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[6-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)methyl]-2,5-dioxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]methyl 2,3-dihydroxybutanoate

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 62cb7c0b-19a6-4569-8707-204bbe4ec5e9
Taxonomy Organic acids and derivatives > Hydroxy acids and derivatives > Beta hydroxy acids and derivatives
IUPAC Name [6-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)methyl]-2,5-dioxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]methyl 2,3-dihydroxybutanoate
SMILES (Canonical) CC(C(C(=O)OCC1=CC(=O)C2(C(C1=O)O2)CC3C(=C)CCC4C3(CCC(C4(C)C)O)C)O)O
SMILES (Isomeric) CC(C(C(=O)OCC1=CC(=O)C2(C(C1=O)O2)CC3C(=C)CCC4C3(CCC(C4(C)C)O)C)O)O
InChI InChI=1S/C26H36O8/c1-13-6-7-17-24(3,4)18(28)8-9-25(17,5)16(13)11-26-19(29)10-15(21(31)22(26)34-26)12-33-23(32)20(30)14(2)27/h10,14,16-18,20,22,27-28,30H,1,6-9,11-12H2,2-5H3
InChI Key WTPCVDMJSKOJKE-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H36O8
Molecular Weight 476.60 g/mol
Exact Mass 476.24101810 g/mol
Topological Polar Surface Area (TPSA) 134.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 1.65
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [6-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)methyl]-2,5-dioxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]methyl 2,3-dihydroxybutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9461 94.61%
Caco-2 - 0.7515 75.15%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8071 80.71%
OATP2B1 inhibitior - 0.8590 85.90%
OATP1B1 inhibitior + 0.8248 82.48%
OATP1B3 inhibitior + 0.9052 90.52%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6568 65.68%
BSEP inhibitior + 0.6178 61.78%
P-glycoprotein inhibitior - 0.5292 52.92%
P-glycoprotein substrate - 0.6668 66.68%
CYP3A4 substrate + 0.7146 71.46%
CYP2C9 substrate - 0.8016 80.16%
CYP2D6 substrate - 0.8919 89.19%
CYP3A4 inhibition - 0.5263 52.63%
CYP2C9 inhibition + 0.5000 50.00%
CYP2C19 inhibition - 0.7176 71.76%
CYP2D6 inhibition - 0.9362 93.62%
CYP1A2 inhibition - 0.6856 68.56%
CYP2C8 inhibition + 0.4486 44.86%
CYP inhibitory promiscuity - 0.9491 94.91%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6854 68.54%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9292 92.92%
Skin irritation - 0.5733 57.33%
Skin corrosion - 0.9402 94.02%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6782 67.82%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.7300 73.00%
skin sensitisation - 0.8195 81.95%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.7418 74.18%
Acute Oral Toxicity (c) III 0.5355 53.55%
Estrogen receptor binding + 0.6727 67.27%
Androgen receptor binding + 0.7298 72.98%
Thyroid receptor binding - 0.5468 54.68%
Glucocorticoid receptor binding + 0.7860 78.60%
Aromatase binding + 0.6505 65.05%
PPAR gamma - 0.5063 50.63%
Honey bee toxicity - 0.7590 75.90%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.7100 71.00%
Fish aquatic toxicity + 0.9964 99.64%

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 96.53% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.31% 94.45%
CHEMBL2581 P07339 Cathepsin D 95.19% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.89% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 91.62% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.29% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.74% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 87.83% 95.93%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.42% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.62% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.15% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.83% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.25% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.20% 99.23%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.03% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.06% 95.89%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.56% 96.47%
CHEMBL2179 P04062 Beta-glucocerebrosidase 82.52% 85.31%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.61% 92.62%
CHEMBL340 P08684 Cytochrome P450 3A4 81.60% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.02% 89.00%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 80.85% 92.78%

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.
There are no matching plants.

Cross-Links

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PubChem 139583687
LOTUS LTS0258283
wikiData Q75065459