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[5-hydroxy-8-[2-(3-hydroxy-5-oxooxolan-3-yl)-2-(2-methylbut-2-enoyloxy)ethyl]-4a,8-dimethyl-4,7-dimethylidene-6-oxo-2,3,5,8a-tetrahydro-1H-naphthalen-1-yl] 2-methylbut-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 66d7834d-7d80-4521-9aaf-2bb5cd330145
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [5-hydroxy-8-[2-(3-hydroxy-5-oxooxolan-3-yl)-2-(2-methylbut-2-enoyloxy)ethyl]-4a,8-dimethyl-4,7-dimethylidene-6-oxo-2,3,5,8a-tetrahydro-1H-naphthalen-1-yl] 2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1CCC(=C)C2(C1C(C(=C)C(=O)C2O)(C)CC(C3(CC(=O)OC3)O)OC(=O)C(=CC)C)C
SMILES (Isomeric) CC=C(C)C(=O)OC1CCC(=C)C2(C1C(C(=C)C(=O)C2O)(C)CC(C3(CC(=O)OC3)O)OC(=O)C(=CC)C)C
InChI InChI=1S/C30H40O9/c1-9-16(3)26(34)38-20-12-11-18(5)29(8)24(20)28(7,19(6)23(32)25(29)33)13-21(39-27(35)17(4)10-2)30(36)14-22(31)37-15-30/h9-10,20-21,24-25,33,36H,5-6,11-15H2,1-4,7-8H3
InChI Key YAVSXXCNYSDBDY-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H40O9
Molecular Weight 544.60 g/mol
Exact Mass 544.26723285 g/mol
Topological Polar Surface Area (TPSA) 136.00 Ų
XlogP 3.60
Atomic LogP (AlogP) 3.29
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [5-hydroxy-8-[2-(3-hydroxy-5-oxooxolan-3-yl)-2-(2-methylbut-2-enoyloxy)ethyl]-4a,8-dimethyl-4,7-dimethylidene-6-oxo-2,3,5,8a-tetrahydro-1H-naphthalen-1-yl] 2-methylbut-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 + 0.9808 98.08%
Caco-2 - 0.7529 75.29%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8101 81.01%
OATP2B1 inhibitior - 0.8579 85.79%
OATP1B1 inhibitior + 0.8687 86.87%
OATP1B3 inhibitior + 0.9493 94.93%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6210 62.10%
BSEP inhibitior + 0.6771 67.71%
P-glycoprotein inhibitior + 0.7366 73.66%
P-glycoprotein substrate - 0.5079 50.79%
CYP3A4 substrate + 0.6861 68.61%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9081 90.81%
CYP3A4 inhibition + 0.5000 50.00%
CYP2C9 inhibition - 0.7798 77.98%
CYP2C19 inhibition - 0.8692 86.92%
CYP2D6 inhibition - 0.9492 94.92%
CYP1A2 inhibition - 0.8070 80.70%
CYP2C8 inhibition - 0.5569 55.69%
CYP inhibitory promiscuity - 0.8752 87.52%
UGT catelyzed - 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5694 56.94%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.9125 91.25%
Skin irritation + 0.6923 69.23%
Skin corrosion - 0.9404 94.04%
Ames mutagenesis - 0.6219 62.19%
Human Ether-a-go-go-Related Gene inhibition + 0.6519 65.19%
Micronuclear - 0.8000 80.00%
Hepatotoxicity + 0.6044 60.44%
skin sensitisation - 0.9224 92.24%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.8326 83.26%
Acute Oral Toxicity (c) III 0.3612 36.12%
Estrogen receptor binding + 0.7219 72.19%
Androgen receptor binding + 0.6261 62.61%
Thyroid receptor binding + 0.5687 56.87%
Glucocorticoid receptor binding + 0.7573 75.73%
Aromatase binding + 0.7289 72.89%
PPAR gamma + 0.5685 56.85%
Honey bee toxicity - 0.6416 64.16%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9956 99.56%

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 97.39% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.35% 94.45%
CHEMBL2581 P07339 Cathepsin D 95.59% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.40% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 90.64% 90.17%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 90.46% 95.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.00% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.26% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 87.94% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.42% 91.07%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 86.76% 80.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.90% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.99% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.58% 97.25%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.19% 94.33%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.97% 98.75%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 82.89% 97.47%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.77% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.03% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.01% 92.62%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.92% 96.77%

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.
Glossocarya calcicola

Cross-Links

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PubChem 73048978
LOTUS LTS0007902
wikiData Q105345632