7-[(2S,3R,4S,5R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-3,5-dihydroxy-2-[4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one

Details

• Internal ID: 14599bdb-3a93-4a0b-9da4-ff91363c1080
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 7-[(2S,3R,4S,5R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-3,5-dihydroxy-2-[4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
• SMILES (Canonical): C1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)O)C4=CC(=C(C=C4)O)OC5C(C(C(C(O5)CO)O)O)O)O)OC6C(C(CO6)(CO)O)O)O)O
• SMILES (Isomeric): C1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)O)C4=CC(=C(C=C4)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O[C@H]6[C@@H]([C@](CO6)(CO)O)O)O)O
• InChI: InChI=1S/C31H36O20/c32-6-17-20(38)22(40)24(42)28(50-17)49-15-3-10(1-2-12(15)34)25-23(41)21(39)18-13(35)4-11(5-16(18)48-25)47-29-26(19(37)14(36)7-45-29)51-30-27(43)31(44,8-33)9-46-30/h1-5,14,17,19-20,22,24,26-30,32-38,40-44H,6-9H2/t14-,17-,19+,20-,22+,24-,26-,27+,28-,29+,30+,31-/m1/s1
• InChI Key: SJYNIERRENYANO-PMYXOSJASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₆O₂₀
• Molecular Weight: 728.60 g/mol
• Exact Mass: 728.17999353 g/mol
• Topological Polar Surface Area (TPSA): 324.00 Ų
• XlogP: -2.60
• Atomic LogP (AlogP): -3.96
• H-Bond Acceptor: 20
• H-Bond Donor: 12
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6445	64.45%
Caco-2	-	0.9039	90.39%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6268	62.68%
OATP2B1 inhibitior	-	0.7098	70.98%
OATP1B1 inhibitior	+	0.8966	89.66%
OATP1B3 inhibitior	+	0.9377	93.77%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8020	80.20%
P-glycoprotein inhibitior	+	0.6123	61.23%
P-glycoprotein substrate	+	0.5967	59.67%
CYP3A4 substrate	+	0.7097	70.97%
CYP2C9 substrate	-	0.8271	82.71%
CYP2D6 substrate	-	0.8606	86.06%
CYP3A4 inhibition	-	0.8434	84.34%
CYP2C9 inhibition	-	0.9185	91.85%
CYP2C19 inhibition	-	0.8482	84.82%
CYP2D6 inhibition	-	0.8986	89.86%
CYP1A2 inhibition	-	0.9073	90.73%
CYP2C8 inhibition	+	0.8120	81.20%
CYP inhibitory promiscuity	-	0.8029	80.29%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5523	55.23%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9006	90.06%
Skin irritation	-	0.8084	80.84%
Skin corrosion	-	0.9520	95.20%
Ames mutagenesis	+	0.5808	58.08%
Human Ether-a-go-go-Related Gene inhibition	+	0.7332	73.32%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8757	87.57%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.9052	90.52%
Acute Oral Toxicity (c)	III	0.5556	55.56%
Estrogen receptor binding	+	0.8254	82.54%
Androgen receptor binding	+	0.6148	61.48%
Thyroid receptor binding	+	0.5203	52.03%
Glucocorticoid receptor binding	-	0.5578	55.78%
Aromatase binding	+	0.6223	62.23%
PPAR gamma	+	0.7447	74.47%
Honey bee toxicity	-	0.6685	66.85%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5450	54.50%
Fish aquatic toxicity	+	0.7847	78.47%

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	99.81%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.95%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.68%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.53%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	95.72%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.20%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.00%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.38%	99.15%
CHEMBL2581	P07339	Cathepsin D	93.36%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.75%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.78%	95.89%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.85%	95.78%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.86%	97.36%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	87.75%	95.53%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.52%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.45%	86.33%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.41%	94.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.78%	99.23%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.34%	97.28%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.26%	95.83%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.71%	90.71%
CHEMBL4208	P20618	Proteasome component C5	84.45%	90.00%
CHEMBL2243	O00519	Anandamide amidohydrolase	84.40%	97.53%
CHEMBL3401	O75469	Pregnane X receptor	84.25%	94.73%
CHEMBL220	P22303	Acetylcholinesterase	83.18%	94.45%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	82.33%	80.33%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.43%	95.71%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.01%	92.88%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.63%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.52%	100.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.20%	94.42%

Plants that contains it

• Hyssopus officinalis

Cross-Links

• PubChem: 49845606
• LOTUS: LTS0132466
• wikiData: Q105254645