7-[(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-5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[(2R,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxychromen-4-one

Details

• Internal ID: ba0496d4-8c15-4aa1-88a4-c8f1f8edc291
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 7-[(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-5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[(2R,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)OC4C(C(C(CO4)O)O)O)C5=CC(=C(C=C5)O)OC)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)OC2=CC(=C3C(=C2)OC(=C(C3=O)O[C@@H]4[C@@H]([C@H]([C@H](CO4)O)O)O)C5=CC(=C(C=C5)O)OC)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O
• InChI: InChI=1S/C33H40O20/c1-10-20(38)25(43)30(53-32-27(45)24(42)22(40)18(8-34)51-32)33(48-10)49-12-6-14(36)19-17(7-12)50-28(11-3-4-13(35)16(5-11)46-2)29(23(19)41)52-31-26(44)21(39)15(37)9-47-31/h3-7,10,15,18,20-22,24-27,30-40,42-45H,8-9H2,1-2H3/t10-,15-,18+,20-,21-,22+,24-,25+,26+,27+,30+,31+,32-,33-/m0/s1
• InChI Key: SWLAGPBCNLYKPV-IZTNLRHTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₀O₂₀
• Molecular Weight: 756.70 g/mol
• Exact Mass: 756.21129366 g/mol
• Topological Polar Surface Area (TPSA): 313.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -3.27
• H-Bond Acceptor: 20
• 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	-	0.4855	48.55%
Caco-2	-	0.9112	91.12%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.5131	51.31%
OATP2B1 inhibitior	-	0.7175	71.75%
OATP1B1 inhibitior	+	0.9132	91.32%
OATP1B3 inhibitior	+	0.9648	96.48%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8695	86.95%
P-glycoprotein inhibitior	-	0.4471	44.71%
P-glycoprotein substrate	+	0.6424	64.24%
CYP3A4 substrate	+	0.6897	68.97%
CYP2C9 substrate	-	0.8740	87.40%
CYP2D6 substrate	-	0.8547	85.47%
CYP3A4 inhibition	-	0.9256	92.56%
CYP2C9 inhibition	-	0.9546	95.46%
CYP2C19 inhibition	-	0.9465	94.65%
CYP2D6 inhibition	-	0.9421	94.21%
CYP1A2 inhibition	-	0.9248	92.48%
CYP2C8 inhibition	+	0.7807	78.07%
CYP inhibitory promiscuity	-	0.8563	85.63%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7040	70.40%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9076	90.76%
Skin irritation	-	0.8352	83.52%
Skin corrosion	-	0.9591	95.91%
Ames mutagenesis	-	0.5829	58.29%
Human Ether-a-go-go-Related Gene inhibition	+	0.7712	77.12%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.9283	92.83%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.9787	97.87%
Acute Oral Toxicity (c)	III	0.7477	74.77%
Estrogen receptor binding	+	0.8214	82.14%
Androgen receptor binding	-	0.4872	48.72%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5404	54.04%
Aromatase binding	+	0.5592	55.92%
PPAR gamma	+	0.7278	72.78%
Honey bee toxicity	-	0.6560	65.60%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	-	0.3639	36.39%

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	99.69%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.84%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.64%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.41%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.81%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.53%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.42%	85.14%
CHEMBL2581	P07339	Cathepsin D	94.84%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.37%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.08%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.85%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.98%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.61%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.19%	86.92%
CHEMBL4208	P20618	Proteasome component C5	87.91%	90.00%
CHEMBL220	P22303	Acetylcholinesterase	87.72%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.88%	96.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.62%	95.78%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.14%	90.71%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.86%	95.83%
CHEMBL3401	O75469	Pregnane X receptor	84.85%	94.73%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	84.54%	95.53%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.99%	92.94%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.90%	96.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.82%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.46%	95.89%

Plants that contains it

• Farsetia aegyptia

Cross-Links

• PubChem: 163079998
• LOTUS: LTS0015983
• wikiData: Q105262735