Charantoside V

Details

• Internal ID: 36e3d408-699e-45b8-a28e-010d90dc25d6
• 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-[[(1R,4S,5S,8R,9R,12S,13S,16S)-8-[(2R,4R)-4-methoxy-6-methylhept-5-en-2-yl]-5,9,17,17-tetramethyl-18-oxapentacyclo[10.5.2.01,13.04,12.05,9]nonadec-2-en-16-yl]oxy]oxane-3,4,5-triol
• SMILES (Canonical): CC(CC(C=C(C)C)OC)C1CCC2(C1(CCC34C2C=CC5(C3CCC(C5(C)C)OC6C(C(C(C(O6)CO)O)O)O)OC4)C)C
• SMILES (Isomeric): C[C@H](C[C@H](C=C(C)C)OC)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2C=C[C@]5([C@H]3CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)OC4)C)C
• InChI: InChI=1S/C37H60O8/c1-21(2)17-23(42-8)18-22(3)24-11-13-35(7)26-12-14-37-27(36(26,20-43-37)16-15-34(24,35)6)9-10-28(33(37,4)5)45-32-31(41)30(40)29(39)25(19-38)44-32/h12,14,17,22-32,38-41H,9-11,13,15-16,18-20H2,1-8H3/t22-,23+,24-,25-,26+,27+,28+,29-,30+,31-,32+,34-,35+,36+,37-/m1/s1
• InChI Key: NMIXDARFKVGBJR-SXMBAHHVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₆₀O₈
• Molecular Weight: 632.90 g/mol
• Exact Mass: 632.42881887 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 4.77
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

• CHEMBL266062

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6817	68.17%
Caco-2	-	0.8381	83.81%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7307	73.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8385	83.85%
OATP1B3 inhibitior	+	0.8960	89.60%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.5243	52.43%
P-glycoprotein inhibitior	+	0.7857	78.57%
P-glycoprotein substrate	+	0.5340	53.40%
CYP3A4 substrate	+	0.7031	70.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8287	82.87%
CYP3A4 inhibition	-	0.9558	95.58%
CYP2C9 inhibition	-	0.8030	80.30%
CYP2C19 inhibition	-	0.8310	83.10%
CYP2D6 inhibition	-	0.9286	92.86%
CYP1A2 inhibition	-	0.8624	86.24%
CYP2C8 inhibition	+	0.6686	66.86%
CYP inhibitory promiscuity	-	0.8930	89.30%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6075	60.75%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9219	92.19%
Skin irritation	-	0.6796	67.96%
Skin corrosion	-	0.9425	94.25%
Ames mutagenesis	-	0.6378	63.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.8079	80.79%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5928	59.28%
skin sensitisation	-	0.8886	88.86%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7189	71.89%
Acute Oral Toxicity (c)	I	0.4615	46.15%
Estrogen receptor binding	+	0.6197	61.97%
Androgen receptor binding	+	0.7436	74.36%
Thyroid receptor binding	-	0.5102	51.02%
Glucocorticoid receptor binding	+	0.7122	71.22%
Aromatase binding	+	0.7056	70.56%
PPAR gamma	+	0.6546	65.46%
Honey bee toxicity	-	0.6184	61.84%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9226	92.26%

Targets

Proven Targets:

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	99.26%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.34%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.01%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.13%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.28%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.26%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	91.13%	89.05%
CHEMBL2243	O00519	Anandamide amidohydrolase	91.09%	97.53%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.48%	97.25%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	89.04%	97.47%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.15%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.63%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.30%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	85.65%	98.10%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.84%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.63%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.60%	97.14%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.58%	89.50%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	83.30%	95.58%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.03%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.70%	95.56%
CHEMBL268	P43235	Cathepsin K	82.65%	96.85%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.10%	97.28%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.03%	100.00%
CHEMBL3837	P07711	Cathepsin L	80.86%	96.61%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.59%	92.86%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.48%	93.00%

Plants that contains it

• Momordica charantia

Cross-Links

• PubChem: 23626171
• LOTUS: LTS0034264
• wikiData: Q105181809