Stachysetin

Details

• Internal ID: 751c9c63-605d-4a3e-aa41-a468265afe47
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes > Stilbene glycosides
• IUPAC Name: bis[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methyl] (1R,2R,3R,4R)-3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate
• SMILES (Canonical): C1=CC(=CC=C1C2C(C(C2C(=O)OCC3C(C(C(C(O3)OC4=CC(=C5C(=C4)OC(=CC5=O)C6=CC=C(C=C6)O)O)O)O)O)C(=O)OCC7C(C(C(C(O7)OC8=CC(=C9C(=C8)OC(=CC9=O)C1=CC=C(C=C1)O)O)O)O)O)C1=CC=C(C=C1)O)O
• SMILES (Isomeric): C1=CC(=CC=C1[C@@H]2[C@H]([C@H]([C@@H]2C(=O)OC[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)OC4=CC(=C5C(=C4)OC(=CC5=O)C6=CC=C(C=C6)O)O)O)O)O)C(=O)OC[C@@H]7[C@H]([C@@H]([C@H]([C@@H](O7)OC8=CC(=C9C(=C8)OC(=CC9=O)C1=CC=C(C=C1)O)O)O)O)O)C1=CC=C(C=C1)O)O
• InChI: InChI=1S/C60H52O24/c61-29-9-1-25(2-10-29)39-21-37(67)47-35(65)17-33(19-41(47)81-39)79-59-55(73)53(71)51(69)43(83-59)23-77-57(75)49-45(27-5-13-31(63)14-6-27)46(28-7-15-32(64)16-8-28)50(49)58(76)78-24-44-52(70)54(72)56(74)60(84-44)80-34-18-36(66)48-38(68)22-40(82-42(48)20-34)26-3-11-30(62)12-4-26/h1-22,43-46,49-56,59-66,69-74H,23-24H2/t43-,44-,45-,46-,49-,50-,51-,52-,53+,54+,55-,56-,59-,60-/m1/s1
• InChI Key: VLKZMOAGAREVTL-YDXYIZPWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₅₂O₂₄
• Molecular Weight: 1157.00 g/mol
• Exact Mass: 1156.28485252 g/mol
• Topological Polar Surface Area (TPSA): 385.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.44
• H-Bond Acceptor: 24
• H-Bond Donor: 12
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6665	66.65%
Caco-2	-	0.8616	86.16%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6527	65.27%
OATP2B1 inhibitior	-	0.7177	71.77%
OATP1B1 inhibitior	+	0.9059	90.59%
OATP1B3 inhibitior	+	0.9630	96.30%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7789	77.89%
P-glycoprotein inhibitior	+	0.7406	74.06%
P-glycoprotein substrate	-	0.6668	66.68%
CYP3A4 substrate	+	0.6286	62.86%
CYP2C9 substrate	+	0.5572	55.72%
CYP2D6 substrate	-	0.8737	87.37%
CYP3A4 inhibition	-	0.9153	91.53%
CYP2C9 inhibition	-	0.8989	89.89%
CYP2C19 inhibition	-	0.8788	87.88%
CYP2D6 inhibition	-	0.9490	94.90%
CYP1A2 inhibition	-	0.9365	93.65%
CYP2C8 inhibition	+	0.8012	80.12%
CYP inhibitory promiscuity	-	0.8654	86.54%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5608	56.08%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.8971	89.71%
Skin irritation	-	0.8294	82.94%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	+	0.5063	50.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.7007	70.07%
Micronuclear	+	0.6933	69.33%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.9158	91.58%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7692	76.92%
Acute Oral Toxicity (c)	III	0.4568	45.68%
Estrogen receptor binding	+	0.7055	70.55%
Androgen receptor binding	+	0.7541	75.41%
Thyroid receptor binding	+	0.6019	60.19%
Glucocorticoid receptor binding	+	0.6318	63.18%
Aromatase binding	+	0.6212	62.12%
PPAR gamma	+	0.7351	73.51%
Honey bee toxicity	-	0.7041	70.41%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6350	63.50%
Fish aquatic toxicity	+	0.8890	88.90%

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	99.34%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.47%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.72%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.05%	99.15%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	93.95%	95.64%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.67%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.58%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	92.43%	91.49%
CHEMBL2581	P07339	Cathepsin D	91.84%	98.95%
CHEMBL3194	P02766	Transthyretin	91.51%	90.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	89.57%	95.78%
CHEMBL3401	O75469	Pregnane X receptor	89.16%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.15%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.17%	86.92%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.26%	90.71%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.95%	96.21%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.08%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.82%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.26%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.02%	96.95%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.93%	97.28%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.47%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	80.55%	92.50%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.24%	80.33%

Plants that contains it

• Stachys aegyptiaca
• Stachys byzantina

Cross-Links

• PubChem: 101682257
• LOTUS: LTS0046075
• wikiData: Q104399820