4-Hydroxy-2-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]benzoic acid

Details

• Internal ID: e6af2ea4-6419-4a72-899c-8291eaeb7733
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 4-hydroxy-2-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]benzoic acid
• SMILES (Canonical): C1=CC(=C(C=C1O)COC2C(C(C(C(O2)CO)O)O)O)C(=O)O
• SMILES (Isomeric): C1=CC(=C(C=C1O)COC2C(C(C(C(O2)CO)O)O)O)C(=O)O
• InChI: InChI=1S/C14H18O9/c15-4-9-10(17)11(18)12(19)14(23-9)22-5-6-3-7(16)1-2-8(6)13(20)21/h1-3,9-12,14-19H,4-5H2,(H,20,21)
• InChI Key: ZKKNABJGMLHVHS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₉
• Molecular Weight: 330.29 g/mol
• Exact Mass: 330.09508215 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -1.59
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7721	77.21%
Caco-2	-	0.8600	86.00%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6516	65.16%
OATP2B1 inhibitior	-	0.8609	86.09%
OATP1B1 inhibitior	+	0.8899	88.99%
OATP1B3 inhibitior	+	0.9278	92.78%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9410	94.10%
P-glycoprotein inhibitior	-	0.9364	93.64%
P-glycoprotein substrate	-	0.9538	95.38%
CYP3A4 substrate	-	0.5876	58.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8828	88.28%
CYP3A4 inhibition	-	0.9003	90.03%
CYP2C9 inhibition	-	0.8789	87.89%
CYP2C19 inhibition	-	0.9210	92.10%
CYP2D6 inhibition	-	0.9349	93.49%
CYP1A2 inhibition	-	0.9357	93.57%
CYP2C8 inhibition	-	0.5875	58.75%
CYP inhibitory promiscuity	-	0.7291	72.91%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7010	70.10%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.7669	76.69%
Skin irritation	-	0.8304	83.04%
Skin corrosion	-	0.9710	97.10%
Ames mutagenesis	-	0.8093	80.93%
Human Ether-a-go-go-Related Gene inhibition	-	0.6539	65.39%
Micronuclear	-	0.5708	57.08%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8192	81.92%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.4531	45.31%
Acute Oral Toxicity (c)	III	0.6114	61.14%
Estrogen receptor binding	-	0.5055	50.55%
Androgen receptor binding	-	0.5610	56.10%
Thyroid receptor binding	-	0.6119	61.19%
Glucocorticoid receptor binding	+	0.5453	54.53%
Aromatase binding	-	0.5534	55.34%
PPAR gamma	+	0.5629	56.29%
Honey bee toxicity	-	0.8615	86.15%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.8400	84.00%
Fish aquatic toxicity	-	0.4093	40.93%

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	97.86%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.35%	96.09%
CHEMBL3194	P02766	Transthyretin	91.95%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.35%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	89.49%	83.82%
CHEMBL2581	P07339	Cathepsin D	89.12%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.98%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.76%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	85.16%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.07%	95.56%
CHEMBL1811	P34995	Prostanoid EP1 receptor	84.03%	95.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.35%	95.89%

Plants that contains it

• Dipsacus laciniatus

Cross-Links

• PubChem: 14863081
• LOTUS: LTS0146078
• wikiData: Q105378551