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[(Z,5R)-5-acetyloxy-2-[(1S,3R,4R)-4-ethenyl-4-methyl-3-prop-1-en-2-ylcyclohexyl]-6-hydroxy-6-methylhept-2-enyl] 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 3859a6db-eb9f-41db-8127-4f99e0126aac
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name [(Z,5R)-5-acetyloxy-2-[(1S,3R,4R)-4-ethenyl-4-methyl-3-prop-1-en-2-ylcyclohexyl]-6-hydroxy-6-methylhept-2-enyl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C24H38O5/c1-9-24(8)13-12-19(14-21(24)16(2)3)20(15-28-17(4)25)10-11-22(23(6,7)27)29-18(5)26/h9-10,19,21-22,27H,1-2,11-15H2,3-8H3/b20-10+/t19-,21+,22+,24-/m0/s1
InChI Key FUFQAOKYRMAMKF-PLGPZNCDSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C24H38O5
Molecular Weight 406.60 g/mol
Exact Mass 406.27192431 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 5.50
Atomic LogP (AlogP) 4.75
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(Z,5R)-5-acetyloxy-2-[(1S,3R,4R)-4-ethenyl-4-methyl-3-prop-1-en-2-ylcyclohexyl]-6-hydroxy-6-methylhept-2-enyl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9770 97.70%
Caco-2 - 0.6399 63.99%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.9164 91.64%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9272 92.72%
OATP1B3 inhibitior + 0.8776 87.76%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5641 56.41%
BSEP inhibitior + 0.8140 81.40%
P-glycoprotein inhibitior - 0.4718 47.18%
P-glycoprotein substrate - 0.5884 58.84%
CYP3A4 substrate + 0.6754 67.54%
CYP2C9 substrate - 0.7948 79.48%
CYP2D6 substrate - 0.8887 88.87%
CYP3A4 inhibition - 0.5713 57.13%
CYP2C9 inhibition - 0.7366 73.66%
CYP2C19 inhibition - 0.8892 88.92%
CYP2D6 inhibition - 0.9309 93.09%
CYP1A2 inhibition - 0.8725 87.25%
CYP2C8 inhibition + 0.4837 48.37%
CYP inhibitory promiscuity - 0.8909 89.09%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8150 81.50%
Carcinogenicity (trinary) Non-required 0.5929 59.29%
Eye corrosion - 0.9776 97.76%
Eye irritation - 0.8756 87.56%
Skin irritation - 0.6340 63.40%
Skin corrosion - 0.9862 98.62%
Ames mutagenesis - 0.5737 57.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4067 40.67%
Micronuclear - 0.8800 88.00%
Hepatotoxicity + 0.7052 70.52%
skin sensitisation + 0.5640 56.40%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity - 0.6164 61.64%
Mitochondrial toxicity - 0.7250 72.50%
Nephrotoxicity + 0.6385 63.85%
Acute Oral Toxicity (c) III 0.5108 51.08%
Estrogen receptor binding + 0.7133 71.33%
Androgen receptor binding - 0.4933 49.33%
Thyroid receptor binding + 0.6623 66.23%
Glucocorticoid receptor binding + 0.8314 83.14%
Aromatase binding + 0.6128 61.28%
PPAR gamma + 0.6693 66.93%
Honey bee toxicity - 0.6176 61.76%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9974 99.74%

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 99.79% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.38% 96.09%
CHEMBL340 P08684 Cytochrome P450 3A4 92.59% 91.19%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.44% 94.45%
CHEMBL284 P27487 Dipeptidyl peptidase IV 92.10% 95.69%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.06% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.60% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.89% 97.09%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 88.00% 89.05%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.83% 96.95%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.61% 95.50%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 85.43% 96.38%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.73% 97.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.67% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.59% 95.89%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 84.21% 96.09%
CHEMBL5028 O14672 ADAM10 83.78% 97.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.74% 100.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 83.66% 97.21%
CHEMBL2179 P04062 Beta-glucocerebrosidase 83.37% 85.31%
CHEMBL1951 P21397 Monoamine oxidase A 83.24% 91.49%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 83.18% 92.95%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.53% 91.24%
CHEMBL1801 P00747 Plasminogen 82.38% 92.44%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.12% 94.33%
CHEMBL1937 Q92769 Histone deacetylase 2 81.82% 94.75%
CHEMBL2581 P07339 Cathepsin D 81.73% 98.95%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 81.47% 98.75%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.19% 96.90%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.89% 89.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.72% 100.00%
CHEMBL1902 P62942 FK506-binding protein 1A 80.57% 97.05%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.09% 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.
There are no matching plants.

Cross-Links

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PubChem 15726504
LOTUS LTS0026098
wikiData Q105001668