[(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5R,6R)-2-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]peroxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: 01b25df3-8ca1-44dc-b6e8-d0b0b08a2b33
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5R,6R)-2-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]peroxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)OCC2C(C(C(C(O2)OOC3C(C(C(OC3OC4=C(OC5=CC(=CC(=C5C4=O)O)O)C6=CC(=C(C=C6)O)OC)CO)O)O)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C/C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OO[C@@H]3[C@H]([C@H]([C@H](O[C@H]3OC4=C(OC5=CC(=CC(=C5C4=O)O)O)C6=CC(=C(C=C6)O)OC)CO)O)O)O)O)O)O
• InChI: InChI=1S/C38H40O21/c1-51-21-9-15(3-6-18(21)41)4-8-26(44)53-14-25-29(46)31(48)33(50)37(56-25)59-58-36-32(49)28(45)24(13-39)55-38(36)57-35-30(47)27-20(43)11-17(40)12-23(27)54-34(35)16-5-7-19(42)22(10-16)52-2/h3-12,24-25,28-29,31-33,36-43,45-46,48-50H,13-14H2,1-2H3/b8-4+/t24-,25-,28+,29-,31+,32+,33-,36-,37+,38+/m1/s1
• InChI Key: YWEPGBQOIKKBLI-YJHRHDATSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₀O₂₁
• Molecular Weight: 832.70 g/mol
• Exact Mass: 832.20620828 g/mol
• Topological Polar Surface Area (TPSA): 320.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): -0.50
• H-Bond Acceptor: 21
• H-Bond Donor: 10
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4917	49.17%
Caco-2	-	0.8847	88.47%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5112	51.12%
OATP2B1 inhibitior	-	0.5732	57.32%
OATP1B1 inhibitior	+	0.8660	86.60%
OATP1B3 inhibitior	+	0.9767	97.67%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6893	68.93%
P-glycoprotein inhibitior	+	0.6820	68.20%
P-glycoprotein substrate	+	0.5834	58.34%
CYP3A4 substrate	+	0.7005	70.05%
CYP2C9 substrate	-	0.8132	81.32%
CYP2D6 substrate	-	0.8640	86.40%
CYP3A4 inhibition	-	0.8416	84.16%
CYP2C9 inhibition	-	0.8293	82.93%
CYP2C19 inhibition	-	0.8540	85.40%
CYP2D6 inhibition	-	0.9280	92.80%
CYP1A2 inhibition	-	0.9123	91.23%
CYP2C8 inhibition	+	0.8903	89.03%
CYP inhibitory promiscuity	-	0.7693	76.93%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6644	66.44%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9055	90.55%
Skin irritation	-	0.8353	83.53%
Skin corrosion	-	0.9453	94.53%
Ames mutagenesis	-	0.6028	60.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.6844	68.44%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8841	88.41%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.9613	96.13%
Acute Oral Toxicity (c)	III	0.6012	60.12%
Estrogen receptor binding	+	0.7940	79.40%
Androgen receptor binding	+	0.7015	70.15%
Thyroid receptor binding	+	0.5341	53.41%
Glucocorticoid receptor binding	+	0.6450	64.50%
Aromatase binding	+	0.6037	60.37%
PPAR gamma	+	0.7258	72.58%
Honey bee toxicity	-	0.7093	70.93%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9189	91.89%

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	99.58%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.54%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.35%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.36%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.35%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.17%	99.17%
CHEMBL3194	P02766	Transthyretin	94.77%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.99%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.71%	85.14%
CHEMBL2581	P07339	Cathepsin D	90.95%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	90.92%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.43%	94.45%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	87.79%	95.64%
CHEMBL3401	O75469	Pregnane X receptor	86.80%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.79%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.92%	94.00%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	84.18%	98.21%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.85%	86.92%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.30%	95.50%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.89%	80.78%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.59%	94.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.45%	99.15%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.19%	95.78%
CHEMBL4208	P20618	Proteasome component C5	81.85%	90.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.52%	96.21%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.07%	95.83%

Plants that contains it

• Atractylis carduus

Cross-Links

• PubChem: 102202099
• LOTUS: LTS0107869
• wikiData: Q105366487