[2-[3-[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-4,5-dihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-3-yl] 3-(3,4-dihydroxyphenyl)prop-2-enoate

Details

• Internal ID: 52d1390c-67e7-4d7f-a49d-f0e21ec5cff0
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [2-[3-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-4,5-dihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-3-yl] 3-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=C(C4=O)OC5C(C(CO5)(CO)O)O)C6=CC=C(C=C6)O)O)OC(=O)C=CC7=CC(=C(C=C7)O)O)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=C(C4=O)OC5C(C(CO5)(CO)O)O)C6=CC=C(C=C6)O)O)OC(=O)C=CC7=CC(=C(C=C7)O)O)O)O)O)O)O
• InChI: InChI=1S/C41H44O22/c1-16-28(48)31(51)33(53)38(58-16)56-13-25-29(49)32(52)36(62-26(47)9-3-17-2-8-21(44)22(45)10-17)39(61-25)59-20-11-23(46)27-24(12-20)60-34(18-4-6-19(43)7-5-18)35(30(27)50)63-40-37(54)41(55,14-42)15-57-40/h2-12,16,25,28-29,31-33,36-40,42-46,48-49,51-55H,13-15H2,1H3
• InChI Key: AUTADROYLXMWLA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₄₄O₂₂
• Molecular Weight: 888.80 g/mol
• Exact Mass: 888.23242303 g/mol
• Topological Polar Surface Area (TPSA): 351.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -1.60
• H-Bond Acceptor: 22
• H-Bond Donor: 12
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7078	70.78%
Caco-2	-	0.8795	87.95%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6623	66.23%
OATP2B1 inhibitior	-	0.7142	71.42%
OATP1B1 inhibitior	+	0.8733	87.33%
OATP1B3 inhibitior	+	0.9700	97.00%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8978	89.78%
P-glycoprotein inhibitior	+	0.7062	70.62%
P-glycoprotein substrate	+	0.7237	72.37%
CYP3A4 substrate	+	0.7216	72.16%
CYP2C9 substrate	-	0.8176	81.76%
CYP2D6 substrate	-	0.8743	87.43%
CYP3A4 inhibition	-	0.8817	88.17%
CYP2C9 inhibition	-	0.8571	85.71%
CYP2C19 inhibition	-	0.8365	83.65%
CYP2D6 inhibition	-	0.9242	92.42%
CYP1A2 inhibition	-	0.9072	90.72%
CYP2C8 inhibition	+	0.8657	86.57%
CYP inhibitory promiscuity	-	0.7727	77.27%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5174	51.74%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9034	90.34%
Skin irritation	-	0.8103	81.03%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7586	75.86%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8432	84.32%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.9632	96.32%
Acute Oral Toxicity (c)	III	0.5787	57.87%
Estrogen receptor binding	+	0.7835	78.35%
Androgen receptor binding	+	0.6726	67.26%
Thyroid receptor binding	+	0.5381	53.81%
Glucocorticoid receptor binding	+	0.5681	56.81%
Aromatase binding	+	0.5527	55.27%
PPAR gamma	+	0.7616	76.16%
Honey bee toxicity	-	0.6634	66.34%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9279	92.79%

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	99.95%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.75%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	99.30%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.50%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.61%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.58%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.05%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.29%	99.15%
CHEMBL226	P30542	Adenosine A1 receptor	93.07%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.48%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.27%	96.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.07%	97.36%
CHEMBL3401	O75469	Pregnane X receptor	89.57%	94.73%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	89.05%	80.78%
CHEMBL242	Q92731	Estrogen receptor beta	88.80%	98.35%
CHEMBL4208	P20618	Proteasome component C5	88.13%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.74%	96.09%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	87.71%	91.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.04%	86.92%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.02%	99.23%
CHEMBL3194	P02766	Transthyretin	85.59%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.21%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.79%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.34%	95.89%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.12%	94.80%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.95%	95.83%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	83.68%	96.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.71%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.96%	94.33%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.74%	97.28%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.53%	95.89%

Plants that contains it

• Silphium perfoliatum

Cross-Links

• PubChem: 73746329
• LOTUS: LTS0249636
• wikiData: Q104919120