[(2S,3S,4S,5S,6S)-6-[2-[3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyloxymethyl]oxan-2-yl]oxyphenyl]-5-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate

Details

• Internal ID: 83dd9d66-55e5-46d1-813b-9cda65151fcb
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid 3p-O-p-coumaroyl glycosides
• IUPAC Name: [(2S,3S,4S,5S,6S)-6-[2-[3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyloxymethyl]oxan-2-yl]oxyphenyl]-5-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C=CC(=O)OCC2C(C(C(C(O2)OC3=CC(=O)C4=CC(=C(OC4=C3)C5=CC(=C(C(=C5)OC6C(C(C(C(O6)COC(=O)C=CC7=CC(=C(C(=C7)OC)O)OC)O)O)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)O)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)C=CC(=O)OC[C@H]2[C@H]([C@@H]([C@@H]([C@@H](O2)OC3=CC(=O)C4=CC(=C(OC4=C3)C5=CC(=C(C(=C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)COC(=O)C=CC7=CC(=C(C(=C7)OC)O)OC)O)O)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)O
• InChI: InChI=1S/C55H60O30/c1-73-29-9-21(10-30(74-2)41(29)62)5-7-38(59)77-19-36-44(65)47(68)49(70)53(84-36)79-24-15-26(57)25-17-34(82-55-50(71)46(67)43(64)35(18-56)83-55)52(80-28(25)16-24)23-13-27(58)40(61)33(14-23)81-54-51(72)48(69)45(66)37(85-54)20-78-39(60)8-6-22-11-31(75-3)42(63)32(12-22)76-4/h5-17,35-37,43-51,53-56,58,61-72H,18-20H2,1-4H3/t35-,36+,37-,43-,44-,45-,46+,47+,48+,49+,50-,51-,53-,54-,55-/m1/s1
• InChI Key: GZMQBBRYFCFXLO-NDGMBFRGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₆₀O₃₀
• Molecular Weight: 1201.00 g/mol
• Exact Mass: 1200.31694049 g/mol
• Topological Polar Surface Area (TPSA): 454.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.67
• H-Bond Acceptor: 30
• H-Bond Donor: 14
• Rotatable Bonds: 20

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5284	52.84%
Caco-2	-	0.8590	85.90%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.4963	49.63%
OATP2B1 inhibitior	-	0.7202	72.02%
OATP1B1 inhibitior	+	0.8566	85.66%
OATP1B3 inhibitior	+	0.9721	97.21%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9512	95.12%
P-glycoprotein inhibitior	+	0.7446	74.46%
P-glycoprotein substrate	+	0.5471	54.71%
CYP3A4 substrate	+	0.6727	67.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8593	85.93%
CYP3A4 inhibition	-	0.9320	93.20%
CYP2C9 inhibition	-	0.8977	89.77%
CYP2C19 inhibition	-	0.9209	92.09%
CYP2D6 inhibition	-	0.9517	95.17%
CYP1A2 inhibition	-	0.9398	93.98%
CYP2C8 inhibition	+	0.8076	80.76%
CYP inhibitory promiscuity	-	0.7831	78.31%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6541	65.41%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.8973	89.73%
Skin irritation	-	0.8479	84.79%
Skin corrosion	-	0.9548	95.48%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7857	78.57%
Micronuclear	+	0.6333	63.33%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8995	89.95%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8278	82.78%
Acute Oral Toxicity (c)	III	0.6211	62.11%
Estrogen receptor binding	+	0.7133	71.33%
Androgen receptor binding	+	0.6892	68.92%
Thyroid receptor binding	+	0.6544	65.44%
Glucocorticoid receptor binding	+	0.7023	70.23%
Aromatase binding	+	0.5893	58.93%
PPAR gamma	+	0.7697	76.97%
Honey bee toxicity	-	0.6982	69.82%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9012	90.12%

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	99.32%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.59%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.46%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.21%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.27%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.28%	85.14%
CHEMBL3194	P02766	Transthyretin	92.59%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.35%	99.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.22%	92.94%
CHEMBL2581	P07339	Cathepsin D	91.48%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.19%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.18%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.95%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.77%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.63%	86.92%
CHEMBL5255	O00206	Toll-like receptor 4	85.22%	92.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.94%	96.21%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.52%	97.36%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.22%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.60%	99.15%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.52%	94.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.78%	96.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.46%	95.89%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.29%	97.28%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163189772
• LOTUS: LTS0227658
• wikiData: Q105108466