[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[4-[5-hydroxy-7-methoxy-4-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-yl]phenoxy]-6-(hydroxymethyl)oxan-3-yl] (2Z,4E)-5-[(1R,3S,5R,8S)-3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl]-3-methylpenta-2,4-dienoate

Details

• Internal ID: dea46142-db6c-48a4-9368-24e2b531185e
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[4-[5-hydroxy-7-methoxy-4-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-yl]phenoxy]-6-(hydroxymethyl)oxan-3-yl] (2Z,4E)-5-[(1R,3S,5R,8S)-3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl]-3-methylpenta-2,4-dienoate
• SMILES (Canonical): CC(=CC(=O)OC1C(C(C(OC1OC2=CC=C(C=C2)C3=C(C(=O)C4=C(C=C(C=C4O3)OC)O)OC5C(C(C(C(O5)CO)O)O)O)CO)O)O)C=CC6(C7(CC(CC6(OC7)C)O)C)O
• SMILES (Isomeric): C/C(=C/C(=O)O[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1OC2=CC=C(C=C2)C3=C(C(=O)C4=C(C=C(C=C4O3)OC)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)CO)O)O)/C=C/[C@@]6([C@@]7(C[C@@H](C[C@]6(OC7)C)O)C)O
• InChI: InChI=1S/C43H52O20/c1-19(9-10-43(55)41(2)14-21(46)15-42(43,3)57-18-41)11-28(48)62-38-34(53)31(50)27(17-45)61-40(38)58-22-7-5-20(6-8-22)36-37(63-39-35(54)33(52)30(49)26(16-44)60-39)32(51)29-24(47)12-23(56-4)13-25(29)59-36/h5-13,21,26-27,30-31,33-35,38-40,44-47,49-50,52-55H,14-18H2,1-4H3/b10-9+,19-11-/t21-,26+,27+,30+,31+,33-,34-,35+,38+,39-,40+,41+,42+,43-/m0/s1
• InChI Key: PUGHVEFZEJLZSW-DIMGSNLHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₅₂O₂₀
• Molecular Weight: 888.90 g/mol
• Exact Mass: 888.30519404 g/mol
• Topological Polar Surface Area (TPSA): 310.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): -0.73
• H-Bond Acceptor: 20
• H-Bond Donor: 10
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8908	89.08%
Caco-2	-	0.8680	86.80%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6089	60.89%
OATP2B1 inhibitior	-	0.7186	71.86%
OATP1B1 inhibitior	+	0.8701	87.01%
OATP1B3 inhibitior	+	0.9511	95.11%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9560	95.60%
P-glycoprotein inhibitior	+	0.7468	74.68%
P-glycoprotein substrate	+	0.6783	67.83%
CYP3A4 substrate	+	0.7322	73.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8672	86.72%
CYP3A4 inhibition	-	0.7192	71.92%
CYP2C9 inhibition	-	0.8393	83.93%
CYP2C19 inhibition	-	0.8378	83.78%
CYP2D6 inhibition	-	0.9380	93.80%
CYP1A2 inhibition	-	0.8351	83.51%
CYP2C8 inhibition	+	0.8257	82.57%
CYP inhibitory promiscuity	-	0.8913	89.13%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6104	61.04%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9037	90.37%
Skin irritation	-	0.7432	74.32%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7826	78.26%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.6323	63.23%
skin sensitisation	-	0.8615	86.15%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.9075	90.75%
Acute Oral Toxicity (c)	I	0.5804	58.04%
Estrogen receptor binding	+	0.8185	81.85%
Androgen receptor binding	+	0.7590	75.90%
Thyroid receptor binding	+	0.5982	59.82%
Glucocorticoid receptor binding	+	0.7338	73.38%
Aromatase binding	+	0.5906	59.06%
PPAR gamma	+	0.7813	78.13%
Honey bee toxicity	-	0.6187	61.87%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9945	99.45%

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	99.93%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.15%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.45%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.76%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.93%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.39%	97.09%
CHEMBL2581	P07339	Cathepsin D	94.72%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.65%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.54%	86.33%
CHEMBL220	P22303	Acetylcholinesterase	92.88%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.78%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.52%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.40%	99.15%
CHEMBL4208	P20618	Proteasome component C5	88.13%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.61%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.06%	95.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.63%	92.94%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.19%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	86.12%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.96%	95.89%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.62%	94.80%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.51%	91.07%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.43%	94.33%
CHEMBL3401	O75469	Pregnane X receptor	82.82%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.06%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.93%	97.28%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.87%	99.23%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	81.78%	95.64%

Plants that contains it

• Phyllolobium chinense

Cross-Links

• PubChem: 163189292
• LOTUS: LTS0237453
• wikiData: Q105215071