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Oenothein A

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 4b0753a8-fc90-4608-a7bf-27cd31f35f7e
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name [(1S,2R)-1-[(10R,11R)-3,4,5,11,17,18,19-heptahydroxy-8,14-dioxo-9,13-dioxatricyclo[13.4.0.02,7]nonadeca-1(19),2,4,6,15,17-hexaen-10-yl]-3-oxo-1-(3,4,5-trihydroxybenzoyl)oxypropan-2-yl] 2-[[(11R,12S,13R,14R,37R,38S,39R,56R)-11,37-diformyl-4,5,6,14,21,22,25,26,30,31,32,44,45,46,49,50,56-heptadecahydroxy-9,17,35,41,53,59-hexaoxo-12,38-bis[(3,4,5-trihydroxybenzoyl)oxy]-2,10,16,28,36,40,54,60-octaoxanonacyclo[37.11.6.413,27.03,8.018,23.029,34.042,47.048,52.024,58]hexaconta-1(50),3,5,7,18,20,22,24,26,29,31,33,42,44,46,48,51,57-octadecaen-20-yl]oxy]-3,4,5-trihydroxybenzoate
SMILES (Canonical) C1C(C2C(C(OC(=O)C3=CC(=C(C(=C3OC4=C(C(=C5C(=C4)C(=O)OC(C(COC(=O)C6=CC(=C(C(=C65)O)O)OC7=C(C(=C(C=C7C(=O)OC(C=O)C(C8C(COC(=O)C9=CC(=C(C(=C9C3=C(C(=C(C=C3C(=O)O8)O)O)O)O)O)O)O)OC(=O)C3=CC(=C(C(=C3)O)O)O)O)O)O)O)C(C(OC(=O)C3=CC(=C(C(=C3OC3=C(C(=C(C(=C3)C(=O)O1)C1=C(C(=C(C=C1C(=O)O2)O)O)O)O)O)O)O)O)C=O)OC(=O)C1=CC(=C(C(=C1)O)O)O)O)O)O)O)O)C=O)OC(=O)C1=CC(=C(C(=C1)O)O)O)O
SMILES (Isomeric) C1[C@H]([C@@H]2[C@@H]([C@@H](OC(=O)C3=CC(=C(C(=C3OC4=C(C(=C5C(=C4)C(=O)O[C@H]([C@@H](COC(=O)C6=CC(=C(C(=C65)O)O)OC7=C(C(=C(C=C7C(=O)O[C@@H](C=O)[C@H]([C@H]8[C@@H](COC(=O)C9=CC(=C(C(=C9C3=C(C(=C(C=C3C(=O)O8)O)O)O)O)O)O)O)OC(=O)C3=CC(=C(C(=C3)O)O)O)O)O)O)O)[C@@H]([C@@H](OC(=O)C3=CC(=C(C(=C3OC3=C(C(=C(C(=C3)C(=O)O1)C1=C(C(=C(C=C1C(=O)O2)O)O)O)O)O)O)O)O)C=O)OC(=O)C1=CC(=C(C(=C1)O)O)O)O)O)O)O)O)C=O)OC(=O)C1=CC(=C(C(=C1)O)O)O)O
InChI InChI=1S/C102H72O66/c103-16-52(88(166-91(142)22-1-34(106)61(121)35(107)2-22)85-46(118)19-154-94(145)25-7-40(112)64(124)73(133)55(25)56-26(97(148)163-85)8-41(113)65(125)74(56)134)160-100(151)32-11-44(116)68(128)80(140)83(32)158-50-14-29-59(77(137)71(50)131)60-30-15-51(72(132)78(60)138)159-84-33(12-45(117)69(129)81(84)141)102(153)161-53(17-104)89(167-92(143)23-3-36(108)62(122)37(109)4-23)86-47(119)20-155-95(146)28-13-49(70(130)76(136)58(28)57-27(98(149)164-86)9-42(114)66(126)75(57)135)157-82-31(10-43(115)67(127)79(82)139)101(152)162-54(18-105)90(87(165-99(30)150)48(120)21-156-96(29)147)168-93(144)24-5-38(110)63(123)39(111)6-24/h1-18,46-48,52-54,85-90,106-141H,19-21H2/t46-,47-,48-,52+,53+,54+,85-,86-,87-,88-,89-,90-/m1/s1
InChI Key BJKKYEKHHYWTQZ-BHGGTIJZSA-N
Popularity 6 references in papers

