Dehydroadynerigenin glucosyldigitaloside

Details

• Internal ID: 92a0eef6-7c6d-4538-82fd-6f64e6eb57d7
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 3-[(1S,3R,7R,10R,11S,14S,16R)-14-[(2R,3R,4R,5S,6R)-3-hydroxy-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-7,11-dimethyl-2-oxapentacyclo[8.8.0.01,3.03,7.011,16]octadec-5-en-6-yl]-2H-furan-5-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CCC3(C(C2)CCC45C3CCC6(C4(O5)CC=C6C7=CC(=O)OC7)C)C)O)OC)OC8C(C(C(C(O8)CO)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2CC[C@]3([C@@H](C2)CC[C@]45[C@@H]3CC[C@]6([C@]4(O5)CC=C6C7=CC(=O)OC7)C)C)O)OC)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O
• InChI: InChI=1S/C36H52O13/c1-17-29(48-31-27(41)26(40)25(39)22(15-37)47-31)30(43-4)28(42)32(45-17)46-20-6-9-33(2)19(14-20)5-11-35-23(33)8-10-34(3)21(7-12-36(34,35)49-35)18-13-24(38)44-16-18/h7,13,17,19-20,22-23,25-32,37,39-42H,5-6,8-12,14-16H2,1-4H3/t17-,19-,20+,22-,23-,25-,26+,27-,28-,29+,30-,31+,32+,33+,34-,35+,36-/m1/s1
• InChI Key: ULJZNLQMTRZTJF-RCQNOOMASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₂O₁₃
• Molecular Weight: 692.80 g/mol
• Exact Mass: 692.34079171 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.02
• H-Bond Acceptor: 13
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

• 144223-70-1
• AKOS040761588
• 8,14-Epoxy-3beta-[(6-deoxy-3-O-methyl-4-O-beta-D-glucopyranosyl-beta-D-galactopyranosyl)oxy]-5beta-carda-16,20(22)-dienolide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7913	79.13%
Caco-2	-	0.8721	87.21%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7600	76.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8505	85.05%
OATP1B3 inhibitior	+	0.9497	94.97%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6446	64.46%
P-glycoprotein inhibitior	+	0.7333	73.33%
P-glycoprotein substrate	+	0.6095	60.95%
CYP3A4 substrate	+	0.7302	73.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8875	88.75%
CYP3A4 inhibition	-	0.9188	91.88%
CYP2C9 inhibition	-	0.8145	81.45%
CYP2C19 inhibition	-	0.8323	83.23%
CYP2D6 inhibition	-	0.9291	92.91%
CYP1A2 inhibition	-	0.8522	85.22%
CYP2C8 inhibition	+	0.6086	60.86%
CYP inhibitory promiscuity	-	0.8866	88.66%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6355	63.55%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.9248	92.48%
Skin irritation	-	0.6591	65.91%
Skin corrosion	-	0.9371	93.71%
Ames mutagenesis	-	0.6524	65.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.6891	68.91%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8863	88.63%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6232	62.32%
Acute Oral Toxicity (c)	I	0.6868	68.68%
Estrogen receptor binding	+	0.7467	74.67%
Androgen receptor binding	+	0.7559	75.59%
Thyroid receptor binding	-	0.6244	62.44%
Glucocorticoid receptor binding	+	0.6667	66.67%
Aromatase binding	+	0.7056	70.56%
PPAR gamma	+	0.6835	68.35%
Honey bee toxicity	-	0.6110	61.10%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5434	54.34%
Fish aquatic toxicity	+	0.9428	94.28%

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	99.24%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.10%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.33%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.38%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.54%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	92.24%	95.93%
CHEMBL2581	P07339	Cathepsin D	90.59%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	89.91%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.23%	86.33%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	87.99%	94.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.90%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.75%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.52%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.18%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.86%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.79%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	82.93%	92.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.04%	96.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.44%	92.94%
CHEMBL1871	P10275	Androgen Receptor	80.41%	96.43%

Plants that contains it

• Aconitum brevicalcaratum
• Ammodendron conollyi
• Cirsium dipsacolepis
• Cocculus diversifolius
• Crinum kirkii
• Cytisus scoparius
• Heliomeris longifolia var. annua
• Hypericum triquetrifolium
• Isodon japonicus
• Knightia deplanchei
• Mallotus rhamnifolius
• Malva sylvestris
• Mesembryanthemum emarcidum
• Nerium oleander
• Plantago lanceolata
• Ptilidium ciliare
• Scutellaria seleriana
• Solanum pimpinellifolium
• Teucrium pestalozzae
• Trichotosia subsessilis
• Trifolium apertum
• Tripodanthus acutifolius
• Veronica pectinata

Cross-Links

• PubChem: 92023995
• NPASS: NPC257466
• LOTUS: LTS0000984
• wikiData: Q105275178