Boivinide A

Details

• Internal ID: f0d6707b-7401-4eff-b6d7-bc100e854918
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
• IUPAC Name: (3S,5S,8R,9S,10R,13R,14S,17R)-14-hydroxy-3-[(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-13-methyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-10-carbaldehyde
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CCC3(C(C2)CCC4C3CCC5(C4(CCC5C6=CC(=O)OC6)O)C)C=O)O)OC)OC7C(C(C(C(O7)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@@H]4[C@@H]3CC[C@]5([C@@]4(CC[C@@H]5C6=CC(=O)OC6)O)C)C=O)O)OC)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
• InChI: InChI=1S/C36H54O14/c1-17-30(50-32-28(42)27(41)26(40)24(14-37)49-32)31(45-3)29(43)33(47-17)48-20-6-10-35(16-38)19(13-20)4-5-23-22(35)7-9-34(2)21(8-11-36(23,34)44)18-12-25(39)46-15-18/h12,16-17,19-24,26-33,37,40-44H,4-11,13-15H2,1-3H3/t17-,19+,20+,21-,22+,23-,24-,26-,27+,28-,29-,30+,31-,32+,33+,34-,35-,36+/m1/s1
• InChI Key: SPNFRQDQOJKTSQ-DXVOJEDXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₄O₁₄
• Molecular Weight: 710.80 g/mol
• Exact Mass: 710.35135639 g/mol
• Topological Polar Surface Area (TPSA): 211.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): 0.11
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

• CHEBI:81159
• CHEMBL400632
• C17526
• Q27155114
• Corotoxigenin-3-O-beta-D-glucopyranosyl-(1->4)-beta-D-digitalopyranoside
• (3S,5S,8R,9S,10R,13R,14S,17R)-14-hydroxy-3-[(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-13-methyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-10-carbaldehyde

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7964	79.64%
Caco-2	-	0.8843	88.43%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8047	80.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9137	91.37%
OATP1B3 inhibitior	+	0.9615	96.15%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7677	76.77%
P-glycoprotein inhibitior	+	0.7016	70.16%
P-glycoprotein substrate	+	0.6911	69.11%
CYP3A4 substrate	+	0.7224	72.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8956	89.56%
CYP3A4 inhibition	-	0.8841	88.41%
CYP2C9 inhibition	-	0.9054	90.54%
CYP2C19 inhibition	-	0.9238	92.38%
CYP2D6 inhibition	-	0.9467	94.67%
CYP1A2 inhibition	-	0.9221	92.21%
CYP2C8 inhibition	+	0.5548	55.48%
CYP inhibitory promiscuity	-	0.9513	95.13%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5527	55.27%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9290	92.90%
Skin irritation	-	0.5611	56.11%
Skin corrosion	-	0.9387	93.87%
Ames mutagenesis	-	0.5824	58.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7918	79.18%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.9209	92.09%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.5916	59.16%
Acute Oral Toxicity (c)	I	0.8305	83.05%
Estrogen receptor binding	+	0.7999	79.99%
Androgen receptor binding	+	0.8168	81.68%
Thyroid receptor binding	-	0.6765	67.65%
Glucocorticoid receptor binding	+	0.6379	63.79%
Aromatase binding	+	0.6595	65.95%
PPAR gamma	+	0.6834	68.34%
Honey bee toxicity	-	0.6325	63.25%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9314	93.14%

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	98.98%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.96%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	96.07%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.94%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.48%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.29%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.20%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.02%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.56%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.08%	92.94%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.42%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.90%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.65%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.34%	94.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	84.43%	81.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.40%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	84.30%	94.75%
CHEMBL226	P30542	Adenosine A1 receptor	82.66%	95.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.31%	95.89%
CHEMBL2243	O00519	Anandamide amidohydrolase	82.20%	97.53%
CHEMBL4208	P20618	Proteasome component C5	81.94%	90.00%

Plants that contains it

• Strophanthus boivinii

Cross-Links

• PubChem: 24179955
• LOTUS: LTS0142134
• wikiData: Q27155114