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

Details

• Internal ID: d90ed5e6-9134-4931-8cda-6caf229e5468
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 4-[3-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]butanoic acid
• SMILES (Canonical): C1=C(C=C(C=C1O)OC2C(C(C(C(O2)CO)O)O)O)CCCC(=O)O
• SMILES (Isomeric): C1=C(C=C(C=C1O)OC2C(C(C(C(O2)CO)O)O)O)CCCC(=O)O
• InChI: InChI=1S/C16H22O9/c17-7-11-13(21)14(22)15(23)16(25-11)24-10-5-8(4-9(18)6-10)2-1-3-12(19)20/h4-6,11,13-18,21-23H,1-3,7H2,(H,19,20)
• InChI Key: AWTMJUGACAKRMY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₉
• Molecular Weight: 358.34 g/mol
• Exact Mass: 358.12638228 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -1.02
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7303	73.03%
Caco-2	-	0.8705	87.05%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7422	74.22%
OATP2B1 inhibitior	-	0.7201	72.01%
OATP1B1 inhibitior	+	0.8842	88.42%
OATP1B3 inhibitior	+	0.9214	92.14%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9401	94.01%
P-glycoprotein inhibitior	-	0.9100	91.00%
P-glycoprotein substrate	-	0.9175	91.75%
CYP3A4 substrate	+	0.5561	55.61%
CYP2C9 substrate	-	0.7987	79.87%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.8765	87.65%
CYP2C9 inhibition	-	0.8128	81.28%
CYP2C19 inhibition	-	0.9205	92.05%
CYP2D6 inhibition	-	0.9255	92.55%
CYP1A2 inhibition	-	0.9461	94.61%
CYP2C8 inhibition	+	0.4801	48.01%
CYP inhibitory promiscuity	-	0.8901	89.01%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7280	72.80%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9271	92.71%
Skin irritation	-	0.7886	78.86%
Skin corrosion	-	0.9551	95.51%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4903	49.03%
Micronuclear	-	0.7267	72.67%
Hepatotoxicity	-	0.8584	85.84%
skin sensitisation	-	0.8411	84.11%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7940	79.40%
Acute Oral Toxicity (c)	III	0.7206	72.06%
Estrogen receptor binding	-	0.6658	66.58%
Androgen receptor binding	-	0.6906	69.06%
Thyroid receptor binding	-	0.6591	65.91%
Glucocorticoid receptor binding	-	0.6635	66.35%
Aromatase binding	-	0.6221	62.21%
PPAR gamma	+	0.6731	67.31%
Honey bee toxicity	-	0.7870	78.70%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	-	0.6574	65.74%

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	98.41%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.52%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.51%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.09%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	90.04%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.11%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.72%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.39%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.03%	97.36%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.34%	85.00%

Plants that contains it

• Grevillea robusta

Cross-Links

• PubChem: 74956511
• LOTUS: LTS0052682
• wikiData: Q104920266