Fruticesaponin B

Details

• Internal ID: adc924b8-7365-4e7f-906b-d628de32b374
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (1R,3aS,5aR,5bR,7aR,8S,9S,11aR,11bR,13aR,13bR)-9-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5a,5b,8,11a-tetramethyl-1-prop-1-en-2-yl-3a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-8-carboxylic acid
• InChI: InChI=1S/C48H76O19/c1-20(2)22-10-15-48(43(61)67-41-36(57)33(54)31(52)24(18-49)63-41)17-16-45(5)23(29(22)48)8-9-26-44(4)13-12-28(47(7,42(59)60)27(44)11-14-46(26,45)6)65-40-37(58)34(55)38(25(19-50)64-40)66-39-35(56)32(53)30(51)21(3)62-39/h21-41,49-58H,1,8-19H2,2-7H3,(H,59,60)/t21-,22-,23+,24+,25+,26+,27+,28-,29+,30-,31+,32+,33-,34+,35+,36+,37+,38+,39-,40-,41-,44+,45+,46+,47-,48-/m0/s1
• InChI Key: AHPZBBYUCGGWKP-YRNANONPSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₆O₁₉
• Molecular Weight: 957.10 g/mol
• Exact Mass: 956.49808019 g/mol
• Topological Polar Surface Area (TPSA): 312.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 0.09
• H-Bond Acceptor: 18
• H-Bond Donor: 11
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6096	60.96%
Caco-2	-	0.8848	88.48%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8115	81.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8463	84.63%
OATP1B3 inhibitior	+	0.8498	84.98%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6048	60.48%
BSEP inhibitior	+	0.6806	68.06%
P-glycoprotein inhibitior	+	0.7480	74.80%
P-glycoprotein substrate	-	0.5242	52.42%
CYP3A4 substrate	+	0.7274	72.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8776	87.76%
CYP3A4 inhibition	-	0.9079	90.79%
CYP2C9 inhibition	-	0.9014	90.14%
CYP2C19 inhibition	-	0.9100	91.00%
CYP2D6 inhibition	-	0.9530	95.30%
CYP1A2 inhibition	-	0.8903	89.03%
CYP2C8 inhibition	+	0.7324	73.24%
CYP inhibitory promiscuity	-	0.9446	94.46%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6732	67.32%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9043	90.43%
Skin irritation	-	0.5122	51.22%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7580	75.80%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.8473	84.73%
skin sensitisation	-	0.9225	92.25%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.9211	92.11%
Acute Oral Toxicity (c)	III	0.4375	43.75%
Estrogen receptor binding	+	0.7984	79.84%
Androgen receptor binding	+	0.7581	75.81%
Thyroid receptor binding	-	0.5338	53.38%
Glucocorticoid receptor binding	+	0.7390	73.90%
Aromatase binding	+	0.6273	62.73%
PPAR gamma	+	0.7941	79.41%
Honey bee toxicity	-	0.5892	58.92%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9810	98.10%

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	96.71%	96.09%
CHEMBL233	P35372	Mu opioid receptor	95.65%	97.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.13%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.43%	96.61%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.37%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.37%	86.33%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	89.96%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.53%	92.94%
CHEMBL2581	P07339	Cathepsin D	88.58%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	87.66%	91.19%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.44%	96.38%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	87.39%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.49%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.25%	95.89%
CHEMBL237	P41145	Kappa opioid receptor	85.90%	98.10%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.56%	91.24%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.34%	97.33%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.27%	95.83%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	84.05%	97.86%
CHEMBL5255	O00206	Toll-like receptor 4	84.00%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.82%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.04%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.73%	97.09%
CHEMBL2243	O00519	Anandamide amidohydrolase	82.52%	97.53%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.50%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.33%	95.89%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	82.27%	97.31%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.11%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.97%	99.17%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.73%	92.86%
CHEMBL5028	O14672	ADAM10	81.65%	97.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.59%	82.50%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	81.48%	95.36%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	80.95%	85.83%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.44%	100.00%

Plants that contains it

• Bupleurum fruticescens

Cross-Links

• PubChem: 102119830
• LOTUS: LTS0078998
• wikiData: Q104912397