7-[(2S,3R,4S,5R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-3,5-dihydroxychromen-4-one

Details

• Internal ID: 46c4b140-394f-43f7-b765-4fb643cb4a1d
• 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-2-(3,4-dihydroxyphenyl)-3,5-dihydroxychromen-4-one
• SMILES (Canonical): C1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)O)C4=CC(=C(C=C4)O)O)O)OC5C(C(CO5)(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)O)O[C@H]5[C@@H]([C@](CO5)(CO)O)O)O)O
• InChI: InChI=1S/C25H26O15/c26-7-25(35)8-37-24(22(25)34)40-21-17(31)14(30)6-36-23(21)38-10-4-13(29)16-15(5-10)39-20(19(33)18(16)32)9-1-2-11(27)12(28)3-9/h1-5,14,17,21-24,26-31,33-35H,6-8H2/t14-,17+,21-,22+,23+,24+,25-/m1/s1
• InChI Key: SSLZRFIZCSWJBF-HIWKUZAISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₆O₁₅
• Molecular Weight: 566.50 g/mol
• Exact Mass: 566.12717012 g/mol
• Topological Polar Surface Area (TPSA): 245.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -1.43
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 6

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	-	0.9161	91.61%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6268	62.68%
OATP2B1 inhibitior	-	0.5572	55.72%
OATP1B1 inhibitior	+	0.9168	91.68%
OATP1B3 inhibitior	+	0.9377	93.77%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7730	77.30%
P-glycoprotein inhibitior	-	0.5124	51.24%
P-glycoprotein substrate	+	0.5767	57.67%
CYP3A4 substrate	+	0.7056	70.56%
CYP2C9 substrate	-	0.8263	82.63%
CYP2D6 substrate	-	0.8608	86.08%
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	+	0.8574	85.74%
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	-	0.8931	89.31%
Skin irritation	-	0.8084	80.84%
Skin corrosion	-	0.9520	95.20%
Ames mutagenesis	+	0.6836	68.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.3831	38.31%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8757	87.57%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.9256	92.56%
Acute Oral Toxicity (c)	III	0.5556	55.56%
Estrogen receptor binding	+	0.8119	81.19%
Androgen receptor binding	+	0.6884	68.84%
Thyroid receptor binding	+	0.5636	56.36%
Glucocorticoid receptor binding	+	0.6051	60.51%
Aromatase binding	+	0.7346	73.46%
PPAR gamma	+	0.7731	77.31%
Honey bee toxicity	-	0.6833	68.33%
Biodegradation	-	0.8000	80.00%
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	99.88%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.31%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.40%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.32%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.55%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.62%	97.09%
CHEMBL2581	P07339	Cathepsin D	94.56%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.46%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	93.65%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.10%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.50%	95.89%
CHEMBL3922	P50579	Methionine aminopeptidase 2	88.21%	97.28%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	88.18%	92.88%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.15%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.63%	90.71%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	87.33%	95.53%
CHEMBL226	P30542	Adenosine A1 receptor	87.15%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.12%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.60%	92.94%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.15%	94.33%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.95%	95.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.51%	95.78%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.04%	100.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.94%	94.42%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.20%	80.33%

Plants that contains it

• Hyssopus officinalis

Cross-Links

• PubChem: 49845605
• LOTUS: LTS0031723
• wikiData: Q105259759