[(2S,3S,4S,5S,6S)-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4-oxochromen-8-yl]-6-(hydroxymethyl)oxan-3-yl] (2R)-2-methylbutanoate

Details

• Internal ID: 4e7cd2af-ebb3-4ada-a811-f97286aaa9ef
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid C-glycosides > Flavonoid 8-C-glycosides
• IUPAC Name: [(2S,3S,4S,5S,6S)-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4-oxochromen-8-yl]-6-(hydroxymethyl)oxan-3-yl] (2R)-2-methylbutanoate
• InChI: InChI=1S/C27H30O11/c1-4-12(2)27(34)38-26-23(33)22(32)19(11-28)37-25(26)21-18(35-3)10-16(31)20-15(30)9-17(36-24(20)21)13-5-7-14(29)8-6-13/h5-10,12,19,22-23,25-26,28-29,31-33H,4,11H2,1-3H3/t12-,19+,22-,23+,25+,26+/m1/s1
• InChI Key: NMPAISVEPHNOCP-ZGJMQCLGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₁
• Molecular Weight: 530.50 g/mol
• Exact Mass: 530.17881177 g/mol
• Topological Polar Surface Area (TPSA): 172.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 1.99
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5583	55.83%
Caco-2	-	0.8324	83.24%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5921	59.21%
OATP2B1 inhibitior	-	0.8482	84.82%
OATP1B1 inhibitior	+	0.7831	78.31%
OATP1B3 inhibitior	+	0.9468	94.68%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9521	95.21%
P-glycoprotein inhibitior	+	0.7188	71.88%
P-glycoprotein substrate	-	0.5190	51.90%
CYP3A4 substrate	+	0.6472	64.72%
CYP2C9 substrate	+	0.6207	62.07%
CYP2D6 substrate	-	0.8526	85.26%
CYP3A4 inhibition	-	0.9189	91.89%
CYP2C9 inhibition	-	0.8801	88.01%
CYP2C19 inhibition	-	0.9153	91.53%
CYP2D6 inhibition	-	0.9595	95.95%
CYP1A2 inhibition	-	0.8655	86.55%
CYP2C8 inhibition	+	0.6937	69.37%
CYP inhibitory promiscuity	-	0.8662	86.62%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6880	68.80%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9296	92.96%
Skin irritation	-	0.8493	84.93%
Skin corrosion	-	0.9546	95.46%
Ames mutagenesis	-	0.5564	55.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.5842	58.42%
Micronuclear	+	0.5574	55.74%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.9290	92.90%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8833	88.33%
Acute Oral Toxicity (c)	III	0.6382	63.82%
Estrogen receptor binding	+	0.8286	82.86%
Androgen receptor binding	+	0.8037	80.37%
Thyroid receptor binding	+	0.5146	51.46%
Glucocorticoid receptor binding	+	0.7277	72.77%
Aromatase binding	-	0.5498	54.98%
PPAR gamma	+	0.6953	69.53%
Honey bee toxicity	-	0.7163	71.63%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7249	72.49%
Fish aquatic toxicity	+	0.9266	92.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.79%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.22%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.96%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.60%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.49%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.58%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.54%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.33%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.59%	86.92%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.38%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.83%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.26%	96.21%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.40%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.14%	97.14%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.12%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.06%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.69%	97.09%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	82.90%	89.23%
CHEMBL3401	O75469	Pregnane X receptor	82.41%	94.73%
CHEMBL3194	P02766	Transthyretin	82.26%	90.71%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.67%	97.28%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.17%	96.00%

Plants that contains it

• Trollius ledebourii

Cross-Links

• PubChem: 162920349
• LOTUS: LTS0114582
• wikiData: Q105181903