3-[[(2S,3S,4S,5R,6R)-6-[3-[(2R,3S,4S,5R,6S)-3-[(2R,3S,4R,5R)-4,5-dihydroxy-3-[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyloxy]oxan-2-yl]oxy-4,5-dihydroxy-6-[[(E)-3-[4-[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoyl]oxymethyl]oxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-7-hydroxychromenylium-5-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoic acid

Details

• Internal ID: cb613b55-a6e5-47a1-9f35-8787bebd1208
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanidin 3-O-p-coumaroyl glycosides > Anthocyanidin 3-O-6-p-coumaroyl glycosides
• IUPAC Name: 3-[[(2S,3S,4S,5R,6R)-6-[3-[(2R,3S,4S,5R,6S)-3-[(2R,3S,4R,5R)-4,5-dihydroxy-3-[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyloxy]oxan-2-yl]oxy-4,5-dihydroxy-6-[[(E)-3-[4-[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoyl]oxymethyl]oxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-7-hydroxychromenylium-5-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoic acid
• InChI: InChI=1S/C61H66O34/c1-82-35-13-25(14-36(83-2)46(35)73)6-12-43(70)94-56-45(72)32(66)21-86-60(56)95-57-52(79)49(76)40(22-84-42(69)11-5-24-3-8-28(9-4-24)87-58-53(80)50(77)47(74)38(20-62)91-58)93-61(57)90-37-18-29-33(88-55(37)26-7-10-30(64)31(65)15-26)16-27(63)17-34(29)89-59-54(81)51(78)48(75)39(92-59)23-85-44(71)19-41(67)68/h3-18,32,38-40,45,47-54,56-62,66,72,74-81H,19-23H2,1-2H3,(H4-,63,64,65,67,68,70,73)/p+1/b11-5+/t32-,38+,39+,40+,45-,47-,48-,49+,50+,51+,52+,53+,54-,56+,57+,58-,59+,60-,61+/m1/s1
• InChI Key: QRNIDVBVORPNBX-WSXZECFZSA-O
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₁H₆₇O₃₄+
• Molecular Weight: 1344.20 g/mol
• Exact Mass: 1343.3513742 g/mol
• Topological Polar Surface Area (TPSA): 513.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -2.23
• H-Bond Acceptor: 32
• H-Bond Donor: 16
• Rotatable Bonds: 23

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6941	69.41%
Caco-2	-	0.8580	85.80%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Nucleus	0.5338	53.38%
OATP2B1 inhibitior	-	0.8649	86.49%
OATP1B1 inhibitior	+	0.8448	84.48%
OATP1B3 inhibitior	+	0.9683	96.83%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9035	90.35%
P-glycoprotein inhibitior	+	0.7422	74.22%
P-glycoprotein substrate	+	0.7307	73.07%
CYP3A4 substrate	+	0.7344	73.44%
CYP2C9 substrate	-	0.7972	79.72%
CYP2D6 substrate	-	0.8565	85.65%
CYP3A4 inhibition	-	0.8698	86.98%
CYP2C9 inhibition	-	0.9240	92.40%
CYP2C19 inhibition	-	0.8950	89.50%
CYP2D6 inhibition	-	0.9170	91.70%
CYP1A2 inhibition	-	0.9030	90.30%
CYP2C8 inhibition	+	0.8691	86.91%
CYP inhibitory promiscuity	-	0.9041	90.41%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6504	65.04%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.8967	89.67%
Skin irritation	-	0.8277	82.77%
Skin corrosion	-	0.9460	94.60%
Ames mutagenesis	-	0.5070	50.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7767	77.67%
Micronuclear	+	0.6359	63.59%
Hepatotoxicity	-	0.7664	76.64%
skin sensitisation	-	0.8864	88.64%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.9818	98.18%
Acute Oral Toxicity (c)	III	0.6353	63.53%
Estrogen receptor binding	+	0.6711	67.11%
Androgen receptor binding	+	0.6959	69.59%
Thyroid receptor binding	+	0.6440	64.40%
Glucocorticoid receptor binding	+	0.7099	70.99%
Aromatase binding	+	0.6442	64.42%
PPAR gamma	+	0.7933	79.33%
Honey bee toxicity	-	0.6393	63.93%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9310	93.10%

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	99.87%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	98.89%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.51%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.56%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.11%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	96.58%	90.17%
CHEMBL1951	P21397	Monoamine oxidase A	96.31%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.34%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.84%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.70%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.28%	99.17%
CHEMBL226	P30542	Adenosine A1 receptor	91.91%	95.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.31%	85.14%
CHEMBL2581	P07339	Cathepsin D	90.51%	98.95%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	90.18%	95.83%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	90.07%	94.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.58%	97.36%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.57%	86.92%
CHEMBL2243	O00519	Anandamide amidohydrolase	86.75%	97.53%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.66%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	86.18%	92.50%
CHEMBL2179	P04062	Beta-glucocerebrosidase	85.95%	85.31%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.67%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.56%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.33%	91.19%
CHEMBL4208	P20618	Proteasome component C5	84.62%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.11%	92.62%
CHEMBL3194	P02766	Transthyretin	83.67%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	82.23%	94.73%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.75%	89.62%

Plants that contains it

• Arabidopsis thaliana

Cross-Links

• PubChem: 163192166
• LOTUS: LTS0083872
• wikiData: Q23449331