7-[(2S,3R,4S,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3-[(2S,3S,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)chromen-4-one

Details

• Internal ID: 80b252f1-dc15-4833-a53d-ac02a499b4d4
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 7-[(2S,3R,4S,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3-[(2S,3S,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)chromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(OC4=C(C3=O)C(=CC(=C4CC=C(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)O)C7=CC=C(C=C7)OC)C)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=C(OC4=C(C3=O)C(=CC(=C4CC=C(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@@H](O5)CO)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@@H](O6)CO)O)O)O)O)C7=CC=C(C=C7)OC)C)O)O)O)O)O
• InChI: InChI=1S/C45H60O24/c1-15(2)6-11-20-22(63-45-41(34(57)29(52)24(14-47)65-45)69-43-36(59)32(55)28(51)23(13-46)64-43)12-21(48)25-30(53)39(37(66-38(20)25)18-7-9-19(60-5)10-8-18)67-44-40(33(56)27(50)17(4)62-44)68-42-35(58)31(54)26(49)16(3)61-42/h6-10,12,16-17,23-24,26-29,31-36,40-52,54-59H,11,13-14H2,1-5H3/t16-,17-,23-,24-,26-,27-,28+,29+,31+,32-,33+,34-,35-,36+,40-,41+,42-,43-,44-,45+/m0/s1
• InChI Key: NXXVKOAEAAJROE-ASJKMRRMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₆₀O₂₄
• Molecular Weight: 984.90 g/mol
• Exact Mass: 984.34745278 g/mol
• Topological Polar Surface Area (TPSA): 372.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -3.26
• H-Bond Acceptor: 24
• H-Bond Donor: 13
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8164	81.64%
Caco-2	-	0.9016	90.16%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6461	64.61%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.8821	88.21%
OATP1B3 inhibitior	+	0.9556	95.56%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9419	94.19%
P-glycoprotein inhibitior	+	0.6858	68.58%
P-glycoprotein substrate	+	0.5422	54.22%
CYP3A4 substrate	+	0.6748	67.48%
CYP2C9 substrate	-	0.8387	83.87%
CYP2D6 substrate	-	0.8462	84.62%
CYP3A4 inhibition	-	0.9605	96.05%
CYP2C9 inhibition	-	0.7520	75.20%
CYP2C19 inhibition	-	0.6564	65.64%
CYP2D6 inhibition	-	0.8523	85.23%
CYP1A2 inhibition	-	0.7720	77.20%
CYP2C8 inhibition	+	0.6847	68.47%
CYP inhibitory promiscuity	-	0.5971	59.71%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7249	72.49%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9038	90.38%
Skin irritation	-	0.8116	81.16%
Skin corrosion	-	0.9490	94.90%
Ames mutagenesis	+	0.5072	50.72%
Human Ether-a-go-go-Related Gene inhibition	+	0.7941	79.41%
Micronuclear	-	0.5167	51.67%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8660	86.60%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.8373	83.73%
Acute Oral Toxicity (c)	III	0.6499	64.99%
Estrogen receptor binding	+	0.8191	81.91%
Androgen receptor binding	+	0.6806	68.06%
Thyroid receptor binding	+	0.5698	56.98%
Glucocorticoid receptor binding	+	0.6475	64.75%
Aromatase binding	+	0.5751	57.51%
PPAR gamma	+	0.7509	75.09%
Honey bee toxicity	-	0.6822	68.22%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9594	95.94%

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	99.88%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.75%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	95.41%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.29%	89.00%
CHEMBL2581	P07339	Cathepsin D	94.79%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.14%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.98%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	93.59%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.06%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.46%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.23%	99.15%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.02%	96.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.43%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.55%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.19%	97.36%
CHEMBL4208	P20618	Proteasome component C5	83.81%	90.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.81%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.33%	95.89%

Plants that contains it

• Epimedium acuminatum

Cross-Links

• PubChem: 163105309
• LOTUS: LTS0194216
• wikiData: Q105187365