[6-[7-[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-8-yl]-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: 517d6ed2-2491-4160-a41f-0121af3803ea
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid C-glycosides > Flavonoid 8-C-glycosides
• IUPAC Name: [6-[7-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-8-yl]-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)OCC2C(C(C(C(O2)C3=C4C(=C(C(=C3OC5C(C(CO5)(CO)O)O)C6C(C(C(C(O6)CO)O)O)O)O)C(=O)C=C(O4)C7=CC=C(C=C7)O)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C=CC(=O)OCC2C(C(C(C(O2)C3=C4C(=C(C(=C3OC5C(C(CO5)(CO)O)O)C6C(C(C(C(O6)CO)O)O)O)O)C(=O)C=C(O4)C7=CC=C(C=C7)O)O)O)O)O
• InChI: InChI=1S/C42H46O22/c1-58-22-10-16(2-8-19(22)46)3-9-25(48)59-13-24-30(50)33(53)35(55)39(63-24)28-36-26(20(47)11-21(61-36)17-4-6-18(45)7-5-17)31(51)27(38-34(54)32(52)29(49)23(12-43)62-38)37(28)64-41-40(56)42(57,14-44)15-60-41/h2-11,23-24,29-30,32-35,38-41,43-46,49-57H,12-15H2,1H3
• InChI Key: VWDHYOBWFQBNEZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₄₆O₂₂
• Molecular Weight: 902.80 g/mol
• Exact Mass: 902.24807309 g/mol
• Topological Polar Surface Area (TPSA): 362.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -2.30
• H-Bond Acceptor: 22
• 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	+	0.7084	70.84%
Caco-2	-	0.8819	88.19%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.5890	58.90%
OATP2B1 inhibitior	-	0.7125	71.25%
OATP1B1 inhibitior	+	0.8227	82.27%
OATP1B3 inhibitior	+	0.9744	97.44%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8478	84.78%
P-glycoprotein inhibitior	+	0.7066	70.66%
P-glycoprotein substrate	+	0.6385	63.85%
CYP3A4 substrate	+	0.7179	71.79%
CYP2C9 substrate	-	0.8158	81.58%
CYP2D6 substrate	-	0.8666	86.66%
CYP3A4 inhibition	-	0.8400	84.00%
CYP2C9 inhibition	-	0.8388	83.88%
CYP2C19 inhibition	-	0.8253	82.53%
CYP2D6 inhibition	-	0.9123	91.23%
CYP1A2 inhibition	-	0.9178	91.78%
CYP2C8 inhibition	+	0.8653	86.53%
CYP inhibitory promiscuity	-	0.7981	79.81%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4932	49.32%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9046	90.46%
Skin irritation	-	0.8099	80.99%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	-	0.5382	53.82%
Human Ether-a-go-go-Related Gene inhibition	+	0.6655	66.55%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8399	83.99%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8730	87.30%
Acute Oral Toxicity (c)	III	0.6079	60.79%
Estrogen receptor binding	+	0.7892	78.92%
Androgen receptor binding	+	0.7381	73.81%
Thyroid receptor binding	+	0.5146	51.46%
Glucocorticoid receptor binding	+	0.5985	59.85%
Aromatase binding	+	0.6038	60.38%
PPAR gamma	+	0.7497	74.97%
Honey bee toxicity	-	0.6708	67.08%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8698	86.98%

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	99.94%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.90%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.43%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.39%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.02%	97.09%
CHEMBL2581	P07339	Cathepsin D	94.71%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.65%	96.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	94.31%	95.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.70%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.70%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.95%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.85%	99.17%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	88.26%	91.71%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	88.26%	97.03%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.04%	92.94%
CHEMBL226	P30542	Adenosine A1 receptor	87.64%	95.93%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.33%	97.14%
CHEMBL3194	P02766	Transthyretin	87.18%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.08%	99.23%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.17%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.84%	95.89%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.80%	97.28%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.75%	96.09%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.74%	95.83%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	81.98%	96.69%
CHEMBL5255	O00206	Toll-like receptor 4	81.67%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.09%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.71%	96.21%

Plants that contains it

• Pinus hartwegii

Cross-Links

• PubChem: 162902356
• LOTUS: LTS0064369
• wikiData: Q105298013