[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-7-hydroxy-3-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-5-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate

Details

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Internal ID 7206c29b-1764-4721-9514-b3c9869deb4e
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanins > Anthocyanidin-5-O-glycosides
IUPAC Name [(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-7-hydroxy-3-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-5-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate
SMILES (Canonical) CC(=O)OCC1C(C(C(C(O1)OC2=CC(=CC3=[O+]C(=C(C=C23)OC4C(C(C(C(O4)CO)O)O)O)C5=CC(=C(C=C5)O)O)O)O)O)O
SMILES (Isomeric) CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=CC(=CC3=[O+]C(=C(C=C23)O[C@H]4[C@@H]([C@H]([C@@H]([C@@H](O4)CO)O)O)O)C5=CC(=C(C=C5)O)O)O)O)O)O
InChI InChI=1S/C29H32O17/c1-10(31)41-9-20-22(36)24(38)26(40)28(46-20)43-17-6-12(32)5-16-13(17)7-18(27(42-16)11-2-3-14(33)15(34)4-11)44-29-25(39)23(37)21(35)19(8-30)45-29/h2-7,19-26,28-30,35-40H,8-9H2,1H3,(H2-,32,33,34)/p+1/t19-,20+,21+,22+,23-,24-,25+,26+,28+,29+/m0/s1
InChI Key DZYZKZFTIGZUQP-FLWGTRIMSA-O
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H33O17+
Molecular Weight 653.60 g/mol
Exact Mass 653.17177458 g/mol
Topological Polar Surface Area (TPSA) 267.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -1.57
H-Bond Acceptor 16
H-Bond Donor 10
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-7-hydroxy-3-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-5-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6699 66.99%
Caco-2 - 0.9063 90.63%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.5312 53.12%
OATP2B1 inhibitior - 0.7088 70.88%
OATP1B1 inhibitior + 0.8977 89.77%
OATP1B3 inhibitior + 0.9536 95.36%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.6931 69.31%
P-glycoprotein inhibitior - 0.4548 45.48%
P-glycoprotein substrate - 0.7656 76.56%
CYP3A4 substrate + 0.6341 63.41%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8629 86.29%
CYP3A4 inhibition - 0.9749 97.49%
CYP2C9 inhibition - 0.9314 93.14%
CYP2C19 inhibition - 0.9013 90.13%
CYP2D6 inhibition - 0.9457 94.57%
CYP1A2 inhibition - 0.8641 86.41%
CYP2C8 inhibition + 0.7810 78.10%
CYP inhibitory promiscuity - 0.7946 79.46%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6921 69.21%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.9082 90.82%
Skin irritation - 0.8141 81.41%
Skin corrosion - 0.9560 95.60%
Ames mutagenesis + 0.5663 56.63%
Human Ether-a-go-go-Related Gene inhibition + 0.8002 80.02%
Micronuclear + 0.5133 51.33%
Hepatotoxicity - 0.8571 85.71%
skin sensitisation - 0.9225 92.25%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity - 0.6027 60.27%
Acute Oral Toxicity (c) III 0.5760 57.60%
Estrogen receptor binding + 0.7837 78.37%
Androgen receptor binding + 0.5904 59.04%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.5553 55.53%
Aromatase binding + 0.5719 57.19%
PPAR gamma + 0.6399 63.99%
Honey bee toxicity - 0.7663 76.63%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6504 65.04%
Fish aquatic toxicity + 0.8871 88.71%

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 99.02% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.09% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 95.98% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.96% 89.00%
CHEMBL2581 P07339 Cathepsin D 94.00% 98.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.66% 99.15%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.66% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.35% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 90.25% 94.73%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.18% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.96% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.22% 94.45%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.23% 96.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 80.60% 83.00%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 80.41% 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.
Pelargonium dolomiticum

Cross-Links

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PubChem 163190871
LOTUS LTS0027776
wikiData Q104992122