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(13E,17R,18R,22R)-18-(1,2-dihydroxyethyl)-4,5,8,9,29,30-hexahydroxy-15,24-dioxo-16,23-dioxahexacyclo[23.7.1.12,6.07,12.017,22.027,32]tetratriaconta-2(34),3,5,7(12),8,10,13,20,25,27,29,31-dodecaene-20,33-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 bfe4394d-cb2e-4092-931c-502997c3e6d6
Taxonomy Lignans, neolignans and related compounds > Lignan lactones
IUPAC Name (13E,17R,18R,22R)-18-(1,2-dihydroxyethyl)-4,5,8,9,29,30-hexahydroxy-15,24-dioxo-16,23-dioxahexacyclo[23.7.1.12,6.07,12.017,22.027,32]tetratriaconta-2(34),3,5,7(12),8,10,13,20,25,27,29,31-dodecaene-20,33-dicarboxylic acid
SMILES (Canonical) C1C(C2C(C=C1C(=O)O)OC(=O)C3=CC4=CC(=C(C=C4C(C3C(=O)O)C5=CC(=C(C(=C5)O)O)C6=C(C=CC(=C6O)O)C=CC(=O)O2)O)O)C(CO)O
SMILES (Isomeric) C1[C@@H]([C@@H]2[C@@H](C=C1C(=O)O)OC(=O)C3=CC4=CC(=C(C=C4C(C3C(=O)O)C5=CC(=C(C(=C5)O)O)C6=C(C=CC(=C6O)O)/C=C/C(=O)O2)O)O)C(CO)O
InChI InChI=1S/C36H30O16/c37-12-25(42)18-7-16(34(46)47)10-26-33(18)52-27(43)4-2-13-1-3-21(38)32(45)29(13)19-6-15(9-24(41)31(19)44)28-17-11-23(40)22(39)8-14(17)5-20(36(50)51-26)30(28)35(48)49/h1-6,8-11,18,25-26,28,30,33,37-42,44-45H,7,12H2,(H,46,47)(H,48,49)/b4-2+/t18-,25?,26-,28?,30?,33-/m1/s1
InChI Key YEZHQOKAENFVEH-VBGYPQIASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H30O16
Molecular Weight 718.60 g/mol
Exact Mass 718.15338487 g/mol
Topological Polar Surface Area (TPSA) 289.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 2.05
H-Bond Acceptor 14
H-Bond Donor 10
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (13E,17R,18R,22R)-18-(1,2-dihydroxyethyl)-4,5,8,9,29,30-hexahydroxy-15,24-dioxo-16,23-dioxahexacyclo[23.7.1.12,6.07,12.017,22.027,32]tetratriaconta-2(34),3,5,7(12),8,10,13,20,25,27,29,31-dodecaene-20,33-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 + 0.9227 92.27%
Caco-2 - 0.9193 91.93%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.6757 67.57%
OATP2B1 inhibitior - 0.5591 55.91%
OATP1B1 inhibitior + 0.8341 83.41%
OATP1B3 inhibitior + 0.9585 95.85%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9173 91.73%
P-glycoprotein inhibitior + 0.7179 71.79%
P-glycoprotein substrate + 0.6807 68.07%
CYP3A4 substrate + 0.6941 69.41%
CYP2C9 substrate - 0.8044 80.44%
CYP2D6 substrate - 0.8631 86.31%
CYP3A4 inhibition - 0.7754 77.54%
CYP2C9 inhibition - 0.6843 68.43%
CYP2C19 inhibition - 0.7396 73.96%
CYP2D6 inhibition - 0.8272 82.72%
CYP1A2 inhibition - 0.7342 73.42%
CYP2C8 inhibition + 0.7664 76.64%
CYP inhibitory promiscuity - 0.9179 91.79%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6032 60.32%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.8880 88.80%
Skin irritation - 0.7476 74.76%
Skin corrosion - 0.9482 94.82%
Ames mutagenesis - 0.5623 56.23%
Human Ether-a-go-go-Related Gene inhibition + 0.8211 82.11%
Micronuclear + 0.6159 61.59%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.7539 75.39%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.7179 71.79%
Acute Oral Toxicity (c) III 0.3719 37.19%
Estrogen receptor binding + 0.7995 79.95%
Androgen receptor binding + 0.7521 75.21%
Thyroid receptor binding - 0.5260 52.60%
Glucocorticoid receptor binding - 0.6015 60.15%
Aromatase binding - 0.6601 66.01%
PPAR gamma + 0.6756 67.56%
Honey bee toxicity - 0.7170 71.70%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9854 98.54%

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 99.87% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.52% 91.49%
CHEMBL2581 P07339 Cathepsin D 96.38% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.35% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.07% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.36% 97.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 92.32% 99.15%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.16% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.05% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.51% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.43% 86.33%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 87.75% 96.37%
CHEMBL4040 P28482 MAP kinase ERK2 85.93% 83.82%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.94% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.76% 85.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.68% 99.17%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.69% 97.33%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.11% 90.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.16% 99.23%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 80.01% 94.62%

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.
Bazzania trilobata

Cross-Links

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PubChem 101231540
LOTUS LTS0263893
wikiData Q105347461