Luzonoside B

Details

• Internal ID: 494b6652-168f-4df2-abac-3607c81ae924
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: [(1S,4aS,6S,7R,7aS)-7-hydroxy-7-(hydroxymethyl)-6-[(Z)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-4-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-1-yl] 3-methylbutanoate
• SMILES (Canonical): CC(C)CC(=O)OC1C2C(CC(C2(CO)O)OC(=O)C=CC3=CC=C(C=C3)O)C(=CO1)COC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): CC(C)CC(=O)O[C@H]1[C@H]2[C@H](C[C@@H]([C@@]2(CO)O)OC(=O)/C=C\C3=CC=C(C=C3)O)C(=CO1)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
• InChI: InChI=1S/C30H40O14/c1-15(2)9-23(35)44-28-24-19(17(12-40-28)13-41-29-27(38)26(37)25(36)20(11-31)42-29)10-21(30(24,39)14-32)43-22(34)8-5-16-3-6-18(33)7-4-16/h3-8,12,15,19-21,24-29,31-33,36-39H,9-11,13-14H2,1-2H3/b8-5-/t19-,20-,21+,24-,25-,26+,27-,28+,29-,30-/m1/s1
• InChI Key: VUZLGISBPIEZOX-FSCPBUJOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₀O₁₄
• Molecular Weight: 624.60 g/mol
• Exact Mass: 624.24180595 g/mol
• Topological Polar Surface Area (TPSA): 222.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.68
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 11

Synonyms

• SCHEMBL420752
• CHEMBL504344

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7960	79.60%
Caco-2	-	0.8767	87.67%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.7670	76.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8140	81.40%
OATP1B3 inhibitior	+	0.9307	93.07%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5710	57.10%
P-glycoprotein inhibitior	+	0.5932	59.32%
P-glycoprotein substrate	+	0.5448	54.48%
CYP3A4 substrate	+	0.6865	68.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8754	87.54%
CYP3A4 inhibition	-	0.8555	85.55%
CYP2C9 inhibition	-	0.8367	83.67%
CYP2C19 inhibition	-	0.7899	78.99%
CYP2D6 inhibition	-	0.8843	88.43%
CYP1A2 inhibition	-	0.8519	85.19%
CYP2C8 inhibition	+	0.7195	71.95%
CYP inhibitory promiscuity	-	0.8748	87.48%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6018	60.18%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9296	92.96%
Skin irritation	-	0.7465	74.65%
Skin corrosion	-	0.9450	94.50%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7723	77.23%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.7197	71.97%
skin sensitisation	-	0.8313	83.13%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6408	64.08%
Acute Oral Toxicity (c)	I	0.4113	41.13%
Estrogen receptor binding	+	0.8023	80.23%
Androgen receptor binding	+	0.7128	71.28%
Thyroid receptor binding	-	0.5271	52.71%
Glucocorticoid receptor binding	+	0.5698	56.98%
Aromatase binding	+	0.5709	57.09%
PPAR gamma	+	0.6554	65.54%
Honey bee toxicity	-	0.7506	75.06%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9840	98.40%

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	98.77%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.37%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.83%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	96.61%	95.93%
CHEMBL4040	P28482	MAP kinase ERK2	95.79%	83.82%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.58%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.41%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.30%	89.00%
CHEMBL206	P03372	Estrogen receptor alpha	92.11%	97.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.92%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.72%	94.45%
CHEMBL2581	P07339	Cathepsin D	88.86%	98.95%
CHEMBL242	Q92731	Estrogen receptor beta	88.49%	98.35%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.15%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.83%	89.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.52%	99.17%
CHEMBL2996	Q05655	Protein kinase C delta	85.75%	97.79%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.37%	97.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.25%	95.89%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.89%	89.67%
CHEMBL4208	P20618	Proteasome component C5	81.68%	90.00%
CHEMBL5255	O00206	Toll-like receptor 4	81.62%	92.50%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.48%	85.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.37%	95.50%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	80.96%	94.97%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.47%	86.92%
CHEMBL268	P43235	Cathepsin K	80.30%	96.85%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.05%	100.00%

Plants that contains it

• Viburnum luzonicum

Cross-Links

• PubChem: 11387999
• LOTUS: LTS0101351
• wikiData: Q105297528