Dehydroadynerigenin digitaloside

Details

• Internal ID: 02267ccb-a161-4af1-ba6e-a937a42d749c
• 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,4S,5S,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-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)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
• InChI: InChI=1S/C30H42O8/c1-16-23(32)25(34-4)24(33)26(36-16)37-19-6-9-27(2)18(14-19)5-11-29-21(27)8-10-28(3)20(7-12-30(28,29)38-29)17-13-22(31)35-15-17/h7,13,16,18-19,21,23-26,32-33H,5-6,8-12,14-15H2,1-4H3/t16-,18-,19+,21-,23+,24-,25+,26+,27+,28-,29+,30-/m1/s1
• InChI Key: VCVUOYGJEFVXDV-YBQUAYIVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₂O₈
• Molecular Weight: 530.60 g/mol
• Exact Mass: 530.28796829 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 3.19
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• 52628-62-3
• 3-[(1S,3R,7R,10R,11S,14S,16R)-14-[(2R,3R,4S,5S,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-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
• AKOS040761587
• 8,14-Epoxy-3beta-[(6-deoxy-3-O-methyl-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	+	0.9549	95.49%
Caco-2	-	0.7655	76.55%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7396	73.96%
OATP2B1 inhibitior	-	0.7206	72.06%
OATP1B1 inhibitior	+	0.8753	87.53%
OATP1B3 inhibitior	+	0.9787	97.87%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7712	77.12%
P-glycoprotein inhibitior	+	0.6417	64.17%
P-glycoprotein substrate	+	0.6201	62.01%
CYP3A4 substrate	+	0.7204	72.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8898	88.98%
CYP3A4 inhibition	-	0.8249	82.49%
CYP2C9 inhibition	-	0.8681	86.81%
CYP2C19 inhibition	-	0.8945	89.45%
CYP2D6 inhibition	-	0.9312	93.12%
CYP1A2 inhibition	-	0.8333	83.33%
CYP2C8 inhibition	+	0.5052	50.52%
CYP inhibitory promiscuity	-	0.8455	84.55%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5888	58.88%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9416	94.16%
Skin irritation	-	0.6560	65.60%
Skin corrosion	-	0.9356	93.56%
Ames mutagenesis	-	0.5954	59.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6639	66.39%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8599	85.99%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.4629	46.29%
Acute Oral Toxicity (c)	I	0.5111	51.11%
Estrogen receptor binding	+	0.7444	74.44%
Androgen receptor binding	+	0.7478	74.78%
Thyroid receptor binding	+	0.5248	52.48%
Glucocorticoid receptor binding	+	0.7658	76.58%
Aromatase binding	+	0.7556	75.56%
PPAR gamma	+	0.5992	59.92%
Honey bee toxicity	-	0.6526	65.26%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5466	54.66%
Fish aquatic toxicity	+	0.9603	96.03%

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	98.75%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.99%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.48%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.09%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.69%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.84%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.97%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.81%	89.00%
CHEMBL2581	P07339	Cathepsin D	87.83%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.76%	86.33%
CHEMBL1871	P10275	Androgen Receptor	85.63%	96.43%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.43%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.42%	95.56%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.99%	94.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.72%	94.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.70%	96.77%
CHEMBL226	P30542	Adenosine A1 receptor	82.19%	95.93%
CHEMBL5255	O00206	Toll-like receptor 4	81.77%	92.50%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.47%	93.40%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.28%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	80.84%	94.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.53%	97.14%

Plants that contains it

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

Cross-Links

• PubChem: 101633902
• NPASS: NPC310833
• LOTUS: LTS0093938
• wikiData: Q105283984