=C(C=C5)O)O)CO)O)O)O)O)O
• InChI: InChI=1S/C29H32O17/c1-10(31)41-9-18-21(36)23(38)25(40)28(45-18)46-27-24(39)20(35)17(8-30)44-29(27)43-16-7-14(34)19-13(33)6-15(42-26(19)22(16)37)11-2-4-12(32)5-3-11/h2-7,17-18,20-21,23-25,27-30,32,34-40H,8-9H2,1H3/t17-,18-,20-,21-,23-,24+,25-,27-,28-,29-/m1/s1
• InChI Key: WINFSIMEBFWGGD-WCJIXOQYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₂O₁₇
• Molecular Weight: 652.60 g/mol
• Exact Mass: 652.16394955 g/mol
• Topological Polar Surface Area (TPSA): 272.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.85
• H-Bond Acceptor: 17
• H-Bond Donor: 9
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5167	51.67%
Caco-2	-	0.9161	91.61%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.6079	60.79%
OATP2B1 inhibitior	-	0.7124	71.24%
OATP1B1 inhibitior	+	0.8497	84.97%
OATP1B3 inhibitior	+	0.9720	97.20%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.5566	55.66%
P-glycoprotein inhibitior	-	0.5795	57.95%
P-glycoprotein substrate	-	0.5967	59.67%
CYP3A4 substrate	+	0.6676	66.76%
CYP2C9 substrate	+	0.5404	54.04%
CYP2D6 substrate	-	0.8773	87.73%
CYP3A4 inhibition	-	0.9645	96.45%
CYP2C9 inhibition	-	0.9249	92.49%
CYP2C19 inhibition	-	0.9177	91.77%
CYP2D6 inhibition	-	0.9637	96.37%
CYP1A2 inhibition	-	0.9041	90.41%
CYP2C8 inhibition	+	0.7303	73.03%
CYP inhibitory promiscuity	-	0.8547	85.47%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7100	71.00%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9166	91.66%
Skin irritation	-	0.8379	83.79%
Skin corrosion	-	0.9548	95.48%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6955	69.55%
Micronuclear	+	0.5233	52.33%
Hepatotoxicity	-	0.7912	79.12%
skin sensitisation	-	0.9299	92.99%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8197	81.97%
Acute Oral Toxicity (c)	III	0.5287	52.87%
Estrogen receptor binding	+	0.8384	83.84%
Androgen receptor binding	+	0.6905	69.05%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5635	56.35%
Aromatase binding	+	0.6491	64.91%
PPAR gamma	+	0.7313	73.13%
Honey bee toxicity	-	0.6830	68.30%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9188	91.88%

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	99.25%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.20%	89.00%
CHEMBL2581	P07339	Cathepsin D	97.16%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.68%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.40%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	94.77%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.42%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.82%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.23%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	89.75%	94.73%
CHEMBL3194	P02766	Transthyretin	89.60%	90.71%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.29%	96.21%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.91%	95.64%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.82%	95.78%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.21%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.88%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.47%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.08%	86.92%
CHEMBL5255	O00206	Toll-like receptor 4	82.90%	92.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.33%	97.28%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.03%	97.21%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.71%	95.89%
CHEMBL220	P22303	Acetylcholinesterase	81.70%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.20%	95.56%

Plants that contains it

• Sideritis pungens

Cross-Links

• PubChem: 162963296
• LOTUS: LTS0161086
• wikiData: Q105306378