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

Details

• Internal ID: 2f718b51-32c3-40d4-a93a-c5de4efac685
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-7-O-glucuronides
• IUPAC Name: butyl 3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylate
• SMILES (Canonical): CCCCOC(=O)C1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=CC3=O)C4=CC=C(C=C4)O)O)O)O)O
• SMILES (Isomeric): CCCCOC(=O)C1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=CC3=O)C4=CC=C(C=C4)O)O)O)O)O
• InChI: InChI=1S/C25H26O11/c1-2-3-8-33-24(32)23-21(30)20(29)22(31)25(36-23)34-14-9-15(27)19-16(28)11-17(35-18(19)10-14)12-4-6-13(26)7-5-12/h4-7,9-11,20-23,25-27,29-31H,2-3,8H2,1H3
• InChI Key: ZLDBWIBQNJCHKH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₆O₁₁
• Molecular Weight: 502.50 g/mol
• Exact Mass: 502.14751164 g/mol
• Topological Polar Surface Area (TPSA): 172.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 1.40
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7849	78.49%
Caco-2	-	0.8951	89.51%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7265	72.65%
OATP2B1 inhibitior	-	0.5417	54.17%
OATP1B1 inhibitior	+	0.9168	91.68%
OATP1B3 inhibitior	+	0.8890	88.90%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7691	76.91%
P-glycoprotein inhibitior	-	0.4705	47.05%
P-glycoprotein substrate	-	0.6503	65.03%
CYP3A4 substrate	+	0.6491	64.91%
CYP2C9 substrate	+	0.5447	54.47%
CYP2D6 substrate	-	0.8727	87.27%
CYP3A4 inhibition	-	0.8494	84.94%
CYP2C9 inhibition	-	0.8541	85.41%
CYP2C19 inhibition	-	0.8256	82.56%
CYP2D6 inhibition	-	0.9550	95.50%
CYP1A2 inhibition	-	0.7342	73.42%
CYP2C8 inhibition	+	0.8797	87.97%
CYP inhibitory promiscuity	-	0.8206	82.06%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6652	66.52%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9161	91.61%
Skin irritation	-	0.7964	79.64%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5523	55.23%
Micronuclear	-	0.6726	67.26%
Hepatotoxicity	-	0.8282	82.82%
skin sensitisation	-	0.9025	90.25%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7035	70.35%
Acute Oral Toxicity (c)	III	0.7382	73.82%
Estrogen receptor binding	+	0.8472	84.72%
Androgen receptor binding	+	0.8229	82.29%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6200	62.00%
Aromatase binding	+	0.5639	56.39%
PPAR gamma	+	0.7591	75.91%
Honey bee toxicity	-	0.8473	84.73%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9687	96.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.64%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.58%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.39%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.31%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.16%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	93.86%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.52%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.62%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	90.77%	94.73%
CHEMBL242	Q92731	Estrogen receptor beta	88.19%	98.35%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.99%	97.09%
CHEMBL3194	P02766	Transthyretin	86.36%	90.71%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.92%	91.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.48%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.27%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.18%	95.56%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.99%	93.65%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.61%	95.89%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	83.56%	80.33%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	82.40%	89.23%
CHEMBL1907	P15144	Aminopeptidase N	82.32%	93.31%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.21%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.34%	96.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.18%	99.23%

Plants that contains it

• Hyssopus officinalis

Cross-Links

• PubChem: 73981660
• LOTUS: LTS0112100
• wikiData: Q105378849