[2,3,5,6-Tetrahydroxy-4-[2-(4-hydroxyphenyl)acetyl]oxycyclohexyl] 2-(4-hydroxyphenyl)acetate

Details

• Internal ID: 4da368e2-25b5-457f-b949-3d739640bbea
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Secondary alcohols > Cyclohexanols
• IUPAC Name: [2,3,5,6-tetrahydroxy-4-[2-(4-hydroxyphenyl)acetyl]oxycyclohexyl] 2-(4-hydroxyphenyl)acetate
• SMILES (Canonical): C1=CC(=CC=C1CC(=O)OC2C(C(C(C(C2O)O)OC(=O)CC3=CC=C(C=C3)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1CC(=O)OC2C(C(C(C(C2O)O)OC(=O)CC3=CC=C(C=C3)O)O)O)O
• InChI: InChI=1S/C22H24O10/c23-13-5-1-11(2-6-13)9-15(25)31-21-17(27)19(29)22(20(30)18(21)28)32-16(26)10-12-3-7-14(24)8-4-12/h1-8,17-24,27-30H,9-10H2
• InChI Key: KYRLIGCCFSWSSK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₄O₁₀
• Molecular Weight: 448.40 g/mol
• Exact Mass: 448.13694696 g/mol
• Topological Polar Surface Area (TPSA): 174.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.84
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7457	74.57%
Caco-2	-	0.8826	88.26%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7812	78.12%
OATP2B1 inhibitior	+	0.5699	56.99%
OATP1B1 inhibitior	+	0.8921	89.21%
OATP1B3 inhibitior	+	0.8573	85.73%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5392	53.92%
P-glycoprotein inhibitior	-	0.6818	68.18%
P-glycoprotein substrate	-	0.9383	93.83%
CYP3A4 substrate	-	0.5919	59.19%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.7809	78.09%
CYP3A4 inhibition	-	0.7946	79.46%
CYP2C9 inhibition	-	0.8506	85.06%
CYP2C19 inhibition	-	0.9322	93.22%
CYP2D6 inhibition	-	0.9297	92.97%
CYP1A2 inhibition	-	0.8762	87.62%
CYP2C8 inhibition	-	0.6001	60.01%
CYP inhibitory promiscuity	-	0.8716	87.16%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8097	80.97%
Carcinogenicity (trinary)	Non-required	0.6733	67.33%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.7873	78.73%
Skin irritation	-	0.7254	72.54%
Skin corrosion	-	0.9501	95.01%
Ames mutagenesis	-	0.8470	84.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5717	57.17%
Micronuclear	+	0.6859	68.59%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.7049	70.49%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6510	65.10%
Acute Oral Toxicity (c)	III	0.8506	85.06%
Estrogen receptor binding	+	0.5405	54.05%
Androgen receptor binding	+	0.5343	53.43%
Thyroid receptor binding	-	0.5426	54.26%
Glucocorticoid receptor binding	+	0.6171	61.71%
Aromatase binding	-	0.6557	65.57%
PPAR gamma	-	0.4880	48.80%
Honey bee toxicity	-	0.8637	86.37%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7005	70.05%
Fish aquatic toxicity	+	0.9728	97.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.17%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.16%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.28%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.74%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.43%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.75%	95.89%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.97%	89.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.75%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.00%	94.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.74%	95.89%

Plants that contains it

• Taraxacum linearisquameum

Cross-Links

• PubChem: 51136355
• LOTUS: LTS0130663
• wikiData: Q105147889