Calotropin 3'-glucoside

Details

• Internal ID: 36cef282-773a-48c6-8129-03ed45f0e227
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
• IUPAC Name: (1S,3R,5S,7R,9S,10S,12R,14R,15S,18R,19R,22S,23R)-10,22-dihydroxy-7,18-dimethyl-19-(5-oxo-2H-furan-3-yl)-9-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosane-14-carbaldehyde
• SMILES (Canonical): CC1CC(C2(C(O1)OC3CC4CCC5C(C4(CC3O2)C=O)CCC6(C5(CCC6C7=CC(=O)OC7)O)C)O)OC8C(C(C(C(O8)CO)O)O)O
• SMILES (Isomeric): C[C@@H]1C[C@@H]([C@]2([C@@H](O1)O[C@@H]3C[C@@H]4CC[C@@H]5[C@@H]([C@]4(C[C@H]3O2)C=O)CC[C@]6([C@@]5(CC[C@@H]6C7=CC(=O)OC7)O)C)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O
• InChI: InChI=1S/C35H50O14/c1-16-9-25(48-30-29(41)28(40)27(39)24(13-36)46-30)35(43)31(45-16)47-22-11-18-3-4-21-20(33(18,15-37)12-23(22)49-35)5-7-32(2)19(6-8-34(21,32)42)17-10-26(38)44-14-17/h10,15-16,18-25,27-31,36,39-43H,3-9,11-14H2,1-2H3/t16-,18+,19-,20+,21-,22-,23-,24-,25+,27-,28+,29-,30+,31+,32-,33-,34+,35+/m1/s1
• InChI Key: QHTLPWXBPOENQB-UUWMRFCTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₀O₁₄
• Molecular Weight: 694.80 g/mol
• Exact Mass: 694.32005626 g/mol
• Topological Polar Surface Area (TPSA): 211.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -0.18
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7963	79.63%
Caco-2	-	0.8850	88.50%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8579	85.79%
OATP2B1 inhibitior	-	0.7306	73.06%
OATP1B1 inhibitior	+	0.8659	86.59%
OATP1B3 inhibitior	+	0.9593	95.93%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.5788	57.88%
P-glycoprotein inhibitior	+	0.6968	69.68%
P-glycoprotein substrate	+	0.6985	69.85%
CYP3A4 substrate	+	0.7315	73.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8920	89.20%
CYP3A4 inhibition	-	0.8731	87.31%
CYP2C9 inhibition	-	0.9132	91.32%
CYP2C19 inhibition	-	0.9341	93.41%
CYP2D6 inhibition	-	0.9343	93.43%
CYP1A2 inhibition	-	0.9128	91.28%
CYP2C8 inhibition	+	0.6317	63.17%
CYP inhibitory promiscuity	-	0.9382	93.82%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5864	58.64%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9285	92.85%
Skin irritation	-	0.5515	55.15%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7458	74.58%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5842	58.42%
skin sensitisation	-	0.9252	92.52%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6495	64.95%
Acute Oral Toxicity (c)	I	0.8538	85.38%
Estrogen receptor binding	+	0.7729	77.29%
Androgen receptor binding	+	0.8042	80.42%
Thyroid receptor binding	-	0.6044	60.44%
Glucocorticoid receptor binding	+	0.5873	58.73%
Aromatase binding	+	0.6224	62.24%
PPAR gamma	+	0.6170	61.70%
Honey bee toxicity	-	0.6488	64.88%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9644	96.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.44%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.03%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.80%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	95.08%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.47%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.43%	86.33%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	92.78%	92.86%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.61%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.81%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.06%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.78%	94.45%
CHEMBL4208	P20618	Proteasome component C5	87.94%	90.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.44%	96.77%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.25%	97.36%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.23%	93.04%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.90%	97.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.40%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.74%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.78%	94.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.89%	96.61%
CHEMBL1871	P10275	Androgen Receptor	82.36%	96.43%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.22%	91.24%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.00%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.16%	93.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.10%	92.94%

Plants that contains it

• Anemone narcissiflora
• Asclepias curassavica
• Hyperbaena columbica
• Viburnum lantanoides

Cross-Links

• PubChem: 10372506
• NPASS: NPC268543
• LOTUS: LTS0122317
• wikiData: Q105221140