Adynerin

Details

• Internal ID: 92cb701b-42a8-431c-97a8-6f58c7d3a504
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
• IUPAC Name: 3-[(1S,3R,6R,7R,10R,11S,14S,16R)-14-[(2R,4R,5S,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-7,11-dimethyl-2-oxapentacyclo[8.8.0.01,3.03,7.011,16]octadecan-6-yl]-2H-furan-5-one
• SMILES (Canonical): CC1C(C(CC(O1)OC2CCC3(C(C2)CCC45C3CCC6(C4(O5)CCC6C7=CC(=O)OC7)C)C)OC)O
• SMILES (Isomeric): C[C@@H]1[C@@H]([C@@H](C[C@@H](O1)O[C@H]2CC[C@]3([C@@H](C2)CC[C@]45[C@@H]3CC[C@]6([C@]4(O5)CC[C@@H]6C7=CC(=O)OC7)C)C)OC)O
• InChI: InChI=1S/C30H44O7/c1-17-26(32)22(33-4)15-25(35-17)36-20-6-9-27(2)19(14-20)5-11-29-23(27)8-10-28(3)21(7-12-30(28,29)37-29)18-13-24(31)34-16-18/h13,17,19-23,25-26,32H,5-12,14-16H2,1-4H3/t17-,19-,20+,21-,22-,23-,25+,26+,27+,28-,29+,30-/m1/s1
• InChI Key: BYZQVAOKDQTHHP-QFUJVLJYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₄O₇
• Molecular Weight: 516.70 g/mol
• Exact Mass: 516.30870374 g/mol
• Topological Polar Surface Area (TPSA): 86.80 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 4.30
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• 35109-93-4
• Adynerigenin 3-O-beta-D-diginoside
• CHEBI:2497
• UNII-2197H7M23Y
• 2197H7M23Y
• 3-[(1S,3R,6R,7R,10R,11S,14S,16R)-14-[(2R,4R,5S,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-7,11-dimethyl-2-oxapentacyclo[8.8.0.01,3.03,7.011,16]octadecan-6-yl]-2H-furan-5-one
• CHEMBL375720
• C08845
• DTXSID90956547
• HY-N2476
• AKOS032948895
• AC-34560
• MS-29596
• CS-0022747
• ADYNERIGENIN 3-O-.BETA.-D-DIGINOSIDE
• D85164
• Q27105689
• 3-[(2,6-dideoxy-3-o-methylhexopyranosyl)oxy]-8,14-epoxycard-20(22)-enolide
• CARD-20(22)-ENOLIDE, 3-((2,6-DIDEOXY-3-O-METHYL-.BETA.-D-LYXO-HEXOPYRANOSYL)OXY)-8,14-EPOXY-, (3.BETA.,5.BETA.)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9851	98.51%
Caco-2	-	0.7207	72.07%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7962	79.62%
OATP2B1 inhibitior	-	0.5760	57.60%
OATP1B1 inhibitior	+	0.9048	90.48%
OATP1B3 inhibitior	+	0.9496	94.96%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8246	82.46%
P-glycoprotein inhibitior	+	0.6702	67.02%
P-glycoprotein substrate	+	0.7140	71.40%
CYP3A4 substrate	+	0.7103	71.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8898	88.98%
CYP3A4 inhibition	-	0.7777	77.77%
CYP2C9 inhibition	-	0.8098	80.98%
CYP2C19 inhibition	-	0.8716	87.16%
CYP2D6 inhibition	-	0.9424	94.24%
CYP1A2 inhibition	-	0.8128	81.28%
CYP2C8 inhibition	-	0.7151	71.51%
CYP inhibitory promiscuity	-	0.9017	90.17%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6112	61.12%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9326	93.26%
Skin irritation	-	0.6647	66.47%
Skin corrosion	-	0.9387	93.87%
Ames mutagenesis	-	0.6054	60.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6796	67.96%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.8666	86.66%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6471	64.71%
Acute Oral Toxicity (c)	I	0.4639	46.39%
Estrogen receptor binding	+	0.7345	73.45%
Androgen receptor binding	+	0.7777	77.77%
Thyroid receptor binding	-	0.5180	51.80%
Glucocorticoid receptor binding	+	0.8031	80.31%
Aromatase binding	+	0.7025	70.25%
PPAR gamma	+	0.6050	60.50%
Honey bee toxicity	-	0.6603	66.03%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9701	97.01%

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	98.12%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	94.09%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.98%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.31%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.86%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.84%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.43%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.32%	82.69%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.49%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.22%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.51%	97.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.39%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.41%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.73%	99.23%
CHEMBL2581	P07339	Cathepsin D	83.54%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.81%	97.25%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.37%	97.33%
CHEMBL1871	P10275	Androgen Receptor	81.75%	96.43%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.17%	89.00%

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: 441840
• NPASS: NPC290693
• ChEMBL: CHEMBL375720
• LOTUS: LTS0264253
• wikiData: Q27105689