(1S,3R,4R,5R)-1,3,4-trihydroxy-5-(1-oxoisochromen-4-yl)oxycyclohexane-1-carboxylic acid

Details

• Internal ID: 35e8814c-78c6-473f-9ef0-b0241e2153d6
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclitols and derivatives > Quinic acids and derivatives
• IUPAC Name: (1S,3R,4R,5R)-1,3,4-trihydroxy-5-(1-oxoisochromen-4-yl)oxycyclohexane-1-carboxylic acid
• SMILES (Canonical): C1C(C(C(CC1(C(=O)O)O)OC2=COC(=O)C3=CC=CC=C32)O)O
• SMILES (Isomeric): C1[C@H]([C@H]([C@@H](C[C@@]1(C(=O)O)O)OC2=COC(=O)C3=CC=CC=C32)O)O
• InChI: InChI=1S/C16H16O8/c17-10-5-16(22,15(20)21)6-11(13(10)18)24-12-7-23-14(19)9-4-2-1-3-8(9)12/h1-4,7,10-11,13,17-18,22H,5-6H2,(H,20,21)/t10-,11-,13-,16+/m1/s1
• InChI Key: AFVBNGVOYSHQNS-MSIPSHCFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₈
• Molecular Weight: 336.29 g/mol
• Exact Mass: 336.08451746 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -0.13
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5946	59.46%
Caco-2	-	0.9295	92.95%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5305	53.05%
OATP2B1 inhibitior	-	0.7190	71.90%
OATP1B1 inhibitior	+	0.9576	95.76%
OATP1B3 inhibitior	+	0.9541	95.41%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9045	90.45%
P-glycoprotein inhibitior	-	0.8940	89.40%
P-glycoprotein substrate	-	0.8721	87.21%
CYP3A4 substrate	+	0.5978	59.78%
CYP2C9 substrate	-	0.8106	81.06%
CYP2D6 substrate	-	0.8347	83.47%
CYP3A4 inhibition	-	0.8437	84.37%
CYP2C9 inhibition	-	0.9601	96.01%
CYP2C19 inhibition	-	0.9058	90.58%
CYP2D6 inhibition	-	0.9341	93.41%
CYP1A2 inhibition	-	0.9238	92.38%
CYP2C8 inhibition	-	0.7197	71.97%
CYP inhibitory promiscuity	-	0.9843	98.43%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5690	56.90%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.8201	82.01%
Skin irritation	-	0.7226	72.26%
Skin corrosion	-	0.9364	93.64%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6211	62.11%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8711	87.11%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7000	70.00%
Acute Oral Toxicity (c)	III	0.4847	48.47%
Estrogen receptor binding	+	0.7415	74.15%
Androgen receptor binding	+	0.6081	60.81%
Thyroid receptor binding	-	0.4940	49.40%
Glucocorticoid receptor binding	+	0.8004	80.04%
Aromatase binding	+	0.6328	63.28%
PPAR gamma	+	0.5878	58.78%
Honey bee toxicity	-	0.8520	85.20%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9159	91.59%

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	98.61%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.55%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.04%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.64%	99.23%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	84.44%	94.23%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.92%	94.62%
CHEMBL2535	P11166	Glucose transporter	81.81%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.51%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.28%	85.14%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.20%	85.31%

Plants that contains it

• Campanula glomerata

Cross-Links

• PubChem: 163074474
• LOTUS: LTS0201190
• wikiData: Q104911570