3'-O-methyltricetin 3-O-alpha-L-rhamnopyranoside

Details

• Internal ID: 979c8628-d543-4a62-8058-3b1f3b4e7344
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 2-(3,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C(=C4)OC)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C(=C4)OC)O)O)O)O)O
• InChI: InChI=1S/C22H22O12/c1-7-15(26)18(29)19(30)22(32-7)34-21-17(28)14-10(24)5-9(23)6-12(14)33-20(21)8-3-11(25)16(27)13(4-8)31-2/h3-7,15,18-19,22-27,29-30H,1-2H3/t7-,15-,18+,19+,22-/m0/s1
• InChI Key: UFWGANQPWYXUQI-FDNTWFBCSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₂O₁₂
• Molecular Weight: 478.40 g/mol
• Exact Mass: 478.11112613 g/mol
• Topological Polar Surface Area (TPSA): 196.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.50
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 4

Synonyms

• Larycitrin 3-rhamnoside
• CHEBI:75762
• Q27145535
• 2-(3,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 6-deoxy-alpha-L-mannopyranoside
• 2-(3,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl alpha-L-rhamnopyranoside

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7980	79.80%
Caco-2	-	0.8115	81.15%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6676	66.76%
OATP2B1 inhibitior	+	0.5852	58.52%
OATP1B1 inhibitior	+	0.8926	89.26%
OATP1B3 inhibitior	+	0.9220	92.20%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6078	60.78%
P-glycoprotein inhibitior	-	0.4826	48.26%
P-glycoprotein substrate	+	0.5386	53.86%
CYP3A4 substrate	+	0.6251	62.51%
CYP2C9 substrate	-	0.7502	75.02%
CYP2D6 substrate	-	0.8538	85.38%
CYP3A4 inhibition	-	0.6056	60.56%
CYP2C9 inhibition	-	0.9236	92.36%
CYP2C19 inhibition	-	0.8201	82.01%
CYP2D6 inhibition	-	0.8906	89.06%
CYP1A2 inhibition	-	0.7268	72.68%
CYP2C8 inhibition	+	0.8512	85.12%
CYP inhibitory promiscuity	-	0.5508	55.08%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6071	60.71%
Eye corrosion	-	0.9840	98.40%
Eye irritation	-	0.7938	79.38%
Skin irritation	-	0.6906	69.06%
Skin corrosion	-	0.9434	94.34%
Ames mutagenesis	+	0.5063	50.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.6602	66.02%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.9206	92.06%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8176	81.76%
Acute Oral Toxicity (c)	III	0.4825	48.25%
Estrogen receptor binding	+	0.8056	80.56%
Androgen receptor binding	+	0.6100	61.00%
Thyroid receptor binding	-	0.4902	49.02%
Glucocorticoid receptor binding	+	0.7802	78.02%
Aromatase binding	+	0.5299	52.99%
PPAR gamma	+	0.6869	68.69%
Honey bee toxicity	-	0.8026	80.26%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5251	52.51%
Fish aquatic toxicity	+	0.9150	91.50%

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	99.34%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.76%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.56%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.40%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.03%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.46%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.05%	96.09%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	91.91%	95.64%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.57%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.84%	95.56%
CHEMBL3194	P02766	Transthyretin	90.45%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.44%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	89.51%	94.73%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.97%	92.94%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.67%	90.71%
CHEMBL2424	Q04760	Glyoxalase I	84.13%	91.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.81%	99.23%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.25%	94.42%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.93%	99.15%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	82.67%	94.03%
CHEMBL4208	P20618	Proteasome component C5	82.54%	90.00%
CHEMBL1951	P21397	Monoamine oxidase A	81.30%	91.49%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.76%	95.89%

Plants that contains it

• Acacia confusa
• Aster koraiensis
• Erica arborea
• Erica arborea
• Isodon lihsienensis
• Lysimachia congestiflora
• Phoebe clemensii

Cross-Links

• PubChem: 72551450
• NPASS: NPC17215
• LOTUS: LTS0155458
• wikiData: Q27145535