3-[6-[[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one

Details

• Internal ID: 6c4c8d32-5217-48fb-a195-2eac75d0be51
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 3-[6-[[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one
• SMILES (Canonical): C1C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)O)O)O)O)(CO)O
• SMILES (Isomeric): C1C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)O)O)O)O)(CO)O
• InChI: InChI=1S/C26H28O16/c27-7-26(37)8-39-25(23(26)36)38-6-15-17(32)19(34)20(35)24(41-15)42-22-18(33)16-13(31)4-10(28)5-14(16)40-21(22)9-1-2-11(29)12(30)3-9/h1-5,15,17,19-20,23-25,27-32,34-37H,6-8H2
• InChI Key: KIPZIFFWGFQGHO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₁₆
• Molecular Weight: 596.50 g/mol
• Exact Mass: 596.13773480 g/mol
• Topological Polar Surface Area (TPSA): 266.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -2.07
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6622	66.22%
Caco-2	-	0.9180	91.80%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6721	67.21%
OATP2B1 inhibitior	-	0.5605	56.05%
OATP1B1 inhibitior	+	0.9137	91.37%
OATP1B3 inhibitior	+	0.9368	93.68%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.4859	48.59%
P-glycoprotein inhibitior	-	0.4677	46.77%
P-glycoprotein substrate	-	0.5235	52.35%
CYP3A4 substrate	+	0.6845	68.45%
CYP2C9 substrate	-	0.8263	82.63%
CYP2D6 substrate	-	0.8608	86.08%
CYP3A4 inhibition	-	0.8530	85.30%
CYP2C9 inhibition	-	0.9230	92.30%
CYP2C19 inhibition	-	0.8294	82.94%
CYP2D6 inhibition	-	0.9000	90.00%
CYP1A2 inhibition	-	0.9163	91.63%
CYP2C8 inhibition	+	0.8746	87.46%
CYP inhibitory promiscuity	-	0.8529	85.29%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5862	58.62%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.8943	89.43%
Skin irritation	-	0.8146	81.46%
Skin corrosion	-	0.9568	95.68%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4101	41.01%
Micronuclear	+	0.5774	57.74%
Hepatotoxicity	+	0.5552	55.52%
skin sensitisation	-	0.8779	87.79%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7799	77.99%
Acute Oral Toxicity (c)	III	0.5035	50.35%
Estrogen receptor binding	+	0.8181	81.81%
Androgen receptor binding	+	0.7024	70.24%
Thyroid receptor binding	+	0.5518	55.18%
Glucocorticoid receptor binding	+	0.6437	64.37%
Aromatase binding	+	0.7160	71.60%
PPAR gamma	+	0.7813	78.13%
Honey bee toxicity	-	0.7250	72.50%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6150	61.50%
Fish aquatic toxicity	+	0.8637	86.37%

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	99.83%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.83%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.45%	94.00%
CHEMBL2581	P07339	Cathepsin D	94.25%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.85%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.56%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.11%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.49%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.76%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	90.75%	95.93%
CHEMBL1951	P21397	Monoamine oxidase A	90.08%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.35%	99.23%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	86.12%	95.53%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.43%	86.92%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.94%	95.83%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	84.48%	80.33%
CHEMBL3401	O75469	Pregnane X receptor	84.05%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.20%	100.00%
CHEMBL1929	P47989	Xanthine dehydrogenase	82.09%	96.12%
CHEMBL4530	P00488	Coagulation factor XIII	81.26%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.16%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.03%	96.09%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.95%	95.71%
CHEMBL220	P22303	Acetylcholinesterase	80.46%	94.45%

Plants that contains it

• Solidago altissima

Cross-Links

• PubChem: 73311342
• LOTUS: LTS0024793
• wikiData: Q105141635