Monnieriside A

Details

• Internal ID: 4ed431dc-3268-4a7e-819d-1c26ed98932a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 5,7-dihydroxy-2-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]chromen-4-one
• SMILES (Canonical): C1=C(C=C2C(=C1O)C(=O)C=C(O2)COC3C(C(C(C(O3)CO)O)O)O)O
• SMILES (Isomeric): C1=C(C=C2C(=C1O)C(=O)C=C(O2)CO[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O
• InChI: InChI=1S/C16H18O10/c17-4-11-13(21)14(22)15(23)16(26-11)24-5-7-3-9(20)12-8(19)1-6(18)2-10(12)25-7/h1-3,11,13-19,21-23H,4-5H2/t11-,13-,14+,15-,16-/m1/s1
• InChI Key: HKSWNVKSXBFJGZ-YMILTQATSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₁₀
• Molecular Weight: 370.31 g/mol
• Exact Mass: 370.08999677 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.48
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

• 1401807-73-5
• CHEMBL2087915
• AKOS040735877

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7080	70.80%
Caco-2	-	0.7672	76.72%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.5624	56.24%
OATP2B1 inhibitior	-	0.5685	56.85%
OATP1B1 inhibitior	+	0.9027	90.27%
OATP1B3 inhibitior	+	0.9605	96.05%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8220	82.20%
P-glycoprotein inhibitior	-	0.8394	83.94%
P-glycoprotein substrate	-	0.8901	89.01%
CYP3A4 substrate	+	0.5334	53.34%
CYP2C9 substrate	-	0.6762	67.62%
CYP2D6 substrate	-	0.8575	85.75%
CYP3A4 inhibition	-	0.9465	94.65%
CYP2C9 inhibition	-	0.9552	95.52%
CYP2C19 inhibition	-	0.9017	90.17%
CYP2D6 inhibition	-	0.9292	92.92%
CYP1A2 inhibition	-	0.9260	92.60%
CYP2C8 inhibition	-	0.5907	59.07%
CYP inhibitory promiscuity	-	0.8454	84.54%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6249	62.49%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9180	91.80%
Skin irritation	-	0.8292	82.92%
Skin corrosion	-	0.9739	97.39%
Ames mutagenesis	+	0.5163	51.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.7591	75.91%
Micronuclear	+	0.5433	54.33%
Hepatotoxicity	-	0.8199	81.99%
skin sensitisation	-	0.9059	90.59%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7518	75.18%
Acute Oral Toxicity (c)	III	0.4222	42.22%
Estrogen receptor binding	+	0.7543	75.43%
Androgen receptor binding	+	0.6521	65.21%
Thyroid receptor binding	-	0.5155	51.55%
Glucocorticoid receptor binding	+	0.6784	67.84%
Aromatase binding	+	0.6424	64.24%
PPAR gamma	+	0.6466	64.66%
Honey bee toxicity	-	0.7426	74.26%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6850	68.50%
Fish aquatic toxicity	+	0.6920	69.20%

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	99.45%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.68%	89.00%
CHEMBL3194	P02766	Transthyretin	92.63%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	90.28%	94.73%
CHEMBL2581	P07339	Cathepsin D	89.38%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.77%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.22%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.18%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.42%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.10%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.46%	99.15%

Plants that contains it

• Cnidium monnieri

Cross-Links

• PubChem: 70686986
• NPASS: NPC310861