[(3S,4S,5S,6R)-4-acetyloxy-6-[(2R,3S,4S,5R,6R)-3,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-3-yl]oxy-6-methyloxan-4-yl]oxy-5-hydroxyoxan-3-yl] acetate

Details

• Internal ID: 10cb8519-b3f4-486b-a0d4-79e84bb401d8
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(3S,4S,5S,6R)-4-acetyloxy-6-[(2R,3S,4S,5R,6R)-3,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-3-yl]oxy-6-methyloxan-4-yl]oxy-5-hydroxyoxan-3-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)OC4C(C(C(C(O4)C)O)OC5C(C(C(CO5)OC(=O)C)OC(=O)C)O)O)C6=CC=C(C=C6)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)O[C@@H]4[C@H]([C@H]([C@@H]([C@H](O4)C)O)O[C@@H]5[C@H]([C@@H]([C@H](CO5)OC(=O)C)OC(=O)C)O)O)C6=CC=C(C=C6)O)O)O)O)O
• InChI: InChI=1S/C36H42O20/c1-12-23(41)26(44)27(45)35(49-12)53-18-9-19(40)22-20(10-18)54-30(16-5-7-17(39)8-6-16)33(25(22)43)56-36-29(47)32(24(42)13(2)50-36)55-34-28(46)31(52-15(4)38)21(11-48-34)51-14(3)37/h5-10,12-13,21,23-24,26-29,31-32,34-36,39-42,44-47H,11H2,1-4H3/t12-,13+,21-,23-,24+,26+,27+,28-,29-,31+,32-,34+,35-,36+/m0/s1
• InChI Key: TXICZRYGAMLPKS-AJKXIXENSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₂O₂₀
• Molecular Weight: 794.70 g/mol
• Exact Mass: 794.22694372 g/mol
• Topological Polar Surface Area (TPSA): 296.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -1.11
• H-Bond Acceptor: 20
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5285	52.85%
Caco-2	-	0.8839	88.39%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7259	72.59%
OATP2B1 inhibitior	-	0.5682	56.82%
OATP1B1 inhibitior	+	0.8932	89.32%
OATP1B3 inhibitior	+	0.9095	90.95%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8767	87.67%
P-glycoprotein inhibitior	+	0.6853	68.53%
P-glycoprotein substrate	+	0.6289	62.89%
CYP3A4 substrate	+	0.7009	70.09%
CYP2C9 substrate	+	0.5319	53.19%
CYP2D6 substrate	-	0.8787	87.87%
CYP3A4 inhibition	-	0.8963	89.63%
CYP2C9 inhibition	-	0.8347	83.47%
CYP2C19 inhibition	-	0.9334	93.34%
CYP2D6 inhibition	-	0.9539	95.39%
CYP1A2 inhibition	-	0.8268	82.68%
CYP2C8 inhibition	+	0.7729	77.29%
CYP inhibitory promiscuity	-	0.7755	77.55%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6609	66.09%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9036	90.36%
Skin irritation	-	0.8364	83.64%
Skin corrosion	-	0.9516	95.16%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3614	36.14%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.9149	91.49%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8832	88.32%
Acute Oral Toxicity (c)	III	0.5764	57.64%
Estrogen receptor binding	+	0.7989	79.89%
Androgen receptor binding	+	0.6790	67.90%
Thyroid receptor binding	-	0.5276	52.76%
Glucocorticoid receptor binding	+	0.6710	67.10%
Aromatase binding	+	0.5853	58.53%
PPAR gamma	+	0.7598	75.98%
Honey bee toxicity	-	0.6988	69.88%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5150	51.50%
Fish aquatic toxicity	+	0.9418	94.18%

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	99.58%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.53%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.53%	89.00%
CHEMBL2581	P07339	Cathepsin D	97.88%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.24%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.27%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	92.45%	95.64%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.98%	94.45%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	89.05%	95.78%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.55%	99.15%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.52%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.11%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.58%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.42%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.81%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.42%	99.17%
CHEMBL4208	P20618	Proteasome component C5	84.80%	90.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.91%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	83.51%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.28%	95.89%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.35%	93.10%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.64%	94.80%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.50%	90.71%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	80.24%	92.78%

Plants that contains it

• Aconitum barbatum

Cross-Links

• PubChem: 163089810
• LOTUS: LTS0073189
• wikiData: Q105266756