(1S,2S,3S,5R,6R,9R,10R,12S,14R,16R,18S,20R,22S,23R,25R)-3,9,23-trihydroxy-1,5,20-trimethyl-6-(5-oxo-2H-furan-3-yl)spiro[11,17,19,24-tetraoxaheptacyclo[12.12.0.02,10.05,9.010,12.016,25.018,23]hexacosane-22,2'-5H-1,3-thiazole]-4-one

Details

• Internal ID: b6b5cf30-4787-4654-bcd3-e8efede86b52
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
• IUPAC Name: (1S,2S,3S,5R,6R,9R,10R,12S,14R,16R,18S,20R,22S,23R,25R)-3,9,23-trihydroxy-1,5,20-trimethyl-6-(5-oxo-2H-furan-3-yl)spiro[11,17,19,24-tetraoxaheptacyclo[12.12.0.02,10.05,9.010,12.016,25.018,23]hexacosane-22,2'-5H-1,3-thiazole]-4-one
• SMILES (Canonical): CC1CC2(C3(C(O1)OC4CC5CC6C7(O6)C(C5(CC4O3)C)C(C(=O)C8(C7(CCC8C9=CC(=O)OC9)O)C)O)O)N=CCS2
• SMILES (Isomeric): C[C@@H]1C[C@]2([C@]3([C@@H](O1)O[C@@H]4C[C@@H]5C[C@H]6[C@]7(O6)[C@@H]([C@]5(C[C@H]4O3)C)[C@@H](C(=O)[C@]8([C@@]7(CC[C@@H]8C9=CC(=O)OC9)O)C)O)O)N=CCS2
• InChI: InChI=1S/C31H39NO10S/c1-14-11-29(32-6-7-43-29)31(37)25(39-14)40-18-9-16-10-20-30(42-20)23(26(16,2)12-19(18)41-31)22(34)24(35)27(3)17(4-5-28(27,30)36)15-8-21(33)38-13-15/h6,8,14,16-20,22-23,25,34,36-37H,4-5,7,9-13H2,1-3H3/t14-,16-,17-,18-,19-,20+,22+,23-,25+,26+,27+,28-,29+,30+,31-/m1/s1
• InChI Key: BGKAKFOJZRBENJ-ADQNCTGXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₉NO₁₀S
• Molecular Weight: 617.70 g/mol
• Exact Mass: 617.22946761 g/mol
• Topological Polar Surface Area (TPSA): 182.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): 1.26
• H-Bond Acceptor: 12
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8836	88.36%
Caco-2	-	0.8491	84.91%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4756	47.56%
OATP2B1 inhibitior	-	0.5764	57.64%
OATP1B1 inhibitior	+	0.8701	87.01%
OATP1B3 inhibitior	+	0.9413	94.13%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8102	81.02%
BSEP inhibitior	+	0.8637	86.37%
P-glycoprotein inhibitior	+	0.7096	70.96%
P-glycoprotein substrate	+	0.7669	76.69%
CYP3A4 substrate	+	0.7220	72.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8860	88.60%
CYP3A4 inhibition	-	0.7911	79.11%
CYP2C9 inhibition	-	0.7682	76.82%
CYP2C19 inhibition	-	0.6645	66.45%
CYP2D6 inhibition	-	0.9051	90.51%
CYP1A2 inhibition	-	0.7439	74.39%
CYP2C8 inhibition	+	0.5680	56.80%
CYP inhibitory promiscuity	-	0.8663	86.63%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4557	45.57%
Eye corrosion	-	0.9817	98.17%
Eye irritation	-	0.9250	92.50%
Skin irritation	-	0.7222	72.22%
Skin corrosion	-	0.9135	91.35%
Ames mutagenesis	-	0.5470	54.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4025	40.25%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.6086	60.86%
skin sensitisation	-	0.8188	81.88%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.4896	48.96%
Acute Oral Toxicity (c)	III	0.5234	52.34%
Estrogen receptor binding	+	0.7407	74.07%
Androgen receptor binding	+	0.7699	76.99%
Thyroid receptor binding	-	0.5212	52.12%
Glucocorticoid receptor binding	+	0.7376	73.76%
Aromatase binding	+	0.7345	73.45%
PPAR gamma	+	0.6780	67.80%
Honey bee toxicity	-	0.7473	74.73%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9620	96.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.35%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.79%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.02%	97.25%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	94.19%	93.40%
CHEMBL2581	P07339	Cathepsin D	92.96%	98.95%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	92.45%	86.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.18%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.84%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.74%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.68%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.39%	95.56%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	87.62%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.28%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.87%	95.89%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.68%	93.10%
CHEMBL3038469	P24941	CDK2/Cyclin A	84.28%	91.38%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.78%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.70%	89.00%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	83.69%	98.46%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.47%	94.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.87%	97.33%
CHEMBL4660	P28907	Lymphocyte differentiation antigen CD38	81.18%	95.27%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.00%	92.86%
CHEMBL259	P32245	Melanocortin receptor 4	80.98%	95.38%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.71%	81.11%
CHEMBL4072	P07858	Cathepsin B	80.67%	93.67%
CHEMBL4530	P00488	Coagulation factor XIII	80.37%	96.00%

Plants that contains it

• Asclepias eriocarpa

Cross-Links

• PubChem: 162901184
• LOTUS: LTS0091919
• wikiData: Q104935587