5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(E)-3-(4-hydroxyphenyl)prop-2-enoxy]methyl]oxan-2-yl]oxychromen-4-one

Details

• Internal ID: 51bc5748-f290-4f9c-99b6-700512ee7bbb
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(E)-3-(4-hydroxyphenyl)prop-2-enoxy]methyl]oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): C1=CC(=CC=C1C=CCOCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1/C=C/COC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)O)O)O)O
• InChI: InChI=1S/C30H28O12/c31-17-7-3-15(4-8-17)2-1-11-39-14-22-24(35)26(37)27(38)30(41-22)42-29-25(36)23-20(34)12-19(33)13-21(23)40-28(29)16-5-9-18(32)10-6-16/h1-10,12-13,22,24,26-27,30-35,37-38H,11,14H2/b2-1+/t22-,24-,26+,27-,30+/m1/s1
• InChI Key: WKMDAUWVMMAWFH-LGASVXPQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₈O₁₂
• Molecular Weight: 580.50 g/mol
• Exact Mass: 580.15807632 g/mol
• Topological Polar Surface Area (TPSA): 196.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.20
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6282	62.82%
Caco-2	-	0.9041	90.41%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6425	64.25%
OATP2B1 inhibitior	-	0.5571	55.71%
OATP1B1 inhibitior	+	0.8417	84.17%
OATP1B3 inhibitior	+	0.9344	93.44%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6070	60.70%
P-glycoprotein inhibitior	+	0.6785	67.85%
P-glycoprotein substrate	-	0.6479	64.79%
CYP3A4 substrate	+	0.6563	65.63%
CYP2C9 substrate	-	0.8213	82.13%
CYP2D6 substrate	-	0.8528	85.28%
CYP3A4 inhibition	-	0.9248	92.48%
CYP2C9 inhibition	-	0.8854	88.54%
CYP2C19 inhibition	-	0.8355	83.55%
CYP2D6 inhibition	-	0.8890	88.90%
CYP1A2 inhibition	-	0.9191	91.91%
CYP2C8 inhibition	+	0.8889	88.89%
CYP inhibitory promiscuity	-	0.6780	67.80%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6419	64.19%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.8945	89.45%
Skin irritation	-	0.8038	80.38%
Skin corrosion	-	0.9601	96.01%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.6833	68.33%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8524	85.24%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8522	85.22%
Acute Oral Toxicity (c)	III	0.4334	43.34%
Estrogen receptor binding	+	0.7936	79.36%
Androgen receptor binding	+	0.7943	79.43%
Thyroid receptor binding	+	0.5560	55.60%
Glucocorticoid receptor binding	+	0.6593	65.93%
Aromatase binding	+	0.6137	61.37%
PPAR gamma	+	0.7520	75.20%
Honey bee toxicity	-	0.7504	75.04%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9302	93.02%

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	99.51%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.21%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	96.61%	91.49%
CHEMBL3194	P02766	Transthyretin	95.50%	90.71%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	94.84%	95.64%
CHEMBL2581	P07339	Cathepsin D	94.57%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.71%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.77%	86.33%
CHEMBL242	Q92731	Estrogen receptor beta	91.07%	98.35%
CHEMBL1929	P47989	Xanthine dehydrogenase	90.62%	96.12%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	90.57%	91.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.00%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.51%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.20%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.51%	95.78%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.32%	86.92%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.12%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.53%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.87%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.26%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.78%	90.71%
CHEMBL2208	P49137	MAP kinase-activated protein kinase 2	80.00%	95.20%

Plants that contains it

• Aruncus dioicus

Cross-Links

• PubChem: 54581732
• LOTUS: LTS0207048
• wikiData: Q105307475