[(2R,3R,4S,5R,6S)-6-[4-[(E)-3-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-2-methyl-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-[7-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-5-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-3-yl]oxyoxan-2-yl]methoxy]oxan-3-yl]oxy-3-oxoprop-1-enyl]phenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 7f05ff60-ae82-4923-8d98-a40dfe47e07f
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanins > Anthocyanidin-5-O-glycosides
• IUPAC Name: [(2R,3R,4S,5R,6S)-6-[4-[(E)-3-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-2-methyl-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-[7-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-5-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-3-yl]oxyoxan-2-yl]methoxy]oxan-3-yl]oxy-3-oxoprop-1-enyl]phenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)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)OC)O)OC)O)O)O)O)O)OC(=O)C=CC7=CC=C(C=C7)OC8C(C(C(C(O8)COC(=O)C=CC9=CC=C(C=C9)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=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)OC)O)OC)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)COC(=O)C=CC9=CC=C(C=C9)O)O)O)O
• InChI: InChI=1S/C59H66O30/c1-24-54(89-41(64)15-9-26-6-12-30(13-7-26)82-57-50(73)47(70)44(67)38(87-57)22-79-40(63)14-8-25-4-10-28(61)11-5-25)49(72)53(76)56(81-24)80-23-39-45(68)48(71)52(75)59(88-39)85-36-20-31-32(83-55(36)27-16-34(77-2)42(65)35(17-27)78-3)18-29(62)19-33(31)84-58-51(74)46(69)43(66)37(21-60)86-58/h4-20,24,37-39,43-54,56-60,66-76H,21-23H2,1-3H3,(H2-,61,62,63,65)/p+1/b15-9+/t24-,37-,38+,39+,43+,44-,45-,46-,47-,48+,49+,50+,51+,52+,53-,54-,56+,57+,58+,59+/m0/s1
• InChI Key: OYEOLLSDEVGRBN-KSHUJTIMSA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₉H₆₇O₃₀+
• Molecular Weight: 1256.10 g/mol
• Exact Mass: 1255.37171571 g/mol
• Topological Polar Surface Area (TPSA): 449.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -1.57
• H-Bond Acceptor: 29
• H-Bond Donor: 15
• Rotatable Bonds: 20

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7680	76.80%
Caco-2	-	0.8601	86.01%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Nucleus	0.5283	52.83%
OATP2B1 inhibitior	-	0.7254	72.54%
OATP1B1 inhibitior	+	0.8257	82.57%
OATP1B3 inhibitior	+	0.9649	96.49%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9346	93.46%
P-glycoprotein inhibitior	+	0.7428	74.28%
P-glycoprotein substrate	+	0.6607	66.07%
CYP3A4 substrate	+	0.7121	71.21%
CYP2C9 substrate	-	0.8076	80.76%
CYP2D6 substrate	-	0.8628	86.28%
CYP3A4 inhibition	-	0.9526	95.26%
CYP2C9 inhibition	-	0.8964	89.64%
CYP2C19 inhibition	-	0.9052	90.52%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	-	0.9260	92.60%
CYP2C8 inhibition	+	0.8669	86.69%
CYP inhibitory promiscuity	-	0.8262	82.62%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6423	64.23%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.8978	89.78%
Skin irritation	-	0.8393	83.93%
Skin corrosion	-	0.9505	95.05%
Ames mutagenesis	-	0.5837	58.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7927	79.27%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8974	89.74%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.9384	93.84%
Acute Oral Toxicity (c)	III	0.6131	61.31%
Estrogen receptor binding	+	0.7536	75.36%
Androgen receptor binding	+	0.6642	66.42%
Thyroid receptor binding	+	0.6374	63.74%
Glucocorticoid receptor binding	+	0.7587	75.87%
Aromatase binding	+	0.6761	67.61%
PPAR gamma	+	0.8045	80.45%
Honey bee toxicity	-	0.6611	66.11%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9017	90.17%

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	99.44%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.61%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.84%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.72%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.27%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.77%	99.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.43%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.04%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.70%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.14%	95.89%
CHEMBL3194	P02766	Transthyretin	90.87%	90.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.17%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.13%	94.00%
CHEMBL4208	P20618	Proteasome component C5	87.98%	90.00%
CHEMBL2581	P07339	Cathepsin D	87.43%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.85%	99.15%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.16%	89.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.16%	95.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.82%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	84.78%	94.73%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.06%	92.62%
CHEMBL1951	P21397	Monoamine oxidase A	82.90%	91.49%
CHEMBL242	Q92731	Estrogen receptor beta	82.39%	98.35%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.31%	91.71%
CHEMBL5255	O00206	Toll-like receptor 4	80.65%	92.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163192009
• LOTUS: LTS0201655
• wikiData: Q105203159