Goyaglicoside B

Details

• Internal ID: 4bdcf738-e087-4f93-84fe-2e6723cf8289
• 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,19R)-8-[(E,2R)-6-hydroxy-6-methylhept-4-en-2-yl]-19-methoxy-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=CC(C)(C)O)C1CCC2(C1(CCC34C2C=CC5(C3CCC(C5(C)C)OC6C(C(C(C(O6)CO)O)O)O)OC4OC)C)C
• SMILES (Isomeric): C[C@H](C/C=C/C(C)(C)O)[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)O[C@H]4OC)C)C
• InChI: InChI=1S/C37H60O9/c1-21(10-9-15-32(2,3)42)22-13-16-35(7)24-14-17-37-25(36(24,31(43-8)46-37)19-18-34(22,35)6)11-12-26(33(37,4)5)45-30-29(41)28(40)27(39)23(20-38)44-30/h9,14-15,17,21-31,38-42H,10-13,16,18-20H2,1-8H3/b15-9+/t21-,22-,23-,24+,25+,26+,27-,28+,29-,30+,31-,34-,35+,36+,37-/m1/s1
• InChI Key: VTWHHBJKZZJDQM-LTUWWJRKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₆₀O₉
• Molecular Weight: 648.90 g/mol
• Exact Mass: 648.42373349 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.09
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

• CHEMBL2335919
• DTXSID601101364
• 19-Norlanosta-6,23-diene-9-carboxaldehyde, 3-(beta-D-glucopyranosyloxy)-5,25-dihydroxy-, cyclic 9,5-(methyl acetal), [C(R),3beta,5beta,9beta,10alpha,23E]-
• 333332-41-5

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6569	65.69%
Caco-2	-	0.8451	84.51%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7126	71.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8398	83.98%
OATP1B3 inhibitior	+	0.8962	89.62%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.5075	50.75%
P-glycoprotein inhibitior	+	0.7619	76.19%
P-glycoprotein substrate	+	0.5220	52.20%
CYP3A4 substrate	+	0.7127	71.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8343	83.43%
CYP3A4 inhibition	-	0.9340	93.40%
CYP2C9 inhibition	-	0.8161	81.61%
CYP2C19 inhibition	-	0.8499	84.99%
CYP2D6 inhibition	-	0.9421	94.21%
CYP1A2 inhibition	-	0.8779	87.79%
CYP2C8 inhibition	+	0.6637	66.37%
CYP inhibitory promiscuity	-	0.8963	89.63%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6362	63.62%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9222	92.22%
Skin irritation	-	0.7009	70.09%
Skin corrosion	-	0.9445	94.45%
Ames mutagenesis	-	0.6040	60.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.7807	78.07%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9090	90.90%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.8237	82.37%
Acute Oral Toxicity (c)	I	0.4823	48.23%
Estrogen receptor binding	+	0.6309	63.09%
Androgen receptor binding	+	0.7545	75.45%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6913	69.13%
Aromatase binding	+	0.6554	65.54%
PPAR gamma	+	0.6559	65.59%
Honey bee toxicity	-	0.6453	64.53%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9137	91.37%

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	99.12%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.50%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.90%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.52%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.70%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.55%	97.09%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	93.51%	100.00%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	92.75%	97.88%
CHEMBL2581	P07339	Cathepsin D	92.65%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	92.63%	97.79%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	89.40%	92.88%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.80%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.30%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.00%	91.07%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.55%	91.03%
CHEMBL1977	P11473	Vitamin D receptor	85.35%	99.43%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.88%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.85%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.82%	97.28%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.36%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.34%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.33%	97.14%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	83.34%	97.47%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.73%	89.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.48%	91.24%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.04%	95.83%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.78%	95.50%
CHEMBL5555	O00767	Acyl-CoA desaturase	81.75%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.00%	93.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.67%	96.21%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.13%	93.56%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.13%	92.86%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.10%	96.00%

Plants that contains it

• Momordica charantia

Cross-Links

• PubChem: 71718269
• LOTUS: LTS0025856
• wikiData: Q105293045