2-[3,5-Dihydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-7-[3,4-dihydroxy-6-[2-(3,4,5-trihydroxy-6-methyloxan-2-yl)ethyl]oxan-2-yl]oxy-5-hydroxy-3-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one

Details

• Internal ID: 5987fe98-1314-416d-9d07-deee4c6f4f86
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 2-[3,5-dihydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-7-[3,4-dihydroxy-6-[2-(3,4,5-trihydroxy-6-methyloxan-2-yl)ethyl]oxan-2-yl]oxy-5-hydroxy-3-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)CCC2CC(C(C(O2)OC3=CC(=C4C(=C3)OC(=C(C4=O)OC5C(C(C(C(O5)COC6C(C(C(C(O6)C)O)O)O)O)O)O)C7=CC(=C(C(=C7)O)OC8C(C(C(C(O8)CO)O)O)O)O)O)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)CCC2CC(C(C(O2)OC3=CC(=C4C(=C3)OC(=C(C4=O)OC5C(C(C(C(O5)COC6C(C(C(C(O6)C)O)O)O)O)O)O)C7=CC(=C(C(=C7)O)OC8C(C(C(C(O8)CO)O)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C46H62O29/c1-12-26(52)33(59)29(55)21(67-12)4-3-15-7-18(49)28(54)44(69-15)70-16-8-17(48)25-22(9-16)71-40(14-5-19(50)41(20(51)6-14)74-45-38(64)35(61)30(56)23(10-47)72-45)42(32(25)58)75-46-39(65)36(62)31(57)24(73-46)11-66-43-37(63)34(60)27(53)13(2)68-43/h5-6,8-9,12-13,15,18,21,23-24,26-31,33-39,43-57,59-65H,3-4,7,10-11H2,1-2H3
• InChI Key: RFEJYXIEKGMPCH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₆₂O₂₉
• Molecular Weight: 1079.00 g/mol
• Exact Mass: 1078.33767594 g/mol
• Topological Polar Surface Area (TPSA): 474.00 Ų
• XlogP: -5.20
• Atomic LogP (AlogP): -6.35
• H-Bond Acceptor: 29
• H-Bond Donor: 18
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5106	51.06%
Caco-2	-	0.8770	87.70%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7478	74.78%
OATP2B1 inhibitior	-	0.7215	72.15%
OATP1B1 inhibitior	+	0.8768	87.68%
OATP1B3 inhibitior	+	0.9200	92.00%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8037	80.37%
BSEP inhibitior	+	0.9285	92.85%
P-glycoprotein inhibitior	+	0.6998	69.98%
P-glycoprotein substrate	+	0.6596	65.96%
CYP3A4 substrate	+	0.6796	67.96%
CYP2C9 substrate	-	0.6532	65.32%
CYP2D6 substrate	-	0.8521	85.21%
CYP3A4 inhibition	-	0.8746	87.46%
CYP2C9 inhibition	-	0.9129	91.29%
CYP2C19 inhibition	-	0.9042	90.42%
CYP2D6 inhibition	-	0.9313	93.13%
CYP1A2 inhibition	-	0.7822	78.22%
CYP2C8 inhibition	+	0.7654	76.54%
CYP inhibitory promiscuity	-	0.8551	85.51%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6987	69.87%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9000	90.00%
Skin irritation	-	0.8223	82.23%
Skin corrosion	-	0.9583	95.83%
Ames mutagenesis	-	0.5688	56.88%
Human Ether-a-go-go-Related Gene inhibition	+	0.7978	79.78%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9148	91.48%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8173	81.73%
Acute Oral Toxicity (c)	III	0.6552	65.52%
Estrogen receptor binding	+	0.8043	80.43%
Androgen receptor binding	+	0.6377	63.77%
Thyroid receptor binding	+	0.5735	57.35%
Glucocorticoid receptor binding	+	0.5637	56.37%
Aromatase binding	+	0.5400	54.00%
PPAR gamma	+	0.7553	75.53%
Honey bee toxicity	-	0.7371	73.71%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8438	84.38%

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	99.84%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.10%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.78%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.64%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.20%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.83%	94.00%
CHEMBL2581	P07339	Cathepsin D	95.60%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.95%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.14%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.04%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.53%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.73%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.70%	99.15%
CHEMBL4208	P20618	Proteasome component C5	86.27%	90.00%
CHEMBL220	P22303	Acetylcholinesterase	85.86%	94.45%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	85.27%	80.33%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.65%	95.83%
CHEMBL3038469	P24941	CDK2/Cyclin A	82.92%	91.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.78%	99.23%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.33%	95.78%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	82.16%	95.64%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.81%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.52%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.35%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.30%	95.89%

Plants that contains it

• Ajuga integrifolia

Cross-Links

• PubChem: 163086951
• LOTUS: LTS0228788
• wikiData: Q105235331