Trojanoside K

Details

• Internal ID: f1a20cc1-0cf2-42b6-8b31-4e726314079c
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-15-[(2R,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethyl-14-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-9-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]oxane-3,4,5-triol
• SMILES (Canonical): CC1(C(CCC23C1C(CC4C2(C3)CCC5(C4(CC(C5C6(CCC(O6)C(C)(C)O)C)OC7C(C(C(C(O7)CO)O)O)O)C)C)OC8C(C(C(C(O8)CO)O)O)O)OC9C(C(C(CO9)O)O)O)C
• SMILES (Isomeric): C[C@]12CC[C@@]34C[C@@]35CC[C@@H](C([C@@H]5[C@H](C[C@H]4[C@@]1(C[C@@H]([C@@H]2[C@]6(CC[C@H](O6)C(C)(C)O)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)(C)C)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O
• InChI: InChI=1S/C47H78O19/c1-41(2)26(65-38-33(56)28(51)20(50)18-60-38)9-11-47-19-46(47)13-12-43(5)37(45(7)10-8-27(66-45)42(3,4)59)22(62-40-35(58)32(55)30(53)24(17-49)64-40)15-44(43,6)25(46)14-21(36(41)47)61-39-34(57)31(54)29(52)23(16-48)63-39/h20-40,48-59H,8-19H2,1-7H3/t20-,21+,22+,23-,24-,25+,26+,27+,28+,29-,30-,31+,32+,33-,34-,35-,36+,37+,38+,39-,40-,43-,44+,45-,46+,47-/m1/s1
• InChI Key: QTEHQCHWMXVZLP-CKJVKWNBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₈O₁₉
• Molecular Weight: 947.10 g/mol
• Exact Mass: 946.51373025 g/mol
• Topological Polar Surface Area (TPSA): 307.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -1.45
• H-Bond Acceptor: 19
• H-Bond Donor: 12
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6581	65.81%
Caco-2	-	0.8740	87.40%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6782	67.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8373	83.73%
OATP1B3 inhibitior	+	0.9422	94.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.7132	71.32%
P-glycoprotein inhibitior	+	0.7542	75.42%
P-glycoprotein substrate	-	0.5155	51.55%
CYP3A4 substrate	+	0.7251	72.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8361	83.61%
CYP3A4 inhibition	-	0.8783	87.83%
CYP2C9 inhibition	-	0.8009	80.09%
CYP2C19 inhibition	-	0.8368	83.68%
CYP2D6 inhibition	-	0.9401	94.01%
CYP1A2 inhibition	-	0.8971	89.71%
CYP2C8 inhibition	+	0.6927	69.27%
CYP inhibitory promiscuity	-	0.9329	93.29%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6399	63.99%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9031	90.31%
Skin irritation	-	0.7237	72.37%
Skin corrosion	-	0.9438	94.38%
Ames mutagenesis	-	0.6170	61.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7876	78.76%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6516	65.16%
skin sensitisation	-	0.9098	90.98%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.9511	95.11%
Acute Oral Toxicity (c)	I	0.6658	66.58%
Estrogen receptor binding	+	0.6508	65.08%
Androgen receptor binding	+	0.7536	75.36%
Thyroid receptor binding	-	0.5567	55.67%
Glucocorticoid receptor binding	+	0.6046	60.46%
Aromatase binding	+	0.6437	64.37%
PPAR gamma	+	0.7289	72.89%
Honey bee toxicity	-	0.6271	62.71%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8633	86.33%

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	98.80%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.10%	97.25%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	95.16%	83.57%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.82%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.63%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.23%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	93.10%	95.93%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.25%	96.95%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.18%	96.21%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	90.18%	100.00%
CHEMBL220	P22303	Acetylcholinesterase	90.05%	94.45%
CHEMBL1977	P11473	Vitamin D receptor	89.12%	99.43%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.85%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.12%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.76%	95.50%
CHEMBL259	P32245	Melanocortin receptor 4	87.36%	95.38%
CHEMBL3589	P55263	Adenosine kinase	87.03%	98.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.55%	100.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	86.46%	92.88%
CHEMBL204	P00734	Thrombin	85.92%	96.01%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.37%	92.94%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.92%	96.77%
CHEMBL2996	Q05655	Protein kinase C delta	84.53%	97.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.66%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.30%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.95%	92.62%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	82.73%	97.47%
CHEMBL237	P41145	Kappa opioid receptor	82.71%	98.10%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.22%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.13%	97.14%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	80.90%	95.58%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.78%	82.50%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.40%	97.33%

Plants that contains it

• Astragalus thracicus

Cross-Links

• PubChem: 101129086
• NPASS: NPC73342