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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-methylbutanoate

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 156a2cc6-585f-4e74-9af6-443e3009fe96
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-methylbutanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H42O9/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/h10,16,20-21,24-25,33,36H,5-6,9,11-15H2,1-4,7-8H3
InChI Key ADPYHNWDGBDIAZ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H42O9
Molecular Weight 546.60 g/mol
Exact Mass 546.28288291 g/mol
Topological Polar Surface Area (TPSA) 136.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 3.37
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 8

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-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9894 98.94%
Caco-2 - 0.7415 74.15%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7725 77.25%
OATP2B1 inhibitior - 0.8616 86.16%
OATP1B1 inhibitior + 0.8498 84.98%
OATP1B3 inhibitior + 0.9564 95.64%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6657 66.57%
BSEP inhibitior - 0.4779 47.79%
P-glycoprotein inhibitior + 0.7395 73.95%
P-glycoprotein substrate + 0.5554 55.54%
CYP3A4 substrate + 0.6922 69.22%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9081 90.81%
CYP3A4 inhibition + 0.6910 69.10%
CYP2C9 inhibition - 0.7392 73.92%
CYP2C19 inhibition - 0.8215 82.15%
CYP2D6 inhibition - 0.9360 93.60%
CYP1A2 inhibition - 0.8319 83.19%
CYP2C8 inhibition + 0.5673 56.73%
CYP inhibitory promiscuity - 0.7961 79.61%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5540 55.40%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9129 91.29%
Skin irritation + 0.7230 72.30%
Skin corrosion - 0.9394 93.94%
Ames mutagenesis - 0.6019 60.19%
Human Ether-a-go-go-Related Gene inhibition - 0.4092 40.92%
Micronuclear - 0.8000 80.00%
Hepatotoxicity + 0.6617 66.17%
skin sensitisation - 0.9232 92.32%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.6800 68.00%
Acute Oral Toxicity (c) III 0.4341 43.41%
Estrogen receptor binding + 0.6821 68.21%
Androgen receptor binding + 0.6548 65.48%
Thyroid receptor binding + 0.5304 53.04%
Glucocorticoid receptor binding + 0.7492 74.92%
Aromatase binding + 0.7338 73.38%
PPAR gamma + 0.5739 57.39%
Honey bee toxicity - 0.6900 69.00%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9970 99.70%

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
CHEMBL2581 P07339 Cathepsin D 97.40% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.31% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.63% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.59% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 95.51% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.27% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.43% 95.56%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 89.39% 97.47%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 88.57% 96.47%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.49% 96.77%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 88.26% 80.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.17% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 87.72% 94.75%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 87.45% 98.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.89% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.62% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 85.37% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.71% 92.62%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.11% 91.07%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.85% 99.23%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.46% 94.33%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 83.28% 95.17%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.26% 89.50%
CHEMBL284 P27487 Dipeptidyl peptidase IV 82.18% 95.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.18% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.14% 95.89%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 80.60% 92.78%
CHEMBL5255 O00206 Toll-like receptor 4 80.55% 92.50%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.14% 82.50%

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 72997759
LOTUS LTS0224359
wikiData Q104909732