[(2R,3S,4S,5R,6S)-3,5-diacetyloxy-6-[4-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]-2,3-dihydroxyphenoxy]-4-hydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 2d188e57-efe0-4f61-b9d5-47db370d5ed6
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-3,5-diacetyloxy-6-[4-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]-2,3-dihydroxyphenoxy]-4-hydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC(=O)OC1C(OC(C(C1O)OC(=O)C)OC2=C(C(=C(C=C2)C(=O)C=CC3=CC(=C(C=C3)O)O)O)O)COC(=O)C=CC4=CC=C(C=C4)O
• SMILES (Isomeric): CC(=O)O[C@@H]1[C@H](O[C@H]([C@@H]([C@H]1O)OC(=O)C)OC2=C(C(=C(C=C2)C(=O)/C=C/C3=CC(=C(C=C3)O)O)O)O)COC(=O)/C=C/C4=CC=C(C=C4)O
• InChI: InChI=1S/C34H32O15/c1-17(35)46-32-27(16-45-28(41)14-7-19-3-8-21(37)9-4-19)49-34(33(31(32)44)47-18(2)36)48-26-13-10-22(29(42)30(26)43)23(38)11-5-20-6-12-24(39)25(40)15-20/h3-15,27,31-34,37,39-40,42-44H,16H2,1-2H3/b11-5+,14-7+/t27-,31+,32-,33-,34-/m1/s1
• InChI Key: OFSWIHODABQSTC-QTIOJQNZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₃₂O₁₅
• Molecular Weight: 680.60 g/mol
• Exact Mass: 680.17412031 g/mol
• Topological Polar Surface Area (TPSA): 236.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 2.70
• H-Bond Acceptor: 15
• H-Bond Donor: 6
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5510	55.10%
Caco-2	-	0.8760	87.60%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.9143	91.43%
Subcellular localzation	Mitochondria	0.8458	84.58%
OATP2B1 inhibitior	-	0.5657	56.57%
OATP1B1 inhibitior	+	0.8760	87.60%
OATP1B3 inhibitior	+	0.8971	89.71%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9193	91.93%
P-glycoprotein inhibitior	+	0.7577	75.77%
P-glycoprotein substrate	-	0.6159	61.59%
CYP3A4 substrate	+	0.6545	65.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8828	88.28%
CYP3A4 inhibition	-	0.7515	75.15%
CYP2C9 inhibition	+	0.5727	57.27%
CYP2C19 inhibition	-	0.5775	57.75%
CYP2D6 inhibition	-	0.8412	84.12%
CYP1A2 inhibition	-	0.6796	67.96%
CYP2C8 inhibition	+	0.8182	81.82%
CYP inhibitory promiscuity	-	0.6069	60.69%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.7342	73.42%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9061	90.61%
Skin irritation	-	0.8651	86.51%
Skin corrosion	-	0.9531	95.31%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7120	71.20%
Micronuclear	+	0.6566	65.66%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8478	84.78%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.8550	85.50%
Acute Oral Toxicity (c)	III	0.7258	72.58%
Estrogen receptor binding	+	0.8106	81.06%
Androgen receptor binding	+	0.7554	75.54%
Thyroid receptor binding	+	0.5920	59.20%
Glucocorticoid receptor binding	+	0.6723	67.23%
Aromatase binding	-	0.5454	54.54%
PPAR gamma	+	0.7134	71.34%
Honey bee toxicity	-	0.7576	75.76%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9759	97.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.64%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.07%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.55%	86.33%
CHEMBL3194	P02766	Transthyretin	97.27%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.73%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.63%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	92.16%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.13%	99.17%
CHEMBL4208	P20618	Proteasome component C5	90.44%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.19%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.32%	96.00%
CHEMBL2581	P07339	Cathepsin D	87.80%	98.95%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	85.86%	89.67%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.75%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.53%	95.56%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	84.42%	82.50%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	84.28%	80.78%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	83.60%	93.10%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.47%	89.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.90%	95.89%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.71%	95.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.52%	97.09%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	80.41%	83.00%

Plants that contains it

• Bidens pilosa

Cross-Links

• PubChem: 102277008
• LOTUS: LTS0178724
• wikiData: Q105191375