7-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-6-methoxy-2-(4-methoxyphenyl)chromen-4-one

Details

• Internal ID: 027a7cc2-b2c9-4588-8be3-d3097663e8c4
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 7-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-6-methoxy-2-(4-methoxyphenyl)chromen-4-one
• InChI: InChI=1S/C28H32O15/c1-37-13-5-3-12(4-6-13)15-7-14(31)19-16(40-15)8-17(23(38-2)21(19)33)41-26-24(22(34)20(32)18(9-29)42-26)43-27-25(35)28(36,10-30)11-39-27/h3-8,18,20,22,24-27,29-30,32-36H,9-11H2,1-2H3/t18-,20-,22+,24-,25+,26-,27+,28-/m1/s1
• InChI Key: OKXQPTYHCLKWDS-BDOLWBBTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₁₅
• Molecular Weight: 608.50 g/mol
• Exact Mass: 608.17412031 g/mol
• Topological Polar Surface Area (TPSA): 223.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -1.17
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6634	66.34%
Caco-2	-	0.8724	87.24%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6223	62.23%
OATP2B1 inhibitior	-	0.8453	84.53%
OATP1B1 inhibitior	+	0.7932	79.32%
OATP1B3 inhibitior	+	0.9601	96.01%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8669	86.69%
P-glycoprotein inhibitior	-	0.4310	43.10%
P-glycoprotein substrate	+	0.5566	55.66%
CYP3A4 substrate	+	0.6909	69.09%
CYP2C9 substrate	-	0.8407	84.07%
CYP2D6 substrate	-	0.8539	85.39%
CYP3A4 inhibition	-	0.8178	81.78%
CYP2C9 inhibition	-	0.9078	90.78%
CYP2C19 inhibition	-	0.8665	86.65%
CYP2D6 inhibition	-	0.9193	91.93%
CYP1A2 inhibition	-	0.8977	89.77%
CYP2C8 inhibition	+	0.6557	65.57%
CYP inhibitory promiscuity	-	0.7651	76.51%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5686	56.86%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9248	92.48%
Skin irritation	-	0.8182	81.82%
Skin corrosion	-	0.9454	94.54%
Ames mutagenesis	+	0.5136	51.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.6741	67.41%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8795	87.95%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.9220	92.20%
Acute Oral Toxicity (c)	III	0.6977	69.77%
Estrogen receptor binding	+	0.8547	85.47%
Androgen receptor binding	+	0.7194	71.94%
Thyroid receptor binding	+	0.5962	59.62%
Glucocorticoid receptor binding	+	0.7183	71.83%
Aromatase binding	+	0.7330	73.30%
PPAR gamma	+	0.7803	78.03%
Honey bee toxicity	-	0.7249	72.49%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.7109	71.09%

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	99.77%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	98.28%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.24%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.10%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.06%	95.56%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	94.84%	83.57%
CHEMBL2581	P07339	Cathepsin D	93.34%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.12%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.05%	86.92%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.60%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.38%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.32%	96.77%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.22%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.68%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.58%	96.21%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.94%	96.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.19%	94.33%
CHEMBL4208	P20618	Proteasome component C5	83.93%	90.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.33%	95.83%
CHEMBL226	P30542	Adenosine A1 receptor	83.25%	95.93%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.18%	97.28%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.12%	96.09%
CHEMBL4530	P00488	Coagulation factor XIII	82.89%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.43%	99.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.25%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.07%	90.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.08%	97.14%

Plants that contains it

• Centrosema pubescens

Cross-Links

• PubChem: 102147923
• LOTUS: LTS0031180
• wikiData: Q105193816