(2S)-2-(3,4-dihydroxyphenyl)-7-[(2S,3S,4S,5R)-3,4-dihydroxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-methoxy-2,3-dihydrochromen-4-one

Details

• Internal ID: 18ec2952-cb2e-4549-ab7d-44550218b0e6
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: (2S)-2-(3,4-dihydroxyphenyl)-7-[(2S,3S,4S,5R)-3,4-dihydroxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-methoxy-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C26H30O14/c1-35-17-5-11(6-18-20(17)14(29)7-16(39-18)10-2-3-12(27)13(28)4-10)38-25-24(34)22(32)19(9-37-25)40-26-23(33)21(31)15(30)8-36-26/h2-6,15-16,19,21-28,30-34H,7-9H2,1H3/t15-,16+,19-,21+,22-,23-,24+,25+,26+/m1/s1
• InChI Key: DWVCLXSYYWRHGR-SJWLCDICSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₀O₁₄
• Molecular Weight: 566.50 g/mol
• Exact Mass: 566.16355563 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -0.91
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6523	65.23%
Caco-2	-	0.9051	90.51%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5768	57.68%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.9372	93.72%
OATP1B3 inhibitior	+	0.9563	95.63%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.5958	59.58%
P-glycoprotein inhibitior	-	0.6678	66.78%
P-glycoprotein substrate	-	0.6207	62.07%
CYP3A4 substrate	+	0.6680	66.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8116	81.16%
CYP3A4 inhibition	-	0.9315	93.15%
CYP2C9 inhibition	-	0.9374	93.74%
CYP2C19 inhibition	-	0.8950	89.50%
CYP2D6 inhibition	-	0.9107	91.07%
CYP1A2 inhibition	-	0.8810	88.10%
CYP2C8 inhibition	+	0.5437	54.37%
CYP inhibitory promiscuity	-	0.8973	89.73%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6044	60.44%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9173	91.73%
Skin irritation	-	0.8039	80.39%
Skin corrosion	-	0.9487	94.87%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7117	71.17%
Micronuclear	+	0.7433	74.33%
Hepatotoxicity	-	0.6822	68.22%
skin sensitisation	-	0.9197	91.97%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7879	78.79%
Acute Oral Toxicity (c)	III	0.6835	68.35%
Estrogen receptor binding	+	0.8271	82.71%
Androgen receptor binding	-	0.5860	58.60%
Thyroid receptor binding	-	0.5143	51.43%
Glucocorticoid receptor binding	-	0.4802	48.02%
Aromatase binding	-	0.5260	52.60%
PPAR gamma	+	0.6714	67.14%
Honey bee toxicity	-	0.6194	61.94%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5249	52.49%
Fish aquatic toxicity	+	0.7120	71.20%

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	99.64%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.57%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.55%	95.89%
CHEMBL4208	P20618	Proteasome component C5	92.46%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.32%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.22%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.18%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.46%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.08%	99.23%
CHEMBL2581	P07339	Cathepsin D	90.75%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.55%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.59%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.57%	90.71%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.02%	94.80%
CHEMBL1951	P21397	Monoamine oxidase A	88.07%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.54%	86.33%
CHEMBL2535	P11166	Glucose transporter	85.17%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.00%	99.15%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.95%	92.88%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.93%	96.21%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.43%	92.62%

Plants that contains it

• Triadica sebifera

Cross-Links

• PubChem: 162914712
• LOTUS: LTS0182342
• wikiData: Q104990774