[(2S,3R,4R,5S,6R)-4,5-dihydroxy-2-methyl-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[7-hydroxy-5-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-(3,4,5-trihydroxyphenyl)chromenylium-3-yl]oxyoxan-2-yl]methoxy]oxan-3-yl] (E)-3-[4-[(2S,3R,4S,5S,6R)-6-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxyphenyl]prop-2-enoate

Details

• Internal ID: 18ee7896-5040-42f1-a5ce-cbb31b52f0c5
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanins > Anthocyanidin-5-O-glycosides
• IUPAC Name: [(2S,3R,4R,5S,6R)-4,5-dihydroxy-2-methyl-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[7-hydroxy-5-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-(3,4,5-trihydroxyphenyl)chromenylium-3-yl]oxyoxan-2-yl]methoxy]oxan-3-yl] (E)-3-[4-[(2S,3R,4S,5S,6R)-6-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxyphenyl]prop-2-enoate
• InChI: InChI=1S/C57H62O31/c1-21-52(88-39(65)11-5-22-2-7-26(8-3-22)81-55-48(74)45(71)42(68)36(86-55)19-78-38(64)10-6-23-4-9-28(60)29(61)12-23)47(73)51(77)54(80-21)79-20-37-43(69)46(72)50(76)57(87-37)84-34-17-27-32(82-53(34)24-13-30(62)40(66)31(63)14-24)15-25(59)16-33(27)83-56-49(75)44(70)41(67)35(18-58)85-56/h2-17,21,35-37,41-52,54-58,67-77H,18-20H2,1H3,(H5-,59,60,61,62,63,64,66)/p+1/b11-5+/t21-,35-,36+,37+,41+,42+,43+,44-,45-,46-,47+,48+,49+,50+,51-,52-,54+,55+,56+,57+/m0/s1
• InChI Key: IWJHPEHMLMMSNP-SPJCCIMQSA-O
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₆₃O₃₁+
• Molecular Weight: 1244.10 g/mol
• Exact Mass: 1243.33533021 g/mol
• Topological Polar Surface Area (TPSA): 492.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -2.47
• H-Bond Acceptor: 30
• H-Bond Donor: 18
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7486	74.86%
Caco-2	-	0.8596	85.96%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.4788	47.88%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.8418	84.18%
OATP1B3 inhibitior	+	0.9769	97.69%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9426	94.26%
P-glycoprotein inhibitior	+	0.7410	74.10%
P-glycoprotein substrate	+	0.6221	62.21%
CYP3A4 substrate	+	0.7097	70.97%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.8672	86.72%
CYP3A4 inhibition	-	0.9589	95.89%
CYP2C9 inhibition	-	0.8780	87.80%
CYP2C19 inhibition	-	0.8649	86.49%
CYP2D6 inhibition	-	0.9429	94.29%
CYP1A2 inhibition	-	0.8940	89.40%
CYP2C8 inhibition	+	0.8608	86.08%
CYP inhibitory promiscuity	-	0.7801	78.01%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6476	64.76%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.8978	89.78%
Skin irritation	-	0.8315	83.15%
Skin corrosion	-	0.9474	94.74%
Ames mutagenesis	-	0.5437	54.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7808	78.08%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8904	89.04%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.9458	94.58%
Acute Oral Toxicity (c)	III	0.5281	52.81%
Estrogen receptor binding	+	0.7505	75.05%
Androgen receptor binding	+	0.6654	66.54%
Thyroid receptor binding	+	0.6165	61.65%
Glucocorticoid receptor binding	+	0.7303	73.03%
Aromatase binding	+	0.6665	66.65%
PPAR gamma	+	0.7950	79.50%
Honey bee toxicity	-	0.6665	66.65%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9346	93.46%

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	99.88%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.42%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.39%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.83%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.85%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.01%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.89%	99.15%
CHEMBL3194	P02766	Transthyretin	95.62%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.69%	99.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.24%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.03%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.64%	95.56%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	91.01%	83.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	90.43%	80.78%
CHEMBL3401	O75469	Pregnane X receptor	89.77%	94.73%
CHEMBL4208	P20618	Proteasome component C5	89.62%	90.00%
CHEMBL226	P30542	Adenosine A1 receptor	87.64%	95.93%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	87.33%	97.31%
CHEMBL2581	P07339	Cathepsin D	85.81%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.91%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.43%	94.00%
CHEMBL221	P23219	Cyclooxygenase-1	83.66%	90.17%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.79%	91.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.66%	92.62%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	82.19%	92.32%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.36%	86.92%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.70%	92.94%

Plants that contains it

• Petunia reitzii

Cross-Links

• PubChem: 163191736
• LOTUS: LTS0234196
• wikiData: Q105121679