6-[(2S,3S,4R,5R,6S)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]-5,7-dihydroxy-2-(4-methoxyphenyl)chromen-4-one

Details

• Internal ID: b48a3b56-761f-4cf7-861d-f6416d94e993
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid C-glycosides
• IUPAC Name: 6-[(2S,3S,4R,5R,6S)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]-5,7-dihydroxy-2-(4-methoxyphenyl)chromen-4-one
• InChI: InChI=1S/C27H30O14/c1-37-11-4-2-10(3-5-11)15-6-12(29)18-16(39-15)7-13(30)19(22(18)34)25-24(36)26(21(33)17(8-28)40-25)41-27-23(35)20(32)14(31)9-38-27/h2-7,14,17,20-21,23-28,30-36H,8-9H2,1H3/t14-,17+,20-,21-,23-,24+,25+,26+,27+/m1/s1
• InChI Key: AKSCHGHGSDJKKV-ZBLIRCTPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₄
• Molecular Weight: 578.50 g/mol
• Exact Mass: 578.16355563 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -1.14
• 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	-	0.4761	47.61%
Caco-2	-	0.9004	90.04%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5114	51.14%
OATP2B1 inhibitior	-	0.5615	56.15%
OATP1B1 inhibitior	+	0.8477	84.77%
OATP1B3 inhibitior	+	0.9679	96.79%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6185	61.85%
P-glycoprotein inhibitior	-	0.6327	63.27%
P-glycoprotein substrate	-	0.5631	56.31%
CYP3A4 substrate	+	0.6806	68.06%
CYP2C9 substrate	-	0.8389	83.89%
CYP2D6 substrate	-	0.8501	85.01%
CYP3A4 inhibition	-	0.9417	94.17%
CYP2C9 inhibition	-	0.9488	94.88%
CYP2C19 inhibition	-	0.9370	93.70%
CYP2D6 inhibition	-	0.9411	94.11%
CYP1A2 inhibition	-	0.9224	92.24%
CYP2C8 inhibition	+	0.6556	65.56%
CYP inhibitory promiscuity	-	0.8596	85.96%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6677	66.77%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9132	91.32%
Skin irritation	-	0.8242	82.42%
Skin corrosion	-	0.9582	95.82%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6633	66.33%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.9265	92.65%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.9509	95.09%
Acute Oral Toxicity (c)	III	0.7135	71.35%
Estrogen receptor binding	+	0.8317	83.17%
Androgen receptor binding	+	0.7491	74.91%
Thyroid receptor binding	+	0.5618	56.18%
Glucocorticoid receptor binding	+	0.6033	60.33%
Aromatase binding	+	0.6464	64.64%
PPAR gamma	+	0.7443	74.43%
Honey bee toxicity	-	0.7430	74.30%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	-	0.4193	41.93%

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	99.89%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.69%	94.00%
CHEMBL2581	P07339	Cathepsin D	97.64%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.35%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.13%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.67%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	93.57%	86.92%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.86%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.33%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.31%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.57%	96.09%
CHEMBL4208	P20618	Proteasome component C5	87.92%	90.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	86.92%	83.57%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.78%	95.89%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.23%	93.99%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	84.89%	89.23%
CHEMBL1951	P21397	Monoamine oxidase A	84.79%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.73%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.41%	92.62%
CHEMBL3401	O75469	Pregnane X receptor	82.89%	94.73%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.50%	96.21%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.43%	90.71%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.63%	96.77%
CHEMBL308	P06493	Cyclin-dependent kinase 1	81.44%	91.73%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.69%	97.14%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.39%	95.83%

Plants that contains it

• Anthurium versicolor

Cross-Links

• PubChem: 163103372
• LOTUS: LTS0174087
• wikiData: Q104913820