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[(1R,2R,4aS,5R,7R,8aR)-5-hydroxy-1,8a-dimethyl-6-oxo-7-prop-1-en-2-yl-1,2,3,4,4a,5,7,8-octahydronaphthalen-2-yl] (E,5R)-5-[(Z)-2-methylbut-2-enoyl]oxyhex-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 95db33f8-0ca9-412f-9eed-af2f08dba959
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
IUPAC Name [(1R,2R,4aS,5R,7R,8aR)-5-hydroxy-1,8a-dimethyl-6-oxo-7-prop-1-en-2-yl-1,2,3,4,4a,5,7,8-octahydronaphthalen-2-yl] (E,5R)-5-[(Z)-2-methylbut-2-enoyl]oxyhex-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC(C)CC=CC(=O)OC1CCC2C(C(=O)C(CC2(C1C)C)C(=C)C)O
SMILES (Isomeric) C/C=C(/C)\C(=O)O[C@H](C)C/C=C/C(=O)O[C@@H]1CC[C@@H]2[C@H](C(=O)[C@H](C[C@@]2([C@H]1C)C)C(=C)C)O
InChI InChI=1S/C26H38O6/c1-8-16(4)25(30)31-17(5)10-9-11-22(27)32-21-13-12-20-24(29)23(28)19(15(2)3)14-26(20,7)18(21)6/h8-9,11,17-21,24,29H,2,10,12-14H2,1,3-7H3/b11-9+,16-8-/t17-,18+,19-,20-,21-,24-,26-/m1/s1
InChI Key NBNCHLXKJUATKJ-BWJPBOBSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H38O6
Molecular Weight 446.60 g/mol
Exact Mass 446.26683893 g/mol
Topological Polar Surface Area (TPSA) 89.90 Ų
XlogP 5.30
Atomic LogP (AlogP) 4.32
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,4aS,5R,7R,8aR)-5-hydroxy-1,8a-dimethyl-6-oxo-7-prop-1-en-2-yl-1,2,3,4,4a,5,7,8-octahydronaphthalen-2-yl] (E,5R)-5-[(Z)-2-methylbut-2-enoyl]oxyhex-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 + 0.9839 98.39%
Caco-2 - 0.6959 69.59%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8416 84.16%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8487 84.87%
OATP1B3 inhibitior - 0.2749 27.49%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7021 70.21%
BSEP inhibitior + 0.5772 57.72%
P-glycoprotein inhibitior + 0.6737 67.37%
P-glycoprotein substrate - 0.5130 51.30%
CYP3A4 substrate + 0.6966 69.66%
CYP2C9 substrate - 0.8046 80.46%
CYP2D6 substrate - 0.9111 91.11%
CYP3A4 inhibition - 0.5660 56.60%
CYP2C9 inhibition - 0.9031 90.31%
CYP2C19 inhibition - 0.8393 83.93%
CYP2D6 inhibition - 0.9432 94.32%
CYP1A2 inhibition - 0.8264 82.64%
CYP2C8 inhibition - 0.6017 60.17%
CYP inhibitory promiscuity - 0.9146 91.46%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9743 97.43%
Carcinogenicity (trinary) Non-required 0.6933 69.33%
Eye corrosion - 0.9927 99.27%
Eye irritation - 0.9615 96.15%
Skin irritation + 0.6123 61.23%
Skin corrosion - 0.9640 96.40%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6442 64.42%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.5323 53.23%
skin sensitisation - 0.7380 73.80%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity + 0.6654 66.54%
Acute Oral Toxicity (c) III 0.6359 63.59%
Estrogen receptor binding + 0.6757 67.57%
Androgen receptor binding + 0.5905 59.05%
Thyroid receptor binding + 0.5261 52.61%
Glucocorticoid receptor binding + 0.7000 70.00%
Aromatase binding + 0.6075 60.75%
PPAR gamma + 0.6173 61.73%
Honey bee toxicity - 0.7249 72.49%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 1.0000 100.00%

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 97.79% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.42% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 95.99% 90.17%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 95.08% 96.38%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.82% 94.45%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 91.62% 91.07%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 91.59% 92.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.47% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 89.96% 91.19%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 87.26% 91.03%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.21% 91.24%
CHEMBL2581 P07339 Cathepsin D 86.80% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.82% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.83% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.57% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.20% 93.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.95% 94.33%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 83.78% 95.71%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.38% 96.47%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.05% 99.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.72% 95.89%
CHEMBL1937 Q92769 Histone deacetylase 2 81.37% 94.75%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 80.61% 80.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.55% 89.00%

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.
Senecio glanduloso-pilosus

Cross-Links

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PubChem 162940602
LOTUS LTS0042403
wikiData Q105176850