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

Details

• Internal ID: 7804dd36-1557-4d28-ae0a-dd5bf716c3c1
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid C-glycosides
• IUPAC Name: [(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1=CC(=CC=C1C=CC(=O)OC2C(C(C(OC2C3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)O)O)CO)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1/C=C/C(=O)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2C3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)O)O)CO)O)O)O
• InChI: InChI=1S/C30H26O11/c31-14-24-27(37)28(38)30(41-25(36)10-3-15-1-6-18(32)7-2-15)29(40-24)17-11-20(34)26-21(35)13-22(39-23(26)12-17)16-4-8-19(33)9-5-16/h1-13,24,27-34,37-38H,14H2/b10-3+/t24-,27-,28+,29+,30-/m1/s1
• InChI Key: BAYIUUZPGNZLRD-SLUROAMNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₆O₁₁
• Molecular Weight: 562.50 g/mol
• Exact Mass: 562.14751164 g/mol
• Topological Polar Surface Area (TPSA): 183.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.36
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5229	52.29%
Caco-2	-	0.9251	92.51%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.5750	57.50%
OATP2B1 inhibitior	-	0.5550	55.50%
OATP1B1 inhibitior	+	0.8684	86.84%
OATP1B3 inhibitior	+	0.9789	97.89%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6661	66.61%
P-glycoprotein inhibitior	+	0.6935	69.35%
P-glycoprotein substrate	-	0.7087	70.87%
CYP3A4 substrate	+	0.6476	64.76%
CYP2C9 substrate	-	0.7933	79.33%
CYP2D6 substrate	-	0.8686	86.86%
CYP3A4 inhibition	-	0.9072	90.72%
CYP2C9 inhibition	-	0.9259	92.59%
CYP2C19 inhibition	-	0.9315	93.15%
CYP2D6 inhibition	-	0.9466	94.66%
CYP1A2 inhibition	-	0.9417	94.17%
CYP2C8 inhibition	+	0.8347	83.47%
CYP inhibitory promiscuity	-	0.8121	81.21%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6575	65.75%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.8878	88.78%
Skin irritation	-	0.8183	81.83%
Skin corrosion	-	0.9616	96.16%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3966	39.66%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.7071	70.71%
skin sensitisation	-	0.8973	89.73%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.9237	92.37%
Acute Oral Toxicity (c)	III	0.4127	41.27%
Estrogen receptor binding	+	0.7238	72.38%
Androgen receptor binding	+	0.8045	80.45%
Thyroid receptor binding	+	0.5372	53.72%
Glucocorticoid receptor binding	+	0.6304	63.04%
Aromatase binding	-	0.5550	55.50%
PPAR gamma	+	0.6927	69.27%
Honey bee toxicity	-	0.6895	68.95%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9257	92.57%

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	99.60%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.94%	89.00%
CHEMBL3194	P02766	Transthyretin	96.64%	90.71%
CHEMBL2581	P07339	Cathepsin D	95.94%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.89%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.90%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.82%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.87%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.42%	85.14%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	89.61%	91.71%
CHEMBL1951	P21397	Monoamine oxidase A	89.33%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.13%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.78%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	87.55%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.92%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.82%	96.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.12%	97.28%
CHEMBL242	Q92731	Estrogen receptor beta	84.33%	98.35%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.59%	95.78%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.58%	95.89%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	82.98%	88.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.94%	95.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.33%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.21%	94.00%

Plants that contains it

• Echinops echinatus
• Itoa orientalis

Cross-Links

• PubChem: 101865246
• LOTUS: LTS0232344
• wikiData: Q104401412