[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-[[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromenylium-7-yl]oxyoxan-2-yl]methyl 4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate

Details

• Internal ID: 8268d2f3-22f0-4ffa-97af-d0d1f695b7ec
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanins > Anthocyanidin-7-O-Glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-[[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromenylium-7-yl]oxyoxan-2-yl]methyl 4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC4=C(C=C(C=C4[O+]=C3C5=CC=C(C=C5)O)OC6C(C(C(C(O6)COC(=O)C7=CC=C(C=C7)OC8C(C(C(C(O8)CO)O)O)O)O)O)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)OC[C@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC4=C(C=C(C=C4[O+]=C3C5=CC=C(C=C5)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)COC(=O)C7=CC=C(C=C7)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C46H54O26/c1-16-29(50)33(54)37(58)43(65-16)64-15-28-32(53)36(57)40(61)46(72-28)69-25-12-22-23(49)10-21(11-24(22)68-41(25)17-2-6-19(48)7-3-17)67-45-39(60)35(56)31(52)27(71-45)14-63-42(62)18-4-8-20(9-5-18)66-44-38(59)34(55)30(51)26(13-47)70-44/h2-12,16,26-40,43-47,50-61H,13-15H2,1H3,(H-,48,49)/p+1/t16-,26+,27+,28-,29-,30+,31+,32+,33+,34-,35-,36-,37-,38+,39+,40+,43+,44+,45+,46+/m0/s1
• InChI Key: MUTUBHBFJGODGK-OFDPLPIFSA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₅₅O₂₆+
• Molecular Weight: 1023.90 g/mol
• Exact Mass: 1023.29815686 g/mol
• Topological Polar Surface Area (TPSA): 405.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -3.96
• H-Bond Acceptor: 25
• H-Bond Donor: 15
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7688	76.88%
Caco-2	-	0.8664	86.64%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5533	55.33%
OATP2B1 inhibitior	-	0.7219	72.19%
OATP1B1 inhibitior	+	0.8657	86.57%
OATP1B3 inhibitior	+	0.9581	95.81%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8827	88.27%
P-glycoprotein inhibitior	+	0.7339	73.39%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6697	66.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8597	85.97%
CYP3A4 inhibition	-	0.9673	96.73%
CYP2C9 inhibition	-	0.9234	92.34%
CYP2C19 inhibition	-	0.8980	89.80%
CYP2D6 inhibition	-	0.9517	95.17%
CYP1A2 inhibition	-	0.8755	87.55%
CYP2C8 inhibition	+	0.8606	86.06%
CYP inhibitory promiscuity	-	0.7561	75.61%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6647	66.47%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.8995	89.95%
Skin irritation	-	0.8298	82.98%
Skin corrosion	-	0.9590	95.90%
Ames mutagenesis	-	0.6437	64.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7978	79.78%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.9244	92.44%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8897	88.97%
Acute Oral Toxicity (c)	III	0.5644	56.44%
Estrogen receptor binding	+	0.7780	77.80%
Androgen receptor binding	+	0.6553	65.53%
Thyroid receptor binding	+	0.6189	61.89%
Glucocorticoid receptor binding	+	0.7109	71.09%
Aromatase binding	+	0.5648	56.48%
PPAR gamma	+	0.7876	78.76%
Honey bee toxicity	-	0.7550	75.50%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6449	64.49%
Fish aquatic toxicity	+	0.8038	80.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.66%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.00%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.52%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.50%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.86%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.35%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.84%	99.17%
CHEMBL2581	P07339	Cathepsin D	93.71%	98.95%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	92.05%	96.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.38%	97.09%
CHEMBL4208	P20618	Proteasome component C5	88.44%	90.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.25%	95.78%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.10%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	85.19%	94.73%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.08%	92.94%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.51%	95.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.90%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.31%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.01%	99.15%
CHEMBL3194	P02766	Transthyretin	81.89%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.55%	86.92%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.91%	97.36%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.44%	93.10%

Plants that contains it

• Delphinium schmalhausenii

Cross-Links

• PubChem: 163191971
• LOTUS: LTS0044394
• wikiData: Q105172721