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

Details

• Internal ID: bf13f152-0542-47a3-ab6b-e5d94aad93e5
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [6-[4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-3-yl]oxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 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
• SMILES (Isomeric): 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
• InChI: InChI=1S/C42H46O23/c1-15-28(49)32(53)35(56)40(59-15)60-19-11-22(47)27-23(12-19)61-37(17-4-6-18(44)7-5-17)38(31(27)52)64-42-39(34(55)29(50)24(13-43)62-42)65-41-36(57)33(54)30(51)25(63-41)14-58-26(48)9-3-16-2-8-20(45)21(46)10-16/h2-12,15,24-25,28-30,32-36,39-47,49-51,53-57H,13-14H2,1H3
• InChI Key: CWTBIQKDTPTFSD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₄₆O₂₃
• Molecular Weight: 918.80 g/mol
• Exact Mass: 918.24298771 g/mol
• Topological Polar Surface Area (TPSA): 371.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -2.24
• H-Bond Acceptor: 23
• H-Bond Donor: 13
• 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	-	0.8802	88.02%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.6000	60.00%
OATP2B1 inhibitior	-	0.7157	71.57%
OATP1B1 inhibitior	+	0.8856	88.56%
OATP1B3 inhibitior	+	0.9821	98.21%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7424	74.24%
P-glycoprotein inhibitior	+	0.7039	70.39%
P-glycoprotein substrate	+	0.6184	61.84%
CYP3A4 substrate	+	0.7036	70.36%
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	+	0.8516	85.16%
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	-	0.9025	90.25%
Skin irritation	-	0.8395	83.95%
Skin corrosion	-	0.9516	95.16%
Ames mutagenesis	-	0.5437	54.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7835	78.35%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8908	89.08%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.9539	95.39%
Acute Oral Toxicity (c)	III	0.5224	52.24%
Estrogen receptor binding	+	0.7904	79.04%
Androgen receptor binding	+	0.6534	65.34%
Thyroid receptor binding	+	0.5316	53.16%
Glucocorticoid receptor binding	+	0.5963	59.63%
Aromatase binding	+	0.5970	59.70%
PPAR gamma	+	0.7424	74.24%
Honey bee toxicity	-	0.6589	65.89%
Biodegradation	-	0.8500	85.00%
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	99.95%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.83%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	99.05%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.53%	86.33%
CHEMBL2581	P07339	Cathepsin D	95.11%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.39%	96.00%
CHEMBL3194	P02766	Transthyretin	93.29%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	92.50%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.38%	99.17%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	91.79%	95.64%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.78%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.56%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.83%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.52%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.42%	95.56%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	87.44%	80.78%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.85%	95.78%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.81%	97.36%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.67%	85.14%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.21%	94.80%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.16%	91.71%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.77%	93.10%
CHEMBL4208	P20618	Proteasome component C5	81.80%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.58%	94.45%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.56%	95.83%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.08%	94.00%

Plants that contains it

• Aconitum napellus

Cross-Links

• PubChem: 163023332
• LOTUS: LTS0102663
• wikiData: Q104971514