[3,4-Dihydroxy-5-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-3-yl]oxyoxolan-3-yl]methyl acetate

Details

• Internal ID: 8a5e89dc-facf-4b43-adf2-eee146edc90f
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [3,4-dihydroxy-5-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-3-yl]oxyoxolan-3-yl]methyl acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)OC4C(C(CO4)(COC(=O)C)O)O)C5=CC=C(C=C5)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)OC4C(C(CO4)(COC(=O)C)O)O)C5=CC=C(C=C5)O)O)O)O)O
• InChI: InChI=1S/C28H30O15/c1-11-19(32)21(34)22(35)26(40-11)41-15-7-16(31)18-17(8-15)42-23(13-3-5-14(30)6-4-13)24(20(18)33)43-27-25(36)28(37,10-39-27)9-38-12(2)29/h3-8,11,19,21-22,25-27,30-32,34-37H,9-10H2,1-2H3
• InChI Key: XOUMRQRJVFZBHB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₀O₁₅
• Molecular Weight: 606.50 g/mol
• Exact Mass: 606.15847025 g/mol
• Topological Polar Surface Area (TPSA): 231.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.53
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7471	74.71%
Caco-2	-	0.8976	89.76%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6877	68.77%
OATP2B1 inhibitior	-	0.5657	56.57%
OATP1B1 inhibitior	+	0.9096	90.96%
OATP1B3 inhibitior	+	0.9500	95.00%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8448	84.48%
P-glycoprotein inhibitior	+	0.6138	61.38%
P-glycoprotein substrate	+	0.6292	62.92%
CYP3A4 substrate	+	0.6841	68.41%
CYP2C9 substrate	-	0.6399	63.99%
CYP2D6 substrate	-	0.8801	88.01%
CYP3A4 inhibition	-	0.9079	90.79%
CYP2C9 inhibition	-	0.8939	89.39%
CYP2C19 inhibition	-	0.8733	87.33%
CYP2D6 inhibition	-	0.9454	94.54%
CYP1A2 inhibition	-	0.9003	90.03%
CYP2C8 inhibition	+	0.8222	82.22%
CYP inhibitory promiscuity	-	0.8571	85.71%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5893	58.93%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9062	90.62%
Skin irritation	-	0.8121	81.21%
Skin corrosion	-	0.9379	93.79%
Ames mutagenesis	+	0.5763	57.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.6749	67.49%
Micronuclear	+	0.5733	57.33%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8843	88.43%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7247	72.47%
Acute Oral Toxicity (c)	III	0.5876	58.76%
Estrogen receptor binding	+	0.7769	77.69%
Androgen receptor binding	+	0.7094	70.94%
Thyroid receptor binding	-	0.5327	53.27%
Glucocorticoid receptor binding	+	0.6716	67.16%
Aromatase binding	+	0.5958	59.58%
PPAR gamma	+	0.6443	64.43%
Honey bee toxicity	-	0.7568	75.68%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5550	55.50%
Fish aquatic toxicity	+	0.9578	95.78%

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	99.72%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.35%	89.00%
CHEMBL2581	P07339	Cathepsin D	97.39%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.17%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.60%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	94.85%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.07%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.37%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.64%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	89.69%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.76%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.13%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.91%	97.36%
CHEMBL4208	P20618	Proteasome component C5	85.09%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.08%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.92%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.56%	95.89%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.34%	95.78%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.56%	99.23%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.37%	97.28%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.66%	99.17%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.11%	95.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.67%	92.94%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.18%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.15%	95.89%

Plants that contains it

• Scutia buxifolia
• Vicia faba

Cross-Links

• PubChem: 163049739
• LOTUS: LTS0067198
• wikiData: Q105202848