Etioline

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	db0cdbe4-b583-4c49-ba23-9d35609f6063
Taxonomy	Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > 22,26-epiminocholestanes
IUPAC Name	(3S,8S,9S,10R,13S,14S,16R,17R)-10,13-dimethyl-17-[(1S)-1-[(3S)-3-methyl-2,3,4,5-tetrahydropyridin-6-yl]ethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,16-diol
SMILES (Canonical)	CC1CCC(=NC1)C(C)C2C(CC3C2(CCC4C3CC=C5C4(CCC(C5)O)C)C)O
SMILES (Isomeric)	C[C@H]1CCC(=NC1)[C@@H](C)[C@H]2[C@@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4(CC[C@@H](C5)O)C)C)O
InChI	InChI=1S/C27H43NO2/c1-16-5-8-23(28-15-16)17(2)25-24(30)14-22-20-7-6-18-13-19(29)9-11-26(18,3)21(20)10-12-27(22,25)4/h6,16-17,19-22,24-25,29-30H,5,7-15H2,1-4H3/t16-,17+,19-,20+,21-,22-,24+,25-,26-,27-/m0/s1
InChI Key	JMSRDKIFVZVAMX-AGQBKMEESA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₇H₄₃NO₂
Molecular Weight	413.60 g/mol
Exact Mass	413.329379614 g/mol
Topological Polar Surface Area (TPSA)	52.80 Å²
XlogP	4.50
Atomic LogP (AlogP)	5.40
H-Bond Acceptor	3
H-Bond Donor	2
Rotatable Bonds	2

Synonyms

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(25S)-22,26-iminocholesta-5,22(N)-dien-3beta,16beta-diol

SCHEMBL128049

CHEBI:187226

LMST01150008

(3S,8S,9S,10R,13S,14S,16R,17R)-10,13-dimethyl-17-[(1S)-1-[(3S)-3-methyl-2,3,4,5-tetrahydropyridin-6-yl]ethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,16-diol

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9915	99.15%
Caco-2	+	0.4910	49.10%
Blood Brain Barrier	+	0.6879	68.79%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5588	55.88%
OATP2B1 inhibitior	-	0.7245	72.45%
OATP1B1 inhibitior	+	0.9308	93.08%
OATP1B3 inhibitior	+	0.9621	96.21%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	+	0.7919	79.19%
P-glycoprotein inhibitior	-	0.5344	53.44%
P-glycoprotein substrate	+	0.6843	68.43%
CYP3A4 substrate	+	0.7272	72.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7673	76.73%
CYP3A4 inhibition	-	0.8182	81.82%
CYP2C9 inhibition	-	0.8678	86.78%
CYP2C19 inhibition	-	0.8681	86.81%
CYP2D6 inhibition	-	0.7042	70.42%
CYP1A2 inhibition	-	0.8642	86.42%
CYP2C8 inhibition	+	0.6451	64.51%
CYP inhibitory promiscuity	-	0.8924	89.24%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5419	54.19%
Eye corrosion	-	0.9852	98.52%
Eye irritation	-	0.9644	96.44%
Skin irritation	-	0.6364	63.64%
Skin corrosion	-	0.8844	88.44%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5264	52.64%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.6134	61.34%
skin sensitisation	-	0.7566	75.66%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.8989	89.89%
Acute Oral Toxicity (c)	III	0.6303	63.03%
Estrogen receptor binding	+	0.7904	79.04%
Androgen receptor binding	+	0.7900	79.00%
Thyroid receptor binding	+	0.6304	63.04%
Glucocorticoid receptor binding	+	0.7656	76.56%
Aromatase binding	+	0.5602	56.02%
PPAR gamma	-	0.5443	54.43%
Honey bee toxicity	-	0.7528	75.28%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.7354	73.54%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	97.90%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	96.78%	95.93%
CHEMBL2581	P07339	Cathepsin D	91.16%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.94%	100.00%
CHEMBL1914	P06276	Butyrylcholinesterase	90.69%	95.00%
CHEMBL261	P00915	Carbonic anhydrase I	89.07%	96.76%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	88.83%	89.05%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.11%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.35%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.34%	90.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.61%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	83.03%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.60%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.71%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.22%	95.89%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.16%	100.00%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	80.84%	99.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.67%	82.69%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	80.52%	98.46%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	80.34%	90.71%
CHEMBL4073	P09237	Matrix metalloproteinase 7	80.08%	97.56%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Garcinia quaesita

Leptactina senegambica

Lilium candidum

Solanum canense

Solanum pseudocapsicum

Solanum spirale

Veratrum grandiflorum