[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl] (2S,3R,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylate

Details

• Internal ID: 35ad8e32-9746-48b8-a815-a71d5a17c285
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-7-O-glucuronides
• IUPAC Name: [(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl] (2S,3R,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC(=O)C2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H]([C@@H]([C@H](O1)OC(=O)[C@@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C27H28O15/c1-9-18(31)19(32)22(35)26(38-9)42-25(37)24-21(34)20(33)23(36)27(41-24)39-12-6-13(29)17-14(30)8-15(40-16(17)7-12)10-2-4-11(28)5-3-10/h2-9,18-24,26-29,31-36H,1H3/t9-,18-,19+,20+,21-,22+,23-,24+,26-,27-/m1/s1
• InChI Key: LZCVCOOLTLOLNZ-ADCZOAPFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₈O₁₅
• Molecular Weight: 592.50 g/mol
• Exact Mass: 592.14282018 g/mol
• Topological Polar Surface Area (TPSA): 242.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -1.57
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7250	72.50%
Caco-2	-	0.8951	89.51%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7033	70.33%
OATP2B1 inhibitior	-	0.5530	55.30%
OATP1B1 inhibitior	+	0.9356	93.56%
OATP1B3 inhibitior	+	0.9774	97.74%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8033	80.33%
P-glycoprotein inhibitior	-	0.6582	65.82%
P-glycoprotein substrate	-	0.5864	58.64%
CYP3A4 substrate	+	0.6252	62.52%
CYP2C9 substrate	+	0.5349	53.49%
CYP2D6 substrate	-	0.8753	87.53%
CYP3A4 inhibition	-	0.7716	77.16%
CYP2C9 inhibition	-	0.8518	85.18%
CYP2C19 inhibition	-	0.9123	91.23%
CYP2D6 inhibition	-	0.9643	96.43%
CYP1A2 inhibition	-	0.8370	83.70%
CYP2C8 inhibition	+	0.8132	81.32%
CYP inhibitory promiscuity	-	0.7986	79.86%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5368	53.68%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9144	91.44%
Skin irritation	-	0.6876	68.76%
Skin corrosion	-	0.9296	92.96%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6656	66.56%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.8157	81.57%
skin sensitisation	-	0.9297	92.97%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8681	86.81%
Acute Oral Toxicity (c)	III	0.6408	64.08%
Estrogen receptor binding	+	0.7244	72.44%
Androgen receptor binding	+	0.6803	68.03%
Thyroid receptor binding	+	0.5318	53.18%
Glucocorticoid receptor binding	+	0.6451	64.51%
Aromatase binding	-	0.5468	54.68%
PPAR gamma	+	0.7017	70.17%
Honey bee toxicity	-	0.7110	71.10%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5750	57.50%
Fish aquatic toxicity	+	0.9477	94.77%

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	99.03%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.64%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.29%	89.00%
CHEMBL2581	P07339	Cathepsin D	97.01%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.85%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.59%	86.33%
CHEMBL3194	P02766	Transthyretin	91.60%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.58%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	91.19%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.82%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.82%	95.56%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	87.66%	95.64%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.48%	85.14%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.37%	97.36%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.93%	95.78%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.34%	93.65%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.12%	99.23%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	82.12%	81.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.26%	95.89%
CHEMBL4530	P00488	Coagulation factor XIII	80.19%	96.00%

Plants that contains it

• Silybum marianum

Cross-Links

• PubChem: 162894173
• LOTUS: LTS0222928
• wikiData: Q105159773