Petunidin 3-O-[6-O-(4-O-(E)-p-coumaroyl-O-alpha-rhamnopyranosyl)-beta-glucopyranoside]-5-O-beta-glucopyranoside

Details

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Internal ID 52fe1f48-6437-4b06-a105-30b64a46f867
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanins > Anthocyanidin-5-O-glycosides
IUPAC Name [(3R,4R,6R)-6-[[(3S,6S)-6-[2-(3,4-dihydroxy-5-methoxyphenyl)-7-hydroxy-5-[(2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-4,5-dihydroxy-2-methyloxan-3-yl] (E)-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)O)O)O)O)O)O)OC(=O)C=CC7=CC=C(C=C7)O
SMILES (Isomeric) CC1[C@@H]([C@@H](C([C@@H](O1)OCC2[C@H](C(C([C@@H](O2)OC3=C([O+]=C4C=C(C=C(C4=C3)O[C@H]5C([C@H]([C@@H](C(O5)CO)O)O)O)O)C6=CC(=C(C(=C6)OC)O)O)O)O)O)O)O)OC(=O)/C=C/C7=CC=C(C=C7)O
InChI InChI=1S/C43H48O23/c1-16-39(66-29(48)8-5-17-3-6-19(45)7-4-17)35(54)38(57)41(60-16)59-15-28-32(51)34(53)37(56)43(65-28)63-26-13-21-23(61-40(26)18-9-22(47)30(49)25(10-18)58-2)11-20(46)12-24(21)62-42-36(55)33(52)31(50)27(14-44)64-42/h3-13,16,27-28,31-39,41-44,50-57H,14-15H2,1-2H3,(H3-,45,46,47,48,49)/p+1/t16?,27?,28?,31-,32-,33+,34?,35-,36?,37?,38?,39+,41-,42-,43-/m1/s1
InChI Key BXEZTCOKOLHMKY-ABWSONMJSA-O
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C43H49O23+
Molecular Weight 933.80 g/mol
Exact Mass 933.26646281 g/mol
Topological Polar Surface Area (TPSA) 355.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -1.31
H-Bond Acceptor 22
H-Bond Donor 13
Rotatable Bonds 13

Synonyms

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Petunidin 3-O-[6-O-(4-O-(E)-p-coumaroyl-O-alpha-rhamnopyranosyl)-beta-glucopyranoside]-5-O-beta-glucopyranoside
LMPK12010362

2D Structure

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2D Structure of Petunidin 3-O-[6-O-(4-O-(E)-p-coumaroyl-O-alpha-rhamnopyranosyl)-beta-glucopyranoside]-5-O-beta-glucopyranoside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7097 70.97%
Caco-2 - 0.8750 87.50%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Nucleus 0.4435 44.35%
OATP2B1 inhibitior - 0.7183 71.83%
OATP1B1 inhibitior + 0.8292 82.92%
OATP1B3 inhibitior + 0.9733 97.33%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.7362 73.62%
P-glycoprotein inhibitior + 0.7142 71.42%
P-glycoprotein substrate + 0.6638 66.38%
CYP3A4 substrate + 0.6948 69.48%
CYP2C9 substrate - 0.8071 80.71%
CYP2D6 substrate - 0.8617 86.17%
CYP3A4 inhibition - 0.9351 93.51%
CYP2C9 inhibition - 0.9071 90.71%
CYP2C19 inhibition - 0.8674 86.74%
CYP2D6 inhibition - 0.9170 91.70%
CYP1A2 inhibition - 0.9085 90.85%
CYP2C8 inhibition + 0.8759 87.59%
CYP inhibitory promiscuity - 0.6676 66.76%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6697 66.97%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9031 90.31%
Skin irritation - 0.8261 82.61%
Skin corrosion - 0.9516 95.16%
Ames mutagenesis - 0.5737 57.37%
Human Ether-a-go-go-Related Gene inhibition + 0.8145 81.45%
Micronuclear + 0.6733 67.33%
Hepatotoxicity - 0.7625 76.25%
skin sensitisation - 0.8966 89.66%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.9390 93.90%
Acute Oral Toxicity (c) III 0.6468 64.68%
Estrogen receptor binding + 0.8026 80.26%
Androgen receptor binding + 0.5702 57.02%
Thyroid receptor binding + 0.5616 56.16%
Glucocorticoid receptor binding + 0.7049 70.49%
Aromatase binding + 0.6173 61.73%
PPAR gamma + 0.7628 76.28%
Honey bee toxicity - 0.7003 70.03%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.8607 86.07%

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 99.70% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.01% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.62% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.49% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 97.33% 96.00%
CHEMBL3194 P02766 Transthyretin 95.21% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.57% 99.17%
CHEMBL3714130 P46095 G-protein coupled receptor 6 93.51% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.44% 95.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.15% 92.94%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 89.92% 89.62%
CHEMBL2581 P07339 Cathepsin D 89.21% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.00% 85.14%
CHEMBL3401 O75469 Pregnane X receptor 87.75% 94.73%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.39% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.72% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.29% 94.00%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 85.74% 97.31%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.38% 99.15%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.47% 95.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.68% 92.62%
CHEMBL4208 P20618 Proteasome component C5 82.94% 90.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.66% 86.92%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 82.10% 91.71%

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.
Solanum tuberosum

Cross-Links

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PubChem 44256967
LOTUS LTS0179906
wikiData Q104947899