7-[(3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5,6-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one

Details

• Internal ID: 8ee1780d-7371-4b6c-b4c4-4c4caff0a14b
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 7-[(3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5,6-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C27H32O14/c1-9-18(30)22(34)24(36)26(37-9)41-25-23(35)19(31)10(2)38-27(25)40-16-8-15-17(21(33)20(16)32)13(29)7-14(39-15)11-3-5-12(28)6-4-11/h3-6,8-10,14,18-19,22-28,30-36H,7H2,1-2H3/t9-,10-,14?,18-,19-,22+,23+,24+,25+,26?,27?/m0/s1
• InChI Key: GLSNTDSPPICKOT-OYDBMRSESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₂O₁₄
• Molecular Weight: 580.50 g/mol
• Exact Mass: 580.17920569 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.43
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6466	64.66%
Caco-2	-	0.8795	87.95%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.7271	72.71%
OATP2B1 inhibitior	-	0.8497	84.97%
OATP1B1 inhibitior	+	0.9090	90.90%
OATP1B3 inhibitior	+	0.9257	92.57%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6036	60.36%
P-glycoprotein inhibitior	-	0.8104	81.04%
P-glycoprotein substrate	-	0.6466	64.66%
CYP3A4 substrate	+	0.6421	64.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8445	84.45%
CYP3A4 inhibition	-	0.6652	66.52%
CYP2C9 inhibition	-	0.8053	80.53%
CYP2C19 inhibition	-	0.8432	84.32%
CYP2D6 inhibition	-	0.8565	85.65%
CYP1A2 inhibition	-	0.7336	73.36%
CYP2C8 inhibition	+	0.5173	51.73%
CYP inhibitory promiscuity	-	0.6317	63.17%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6001	60.01%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9139	91.39%
Skin irritation	-	0.7346	73.46%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4110	41.10%
Micronuclear	+	0.8659	86.59%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.9095	90.95%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6779	67.79%
Acute Oral Toxicity (c)	III	0.4809	48.09%
Estrogen receptor binding	+	0.7699	76.99%
Androgen receptor binding	+	0.5281	52.81%
Thyroid receptor binding	+	0.5685	56.85%
Glucocorticoid receptor binding	+	0.6475	64.75%
Aromatase binding	+	0.5432	54.32%
PPAR gamma	+	0.7052	70.52%
Honey bee toxicity	-	0.7385	73.85%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9204	92.04%

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	99.13%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.38%	89.00%
CHEMBL2581	P07339	Cathepsin D	94.92%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.28%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.29%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.90%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.53%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.87%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.90%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.25%	97.09%
CHEMBL4208	P20618	Proteasome component C5	87.60%	90.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.53%	97.36%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.33%	96.21%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.04%	95.78%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.62%	95.64%
CHEMBL3401	O75469	Pregnane X receptor	84.14%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.67%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.63%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.96%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.03%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.61%	95.89%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.12%	93.10%

Plants that contains it

• Dysphania ambrosioides

Cross-Links

• PubChem: 162817384
• LOTUS: LTS0069974
• wikiData: Q105011250