[(2S,3R,4S,5R,6R)-2-[4-(5,7-dihydroxy-4-oxochromen-2-yl)phenoxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: ebab1c8e-4654-455a-9db7-b60e1ae894f7
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: [(2S,3R,4S,5R,6R)-2-[4-(5,7-dihydroxy-4-oxochromen-2-yl)phenoxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1=CC(=CC=C1C=CC(=O)OC2C(C(OC(C2O)OC3=CC=C(C=C3)C4=CC(=O)C5=C(C=C(C=C5O4)O)O)CO)O)O
• SMILES (Isomeric): C1=CC(=CC=C1/C=C/C(=O)O[C@H]2[C@@H]([C@H](O[C@H]([C@@H]2O)OC3=CC=C(C=C3)C4=CC(=O)C5=C(C=C(C=C5O4)O)O)CO)O)O
• InChI: InChI=1S/C30H26O12/c31-14-24-27(37)29(42-25(36)10-3-15-1-6-17(32)7-2-15)28(38)30(41-24)39-19-8-4-16(5-9-19)22-13-21(35)26-20(34)11-18(33)12-23(26)40-22/h1-13,24,27-34,37-38H,14H2/b10-3+/t24-,27-,28-,29+,30-/m1/s1
• InChI Key: JOFMVECTSKDCMJ-GWCBZLGZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₆O₁₂
• Molecular Weight: 578.50 g/mol
• Exact Mass: 578.14242626 g/mol
• Topological Polar Surface Area (TPSA): 192.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.02
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8286	82.86%
Caco-2	-	0.8915	89.15%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.5804	58.04%
OATP2B1 inhibitior	-	0.5599	55.99%
OATP1B1 inhibitior	+	0.8998	89.98%
OATP1B3 inhibitior	+	0.8799	87.99%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7164	71.64%
P-glycoprotein inhibitior	+	0.6480	64.80%
P-glycoprotein substrate	-	0.6304	63.04%
CYP3A4 substrate	+	0.6677	66.77%
CYP2C9 substrate	-	0.8058	80.58%
CYP2D6 substrate	-	0.8725	87.25%
CYP3A4 inhibition	-	0.8854	88.54%
CYP2C9 inhibition	-	0.8573	85.73%
CYP2C19 inhibition	-	0.9079	90.79%
CYP2D6 inhibition	-	0.9509	95.09%
CYP1A2 inhibition	-	0.9518	95.18%
CYP2C8 inhibition	+	0.8501	85.01%
CYP inhibitory promiscuity	-	0.6512	65.12%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6420	64.20%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.8996	89.96%
Skin irritation	-	0.7984	79.84%
Skin corrosion	-	0.9609	96.09%
Ames mutagenesis	-	0.5837	58.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4603	46.03%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.8726	87.26%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9143	91.43%
Acute Oral Toxicity (c)	III	0.4456	44.56%
Estrogen receptor binding	+	0.7749	77.49%
Androgen receptor binding	+	0.7999	79.99%
Thyroid receptor binding	+	0.5625	56.25%
Glucocorticoid receptor binding	+	0.6853	68.53%
Aromatase binding	+	0.5633	56.33%
PPAR gamma	+	0.7523	75.23%
Honey bee toxicity	-	0.6533	65.33%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9094	90.94%

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	99.79%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.12%	89.00%
CHEMBL3194	P02766	Transthyretin	97.86%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	95.43%	86.92%
CHEMBL242	Q92731	Estrogen receptor beta	95.11%	98.35%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.47%	97.09%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	94.11%	83.57%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.81%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.59%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.24%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.16%	95.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	91.24%	91.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.36%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	90.17%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.95%	94.45%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.16%	95.78%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.36%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	86.10%	94.73%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.72%	97.28%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.51%	94.00%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	83.73%	88.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.67%	95.89%
CHEMBL4208	P20618	Proteasome component C5	81.58%	90.00%
CHEMBL4530	P00488	Coagulation factor XIII	80.04%	96.00%

Plants that contains it

• Marrubium anisodon

Cross-Links

• PubChem: 44245040
• LOTUS: LTS0174326
• wikiData: Q105132320