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

Details

• Internal ID: c05aa98b-bd0a-4782-9b07-5d8b865072ba
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2R,3S,4R,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
• InChI: InChI=1S/C30H26O13/c31-13-24-29(43-25(37)8-3-14-1-5-16(32)6-2-14)27(38)28(39)30(42-24)40-17-10-20(35)26-21(36)12-22(41-23(26)11-17)15-4-7-18(33)19(34)9-15/h1-12,24,27-35,38-39H,13H2/b8-3+/t24-,27-,28-,29-,30-/m1/s1
• InChI Key: RZXSSKAHMOEJQC-VOXPJAQUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₆O₁₃
• Molecular Weight: 594.50 g/mol
• Exact Mass: 594.13734088 g/mol
• Topological Polar Surface Area (TPSA): 213.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.73
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7107	71.07%
Caco-2	-	0.9085	90.85%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7275	72.75%
OATP2B1 inhibitior	-	0.5523	55.23%
OATP1B1 inhibitior	+	0.9280	92.80%
OATP1B3 inhibitior	+	0.9709	97.09%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7577	75.77%
P-glycoprotein inhibitior	+	0.6125	61.25%
P-glycoprotein substrate	-	0.6165	61.65%
CYP3A4 substrate	+	0.6503	65.03%
CYP2C9 substrate	-	0.8109	81.09%
CYP2D6 substrate	-	0.8693	86.93%
CYP3A4 inhibition	-	0.8837	88.37%
CYP2C9 inhibition	-	0.6021	60.21%
CYP2C19 inhibition	-	0.7823	78.23%
CYP2D6 inhibition	-	0.9027	90.27%
CYP1A2 inhibition	-	0.8979	89.79%
CYP2C8 inhibition	+	0.8369	83.69%
CYP inhibitory promiscuity	-	0.6965	69.65%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6697	66.97%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.8795	87.95%
Skin irritation	-	0.8135	81.35%
Skin corrosion	-	0.9600	96.00%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4621	46.21%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.7696	76.96%
skin sensitisation	-	0.8652	86.52%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.9186	91.86%
Acute Oral Toxicity (c)	III	0.3528	35.28%
Estrogen receptor binding	+	0.7427	74.27%
Androgen receptor binding	+	0.8129	81.29%
Thyroid receptor binding	+	0.5327	53.27%
Glucocorticoid receptor binding	+	0.6537	65.37%
Aromatase binding	+	0.5528	55.28%
PPAR gamma	+	0.7144	71.44%
Honey bee toxicity	-	0.6282	62.82%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9504	95.04%

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	99.81%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.99%	89.00%
CHEMBL3194	P02766	Transthyretin	97.37%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	96.96%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.29%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.18%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	93.51%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.72%	97.09%
CHEMBL2581	P07339	Cathepsin D	92.37%	98.95%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	92.09%	91.71%
CHEMBL242	Q92731	Estrogen receptor beta	89.30%	98.35%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.06%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.00%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.85%	94.45%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.83%	97.28%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.39%	95.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.32%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.32%	95.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.09%	85.14%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	81.09%	88.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.68%	80.78%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.60%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.10%	96.09%

Plants that contains it

• Mallotus metcalfianus

Cross-Links

• PubChem: 25242966
• LOTUS: LTS0023927
• wikiData: Q105248697