6-[(2S,4S,5S,6S)-4,5-dihydroxy-6-methyloxan-2-yl]-5,7-dihydroxy-2-[4-methoxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one

Details

• Internal ID: 824226c5-8b9d-4b7b-88c5-645d0f323c96
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 6-[(2S,4S,5S,6S)-4,5-dihydroxy-6-methyloxan-2-yl]-5,7-dihydroxy-2-[4-methoxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
• InChI: InChI=1S/C28H32O14/c1-10-23(33)14(32)8-18(39-10)21-13(31)7-19-22(25(21)35)12(30)6-16(40-19)11-3-4-15(38-2)17(5-11)41-28-27(37)26(36)24(34)20(9-29)42-28/h3-7,10,14,18,20,23-24,26-29,31-37H,8-9H2,1-2H3/t10-,14-,18-,20+,23+,24+,26-,27+,28+/m0/s1
• InChI Key: UAGXUOZTLLGXAK-NQAHUUGOSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₁₄
• Molecular Weight: 592.50 g/mol
• Exact Mass: 592.17920569 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.37
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4600	46.00%
Caco-2	-	0.8859	88.59%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5432	54.32%
OATP2B1 inhibitior	-	0.8448	84.48%
OATP1B1 inhibitior	+	0.8703	87.03%
OATP1B3 inhibitior	+	0.9467	94.67%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8686	86.86%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	+	0.5870	58.70%
CYP3A4 substrate	+	0.6529	65.29%
CYP2C9 substrate	-	0.8387	83.87%
CYP2D6 substrate	-	0.8456	84.56%
CYP3A4 inhibition	-	0.8654	86.54%
CYP2C9 inhibition	-	0.9397	93.97%
CYP2C19 inhibition	-	0.9602	96.02%
CYP2D6 inhibition	-	0.9425	94.25%
CYP1A2 inhibition	-	0.9003	90.03%
CYP2C8 inhibition	+	0.6896	68.96%
CYP inhibitory promiscuity	-	0.8353	83.53%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7120	71.20%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9179	91.79%
Skin irritation	-	0.8198	81.98%
Skin corrosion	-	0.9569	95.69%
Ames mutagenesis	+	0.5199	51.99%
Human Ether-a-go-go-Related Gene inhibition	+	0.8148	81.48%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	-	0.8601	86.01%
skin sensitisation	-	0.9237	92.37%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.9579	95.79%
Acute Oral Toxicity (c)	III	0.6944	69.44%
Estrogen receptor binding	+	0.8151	81.51%
Androgen receptor binding	+	0.6276	62.76%
Thyroid receptor binding	+	0.5139	51.39%
Glucocorticoid receptor binding	+	0.6409	64.09%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7099	70.99%
Honey bee toxicity	-	0.7207	72.07%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.6921	69.21%

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	99.44%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.23%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.23%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.47%	89.00%
CHEMBL2581	P07339	Cathepsin D	96.10%	98.95%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	94.10%	96.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.02%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.87%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.00%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.63%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.33%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.92%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.46%	92.94%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.77%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	86.92%	91.49%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.98%	95.78%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.14%	95.50%
CHEMBL220	P22303	Acetylcholinesterase	81.48%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.29%	99.15%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.03%	95.83%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.83%	96.00%

Plants that contains it

• Senna occidentalis

Cross-Links

• PubChem: 154497600
• LOTUS: LTS0026900
• wikiData: Q105268751