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3-[[(2R,3R,4S,6S)-6-[5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chromenylium-3-yl]oxy-3,4-dihydroxy-5-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methoxy]-3-oxopropanoic acid

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 8ca16917-141e-43f9-80c4-0cd4ce1882ba
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanins > Anthocyanidin-3-O-glycosides
IUPAC Name 3-[[(2R,3R,4S,6S)-6-[5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chromenylium-3-yl]oxy-3,4-dihydroxy-5-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methoxy]-3-oxopropanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H32O19/c1-9-21(38)24(41)26(43)29(45-9)49-28-25(42)23(40)18(8-44-20(37)7-19(35)36)48-30(28)47-17-6-12-13(32)4-11(31)5-16(12)46-27(17)10-2-14(33)22(39)15(34)3-10/h2-6,9,18,21,23-26,28-30,38,40-43H,7-8H2,1H3,(H5-,31,32,33,34,35,36,39)/p+1/t9-,18+,21-,23-,24+,25-,26-,28?,29-,30+/m0/s1
InChI Key CABNHGLPEDRJTD-NRXCORBXSA-O
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H33O19+
Molecular Weight 697.60 g/mol
Exact Mass 697.16160382 g/mol
Topological Polar Surface Area (TPSA) 304.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -1.04
H-Bond Acceptor 17
H-Bond Donor 11
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[[(2R,3R,4S,6S)-6-[5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chromenylium-3-yl]oxy-3,4-dihydroxy-5-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methoxy]-3-oxopropanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7005 70.05%
Caco-2 - 0.9079 90.79%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.5766 57.66%
OATP2B1 inhibitior - 0.7126 71.26%
OATP1B1 inhibitior + 0.8528 85.28%
OATP1B3 inhibitior + 0.9365 93.65%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.7893 78.93%
P-glycoprotein inhibitior - 0.4557 45.57%
P-glycoprotein substrate + 0.5341 53.41%
CYP3A4 substrate + 0.6636 66.36%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8610 86.10%
CYP3A4 inhibition - 0.9320 93.20%
CYP2C9 inhibition - 0.9342 93.42%
CYP2C19 inhibition - 0.9124 91.24%
CYP2D6 inhibition - 0.9364 93.64%
CYP1A2 inhibition - 0.8868 88.68%
CYP2C8 inhibition + 0.7728 77.28%
CYP inhibitory promiscuity - 0.9341 93.41%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6494 64.94%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.9117 91.17%
Skin irritation - 0.8237 82.37%
Skin corrosion - 0.9487 94.87%
Ames mutagenesis - 0.6454 64.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6904 69.04%
Micronuclear + 0.6818 68.18%
Hepatotoxicity - 0.7250 72.50%
skin sensitisation - 0.9222 92.22%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.9635 96.35%
Acute Oral Toxicity (c) III 0.6002 60.02%
Estrogen receptor binding + 0.8742 87.42%
Androgen receptor binding + 0.5668 56.68%
Thyroid receptor binding + 0.5648 56.48%
Glucocorticoid receptor binding + 0.5886 58.86%
Aromatase binding + 0.6239 62.39%
PPAR gamma + 0.7109 71.09%
Honey bee toxicity - 0.7788 77.88%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9526 95.26%

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 99.60% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 96.78% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.97% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.59% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 95.23% 97.36%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.14% 99.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.17% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.49% 86.33%
CHEMBL2581 P07339 Cathepsin D 91.20% 98.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.37% 99.15%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.51% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 87.28% 94.73%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.94% 94.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.42% 95.56%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 82.96% 95.64%
CHEMBL3194 P02766 Transthyretin 82.09% 90.71%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.92% 95.83%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 81.04% 83.00%
CHEMBL5255 O00206 Toll-like receptor 4 81.02% 92.50%

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.
Clitoria ternatea

Cross-Links

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PubChem 163186220
LOTUS LTS0245054
wikiData Q104950890