Myricomplanoside

Details

• Internal ID: 749b649b-df0c-42f0-a455-85ae19ca2df3
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 3,5,7-trihydroxy-2-[4-hydroxy-3-methoxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
• SMILES (Canonical): COC1=C(C(=CC(=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O)OC4C(C(C(C(O4)CO)O)O)O)O
• SMILES (Isomeric): COC1=C(C(=CC(=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O
• InChI: InChI=1S/C22H22O13/c1-32-11-2-7(21-19(30)17(28)14-9(25)4-8(24)5-10(14)33-21)3-12(15(11)26)34-22-20(31)18(29)16(27)13(6-23)35-22/h2-5,13,16,18,20,22-27,29-31H,6H2,1H3/t13-,16-,18+,20-,22-/m1/s1
• InChI Key: RUJHFBFKZCYVLZ-ROSPJSJWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₂O₁₃
• Molecular Weight: 494.40 g/mol
• Exact Mass: 494.10604075 g/mol
• Topological Polar Surface Area (TPSA): 216.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -0.53
• H-Bond Acceptor: 13
• H-Bond Donor: 8
• Rotatable Bonds: 5

Synonyms

• 123442-26-2
• Isorhamnetin-5-O-methyl ether-3-glucoside
• Laricitrin 3'-glucoside
• DTXSID20154014
• 3,5,7-trihydroxy-2-[4-hydroxy-3-methoxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
• XI161830
• 4H-1-Benzopyran-4-one, 2-(3-(beta-D-glucopyranosyloxy)-4-hydroxy-5-methoxyphenyl)-3,5,7-trihydroxy-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4855	48.55%
Caco-2	-	0.9171	91.71%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6190	61.90%
OATP2B1 inhibitior	-	0.5483	54.83%
OATP1B1 inhibitior	+	0.8435	84.35%
OATP1B3 inhibitior	+	0.9740	97.40%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6909	69.09%
P-glycoprotein inhibitior	-	0.5955	59.55%
P-glycoprotein substrate	-	0.5448	54.48%
CYP3A4 substrate	+	0.6276	62.76%
CYP2C9 substrate	-	0.8485	84.85%
CYP2D6 substrate	-	0.8501	85.01%
CYP3A4 inhibition	-	0.9108	91.08%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9173	91.73%
CYP2D6 inhibition	-	0.9514	95.14%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	+	0.8226	82.26%
CYP inhibitory promiscuity	-	0.7292	72.92%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6890	68.90%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9013	90.13%
Skin irritation	-	0.8153	81.53%
Skin corrosion	-	0.9600	96.00%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5065	50.65%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.9373	93.73%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.7662	76.62%
Acute Oral Toxicity (c)	III	0.6624	66.24%
Estrogen receptor binding	+	0.8490	84.90%
Androgen receptor binding	+	0.5589	55.89%
Thyroid receptor binding	+	0.5465	54.65%
Glucocorticoid receptor binding	+	0.7884	78.84%
Aromatase binding	+	0.5542	55.42%
PPAR gamma	+	0.7182	71.82%
Honey bee toxicity	-	0.7585	75.85%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6049	60.49%
Fish aquatic toxicity	+	0.7079	70.79%

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	99.15%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.58%	89.00%
CHEMBL2581	P07339	Cathepsin D	96.04%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.44%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.38%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.11%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.30%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	90.06%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.55%	95.56%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	89.45%	95.64%
CHEMBL3194	P02766	Transthyretin	87.19%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.80%	85.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.60%	92.94%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.40%	86.92%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.95%	97.36%
CHEMBL2424	Q04760	Glyoxalase I	82.77%	91.67%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.13%	96.21%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.82%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.27%	92.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.08%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.05%	90.71%

Plants that contains it

• Ardisia japonica
• Diospyros kaki
• Juglans nigra
• Myrica rubra
• Nekemias grossedentata
• Phedimus kamtschaticus
• Phyllolobium chinense

Cross-Links

• PubChem: 5487255
• NPASS: NPC184457