(2R)-2-(4-hydroxyphenyl)-7-[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one

Details

• Internal ID: 11a4a7f3-7ed5-4d92-878b-72479da070da
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: (2R)-2-(4-hydroxyphenyl)-7-[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C27H32O15/c28-8-17-20(32)22(34)24(36)26(41-17)38-12-5-15-19(13(31)7-14(39-15)10-1-3-11(30)4-2-10)16(6-12)40-27-25(37)23(35)21(33)18(9-29)42-27/h1-6,14,17-18,20-30,32-37H,7-9H2/t14-,17+,18+,20-,21-,22+,23+,24+,25-,26-,27-/m1/s1
• InChI Key: XPAKXVKIHCXRPG-BLXUARGBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₂O₁₅
• Molecular Weight: 596.50 g/mol
• Exact Mass: 596.17412031 g/mol
• Topological Polar Surface Area (TPSA): 245.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -2.54
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5736	57.36%
Caco-2	-	0.9192	91.92%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.9143	91.43%
Subcellular localzation	Mitochondria	0.5848	58.48%
OATP2B1 inhibitior	-	0.8463	84.63%
OATP1B1 inhibitior	+	0.9368	93.68%
OATP1B3 inhibitior	+	0.9434	94.34%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6386	63.86%
P-glycoprotein inhibitior	-	0.5669	56.69%
P-glycoprotein substrate	-	0.8620	86.20%
CYP3A4 substrate	+	0.5958	59.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8143	81.43%
CYP3A4 inhibition	-	0.9390	93.90%
CYP2C9 inhibition	-	0.9315	93.15%
CYP2C19 inhibition	-	0.9047	90.47%
CYP2D6 inhibition	-	0.9458	94.58%
CYP1A2 inhibition	-	0.9180	91.80%
CYP2C8 inhibition	-	0.5607	56.07%
CYP inhibitory promiscuity	-	0.7526	75.26%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6848	68.48%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9071	90.71%
Skin irritation	-	0.8255	82.55%
Skin corrosion	-	0.9691	96.91%
Ames mutagenesis	-	0.5754	57.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6997	69.97%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.9132	91.32%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5650	56.50%
Acute Oral Toxicity (c)	IV	0.4763	47.63%
Estrogen receptor binding	+	0.7370	73.70%
Androgen receptor binding	+	0.5196	51.96%
Thyroid receptor binding	-	0.5312	53.12%
Glucocorticoid receptor binding	-	0.5811	58.11%
Aromatase binding	+	0.5352	53.52%
PPAR gamma	+	0.7336	73.36%
Honey bee toxicity	-	0.7104	71.04%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5749	57.49%
Fish aquatic toxicity	+	0.7958	79.58%

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	99.02%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.82%	97.09%
CHEMBL2581	P07339	Cathepsin D	94.18%	98.95%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.70%	96.21%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.32%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.39%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.14%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.69%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.20%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.26%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.68%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.06%	95.78%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.79%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	85.51%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.04%	99.17%
CHEMBL4208	P20618	Proteasome component C5	84.40%	90.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.88%	95.89%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.53%	85.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.19%	99.23%

Plants that contains it

• Crataegus phaenopyrum

Cross-Links

• PubChem: 163019377
• LOTUS: LTS0063772
• wikiData: Q105338086