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[(1R)-2-[(1R,2R,4As,5R)-1,2,5-trimethyl-5-(4-methylpent-4-enyl)-2,3,4,4a,6,7-hexahydronaphthalen-1-yl]-1-(2-hydroxy-5-oxo-2H-furan-3-yl)ethyl] acetate

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 4b7a0542-aeb7-42b7-8cee-9a944f7cc999
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1R)-2-[(1R,2R,4aS,5R)-1,2,5-trimethyl-5-(4-methylpent-4-enyl)-2,3,4,4a,6,7-hexahydronaphthalen-1-yl]-1-(2-hydroxy-5-oxo-2H-furan-3-yl)ethyl] acetate
SMILES (Canonical) CC1CCC2C(=CCCC2(C)CCCC(=C)C)C1(C)CC(C3=CC(=O)OC3O)OC(=O)C
SMILES (Isomeric) C[C@@H]1CC[C@@H]2C(=CCC[C@@]2(C)CCCC(=C)C)[C@]1(C)C[C@H](C3=CC(=O)OC3O)OC(=O)C
InChI InChI=1S/C27H40O5/c1-17(2)9-7-13-26(5)14-8-10-22-21(26)12-11-18(3)27(22,6)16-23(31-19(4)28)20-15-24(29)32-25(20)30/h10,15,18,21,23,25,30H,1,7-9,11-14,16H2,2-6H3/t18-,21-,23-,25?,26-,27-/m1/s1
InChI Key LUZPPGGVQBQOEH-UMUHMQMUSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H40O5
Molecular Weight 444.60 g/mol
Exact Mass 444.28757437 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 6.10
Atomic LogP (AlogP) 5.64
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R)-2-[(1R,2R,4As,5R)-1,2,5-trimethyl-5-(4-methylpent-4-enyl)-2,3,4,4a,6,7-hexahydronaphthalen-1-yl]-1-(2-hydroxy-5-oxo-2H-furan-3-yl)ethyl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9849 98.49%
Caco-2 - 0.5863 58.63%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6886 68.86%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8392 83.92%
OATP1B3 inhibitior - 0.4065 40.65%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.5521 55.21%
BSEP inhibitior + 0.9330 93.30%
P-glycoprotein inhibitior + 0.7372 73.72%
P-glycoprotein substrate + 0.5632 56.32%
CYP3A4 substrate + 0.7104 71.04%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8959 89.59%
CYP3A4 inhibition + 0.6042 60.42%
CYP2C9 inhibition - 0.8100 81.00%
CYP2C19 inhibition - 0.8386 83.86%
CYP2D6 inhibition - 0.9502 95.02%
CYP1A2 inhibition + 0.6445 64.45%
CYP2C8 inhibition + 0.5082 50.82%
CYP inhibitory promiscuity - 0.8169 81.69%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5765 57.65%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9172 91.72%
Skin irritation + 0.6591 65.91%
Skin corrosion - 0.9126 91.26%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8163 81.63%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.5568 55.68%
skin sensitisation - 0.8473 84.73%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.5547 55.47%
Estrogen receptor binding + 0.8720 87.20%
Androgen receptor binding + 0.5529 55.29%
Thyroid receptor binding + 0.5798 57.98%
Glucocorticoid receptor binding + 0.8086 80.86%
Aromatase binding + 0.7736 77.36%
PPAR gamma + 0.5787 57.87%
Honey bee toxicity - 0.7746 77.46%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5500 55.00%
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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.81% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.58% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 97.16% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.66% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.72% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.90% 96.77%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.44% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.20% 97.09%
CHEMBL5255 O00206 Toll-like receptor 4 86.16% 92.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.01% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.76% 94.45%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 84.01% 94.80%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.94% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.68% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.44% 89.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.41% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.31% 82.69%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.10% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.10% 91.07%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.71% 99.23%
CHEMBL1902 P62942 FK506-binding protein 1A 81.18% 97.05%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.35% 90.71%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 10917258
LOTUS LTS0154053
wikiData Q105157727