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[(2R,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6S)-6-[2-(3,4-dihydroxy-5-methoxyphenyl)-7-hydroxy-5-[(2S,3R,4S,5R,6R)-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-[(2S,3R,4S,5R,6R)-6-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxyphenyl]prop-2-enoate

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 c8601426-0f47-4922-aeca-36b5343dcb05
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanins > Anthocyanidin-5-O-glycosides
IUPAC Name [(2R,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6S)-6-[2-(3,4-dihydroxy-5-methoxyphenyl)-7-hydroxy-5-[(2S,3R,4S,5R,6R)-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-[(2S,3R,4S,5R,6R)-6-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxyphenyl]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)OC8C(C(C(C(O8)COC(=O)C=CC9=CC(=C(C=C9)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]5[C@@H]([C@H]([C@H]([C@H](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[C@H]8[C@@H]([C@H]([C@H]([C@H](O8)COC(=O)C=CC9=CC(=C(C=C9)O)O)O)O)O
InChI InChI=1S/C58H64O31/c1-22-53(89-40(65)12-6-23-3-8-27(9-4-23)82-56-49(74)46(71)43(68)37(87-56)20-79-39(64)11-7-24-5-10-29(61)30(62)13-24)48(73)52(77)55(81-22)80-21-38-44(69)47(72)51(76)58(88-38)85-35-18-28-32(83-54(35)25-14-31(63)41(66)34(15-25)78-2)16-26(60)17-33(28)84-57-50(75)45(70)42(67)36(19-59)86-57/h3-18,22,36-38,42-53,55-59,67-77H,19-21H2,1-2H3,(H4-,60,61,62,63,64,66)/p+1/b12-6+/t22-,36-,37-,38-,42+,43+,44+,45+,46+,47-,48+,49-,50-,51+,52+,53+,55-,56-,57-,58-/m1/s1
InChI Key IPIBARRYAYFNQK-SCSTYJNKSA-O
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C58H65O31+
Molecular Weight 1258.10 g/mol
Exact Mass 1257.35098027 g/mol
Topological Polar Surface Area (TPSA) 481.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -2.17
H-Bond Acceptor 30
H-Bond Donor 17
Rotatable Bonds 19

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6S)-6-[2-(3,4-dihydroxy-5-methoxyphenyl)-7-hydroxy-5-[(2S,3R,4S,5R,6R)-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-[(2S,3R,4S,5R,6R)-6-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxyphenyl]prop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7706 77.06%
Caco-2 - 0.8598 85.98%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Nucleus 0.5031 50.31%
OATP2B1 inhibitior - 0.8624 86.24%
OATP1B1 inhibitior + 0.8397 83.97%
OATP1B3 inhibitior + 0.9763 97.63%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9177 91.77%
P-glycoprotein inhibitior + 0.7419 74.19%
P-glycoprotein substrate + 0.6766 67.66%
CYP3A4 substrate + 0.7145 71.45%
CYP2C9 substrate - 0.8071 80.71%
CYP2D6 substrate - 0.8617 86.17%
CYP3A4 inhibition - 0.9288 92.88%
CYP2C9 inhibition - 0.8757 87.57%
CYP2C19 inhibition - 0.8746 87.46%
CYP2D6 inhibition - 0.9353 93.53%
CYP1A2 inhibition - 0.9179 91.79%
CYP2C8 inhibition + 0.8709 87.09%
CYP inhibitory promiscuity - 0.7977 79.77%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6681 66.81%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.8978 89.78%
Skin irritation - 0.8353 83.53%
Skin corrosion - 0.9473 94.73%
Ames mutagenesis - 0.5237 52.37%
Human Ether-a-go-go-Related Gene inhibition + 0.7791 77.91%
Micronuclear + 0.6733 67.33%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.8917 89.17%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.9491 94.91%
Acute Oral Toxicity (c) III 0.6160 61.60%
Estrogen receptor binding + 0.7489 74.89%
Androgen receptor binding + 0.6509 65.09%
Thyroid receptor binding + 0.6260 62.60%
Glucocorticoid receptor binding + 0.7477 74.77%
Aromatase binding + 0.6671 66.71%
PPAR gamma + 0.8028 80.28%
Honey bee toxicity - 0.6569 65.69%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.8991 89.91%

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 99.86% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.65% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.00% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 97.96% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.36% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 96.92% 91.49%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.60% 99.17%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 95.23% 99.15%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.96% 97.36%
CHEMBL3194 P02766 Transthyretin 94.72% 90.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.09% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.62% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.56% 92.94%
CHEMBL4208 P20618 Proteasome component C5 89.80% 90.00%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 88.99% 80.78%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.93% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.67% 94.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.78% 95.50%
CHEMBL3401 O75469 Pregnane X receptor 86.47% 94.73%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 86.40% 89.62%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.37% 86.92%
CHEMBL221 P23219 Cyclooxygenase-1 83.61% 90.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.10% 95.89%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 83.01% 97.31%
CHEMBL2581 P07339 Cathepsin D 82.87% 98.95%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 81.31% 83.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.26% 85.14%

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.
There are no matching plants.

Cross-Links

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PubChem 163191739
LOTUS LTS0010839
wikiData Q105117258