6-[2-(3,4-Dihydroxyphenyl)-5-hydroxy-4-oxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-7-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid

Details

• Internal ID: 9d54e2d7-1950-42e1-9cd1-b3d97878129b
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-7-O-glucuronides
• IUPAC Name: 6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-7-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)C(=O)O)O)O)O)O)OC5C(C(C(C(O5)CO)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)C(=O)O)O)O)O)O)OC5C(C(C(C(O5)CO)O)O)O)O)O
• InChI: InChI=1S/C27H28O18/c28-6-13-15(32)17(34)20(37)27(43-13)44-23-16(33)14-11(31)4-8(41-26-21(38)18(35)19(36)24(45-26)25(39)40)5-12(14)42-22(23)7-1-2-9(29)10(30)3-7/h1-5,13,15,17-21,24,26-32,34-38H,6H2,(H,39,40)
• InChI Key: KUHVZFKJXHIRDW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₈O₁₈
• Molecular Weight: 640.50 g/mol
• Exact Mass: 640.12756404 g/mol
• Topological Polar Surface Area (TPSA): 303.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -2.97
• H-Bond Acceptor: 17
• H-Bond Donor: 11
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6249	62.49%
Caco-2	-	0.9213	92.13%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5589	55.89%
OATP2B1 inhibitior	-	0.5513	55.13%
OATP1B1 inhibitior	+	0.9359	93.59%
OATP1B3 inhibitior	+	0.9680	96.80%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6646	66.46%
P-glycoprotein inhibitior	-	0.4618	46.18%
P-glycoprotein substrate	-	0.8161	81.61%
CYP3A4 substrate	+	0.6266	62.66%
CYP2C9 substrate	-	0.8147	81.47%
CYP2D6 substrate	-	0.8766	87.66%
CYP3A4 inhibition	-	0.9184	91.84%
CYP2C9 inhibition	-	0.9174	91.74%
CYP2C19 inhibition	-	0.9299	92.99%
CYP2D6 inhibition	-	0.9641	96.41%
CYP1A2 inhibition	-	0.9320	93.20%
CYP2C8 inhibition	+	0.8743	87.43%
CYP inhibitory promiscuity	-	0.8782	87.82%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7263	72.63%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.8862	88.62%
Skin irritation	-	0.8274	82.74%
Skin corrosion	-	0.9638	96.38%
Ames mutagenesis	+	0.6036	60.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7382	73.82%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.9201	92.01%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.9111	91.11%
Acute Oral Toxicity (c)	IV	0.4205	42.05%
Estrogen receptor binding	+	0.7289	72.89%
Androgen receptor binding	+	0.6478	64.78%
Thyroid receptor binding	-	0.5281	52.81%
Glucocorticoid receptor binding	-	0.5555	55.55%
Aromatase binding	-	0.5206	52.06%
PPAR gamma	+	0.6576	65.76%
Honey bee toxicity	-	0.7418	74.18%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.8695	86.95%

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	99.52%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.79%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.34%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.33%	99.15%
CHEMBL2581	P07339	Cathepsin D	94.65%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.81%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.25%	86.33%
CHEMBL3194	P02766	Transthyretin	90.94%	90.71%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	89.90%	95.64%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.82%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.45%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	87.81%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.69%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.72%	85.14%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.09%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.35%	97.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.67%	95.78%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.96%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.54%	95.50%

Plants that contains it

• Tulipa gesneriana

Cross-Links

• PubChem: 14841206
• LOTUS: LTS0042029
• wikiData: Q105146161