Jujuboside-B

Details

• Internal ID: 2f67da63-0ea3-4390-aab6-f65bda751007
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2S,3R,4R,5R,6R)-2-[(2S,3R,4R,5R)-4-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-[[(1S,4S,7R,9S,13R,17S,18S,20R)-18-hydroxy-4,8,8,12,18-pentamethyl-20-(2-methylprop-1-enyl)-21,23-dioxahexacyclo[18.2.1.01,17.03,16.04,13.07,12]tricosan-9-yl]oxy]oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C5CCC6C(C5(CCC4C3(C)C)C)CC78C6C(CC(O7)(OC8)C=C(C)C)(C)O)C)O)OC9C(C(C(C(O9)CO)O)O)OC1C(C(C(CO1)O)O)O)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@@H]([C@@H](CO[C@H]2O[C@H]3CCC4([C@@H]5CCC6[C@H]7[C@@](C[C@]8(OC[C@]7(O8)CC6[C@@]5(CC[C@H]4C3(C)C)C)C=C(C)C)(C)O)C)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)O)O)O
• InChI: InChI=1S/C52H84O21/c1-22(2)15-52-20-50(8,63)42-24-9-10-30-48(6,25(24)16-51(42,73-52)21-66-52)13-11-29-47(4,5)31(12-14-49(29,30)7)69-45-41(72-44-38(62)35(59)32(56)23(3)67-44)39(27(55)19-65-45)70-46-40(36(60)34(58)28(17-53)68-46)71-43-37(61)33(57)26(54)18-64-43/h15,23-46,53-63H,9-14,16-21H2,1-8H3/t23-,24?,25?,26-,27-,28-,29+,30-,31+,32+,33+,34-,35-,36+,37-,38-,39-,40-,41-,42+,43+,44+,45+,46+,48+,49?,50+,51-,52+/m1/s1
• InChI Key: GFOFQZZEGDPXTG-ZHUYPZMKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₄O₂₁
• Molecular Weight: 1045.20 g/mol
• Exact Mass: 1044.55050968 g/mol
• Topological Polar Surface Area (TPSA): 315.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -0.54
• H-Bond Acceptor: 21
• H-Bond Donor: 11
• Rotatable Bonds: 10

Synonyms

• DTXSID80670023
• PUBCHEM_45358134
• AKOS015965496
• AC-20265
• AC-33979

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7413	74.13%
Caco-2	-	0.8854	88.54%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7037	70.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8049	80.49%
OATP1B3 inhibitior	+	0.9043	90.43%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8399	83.99%
P-glycoprotein inhibitior	+	0.7477	74.77%
P-glycoprotein substrate	+	0.6057	60.57%
CYP3A4 substrate	+	0.7451	74.51%
CYP2C9 substrate	-	0.7922	79.22%
CYP2D6 substrate	-	0.8371	83.71%
CYP3A4 inhibition	-	0.9289	92.89%
CYP2C9 inhibition	-	0.8037	80.37%
CYP2C19 inhibition	-	0.8690	86.90%
CYP2D6 inhibition	-	0.9287	92.87%
CYP1A2 inhibition	-	0.8837	88.37%
CYP2C8 inhibition	+	0.7525	75.25%
CYP inhibitory promiscuity	-	0.9253	92.53%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5990	59.90%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9032	90.32%
Skin irritation	-	0.6011	60.11%
Skin corrosion	-	0.9420	94.20%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7971	79.71%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.8479	84.79%
skin sensitisation	-	0.8915	89.15%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7870	78.70%
Acute Oral Toxicity (c)	I	0.6110	61.10%
Estrogen receptor binding	+	0.8242	82.42%
Androgen receptor binding	+	0.7319	73.19%
Thyroid receptor binding	+	0.5235	52.35%
Glucocorticoid receptor binding	+	0.7464	74.64%
Aromatase binding	+	0.6594	65.94%
PPAR gamma	+	0.8024	80.24%
Honey bee toxicity	-	0.6045	60.45%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9382	93.82%

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	98.61%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.92%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.40%	96.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	94.22%	91.24%
CHEMBL226	P30542	Adenosine A1 receptor	93.66%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.64%	97.25%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.47%	92.94%
CHEMBL1937	Q92769	Histone deacetylase 2	91.89%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.22%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.96%	89.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.52%	96.61%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	89.06%	95.36%
CHEMBL2581	P07339	Cathepsin D	88.92%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.68%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.35%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.34%	86.33%
CHEMBL206	P03372	Estrogen receptor alpha	85.75%	97.64%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	85.38%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.95%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.42%	95.83%
CHEMBL3589	P55263	Adenosine kinase	84.13%	98.05%
CHEMBL237	P41145	Kappa opioid receptor	83.68%	98.10%
CHEMBL325	Q13547	Histone deacetylase 1	83.58%	95.92%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	83.55%	93.10%
CHEMBL1951	P21397	Monoamine oxidase A	82.92%	91.49%
CHEMBL2996	Q05655	Protein kinase C delta	82.61%	97.79%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.10%	97.28%
CHEMBL259	P32245	Melanocortin receptor 4	81.49%	95.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.28%	95.89%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.11%	82.50%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	80.35%	85.83%

Plants that contains it

• Ziziphus jujuba

Cross-Links

• PubChem: 45358134
• NPASS: NPC172990