Licorice glycoside B

Details

• Internal ID: 15a1822f-4b02-4d2c-b136-d939047b829b
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: [(3S,4R,5S)-5-[(2S,3R,4S,5S,6R)-2-[4-[(E)-3-(2,4-dihydroxyphenyl)-3-oxoprop-1-enyl]phenoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1C(C(C(O1)OC2C(C(C(OC2OC3=CC=C(C=C3)C=CC(=O)C4=C(C=C(C=C4)O)O)CO)O)O)O)(COC(=O)C=CC5=CC=C(C=C5)O)O
• SMILES (Isomeric): C1[C@@]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=CC=C(C=C3)/C=C/C(=O)C4=C(C=C(C=C4)O)O)CO)O)O)O)(COC(=O)/C=C/C5=CC=C(C=C5)O)O
• InChI: InChI=1S/C35H36O15/c36-16-27-29(42)30(43)31(50-34-32(44)35(45,18-47-34)17-46-28(41)14-6-19-1-7-21(37)8-2-19)33(49-27)48-23-10-3-20(4-11-23)5-13-25(39)24-12-9-22(38)15-26(24)40/h1-15,27,29-34,36-38,40,42-45H,16-18H2/b13-5+,14-6+/t27-,29-,30+,31-,32+,33-,34+,35-/m1/s1
• InChI Key: DBMYJNREMDOYPY-XMCJHVAISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₃₆O₁₅
• Molecular Weight: 696.60 g/mol
• Exact Mass: 696.20542044 g/mol
• Topological Polar Surface Area (TPSA): 242.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 0.61
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 12

Synonyms

• SCHEMBL30384243
• CHEBI:190787
• [(3S,4R,5S)-5-[(2S,3R,4S,5S,6R)-2-[4-[(E)-3-(2,4-dihydroxyphenyl)-3-oxoprop-1-enyl]phenoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6559	65.59%
Caco-2	-	0.8967	89.67%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Mitochondria	0.6200	62.00%
OATP2B1 inhibitior	-	0.7122	71.22%
OATP1B1 inhibitior	+	0.8931	89.31%
OATP1B3 inhibitior	+	0.9550	95.50%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7967	79.67%
P-glycoprotein inhibitior	+	0.6533	65.33%
P-glycoprotein substrate	-	0.5445	54.45%
CYP3A4 substrate	+	0.6814	68.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8771	87.71%
CYP3A4 inhibition	-	0.8034	80.34%
CYP2C9 inhibition	-	0.8743	87.43%
CYP2C19 inhibition	-	0.8565	85.65%
CYP2D6 inhibition	-	0.8969	89.69%
CYP1A2 inhibition	-	0.9116	91.16%
CYP2C8 inhibition	+	0.7667	76.67%
CYP inhibitory promiscuity	-	0.8188	81.88%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5926	59.26%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9176	91.76%
Skin irritation	-	0.8306	83.06%
Skin corrosion	-	0.9415	94.15%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7705	77.05%
Micronuclear	+	0.5133	51.33%
Hepatotoxicity	-	0.7216	72.16%
skin sensitisation	-	0.7909	79.09%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8557	85.57%
Acute Oral Toxicity (c)	III	0.6633	66.33%
Estrogen receptor binding	+	0.8274	82.74%
Androgen receptor binding	+	0.6558	65.58%
Thyroid receptor binding	+	0.5408	54.08%
Glucocorticoid receptor binding	-	0.4662	46.62%
Aromatase binding	+	0.6086	60.86%
PPAR gamma	+	0.7350	73.50%
Honey bee toxicity	-	0.6816	68.16%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8916	89.16%

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	99.75%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.05%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.70%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.82%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	93.95%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.95%	89.00%
CHEMBL4208	P20618	Proteasome component C5	91.78%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.53%	95.56%
CHEMBL3194	P02766	Transthyretin	91.36%	90.71%
CHEMBL206	P03372	Estrogen receptor alpha	90.75%	97.64%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.16%	96.09%
CHEMBL2243	O00519	Anandamide amidohydrolase	88.39%	97.53%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.16%	91.07%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.00%	96.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.22%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.31%	99.17%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.89%	85.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.73%	92.94%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.94%	95.89%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.93%	97.28%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.57%	89.67%
CHEMBL2581	P07339	Cathepsin D	81.08%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	81.07%	94.73%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.28%	94.62%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	80.09%	88.00%

Plants that contains it

• Glycyrrhiza glabra
• Glycyrrhiza inflata
• Glycyrrhiza uralensis
• Mitracarpus hirtus

Cross-Links

• PubChem: 101938904
• NPASS: NPC153056