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(1R,4S,5S,6S,7R,10R,11S,12R)-5,6-bis(3,4-dihydroxyphenyl)-11,12-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-3,8-dioxo-2,9-dioxatricyclo[8.3.1.04,7]tetradecane-1-carboxylic 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 ca514e17-051a-4b59-9fd8-b6411695e9e6
Taxonomy Lignans, neolignans and related compounds > Cyclobutane lignans
IUPAC Name (1R,4S,5S,6S,7R,10R,11S,12R)-5,6-bis(3,4-dihydroxyphenyl)-11,12-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-3,8-dioxo-2,9-dioxatricyclo[8.3.1.04,7]tetradecane-1-carboxylic acid
SMILES (Canonical) C1C2C(C(CC1(OC(=O)C3C(C(C3C(=O)O2)C4=CC(=C(C=C4)O)O)C5=CC(=C(C=C5)O)O)C(=O)O)OC(=O)C=CC6=CC(=C(C=C6)O)O)OC(=O)C=CC7=CC(=C(C=C7)O)O
SMILES (Isomeric) C1[C@@H]2[C@H]([C@@H](C[C@]1(OC(=O)[C@H]3[C@H]([C@@H]([C@H]3C(=O)O2)C4=CC(=C(C=C4)O)O)C5=CC(=C(C=C5)O)O)C(=O)O)OC(=O)/C=C/C6=CC(=C(C=C6)O)O)OC(=O)/C=C/C7=CC(=C(C=C7)O)O
InChI InChI=1S/C43H36O18/c44-23-7-1-19(13-27(23)48)3-11-33(52)58-31-17-43(42(56)57)18-32(39(31)60-34(53)12-4-20-2-8-24(45)28(49)14-20)59-40(54)37-35(21-5-9-25(46)29(50)15-21)36(38(37)41(55)61-43)22-6-10-26(47)30(51)16-22/h1-16,31-32,35-39,44-51H,17-18H2,(H,56,57)/b11-3+,12-4+/t31-,32-,35+,36+,37-,38+,39+,43-/m1/s1
InChI Key AYNWTILKWXURJB-GEPMCGKXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C43H36O18
Molecular Weight 840.70 g/mol
Exact Mass 840.19016430 g/mol
Topological Polar Surface Area (TPSA) 304.00 Ų
XlogP 4.20
Atomic LogP (AlogP) 3.78
H-Bond Acceptor 17
H-Bond Donor 9
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,4S,5S,6S,7R,10R,11S,12R)-5,6-bis(3,4-dihydroxyphenyl)-11,12-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-3,8-dioxo-2,9-dioxatricyclo[8.3.1.04,7]tetradecane-1-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9553 95.53%
Caco-2 - 0.8925 89.25%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7608 76.08%
OATP2B1 inhibitior - 0.8508 85.08%
OATP1B1 inhibitior + 0.9234 92.34%
OATP1B3 inhibitior + 0.9349 93.49%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9271 92.71%
P-glycoprotein inhibitior + 0.7399 73.99%
P-glycoprotein substrate - 0.7101 71.01%
CYP3A4 substrate + 0.6321 63.21%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8641 86.41%
CYP3A4 inhibition - 0.7972 79.72%
CYP2C9 inhibition - 0.6774 67.74%
CYP2C19 inhibition - 0.6224 62.24%
CYP2D6 inhibition - 0.9529 95.29%
CYP1A2 inhibition - 0.9355 93.55%
CYP2C8 inhibition + 0.6779 67.79%
CYP inhibitory promiscuity - 0.9428 94.28%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9386 93.86%
Carcinogenicity (trinary) Non-required 0.4595 45.95%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.8994 89.94%
Skin irritation - 0.7149 71.49%
Skin corrosion - 0.9274 92.74%
Ames mutagenesis - 0.6137 61.37%
Human Ether-a-go-go-Related Gene inhibition + 0.7691 76.91%
Micronuclear + 0.6700 67.00%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.7897 78.97%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.7450 74.50%
Acute Oral Toxicity (c) III 0.4458 44.58%
Estrogen receptor binding + 0.7925 79.25%
Androgen receptor binding + 0.7803 78.03%
Thyroid receptor binding + 0.5748 57.48%
Glucocorticoid receptor binding + 0.6077 60.77%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.7081 70.81%
Honey bee toxicity - 0.7835 78.35%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9927 99.27%

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 99.75% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.71% 91.49%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.88% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.19% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.09% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.04% 86.33%
CHEMBL3194 P02766 Transthyretin 92.11% 90.71%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.57% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.19% 96.09%
CHEMBL340 P08684 Cytochrome P450 3A4 88.17% 91.19%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.80% 99.15%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.51% 89.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 86.87% 94.08%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 85.38% 93.40%
CHEMBL4531 P17931 Galectin-3 84.23% 96.90%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.90% 96.00%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 83.21% 91.71%
CHEMBL4208 P20618 Proteasome component C5 82.37% 90.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.52% 99.23%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.33% 97.28%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.12% 95.50%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 80.67% 83.00%

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.
Neurolaena lobata

Cross-Links

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PubChem 163190095
LOTUS LTS0001930
wikiData Q104921283