Eruboside B

Details

• Internal ID: d4d1cc39-8cb8-49b1-abca-8f9782c2ef8c
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S,18S,19R)-19-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC(C6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)OC9C(C(C(C(O9)CO)O)O)O)OC2C(C(C(C(O2)CO)O)O)O)O)O)C)O)C)C)OC1
• SMILES (Isomeric): C[C@@H]1CC[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@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O)C)O)C)C)OC1
• InChI: InChI=1S/C51H84O24/c1-19-5-10-51(66-18-19)20(2)32-27(75-51)13-24-22-12-26(56)25-11-21(6-8-49(25,3)23(22)7-9-50(24,32)4)67-45-41(65)38(62)42(31(17-55)71-45)72-48-44(74-47-40(64)37(61)34(58)29(15-53)69-47)43(35(59)30(16-54)70-48)73-46-39(63)36(60)33(57)28(14-52)68-46/h19-48,52-65H,5-18H2,1-4H3/t19-,20+,21+,22-,23+,24+,25-,26-,27+,28-,29-,30-,31-,32+,33-,34-,35-,36+,37+,38-,39-,40-,41-,42+,43+,44-,45-,46+,47+,48+,49-,50+,51-/m1/s1
• InChI Key: ZQEKBPUAGJKEQO-FMLONHBLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₄O₂₄
• Molecular Weight: 1081.20 g/mol
• Exact Mass: 1080.53525354 g/mol
• Topological Polar Surface Area (TPSA): 376.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -3.94
• H-Bond Acceptor: 24
• H-Bond Donor: 14
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5246	52.46%
Caco-2	-	0.8771	87.71%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6174	61.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9067	90.67%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	+	0.7051	70.51%
P-glycoprotein inhibitior	+	0.7330	73.30%
P-glycoprotein substrate	-	0.6537	65.37%
CYP3A4 substrate	+	0.7414	74.14%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8164	81.64%
CYP3A4 inhibition	-	0.9473	94.73%
CYP2C9 inhibition	-	0.9215	92.15%
CYP2C19 inhibition	-	0.8997	89.97%
CYP2D6 inhibition	-	0.9561	95.61%
CYP1A2 inhibition	-	0.9215	92.15%
CYP2C8 inhibition	+	0.6627	66.27%
CYP inhibitory promiscuity	-	0.9616	96.16%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6223	62.23%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9049	90.49%
Skin irritation	-	0.6555	65.55%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.8154	81.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8165	81.65%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.9375	93.75%
skin sensitisation	-	0.9420	94.20%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7981	79.81%
Acute Oral Toxicity (c)	I	0.8185	81.85%
Estrogen receptor binding	+	0.8490	84.90%
Androgen receptor binding	+	0.6967	69.67%
Thyroid receptor binding	-	0.5276	52.76%
Glucocorticoid receptor binding	+	0.5588	55.88%
Aromatase binding	+	0.6314	63.14%
PPAR gamma	+	0.7512	75.12%
Honey bee toxicity	-	0.5456	54.56%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.7523	75.23%

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	97.88%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.45%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.61%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.07%	97.09%
CHEMBL237	P41145	Kappa opioid receptor	91.96%	98.10%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	91.71%	95.50%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	91.06%	97.31%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.87%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	90.75%	95.93%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	90.58%	92.86%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.51%	94.45%
CHEMBL206	P03372	Estrogen receptor alpha	90.40%	97.64%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	90.21%	95.58%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.74%	97.25%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.35%	96.21%
CHEMBL5255	O00206	Toll-like receptor 4	88.11%	92.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.30%	89.05%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	87.28%	97.86%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.28%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.48%	89.00%
CHEMBL233	P35372	Mu opioid receptor	84.20%	97.93%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	83.85%	97.29%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.55%	100.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.02%	86.92%
CHEMBL325	Q13547	Histone deacetylase 1	82.38%	95.92%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.84%	96.77%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.63%	97.50%
CHEMBL5524	Q99873	Protein-arginine N-methyltransferase 1	81.27%	96.67%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	81.14%	92.32%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.87%	91.24%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.82%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.39%	96.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.05%	92.62%

Plants that contains it

• Allium rotundum
• Allium sativum
• Aniba megaphylla
• Berberis integerrima
• Calocedrus decurrens
• Digitalis sceptrum
• Herbertus sakuraii
• Nauclea latifolia
• Orthopappus angustifolius
• Scurrula parasitica

Cross-Links

• PubChem: 13787750
• NPASS: NPC137136
• LOTUS: LTS0270499
• wikiData: Q105381412