Mandshurin

Details

• Internal ID: 07cddd0d-8edd-4ace-a9b0-598f70b21d3c
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Coumarin glycosides
• IUPAC Name: 5,7-dimethoxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one
• SMILES (Canonical): COC1=C(C(=C2C=CC(=O)OC2=C1)OC)OC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): COC1=C(C(=C2C=CC(=O)OC2=C1)OC)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
• InChI: InChI=1S/C17H20O10/c1-23-9-5-8-7(3-4-11(19)25-8)15(24-2)16(9)27-17-14(22)13(21)12(20)10(6-18)26-17/h3-5,10,12-14,17-18,20-22H,6H2,1-2H3/t10-,12-,13+,14-,17+/m1/s1
• InChI Key: VVZGWJFMILUWOO-HFVZKWEFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₁₀
• Molecular Weight: 384.30 g/mol
• Exact Mass: 384.10564683 g/mol
• Topological Polar Surface Area (TPSA): 144.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -1.01
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

• 32451-87-9
• XM163792

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5891	58.91%
Caco-2	-	0.7038	70.38%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5382	53.82%
OATP2B1 inhibitior	-	0.8551	85.51%
OATP1B1 inhibitior	+	0.9106	91.06%
OATP1B3 inhibitior	+	0.9702	97.02%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5500	55.00%
P-glycoprotein inhibitior	-	0.7882	78.82%
P-glycoprotein substrate	-	0.7543	75.43%
CYP3A4 substrate	+	0.5495	54.95%
CYP2C9 substrate	-	0.8306	83.06%
CYP2D6 substrate	-	0.8491	84.91%
CYP3A4 inhibition	-	0.8887	88.87%
CYP2C9 inhibition	-	0.9431	94.31%
CYP2C19 inhibition	-	0.9262	92.62%
CYP2D6 inhibition	-	0.9179	91.79%
CYP1A2 inhibition	-	0.8804	88.04%
CYP2C8 inhibition	-	0.6209	62.09%
CYP inhibitory promiscuity	-	0.8059	80.59%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7283	72.83%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9528	95.28%
Skin irritation	-	0.8272	82.72%
Skin corrosion	-	0.9636	96.36%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6563	65.63%
Micronuclear	+	0.6133	61.33%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.9214	92.14%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.8890	88.90%
Acute Oral Toxicity (c)	III	0.7037	70.37%
Estrogen receptor binding	+	0.6481	64.81%
Androgen receptor binding	+	0.6629	66.29%
Thyroid receptor binding	-	0.4902	49.02%
Glucocorticoid receptor binding	+	0.7947	79.47%
Aromatase binding	+	0.6184	61.84%
PPAR gamma	+	0.6917	69.17%
Honey bee toxicity	-	0.8197	81.97%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6949	69.49%
Fish aquatic toxicity	+	0.6994	69.94%

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	98.77%	91.11%
CHEMBL220	P22303	Acetylcholinesterase	97.03%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.67%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.18%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.96%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.82%	89.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	91.05%	94.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.83%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.82%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.07%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.74%	96.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.22%	89.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.61%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	81.75%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.22%	86.33%

Plants that contains it

• Anemarrhena asphodeloides
• Artemisia minor
• Bulbophyllum crabro
• Dioscorea gracillima
• Echium rubrum
• Entada africana
• Entada polystachya
• Fraxinus chinensis subsp. rhynchophylla
• Fraxinus mandshurica
• Fumaria indica
• Iberis sempervirens
• Plectranthus verticillatus
• Pontederia crassipes
• Prunus prostrata
• Pseuduvaria trimera
• Pteris spinescens
• Roemeria carica
• Schumanniophyton magnificum
• Vitex limonifolia

Cross-Links

• PubChem: 11740722
• NPASS: NPC205853
• LOTUS: LTS0055522
• wikiData: Q105242230