7-[2-Hydroxy-3-methyl-3-[2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]oxybutoxy]-6-methoxychromen-2-one

Details

• Internal ID: 1da2270b-0239-4fda-83d5-d38fa0d0151f
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 7-[2-hydroxy-3-methyl-3-[2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]oxybutoxy]-6-methoxychromen-2-one
• SMILES (Canonical): CC(C)(C(COC1=C(C=C2C=CC(=O)OC2=C1)OC)O)OC3CC(C(C(C3O)O)O)CO
• SMILES (Isomeric): CC(C)(C(COC1=C(C=C2C=CC(=O)OC2=C1)OC)O)OC3CC(C(C(C3O)O)O)CO
• InChI: InChI=1S/C22H30O10/c1-22(2,32-16-7-12(9-23)19(26)21(28)20(16)27)17(24)10-30-15-8-13-11(6-14(15)29-3)4-5-18(25)31-13/h4-6,8,12,16-17,19-21,23-24,26-28H,7,9-10H2,1-3H3
• InChI Key: BXQIRPQXRCYVGI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₁₀
• Molecular Weight: 454.50 g/mol
• Exact Mass: 454.18389715 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): -0.20
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7348	73.48%
Caco-2	-	0.7685	76.85%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5411	54.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9011	90.11%
OATP1B3 inhibitior	+	0.9389	93.89%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6768	67.68%
P-glycoprotein inhibitior	-	0.6308	63.08%
P-glycoprotein substrate	+	0.6159	61.59%
CYP3A4 substrate	+	0.6229	62.29%
CYP2C9 substrate	-	0.8012	80.12%
CYP2D6 substrate	-	0.8076	80.76%
CYP3A4 inhibition	-	0.9373	93.73%
CYP2C9 inhibition	-	0.9024	90.24%
CYP2C19 inhibition	-	0.9011	90.11%
CYP2D6 inhibition	-	0.9189	91.89%
CYP1A2 inhibition	+	0.5687	56.87%
CYP2C8 inhibition	-	0.5861	58.61%
CYP inhibitory promiscuity	-	0.9264	92.64%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6734	67.34%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9625	96.25%
Skin irritation	-	0.8142	81.42%
Skin corrosion	-	0.9517	95.17%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7583	75.83%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8844	88.44%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8492	84.92%
Acute Oral Toxicity (c)	III	0.6923	69.23%
Estrogen receptor binding	+	0.8478	84.78%
Androgen receptor binding	+	0.6155	61.55%
Thyroid receptor binding	+	0.7186	71.86%
Glucocorticoid receptor binding	+	0.7095	70.95%
Aromatase binding	+	0.6796	67.96%
PPAR gamma	+	0.6908	69.08%
Honey bee toxicity	-	0.7967	79.67%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.8336	83.36%

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	97.36%	91.11%
CHEMBL220	P22303	Acetylcholinesterase	97.26%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.50%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.05%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.63%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.69%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.84%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.32%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.88%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.82%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.98%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.64%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.20%	86.33%
CHEMBL2535	P11166	Glucose transporter	85.58%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.41%	96.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.20%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.72%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.46%	89.62%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.16%	86.92%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	82.69%	94.03%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.38%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.95%	92.62%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.91%	93.99%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.74%	94.45%
CHEMBL4208	P20618	Proteasome component C5	80.41%	90.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.05%	97.21%

Plants that contains it

• Haplophyllum obtusifolium

Cross-Links

• PubChem: 162948646
• LOTUS: LTS0202373
• wikiData: Q104948183