7-hydroxy-5-methoxy-3-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one

Details

• Internal ID: 6dbbe731-14b0-4914-aff0-7a4de250488b
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 7-hydroxy-5-methoxy-3-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(OC3=C(C2=O)C(=CC(=C3)O)OC)C4=CC(=C(C(=C4)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)OC2=C(OC3=C(C2=O)C(=CC(=C3)O)OC)C4=CC(=C(C(=C4)O)O)O)O)O)O
• InChI: InChI=1S/C22H22O12/c1-7-15(26)18(29)19(30)22(32-7)34-21-17(28)14-12(31-2)5-9(23)6-13(14)33-20(21)8-3-10(24)16(27)11(25)4-8/h3-7,15,18-19,22-27,29-30H,1-2H3/t7-,15-,18+,19-,22-/m0/s1
• InChI Key: LPVCLSBWFKENQA-HTYOYUMQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₂O₁₂
• Molecular Weight: 478.40 g/mol
• Exact Mass: 478.11112613 g/mol
• Topological Polar Surface Area (TPSA): 196.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.50
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7980	79.80%
Caco-2	-	0.8097	80.97%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6676	66.76%
OATP2B1 inhibitior	+	0.5840	58.40%
OATP1B1 inhibitior	+	0.9124	91.24%
OATP1B3 inhibitior	+	0.9220	92.20%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.5593	55.93%
P-glycoprotein inhibitior	-	0.4327	43.27%
P-glycoprotein substrate	-	0.5350	53.50%
CYP3A4 substrate	+	0.6063	60.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8374	83.74%
CYP3A4 inhibition	-	0.6056	60.56%
CYP2C9 inhibition	-	0.9236	92.36%
CYP2C19 inhibition	-	0.8201	82.01%
CYP2D6 inhibition	-	0.8906	89.06%
CYP1A2 inhibition	-	0.7268	72.68%
CYP2C8 inhibition	+	0.7821	78.21%
CYP inhibitory promiscuity	-	0.5508	55.08%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6071	60.71%
Eye corrosion	-	0.9840	98.40%
Eye irritation	-	0.7945	79.45%
Skin irritation	-	0.6906	69.06%
Skin corrosion	-	0.9434	94.34%
Ames mutagenesis	+	0.5463	54.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.5486	54.86%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.9206	92.06%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8271	82.71%
Acute Oral Toxicity (c)	III	0.4825	48.25%
Estrogen receptor binding	+	0.7533	75.33%
Androgen receptor binding	+	0.6504	65.04%
Thyroid receptor binding	-	0.5313	53.13%
Glucocorticoid receptor binding	+	0.7314	73.14%
Aromatase binding	-	0.5168	51.68%
PPAR gamma	+	0.7148	71.48%
Honey bee toxicity	-	0.7982	79.82%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5551	55.51%
Fish aquatic toxicity	+	0.9150	91.50%

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	99.68%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.56%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.32%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.62%	85.14%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.12%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.50%	86.33%
CHEMBL2581	P07339	Cathepsin D	91.86%	98.95%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	91.30%	95.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.84%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.29%	96.09%
CHEMBL3194	P02766	Transthyretin	90.02%	90.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.75%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.73%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	87.72%	94.73%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.06%	92.94%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.04%	99.15%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.91%	94.42%
CHEMBL1951	P21397	Monoamine oxidase A	84.56%	91.49%
CHEMBL2424	Q04760	Glyoxalase I	83.72%	91.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.40%	99.23%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	80.96%	94.03%
CHEMBL4208	P20618	Proteasome component C5	80.52%	90.00%

Plants that contains it

• Rhododendron simsii

Cross-Links

• PubChem: 163091467
• LOTUS: LTS0119737
• wikiData: Q105155358