4''-O-beta-D-glucosyl-9-O-(6''''-deoxysaccharosyl)olivil

Details

• Internal ID: 24f80d05-db73-4277-b97e-1f4bcf9c5286
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[4-[[(3S,4R,5S)-4-[[(2R,3S,4S,5S)-3,4-dihydroxy-5-(hydroxymethyl)-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxolan-2-yl]methoxymethyl]-3-hydroxy-5-(4-hydroxy-3-methoxyphenyl)oxolan-3-yl]methyl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C38H54O22/c1-52-21-8-17(4-5-19(21)42)33-18(12-54-13-25-28(45)34(50)38(14-41,59-25)60-36-32(49)30(47)27(44)24(11-40)58-36)37(51,15-55-33)9-16-3-6-20(22(7-16)53-2)56-35-31(48)29(46)26(43)23(10-39)57-35/h3-8,18,23-36,39-51H,9-15H2,1-2H3/t18-,23-,24-,25-,26-,27-,28-,29+,30+,31-,32-,33-,34+,35-,36-,37-,38+/m1/s1
• InChI Key: NVEGRZMDXHGAHQ-ZBBDYMFJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₄O₂₂
• Molecular Weight: 862.80 g/mol
• Exact Mass: 862.31067335 g/mol
• Topological Polar Surface Area (TPSA): 346.00 Ų
• XlogP: -3.90
• Atomic LogP (AlogP): -5.11
• H-Bond Acceptor: 22
• H-Bond Donor: 13
• Rotatable Bonds: 16

Synonyms

• BDBM50260210
• 4''-O-beta-D-glucosyl-9-O-(6'' ''-deoxysaccharosyl)olivil

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5528	55.28%
Caco-2	-	0.8785	87.85%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7549	75.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8517	85.17%
OATP1B3 inhibitior	+	0.9553	95.53%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7926	79.26%
P-glycoprotein inhibitior	+	0.7084	70.84%
P-glycoprotein substrate	+	0.5679	56.79%
CYP3A4 substrate	+	0.6983	69.83%
CYP2C9 substrate	-	0.8016	80.16%
CYP2D6 substrate	-	0.8024	80.24%
CYP3A4 inhibition	-	0.8577	85.77%
CYP2C9 inhibition	-	0.8713	87.13%
CYP2C19 inhibition	-	0.8282	82.82%
CYP2D6 inhibition	-	0.9044	90.44%
CYP1A2 inhibition	-	0.8945	89.45%
CYP2C8 inhibition	+	0.8203	82.03%
CYP inhibitory promiscuity	-	0.8220	82.20%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6057	60.57%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9083	90.83%
Skin irritation	-	0.8309	83.09%
Skin corrosion	-	0.9506	95.06%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8488	84.88%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8649	86.49%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8860	88.60%
Acute Oral Toxicity (c)	III	0.6092	60.92%
Estrogen receptor binding	+	0.8014	80.14%
Androgen receptor binding	+	0.6473	64.73%
Thyroid receptor binding	+	0.5423	54.23%
Glucocorticoid receptor binding	+	0.6078	60.78%
Aromatase binding	+	0.5522	55.22%
PPAR gamma	+	0.7389	73.89%
Honey bee toxicity	-	0.6908	69.08%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.8008	80.08%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL226	P30542	Adenosine A1 receptor	23600 nM; 31000 nM	Ki; Ki	PMID: 19327990; PMID: 18378710

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.45%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.41%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.74%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.36%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	92.90%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.66%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.31%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.59%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.31%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.70%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.18%	92.62%
CHEMBL2581	P07339	Cathepsin D	88.26%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.97%	86.92%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	86.83%	85.49%
CHEMBL2535	P11166	Glucose transporter	86.76%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.52%	99.17%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.23%	95.83%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.07%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.87%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.27%	97.14%
CHEMBL3401	O75469	Pregnane X receptor	85.26%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.18%	96.95%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.12%	97.33%
CHEMBL5555	O00767	Acyl-CoA desaturase	83.20%	97.50%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	82.29%	89.44%
CHEMBL226	P30542	Adenosine A1 receptor	82.19%	95.93%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.15%	96.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.49%	100.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.26%	89.67%

Plants that contains it

• Valeriana officinalis

Cross-Links

• PubChem: 21591949
• NPASS: NPC475224
• ChEMBL: CHEMBL501388