(1S,3R,5S,7R,9S,10S,12R,14R,15S,18R,19R,20R,22S,23R)-10,20,22-trihydroxy-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

Details

• Internal ID: 2159d407-e8ca-4ac5-a01e-f2fd05bbf332
• 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,20R,22S,23R)-10,20,22-trihydroxy-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(CC(C6C7=CC(=O)OC7)O)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(C[C@H]([C@@H]6C7=CC(=O)OC7)O)O)C)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O
• InChI: InChI=1S/C35H50O15/c1-15-7-24(49-30-29(42)28(41)27(40)23(12-36)47-30)35(44)31(46-15)48-21-9-17-3-4-19-18(33(17,14-37)11-22(21)50-35)5-6-32(2)26(16-8-25(39)45-13-16)20(38)10-34(19,32)43/h8,14-15,17-24,26-31,36,38,40-44H,3-7,9-13H2,1-2H3/t15-,17+,18+,19-,20-,21-,22-,23-,24+,26+,27-,28+,29-,30+,31+,32-,33-,34+,35+/m1/s1
• InChI Key: QKYQLHABFLYENY-ZXCXDQONSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₀O₁₅
• Molecular Weight: 710.80 g/mol
• Exact Mass: 710.31497088 g/mol
• Topological Polar Surface Area (TPSA): 231.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -1.20
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• 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	-	0.8902	89.02%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8579	85.79%
OATP2B1 inhibitior	-	0.7329	73.29%
OATP1B1 inhibitior	+	0.8461	84.61%
OATP1B3 inhibitior	+	0.9593	95.93%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.5777	57.77%
P-glycoprotein inhibitior	+	0.6901	69.01%
P-glycoprotein substrate	+	0.6979	69.79%
CYP3A4 substrate	+	0.7382	73.82%
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	+	0.6759	67.59%
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	-	0.9251	92.51%
Skin irritation	-	0.5515	55.15%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7208	72.08%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5192	51.92%
skin sensitisation	-	0.9252	92.52%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6040	60.40%
Acute Oral Toxicity (c)	I	0.8538	85.38%
Estrogen receptor binding	+	0.7967	79.67%
Androgen receptor binding	+	0.7913	79.13%
Thyroid receptor binding	-	0.6013	60.13%
Glucocorticoid receptor binding	+	0.6137	61.37%
Aromatase binding	+	0.6536	65.36%
PPAR gamma	+	0.6442	64.42%
Honey bee toxicity	-	0.6472	64.72%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
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	98.73%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.99%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	94.55%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.33%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.24%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.50%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.07%	91.11%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	92.95%	92.86%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.58%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.21%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.98%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.95%	93.04%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.79%	94.45%
CHEMBL220	P22303	Acetylcholinesterase	85.18%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.88%	96.61%
CHEMBL1871	P10275	Androgen Receptor	84.85%	96.43%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.03%	97.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.21%	96.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.89%	97.36%
CHEMBL2581	P07339	Cathepsin D	82.73%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.26%	94.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.51%	97.33%
CHEMBL4208	P20618	Proteasome component C5	81.02%	90.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.73%	91.03%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.55%	100.00%

Plants that contains it

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

Cross-Links

• PubChem: 10395041
• NPASS: NPC39637
• LOTUS: LTS0146072
• wikiData: Q105223414