Decentapicrin A

Details

• Internal ID: 0cd23940-5250-44dc-bd22-a431c7c33b90
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: [(2S,3R,4S,5R,6R)-2-[[(3S,4R,4aS)-4-ethenyl-8-oxo-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl]oxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] 3-hydroxybenzoate
• SMILES (Canonical): C=CC1C2CCOC(=O)C2=COC1OC3C(C(C(C(O3)CO)O)OC(=O)C4=CC(=CC=C4)O)O
• SMILES (Isomeric): C=C[C@@H]1[C@@H]2CCOC(=O)C2=CO[C@H]1O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)OC(=O)C4=CC(=CC=C4)O)O
• InChI: InChI=1S/C23H26O11/c1-2-13-14-6-7-30-21(29)15(14)10-31-22(13)34-23-18(27)19(17(26)16(9-24)32-23)33-20(28)11-4-3-5-12(25)8-11/h2-5,8,10,13-14,16-19,22-27H,1,6-7,9H2/t13-,14+,16-,17-,18-,19+,22+,23+/m1/s1
• InChI Key: JHCLMPIGKNWZOZ-WFFJNAPESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₆O₁₁
• Molecular Weight: 478.40 g/mol
• Exact Mass: 478.14751164 g/mol
• Topological Polar Surface Area (TPSA): 161.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): -0.02
• H-Bond Acceptor: 11
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

• 77533-68-7
• (2R,3R,4S,5R,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-(((4aS,5R,6S)-1-oxo-5-vinyl-4,4a,5,6-tetrahydro-1H,3H-pyrano[3,4-c]pyran-6-yl)oxy)tetrahydro-2H-pyran-4-yl 3-hydroxybenzoate
• 1H,3H-Pyrano(3,4-c)pyran-1-one, 5-ethenyl-4,4a,5,6-tetrahydro-6-((3-O-(3-hydroxybenzoyl)-beta-D-glucopyranosyl)oxy)-, (4aS,5R,6S)-
• DTXSID30228235
• [(2S,3R,4S,5R,6R)-2-[[(3S,4R,4aS)-4-ethenyl-8-oxo-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl]oxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] 3-hydroxybenzoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7918	79.18%
Caco-2	-	0.8762	87.62%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7088	70.88%
OATP2B1 inhibitior	-	0.8530	85.30%
OATP1B1 inhibitior	+	0.8102	81.02%
OATP1B3 inhibitior	+	0.9118	91.18%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8792	87.92%
P-glycoprotein inhibitior	-	0.5524	55.24%
P-glycoprotein substrate	-	0.6172	61.72%
CYP3A4 substrate	+	0.6744	67.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8558	85.58%
CYP3A4 inhibition	-	0.7958	79.58%
CYP2C9 inhibition	-	0.7469	74.69%
CYP2C19 inhibition	-	0.7384	73.84%
CYP2D6 inhibition	-	0.8727	87.27%
CYP1A2 inhibition	-	0.8022	80.22%
CYP2C8 inhibition	+	0.7113	71.13%
CYP inhibitory promiscuity	-	0.6952	69.52%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9718	97.18%
Carcinogenicity (trinary)	Non-required	0.6146	61.46%
Eye corrosion	-	0.9801	98.01%
Eye irritation	-	0.8793	87.93%
Skin irritation	-	0.7727	77.27%
Skin corrosion	-	0.9416	94.16%
Ames mutagenesis	-	0.5370	53.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7761	77.61%
Micronuclear	-	0.6167	61.67%
Hepatotoxicity	-	0.6226	62.26%
skin sensitisation	-	0.7610	76.10%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.5892	58.92%
Acute Oral Toxicity (c)	III	0.5092	50.92%
Estrogen receptor binding	+	0.7172	71.72%
Androgen receptor binding	+	0.6237	62.37%
Thyroid receptor binding	+	0.5212	52.12%
Glucocorticoid receptor binding	+	0.5958	59.58%
Aromatase binding	+	0.5952	59.52%
PPAR gamma	+	0.6602	66.02%
Honey bee toxicity	-	0.7704	77.04%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8677	86.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL220	P22303	Acetylcholinesterase	97.54%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.68%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.06%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.61%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.48%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.88%	86.33%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	91.08%	89.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.94%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.00%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	87.76%	95.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.50%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	85.90%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.64%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.49%	96.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.95%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.64%	96.21%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	83.97%	85.49%
CHEMBL1951	P21397	Monoamine oxidase A	83.69%	91.49%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.04%	97.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.81%	86.92%
CHEMBL4530	P00488	Coagulation factor XIII	82.67%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	81.12%	94.73%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.91%	95.83%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.65%	91.24%

Plants that contains it

• Calophyllum apetalum
• Centaurium quadrifolium subsp. linariifolium
• Delphinium oliverianum
• Drypetes molunduana
• Euphorbia makinoi
• Gentianella nitida
• Lophozia barbata
• Monnina emarginata
• Polygala fallax
• Pyrus calleryana
• Wettsteinia inversa

Cross-Links

• PubChem: 157079
• NPASS: NPC230361
• LOTUS: LTS0193051
• wikiData: Q83108205