[(2S,3R,4R,5S,6S)-2-[3,5-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-3,5-dihydroxy-6-methyloxan-4-yl] (2S)-2-methylbutanoate

Details

• Internal ID: 0960ea23-c8b3-46bd-961b-5b8fdabff831
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2S,3R,4R,5S,6S)-2-[3,5-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-3,5-dihydroxy-6-methyloxan-4-yl] (2S)-2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1C(C(OC(C1O)OC2=CC(=C3C(=C2)OC(=C(C3=O)O)C4=CC=C(C=C4)O)O)C)O
• SMILES (Isomeric): CC[C@H](C)C(=O)O[C@@H]1[C@H]([C@@H](O[C@H]([C@@H]1O)OC2=CC(=C3C(=C2)OC(=C(C3=O)O)C4=CC=C(C=C4)O)O)C)O
• InChI: InChI=1S/C26H28O11/c1-4-11(2)25(33)37-24-19(29)12(3)34-26(22(24)32)35-15-9-16(28)18-17(10-15)36-23(21(31)20(18)30)13-5-7-14(27)8-6-13/h5-12,19,22,24,26-29,31-32H,4H2,1-3H3/t11-,12-,19-,22+,24+,26-/m0/s1
• InChI Key: DPGGQOHYVFNWJU-DMLRMYSLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₁₁
• Molecular Weight: 516.50 g/mol
• Exact Mass: 516.16316171 g/mol
• Topological Polar Surface Area (TPSA): 172.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.38
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8476	84.76%
Caco-2	-	0.8679	86.79%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6646	66.46%
OATP2B1 inhibitior	-	0.5559	55.59%
OATP1B1 inhibitior	+	0.8306	83.06%
OATP1B3 inhibitior	-	0.3739	37.39%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8376	83.76%
P-glycoprotein inhibitior	-	0.4389	43.89%
P-glycoprotein substrate	+	0.5998	59.98%
CYP3A4 substrate	+	0.6507	65.07%
CYP2C9 substrate	+	0.5905	59.05%
CYP2D6 substrate	-	0.8724	87.24%
CYP3A4 inhibition	-	0.9228	92.28%
CYP2C9 inhibition	-	0.6699	66.99%
CYP2C19 inhibition	-	0.8546	85.46%
CYP2D6 inhibition	-	0.9528	95.28%
CYP1A2 inhibition	-	0.8104	81.04%
CYP2C8 inhibition	+	0.8041	80.41%
CYP inhibitory promiscuity	-	0.6000	60.00%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5924	59.24%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9023	90.23%
Skin irritation	-	0.8095	80.95%
Skin corrosion	-	0.9476	94.76%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5979	59.79%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9038	90.38%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9670	96.70%
Acute Oral Toxicity (c)	III	0.6012	60.12%
Estrogen receptor binding	+	0.8057	80.57%
Androgen receptor binding	+	0.7180	71.80%
Thyroid receptor binding	+	0.5818	58.18%
Glucocorticoid receptor binding	+	0.7511	75.11%
Aromatase binding	+	0.5767	57.67%
PPAR gamma	+	0.6557	65.57%
Honey bee toxicity	-	0.7880	78.80%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5850	58.50%
Fish aquatic toxicity	+	0.9870	98.70%

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	99.23%	91.11%
CHEMBL2581	P07339	Cathepsin D	99.15%	98.95%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	98.38%	95.64%
CHEMBL1951	P21397	Monoamine oxidase A	98.02%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.91%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.19%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.76%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.97%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.66%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.33%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	91.81%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.55%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.03%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.74%	86.92%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.33%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.86%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.85%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.85%	95.89%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	82.82%	85.11%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.91%	95.78%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.85%	95.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.23%	99.23%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.06%	93.65%

Plants that contains it

• Sinocrassula indica

Cross-Links

• PubChem: 23651307
• LOTUS: LTS0057741
• wikiData: Q104986486