3-[(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

Details

• Internal ID: 0a9199a5-ad76-42d6-994c-bafe5a11c39b
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 3-[(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(OC3=C(C2=O)C(=CC(=C3CC=C(C)C)OC4C(C(C(C(O4)CO)O)O)O)O)C5=CC=C(C=C5)O)OC6C(C(C(CO6)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)OC2=C(OC3=C(C2=O)C(=CC(=C3CC=C(C)C)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)C5=CC=C(C=C5)O)O[C@H]6[C@@H]([C@H]([C@@H](CO6)O)O)O)O)O
• InChI: InChI=1S/C37H46O19/c1-13(2)4-9-17-20(52-36-30(49)27(46)25(44)21(11-38)53-36)10-18(40)22-26(45)33(31(54-32(17)22)15-5-7-16(39)8-6-15)55-37-34(28(47)23(42)14(3)51-37)56-35-29(48)24(43)19(41)12-50-35/h4-8,10,14,19,21,23-25,27-30,34-44,46-49H,9,11-12H2,1-3H3/t14-,19+,21+,23-,24-,25+,27-,28+,29+,30+,34+,35-,36+,37+/m0/s1
• InChI Key: XDBZJWHRPCMWOO-PHSPSBSJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₆O₁₉
• Molecular Weight: 794.70 g/mol
• Exact Mass: 794.26332923 g/mol
• Topological Polar Surface Area (TPSA): 304.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -1.77
• H-Bond Acceptor: 19
• H-Bond Donor: 11
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8608	86.08%
Caco-2	-	0.9319	93.19%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6575	65.75%
OATP2B1 inhibitior	-	0.7198	71.98%
OATP1B1 inhibitior	+	0.8753	87.53%
OATP1B3 inhibitior	+	0.9411	94.11%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9069	90.69%
P-glycoprotein inhibitior	+	0.6356	63.56%
P-glycoprotein substrate	+	0.6457	64.57%
CYP3A4 substrate	+	0.6927	69.27%
CYP2C9 substrate	-	0.6532	65.32%
CYP2D6 substrate	-	0.8528	85.28%
CYP3A4 inhibition	-	0.9550	95.50%
CYP2C9 inhibition	-	0.8160	81.60%
CYP2C19 inhibition	-	0.7647	76.47%
CYP2D6 inhibition	-	0.8385	83.85%
CYP1A2 inhibition	-	0.7243	72.43%
CYP2C8 inhibition	+	0.7368	73.68%
CYP inhibitory promiscuity	-	0.7319	73.19%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7259	72.59%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9087	90.87%
Skin irritation	-	0.8012	80.12%
Skin corrosion	-	0.9476	94.76%
Ames mutagenesis	+	0.5072	50.72%
Human Ether-a-go-go-Related Gene inhibition	+	0.7528	75.28%
Micronuclear	-	0.5567	55.67%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8493	84.93%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8860	88.60%
Acute Oral Toxicity (c)	III	0.6256	62.56%
Estrogen receptor binding	+	0.8270	82.70%
Androgen receptor binding	+	0.6325	63.25%
Thyroid receptor binding	+	0.5226	52.26%
Glucocorticoid receptor binding	+	0.5790	57.90%
Aromatase binding	+	0.5689	56.89%
PPAR gamma	+	0.7267	72.67%
Honey bee toxicity	-	0.6477	64.77%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9690	96.90%

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	99.86%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.20%	91.49%
CHEMBL2581	P07339	Cathepsin D	97.92%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.61%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.14%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.09%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	93.65%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.14%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	91.52%	94.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.05%	99.17%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	90.38%	93.10%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.07%	95.56%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	87.25%	95.83%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.82%	97.09%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.59%	95.64%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.93%	95.78%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.41%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.23%	99.15%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.59%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.14%	92.94%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.80%	96.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.46%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.98%	95.89%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.10%	91.71%

Plants that contains it

• Epimedium diphyllum

Cross-Links

• PubChem: 162990306
• LOTUS: LTS0042458
• wikiData: Q105325621