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

Details

• Internal ID: 36fc19ac-88ac-4cc6-b45c-b1dc6b947872
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 2-(4-hydroxyphenyl)-7-methoxy-5-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): COC1=CC2=C(C(=C1)OC3C(C(C(C(O3)COC4C(C(C(C(O4)CO)O)O)O)O)O)O)C(=O)C=C(O2)C5=CC=C(C=C5)O
• SMILES (Isomeric): COC1=CC2=C(C(=C1)O[C@@H]3[C@@H]([C@H]([C@H]([C@H](O3)CO[C@H]4[C@@H]([C@H]([C@H]([C@H](O4)CO)O)O)O)O)O)O)C(=O)C=C(O2)C5=CC=C(C=C5)O
• InChI: InChI=1S/C28H32O15/c1-38-13-6-16-20(14(31)8-15(40-16)11-2-4-12(30)5-3-11)17(7-13)41-28-26(37)24(35)22(33)19(43-28)10-39-27-25(36)23(34)21(32)18(9-29)42-27/h2-8,18-19,21-30,32-37H,9-10H2,1H3/t18-,19-,21+,22+,23+,24+,25-,26-,27-,28+/m1/s1
• InChI Key: WIGKZVISOMPZRU-WGFIQVRRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₁₅
• Molecular Weight: 608.50 g/mol
• Exact Mass: 608.17412031 g/mol
• Topological Polar Surface Area (TPSA): 234.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -1.82
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5946	59.46%
Caco-2	-	0.9101	91.01%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6366	63.66%
OATP2B1 inhibitior	-	0.7107	71.07%
OATP1B1 inhibitior	+	0.8216	82.16%
OATP1B3 inhibitior	+	0.9802	98.02%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6672	66.72%
P-glycoprotein inhibitior	-	0.5779	57.79%
P-glycoprotein substrate	-	0.5999	59.99%
CYP3A4 substrate	+	0.6019	60.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8324	83.24%
CYP3A4 inhibition	-	0.9480	94.80%
CYP2C9 inhibition	-	0.9167	91.67%
CYP2C19 inhibition	-	0.9069	90.69%
CYP2D6 inhibition	-	0.9466	94.66%
CYP1A2 inhibition	-	0.9322	93.22%
CYP2C8 inhibition	+	0.7088	70.88%
CYP inhibitory promiscuity	-	0.7397	73.97%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6145	61.45%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9227	92.27%
Skin irritation	-	0.8348	83.48%
Skin corrosion	-	0.9640	96.40%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4171	41.71%
Micronuclear	+	0.6233	62.33%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.9399	93.99%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.6819	68.19%
Acute Oral Toxicity (c)	III	0.7053	70.53%
Estrogen receptor binding	+	0.8202	82.02%
Androgen receptor binding	+	0.6733	67.33%
Thyroid receptor binding	-	0.5057	50.57%
Glucocorticoid receptor binding	+	0.5643	56.43%
Aromatase binding	+	0.5944	59.44%
PPAR gamma	+	0.7231	72.31%
Honey bee toxicity	-	0.7502	75.02%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6749	67.49%
Fish aquatic toxicity	-	0.3962	39.62%

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	98.93%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.54%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.87%	94.00%
CHEMBL2581	P07339	Cathepsin D	95.49%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.49%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.27%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.56%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.33%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.79%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.75%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.82%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.82%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.00%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.55%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.97%	94.45%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.58%	95.78%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.06%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.99%	95.89%
CHEMBL3194	P02766	Transthyretin	83.56%	90.71%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.80%	97.36%
CHEMBL220	P22303	Acetylcholinesterase	80.65%	94.45%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.62%	91.71%

Plants that contains it

• Aquilaria sinensis

Cross-Links

• PubChem: 11972298
• NPASS: NPC218636