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(2R,13R,17R,18R,21E,35S)-17-[(1S)-1,2-dihydroxyethyl]-5,6,26,27,31-pentahydroxy-11,20-dioxo-12,16,19,29-tetraoxahexacyclo[28.2.2.12,10.03,8.013,18.023,28]pentatriaconta-1(32),3,5,7,9,14,21,23(28),24,26,30,33-dodecaene-15,35-dicarboxylic 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 f5d3d061-4c6e-4131-8e92-8a58c318955a
Taxonomy Lignans, neolignans and related compounds > Lignan lactones
IUPAC Name (2R,13R,17R,18R,21E,35S)-17-[(1S)-1,2-dihydroxyethyl]-5,6,26,27,31-pentahydroxy-11,20-dioxo-12,16,19,29-tetraoxahexacyclo[28.2.2.12,10.03,8.013,18.023,28]pentatriaconta-1(32),3,5,7,9,14,21,23(28),24,26,30,33-dodecaene-15,35-dicarboxylic acid
SMILES (Canonical) C1=CC(=C(C2=C1C=CC(=O)OC3C(C=C(OC3C(CO)O)C(=O)O)OC(=O)C4=CC5=CC(=C(C=C5C(C4C(=O)O)C6=CC(=C(O2)C=C6)O)O)O)O)O
SMILES (Isomeric) C1=CC(=C(C2=C1/C=C/C(=O)O[C@@H]3[C@@H](C=C(O[C@@H]3[C@H](CO)O)C(=O)O)OC(=O)C4=CC5=CC(=C(C=C5[C@H]([C@@H]4C(=O)O)C6=CC(=C(O2)C=C6)O)O)O)O)O
InChI InChI=1S/C35H28O17/c36-12-22(41)31-32-24(11-25(50-31)33(44)45)51-35(48)17-7-15-9-19(38)20(39)10-16(15)27(28(17)34(46)47)14-2-5-23(21(40)8-14)49-30-13(3-6-26(42)52-32)1-4-18(37)29(30)43/h1-11,22,24,27-28,31-32,36-41,43H,12H2,(H,44,45)(H,46,47)/b6-3+/t22-,24+,27+,28+,31+,32+/m0/s1
InChI Key BEPFHQSEYZAOPU-JUFDNNTMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H28O17
Molecular Weight 720.60 g/mol
Exact Mass 720.13264942 g/mol
Topological Polar Surface Area (TPSA) 287.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 1.81
H-Bond Acceptor 15
H-Bond Donor 9
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,13R,17R,18R,21E,35S)-17-[(1S)-1,2-dihydroxyethyl]-5,6,26,27,31-pentahydroxy-11,20-dioxo-12,16,19,29-tetraoxahexacyclo[28.2.2.12,10.03,8.013,18.023,28]pentatriaconta-1(32),3,5,7,9,14,21,23(28),24,26,30,33-dodecaene-15,35-dicarboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9195 91.95%
Caco-2 - 0.9172 91.72%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6715 67.15%
OATP2B1 inhibitior - 0.6979 69.79%
OATP1B1 inhibitior + 0.8283 82.83%
OATP1B3 inhibitior + 0.9553 95.53%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8879 88.79%
P-glycoprotein inhibitior + 0.7565 75.65%
P-glycoprotein substrate + 0.5878 58.78%
CYP3A4 substrate + 0.6866 68.66%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8669 86.69%
CYP3A4 inhibition - 0.7969 79.69%
CYP2C9 inhibition - 0.5696 56.96%
CYP2C19 inhibition - 0.6855 68.55%
CYP2D6 inhibition - 0.7808 78.08%
CYP1A2 inhibition - 0.8066 80.66%
CYP2C8 inhibition + 0.7524 75.24%
CYP inhibitory promiscuity - 0.8724 87.24%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6704 67.04%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.8753 87.53%
Skin irritation - 0.7400 74.00%
Skin corrosion - 0.9445 94.45%
Ames mutagenesis - 0.6223 62.23%
Human Ether-a-go-go-Related Gene inhibition + 0.7497 74.97%
Micronuclear + 0.6533 65.33%
Hepatotoxicity - 0.6321 63.21%
skin sensitisation - 0.7248 72.48%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.8577 85.77%
Acute Oral Toxicity (c) III 0.3644 36.44%
Estrogen receptor binding + 0.7891 78.91%
Androgen receptor binding + 0.7485 74.85%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding - 0.5582 55.82%
Aromatase binding - 0.6636 66.36%
PPAR gamma + 0.6724 67.24%
Honey bee toxicity - 0.7365 73.65%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.9312 93.12%

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 99.56% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.23% 91.49%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.01% 94.45%
CHEMBL2581 P07339 Cathepsin D 96.18% 98.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 94.84% 99.15%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.70% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.16% 97.09%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 90.07% 96.37%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.77% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.88% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.81% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.38% 86.33%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 84.97% 94.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.66% 99.17%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.89% 93.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.62% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.35% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 80.26% 91.19%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.14% 100.00%

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.
Pellia epiphylla

Cross-Links

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PubChem 163189623
LOTUS LTS0196961
wikiData Q104933310