Solanine

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	0ac43f61-6972-45d4-9cb2-ea4686c79de1
Taxonomy	Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name	2-[5-hydroxy-6-(hydroxymethyl)-2-[(10,14,16,20-tetramethyl-22-azahexacyclo[12.10.0.02,11.05,10.015,23.017,22]tetracos-4-en-7-yl)oxy]-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical)	CC1CCC2C(C3C(N2C1)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)OC8C(C(C(C(O8)CO)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)C
SMILES (Isomeric)	CC1CCC2C(C3C(N2C1)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)OC8C(C(C(C(O8)CO)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)C
InChI	InChI=1S/C45H73NO15/c1-19-6-9-27-20(2)31-28(46(27)16-19)15-26-24-8-7-22-14-23(10-12-44(22,4)25(24)11-13-45(26,31)5)57-43-40(61-41-37(54)35(52)32(49)21(3)56-41)39(34(51)30(18-48)59-43)60-42-38(55)36(53)33(50)29(17-47)58-42/h7,19-21,23-43,47-55H,6,8-18H2,1-5H3
InChI Key	ZGVSETXHNHBTRK-UHFFFAOYSA-N
Popularity	307 references in papers

Physical and Chemical Properties

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Molecular Formula	C₄₅H₇₃NO₁₅
Molecular Weight	868.10 g/mol
Exact Mass	867.49802062 g/mol
Topological Polar Surface Area (TPSA)	241.00 Å²
XlogP	1.80
Atomic LogP (AlogP)	0.16
H-Bond Acceptor	16
H-Bond Donor	9
Rotatable Bonds	8

Synonyms

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alpha-Solanine

alpha-Solanin

20562-02-1

.alpha.-Solanine

a-solanine

(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-5-Hydroxy-6-(hydroxymethyl)-2-[[(1S,2S,7S,10R,11S,14S,15R,16S,17S,20S,23S)-10,14,16,20-tetramethyl-22-azahexacyclo[12.10.0.02,11.05,10.015,23.017,22]tetracos-4-en-7-yl]oxy]-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

2-[5-Hydroxy-6-(hydroxymethyl)-2-[(10,14,16,20-tetramethyl-22-azahexacyclo[12.10.0.02,11.05,10.015,23.017,22]tetracos-4-en-7-yl)oxy]-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

SCHEMBL2380177

CHEMBL1975187

DTXSID90860251

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	+	0.6414	64.14%
Caco-2	-	0.8838	88.38%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.5229	52.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8715	87.15%
OATP1B3 inhibitior	+	0.9273	92.73%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.5857	58.57%
P-glycoprotein inhibitior	+	0.7187	71.87%
P-glycoprotein substrate	+	0.5859	58.59%
CYP3A4 substrate	+	0.7437	74.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7546	75.46%
CYP3A4 inhibition	-	0.9623	96.23%
CYP2C9 inhibition	-	0.9280	92.80%
CYP2C19 inhibition	-	0.9301	93.01%
CYP2D6 inhibition	-	0.9137	91.37%
CYP1A2 inhibition	-	0.9272	92.72%
CYP2C8 inhibition	+	0.6607	66.07%
CYP inhibitory promiscuity	-	0.9012	90.12%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4950	49.50%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.9173	91.73%
Skin irritation	-	0.7078	70.78%
Skin corrosion	-	0.9264	92.64%
Ames mutagenesis	-	0.9800	98.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7565	75.65%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.9250	92.50%
skin sensitisation	-	0.8677	86.77%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6991	69.91%
Acute Oral Toxicity (c)	III	0.7971	79.71%
Estrogen receptor binding	+	0.8905	89.05%
Androgen receptor binding	+	0.7388	73.88%
Thyroid receptor binding	-	0.5931	59.31%
Glucocorticoid receptor binding	-	0.8662	86.62%
Aromatase binding	+	0.6505	65.05%
PPAR gamma	+	0.7129	71.29%
Honey bee toxicity	-	0.6356	63.56%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.8207	82.07%

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	99.18%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.44%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.87%	95.93%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	94.95%	89.05%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.54%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.39%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.03%	97.25%
CHEMBL2581	P07339	Cathepsin D	92.29%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.43%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.76%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.04%	95.89%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	87.23%	98.46%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.07%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.73%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	84.21%	92.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.23%	97.36%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.74%	93.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.60%	96.90%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.28%	94.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.08%	86.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.19%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.05%	95.56%

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.

Veratrum grandiflorum

Veratrum nigrum