(1R,2S,4S,5'R,6R,7S,8R,9S,12S,13S,15R,16R,18S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-piperidine]-15,16-diol

Details

• Internal ID: 4907105c-ae27-4c98-ab58-36d4ef420fe7
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > Spirosolanes and derivatives
• IUPAC Name: (1R,2S,4S,5'R,6R,7S,8R,9S,12S,13S,15R,16R,18S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-piperidine]-15,16-diol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CCC6C5(CC(C(C6)O)O)C)C)C)NC1
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC[C@@H]6[C@@]5(C[C@H]([C@@H](C6)O)O)C)C)C)NC1
• InChI: InChI=1S/C27H45NO3/c1-15-7-10-27(28-14-15)16(2)24-23(31-27)12-20-18-6-5-17-11-21(29)22(30)13-26(17,4)19(18)8-9-25(20,24)3/h15-24,28-30H,5-14H2,1-4H3/t15-,16+,17+,18-,19+,20+,21-,22-,23+,24+,25+,26+,27-/m1/s1
• InChI Key: PJCWEEQFPAZSDK-RYKNUXCGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₅NO₃
• Molecular Weight: 431.70 g/mol
• Exact Mass: 431.33994430 g/mol
• Topological Polar Surface Area (TPSA): 61.70 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.34
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9579	95.79%
Caco-2	-	0.6506	65.06%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4718	47.18%
OATP2B1 inhibitior	-	0.5707	57.07%
OATP1B1 inhibitior	+	0.9134	91.34%
OATP1B3 inhibitior	+	0.9431	94.31%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.7231	72.31%
P-glycoprotein inhibitior	-	0.6450	64.50%
P-glycoprotein substrate	-	0.6190	61.90%
CYP3A4 substrate	+	0.7158	71.58%
CYP2C9 substrate	-	0.7880	78.80%
CYP2D6 substrate	-	0.7264	72.64%
CYP3A4 inhibition	-	0.9752	97.52%
CYP2C9 inhibition	-	0.9166	91.66%
CYP2C19 inhibition	-	0.9114	91.14%
CYP2D6 inhibition	-	0.9376	93.76%
CYP1A2 inhibition	-	0.9339	93.39%
CYP2C8 inhibition	-	0.6659	66.59%
CYP inhibitory promiscuity	-	0.9658	96.58%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5860	58.60%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9627	96.27%
Skin irritation	-	0.7329	73.29%
Skin corrosion	-	0.9054	90.54%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3611	36.11%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8301	83.01%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.8326	83.26%
Acute Oral Toxicity (c)	III	0.6126	61.26%
Estrogen receptor binding	+	0.6480	64.80%
Androgen receptor binding	-	0.7412	74.12%
Thyroid receptor binding	+	0.6497	64.97%
Glucocorticoid receptor binding	+	0.7453	74.53%
Aromatase binding	+	0.7684	76.84%
PPAR gamma	-	0.5097	50.97%
Honey bee toxicity	-	0.6365	63.65%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	-	0.6552	65.52%

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	98.02%	96.09%
CHEMBL204	P00734	Thrombin	97.60%	96.01%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.91%	97.09%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	93.96%	89.05%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.02%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.80%	97.25%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	92.79%	95.58%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.48%	96.38%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	92.45%	97.31%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.91%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.31%	100.00%
CHEMBL4482	O96013	Serine/threonine-protein kinase PAK 4	88.70%	95.42%
CHEMBL299	P17252	Protein kinase C alpha	87.72%	98.03%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	87.27%	92.88%
CHEMBL237	P41145	Kappa opioid receptor	86.61%	98.10%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.16%	96.61%
CHEMBL4581	P52732	Kinesin-like protein 1	84.88%	93.18%
CHEMBL2996	Q05655	Protein kinase C delta	84.40%	97.79%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.79%	92.94%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.75%	93.04%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	82.57%	95.48%
CHEMBL1871	P10275	Androgen Receptor	82.34%	96.43%
CHEMBL221	P23219	Cyclooxygenase-1	82.12%	90.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.82%	82.69%
CHEMBL1914	P06276	Butyrylcholinesterase	81.50%	95.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.44%	91.03%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.37%	92.86%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.36%	95.89%
CHEMBL238	Q01959	Dopamine transporter	81.29%	95.88%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	80.51%	99.17%
CHEMBL233	P35372	Mu opioid receptor	80.47%	97.93%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.42%	96.95%
CHEMBL206	P03372	Estrogen receptor alpha	80.30%	97.64%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	80.27%	95.36%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.10%	95.50%

Plants that contains it

• Lycianthes biflora

Cross-Links

• PubChem: 162842550
• LOTUS: LTS0254528
• wikiData: Q105209881