(1S,2R,7S,10R,11S,13R,14S,15R,16S,17R,20S,23S)-14-(hydroxymethyl)-10,16,20-trimethyl-22-azahexacyclo[12.10.0.02,11.05,10.015,23.017,22]tetracos-4-ene-7,13-diol

Details

• Internal ID: 1f55566e-9bf3-44a0-9ecc-1b1d1a543215
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > Solanidines and derivatives
• IUPAC Name: (1S,2R,7S,10R,11S,13R,14S,15R,16S,17R,20S,23S)-14-(hydroxymethyl)-10,16,20-trimethyl-22-azahexacyclo[12.10.0.02,11.05,10.015,23.017,22]tetracos-4-ene-7,13-diol
• SMILES (Canonical): CC1CCC2C(C3C(N2C1)CC4C3(C(CC5C4CC=C6C5(CCC(C6)O)C)O)CO)C
• SMILES (Isomeric): C[C@H]1CC[C@@H]2[C@H]([C@H]3[C@@H](N2C1)C[C@@H]4[C@@]3([C@@H](C[C@H]5[C@H]4CC=C6[C@@]5(CC[C@@H](C6)O)C)O)CO)C
• InChI: InChI=1S/C27H43NO3/c1-15-4-7-22-16(2)25-23(28(22)13-15)11-21-19-6-5-17-10-18(30)8-9-26(17,3)20(19)12-24(31)27(21,25)14-29/h5,15-16,18-25,29-31H,4,6-14H2,1-3H3/t15-,16+,18-,19+,20-,21-,22+,23-,24+,25-,26-,27+/m0/s1
• InChI Key: SUXOAOUIWWNLHR-CHKTXLTHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₃NO₃
• Molecular Weight: 429.60 g/mol
• Exact Mass: 429.32429423 g/mol
• Topological Polar Surface Area (TPSA): 63.90 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.60
• H-Bond Acceptor: 4
• 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	+	0.9691	96.91%
Caco-2	-	0.5980	59.80%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Lysosomes	0.4636	46.36%
OATP2B1 inhibitior	-	0.7217	72.17%
OATP1B1 inhibitior	+	0.8852	88.52%
OATP1B3 inhibitior	+	0.9542	95.42%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.6980	69.80%
BSEP inhibitior	+	0.6865	68.65%
P-glycoprotein inhibitior	-	0.7410	74.10%
P-glycoprotein substrate	+	0.7282	72.82%
CYP3A4 substrate	+	0.7114	71.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.5190	51.90%
CYP3A4 inhibition	-	0.9547	95.47%
CYP2C9 inhibition	-	0.9120	91.20%
CYP2C19 inhibition	-	0.9150	91.50%
CYP2D6 inhibition	-	0.5903	59.03%
CYP1A2 inhibition	-	0.9190	91.90%
CYP2C8 inhibition	+	0.5383	53.83%
CYP inhibitory promiscuity	-	0.8808	88.08%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5091	50.91%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.9760	97.60%
Skin irritation	-	0.7069	70.69%
Skin corrosion	-	0.9015	90.15%
Ames mutagenesis	-	0.8554	85.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3786	37.86%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8483	84.83%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.6028	60.28%
Acute Oral Toxicity (c)	III	0.6978	69.78%
Estrogen receptor binding	+	0.6466	64.66%
Androgen receptor binding	+	0.7776	77.76%
Thyroid receptor binding	+	0.5613	56.13%
Glucocorticoid receptor binding	+	0.6798	67.98%
Aromatase binding	+	0.5271	52.71%
PPAR gamma	-	0.5877	58.77%
Honey bee toxicity	-	0.7474	74.74%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	-	0.3716	37.16%

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	99.04%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	97.01%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.78%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.35%	97.09%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	93.23%	89.05%
CHEMBL2581	P07339	Cathepsin D	92.10%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.35%	86.33%
CHEMBL238	Q01959	Dopamine transporter	89.69%	95.88%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.62%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.87%	91.11%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	88.57%	86.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.07%	96.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.17%	82.69%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.59%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.31%	95.89%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	83.57%	96.03%
CHEMBL2996	Q05655	Protein kinase C delta	83.15%	97.79%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	82.32%	98.46%
CHEMBL1871	P10275	Androgen Receptor	81.12%	96.43%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.08%	89.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.99%	96.90%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.99%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.17%	90.71%

Plants that contains it

• Veratrum viride

Cross-Links

• PubChem: 101919102
• LOTUS: LTS0162874
• wikiData: Q105261621