Physical and Chemical Properties

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Molecular Formula C102H72O66
Molecular Weight 2353.60 g/mol
Exact Mass 2353.2311220 g/mol
Topological Polar Surface Area (TPSA) 1120.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.78
H-Bond Acceptor 66
H-Bond Donor 36
Rotatable Bonds 15

Synonyms

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[(1R,2S)-1-formyl-2-[heptahydroxy(dioxo)[?]yl]-2-(3,4,5-trihydroxybenzoyl)oxy-ethyl] 2-[diformyl-heptadecahydroxy-hexaoxo-bis[(3,4,5-trihydroxybenzoyl)oxy][?]yl]oxy-3,4,5-trihydroxy-benzoate

2D Structure

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2D Structure of Oenothein A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7732 77.32%
Caco-2 - 0.8549 85.49%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.5108 51.08%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7508 75.08%
OATP1B3 inhibitior + 0.9039 90.39%
MATE1 inhibitior - 0.7000 70.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9519 95.19%
P-glycoprotein inhibitior + 0.7420 74.20%
P-glycoprotein substrate + 0.6898 68.98%
CYP3A4 substrate + 0.7132 71.32%
CYP2C9 substrate - 0.8016 80.16%
CYP2D6 substrate - 0.8422 84.22%
CYP3A4 inhibition - 0.9150 91.50%
CYP2C9 inhibition - 0.8966 89.66%
CYP2C19 inhibition - 0.8921 89.21%
CYP2D6 inhibition - 0.9198 91.98%
CYP1A2 inhibition - 0.8577 85.77%
CYP2C8 inhibition + 0.8306 83.06%
CYP inhibitory promiscuity - 0.9429 94.29%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6111 61.11%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.8955 89.55%
Skin irritation - 0.8053 80.53%
Skin corrosion - 0.9554 95.54%
Ames mutagenesis + 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7509 75.09%
Micronuclear + 0.7633 76.33%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.7545 75.45%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.8480 84.80%
Acute Oral Toxicity (c) III 0.5528 55.28%
Estrogen receptor binding + 0.5774 57.74%
Androgen receptor binding + 0.7492 74.92%
Thyroid receptor binding + 0.7315 73.15%
Glucocorticoid receptor binding + 0.7636 76.36%
Aromatase binding + 0.7099 70.99%
PPAR gamma + 0.7856 78.56%
Honey bee toxicity - 0.6348 63.48%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9047 90.47%

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
CHEMBL1951 P21397 Monoamine oxidase A 99.66% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.06% 91.11%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 97.62% 83.57%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 97.60% 95.17%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 96.18% 83.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 95.70% 93.40%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 95.25% 97.21%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.75% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 94.58% 99.23%
CHEMBL3401 O75469 Pregnane X receptor 94.48% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.46% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 94.27% 99.15%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 93.97% 95.50%
CHEMBL2581 P07339 Cathepsin D 92.63% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.93% 86.33%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 90.65% 98.75%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.52% 99.17%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 90.33% 89.34%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.19% 94.00%
CHEMBL2535 P11166 Glucose transporter 89.85% 98.75%
CHEMBL4208 P20618 Proteasome component C5 89.39% 90.00%
CHEMBL340 P08684 Cytochrome P450 3A4 89.10% 91.19%
CHEMBL4302 P08183 P-glycoprotein 1 87.64% 92.98%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 87.46% 95.78%
CHEMBL4040 P28482 MAP kinase ERK2 87.02% 83.82%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 86.77% 80.78%
CHEMBL3891 P07384 Calpain 1 85.88% 93.04%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.62% 94.45%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 85.62% 97.53%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.85% 96.09%
CHEMBL4530 P00488 Coagulation factor XIII 84.81% 96.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.65% 97.09%
CHEMBL3194 P02766 Transthyretin 83.22% 90.71%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.01% 92.62%
CHEMBL213 P08588 Beta-1 adrenergic receptor 81.98% 95.56%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.50% 96.95%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 80.34% 97.31%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.21% 93.56%

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.
Epilobium capense
Oenothera laciniata
Oenothera tetraptera

Cross-Links

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PubChem 16130421
LOTUS LTS0247422
wikiData Q104403599