Camelliquercetiside A

Details

• Internal ID: 62155040-030c-47b8-9d1c-642c2e7a1e7d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2S,3R,4S,5R,6R)-6-[[(2R,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-5-hydroxy-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)OC(=O)C=CC6=CC=C(C=C6)O)OC7C(C(C(CO7)O)O)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)OC(=O)/C=C/C6=CC=C(C=C6)O)O[C@H]7[C@@H]([C@H]([C@H](CO7)O)O)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O
• InChI: InChI=1S/C47H54O27/c1-16-30(56)40(72-46-37(63)35(61)32(58)26(13-48)69-46)38(64)45(67-16)66-15-27-33(59)41(73-44-36(62)31(57)24(54)14-65-44)43(71-28(55)9-4-17-2-6-19(49)7-3-17)47(70-27)74-42-34(60)29-23(53)11-20(50)12-25(29)68-39(42)18-5-8-21(51)22(52)10-18/h2-12,16,24,26-27,30-33,35-38,40-41,43-54,56-59,61-64H,13-15H2,1H3/b9-4+/t16-,24-,26+,27+,30-,31-,32+,33+,35-,36+,37+,38+,40+,41-,43+,44-,45+,46-,47-/m0/s1
• InChI Key: YDPDTPHAIHAETR-RJHHWURMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₅₄O₂₇
• Molecular Weight: 1050.90 g/mol
• Exact Mass: 1050.28524644 g/mol
• Topological Polar Surface Area (TPSA): 430.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -3.43
• H-Bond Acceptor: 27
• H-Bond Donor: 15
• Rotatable Bonds: 14

Synonyms

• CHEMBL1957046
• NCGC00385765-01![(2S,3R,4S,5R,6R)-6-[[(2R,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-5-hydroxy-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4591	45.91%
Caco-2	-	0.8783	87.83%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5182	51.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8424	84.24%
OATP1B3 inhibitior	+	0.9758	97.58%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8221	82.21%
P-glycoprotein inhibitior	+	0.7061	70.61%
P-glycoprotein substrate	+	0.7459	74.59%
CYP3A4 substrate	+	0.7260	72.60%
CYP2C9 substrate	-	0.8179	81.79%
CYP2D6 substrate	-	0.8736	87.36%
CYP3A4 inhibition	-	0.9339	93.39%
CYP2C9 inhibition	-	0.9253	92.53%
CYP2C19 inhibition	-	0.9260	92.60%
CYP2D6 inhibition	-	0.9416	94.16%
CYP1A2 inhibition	-	0.9232	92.32%
CYP2C8 inhibition	+	0.8808	88.08%
CYP inhibitory promiscuity	-	0.8663	86.63%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6631	66.31%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9018	90.18%
Skin irritation	-	0.8349	83.49%
Skin corrosion	-	0.9506	95.06%
Ames mutagenesis	-	0.5437	54.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7606	76.06%
Micronuclear	+	0.6333	63.33%
Hepatotoxicity	-	0.5851	58.51%
skin sensitisation	-	0.8873	88.73%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.9782	97.82%
Acute Oral Toxicity (c)	III	0.5849	58.49%
Estrogen receptor binding	+	0.7735	77.35%
Androgen receptor binding	+	0.6210	62.10%
Thyroid receptor binding	+	0.5524	55.24%
Glucocorticoid receptor binding	+	0.5912	59.12%
Aromatase binding	-	0.4902	49.02%
PPAR gamma	+	0.7615	76.15%
Honey bee toxicity	-	0.6539	65.39%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9058	90.58%

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	99.94%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	99.28%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	99.13%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.94%	86.33%
CHEMBL2581	P07339	Cathepsin D	97.05%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.11%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.79%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.59%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.09%	95.56%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	91.75%	95.64%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.64%	99.17%
CHEMBL3194	P02766	Transthyretin	90.82%	90.71%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	89.31%	80.78%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.20%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	88.52%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.41%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	87.07%	95.93%
CHEMBL242	Q92731	Estrogen receptor beta	86.52%	98.35%
CHEMBL4208	P20618	Proteasome component C5	86.35%	90.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.06%	86.92%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.05%	95.83%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.76%	94.80%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.22%	95.50%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.97%	91.71%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	82.47%	88.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.70%	95.78%
CHEMBL1937	Q92769	Histone deacetylase 2	80.42%	94.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.21%	95.89%

Plants that contains it

• Camellia sinensis

Cross-Links

• PubChem: 57401809
• NPASS: NPC33083
• ChEMBL: CHEMBL1957046
• LOTUS: LTS0126158
• wikiData: Q105346882