5-Hydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-3-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one

Details

• Internal ID: d332ea63-25c2-4edd-bc75-7bb523f5c64a
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-3-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)OC)C5=CC(=C(C=C5)O)OC)O)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)OC)C5=CC(=C(C=C5)O)OC)O)O)O)O)O)O
• InChI: InChI=1S/C29H34O16/c1-10-19(32)22(35)24(37)28(42-10)41-9-17-20(33)23(36)25(38)29(44-17)45-27-21(34)18-14(31)7-12(39-2)8-16(18)43-26(27)11-4-5-13(30)15(6-11)40-3/h4-8,10,17,19-20,22-25,28-33,35-38H,9H2,1-3H3
• InChI Key: JUIYKRQGQJORHH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₄O₁₆
• Molecular Weight: 638.60 g/mol
• Exact Mass: 638.18468499 g/mol
• Topological Polar Surface Area (TPSA): 244.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -1.08
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4796	47.96%
Caco-2	-	0.9191	91.91%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6680	66.80%
OATP2B1 inhibitior	-	0.7145	71.45%
OATP1B1 inhibitior	+	0.9018	90.18%
OATP1B3 inhibitior	+	0.9137	91.37%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.5411	54.11%
P-glycoprotein substrate	+	0.5592	55.92%
CYP3A4 substrate	+	0.6276	62.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8527	85.27%
CYP3A4 inhibition	-	0.9310	93.10%
CYP2C9 inhibition	-	0.9351	93.51%
CYP2C19 inhibition	-	0.9301	93.01%
CYP2D6 inhibition	-	0.9356	93.56%
CYP1A2 inhibition	-	0.9113	91.13%
CYP2C8 inhibition	+	0.8322	83.22%
CYP inhibitory promiscuity	-	0.6965	69.65%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6809	68.09%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9079	90.79%
Skin irritation	-	0.8382	83.82%
Skin corrosion	-	0.9635	96.35%
Ames mutagenesis	-	0.5728	57.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.4623	46.23%
Micronuclear	+	0.7192	71.92%
Hepatotoxicity	-	0.6073	60.73%
skin sensitisation	-	0.9454	94.54%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.9213	92.13%
Acute Oral Toxicity (c)	III	0.6850	68.50%
Estrogen receptor binding	+	0.8314	83.14%
Androgen receptor binding	+	0.5523	55.23%
Thyroid receptor binding	+	0.5453	54.53%
Glucocorticoid receptor binding	+	0.6814	68.14%
Aromatase binding	+	0.5799	57.99%
PPAR gamma	+	0.6982	69.82%
Honey bee toxicity	-	0.7860	78.60%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5649	56.49%
Fish aquatic toxicity	+	0.8533	85.33%

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	99.25%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.62%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.50%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.58%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.19%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.49%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.29%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.80%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.28%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.76%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.47%	97.36%
CHEMBL3401	O75469	Pregnane X receptor	90.17%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	87.27%	91.49%
CHEMBL4208	P20618	Proteasome component C5	85.18%	90.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.31%	95.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.27%	97.09%
CHEMBL1907	P15144	Aminopeptidase N	82.64%	93.31%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.64%	86.92%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.10%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.08%	96.00%
CHEMBL3194	P02766	Transthyretin	81.16%	90.71%

Plants that contains it

• Cucurbita pepo
• Rhamnus disperma

Cross-Links

• PubChem: 15631731
• LOTUS: LTS0009963
• wikiData: Q104169873