Tomatidine

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	64e79450-996e-45ab-908e-cd0f95206ce6
Taxonomy	Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > Spirosolanes and derivatives
IUPAC Name	(1R,2S,4S,5'S,6S,7S,8R,9S,12S,13S,16S,18S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-piperidine]-16-ol
SMILES (Canonical)	CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CCC6C5(CCC(C6)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(CC[C@@H](C6)O)C)C)C)NC1
InChI	InChI=1S/C27H45NO2/c1-16-7-12-27(28-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(29)8-10-25(18,3)21(20)9-11-26(22,24)4/h16-24,28-29H,5-15H2,1-4H3/t16-,17-,18-,19-,20+,21-,22-,23-,24-,25-,26-,27-/m0/s1
InChI Key	XYNPYHXGMWJBLV-VXPJTDKGSA-N
Popularity	478 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₇H₄₅NO₂
Molecular Weight	415.70 g/mol
Exact Mass	415.345029678 g/mol
Topological Polar Surface Area (TPSA)	41.50 Å²
XlogP	6.20
Atomic LogP (AlogP)	5.37
H-Bond Acceptor	3
H-Bond Donor	2
Rotatable Bonds	0

Synonyms

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77-59-8

Tomatidin

5alpha-Tomatidan-3beta-ol

(3beta,5alpha,22beta,25S)-Spirosolan-3-ol

CHEBI:9629

(22S,25S)-5alpha-spirosolan-3beta-ol

2B73S48786

SMR001233234

EINECS 201-040-3

NSC 27592

There are more than 10 synonyms. If you wish to see them all click here.

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	+	0.9904	99.04%
Caco-2	-	0.5625	56.25%
Blood Brain Barrier	+	0.7879	78.79%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Lysosomes	0.5355	53.55%
OATP2B1 inhibitior	-	0.5716	57.16%
OATP1B1 inhibitior	+	0.9005	90.05%
OATP1B3 inhibitior	+	0.9376	93.76%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.4922	49.22%
P-glycoprotein inhibitior	-	0.6134	61.34%
P-glycoprotein substrate	-	0.5949	59.49%
CYP3A4 substrate	+	0.7144	71.44%
CYP2C9 substrate	-	0.7859	78.59%
CYP2D6 substrate	-	0.7002	70.02%
CYP3A4 inhibition	-	0.9681	96.81%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9354	93.54%
CYP2C8 inhibition	-	0.6302	63.02%
CYP inhibitory promiscuity	-	0.9450	94.50%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5808	58.08%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9463	94.63%
Skin irritation	-	0.7721	77.21%
Skin corrosion	-	0.8912	89.12%
Ames mutagenesis	-	0.7454	74.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4544	45.44%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.7313	73.13%
skin sensitisation	-	0.8311	83.11%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7062	70.62%
Acute Oral Toxicity (c)	III	0.7096	70.96%
Estrogen receptor binding	+	0.7039	70.39%
Androgen receptor binding	-	0.8512	85.12%
Thyroid receptor binding	+	0.6964	69.64%
Glucocorticoid receptor binding	+	0.7683	76.83%
Aromatase binding	+	0.7302	73.02%
PPAR gamma	+	0.5858	58.58%
Honey bee toxicity	-	0.6871	68.71%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	-	0.8175	81.75%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4931	Q15125	3-beta-hydroxysteroid-delta(8),delta(7)-isomerase	583 nM	Ki	via Super-PRED
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	398.1 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.00%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.76%	97.09%
CHEMBL204	P00734	Thrombin	95.10%	96.01%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	92.89%	89.05%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.66%	91.11%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	90.21%	97.31%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	89.91%	95.58%
CHEMBL238	Q01959	Dopamine transporter	89.38%	95.88%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.30%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.01%	100.00%
CHEMBL233	P35372	Mu opioid receptor	87.50%	97.93%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	87.21%	92.88%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.79%	92.94%
CHEMBL3045	P05771	Protein kinase C beta	86.15%	97.63%
CHEMBL1871	P10275	Androgen Receptor	85.95%	96.43%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.74%	94.45%
CHEMBL237	P41145	Kappa opioid receptor	85.04%	98.10%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.03%	96.38%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	84.75%	98.99%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.02%	91.03%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.93%	96.61%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	82.57%	95.48%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.53%	96.95%
CHEMBL2996	Q05655	Protein kinase C delta	81.79%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.34%	95.89%
CHEMBL4581	P52732	Kinesin-like protein 1	80.95%	93.18%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.80%	97.28%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.77%	93.04%
CHEMBL4482	O96013	Serine/threonine-protein kinase PAK 4	80.65%	95.42%
CHEMBL221	P23219	Cyclooxygenase-1	80.10%	90.17%
CHEMBL242	Q92731	Estrogen receptor beta	80.03%	98.35%

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.

Solanum neocardenasii

Solanum polyadenium

Solanum tuberosum