5-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one

Details

• Internal ID: 4b522d2b-8e45-443e-a9c2-355c555f4990
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(C4=C(C=C3)OC(CC4=O)C5=CC(=C(C=C5)OC)O)O)O)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(C4=C(C=C3)OC(CC4=O)C5=CC(=C(C=C5)OC)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C28H34O15/c1-10-20(31)23(34)25(36)27(40-10)39-9-18-22(33)24(35)26(37)28(43-18)42-16-6-5-15-19(21(16)32)13(30)8-17(41-15)11-3-4-14(38-2)12(29)7-11/h3-7,10,17-18,20,22-29,31-37H,8-9H2,1-2H3
• InChI Key: FVDPIELXHGKLGM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₄O₁₅
• Molecular Weight: 610.60 g/mol
• Exact Mass: 610.18977037 g/mol
• Topological Polar Surface Area (TPSA): 234.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.16
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4777	47.77%
Caco-2	-	0.8855	88.55%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6902	69.02%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.8910	89.10%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.4822	48.22%
P-glycoprotein inhibitior	-	0.6480	64.80%
P-glycoprotein substrate	-	0.5602	56.02%
CYP3A4 substrate	+	0.6234	62.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8428	84.28%
CYP3A4 inhibition	-	0.8619	86.19%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	+	0.5828	58.28%
CYP inhibitory promiscuity	-	0.6670	66.70%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6995	69.95%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9177	91.77%
Skin irritation	-	0.8249	82.49%
Skin corrosion	-	0.9594	95.94%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6414	64.14%
Micronuclear	+	0.7492	74.92%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.9436	94.36%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.8630	86.30%
Acute Oral Toxicity (c)	III	0.6904	69.04%
Estrogen receptor binding	+	0.7585	75.85%
Androgen receptor binding	-	0.6825	68.25%
Thyroid receptor binding	-	0.5184	51.84%
Glucocorticoid receptor binding	+	0.5707	57.07%
Aromatase binding	-	0.5391	53.91%
PPAR gamma	+	0.6989	69.89%
Honey bee toxicity	-	0.7802	78.02%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6849	68.49%
Fish aquatic toxicity	+	0.8477	84.77%

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	99.35%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.09%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.90%	86.33%
CHEMBL2581	P07339	Cathepsin D	95.53%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.23%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	94.19%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.92%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.16%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.97%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.76%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.29%	95.89%
CHEMBL4208	P20618	Proteasome component C5	87.55%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.92%	99.17%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.96%	94.80%
CHEMBL3194	P02766	Transthyretin	84.35%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.65%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.22%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.18%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.65%	97.36%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.47%	95.78%
CHEMBL3401	O75469	Pregnane X receptor	81.10%	94.73%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.78%	96.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.07%	100.00%

Plants that contains it

• Fraxinus sieboldiana
• Plantago major

Cross-Links

• PubChem: 163030794
• LOTUS: LTS0042103
• wikiData: Q105204662