Mudanoside A

Details

• Internal ID: 7664e876-a830-497b-b39a-e828cb8be821
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(2R,3S,4S,5R)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl 4-hydroxy-3-methoxybenzoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C(=O)OCC2C(C(C(C(O2)O)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C(=O)OC[C@@H]2[C@H]([C@@H]([C@H](C(O2)O)O)O)O)O
• InChI: InChI=1S/C14H18O9/c1-21-8-4-6(2-3-7(8)15)13(19)22-5-9-10(16)11(17)12(18)14(20)23-9/h2-4,9-12,14-18,20H,5H2,1H3/t9-,10-,11+,12-,14?/m1/s1
• InChI Key: VLDUXRGYOUFMGC-GRJWACCOSA-N
• Popularity: 1 reference 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): 146.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.64
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6810	68.10%
Caco-2	-	0.8529	85.29%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7198	71.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8343	83.43%
OATP1B3 inhibitior	+	0.9330	93.30%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8685	86.85%
P-glycoprotein inhibitior	-	0.9296	92.96%
P-glycoprotein substrate	-	0.9205	92.05%
CYP3A4 substrate	-	0.5072	50.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8341	83.41%
CYP3A4 inhibition	-	0.8530	85.30%
CYP2C9 inhibition	-	0.8393	83.93%
CYP2C19 inhibition	-	0.8790	87.90%
CYP2D6 inhibition	-	0.9125	91.25%
CYP1A2 inhibition	-	0.8336	83.36%
CYP2C8 inhibition	+	0.6512	65.12%
CYP inhibitory promiscuity	-	0.6809	68.09%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7140	71.40%
Eye corrosion	-	0.9841	98.41%
Eye irritation	-	0.8338	83.38%
Skin irritation	-	0.7921	79.21%
Skin corrosion	-	0.9542	95.42%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7789	77.89%
Micronuclear	+	0.5866	58.66%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8768	87.68%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.8752	87.52%
Acute Oral Toxicity (c)	III	0.8075	80.75%
Estrogen receptor binding	+	0.5985	59.85%
Androgen receptor binding	-	0.6901	69.01%
Thyroid receptor binding	-	0.5836	58.36%
Glucocorticoid receptor binding	-	0.5816	58.16%
Aromatase binding	-	0.6404	64.04%
PPAR gamma	-	0.7116	71.16%
Honey bee toxicity	-	0.9283	92.83%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5915	59.15%
Fish aquatic toxicity	-	0.3736	37.36%

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	97.20%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.61%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.46%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.99%	86.33%
CHEMBL3194	P02766	Transthyretin	89.51%	90.71%
CHEMBL4208	P20618	Proteasome component C5	87.88%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.64%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.85%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	85.30%	94.73%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.80%	89.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.07%	89.00%

Plants that contains it

• Paeonia suffruticosa
• Sesamum indicum

Cross-Links

• PubChem: 10592506
• NPASS: NPC273769
• LOTUS: LTS0224417
• wikiData: Q105288318