1,3-Dihydroxy-4,5-bis[3-(4-hydroxyphenyl)propanoyloxy]cyclohexane-1-carboxylic acid

Details

• Internal ID: 00acfc97-2935-48d4-8eb0-9d5ac906da43
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclitols and derivatives > Quinic acids and derivatives
• IUPAC Name: 1,3-dihydroxy-4,5-bis[3-(4-hydroxyphenyl)propanoyloxy]cyclohexane-1-carboxylic acid
• SMILES (Canonical): C1C(C(C(CC1(C(=O)O)O)OC(=O)CCC2=CC=C(C=C2)O)OC(=O)CCC3=CC=C(C=C3)O)O
• SMILES (Isomeric): C1C(C(C(CC1(C(=O)O)O)OC(=O)CCC2=CC=C(C=C2)O)OC(=O)CCC3=CC=C(C=C3)O)O
• InChI: InChI=1S/C25H28O10/c26-17-7-1-15(2-8-17)5-11-21(29)34-20-14-25(33,24(31)32)13-19(28)23(20)35-22(30)12-6-16-3-9-18(27)10-4-16/h1-4,7-10,19-20,23,26-28,33H,5-6,11-14H2,(H,31,32)
• InChI Key: LIBVSPYTEUPBJC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₈O₁₀
• Molecular Weight: 488.50 g/mol
• Exact Mass: 488.16824709 g/mol
• Topological Polar Surface Area (TPSA): 171.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.46
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6446	64.46%
Caco-2	-	0.9031	90.31%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8368	83.68%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.8845	88.45%
OATP1B3 inhibitior	+	0.9243	92.43%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8968	89.68%
P-glycoprotein inhibitior	+	0.5716	57.16%
P-glycoprotein substrate	-	0.5131	51.31%
CYP3A4 substrate	+	0.5759	57.59%
CYP2C9 substrate	+	0.6133	61.33%
CYP2D6 substrate	-	0.8254	82.54%
CYP3A4 inhibition	-	0.8776	87.76%
CYP2C9 inhibition	-	0.8912	89.12%
CYP2C19 inhibition	-	0.8804	88.04%
CYP2D6 inhibition	-	0.9540	95.40%
CYP1A2 inhibition	-	0.9197	91.97%
CYP2C8 inhibition	-	0.6217	62.17%
CYP inhibitory promiscuity	-	0.9774	97.74%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6679	66.79%
Eye corrosion	-	0.9941	99.41%
Eye irritation	-	0.8909	89.09%
Skin irritation	-	0.7395	73.95%
Skin corrosion	-	0.9072	90.72%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3979	39.79%
Micronuclear	-	0.6741	67.41%
Hepatotoxicity	-	0.5824	58.24%
skin sensitisation	-	0.8278	82.78%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7227	72.27%
Acute Oral Toxicity (c)	III	0.8241	82.41%
Estrogen receptor binding	+	0.7944	79.44%
Androgen receptor binding	+	0.7079	70.79%
Thyroid receptor binding	-	0.4942	49.42%
Glucocorticoid receptor binding	+	0.5576	55.76%
Aromatase binding	-	0.5738	57.38%
PPAR gamma	+	0.5385	53.85%
Honey bee toxicity	-	0.8219	82.19%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6805	68.05%
Fish aquatic toxicity	+	0.9626	96.26%

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	98.06%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.36%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	96.87%	94.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.40%	94.45%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	90.62%	94.97%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.59%	97.25%
CHEMBL3437	Q16853	Amine oxidase, copper containing	88.11%	94.00%
CHEMBL2581	P07339	Cathepsin D	87.23%	98.95%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	86.92%	94.23%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.60%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.68%	97.09%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.12%	94.08%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.99%	95.89%
CHEMBL4208	P20618	Proteasome component C5	84.49%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.34%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.88%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.20%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	81.27%	90.17%
CHEMBL2179	P04062	Beta-glucocerebrosidase	81.24%	85.31%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.82%	95.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.49%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.27%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	80.15%	91.19%

Plants that contains it

• Polyscias murrayi

Cross-Links

• PubChem: 72808114
• LOTUS: LTS0045986
• wikiData: Q105152110