(1S,2R,5S,7S,10S,11S,14S,15R,16S,17S,18S,20S,23S)-10,14,16,20-tetramethyl-22-azahexacyclo[12.10.0.02,11.05,10.015,23.017,22]tetracosane-7,18-diol

Details

• Internal ID: c993fd42-3ac1-47eb-b7c2-98f6eca66aa0
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > Solanidines and derivatives
• IUPAC Name: (1S,2R,5S,7S,10S,11S,14S,15R,16S,17S,18S,20S,23S)-10,14,16,20-tetramethyl-22-azahexacyclo[12.10.0.02,11.05,10.015,23.017,22]tetracosane-7,18-diol
• SMILES (Canonical): CC1CC(C2C(C3C(N2C1)CC4C3(CCC5C4CCC6C5(CCC(C6)O)C)C)C)O
• SMILES (Isomeric): C[C@H]1C[C@@H]([C@@H]2[C@H]([C@H]3[C@@H](N2C1)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC[C@@H]6[C@@]5(CC[C@@H](C6)O)C)C)C)O
• InChI: InChI=1S/C27H45NO2/c1-15-11-23(30)25-16(2)24-22(28(25)14-15)13-21-19-6-5-17-12-18(29)7-9-26(17,3)20(19)8-10-27(21,24)4/h15-25,29-30H,5-14H2,1-4H3/t15-,16-,17-,18-,19+,20-,21-,22-,23-,24-,25-,26-,27-/m0/s1
• InChI Key: ATEWGTOGFJMCPH-HBDLFPIVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₅NO₂
• Molecular Weight: 415.70 g/mol
• Exact Mass: 415.345029678 g/mol
• Topological Polar Surface Area (TPSA): 43.70 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 4.71
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9811	98.11%
Caco-2	-	0.6236	62.36%
Blood Brain Barrier	+	0.8129	81.29%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Lysosomes	0.5301	53.01%
OATP2B1 inhibitior	-	0.5842	58.42%
OATP1B1 inhibitior	+	0.8122	81.22%
OATP1B3 inhibitior	+	0.9399	93.99%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.7673	76.73%
P-glycoprotein inhibitior	-	0.7827	78.27%
P-glycoprotein substrate	+	0.5130	51.30%
CYP3A4 substrate	+	0.7262	72.62%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	+	0.5795	57.95%
CYP3A4 inhibition	-	0.8802	88.02%
CYP2C9 inhibition	-	0.9112	91.12%
CYP2C19 inhibition	-	0.8738	87.38%
CYP2D6 inhibition	+	0.6122	61.22%
CYP1A2 inhibition	-	0.8962	89.62%
CYP2C8 inhibition	-	0.7355	73.55%
CYP inhibitory promiscuity	-	0.9395	93.95%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6321	63.21%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.9028	90.28%
Skin irritation	-	0.7527	75.27%
Skin corrosion	-	0.8169	81.69%
Ames mutagenesis	-	0.7845	78.45%
Human Ether-a-go-go-Related Gene inhibition	-	0.5858	58.58%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.6044	60.44%
skin sensitisation	-	0.8332	83.32%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.5525	55.25%
Acute Oral Toxicity (c)	III	0.5845	58.45%
Estrogen receptor binding	+	0.7239	72.39%
Androgen receptor binding	+	0.7203	72.03%
Thyroid receptor binding	+	0.6206	62.06%
Glucocorticoid receptor binding	+	0.7727	77.27%
Aromatase binding	+	0.6104	61.04%
PPAR gamma	+	0.5347	53.47%
Honey bee toxicity	-	0.5474	54.74%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	-	0.7268	72.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL204	P00734	Thrombin	98.56%	96.01%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.40%	96.09%
CHEMBL238	Q01959	Dopamine transporter	94.35%	95.88%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	93.37%	96.03%
CHEMBL1871	P10275	Androgen Receptor	93.24%	96.43%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	93.12%	92.86%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	92.26%	89.05%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.93%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.25%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.44%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.70%	100.00%
CHEMBL2431	P31751	Serine/threonine-protein kinase AKT2	87.48%	98.33%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	87.16%	98.46%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.39%	92.94%
CHEMBL1902	P62942	FK506-binding protein 1A	86.10%	97.05%
CHEMBL3045	P05771	Protein kinase C beta	85.30%	97.63%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.22%	91.03%
CHEMBL3023	Q9NRA0	Sphingosine kinase 2	84.76%	95.61%
CHEMBL237	P41145	Kappa opioid receptor	82.41%	98.10%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	82.13%	94.78%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.07%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.00%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.67%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.54%	96.77%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.16%	96.38%

Plants that contains it

• Adonis aleppica
• Adonis leiosepala
• Adonis vernalis
• Arabidopsis thaliana
• Bupleurum aureum
• Bupleurum gibraltaricum
• Cannabis sativa
• Lotus corniculatus
• Lotus corniculatus subsp. corniculatus
• Medicago sativa

Cross-Links

• PubChem: 15558969
• LOTUS: LTS0083066
• wikiData: Q416534