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

Details

• Internal ID: ea5bd42e-a922-451b-8978-f004b6c9b03b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 4,5-dihydroxy-2-methoxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]benzoic acid
• SMILES (Canonical): COC1=C(C(=C(C=C1C(=O)O)O)O)C2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): COC1=C(C(=C(C=C1C(=O)O)O)O)C2C(C(C(C(O2)CO)O)O)O
• InChI: InChI=1S/C14H18O10/c1-23-12-4(14(21)22)2-5(16)8(17)7(12)13-11(20)10(19)9(18)6(3-15)24-13/h2,6,9-11,13,15-20H,3H2,1H3,(H,21,22)
• InChI Key: LLSMCWPHJMCOFO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₁₀
• Molecular Weight: 346.29 g/mol
• Exact Mass: 346.08999677 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -1.68
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6417	64.17%
Caco-2	-	0.9207	92.07%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7236	72.36%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.7346	73.46%
OATP1B3 inhibitior	+	0.9524	95.24%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9204	92.04%
P-glycoprotein inhibitior	-	0.8833	88.33%
P-glycoprotein substrate	-	0.9393	93.93%
CYP3A4 substrate	-	0.5856	58.56%
CYP2C9 substrate	-	0.8050	80.50%
CYP2D6 substrate	-	0.8457	84.57%
CYP3A4 inhibition	-	0.8865	88.65%
CYP2C9 inhibition	-	0.8591	85.91%
CYP2C19 inhibition	-	0.9070	90.70%
CYP2D6 inhibition	-	0.9478	94.78%
CYP1A2 inhibition	-	0.9085	90.85%
CYP2C8 inhibition	-	0.6646	66.46%
CYP inhibitory promiscuity	-	0.6280	62.80%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7355	73.55%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.7813	78.13%
Skin irritation	-	0.8151	81.51%
Skin corrosion	-	0.9586	95.86%
Ames mutagenesis	-	0.6138	61.38%
Human Ether-a-go-go-Related Gene inhibition	-	0.5903	59.03%
Micronuclear	+	0.5433	54.33%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.6835	68.35%
Acute Oral Toxicity (c)	III	0.7477	74.77%
Estrogen receptor binding	+	0.5927	59.27%
Androgen receptor binding	-	0.5158	51.58%
Thyroid receptor binding	-	0.5426	54.26%
Glucocorticoid receptor binding	+	0.7320	73.20%
Aromatase binding	-	0.6121	61.21%
PPAR gamma	+	0.5403	54.03%
Honey bee toxicity	-	0.9396	93.96%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	-	0.4575	45.75%

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	99.07%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.51%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.08%	99.17%
CHEMBL2581	P07339	Cathepsin D	89.07%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.01%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.33%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.65%	99.15%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.15%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	85.15%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.99%	94.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.22%	94.42%

Plants that contains it

• Peltophorum dubium

Cross-Links

• PubChem: 162918493
• LOTUS: LTS0067537
• wikiData: Q105153706