3-[4,5-Dihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

Details

• Internal ID: e93eefc6-4691-4504-983c-8e333440c84b
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 3-[4,5-dihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)OC5C(C(C(C(O5)CO)O)O)O)C6=CC=C(C=C6)O)OC7C(C(C(CO7)O)O)O)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)OC5C(C(C(C(O5)CO)O)O)O)C6=CC=C(C=C6)O)OC7C(C(C(CO7)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C38H48O24/c1-11-21(43)26(48)30(52)35(56-11)55-10-19-24(46)28(50)34(62-36-29(51)22(44)16(42)9-54-36)38(60-19)61-33-25(47)20-15(41)6-14(57-37-31(53)27(49)23(45)18(8-39)59-37)7-17(20)58-32(33)12-2-4-13(40)5-3-12/h2-7,11,16,18-19,21-24,26-31,34-46,48-53H,8-10H2,1H3
• InChI Key: IWAJFLCECYKROM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₈O₂₄
• Molecular Weight: 888.80 g/mol
• Exact Mass: 888.25355239 g/mol
• Topological Polar Surface Area (TPSA): 383.00 Ų
• XlogP: -4.30
• Atomic LogP (AlogP): -5.46
• H-Bond Acceptor: 24
• H-Bond Donor: 14
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4670	46.70%
Caco-2	-	0.9027	90.27%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5874	58.74%
OATP2B1 inhibitior	-	0.8541	85.41%
OATP1B1 inhibitior	+	0.8942	89.42%
OATP1B3 inhibitior	+	0.9476	94.76%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7842	78.42%
P-glycoprotein inhibitior	+	0.6080	60.80%
P-glycoprotein substrate	+	0.6798	67.98%
CYP3A4 substrate	+	0.6880	68.80%
CYP2C9 substrate	-	0.6986	69.86%
CYP2D6 substrate	-	0.8617	86.17%
CYP3A4 inhibition	-	0.9515	95.15%
CYP2C9 inhibition	-	0.9608	96.08%
CYP2C19 inhibition	-	0.9462	94.62%
CYP2D6 inhibition	-	0.9513	95.13%
CYP1A2 inhibition	-	0.9105	91.05%
CYP2C8 inhibition	+	0.7670	76.70%
CYP inhibitory promiscuity	-	0.8508	85.08%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6795	67.95%
Eye corrosion	-	0.9938	99.38%
Eye irritation	-	0.9053	90.53%
Skin irritation	-	0.8303	83.03%
Skin corrosion	-	0.9614	96.14%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8181	81.81%
Micronuclear	+	0.6233	62.33%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.9236	92.36%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.9435	94.35%
Acute Oral Toxicity (c)	III	0.6207	62.07%
Estrogen receptor binding	+	0.8138	81.38%
Androgen receptor binding	+	0.5792	57.92%
Thyroid receptor binding	+	0.5228	52.28%
Glucocorticoid receptor binding	-	0.5576	55.76%
Aromatase binding	+	0.5214	52.14%
PPAR gamma	+	0.7220	72.20%
Honey bee toxicity	-	0.6959	69.59%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5650	56.50%
Fish aquatic toxicity	+	0.7336	73.36%

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	99.74%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.48%	91.49%
CHEMBL2581	P07339	Cathepsin D	98.14%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.70%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.74%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.50%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.68%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.86%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.84%	94.73%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	91.76%	95.64%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.67%	86.92%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.63%	99.15%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.74%	85.14%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.82%	97.36%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	87.34%	95.83%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.51%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.24%	95.78%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	85.86%	93.10%
CHEMBL226	P30542	Adenosine A1 receptor	84.57%	95.93%
CHEMBL4208	P20618	Proteasome component C5	84.05%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.93%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.03%	94.45%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	82.49%	80.33%
CHEMBL242	Q92731	Estrogen receptor beta	82.17%	98.35%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.12%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.51%	95.89%

Plants that contains it

• Hosta ventricosa

Cross-Links

• PubChem: 74978026
• LOTUS: LTS0254875
• wikiData: Q105121430