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Betanine

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 0f0a20fb-7e41-46e2-8282-2bf52a4113d5
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name (2S)-4-[(E)-2-[(2S)-2-carboxy-6-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid
SMILES (Canonical) C1C(N=C(C=C1C=CN2C(CC3=CC(=C(C=C32)O)OC4C(C(C(C(O4)CO)O)O)O)C(=O)O)C(=O)O)C(=O)O
SMILES (Isomeric) C1[C@H](N=C(C=C1/C=C/N2[C@@H](CC3=CC(=C(C=C32)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C(=O)O)C(=O)O)C(=O)O
InChI InChI=1S/C24H26N2O13/c27-8-17-18(29)19(30)20(31)24(39-17)38-16-6-10-5-14(23(36)37)26(13(10)7-15(16)28)2-1-9-3-11(21(32)33)25-12(4-9)22(34)35/h1-3,6-7,12,14,17-20,24,27-31H,4-5,8H2,(H,32,33)(H,34,35)(H,36,37)/b2-1+/t12-,14-,17+,18+,19-,20+,24+/m0/s1
InChI Key CTMLKIKAUFEMLE-FTNGGYTGSA-N
Popularity 127 references in papers

Physical and Chemical Properties

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Molecular Formula C24H26N2O13
Molecular Weight 550.50 g/mol
Exact Mass 550.14348889 g/mol
Topological Polar Surface Area (TPSA) 247.00 Ų
XlogP -1.30
Atomic LogP (AlogP) -1.79
H-Bond Acceptor 12
H-Bond Donor 8
Rotatable Bonds 8

Synonyms

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7659-95-2
Phytolaccanin
5YJC992ZP6
DTXSID80997924
Betanidin 5-beta-D-glucopyranoside
NSC-170989
(2S)-4-[(E)-2-[(2S)-2-carboxy-6-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid
(S-(R*,R*))-4-(2-(2-Carboxy-5-(beta-D-glucopyranosyloxy)-2,3-dihydro-6-hydroxy-1H-indol-1-yl)vinyl)-2,3-dihydropyridine-2,6-dicarboxylic acid
(S-(R*,R*-(E,E)))-2-Carboxy-1-((2,6-dicarboxy-2,3-dihydro-4(1H)-pyridinylidene)ethylidene)-5-(beta-D-glucopyranosyloxy)-2,3-dihydro-6-hydroxy-1H-indolium hydroxide, inner salt
2,6-Pyridinedicarboxylic acid, 4-(2-(2-carboxy-5-(beta-D-glucopyranosyloxy)-2,3-dihydro-6-hydroxy-1H-indol-1-yl)ethenyl)-2,3-dihydro-, (S-(R*,R*))-
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Betanine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5855 58.55%
Caco-2 - 0.9024 90.24%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.4917 49.17%
OATP2B1 inhibitior - 0.8464 84.64%
OATP1B1 inhibitior + 0.8639 86.39%
OATP1B3 inhibitior + 0.9366 93.66%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.6617 66.17%
P-glycoprotein inhibitior - 0.4777 47.77%
P-glycoprotein substrate - 0.6444 64.44%
CYP3A4 substrate + 0.6383 63.83%
CYP2C9 substrate - 0.7950 79.50%
CYP2D6 substrate - 0.8458 84.58%
CYP3A4 inhibition - 0.8607 86.07%
CYP2C9 inhibition - 0.7404 74.04%
CYP2C19 inhibition - 0.7887 78.87%
CYP2D6 inhibition - 0.8475 84.75%
CYP1A2 inhibition - 0.5623 56.23%
CYP2C8 inhibition + 0.5927 59.27%
CYP inhibitory promiscuity - 0.7180 71.80%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5595 55.95%
Eye corrosion - 0.9840 98.40%
Eye irritation - 0.9244 92.44%
Skin irritation - 0.7765 77.65%
Skin corrosion - 0.9324 93.24%
Ames mutagenesis - 0.6623 66.23%
Human Ether-a-go-go-Related Gene inhibition - 0.4126 41.26%
Micronuclear + 0.8800 88.00%
Hepatotoxicity - 0.7196 71.96%
skin sensitisation - 0.8282 82.82%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.7271 72.71%
Acute Oral Toxicity (c) III 0.5907 59.07%
Estrogen receptor binding + 0.6525 65.25%
Androgen receptor binding + 0.5382 53.82%
Thyroid receptor binding - 0.5668 56.68%
Glucocorticoid receptor binding - 0.4842 48.42%
Aromatase binding + 0.5295 52.95%
PPAR gamma + 0.6252 62.52%
Honey bee toxicity - 0.8228 82.28%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.8491 84.91%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 96.29% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.30% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.53% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.89% 99.17%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 88.70% 93.40%
CHEMBL2581 P07339 Cathepsin D 88.20% 98.95%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.61% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.28% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.58% 95.89%
CHEMBL3891 P07384 Calpain 1 86.53% 93.04%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.18% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.63% 99.23%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.96% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.64% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.26% 94.45%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 81.43% 95.78%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Phytolacca acinosa

Cross-Links

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PubChem 6540685
NPASS NPC202432