[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-methyl-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[7-hydroxy-5-[(2S,3S,4S,5S,6R)-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,3S,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoate

Details

• Internal ID: e9d4de11-26d9-488b-bf3f-470ac1a1ca94
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanins > Anthocyanidin-5-O-glycosides
• IUPAC Name: [(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-methyl-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[7-hydroxy-5-[(2S,3S,4S,5S,6R)-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,3S,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C([O+]=C4C=C(C=C(C4=C3)OC5C(C(C(C(O5)CO)O)O)O)O)C6=CC(=C(C(=C6)O)O)O)O)O)O)O)O)OC(=O)C=CC7=CC=C(C=C7)OC8C(C(C(C(O8)CO)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=C([O+]=C4C=C(C=C(C4=C3)O[C@H]5[C@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)C6=CC(=C(C(=C6)O)O)O)O)O)O)O)O)OC(=O)/C=C/C7=CC=C(C=C7)O[C@H]8[C@H]([C@H]([C@@H]([C@@H](O8)CO)O)O)O
• InChI: InChI=1S/C48H56O28/c1-16-43(76-30(54)7-4-17-2-5-20(6-3-17)69-46-39(63)35(59)32(56)27(13-49)73-46)38(62)42(66)45(68-16)67-15-29-34(58)37(61)41(65)48(75-29)72-26-12-21-24(70-44(26)18-8-22(52)31(55)23(53)9-18)10-19(51)11-25(21)71-47-40(64)36(60)33(57)28(14-50)74-47/h2-12,16,27-29,32-43,45-50,56-66H,13-15H2,1H3,(H3-,51,52,53,55)/p+1/b7-4+/t16-,27-,28+,29+,32+,33+,34+,35-,36-,37-,38-,39-,40-,41+,42-,43-,45+,46+,47+,48+/m0/s1
• InChI Key: URORPNMKBBEYKK-OYATVIAOSA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₅₇O₂₈+
• Molecular Weight: 1081.90 g/mol
• Exact Mass: 1081.30363616 g/mol
• Topological Polar Surface Area (TPSA): 445.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -4.14
• H-Bond Acceptor: 27
• H-Bond Donor: 17
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6689	66.89%
Caco-2	-	0.8642	86.42%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.5169	51.69%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.8482	84.82%
OATP1B3 inhibitior	+	0.9681	96.81%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9348	93.48%
P-glycoprotein inhibitior	+	0.7325	73.25%
P-glycoprotein substrate	+	0.5850	58.50%
CYP3A4 substrate	+	0.6926	69.26%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.8672	86.72%
CYP3A4 inhibition	-	0.9632	96.32%
CYP2C9 inhibition	-	0.9057	90.57%
CYP2C19 inhibition	-	0.8656	86.56%
CYP2D6 inhibition	-	0.9268	92.68%
CYP1A2 inhibition	-	0.8757	87.57%
CYP2C8 inhibition	+	0.8511	85.11%
CYP inhibitory promiscuity	-	0.6403	64.03%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6475	64.75%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.8992	89.92%
Skin irritation	-	0.8205	82.05%
Skin corrosion	-	0.9531	95.31%
Ames mutagenesis	-	0.6037	60.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8251	82.51%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8885	88.85%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.9451	94.51%
Acute Oral Toxicity (c)	III	0.5634	56.34%
Estrogen receptor binding	+	0.8015	80.15%
Androgen receptor binding	+	0.6306	63.06%
Thyroid receptor binding	+	0.5779	57.79%
Glucocorticoid receptor binding	+	0.6945	69.45%
Aromatase binding	+	0.6463	64.63%
PPAR gamma	+	0.7841	78.41%
Honey bee toxicity	-	0.7058	70.58%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9086	90.86%

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	99.82%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.90%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.69%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.90%	96.00%
CHEMBL1951	P21397	Monoamine oxidase A	95.57%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.49%	96.09%
CHEMBL3194	P02766	Transthyretin	94.70%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.60%	99.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.30%	97.36%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.15%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.74%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.54%	95.56%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	91.49%	83.57%
CHEMBL3401	O75469	Pregnane X receptor	90.29%	94.73%
CHEMBL4208	P20618	Proteasome component C5	89.59%	90.00%
CHEMBL2581	P07339	Cathepsin D	89.46%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.69%	94.00%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	86.82%	97.31%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.00%	91.71%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.66%	83.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.41%	95.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.46%	92.94%
CHEMBL226	P30542	Adenosine A1 receptor	82.85%	95.93%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.38%	92.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.95%	95.89%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	81.49%	92.32%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.35%	86.92%

Plants that contains it

• Petunia reitzii

Cross-Links

• PubChem: 163192164
• LOTUS: LTS0006030
• wikiData: Q105277919