[(2R,3S,4S,5S,6R)-6-[[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

Details

• Internal ID: 2ef52d4f-c0a2-43bf-8eef-aec1267aa326
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2R,3S,4S,5S,6R)-6-[[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1=CC(=C(C=C1C=CC(=O)OCC2C(C(C(C(O2)OCC3C(C(C(C(O3)OC4=C(OC5=CC(=CC(=C5C4=O)O)O)C6=CC(=C(C=C6)O)O)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1/C=C/C(=O)OC[C@@H]2[C@H]([C@@H]([C@@H]([C@@H](O2)OC[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)OC4=C(OC5=CC(=CC(=C5C4=O)O)O)C6=CC(=C(C=C6)O)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C36H36O20/c37-15-9-20(42)25-21(10-15)53-33(14-3-5-17(39)19(41)8-14)34(28(25)46)56-36-32(50)30(48)27(45)23(55-36)12-52-35-31(49)29(47)26(44)22(54-35)11-51-24(43)6-2-13-1-4-16(38)18(40)7-13/h1-10,22-23,26-27,29-32,35-42,44-45,47-50H,11-12H2/b6-2+/t22-,23-,26-,27-,29+,30+,31+,32-,35-,36+/m1/s1
• InChI Key: GJXFXMKPVHRYNV-QQLIHLQPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₃₆O₂₀
• Molecular Weight: 788.70 g/mol
• Exact Mass: 788.17999353 g/mol
• Topological Polar Surface Area (TPSA): 332.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -1.04
• H-Bond Acceptor: 20
• H-Bond Donor: 12
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5338	53.38%
Caco-2	-	0.8928	89.28%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5724	57.24%
OATP2B1 inhibitior	-	0.5730	57.30%
OATP1B1 inhibitior	+	0.8933	89.33%
OATP1B3 inhibitior	+	0.9688	96.88%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6440	64.40%
P-glycoprotein inhibitior	+	0.6297	62.97%
P-glycoprotein substrate	-	0.5786	57.86%
CYP3A4 substrate	+	0.6755	67.55%
CYP2C9 substrate	-	0.8118	81.18%
CYP2D6 substrate	-	0.8706	87.06%
CYP3A4 inhibition	-	0.9254	92.54%
CYP2C9 inhibition	-	0.8472	84.72%
CYP2C19 inhibition	-	0.8295	82.95%
CYP2D6 inhibition	-	0.9347	93.47%
CYP1A2 inhibition	-	0.9324	93.24%
CYP2C8 inhibition	+	0.9158	91.58%
CYP inhibitory promiscuity	-	0.7645	76.45%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6445	64.45%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9052	90.52%
Skin irritation	-	0.8290	82.90%
Skin corrosion	-	0.9548	95.48%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3951	39.51%
Micronuclear	+	0.7133	71.33%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8696	86.96%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.9252	92.52%
Acute Oral Toxicity (c)	III	0.4123	41.23%
Estrogen receptor binding	+	0.7602	76.02%
Androgen receptor binding	+	0.6995	69.95%
Thyroid receptor binding	+	0.5234	52.34%
Glucocorticoid receptor binding	-	0.4650	46.50%
Aromatase binding	+	0.6413	64.13%
PPAR gamma	+	0.7346	73.46%
Honey bee toxicity	-	0.7175	71.75%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9623	96.23%

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	99.73%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.20%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.69%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.70%	86.33%
CHEMBL3194	P02766	Transthyretin	96.46%	90.71%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	94.54%	95.64%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.38%	99.17%
CHEMBL2581	P07339	Cathepsin D	92.35%	98.95%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	91.01%	80.78%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.50%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	90.12%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.18%	99.15%
CHEMBL1929	P47989	Xanthine dehydrogenase	87.81%	96.12%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.35%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.68%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.38%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.37%	96.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.82%	95.78%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.00%	95.50%
CHEMBL2179	P04062	Beta-glucocerebrosidase	82.45%	85.31%
CHEMBL1900	P15121	Aldose reductase	80.21%	92.38%

Plants that contains it

• Lonicera implexa

Cross-Links

• PubChem: 163104133
• LOTUS: LTS0112577
• wikiData: Q105009604