[(2S,3R,4S,5R,6R)-4,5-dihydroxy-2-methyl-6-[[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-[8-hydroxy-7-methoxy-2-(4-methoxyphenyl)-4-oxochromen-6-yl]oxyoxan-2-yl]methoxy]oxan-3-yl] acetate

Details

• Internal ID: 04ceac49-b60b-4b68-95c0-d4be3ba0586e
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: [(2S,3R,4S,5R,6R)-4,5-dihydroxy-2-methyl-6-[[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-[8-hydroxy-7-methoxy-2-(4-methoxyphenyl)-4-oxochromen-6-yl]oxyoxan-2-yl]methoxy]oxan-3-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(C(=C4C(=C3)C(=O)C=C(O4)C5=CC=C(C=C5)OC)O)OC)O)O)O)O)O)OC(=O)C
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)OC3=C(C(=C4C(=C3)C(=O)C=C(O4)C5=CC=C(C=C5)OC)O)OC)O)O)O)O)O)OC(=O)C
• InChI: InChI=1S/C31H36O16/c1-12-27(44-13(2)32)23(36)25(38)30(43-12)42-11-20-21(34)22(35)24(37)31(47-20)46-19-9-16-17(33)10-18(14-5-7-15(40-3)8-6-14)45-28(16)26(39)29(19)41-4/h5-10,12,20-25,27,30-31,34-39H,11H2,1-4H3/t12-,20+,21-,22-,23-,24+,25+,27-,30+,31+/m0/s1
• InChI Key: ISVJQJMGKFYXBW-PPYKPSMCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₆O₁₆
• Molecular Weight: 664.60 g/mol
• Exact Mass: 664.20033506 g/mol
• Topological Polar Surface Area (TPSA): 229.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.22
• H-Bond Acceptor: 16
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5798	57.98%
Caco-2	-	0.8746	87.46%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6288	62.88%
OATP2B1 inhibitior	-	0.5708	57.08%
OATP1B1 inhibitior	-	0.3329	33.29%
OATP1B3 inhibitior	+	0.9332	93.32%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8330	83.30%
P-glycoprotein inhibitior	+	0.5951	59.51%
P-glycoprotein substrate	+	0.5934	59.34%
CYP3A4 substrate	+	0.6747	67.47%
CYP2C9 substrate	-	0.8268	82.68%
CYP2D6 substrate	-	0.8650	86.50%
CYP3A4 inhibition	-	0.9367	93.67%
CYP2C9 inhibition	-	0.9199	91.99%
CYP2C19 inhibition	-	0.9471	94.71%
CYP2D6 inhibition	-	0.9524	95.24%
CYP1A2 inhibition	-	0.9340	93.40%
CYP2C8 inhibition	+	0.6754	67.54%
CYP inhibitory promiscuity	-	0.8338	83.38%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6854	68.54%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9221	92.21%
Skin irritation	-	0.8534	85.34%
Skin corrosion	-	0.9590	95.90%
Ames mutagenesis	-	0.5137	51.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6579	65.79%
Micronuclear	+	0.7092	70.92%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.9437	94.37%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.9626	96.26%
Acute Oral Toxicity (c)	III	0.6523	65.23%
Estrogen receptor binding	+	0.8102	81.02%
Androgen receptor binding	+	0.6459	64.59%
Thyroid receptor binding	+	0.5546	55.46%
Glucocorticoid receptor binding	+	0.7293	72.93%
Aromatase binding	+	0.5708	57.08%
PPAR gamma	+	0.7322	73.22%
Honey bee toxicity	-	0.7572	75.72%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7249	72.49%
Fish aquatic toxicity	+	0.8939	89.39%

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	99.75%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.76%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.62%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.25%	89.00%
CHEMBL2581	P07339	Cathepsin D	95.96%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.47%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.54%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.84%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.32%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.80%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.01%	96.09%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	89.78%	81.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.15%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.21%	96.00%
CHEMBL1907	P15144	Aminopeptidase N	83.45%	93.31%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	83.41%	87.67%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.00%	92.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.87%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.77%	95.89%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.55%	83.57%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.00%	99.23%

Plants that contains it

• Dicliptera riparia

Cross-Links

• PubChem: 5316659
• LOTUS: LTS0165460
• wikiData: Q105119835