methyl (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-7-yl]oxyoxane-2-carboxylate

Details

• Internal ID: bb5049f2-56dd-4657-ac11-09fe10ff35fc
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-7-O-glucuronides
• IUPAC Name: methyl (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-7-yl]oxyoxane-2-carboxylate
• SMILES (Canonical): COC(=O)C1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)OC4C(C(C(C(O4)CO)O)O)O)C5=CC=C(C=C5)O)O)O)O)O
• SMILES (Isomeric): COC(=O)[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)O[C@@H]4[C@H]([C@@H]([C@H]([C@@H](O4)CO)O)O)O)C5=CC=C(C=C5)O)O)O)O)O
• InChI: InChI=1S/C28H30O17/c1-40-26(39)25-20(36)19(35)22(38)27(45-25)41-11-6-12(31)15-13(7-11)42-23(9-2-4-10(30)5-3-9)24(17(15)33)44-28-21(37)18(34)16(32)14(8-29)43-28/h2-7,14,16,18-22,25,27-32,34-38H,8H2,1H3/t14-,16-,18+,19-,20-,21-,22+,25-,27+,28+/m0/s1
• InChI Key: VKWWFQHDXLAMGH-OCCSRTTBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₀O₁₇
• Molecular Weight: 638.50 g/mol
• Exact Mass: 638.14829948 g/mol
• Topological Polar Surface Area (TPSA): 272.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -2.59
• H-Bond Acceptor: 17
• H-Bond Donor: 9
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5915	59.15%
Caco-2	-	0.9154	91.54%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5769	57.69%
OATP2B1 inhibitior	-	0.5608	56.08%
OATP1B1 inhibitior	+	0.9009	90.09%
OATP1B3 inhibitior	+	0.9835	98.35%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8288	82.88%
P-glycoprotein inhibitior	-	0.4368	43.68%
P-glycoprotein substrate	-	0.6081	60.81%
CYP3A4 substrate	+	0.6518	65.18%
CYP2C9 substrate	-	0.6380	63.80%
CYP2D6 substrate	-	0.8743	87.43%
CYP3A4 inhibition	-	0.9170	91.70%
CYP2C9 inhibition	-	0.8902	89.02%
CYP2C19 inhibition	-	0.9278	92.78%
CYP2D6 inhibition	-	0.9639	96.39%
CYP1A2 inhibition	-	0.9238	92.38%
CYP2C8 inhibition	+	0.8246	82.46%
CYP inhibitory promiscuity	-	0.8531	85.31%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6954	69.54%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.8972	89.72%
Skin irritation	-	0.8345	83.45%
Skin corrosion	-	0.9551	95.51%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7468	74.68%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.6948	69.48%
skin sensitisation	-	0.9384	93.84%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7152	71.52%
Acute Oral Toxicity (c)	III	0.6154	61.54%
Estrogen receptor binding	+	0.7182	71.82%
Androgen receptor binding	+	0.6930	69.30%
Thyroid receptor binding	-	0.5125	51.25%
Glucocorticoid receptor binding	-	0.4897	48.97%
Aromatase binding	-	0.5394	53.94%
PPAR gamma	+	0.6755	67.55%
Honey bee toxicity	-	0.7486	74.86%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.7782	77.82%

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	99.34%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.96%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.83%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.71%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.50%	89.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	93.94%	95.64%
CHEMBL3401	O75469	Pregnane X receptor	93.28%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.28%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.71%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.99%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.88%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.73%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.84%	86.92%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.28%	94.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.10%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.53%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	82.89%	91.49%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.20%	90.71%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.05%	95.83%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.72%	95.89%

Plants that contains it

• Corchorus olitorius

Cross-Links

• PubChem: 44552030
• LOTUS: LTS0150794
• wikiData: Q105288174