Licorice glycoside D2

Details

• Internal ID: cc1b204e-3fa2-4573-9c25-b6581c0fbeb4
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: [(4S,5S)-5-[(2S,4S,5S)-4,5-dihydroxy-6-(hydroxymethyl)-2-[4-[(2S)-7-hydroxy-4-oxo-2,3-dihydrochromen-2-yl]phenoxy]oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1C(OC2=C(C1=O)C=CC(=C2)O)C3=CC=C(C=C3)OC4C(C(C(C(O4)CO)O)O)OC5C(C(CO5)(COC(=O)C=CC6=CC=C(C=C6)O)O)O
• SMILES (Isomeric): C1[C@H](OC2=C(C1=O)C=CC(=C2)O)C3=CC=C(C=C3)O[C@H]4C([C@H]([C@@H](C(O4)CO)O)O)O[C@H]5[C@H](C(CO5)(COC(=O)/C=C/C6=CC=C(C=C6)O)O)O
• InChI: InChI=1S/C35H36O15/c36-15-27-29(41)30(42)31(50-34-32(43)35(44,17-46-34)16-45-28(40)12-3-18-1-6-20(37)7-2-18)33(49-27)47-22-9-4-19(5-10-22)25-14-24(39)23-11-8-21(38)13-26(23)48-25/h1-13,25,27,29-34,36-38,41-44H,14-17H2/b12-3+/t25-,27?,29+,30-,31?,32+,33+,34-,35?/m0/s1
• InChI Key: KDXWZGOCBQGWEB-QZWSAEFYSA-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): 231.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.71
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 10

Synonyms

• (2S)-7,4'-Dihydroxyflavanone 4'-[4-p-coumaroylapiosyl-(1->2)-glucoside]
• LMPK12140029

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6718	67.18%
Caco-2	-	0.8998	89.98%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Mitochondria	0.5815	58.15%
OATP2B1 inhibitior	-	0.8540	85.40%
OATP1B1 inhibitior	+	0.8585	85.85%
OATP1B3 inhibitior	+	0.9648	96.48%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8743	87.43%
P-glycoprotein inhibitior	+	0.6589	65.89%
P-glycoprotein substrate	+	0.5753	57.53%
CYP3A4 substrate	+	0.7138	71.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8608	86.08%
CYP3A4 inhibition	-	0.8393	83.93%
CYP2C9 inhibition	-	0.8900	89.00%
CYP2C19 inhibition	-	0.8310	83.10%
CYP2D6 inhibition	-	0.8960	89.60%
CYP1A2 inhibition	-	0.9188	91.88%
CYP2C8 inhibition	+	0.7663	76.63%
CYP inhibitory promiscuity	-	0.8150	81.50%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5483	54.83%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9182	91.82%
Skin irritation	-	0.8074	80.74%
Skin corrosion	-	0.9411	94.11%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7590	75.90%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.6341	63.41%
skin sensitisation	-	0.8370	83.70%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7714	77.14%
Acute Oral Toxicity (c)	III	0.5178	51.78%
Estrogen receptor binding	+	0.8285	82.85%
Androgen receptor binding	+	0.6470	64.70%
Thyroid receptor binding	+	0.5433	54.33%
Glucocorticoid receptor binding	+	0.5889	58.89%
Aromatase binding	+	0.5854	58.54%
PPAR gamma	+	0.7168	71.68%
Honey bee toxicity	-	0.6428	64.28%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9253	92.53%

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	99.79%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	98.62%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.09%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.93%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	94.56%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.17%	95.56%
CHEMBL242	Q92731	Estrogen receptor beta	92.12%	98.35%
CHEMBL2243	O00519	Anandamide amidohydrolase	91.57%	97.53%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.36%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.11%	96.00%
CHEMBL2581	P07339	Cathepsin D	91.08%	98.95%
CHEMBL4208	P20618	Proteasome component C5	90.87%	90.00%
CHEMBL206	P03372	Estrogen receptor alpha	90.08%	97.64%
CHEMBL3922	P50579	Methionine aminopeptidase 2	89.36%	97.28%
CHEMBL236	P41143	Delta opioid receptor	88.41%	99.35%
CHEMBL3194	P02766	Transthyretin	87.84%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.11%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.99%	95.89%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	86.98%	89.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.55%	99.17%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	86.13%	85.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.96%	91.07%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	84.71%	97.03%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.69%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.69%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.05%	86.92%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.61%	100.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.41%	95.78%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.16%	99.23%
CHEMBL5255	O00206	Toll-like receptor 4	80.46%	92.50%

Plants that contains it

• Glycyrrhiza glabra
• Glycyrrhiza inflata
• Glycyrrhiza uralensis

Cross-Links

• PubChem: 42607808
• NPASS: NPC113414