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[(1R,4R,4aS,5S,6R,8aS)-4-acetyloxy-6-hydroxy-1,4a,6-trimethyl-5-[(2E)-3-methylpenta-2,4-dienyl]-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl icosanoate

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 369cac68-75d5-4479-94ff-7d1611bc81d3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name [(1R,4R,4aS,5S,6R,8aS)-4-acetyloxy-6-hydroxy-1,4a,6-trimethyl-5-[(2E)-3-methylpenta-2,4-dienyl]-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl icosanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H74O5/c1-8-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-39(44)46-33-40(5)31-30-38(47-35(4)43)42(7)36(40)29-32-41(6,45)37(42)28-27-34(3)9-2/h9,27,36-38,45H,2,8,10-26,28-33H2,1,3-7H3/b34-27+/t36-,37+,38+,40-,41+,42-/m0/s1
InChI Key OJBXWJJQGJSZEP-QPPGDABUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H74O5
Molecular Weight 659.00 g/mol
Exact Mass 658.55362546 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 14.30
Atomic LogP (AlogP) 11.61
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 24

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,4R,4aS,5S,6R,8aS)-4-acetyloxy-6-hydroxy-1,4a,6-trimethyl-5-[(2E)-3-methylpenta-2,4-dienyl]-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl icosanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9966 99.66%
Caco-2 - 0.7989 79.89%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8343 83.43%
OATP2B1 inhibitior - 0.5714 57.14%
OATP1B1 inhibitior + 0.8372 83.72%
OATP1B3 inhibitior + 0.9703 97.03%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.6891 68.91%
BSEP inhibitior + 0.9728 97.28%
P-glycoprotein inhibitior + 0.7378 73.78%
P-glycoprotein substrate - 0.5767 57.67%
CYP3A4 substrate + 0.6976 69.76%
CYP2C9 substrate - 0.8037 80.37%
CYP2D6 substrate - 0.8907 89.07%
CYP3A4 inhibition + 0.5290 52.90%
CYP2C9 inhibition - 0.8454 84.54%
CYP2C19 inhibition - 0.8844 88.44%
CYP2D6 inhibition - 0.9231 92.31%
CYP1A2 inhibition - 0.9332 93.32%
CYP2C8 inhibition + 0.6826 68.26%
CYP inhibitory promiscuity - 0.8903 89.03%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6707 67.07%
Eye corrosion - 0.9928 99.28%
Eye irritation - 0.8939 89.39%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9700 97.00%
Ames mutagenesis - 0.8200 82.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7180 71.80%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.6174 61.74%
skin sensitisation - 0.8062 80.62%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.6708 67.08%
Acute Oral Toxicity (c) III 0.7562 75.62%
Estrogen receptor binding + 0.7950 79.50%
Androgen receptor binding - 0.5134 51.34%
Thyroid receptor binding - 0.5864 58.64%
Glucocorticoid receptor binding + 0.6535 65.35%
Aromatase binding + 0.6011 60.11%
PPAR gamma + 0.6204 62.04%
Honey bee toxicity - 0.8408 84.08%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.7942 79.42%
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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.96% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.90% 97.25%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 94.94% 92.86%
CHEMBL340 P08684 Cytochrome P450 3A4 94.51% 91.19%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.13% 99.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.96% 91.11%
CHEMBL230 P35354 Cyclooxygenase-2 92.75% 89.63%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 92.67% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 92.00% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 91.67% 97.79%
CHEMBL299 P17252 Protein kinase C alpha 91.33% 98.03%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 91.16% 95.17%
CHEMBL2581 P07339 Cathepsin D 90.70% 98.95%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 89.64% 97.29%
CHEMBL5255 O00206 Toll-like receptor 4 89.49% 92.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.38% 92.94%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.59% 82.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.38% 94.45%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 87.14% 91.81%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.72% 95.50%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 85.32% 97.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.78% 92.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.74% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 83.74% 94.75%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.32% 93.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.59% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.15% 94.33%
CHEMBL5028 O14672 ADAM10 81.74% 97.50%
CHEMBL2664 P23526 Adenosylhomocysteinase 81.61% 86.67%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.26% 96.95%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.22% 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.
There are no matching plants.

Cross-Links

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PubChem 163013462
LOTUS LTS0250603
wikiData Q105192979