(2S,3S,4R,5R,6S)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-4,5-dihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-chromen-7-yl]oxy-tetrahydropyran-2-carboxylic acid

Details

• Internal ID: f163e507-2f1d-42fc-a8b3-a369fe8aa7c2
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-7-O-glucuronides
• IUPAC Name: (2S,3S,4R,5R,6S)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-4,5-dihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid
• InChI: InChI=1S/C30H24O14/c31-15-5-3-14(4-6-15)21-12-20(35)24-19(34)10-16(11-22(24)42-21)41-30-26(38)25(37)27(28(44-30)29(39)40)43-23(36)8-2-13-1-7-17(32)18(33)9-13/h1-12,25-28,30-34,37-38H,(H,39,40)/b8-2+/t25-,26-,27+,28+,30-/m1/s1
• InChI Key: YFFMODGICWWTDN-JGIKPHQISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₄O₁₄
• Molecular Weight: 608.50 g/mol
• Exact Mass: 608.11660544 g/mol
• Topological Polar Surface Area (TPSA): 230.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 1.82
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

• (2S,3S,4R,5R,6S)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-4,5-dihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-chromen-7-yl]oxy-tetrahydropyran-2-carboxylic acid
• 4H-1-Benzopyran-4-one, 7-[[4-O-[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]-.beta.-D-glucopyranuronosyl]oxy]-5-hydroxy-2-(4-hydroxyphenyl)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9052	90.52%
Caco-2	-	0.9069	90.69%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7374	73.74%
OATP2B1 inhibitior	-	0.5466	54.66%
OATP1B1 inhibitior	+	0.9403	94.03%
OATP1B3 inhibitior	+	0.9836	98.36%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6851	68.51%
P-glycoprotein inhibitior	+	0.6411	64.11%
P-glycoprotein substrate	-	0.6883	68.83%
CYP3A4 substrate	+	0.6451	64.51%
CYP2C9 substrate	-	0.8118	81.18%
CYP2D6 substrate	-	0.8719	87.19%
CYP3A4 inhibition	-	0.8239	82.39%
CYP2C9 inhibition	+	0.7945	79.45%
CYP2C19 inhibition	+	0.5302	53.02%
CYP2D6 inhibition	-	0.9456	94.56%
CYP1A2 inhibition	-	0.8322	83.22%
CYP2C8 inhibition	+	0.8651	86.51%
CYP inhibitory promiscuity	-	0.7275	72.75%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5622	56.22%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.8693	86.93%
Skin irritation	-	0.6119	61.19%
Skin corrosion	-	0.9525	95.25%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6271	62.71%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.7282	72.82%
skin sensitisation	-	0.8291	82.91%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.9566	95.66%
Acute Oral Toxicity (c)	II	0.5361	53.61%
Estrogen receptor binding	+	0.7213	72.13%
Androgen receptor binding	+	0.8328	83.28%
Thyroid receptor binding	+	0.5460	54.60%
Glucocorticoid receptor binding	+	0.6766	67.66%
Aromatase binding	-	0.5260	52.60%
PPAR gamma	+	0.7334	73.34%
Honey bee toxicity	-	0.6634	66.34%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9876	98.76%

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	99.76%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.71%	91.49%
CHEMBL3194	P02766	Transthyretin	98.41%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.70%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.56%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.87%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.90%	95.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	92.32%	91.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.27%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.62%	95.50%
CHEMBL2581	P07339	Cathepsin D	88.76%	98.95%
CHEMBL2208	P49137	MAP kinase-activated protein kinase 2	88.60%	95.20%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.35%	94.45%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	88.08%	97.33%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.43%	95.78%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.51%	85.14%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.96%	83.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.50%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.92%	99.17%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	83.70%	97.53%
CHEMBL3401	O75469	Pregnane X receptor	83.23%	94.73%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.59%	94.62%
CHEMBL242	Q92731	Estrogen receptor beta	82.39%	98.35%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.65%	95.89%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	81.45%	88.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.74%	97.28%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.15%	96.00%

Plants that contains it

• Panzerina lanata

Cross-Links

• PubChem: 6479876
• NPASS: NPC259725