7-[(2S,3R,4S,5S,6R)-6-[[(2S,3R,4S,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3-methoxychromen-4-one

Details

• Internal ID: 6700da56-7216-4df9-9875-c2b17fca9e68
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 7-[(2S,3R,4S,5S,6R)-6-[[(2S,3R,4S,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3-methoxychromen-4-one
• InChI: InChI=1S/C28H32O16/c1-38-14-4-3-10(5-12(14)30)25-26(39-2)21(34)18-13(31)6-11(7-15(18)42-25)41-28-24(37)22(35)20(33)17(44-28)9-40-27-23(36)19(32)16(8-29)43-27/h3-7,16-17,19-20,22-24,27-33,35-37H,8-9H2,1-2H3/t16-,17+,19+,20+,22-,23+,24+,27-,28+/m0/s1
• InChI Key: UPISBTVRUJGIRH-RQEVDXNRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₁₆
• Molecular Weight: 624.50 g/mol
• Exact Mass: 624.16903493 g/mol
• Topological Polar Surface Area (TPSA): 244.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -1.47
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5738	57.38%
Caco-2	-	0.8981	89.81%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6853	68.53%
OATP2B1 inhibitior	-	0.5770	57.70%
OATP1B1 inhibitior	+	0.9366	93.66%
OATP1B3 inhibitior	+	0.9658	96.58%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6549	65.49%
P-glycoprotein inhibitior	-	0.6713	67.13%
P-glycoprotein substrate	+	0.5470	54.70%
CYP3A4 substrate	+	0.6241	62.41%
CYP2C9 substrate	-	0.8485	84.85%
CYP2D6 substrate	-	0.8501	85.01%
CYP3A4 inhibition	-	0.8249	82.49%
CYP2C9 inhibition	-	0.8289	82.89%
CYP2C19 inhibition	-	0.7821	78.21%
CYP2D6 inhibition	-	0.9289	92.89%
CYP1A2 inhibition	-	0.9073	90.73%
CYP2C8 inhibition	+	0.8368	83.68%
CYP inhibitory promiscuity	+	0.5201	52.01%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6193	61.93%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9166	91.66%
Skin irritation	-	0.8405	84.05%
Skin corrosion	-	0.9559	95.59%
Ames mutagenesis	+	0.5236	52.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.8016	80.16%
Micronuclear	+	0.6933	69.33%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.8944	89.44%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7947	79.47%
Acute Oral Toxicity (c)	III	0.7581	75.81%
Estrogen receptor binding	+	0.8181	81.81%
Androgen receptor binding	+	0.5412	54.12%
Thyroid receptor binding	-	0.4887	48.87%
Glucocorticoid receptor binding	+	0.5508	55.08%
Aromatase binding	+	0.5685	56.85%
PPAR gamma	+	0.6856	68.56%
Honey bee toxicity	-	0.7638	76.38%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6249	62.49%
Fish aquatic toxicity	+	0.7803	78.03%

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	98.51%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.39%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.78%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.69%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.21%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.77%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.38%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.51%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.64%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.24%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.87%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.75%	97.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.33%	95.78%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.09%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	87.81%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.12%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.23%	96.21%
CHEMBL3194	P02766	Transthyretin	83.70%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.10%	95.89%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.64%	95.53%

Plants that contains it

• Punica granatum

Cross-Links

• PubChem: 162878569
• LOTUS: LTS0193808
• wikiData: Q105276817