[3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl] 3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylate

Details

• Internal ID: 8c6e2bf2-47a9-4c24-b409-c1294231f36d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-7-O-glucuronides
• IUPAC Name: [3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylate
• SMILES (Canonical): C1=CC(=CC=C1C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)C(=O)OC5C(C(C(C(O5)CO)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)C(=O)OC5C(C(C(C(O5)CO)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C27H28O16/c28-8-16-18(32)19(33)22(36)27(41-16)43-25(38)24-21(35)20(34)23(37)26(42-24)39-11-5-12(30)17-13(31)7-14(40-15(17)6-11)9-1-3-10(29)4-2-9/h1-7,16,18-24,26-30,32-37H,8H2
• InChI Key: ROUSTQYENLSRHG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₈O₁₆
• Molecular Weight: 608.50 g/mol
• Exact Mass: 608.13773480 g/mol
• Topological Polar Surface Area (TPSA): 262.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -2.60
• H-Bond Acceptor: 16
• H-Bond Donor: 9
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6545	65.45%
Caco-2	-	0.9185	91.85%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6086	60.86%
OATP2B1 inhibitior	-	0.5516	55.16%
OATP1B1 inhibitior	+	0.9310	93.10%
OATP1B3 inhibitior	+	0.9736	97.36%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7316	73.16%
P-glycoprotein inhibitior	-	0.5986	59.86%
P-glycoprotein substrate	-	0.7423	74.23%
CYP3A4 substrate	+	0.6197	61.97%
CYP2C9 substrate	-	0.6305	63.05%
CYP2D6 substrate	-	0.8702	87.02%
CYP3A4 inhibition	-	0.9231	92.31%
CYP2C9 inhibition	-	0.9371	93.71%
CYP2C19 inhibition	-	0.9437	94.37%
CYP2D6 inhibition	-	0.9617	96.17%
CYP1A2 inhibition	-	0.9431	94.31%
CYP2C8 inhibition	+	0.8030	80.30%
CYP inhibitory promiscuity	-	0.8827	88.27%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6799	67.99%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9111	91.11%
Skin irritation	-	0.8325	83.25%
Skin corrosion	-	0.9665	96.65%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6460	64.60%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.8696	86.96%
skin sensitisation	-	0.9325	93.25%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8530	85.30%
Acute Oral Toxicity (c)	III	0.4080	40.80%
Estrogen receptor binding	+	0.7553	75.53%
Androgen receptor binding	+	0.6667	66.67%
Thyroid receptor binding	-	0.5091	50.91%
Glucocorticoid receptor binding	-	0.5074	50.74%
Aromatase binding	-	0.5060	50.60%
PPAR gamma	+	0.7042	70.42%
Honey bee toxicity	-	0.6626	66.26%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7250	72.50%
Fish aquatic toxicity	+	0.8352	83.52%

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	99.39%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.79%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.42%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.30%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.99%	99.15%
CHEMBL3194	P02766	Transthyretin	92.54%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.91%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.34%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	88.89%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	88.82%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.29%	97.09%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	87.25%	95.64%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.89%	95.78%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.68%	86.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.54%	96.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.23%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.09%	85.14%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	84.72%	83.57%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.54%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.53%	95.89%

Plants that contains it

• Tanacetum parthenium

Cross-Links

• PubChem: 163075238
• LOTUS: LTS0168090
• wikiData: Q105242480