3-[4,5-Dihydroxy-6-methyl-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one

Details

• Internal ID: 15a183c6-fe47-48b7-ad31-d73f05bb8679
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 3-[4,5-dihydroxy-6-methyl-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)O)OC5C(C(C(CO5)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)O)OC5C(C(C(CO5)O)O)O)O)O
• InChI: InChI=1S/C26H28O14/c1-9-17(31)20(34)24(40-25-21(35)18(32)14(30)8-36-25)26(37-9)39-23-19(33)16-13(29)6-12(28)7-15(16)38-22(23)10-2-4-11(27)5-3-10/h2-7,9,14,17-18,20-21,24-32,34-35H,8H2,1H3
• InChI Key: HLPYRSVVUHDPSQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₁₄
• Molecular Weight: 564.50 g/mol
• Exact Mass: 564.14790556 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -0.75
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7160	71.60%
Caco-2	-	0.9096	90.96%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6720	67.20%
OATP2B1 inhibitior	-	0.5577	55.77%
OATP1B1 inhibitior	+	0.8879	88.79%
OATP1B3 inhibitior	+	0.8917	89.17%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7848	78.48%
P-glycoprotein inhibitior	-	0.6068	60.68%
P-glycoprotein substrate	+	0.6062	60.62%
CYP3A4 substrate	+	0.6765	67.65%
CYP2C9 substrate	-	0.7354	73.54%
CYP2D6 substrate	-	0.8607	86.07%
CYP3A4 inhibition	-	0.9278	92.78%
CYP2C9 inhibition	-	0.9538	95.38%
CYP2C19 inhibition	-	0.9355	93.55%
CYP2D6 inhibition	-	0.9268	92.68%
CYP1A2 inhibition	-	0.8650	86.50%
CYP2C8 inhibition	+	0.7961	79.61%
CYP inhibitory promiscuity	-	0.8976	89.76%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6476	64.76%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.8949	89.49%
Skin irritation	-	0.7836	78.36%
Skin corrosion	-	0.9497	94.97%
Ames mutagenesis	+	0.5663	56.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.4860	48.60%
Micronuclear	+	0.7433	74.33%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.9187	91.87%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.9265	92.65%
Acute Oral Toxicity (c)	III	0.5953	59.53%
Estrogen receptor binding	+	0.8007	80.07%
Androgen receptor binding	+	0.6886	68.86%
Thyroid receptor binding	+	0.6125	61.25%
Glucocorticoid receptor binding	+	0.7186	71.86%
Aromatase binding	+	0.5786	57.86%
PPAR gamma	+	0.7517	75.17%
Honey bee toxicity	-	0.7602	76.02%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5150	51.50%
Fish aquatic toxicity	+	0.8557	85.57%

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	99.48%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.26%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.32%	89.00%
CHEMBL2581	P07339	Cathepsin D	97.49%	98.95%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	95.78%	95.64%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.74%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.68%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.90%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.82%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.71%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.74%	96.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.29%	95.78%
CHEMBL4208	P20618	Proteasome component C5	86.11%	90.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.10%	97.36%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.26%	93.10%
CHEMBL1937	Q92769	Histone deacetylase 2	83.78%	94.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.72%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.95%	99.23%
CHEMBL3194	P02766	Transthyretin	82.47%	90.71%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.56%	92.78%

Plants that contains it

• Moquilea pyrifolia

Cross-Links

• PubChem: 73237772
• LOTUS: LTS0122930
• wikiData: Q105030258