Torvoside K

Details

• Internal ID: 91991890-3e40-477b-bc46-f21491cf1c02
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-2-[(1R,2S,3'S,4S,5'R,6S,7S,8R,9S,12S,13R,16S,18S,19S)-3',16-dihydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-19-yl]oxy-3,5-dihydroxy-6-methyloxan-4-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1CC(C2(C(C3C(O2)CC4C3(CCC5C4CC(C6C5(CCC(C6)O)C)OC7C(C(C(C(O7)C)O)OC8C(C(C(C(O8)C)O)O)O)O)C)C)OC1)O
• SMILES (Isomeric): C[C@@H]1C[C@@H]([C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4C[C@@H]([C@@H]6[C@@]5(CC[C@@H](C6)O)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C)O)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O)O)C)C)OC1)O
• InChI: InChI=1S/C39H64O13/c1-16-11-27(41)39(47-15-16)17(2)28-26(52-39)14-23-21-13-25(24-12-20(40)7-9-37(24,5)22(21)8-10-38(23,28)6)50-36-33(46)34(30(43)19(4)49-36)51-35-32(45)31(44)29(42)18(3)48-35/h16-36,40-46H,7-15H2,1-6H3/t16-,17+,18+,19-,20+,21-,22+,23+,24-,25+,26+,27+,28+,29+,30-,31-,32-,33-,34+,35+,36+,37-,38+,39+/m1/s1
• InChI Key: DRLHUZGVDNWMNU-ZGIVRYFZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₄O₁₃
• Molecular Weight: 740.90 g/mol
• Exact Mass: 740.43469209 g/mol
• Topological Polar Surface Area (TPSA): 197.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.44
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 4

Synonyms

• CHEMBL502467
• (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-2-[(1R,2S,3'S,4S,5'R,6S,7S,8R,9S,12S,13R,16S,18S,19S)-3',16-Dihydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-19-yl]oxy-3,5-dihydroxy-6-methyloxan-4-yl]oxy-6-methyloxane-3,4,5-triol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6779	67.79%
Caco-2	-	0.8717	87.17%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6570	65.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8925	89.25%
OATP1B3 inhibitior	+	0.9267	92.67%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.8262	82.62%
P-glycoprotein inhibitior	+	0.7022	70.22%
P-glycoprotein substrate	+	0.5148	51.48%
CYP3A4 substrate	+	0.7463	74.63%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.8067	80.67%
CYP3A4 inhibition	-	0.9507	95.07%
CYP2C9 inhibition	-	0.9238	92.38%
CYP2C19 inhibition	-	0.9199	91.99%
CYP2D6 inhibition	-	0.9525	95.25%
CYP1A2 inhibition	-	0.8854	88.54%
CYP2C8 inhibition	+	0.6647	66.47%
CYP inhibitory promiscuity	-	0.9682	96.82%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6025	60.25%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9199	91.99%
Skin irritation	-	0.6195	61.95%
Skin corrosion	-	0.9374	93.74%
Ames mutagenesis	-	0.6954	69.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6740	67.40%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.8570	85.70%
skin sensitisation	-	0.9267	92.67%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7130	71.30%
Acute Oral Toxicity (c)	I	0.6475	64.75%
Estrogen receptor binding	+	0.6181	61.81%
Androgen receptor binding	+	0.6766	67.66%
Thyroid receptor binding	-	0.5788	57.88%
Glucocorticoid receptor binding	+	0.5560	55.60%
Aromatase binding	+	0.6541	65.41%
PPAR gamma	+	0.6472	64.72%
Honey bee toxicity	-	0.5758	57.58%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.8652	86.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.00%	91.11%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	94.95%	97.31%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.90%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.05%	92.94%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.39%	96.61%
CHEMBL204	P00734	Thrombin	90.76%	96.01%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.58%	100.00%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	90.22%	92.78%
CHEMBL1871	P10275	Androgen Receptor	89.54%	96.43%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.97%	89.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	88.71%	92.88%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.70%	95.89%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	88.14%	97.86%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.73%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.36%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.05%	86.33%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	85.21%	98.99%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	84.05%	95.58%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.90%	97.09%
CHEMBL1914	P06276	Butyrylcholinesterase	83.61%	95.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.24%	96.77%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.65%	96.95%
CHEMBL5255	O00206	Toll-like receptor 4	82.40%	92.50%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.26%	97.21%
CHEMBL221	P23219	Cyclooxygenase-1	81.93%	90.17%
CHEMBL226	P30542	Adenosine A1 receptor	81.88%	95.93%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.86%	83.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.58%	96.38%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.57%	89.05%
CHEMBL237	P41145	Kappa opioid receptor	81.37%	98.10%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.23%	97.33%
CHEMBL242	Q92731	Estrogen receptor beta	81.07%	98.35%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.66%	92.86%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	80.64%	95.36%

Plants that contains it

• Solanum asperolanatum
• Solanum chrysotrichum
• Solanum torvum

Cross-Links

• PubChem: 11018078
• NPASS: NPC179859
• LOTUS: LTS0199734
• wikiData: Q104987470