[(3S,5R,10S,13R,14S,16S,17R)-3-[3,4-dihydroxy-6-methyl-5-[(2S,3S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetate

Details

• Internal ID: c7975d56-7cbf-4cfb-aba6-b42f5755ba07
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
• IUPAC Name: [(3S,5R,10S,13R,14S,16S,17R)-3-[3,4-dihydroxy-6-methyl-5-[(2S,3S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CCC3(C(C2)CCC4C3CCC5(C4(CC(C5C6=CC(=O)OC6)OC(=O)C)O)C)C)O)O)OC7C(C(C(C(O7)CO)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)O[C@H]2CC[C@]3([C@@H](C2)CCC4C3CC[C@]5([C@@]4(C[C@@H]([C@@H]5C6=CC(=O)OC6)OC(=O)C)O)C)C)O)O)O[C@H]7[C@H](C([C@@H](C(O7)CO)O)O)O
• InChI: InChI=1S/C37H56O15/c1-16-32(52-34-30(44)28(42)27(41)24(14-38)51-34)29(43)31(45)33(48-16)50-20-7-9-35(3)19(12-20)5-6-22-21(35)8-10-36(4)26(18-11-25(40)47-15-18)23(49-17(2)39)13-37(22,36)46/h11,16,19-24,26-34,38,41-46H,5-10,12-15H2,1-4H3/t16?,19-,20+,21?,22?,23+,24?,26+,27-,28?,29?,30+,31?,32?,33?,34+,35+,36-,37+/m1/s1
• InChI Key: HAPQAPVIZTWVQY-SDVITHPZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₆O₁₅
• Molecular Weight: 740.80 g/mol
• Exact Mass: 740.36192108 g/mol
• Topological Polar Surface Area (TPSA): 231.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -0.18
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8036	80.36%
Caco-2	-	0.8904	89.04%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8375	83.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9066	90.66%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.5532	55.32%
P-glycoprotein inhibitior	+	0.7128	71.28%
P-glycoprotein substrate	+	0.6904	69.04%
CYP3A4 substrate	+	0.7360	73.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9029	90.29%
CYP3A4 inhibition	-	0.8550	85.50%
CYP2C9 inhibition	-	0.9070	90.70%
CYP2C19 inhibition	-	0.9340	93.40%
CYP2D6 inhibition	-	0.9458	94.58%
CYP1A2 inhibition	-	0.9232	92.32%
CYP2C8 inhibition	+	0.5347	53.47%
CYP inhibitory promiscuity	-	0.9425	94.25%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5614	56.14%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9226	92.26%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9387	93.87%
Ames mutagenesis	-	0.6093	60.93%
Human Ether-a-go-go-Related Gene inhibition	+	0.7260	72.60%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.6592	65.92%
skin sensitisation	-	0.9286	92.86%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7397	73.97%
Acute Oral Toxicity (c)	I	0.8759	87.59%
Estrogen receptor binding	+	0.8068	80.68%
Androgen receptor binding	+	0.7979	79.79%
Thyroid receptor binding	-	0.6859	68.59%
Glucocorticoid receptor binding	+	0.6447	64.47%
Aromatase binding	+	0.6941	69.41%
PPAR gamma	+	0.7287	72.87%
Honey bee toxicity	-	0.6054	60.54%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9628	96.28%

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	99.02%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.30%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	95.83%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.59%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.85%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.95%	97.09%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	90.73%	81.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.63%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.74%	85.14%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.43%	97.36%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.94%	89.00%
CHEMBL2581	P07339	Cathepsin D	85.82%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.65%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	84.80%	92.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.70%	97.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.00%	94.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.00%	96.77%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.65%	94.33%
CHEMBL4208	P20618	Proteasome component C5	82.81%	90.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.21%	92.94%
CHEMBL1937	Q92769	Histone deacetylase 2	80.60%	94.75%
CHEMBL5028	O14672	ADAM10	80.46%	97.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.43%	96.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.40%	93.04%

Plants that contains it

• Cryptostegia grandiflora

Cross-Links

• PubChem: 162911432
• LOTUS: LTS0251378
• wikiData: Q105024987