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

Details

• Internal ID: fe55eb1f-0e4f-465f-a888-3a7fdedacb3c
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2S,3S,4S,5R,6S)-6-[(2S,3S,4S,5S,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate
• InChI: InChI=1S/C29H32O16/c1-11(31)40-10-20-23(36)24(37)26(39)28(44-20)45-27-25(38)22(35)19(9-30)43-29(27)41-14-6-15(33)21-16(34)8-17(42-18(21)7-14)12-2-4-13(32)5-3-12/h2-8,19-20,22-30,32-33,35-39H,9-10H2,1H3/t19-,20+,22-,23-,24+,25+,26-,27+,28+,29-/m1/s1
• InChI Key: CFIGQZRNNIVKKQ-JBYVSGQQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₂O₁₆
• Molecular Weight: 636.60 g/mol
• Exact Mass: 636.16903493 g/mol
• Topological Polar Surface Area (TPSA): 251.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -1.56
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5558	55.58%
Caco-2	-	0.9090	90.90%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.6439	64.39%
OATP2B1 inhibitior	-	0.8436	84.36%
OATP1B1 inhibitior	+	0.9244	92.44%
OATP1B3 inhibitior	+	0.9719	97.19%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6316	63.16%
P-glycoprotein inhibitior	-	0.6308	63.08%
P-glycoprotein substrate	-	0.6398	63.98%
CYP3A4 substrate	+	0.6488	64.88%
CYP2C9 substrate	+	0.5404	54.04%
CYP2D6 substrate	-	0.8773	87.73%
CYP3A4 inhibition	-	0.9678	96.78%
CYP2C9 inhibition	-	0.9372	93.72%
CYP2C19 inhibition	-	0.9340	93.40%
CYP2D6 inhibition	-	0.9613	96.13%
CYP1A2 inhibition	-	0.9285	92.85%
CYP2C8 inhibition	+	0.7011	70.11%
CYP inhibitory promiscuity	-	0.8646	86.46%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6699	66.99%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9183	91.83%
Skin irritation	-	0.8375	83.75%
Skin corrosion	-	0.9576	95.76%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6996	69.96%
Micronuclear	+	0.5133	51.33%
Hepatotoxicity	-	0.8412	84.12%
skin sensitisation	-	0.9392	93.92%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8126	81.26%
Acute Oral Toxicity (c)	III	0.5620	56.20%
Estrogen receptor binding	+	0.8351	83.51%
Androgen receptor binding	+	0.6769	67.69%
Thyroid receptor binding	-	0.4933	49.33%
Glucocorticoid receptor binding	+	0.5590	55.90%
Aromatase binding	+	0.6371	63.71%
PPAR gamma	+	0.7525	75.25%
Honey bee toxicity	-	0.6894	68.94%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6250	62.50%
Fish aquatic toxicity	+	0.8964	89.64%

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	99.39%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.98%	91.49%
CHEMBL2581	P07339	Cathepsin D	96.84%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.75%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.01%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.45%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	92.38%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.54%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.87%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.29%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.32%	96.09%
CHEMBL3194	P02766	Transthyretin	86.22%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.39%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.13%	86.92%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.93%	95.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.32%	97.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.21%	94.80%
CHEMBL5255	O00206	Toll-like receptor 4	82.69%	92.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.62%	97.28%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.25%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.11%	95.56%

Plants that contains it

• Stachys aegyptiaca

Cross-Links

• PubChem: 163103658
• LOTUS: LTS0050613
• wikiData: Q104956576