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

Details

• Internal ID: a480357b-b10c-4387-bdc7-d8e060939477
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: [(2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-6-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
• InChI: InChI=1S/C30H26O13/c31-13-22-25(37)27(39)29(42-23(36)10-3-14-1-6-16(32)7-2-14)30(41-22)43-28-19(35)12-21-24(26(28)38)18(34)11-20(40-21)15-4-8-17(33)9-5-15/h1-12,22,25,27,29-33,35,37-39H,13H2/b10-3+/t22-,25-,27+,29-,30+/m1/s1
• InChI Key: ACHIQCZROFTJIU-DBIPPQOESA-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: 2.80
• 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	-	0.4924	49.24%
Caco-2	-	0.9227	92.27%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5182	51.82%
OATP2B1 inhibitior	-	0.5471	54.71%
OATP1B1 inhibitior	+	0.8356	83.56%
OATP1B3 inhibitior	+	0.9769	97.69%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6831	68.31%
P-glycoprotein inhibitior	+	0.6478	64.78%
P-glycoprotein substrate	-	0.6551	65.51%
CYP3A4 substrate	+	0.6537	65.37%
CYP2C9 substrate	-	0.8095	80.95%
CYP2D6 substrate	-	0.8711	87.11%
CYP3A4 inhibition	-	0.8929	89.29%
CYP2C9 inhibition	-	0.8940	89.40%
CYP2C19 inhibition	-	0.8997	89.97%
CYP2D6 inhibition	-	0.9448	94.48%
CYP1A2 inhibition	-	0.9305	93.05%
CYP2C8 inhibition	+	0.8239	82.39%
CYP inhibitory promiscuity	-	0.7995	79.95%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7092	70.92%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.8751	87.51%
Skin irritation	-	0.8151	81.51%
Skin corrosion	-	0.9584	95.84%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4341	43.41%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.7071	70.71%
skin sensitisation	-	0.8796	87.96%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.9777	97.77%
Acute Oral Toxicity (c)	III	0.3778	37.78%
Estrogen receptor binding	+	0.8234	82.34%
Androgen receptor binding	+	0.8193	81.93%
Thyroid receptor binding	+	0.5720	57.20%
Glucocorticoid receptor binding	+	0.6581	65.81%
Aromatase binding	-	0.4904	49.04%
PPAR gamma	+	0.7449	74.49%
Honey bee toxicity	-	0.6630	66.30%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9421	94.21%

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	99.77%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.36%	89.00%
CHEMBL3194	P02766	Transthyretin	97.64%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.65%	94.45%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	94.56%	83.57%
CHEMBL2581	P07339	Cathepsin D	93.30%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.95%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	92.88%	95.64%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.35%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.10%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.43%	99.15%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	90.37%	91.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.20%	99.17%
CHEMBL3922	P50579	Methionine aminopeptidase 2	87.64%	97.28%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.18%	95.78%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.84%	94.00%
CHEMBL242	Q92731	Estrogen receptor beta	86.63%	98.35%
CHEMBL1951	P21397	Monoamine oxidase A	86.35%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.18%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.66%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.06%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	83.53%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.25%	95.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.34%	96.21%

Plants that contains it

• Tinospora crispa

Cross-Links

• PubChem: 122183633
• LOTUS: LTS0248280
• wikiData: Q104909094