2-[4-[(2S,3S,4R,5R,6R)-4,5-dihydroxy-6-methoxy-3-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxyphenyl]-5-hydroxy-7-methoxychromen-4-one

Details

• Internal ID: 5d127a01-d013-4994-b0a3-f4c01ce69f6c
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 2-[4-[(2S,3S,4R,5R,6R)-4,5-dihydroxy-6-methoxy-3-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxyphenyl]-5-hydroxy-7-methoxychromen-4-one
• InChI: InChI=1S/C28H32O14/c1-11-20(31)21(32)23(34)27(38-11)41-25-22(33)24(35)26(37-3)42-28(25)39-13-6-4-12(5-7-13)17-10-16(30)19-15(29)8-14(36-2)9-18(19)40-17/h4-11,20-29,31-35H,1-3H3/t11-,20-,21+,22-,23+,24-,25+,26-,27-,28+/m1/s1
• InChI Key: QVKGJQCLCVZLGN-SJNPOLQNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₁₄
• Molecular Weight: 592.50 g/mol
• Exact Mass: 592.17920569 g/mol
• Topological Polar Surface Area (TPSA): 203.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): -0.18
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7617	76.17%
Caco-2	-	0.8548	85.48%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.6397	63.97%
OATP2B1 inhibitior	-	0.7084	70.84%
OATP1B1 inhibitior	+	0.9362	93.62%
OATP1B3 inhibitior	+	0.8566	85.66%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7895	78.95%
P-glycoprotein inhibitior	-	0.5195	51.95%
P-glycoprotein substrate	-	0.5482	54.82%
CYP3A4 substrate	+	0.6377	63.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8527	85.27%
CYP3A4 inhibition	-	0.6557	65.57%
CYP2C9 inhibition	-	0.9707	97.07%
CYP2C19 inhibition	-	0.9287	92.87%
CYP2D6 inhibition	-	0.9086	90.86%
CYP1A2 inhibition	-	0.8841	88.41%
CYP2C8 inhibition	+	0.7095	70.95%
CYP inhibitory promiscuity	-	0.6447	64.47%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4489	44.89%
Eye corrosion	-	0.9851	98.51%
Eye irritation	-	0.9211	92.11%
Skin irritation	-	0.7420	74.20%
Skin corrosion	-	0.9626	96.26%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7340	73.40%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.9373	93.73%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.9438	94.38%
Acute Oral Toxicity (c)	III	0.5274	52.74%
Estrogen receptor binding	+	0.7490	74.90%
Androgen receptor binding	+	0.6801	68.01%
Thyroid receptor binding	+	0.5914	59.14%
Glucocorticoid receptor binding	+	0.6523	65.23%
Aromatase binding	+	0.5632	56.32%
PPAR gamma	+	0.7665	76.65%
Honey bee toxicity	-	0.7208	72.08%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8936	89.36%

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	99.48%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.14%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.46%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.32%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.15%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.22%	99.15%
CHEMBL2581	P07339	Cathepsin D	94.34%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.49%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.56%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.85%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.18%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	87.21%	94.73%
CHEMBL3194	P02766	Transthyretin	86.80%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.42%	95.89%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	85.98%	83.57%
CHEMBL4208	P20618	Proteasome component C5	84.05%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.77%	99.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.19%	92.94%
CHEMBL1907	P15144	Aminopeptidase N	82.15%	93.31%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.38%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.31%	99.23%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.29%	95.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.28%	97.09%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	80.90%	89.23%

Plants that contains it

• Vernonia fasciculata

Cross-Links

• PubChem: 162856341
• LOTUS: LTS0227328
• wikiData: Q105228703