(2S)-7-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one

Details

• Internal ID: 1295024b-9388-4fa5-bac5-405cd4c22f23
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: (2S)-7-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC(=C4C(=O)CC(OC4=C3)C5=CC=C(C=C5)O)O)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=CC(=C4C(=O)C[C@H](OC4=C3)C5=CC=C(C=C5)O)O)CO)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O
• InChI: InChI=1S/C33H42O19/c1-11-22(39)26(43)29(51-31-28(45)25(42)23(40)19(9-34)49-31)32(46-11)52-30-27(44)24(41)20(10-35)50-33(30)47-14-6-15(37)21-16(38)8-17(48-18(21)7-14)12-2-4-13(36)5-3-12/h2-7,11,17,19-20,22-37,39-45H,8-10H2,1H3/t11-,17-,19+,20+,22-,23+,24+,25-,26+,27-,28+,29+,30+,31-,32-,33+/m0/s1
• InChI Key: KJMFZMDPEMIHSZ-UECPNPLLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₂O₁₉
• Molecular Weight: 742.70 g/mol
• Exact Mass: 742.23202911 g/mol
• Topological Polar Surface Area (TPSA): 304.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -3.34
• H-Bond Acceptor: 19
• H-Bond Donor: 11
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5372	53.72%
Caco-2	-	0.8997	89.97%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.9857	98.57%
Subcellular localzation	Mitochondria	0.6684	66.84%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.9394	93.94%
OATP1B3 inhibitior	+	0.9642	96.42%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6130	61.30%
P-glycoprotein inhibitior	-	0.6186	61.86%
P-glycoprotein substrate	-	0.6596	65.96%
CYP3A4 substrate	+	0.6524	65.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8479	84.79%
CYP3A4 inhibition	-	0.9550	95.50%
CYP2C9 inhibition	-	0.9252	92.52%
CYP2C19 inhibition	-	0.9129	91.29%
CYP2D6 inhibition	-	0.9613	96.13%
CYP1A2 inhibition	-	0.8948	89.48%
CYP2C8 inhibition	+	0.5111	51.11%
CYP inhibitory promiscuity	-	0.6991	69.91%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6759	67.59%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9165	91.65%
Skin irritation	-	0.8374	83.74%
Skin corrosion	-	0.9635	96.35%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7017	70.17%
Micronuclear	+	0.6333	63.33%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.9289	92.89%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7269	72.69%
Acute Oral Toxicity (c)	III	0.5567	55.67%
Estrogen receptor binding	+	0.8071	80.71%
Androgen receptor binding	-	0.5379	53.79%
Thyroid receptor binding	+	0.5185	51.85%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.5357	53.57%
PPAR gamma	+	0.7239	72.39%
Honey bee toxicity	-	0.6764	67.64%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5150	51.50%
Fish aquatic toxicity	+	0.8024	80.24%

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	99.55%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.21%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.06%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.95%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.15%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.44%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.51%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.14%	94.00%
CHEMBL4208	P20618	Proteasome component C5	90.78%	90.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.62%	97.36%
CHEMBL3401	O75469	Pregnane X receptor	89.33%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.00%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.63%	95.89%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.97%	94.80%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.87%	86.92%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.20%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.27%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.12%	99.17%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.21%	85.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.07%	99.23%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.86%	93.10%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.66%	90.71%
CHEMBL226	P30542	Adenosine A1 receptor	80.56%	95.93%

Plants that contains it

• Camellia sinensis

Cross-Links

• PubChem: 16747756
• LOTUS: LTS0083163
• wikiData: Q105141890