(2R,3R,4R,5R,6S)-2-[[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-7-hydroxy-5-[(1R,2R,3S,4S,5R)-2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]oxychromenylium-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol

Details

• Internal ID: bf24d6fb-8e35-414b-9bd0-3a36fc75935b
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanins > Anthocyanidin-3-O-glycosides
• IUPAC Name: (2R,3R,4R,5R,6S)-2-[[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-7-hydroxy-5-[(1R,2R,3S,4S,5R)-2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]oxychromenylium-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C([O+]=C4C=C(C=C(C4=C3)OC5CC(C(C(C5O)O)O)CO)O)C6=CC(=C(C=C6)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=C([O+]=C4C=C(C=C(C4=C3)O[C@@H]5C[C@@H]([C@@H]([C@@H]([C@H]5O)O)O)CO)O)C6=CC(=C(C=C6)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C34H42O19/c1-11-23(39)27(43)30(46)33(49-11)48-10-22-26(42)29(45)31(47)34(53-22)52-21-8-15-18(50-20-5-13(9-35)24(40)28(44)25(20)41)6-14(36)7-19(15)51-32(21)12-2-3-16(37)17(38)4-12/h2-4,6-8,11,13,20,22-31,33-35,39-47H,5,9-10H2,1H3,(H2-,36,37,38)/p+1/t11-,13+,20+,22+,23-,24-,25-,26+,27+,28-,29-,30+,31+,33+,34+/m0/s1
• InChI Key: WJQQGRWQTYYVSM-BDGHTWANSA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₃O₁₉+
• Molecular Weight: 755.70 g/mol
• Exact Mass: 755.23985414 g/mol
• Topological Polar Surface Area (TPSA): 310.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -2.63
• H-Bond Acceptor: 18
• H-Bond Donor: 13
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8325	83.25%
Caco-2	-	0.9058	90.58%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.4987	49.87%
OATP2B1 inhibitior	-	0.7164	71.64%
OATP1B1 inhibitior	+	0.8994	89.94%
OATP1B3 inhibitior	+	0.9652	96.52%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7784	77.84%
P-glycoprotein inhibitior	-	0.4573	45.73%
P-glycoprotein substrate	+	0.5773	57.73%
CYP3A4 substrate	+	0.6623	66.23%
CYP2C9 substrate	-	0.6075	60.75%
CYP2D6 substrate	-	0.8108	81.08%
CYP3A4 inhibition	-	0.9725	97.25%
CYP2C9 inhibition	-	0.9009	90.09%
CYP2C19 inhibition	-	0.8434	84.34%
CYP2D6 inhibition	-	0.9345	93.45%
CYP1A2 inhibition	-	0.8692	86.92%
CYP2C8 inhibition	+	0.8071	80.71%
CYP inhibitory promiscuity	-	0.7189	71.89%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6161	61.61%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9041	90.41%
Skin irritation	-	0.8311	83.11%
Skin corrosion	-	0.9573	95.73%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7973	79.73%
Micronuclear	+	0.6259	62.59%
Hepatotoxicity	-	0.7427	74.27%
skin sensitisation	-	0.9223	92.23%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8270	82.70%
Acute Oral Toxicity (c)	III	0.5602	56.02%
Estrogen receptor binding	+	0.7743	77.43%
Androgen receptor binding	+	0.5449	54.49%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5790	57.90%
Aromatase binding	+	0.5859	58.59%
PPAR gamma	+	0.7164	71.64%
Honey bee toxicity	-	0.7280	72.80%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5549	55.49%
Fish aquatic toxicity	+	0.7426	74.26%

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	99.73%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.70%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.33%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.02%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.40%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.44%	97.09%
CHEMBL2581	P07339	Cathepsin D	93.29%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.09%	94.00%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	90.88%	97.31%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.55%	92.94%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.67%	97.36%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.95%	99.15%
CHEMBL226	P30542	Adenosine A1 receptor	87.28%	95.93%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.95%	95.83%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	86.57%	96.69%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.42%	86.92%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.11%	89.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.63%	95.89%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.52%	83.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.48%	95.78%
CHEMBL1937	Q92769	Histone deacetylase 2	85.22%	94.75%
CHEMBL4208	P20618	Proteasome component C5	83.41%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.34%	99.17%
CHEMBL213	P08588	Beta-1 adrenergic receptor	82.80%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	82.09%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.67%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	80.27%	90.17%

Plants that contains it

• Abutilon indicum
• Syzygium cumini

Cross-Links

• PubChem: 5316222
• NPASS: NPC217640