[(2R,3R,4S,5R,6S)-3,5-dihydroxy-6-[5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-7-yl]oxy-4-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methyl (E)-3-phenylprop-2-enoate

Details

• Internal ID: f971796c-f7e1-4609-97e1-9a6c4b4c727d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2R,3R,4S,5R,6S)-3,5-dihydroxy-6-[5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-7-yl]oxy-4-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methyl (E)-3-phenylprop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)COC(=O)C=CC5=CC=CC=C5)O)OC(=O)C=CC6=CC=C(C=C6)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C2=CC(=O)C3=C(C=C(C=C3O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)COC(=O)/C=C/C5=CC=CC=C5)O)OC(=O)/C=C/C6=CC=C(C=C6)O)O)O)O
• InChI: InChI=1S/C40H34O14/c1-49-31-17-24(11-14-27(31)42)30-20-29(44)36-28(43)18-26(19-32(36)52-30)51-40-38(48)39(54-35(46)16-10-23-7-12-25(41)13-8-23)37(47)33(53-40)21-50-34(45)15-9-22-5-3-2-4-6-22/h2-20,33,37-43,47-48H,21H2,1H3/b15-9+,16-10+/t33-,37-,38-,39+,40-/m1/s1
• InChI Key: RZLBGVNPBMPJNW-KXNNMBPQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₃₄O₁₄
• Molecular Weight: 738.70 g/mol
• Exact Mass: 738.19485575 g/mol
• Topological Polar Surface Area (TPSA): 208.00 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.29
• H-Bond Acceptor: 14
• H-Bond Donor: 5
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8742	87.42%
Caco-2	-	0.8888	88.88%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6061	60.61%
OATP2B1 inhibitior	+	0.5722	57.22%
OATP1B1 inhibitior	+	0.8703	87.03%
OATP1B3 inhibitior	+	0.8961	89.61%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8007	80.07%
P-glycoprotein inhibitior	+	0.7612	76.12%
P-glycoprotein substrate	+	0.5453	54.53%
CYP3A4 substrate	+	0.6780	67.80%
CYP2C9 substrate	-	0.8105	81.05%
CYP2D6 substrate	-	0.8672	86.72%
CYP3A4 inhibition	-	0.8514	85.14%
CYP2C9 inhibition	-	0.5426	54.26%
CYP2C19 inhibition	-	0.7549	75.49%
CYP2D6 inhibition	-	0.9312	93.12%
CYP1A2 inhibition	-	0.9240	92.40%
CYP2C8 inhibition	+	0.8924	89.24%
CYP inhibitory promiscuity	-	0.5458	54.58%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6158	61.58%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9075	90.75%
Skin irritation	-	0.8147	81.47%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6522	65.22%
Micronuclear	+	0.7492	74.92%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.8776	87.76%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.9546	95.46%
Acute Oral Toxicity (c)	III	0.6251	62.51%
Estrogen receptor binding	+	0.8420	84.20%
Androgen receptor binding	+	0.8179	81.79%
Thyroid receptor binding	+	0.5562	55.62%
Glucocorticoid receptor binding	+	0.7228	72.28%
Aromatase binding	+	0.5349	53.49%
PPAR gamma	+	0.7156	71.56%
Honey bee toxicity	-	0.6725	67.25%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9267	92.67%

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	99.65%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.41%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.32%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.71%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	95.40%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.34%	85.14%
CHEMBL3194	P02766	Transthyretin	94.46%	90.71%
CHEMBL2581	P07339	Cathepsin D	94.31%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.45%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.11%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.09%	99.15%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.75%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.90%	99.17%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	87.80%	91.71%
CHEMBL3401	O75469	Pregnane X receptor	86.71%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.33%	97.09%
CHEMBL3438	Q05513	Protein kinase C zeta	84.29%	88.48%
CHEMBL1907	P15144	Aminopeptidase N	83.77%	93.31%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.21%	99.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.10%	95.89%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.29%	83.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.27%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.99%	94.00%

Plants that contains it

• Marrubium velutinum

Cross-Links

• PubChem: 44429744
• LOTUS: LTS0098022
• wikiData: Q105248433