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

Details

• Internal ID: 452befc1-91e9-43a2-bac8-91399d596dc9
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2S,3R,4R,5S,6R)-6-[(2R,3S,4R,5R,6S)-2-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-7-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)COC(=O)C=CC6=CC(=C(C=C6)O)O)O)O)O)C7=CC(=C(C=C7)O)O)O)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H]([C@@H]([C@@H](O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)O[C@@H]4[C@H]([C@@H]([C@H]([C@@H](O4)CO)O)O)O[C@@H]5[C@H]([C@@H]([C@H]([C@@H](O5)COC(=O)/C=C/C6=CC(=C(C=C6)O)O)O)O)O)C7=CC(=C(C=C7)O)O)O)O)O)O
• InChI: InChI=1S/C42H46O24/c1-14-28(50)32(54)35(57)40(60-14)61-17-10-22(48)27-23(11-17)62-37(16-4-6-19(45)21(47)9-16)38(31(27)53)65-42-39(34(56)29(51)24(12-43)63-42)66-41-36(58)33(55)30(52)25(64-41)13-59-26(49)7-3-15-2-5-18(44)20(46)8-15/h2-11,14,24-25,28-30,32-36,39-48,50-52,54-58H,12-13H2,1H3/b7-3+/t14-,24+,25+,28-,29+,30+,32+,33-,34-,35+,36+,39+,40+,41-,42-/m1/s1
• InChI Key: TZPMVVDDEWYHIB-QBZXYKHESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₄₆O₂₄
• Molecular Weight: 934.80 g/mol
• Exact Mass: 934.23790233 g/mol
• Topological Polar Surface Area (TPSA): 391.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -2.54
• H-Bond Acceptor: 24
• H-Bond Donor: 14
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5206	52.06%
Caco-2	-	0.8792	87.92%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.6000	60.00%
OATP2B1 inhibitior	-	0.7161	71.61%
OATP1B1 inhibitior	+	0.8956	89.56%
OATP1B3 inhibitior	+	0.9821	98.21%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6134	61.34%
P-glycoprotein inhibitior	+	0.7027	70.27%
P-glycoprotein substrate	+	0.5989	59.89%
CYP3A4 substrate	+	0.7000	70.00%
CYP2C9 substrate	-	0.8179	81.79%
CYP2D6 substrate	-	0.8736	87.36%
CYP3A4 inhibition	-	0.9447	94.47%
CYP2C9 inhibition	-	0.8753	87.53%
CYP2C19 inhibition	-	0.8811	88.11%
CYP2D6 inhibition	-	0.9526	95.26%
CYP1A2 inhibition	-	0.9136	91.36%
CYP2C8 inhibition	+	0.8520	85.20%
CYP inhibitory promiscuity	-	0.7318	73.18%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6612	66.12%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9026	90.26%
Skin irritation	-	0.8395	83.95%
Skin corrosion	-	0.9516	95.16%
Ames mutagenesis	-	0.5601	56.01%
Human Ether-a-go-go-Related Gene inhibition	+	0.7801	78.01%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8908	89.08%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.9664	96.64%
Acute Oral Toxicity (c)	III	0.5224	52.24%
Estrogen receptor binding	+	0.7929	79.29%
Androgen receptor binding	+	0.6224	62.24%
Thyroid receptor binding	+	0.5460	54.60%
Glucocorticoid receptor binding	+	0.5873	58.73%
Aromatase binding	+	0.5997	59.97%
PPAR gamma	+	0.7376	73.76%
Honey bee toxicity	-	0.6658	66.58%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9345	93.45%

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	99.96%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.81%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	99.10%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.71%	86.33%
CHEMBL2581	P07339	Cathepsin D	95.26%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.51%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.91%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	92.50%	94.73%
CHEMBL3194	P02766	Transthyretin	92.33%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.55%	97.09%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	90.82%	80.78%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.87%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.00%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.42%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.61%	86.92%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.35%	85.14%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.67%	97.36%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.02%	95.64%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.16%	95.78%
CHEMBL4208	P20618	Proteasome component C5	82.47%	90.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.21%	94.80%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.07%	94.45%

Plants that contains it

• Aconitum baicalense

Cross-Links

• PubChem: 163190104
• LOTUS: LTS0259370
• wikiData: Q105268313