[(2R,3S,4R,5S,6S)-6-[(3S,4R,5R,6S)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-[[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-3-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl] acetate

Details

• Internal ID: 501ff0a2-1037-4db1-b534-4bab5938a7d2
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2R,3S,4R,5S,6S)-6-[(3S,4R,5R,6S)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-[[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-3-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)COC6C(C(C(C(O6)CO)O)O)O)O)O)O)O)OC(=O)C
• 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](OC2OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)COC6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O)O)O)OC(=O)C
• InChI: InChI=1S/C35H42O21/c1-11-29(51-12(2)37)26(46)28(48)34(50-11)56-32-25(45)22(42)19(10-49-33-27(47)24(44)21(41)18(9-36)53-33)54-35(32)55-31-23(43)20-16(40)7-15(39)8-17(20)52-30(31)13-3-5-14(38)6-4-13/h3-8,11,18-19,21-22,24-29,32-36,38-42,44-48H,9-10H2,1-2H3/t11-,18-,19+,21-,22+,24+,25-,26-,27-,28+,29-,32+,33?,34+,35?/m1/s1
• InChI Key: GLBNIGIHMJUSCH-XZLXAPMVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₂O₂₁
• Molecular Weight: 798.70 g/mol
• Exact Mass: 798.22185834 g/mol
• Topological Polar Surface Area (TPSA): 331.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -3.00
• H-Bond Acceptor: 21
• H-Bond Donor: 11
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6486	64.86%
Caco-2	-	0.9070	90.70%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6330	63.30%
OATP2B1 inhibitior	-	0.7150	71.50%
OATP1B1 inhibitior	+	0.8508	85.08%
OATP1B3 inhibitior	+	0.9713	97.13%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6544	65.44%
P-glycoprotein inhibitior	-	0.4391	43.91%
P-glycoprotein substrate	+	0.6165	61.65%
CYP3A4 substrate	+	0.6923	69.23%
CYP2C9 substrate	+	0.5404	54.04%
CYP2D6 substrate	-	0.8773	87.73%
CYP3A4 inhibition	-	0.9383	93.83%
CYP2C9 inhibition	-	0.9061	90.61%
CYP2C19 inhibition	-	0.9266	92.66%
CYP2D6 inhibition	-	0.9721	97.21%
CYP1A2 inhibition	-	0.9177	91.77%
CYP2C8 inhibition	+	0.8083	80.83%
CYP inhibitory promiscuity	-	0.8191	81.91%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7163	71.63%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9124	91.24%
Skin irritation	-	0.8626	86.26%
Skin corrosion	-	0.9585	95.85%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6862	68.62%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.5946	59.46%
skin sensitisation	-	0.9303	93.03%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7912	79.12%
Acute Oral Toxicity (c)	III	0.5740	57.40%
Estrogen receptor binding	+	0.8200	82.00%
Androgen receptor binding	+	0.6284	62.84%
Thyroid receptor binding	+	0.5214	52.14%
Glucocorticoid receptor binding	+	0.5429	54.29%
Aromatase binding	+	0.5632	56.32%
PPAR gamma	+	0.7397	73.97%
Honey bee toxicity	-	0.6951	69.51%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5750	57.50%
Fish aquatic toxicity	+	0.8803	88.03%

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%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.33%	89.00%
CHEMBL2581	P07339	Cathepsin D	98.32%	98.95%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	96.67%	95.64%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.59%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.70%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	92.97%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.95%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.41%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	88.75%	91.49%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.50%	86.92%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.49%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.64%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.06%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.83%	94.80%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.51%	95.78%
CHEMBL3194	P02766	Transthyretin	84.44%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.74%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.96%	99.15%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.57%	93.10%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.77%	97.36%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.73%	99.23%

Plants that contains it

• Ammi majus

Cross-Links

• PubChem: 163092975
• LOTUS: LTS0165673
• wikiData: Q105010757